Compounds > terbinafine hydrochloride
Page last updated: 2024-08-01 12:04:58

terbinafine hydrochloride

Description

terbinafine hydrochloride : A hydrochloride obtained by reaction of terbinafine with one molar equivalent of hydrogen chloride. [CHeBI]

Cross-References

ID SourceID
PubMed CID5282481
CHEMBL ID1200832
SCHEMBL ID36795
SCHEMBL ID36793
CHEBI ID77614
MeSH IDM0398072

Synonyms (133)

Synonym
AC-761
LS-14899
AKOS015844100
nm-100060
htu-520
terbifoam
sf-86327
afogan
mycova
innonyx
terbisil
terbinafine hydrochloride
(e)-n-(6,6-dimethyl-2-hepten-4-ynyl)-n-methyl-1-naphthalenemethylamine hydrochloride
1-naphthalenemethanamine, n-(6,6-dimethyl-2-hepten-4-ynyl)-n-methyl-, (e)-, monohydrochloride
terbinafina [spanish]
lamisil krem
sf 86-327 hydrochloride
drg-0286
terbinafinum [latin]
MLS001401424
cpd000469152 ,
terbinafine hydrochloride (jp17/usp)
78628-80-5
D02219
lamisil (tn)
MLS001304037
smr000469152
terbinafine hcl
MLS001066620
terbina
nsc-759113
terbinafine (as hydrochloride)
bramazil
CHEMBL1200832
terbine
muzonal
chebi:77614 ,
bramizil
D2049
trans-n-(6,6-dimethyl-2-hepten-4-ynyl)-n-methyl-1-naphthylmethylamine hydrochloride
A839463
(e)-n,6,6-trimethyl-n-(naphthalen-1-ylmethyl)hept-2-en-4-yn-1-amine hydrochloride
nsc759113
pharmakon1600-01505392
c21h26cln
CCG-101026
terbinafine hydrochloride [usp:jan]
athletes foot
nsc 759113
012c11zu6g ,
ec 616-640-4
unii-012c11zu6g
(2e)-n,6,6-trimethyl-n-(1-naphthylmethyl)hept-2-en-4-yn-1-amine hydrochloride (1:1)
BCP9000834
HY-17395
CS-1123
terbinafine hydrochloride [jan]
terbinafine hydrochloride [mart.]
(2e)-n,6,6-trimethyl-n-(naphthalen-1-ylmethyl)hept-2-en-4-yn-1-amine hydrochloride
terbinafine hydrochloride [ep monograph]
(e)-n-(6,6-dimethyl-2-hepten-4-ynyl)-n-methyl-1-naphthalenemethylamine, hydrochloride
terbinafine hydrochloride [usp-rs]
terbinafine hydrochloride [usp monograph]
terbinafine hydrochloride [who-dd]
1-naphthalenemethanamine, n-(6,6-dimethyl-2-hepten-4-ynyl)-n-methyl-, (e)-, hydrochloride
terbinafine hydrochloride [orange book]
terbinafine hydrochloride [mi]
terbinafine hydrochloride [vandf]
S2557
NC00276
terbinafine (hydrochloride)
SCHEMBL36795
SCHEMBL36793
KS-1289
DTXSID90229223 ,
(e)-n-(6,6-dimethyl-2-hepten-4-ynyl)-n-methyl-1-naphthalenemethanamine hydrochloride
BWMISRWJRUSYEX-SZKNIZGXSA-N
terbinafine monohydrochloride
(2e)-n,6,6-trimethyl-n-(1-naphthylmethyl)hept-2-en-4-yn-1-amine hydrochloride
(2e)-n,6,6-trimethyl-n-(1-naphthylmethyl)hept-2-en-4-yn-1-aminium chloride
Q-201790
terbinafine hydrochloride, antibiotic for culture media use only
AKOS025149216
(e)-n-(6,6-dimethyl-2-hepten-4-ynyl)-n-methyl-1-naphthylmethylamine hydrochloride
mfcd00145430
trans-n-(6,6-dimethyl-2-hepten-4-ylyl)-n-methyl-1-naphthylmethylamine hydrochloride
(e)-n,6,6-trimethyl-n-(naphthalen-1-ylmethyl)hept-2-en-4-yn-1-amine;hydrochloride
tdt 067 hydrochloride
1-naphthalenemethanamine, n-[(2e)-6,6-dimethyl-2-hepten-4-yn-1-yl]-n-methyl-, hydrochloride (1:1)
terbinafine hydrochloride, united states pharmacopeia (usp) reference standard
terbinafine hydrochloride, european pharmacopoeia (ep) reference standard
terbinafine hydrochloride, >=98%
terbinafine hydrochloride, pharmaceutical secondary standard; certified reference material
terbinafine for system suitability, european pharmacopoeia (ep) reference standard
terbinafine,hydrochloride
SW197656-2
Q27147212
78628-80-5 (hcl)
terbinafine hydrochloride (lamisil)
[(2e)-6,6-dimethylhept-2-en-4-yn-1-yl](methyl)(naphthalen-1-ylmethyl)amine hydrochloride
n-[(2e)-6,6-dimethyl-2-hepten-4-yn-1-yl]-n-methyl-1-naphthalenemethanamine hydrochloride
terbinafine hydrochloride,(s)
[(e)-6,6-dimethylhept-2-en-4-ynyl]-methyl-(naphthalen-1-ylmethyl)azanium;chloride
(e)-n,6,6-trimethyl-n-(naphthalen-1-ylmethyl)hept-2-en-4-yn-1-aminehydrochloride
BT164461
[(2z)-6,6-dimethylhept-2-en-4-yn-1-yl](methyl)[(naphthalen-1-yl)methyl]amine hydrochloride
silkajock itch
lamisil at cream
dtxcid10151714
terbinafine hydrochloride (ep monograph)
shopkoathletes foot
goodsenseterbinafine hydrochloride
silkaantifungal
good neighbor pharmacy
terbinafine hydrochloride (usp-rs)
terbinafine hydrochloride (mart.)
terbinafinum (latin)
krogerantifungal
terbinafine hcl 5%
terbinafine tablets 250 mg
terbinafine hydrochloride (usp monograph)
antifungal foot
terbinafin hydrochloride
shoprite
lamisilat
terbinafine hydrochloride (usp:jan)
walgreensathletes foot
terbinafine hydochloride
silkagel
cvs pharmacyathletes foot
lamisilat jock itch
(2e)-n,6,6-trimethyl-n-(naphthalen-1-ylmethyl)hept-2-en-4-yn-1-amine monohydrochloride
lamisil atfor jock itch

Roles (2)

RoleDescription
EC 1.14.13.132 (squalene monooxygenase) inhibitorAn EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of squalene monooxygenase (EC 1.14.13.132).
P450 inhibitorAn enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.

Drug Classes (2)

ClassDescription
hydrochlorideA salt formally resulting from the reaction of hydrochloric acid with an organic base.
allylamine antifungal drugAn organonitrogen compound that contains an amino group that is attached to a carbon which is itself attached to an olefinic carbon and which has been used as an antifungal drug.

Protein Targets (14)

Potency Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
glp-1 receptor, partialHomo sapiens (human)Potency14.1254AID624417
USP1 protein, partialHomo sapiens (human)Potency7.9433AID743255
TDP1 proteinHomo sapiens (human)Potency24.8445AID686978; AID686979
PINK1Homo sapiens (human)Potency22.3872AID624263
ParkinHomo sapiens (human)Potency22.3872AID624263
chromobox protein homolog 1Homo sapiens (human)Potency15.8489AID540317
DNA polymerase iota isoform a (long)Homo sapiens (human)Potency89.1251AID588590
gemininHomo sapiens (human)Potency1.0000AID624297
Rap guanine nucleotide exchange factor 4Homo sapiens (human)Potency89.1251AID720708

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
ATP-binding cassette sub-family C member 3Homo sapiens (human)IC50133.0000AID1473740
Multidrug resistance-associated protein 4Homo sapiens (human)IC50133.0000AID1473741
Bile salt export pumpHomo sapiens (human)IC50133.0000AID1473738
Canalicular multispecific organic anion transporter 1Homo sapiens (human)IC50133.0000AID1473739

Activation Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
heat shock protein 90Candida albicansEC502.5910AID2423

Bioassays (18)

Assay IDTitleYearJournalArticle
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13ISSN: 1934-9300Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
ISSN: 1552-4922		Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
ISSN: 1557-8127		High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13ISSN: 1934-9300Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
ISSN: 1552-4922		Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
ISSN: 1557-8127		High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13ISSN: 1934-9300Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
ISSN: 1552-4922		Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
ISSN: 1557-8127		High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression2022The Journal of biological chemistry, 08, Volume: 298, Issue:8
ISSN: 1083-351X
AID1745845Primary qHTS for Inhibitors of ATXN expression2022The Journal of biological chemistry, 08, Volume: 298, Issue:8
ISSN: 1083-351X
AID1193496Thermodynamic equilibrium solubility, log S of the compound in water at RT after 24 hrs by shake-flask method2015Bioorganic & medicinal chemistry letters, Apr-01, Volume: 25, Issue:7
ISSN: 1464-3405		Thermodynamic equilibrium solubility measurements in simulated fluids by 96-well plate method in early drug discovery.
AID1473739Inhibition of human MRP2 overexpressed in Sf9 cell membrane vesicles assessed as uptake of [3H]-estradiol-17beta-D-glucuronide in presence of ATP and GSH measured after 20 mins by membrane vesicle transport assay2013Toxicological sciences : an official journal of the Society of Toxicology, Nov, Volume: 136, Issue:1
ISSN: 1096-0929		A multifactorial approach to hepatobiliary transporter assessment enables improved therapeutic compound development.
AID1193493Thermodynamic equilibrium solubility, log S of the compound in PBS at pH 7.4 at RT after 4 hrs by 96 well plate method2015Bioorganic & medicinal chemistry letters, Apr-01, Volume: 25, Issue:7
ISSN: 1464-3405		Thermodynamic equilibrium solubility measurements in simulated fluids by 96-well plate method in early drug discovery.
AID1193498Thermodynamic equilibrium solubility, log S of the compound simulated gastric fluid at pH 1.2 at RT after 24 hrs by shake-flask method2015Bioorganic & medicinal chemistry letters, Apr-01, Volume: 25, Issue:7
ISSN: 1464-3405		Thermodynamic equilibrium solubility measurements in simulated fluids by 96-well plate method in early drug discovery.
AID1473738Inhibition of human BSEP overexpressed in Sf9 cell membrane vesicles assessed as uptake of [3H]-taurocholate in presence of ATP measured after 15 to 20 mins by membrane vesicle transport assay2013Toxicological sciences : an official journal of the Society of Toxicology, Nov, Volume: 136, Issue:1
ISSN: 1096-0929		A multifactorial approach to hepatobiliary transporter assessment enables improved therapeutic compound development.
AID1193497Thermodynamic equilibrium solubility, log S of the compound PBS at pH 7.4 at RT after 24 hrs by shake-flask method2015Bioorganic & medicinal chemistry letters, Apr-01, Volume: 25, Issue:7
ISSN: 1464-3405		Thermodynamic equilibrium solubility measurements in simulated fluids by 96-well plate method in early drug discovery.
AID1473741Inhibition of human MRP4 overexpressed in Sf9 cell membrane vesicles assessed as uptake of [3H]-estradiol-17beta-D-glucuronide in presence of ATP and GSH measured after 20 mins by membrane vesicle transport assay2013Toxicological sciences : an official journal of the Society of Toxicology, Nov, Volume: 136, Issue:1
ISSN: 1096-0929		A multifactorial approach to hepatobiliary transporter assessment enables improved therapeutic compound development.
AID1193494Thermodynamic equilibrium solubility, log S of the compound in simulated gastric fluid at pH 1.2 at RT after 4 hrs by 96 well plate method2015Bioorganic & medicinal chemistry letters, Apr-01, Volume: 25, Issue:7
ISSN: 1464-3405		Thermodynamic equilibrium solubility measurements in simulated fluids by 96-well plate method in early drug discovery.
AID1473740Inhibition of human MRP3 overexpressed in Sf9 insect cell membrane vesicles assessed as uptake of [3H]-estradiol-17beta-D-glucuronide in presence of ATP and GSH measured after 10 mins by membrane vesicle transport assay2013Toxicological sciences : an official journal of the Society of Toxicology, Nov, Volume: 136, Issue:1
ISSN: 1096-0929		A multifactorial approach to hepatobiliary transporter assessment enables improved therapeutic compound development.
AID1193499Thermodynamic equilibrium solubility, log S of the compound simulated intestinal fluid at pH 6.8 at RT after 24 hrs by shake-flask method2015Bioorganic & medicinal chemistry letters, Apr-01, Volume: 25, Issue:7
ISSN: 1464-3405		Thermodynamic equilibrium solubility measurements in simulated fluids by 96-well plate method in early drug discovery.
AID1193492Thermodynamic equilibrium solubility, log S of the compound in water at RT after 4 hrs by 96 well plate method2015Bioorganic & medicinal chemistry letters, Apr-01, Volume: 25, Issue:7
ISSN: 1464-3405		Thermodynamic equilibrium solubility measurements in simulated fluids by 96-well plate method in early drug discovery.
AID1193495Thermodynamic equilibrium solubility, log S of the compound in simulated intestinal fluid at pH 6.8 at RT after 4 hrs by 96 well plate method2015Bioorganic & medicinal chemistry letters, Apr-01, Volume: 25, Issue:7
ISSN: 1464-3405		Thermodynamic equilibrium solubility measurements in simulated fluids by 96-well plate method in early drug discovery.
AID1347054Inhibition of BCRP-mediated mitoxantrone efflux in human myeloid leukemia PLB985 cells measured by flow cytometry2017SLAS discovery : advancing life sciences R & D, 01, Volume: 22, Issue:1
ISSN: 2472-5560		Virtual Screening of DrugBank Reveals Two Drugs as New BCRP Inhibitors.

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (14.29)29.6817
2010's5 (71.43)24.3611
2020's1 (14.29)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other7 (100.00%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
meperidine hydrochloride
0
hydrochlorideantispasmodic drug;
kappa-opioid receptor agonist;
mu-opioid receptor agonist;
opioid analgesic		00low000000
promazine hydrochloride
0
hydrochloride00low000000
pilocarpine hydrochloride
0
hydrochloride00low000000
mechlorethamine hydrochloride
0
hydrochlorideantineoplastic agent00low000000
promethazine hydrochloride
0
hydrochlorideanti-allergic agent;
anticoronaviral agent;
antiemetic;
antipruritic drug;
geroprotector;
H1-receptor antagonist;
local anaesthetic;
sedative		00low000000
pyridoxine hydrochloride
0
hydrochloride;
vitamin B6		00low000000
thiamine hydrochloride
0
hydrochloride;
vitamin B1		insect repellent00low000000
chlorpromazine hydrochloride
0
hydrochloride;
phenothiazines		anticoronaviral agent;
phenothiazine antipsychotic drug		00low000000
lidocaine hydrochloride
0
hydrochlorideanti-arrhythmia drug;
local anaesthetic		00low000000
imipramine hydrochloride
0
hydrochlorideantidepressant00low000000
methapyrilene hydrochloride
0
hydrochlorideanti-allergic agent;
carcinogenic agent;
H1-receptor antagonist;
sedative		00low000000
phenazopyridine hydrochloride
0
hydrochloridecarcinogenic agent;
local anaesthetic;
non-narcotic analgesic		00low000000
diphenhydramine hydrochloride
0
hydrochloride;
organoammonium salt		anti-allergic agent;
antiemetic;
antiparkinson drug;
antipruritic drug;
H1-receptor antagonist;
local anaesthetic;
muscarinic antagonist;
sedative		00low000000
cycloguanil hydrochloride
0
hydrochloride;
organic molecular entity		00low000000
hydralazine hydrochloride
0
hydrochlorideantihypertensive agent;
vasodilator agent		00low000000
orphenadrine hydrochloride
0
hydrochlorideantiparkinson drug;
H1-receptor antagonist;
muscarinic antagonist;
muscle relaxant;
NMDA receptor antagonist;
parasympatholytic		00low000000
pseudoephedrine hydrochloride
0
hydrochlorideplant metabolite00low000000
procarbazine hydrochloride
0
hydrochlorideantineoplastic agent00low000000
tetrahydrozoline hydrochloride
0
hydrochloridenasal decongestant;
sympathomimetic agent;
vasoconstrictor agent		00low000000
pyridoxamine dihydrochloride
0
hydrochloride;
vitamin B6		Escherichia coli metabolite;
human metabolite;
iron chelator;
mouse metabolite;
nephroprotective agent;
plant metabolite;
Saccharomyces cerevisiae metabolite		00low000000
neutral red
0
hydrochlorideacid-base indicator;
dye;
two-colour indicator		00low000000
cyproheptadine hydrochloride (anhydrous)
0
hydrochloride00low000000
ethambutol hydrochloride
0
hydrochlorideantitubercular agent00low000000
metformin hydrochloride
0
hydrochlorideenvironmental contaminant;
hypoglycemic agent;
xenobiotic		00low000000
n-(1-naphthyl)ethylenediamine dihydrochloride
0
hydrochloride00low000000
amiloride hydrochloride, anhydrous
0
hydrochloridediuretic;
sodium channel blocker		00low000000
benzophenoneidum
0
hydrochloridefluorochrome;
histological dye		00low000000
midodrine hydrochloride
0
hydrochloridealpha-adrenergic agonist;
sympathomimetic agent;
vasoconstrictor agent		00low000000
quinacrine mustard
0
hydrochlorideintercalator00low000000
mexiletine hydrochloride
0
hydrochlorideanti-arrhythmia drug00low000000
cyclobenzaprine hydrochloride
0
hydrochlorideantidepressant;
muscle relaxant		00low000000
nsc-145,668
0
hydrochlorideantimetabolite;
antineoplastic agent		00low000000
selegiline hydrochloride, (r)-isomer
0
hydrochloride;
terminal acetylenic compound		antiparkinson drug;
dopaminergic agent;
EC 1.4.3.4 (monoamine oxidase) inhibitor		00low000000
benserazide hydrochloride
0
hydrochlorideantiparkinson drug;
dopaminergic agent;
EC 4.1.1.28 (aromatic-L-amino-acid decarboxylase) inhibitor		00low000000
minaprine dihydrochloride
0
hydrochloride00low000000
lofepramine hydrochloride
0
hydrochlorideantidepressant00low000000
moricizine hydrochloride
0
hydrochlorideanti-arrhythmia drug00low000000
buspirone hydrochloride
0
hydrochlorideanxiolytic drug;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
sedative;
serotonergic agonist		00low000000
propafenone hydrochloride
0
hydrochlorideanti-arrhythmia drug00low000000
carteolol hydrochloride
0
hydrochlorideanti-arrhythmia drug;
antiglaucoma drug;
antihypertensive agent;
beta-adrenergic antagonist		00low000000
midazolam hydrochloride
0
hydrochloride;
imidazobenzodiazepine		anticonvulsant;
antineoplastic agent;
anxiolytic drug;
apoptosis inducer;
central nervous system depressant;
GABAA receptor agonist;
general anaesthetic;
muscle relaxant;
sedative		00low000000
cerm-1978
0
hydrochloride00low000000
mitoxantrone hydrochloride
0
hydrochlorideantineoplastic agent00low000000
alo 2145
0
hydrochloridealpha-adrenergic agonist;
antiglaucoma drug		00low000000
azelastine hydrochloride
0
hydrochlorideanti-allergic agent;
anti-asthmatic drug;
bronchodilator agent;
EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor;
H1-receptor antagonist;
platelet aggregation inhibitor		00low000000
bambuterol hydrochloride
0
carbamate ester;
hydrochloride;
phenylethanolamines		anti-asthmatic drug;
beta-adrenergic agonist;
bronchodilator agent;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
prodrug;
sympathomimetic agent		00low000000
atomoxetine hydrochloride
0
hydrochlorideadrenergic uptake inhibitor;
antidepressant		00low000000
ci 906
0
hydrochlorideantihypertensive agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor		00low000000
raloxifene hydrochloride
0
hydrochloridebone density conservation agent;
estrogen antagonist;
estrogen receptor modulator		00low000000
nefazodone hydrochloride
0
hydrochloride00low000000
mk 458
0
hydrochlorideanticonvulsant;
antiparkinson drug;
dopamine agonist		00low000000
gemcitabine hydrochloride
0
hydrochloride;
organofluorine compound		anticoronaviral agent;
antimetabolite;
antineoplastic agent;
antiviral drug;
EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor;
immunosuppressive agent;
radiosensitizing agent		00low000000
alosetron hydrochloride
0
hydrochlorideantiemetic;
serotonergic antagonist		00low000000
ziprasidone hydrochloride
0
hydrate;
hydrochloride		00low000000
naratriptan hydrochloride
0
hydrochloride00low000000
tirofiban hydrochloride
0
hydrochloride00low000000
phenylhydrazine hydrochloride
0
hydrochloride00low000000
fluoxetine hydrochloride
0
hydrochloride;
N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine		00low000000
paroxetine hydrochloride
0
hydrochlorideantidepressant;
anxiolytic drug;
hepatotoxic agent;
P450 inhibitor;
serotonin uptake inhibitor		00low000000
propranolol hydrochloride
0
hydrochloride00low000000
diltiazem hydrochloride
0
hydrochlorideantihypertensive agent;
calcium channel blocker;
vasodilator agent		00low000000
venlafaxine hydrochloride
0
hydrochloride00low000000
trazodone hydrochloride
0
hydrochlorideadrenergic antagonist;
antidepressant;
H1-receptor antagonist;
sedative;
serotonin uptake inhibitor		00low000000
ciprofloxacin hydrochloride anhydrous
0
hydrochlorideantibacterial drug;
antiinfective agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
topoisomerase IV inhibitor		00low000000
sertraline hydrochloride
0
hydrochlorideantidepressant;
serotonin uptake inhibitor		00low000000
tramadol hydrochloride
0
hydrochlorideadrenergic uptake inhibitor;
antitussive;
capsaicin receptor antagonist;
delta-opioid receptor agonist;
kappa-opioid receptor agonist;
mu-opioid receptor agonist;
muscarinic antagonist;
nicotinic antagonist;
NMDA receptor antagonist;
opioid analgesic;
serotonergic antagonist;
serotonin uptake inhibitor		00low000000
amantadine hydrochloride
0
hydrochlorideantiviral agent;
dopamine agonist;
NMDA receptor antagonist		00low000000
amodiaquine hydrochloride
0
hydrochlorideanticoronaviral agent00low000000
doxapram hydrochloride
0
hydrochloridecentral nervous system stimulant00low000000
bupivacaine hydrochloride
0
hydrochloride;
racemate		adrenergic antagonist;
amphiphile;
EC 3.1.1.8 (cholinesterase) inhibitor;
EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor;
local anaesthetic		00low000000
spectinomycin dihydrochloride
0
hydrochlorideantibacterial drug;
antimicrobial agent		00low000000
dobutamine hydrochloride
0
hydrochloridebeta-adrenergic agonist;
cardiotonic drug;
sympathomimetic agent		00low000000
desipramine hydrochloride
0
hydrochloridedrug allergen00low000000
mefloquine hydrochloride
0
hydrochloride00low000000
ticlopidine hydrochloride
0
hydrochloride00low000000
thioridazine hydrochloride
0
hydrochloridefirst generation antipsychotic;
geroprotector		00low000000
diphenylpyraline hydrochloride
0
hydrochloridecholinergic antagonist;
H1-receptor antagonist		00low000000
trifluoperazine hydrochloride
0
hydrochloride00low000000
procainamide hydrochloride
0
hydrochlorideanti-arrhythmia drug00low000000
siquil
0
hydrochlorideanticoronaviral agent00low000000
mepivacaine hydrochloride
0
hydrochloride;
piperidinecarboxamide		local anaesthetic00low000000
sotalol hydrochloride
0
hydrochlorideanti-arrhythmia drug;
beta-adrenergic antagonist		00low000000
oxymetazoline hydrochloride
0
hydrochloridealpha-adrenergic agonist;
nasal decongestant;
sympathomimetic agent;
vasoconstrictor agent		00low000000
ay-20694
0
hydrochloride00low000000
alprenolol hydrochloride
0
hydrochloride00low000000
dyclonine hydrochloride
0
hydrochloridetopical anaesthetic00low000000
clomipramine hydrochloride
0
hydrochlorideanticoronaviral agent;
antidepressant;
serotonergic antagonist;
serotonergic drug		00low000000
prazosin hydrochloride
0
hydrochloride00low000000
mianserin hydrochloride
0
hydrochloridegeroprotector00low000000
medetomidine hydrochloride
0
hydrochloride00low000000
lomefloxacin hydrochloride
0
hydrochlorideantimicrobial agent;
antitubercular agent;
photosensitizing agent		00low000000
methixene hydrochloride
0
hydrate;
hydrochloride		00low000000
pirenzepine dihydrochloride
0
hydrochloride00low000000
loperamide hydrochloride
0
hydrochlorideanticoronaviral agent;
antidiarrhoeal drug;
mu-opioid receptor agonist		00low000000
talampicillin hydrochloride
0
hydrochloride00low000000
dipivefrin hydrochloride
0
hydrochlorideadrenergic agonist;
antiglaucoma drug;
sympathomimetic agent		00low000000
uroxatral
0
hydrochloride00low000000
1-(5-isoquinolinesulfonyl)-2-methylpiperazine dihydrochloride
0
hydrochlorideEC 2.7.11.13 (protein kinase C) inhibitor00low000000
amperozide hydrochloride
0
hydrochlorideanxiolytic drug;
dopamine uptake inhibitor;
geroprotector;
second generation antipsychotic;
serotonergic antagonist		00low000000
eprazinone hydrochloride
0
hydrochloridemucolytic00low000000
irinotecan hydrochloride
0
hydrochlorideantineoplastic agent;
apoptosis inducer;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
prodrug		00low000000
tiagabine hydrochloride
0
hydrochlorideanticonvulsant;
GABA reuptake inhibitor		00low000000
diethylpropion hydrochloride
0
hydrochlorideappetite depressant00low000000
oxybutynin hydrochloride
0
hydrochloride00low000000
nimustine
0
hydrochlorideantineoplastic agent00low000000
cordium
0
hydrate;
hydrochloride		00low000000
biperiden hydrochloride
0
hydrochloride;
piperidines;
tertiary alcohol		antiparkinson drug;
muscarinic antagonist;
parasympatholytic		00low000000
prilocaine hydrochloride
0
hydrochloridelocal anaesthetic00low000000
moxifloxacin hydrochloride
0
hydrochlorideantibacterial drug00low000000
asl 8052
0
hydrochlorideanti-arrhythmia drug;
beta-adrenergic antagonist		00low000000
vanoxerine
0
hydrochloridedopamine uptake inhibitor00low000000
methoctramine
0
hydrochloridemuscarinic antagonist00low000000
betaxolol hydrochloride
0
hydrochlorideantihypertensive agent;
beta-adrenergic antagonist		00low000000
fingolimod hydrochloride
0
hydrochlorideimmunosuppressive agent;
prodrug;
sphingosine-1-phosphate receptor agonist		00low000000
pivmecillinam hydrochloride
0
hydrochloride00low000000
profenamine hydrochloride
0
hydrochlorideadrenergic antagonist;
antiparkinson drug;
histamine antagonist;
muscarinic antagonist		00low000000
aminolevulinic acid hydrochloride
0
hydrochlorideantineoplastic agent;
dermatologic drug;
photosensitizing agent;
prodrug		00low000000
1-((4-fluorobenzoylamino)ethyl)-4-(7-methoxy-1-naphthyl)piperazine hydrochloride
0
hydrochlorideanxiolytic drug;
serotonergic agonist		00low000000
ng-nitroarginine methyl ester
0
hydrochlorideEC 1.14.13.39 (nitric oxide synthase) inhibitor00low000000
cinacalcet hydrochloride
0
hydrochloridecalcimimetic;
P450 inhibitor		00low000000
epinastine hydrochloride
0
hydrochloride00low000000
methyl 5-aminolevulinate hydrochloride
0
hydrochlorideantineoplastic agent;
dermatologic drug;
photosensitizing agent;
prodrug		00low000000
fasudil hydrochloride
0
hydrochlorideantihypertensive agent;
calcium channel blocker;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
neuroprotective agent;
nootropic agent;
vasodilator agent		00low000000
ropivacaine
0
hydrochloridelocal anaesthetic00low000000
erlotinib hydrochloride
0
hydrochloride;
terminal acetylenic compound		antineoplastic agent;
protein kinase inhibitor		00low000000
memantine hydrochloride
0
hydrochlorideantidepressant;
antiparkinson drug;
dopaminergic agent;
neuroprotective agent;
NMDA receptor antagonist		00low000000
procyclidine hydrochloride
0
hydrochloride00low000000
l 778,123
0
hydrochlorideantineoplastic agent;
EC 2.5.1.58 (protein farnesyltransferase) inhibitor;
EC 2.5.1.59 (protein geranylgeranyltransferase type I) inhibitor;
radiosensitizing agent		00low000000
acebutolol hydrochloride
0
hydrochlorideanti-arrhythmia drug;
antihypertensive agent;
beta-adrenergic antagonist;
sympathomimetic agent		00low000000
dicyclomine hydrochloride
0
hydrochlorideantispasmodic drug;
muscarinic antagonist		00low000000
flavoxate hydrochloride
0
hydrochlorideantispasmodic drug;
muscarinic antagonist;
parasympatholytic		00low000000
eflornithine hydrochloride
0
hydrate;
hydrochloride		00low000000
bacampicillin hydrochloride
0
hydrochloride00low000000
cocaine hydrochloride
0
hydrochloridecentral nervous system stimulant;
local anaesthetic		00low000000
(1R,2S)-tranylcypromine hydrochloride
0
hydrochloride00low000000
ranitidine hydrochloride
0
hydrochloridedrug allergen00low000000
corlanor
0
hydrochloridecardiotonic drug00low000000
emetine dihydrochloride
0
hydrochlorideanticoronaviral agent;
antimalarial;
antineoplastic agent;
antiprotozoal drug;
antiviral agent;
autophagy inhibitor;
emetic;
protein synthesis inhibitor		00low000000
naftifine hydrochloride
0
allylamine antifungal drug;
hydrochloride		00low000000
pibutidine hydrochloride
0
hydrochlorideanti-ulcer drug;
H2-receptor antagonist		00low000000
cis-flupenthixol dihydrochloride
0
hydrochloridegeroprotector00low000000
levobunolol hydrochloride
0
hydrochlorideantiglaucoma drug;
beta-adrenergic antagonist		00low000000
phenylephrine hydrochloride
0
hydrochloride00low000000
nalbuphine hydrochloride
0
hydrochloride00low000000
lotensin
0
hydrochlorideEC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor00low000000
tamsulosin hydrochloride
0
hydrochloridealpha-adrenergic antagonist;
antineoplastic agent		00low000000
naloxone hydrochloride
0
hydrochlorideantidote to opioid poisoning;
central nervous system depressant;
mu-opioid receptor antagonist		00low000000
morphine chloride
0
hydrochloride00low000000
naltrexone hydrochloride
0
hydrochlorideantidote to opioid poisoning;
central nervous system depressant;
mu-opioid receptor antagonist		00low000000
triprolidine hydrochloride anhydrous
0
hydrochlorideH1-receptor antagonist00low000000
bromhexine hydrochloride
0
hydrochloridemucolytic00low000000
nab-365
0
hydrochloridebeta-adrenergic agonist;
bronchodilator agent;
sympathomimetic agent		00low000000
cyclizine hydrochloride
0
hydrochlorideantiemetic;
central nervous system depressant;
cholinergic antagonist;
H1-receptor antagonist		00low000000
benoxinate hydrochloride
0
hydrochloridelocal anaesthetic00low000000
diphenoxylate hydrochloride
0
hydrochlorideantidiarrhoeal drug00low000000
protriptyline hydrochloride
0
hydrochlorideantidepressant00low000000
l 671152
0
hydrochloride;
organoammonium salt		antiglaucoma drug;
antihypertensive agent;
EC 4.2.1.1 (carbonic anhydrase) inhibitor		00low000000
rs 25259-197
0
hydrochlorideantiemetic;
serotonergic antagonist		00low000000
vilazodone hydrochloride
0
hydrochlorideantidepressant;
serotonergic agonist;
serotonin uptake inhibitor		00low000000
2-methyl-6-(phenylethynyl)pyridine hydrochloride
0
hydrochlorideanxiolytic drug;
metabotropic glutamate receptor antagonist		00low000000
(R)-fluoxetine hydrochloride
0
hydrochlorideantidepressant;
serotonin uptake inhibitor		00low000000
(S)-fluoxetine hydrochloride
0
hydrochlorideantidepressant;
serotonin uptake inhibitor		00low000000
5-chloro-6-(1-(2-iminopyrrolidinyl) methyl)uracil hydrochloride
0
hydrochloride;
iminium salt		antineoplastic agent;
EC 2.4.2.4 (thymidine phosphorylase) inhibitor		00low000000
hmr 1275
0
hydrochlorideantineoplastic agent;
antirheumatic drug;
apoptosis inducer;
EC 2.7.11.22 (cyclin-dependent kinase) inhibitor		00low000000
jte 607
0
hydrochlorideanti-inflammatory agent;
antineoplastic agent;
apoptosis inducer;
cardioprotective agent;
CPSF3 inhibitor;
prodrug		00low000000
a 77636
0
hydrochlorideantiparkinson drug;
dopamine agonist		00low000000
n,n-dipropyl-2-(4-methoxy-3-(2-phenylethoxy)phenyl)ethylamine monohydrochloride
0
aromatic ether;
hydrochloride;
methoxybenzenes;
tertiary amino compound		antipsychotic agent;
receptor modulator		00low000000
u 18666a
0
hydrochlorideantiviral agent;
EC 1.3.1.72 (Delta(24)-sterol reductase) inhibitor;
Hedgehog signaling pathway inhibitor;
nicotinic antagonist;
sterol biosynthesis inhibitor		00low000000
lurasidone hydrochloride
0
hydrochlorideadrenergic antagonist;
dopaminergic antagonist;
second generation antipsychotic;
serotonergic antagonist		00low000000
zm 252868
0
hydrochlorideEC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor;
epidermal growth factor receptor antagonist		00low000000
GR 127935 hydrochloride
0
hydrochlorideserotonergic antagonist00low000000
nebivolol hydrochloride
0
hydrochloride00low000000
n,n'-dibenzhydrylethane-1,2-diamine dihydrochloride
0
hydrochloridegeroprotector;
metabotropic glutamate receptor agonist;
neuroprotective agent		00low000000
pipamperone dihydrochloride
0
hydrochloridedopaminergic antagonist;
first generation antipsychotic;
serotonergic antagonist		00low000000
brl 15572
0
hydrochlorideprodrug;
serotonergic antagonist		00low000000
(2-(2',6'-dimethoxy)phenoxyethylamino)methylbenzodioxan hydrochloride
0
hydrochloridealpha-adrenergic antagonist00low000000
(2R,3S)-EHNA hydrochloride
0
hydrochlorideEC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
EC 3.5.4.4 (adenosine deaminase) inhibitor		00low000000
1-[2-(benzhydryloxy)ethyl]-4-(3-phenylpropyl)piperazine dihydrochloride
0
hydrochloridedopamine uptake inhibitor00low000000
1-(2-(4-(4-fluoro-benzoyl)-piperidin-1-yl)-ethyl)-3,3-dimethyl-1,2-dihydro-indol-2-one
0
hydrochloridereceptor modulator;
serotonergic antagonist		00low000000
glycinexylidide monohydrochloride
0
hydrochloride00low000000
new fuchsin
0
hydrochloridefluorochrome;
histological dye		00low000000
3,6-diamino-10-methylacridinium chloride hydrochloride
0
hydrochlorideantibacterial agent;
antiseptic drug;
carcinogenic agent;
intercalator		00low000000
GS4012
0
hydrochloride;
pyridinium salt		VEGF activator00low000000
nsc 23766
0
hydrochlorideantiviral agent;
apoptosis inducer;
EC 3.6.5.2 (small monomeric GTPase) inhibitor;
muscarinic antagonist		00low000000
rs 39604
0
hydrochlorideserotonergic antagonist00low000000
nnc 55-0396
0
hydrochlorideangiogenesis inhibitor;
antineoplastic agent;
apoptosis inducer;
neuroprotective agent;
potassium channel blocker;
T-type calcium channel blocker		00low000000
acridine yellow
0
aminoacridines;
hydrochloride		fluorochrome00low000000
pf-670462
0
hydrochlorideEC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor00low000000
sapropterin dihydrochloride
0
hydrochloridecoenzyme;
diagnostic agent		00low000000
naftifine
0
allylamine antifungal drug;
naphthalenes;
tertiary amine		EC 1.14.13.132 (squalene monooxygenase) inhibitor;
sterol biosynthesis inhibitor		00low000000
terbinafine
0
acetylenic compound;
allylamine antifungal drug;
enyne;
naphthalenes;
tertiary amine		EC 1.14.13.132 (squalene monooxygenase) inhibitor;
P450 inhibitor;
sterol biosynthesis inhibitor		00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
butenafine
0
naphthalenes;
tertiary amine		antifungal drug;
EC 1.14.13.132 (squalene monooxygenase) inhibitor		00low000000
naftifine
0
allylamine antifungal drug;
naphthalenes;
tertiary amine		EC 1.14.13.132 (squalene monooxygenase) inhibitor;
sterol biosynthesis inhibitor		00low000000
loceryl
0
morpholine antifungal drug;
tertiary amino compound		EC 1.14.13.132 (squalene monooxygenase) inhibitor;
EC 1.3.1.70 (Delta(14)-sterol reductase) inhibitor;
EC 5.3.3.5 (cholestenol Delta-isomerase) inhibitor		00low000000
terbinafine
0
acetylenic compound;
allylamine antifungal drug;
enyne;
naphthalenes;
tertiary amine		EC 1.14.13.132 (squalene monooxygenase) inhibitor;
P450 inhibitor;
sterol biosynthesis inhibitor		00low000000
carbon monoxide
0
carbon oxide;
gas molecular entity;
one-carbon compound		biomarker;
EC 1.9.3.1 (cytochrome c oxidase) inhibitor;
human metabolite;
ligand;
metabolite;
mitochondrial respiratory-chain inhibitor;
mouse metabolite;
neurotoxin;
neurotransmitter;
P450 inhibitor;
probe;
signalling molecule;
vasodilator agent		00low000000
17-octadecynoic acid
0
acetylenic fatty acid;
long-chain fatty acid;
monounsaturated fatty acid;
terminal acetylenic compound		EC 1.14.14.94 (leukotriene-B4 20-monooxygenase) inhibitor;
EC 1.14.15.3 (alkane 1-monooxygenase) inhibitor;
P450 inhibitor		00low000000
cimetidine
0
aliphatic sulfide;
guanidines;
imidazoles;
nitrile		adjuvant;
analgesic;
anti-ulcer drug;
H2-receptor antagonist;
P450 inhibitor		00low000000
3,3'-diindolylmethane
0
indolesantineoplastic agent;
P450 inhibitor		00low000000
famotidine
0
1,3-thiazoles;
guanidines;
sulfonamide		anti-ulcer drug;
H2-receptor antagonist;
P450 inhibitor		00low000000
fluconazole
0
conazole antifungal drug;
difluorobenzene;
tertiary alcohol;
triazole antifungal drug		environmental contaminant;
P450 inhibitor;
xenobiotic		00low000000
sulfamethoxazole
0
isoxazoles;
substituted aniline;
sulfonamide antibiotic;
sulfonamide		antibacterial agent;
antiinfective agent;
antimicrobial agent;
drug allergen;
EC 1.1.1.153 [sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming)] inhibitor;
EC 2.5.1.15 (dihydropteroate synthase) inhibitor;
environmental contaminant;
epitope;
P450 inhibitor;
xenobiotic		00low000000
sulfaphenazole
0
primary amino compound;
pyrazoles;
substituted aniline;
sulfonamide antibiotic;
sulfonamide		antibacterial drug;
EC 1.14.13.181 (13-deoxydaunorubicin hydroxylase) inhibitor;
EC 1.14.13.67 (quinine 3-monooxygenase) inhibitor;
P450 inhibitor		00low000000
paroxetine
0
aromatic ether;
benzodioxoles;
organofluorine compound;
piperidines		antidepressant;
anxiolytic drug;
hepatotoxic agent;
P450 inhibitor;
serotonin uptake inhibitor		00low000000
itraconazole
0
aromatic ether;
conazole antifungal drug;
cyclic ketal;
dichlorobenzene;
dioxolane;
N-arylpiperazine;
triazole antifungal drug;
triazoles		EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor;
Hedgehog signaling pathway inhibitor;
P450 inhibitor		00low000000
paroxetine hydrochloride
0
hydrochlorideantidepressant;
anxiolytic drug;
hepatotoxic agent;
P450 inhibitor;
serotonin uptake inhibitor		00low000000
voriconazole
0
conazole antifungal drug;
difluorobenzene;
pyrimidines;
tertiary alcohol;
triazole antifungal drug		P450 inhibitor00low000000
eupatorin
0
dihydroxyflavone;
polyphenol;
trimethoxyflavone		anti-inflammatory agent;
antineoplastic agent;
apoptosis inducer;
Brassica napus metabolite;
calcium channel blocker;
P450 inhibitor;
vasodilator agent		00low000000
cinacalcet hydrochloride
0
hydrochloridecalcimimetic;
P450 inhibitor		00low000000
cinacalcet
0
(trifluoromethyl)benzenes;
naphthalenes;
secondary amino compound		calcimimetic;
P450 inhibitor		00low000000
quinidine
0
cinchona alkaloidalpha-adrenergic antagonist;
anti-arrhythmia drug;
antimalarial;
drug allergen;
EC 1.14.13.181 (13-deoxydaunorubicin hydroxylase) inhibitor;
EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor;
muscarinic antagonist;
P450 inhibitor;
potassium channel blocker;
sodium channel blocker		00low000000
beauvericin
0
cyclodepsipeptideantibiotic insecticide;
antifungal agent;
antineoplastic agent;
apoptosis inhibitor;
fungal metabolite;
ionophore;
mycotoxin;
P450 inhibitor		00low000000
amentoflavone
0
biflavonoid;
hydroxyflavone;
ring assembly		angiogenesis inhibitor;
antiviral agent;
cathepsin B inhibitor;
P450 inhibitor;
plant metabolite		00low000000
famotidine
0
1,3-thiazoles;
guanidines;
sulfonamide		anti-ulcer drug;
H2-receptor antagonist;
P450 inhibitor		00low000000
paroxetine maleate
0
maleate saltantidepressant;
anxiolytic drug;
hepatotoxic agent;
P450 inhibitor;
serotonin uptake inhibitor		00low000000
dafadine C
0
aromatic amide;
aromatic ether;
difluorobenzene;
isoxazoles;
N-acylpiperidine;
pyridines		P450 inhibitor00low000000
dafadine B
0
aromatic amide;
aromatic ether;
isoxazoles;
monochlorobenzenes;
monofluorobenzenes;
N-acylpiperidine;
pyridines		P450 inhibitor00low000000
4-(1-((5-((2,6-dimethylphenoxy)methyl)-3-isoxazolyl)carbonyl)-4-piperidinyl)pyridine
0
aromatic amide;
aromatic ether;
isoxazoles;
N-acylpiperidine;
pyridines		geroprotector;
P450 inhibitor		00low000000
dafadine D
0
aromatic amide;
aromatic ether;
isoxazoles;
N-acylpiperidine;
organofluorine compound;
pyridines		P450 inhibitor00low000000
dafadine O
0
aromatic amide;
aromatic ether;
isoxazoles;
N-acylpiperidine;
pyridines;
ring assembly		P450 inhibitor00low000000
cobicistat
0
1,3-thiazoles;
carbamate ester;
monocarboxylic acid amide;
morpholines;
ureas		P450 inhibitor00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
naftifine
0
allylamine antifungal drug;
naphthalenes;
tertiary amine		EC 1.14.13.132 (squalene monooxygenase) inhibitor;
sterol biosynthesis inhibitor		00low000000
terbinafine
0
acetylenic compound;
allylamine antifungal drug;
enyne;
naphthalenes;
tertiary amine		EC 1.14.13.132 (squalene monooxygenase) inhibitor;
P450 inhibitor;
sterol biosynthesis inhibitor		00low000000
paroxetine hydrochloride
0
hydrochlorideantidepressant;
anxiolytic drug;
hepatotoxic agent;
P450 inhibitor;
serotonin uptake inhibitor		00low000000
cinacalcet hydrochloride
0
hydrochloridecalcimimetic;
P450 inhibitor		00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
dimethyl sulfoxide
1
sulfoxide;
volatile organic compound		alkylating agent;
antidote;
Escherichia coli metabolite;
geroprotector;
MRI contrast agent;
non-narcotic analgesic;
polar aprotic solvent;
radical scavenger		201720177.0low000010
melatonin
1
acetamides;
tryptamines		anticonvulsant;
central nervous system depressant;
geroprotector;
hormone;
human metabolite;
immunological adjuvant;
mouse metabolite;
radical scavenger		2013201311.0low000010
pyrazinamide
2
monocarboxylic acid amide;
N-acylammonia;
pyrazines		antitubercular agent;
prodrug		2013201510.0low000020
1-(3-chlorophenyl)piperazine
1
monochlorobenzenes;
N-arylpiperazine		drug metabolite;
environmental contaminant;
serotonergic agonist;
xenobiotic		2013201311.0low000010
tacrine
1
acridines;
aromatic amine		EC 3.1.1.7 (acetylcholinesterase) inhibitor2013201311.0low000010
acetaminophen
2
acetamides;
phenols		antipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
cyclooxygenase 3 inhibitor;
environmental contaminant;
ferroptosis inducer;
geroprotector;
hepatotoxic agent;
human blood serum metabolite;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
xenobiotic		2013201510.0low000020
acetazolamide
1
monocarboxylic acid amide;
sulfonamide;
thiadiazoles		anticonvulsant;
diuretic;
EC 4.2.1.1 (carbonic anhydrase) inhibitor		2013201311.0low000010
albendazole
2
aryl sulfide;
benzimidazoles;
benzimidazolylcarbamate fungicide;
carbamate ester		anthelminthic drug;
microtubule-destabilising agent;
tubulin modulator		2013201510.0low000020
albuterol
1
phenols;
phenylethanolamines;
secondary amino compound		beta-adrenergic agonist;
bronchodilator agent;
environmental contaminant;
xenobiotic		2013201311.0low000010
alprenolol
1
secondary alcohol;
secondary amino compound		anti-arrhythmia drug;
antihypertensive agent;
beta-adrenergic antagonist;
sympatholytic agent		2013201311.0low000010
diatrizoic acid
1
acetamides;
benzoic acids;
organoiodine compound		environmental contaminant;
radioopaque medium;
xenobiotic		2013201311.0low000010
aminoglutethimide
1
dicarboximide;
piperidones;
substituted aniline		adrenergic agent;
anticonvulsant;
antineoplastic agent;
EC 1.14.14.14 (aromatase) inhibitor		2013201311.0low000010
theophylline
1
dimethylxanthineadenosine receptor antagonist;
anti-asthmatic drug;
anti-inflammatory agent;
bronchodilator agent;
drug metabolite;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
fungal metabolite;
human blood serum metabolite;
immunomodulator;
muscle relaxant;
vasodilator agent		2013201311.0low000010
amiodarone
1
1-benzofurans;
aromatic ketone;
organoiodine compound;
tertiary amino compound		cardiovascular drug2013201311.0low000010
dan 2163
1
aromatic amide;
aromatic amine;
benzamides;
pyrrolidines;
sulfone		environmental contaminant;
second generation antipsychotic;
xenobiotic		2013201311.0low000010
amitriptyline
1
carbotricyclic compound;
tertiary amine		adrenergic uptake inhibitor;
antidepressant;
environmental contaminant;
tropomyosin-related kinase B receptor agonist;
xenobiotic		2013201311.0low000010
amlexanox
1
monocarboxylic acid;
pyridochromene		anti-allergic agent;
anti-ulcer drug;
non-steroidal anti-inflammatory drug		2013201311.0low000010
amlodipine
1
dihydropyridine;
ethyl ester;
methyl ester;
monochlorobenzenes;
primary amino compound		antihypertensive agent;
calcium channel blocker;
vasodilator agent		2013201311.0low000010
amoxapine
1
dibenzooxazepineadrenergic uptake inhibitor;
antidepressant;
dopaminergic antagonist;
geroprotector;
serotonin uptake inhibitor		2013201311.0low000010
amsacrine
1
acridines;
aromatic ether;
sulfonamide		antineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor		2013201311.0low000010
anastrozole
2
nitrile;
triazoles		antineoplastic agent;
EC 1.14.14.14 (aromatase) inhibitor		2013201510.0low000020
anthralin
1
anthracenesantipsoriatic2013201311.0low000010
antipyrine
1
pyrazoloneantipyretic;
cyclooxygenase 3 inhibitor;
environmental contaminant;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
xenobiotic		2013201311.0low000010
aspirin
2
benzoic acids;
phenyl acetates;
salicylates		anticoagulant;
antipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
drug allergen;
EC 1.1.1.188 (prostaglandin-F synthase) inhibitor;
geroprotector;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
plant activator;
platelet aggregation inhibitor;
prostaglandin antagonist;
teratogenic agent		2013201510.0low000020
astemizole
1
benzimidazoles;
piperidines		anti-allergic agent;
anticoronaviral agent;
H1-receptor antagonist		2013201311.0low000010
atenolol
1
ethanolamines;
monocarboxylic acid amide;
propanolamine		anti-arrhythmia drug;
antihypertensive agent;
beta-adrenergic antagonist;
environmental contaminant;
sympatholytic agent;
xenobiotic		2013201311.0low000010
azathioprine
1
aryl sulfide;
C-nitro compound;
imidazoles;
thiopurine		antimetabolite;
antineoplastic agent;
carcinogenic agent;
DNA synthesis inhibitor;
hepatotoxic agent;
immunosuppressive agent;
prodrug		2013201311.0low000010
baclofen
1
amino acid zwitterion;
gamma-amino acid;
monocarboxylic acid;
monochlorobenzenes;
primary amino compound		central nervous system depressant;
GABA agonist;
muscle relaxant		2013201311.0low000010
benzbromarone
1
1-benzofurans;
aromatic ketone		uricosuric drug2013201311.0low000010
benzocaine
1
benzoate ester;
substituted aniline		allergen;
antipruritic drug;
sensitiser;
topical anaesthetic		2013201311.0low000010
bicalutamide
1
(trifluoromethyl)benzenes;
monocarboxylic acid amide;
monofluorobenzenes;
nitrile;
sulfone;
tertiary alcohol		2013201311.0low000010
bay h 4502
1
biphenyls;
imidazoles		2013201311.0low000010
bisacodyl
1
diarylmethane2013201311.0low000010
bromopride
1
benzamides2013201311.0low000010
bronopol
1
nitro compound2013201311.0low000010
bumetanide
1
amino acid;
benzoic acids;
sulfonamide		diuretic;
EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor		2013201311.0low000010
busulfan
1
methanesulfonate esteralkylating agent;
antineoplastic agent;
carcinogenic agent;
insect sterilant;
teratogenic agent		2013201311.0low000010
caffeine
1
purine alkaloid;
trimethylxanthine		adenosine A2A receptor antagonist;
adenosine receptor antagonist;
adjuvant;
central nervous system stimulant;
diuretic;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
environmental contaminant;
food additive;
fungal metabolite;
geroprotector;
human blood serum metabolite;
mouse metabolite;
mutagen;
plant metabolite;
psychotropic drug;
ryanodine receptor agonist;
xenobiotic		2013201311.0low000010
verapamil
1
aromatic ether;
nitrile;
polyether;
tertiary amino compound		2013201311.0low000010
carbamazepine
2
dibenzoazepine;
ureas		analgesic;
anticonvulsant;
antimanic drug;
drug allergen;
EC 3.5.1.98 (histone deacetylase) inhibitor;
environmental contaminant;
glutamate transporter activator;
mitogen;
non-narcotic analgesic;
sodium channel blocker;
xenobiotic		2013201510.0low000020
carmustine
1
N-nitrosoureas;
organochlorine compound		alkylating agent;
antineoplastic agent		2013201311.0low000010
carprofen
1
carbazoles;
organochlorine compound		EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-steroidal anti-inflammatory drug;
photosensitizing agent		2013201311.0low000010
carvedilol
1
carbazoles;
secondary alcohol;
secondary amino compound		alpha-adrenergic antagonist;
antihypertensive agent;
beta-adrenergic antagonist;
cardiovascular drug;
vasodilator agent		2013201311.0low000010
celecoxib
1
organofluorine compound;
pyrazoles;
sulfonamide;
toluenes		cyclooxygenase 2 inhibitor;
geroprotector;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		2013201311.0low000010
cetirizine
1
ether;
monocarboxylic acid;
monochlorobenzenes;
piperazines		anti-allergic agent;
environmental contaminant;
H1-receptor antagonist;
xenobiotic		201520159.0low000010
chlorambucil
1
aromatic amine;
monocarboxylic acid;
nitrogen mustard;
organochlorine compound;
tertiary amino compound		alkylating agent;
antineoplastic agent;
carcinogenic agent;
drug allergen;
immunosuppressive agent		2013201311.0low000010
chlordiazepoxide
1
benzodiazepine2013201311.0low000010
chloroquine
1
aminoquinoline;
organochlorine compound;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antimalarial;
antirheumatic drug;
autophagy inhibitor;
dermatologic drug		2013201311.0low000010
chlorpheniramine
1
monochlorobenzenes;
pyridines;
tertiary amino compound		anti-allergic agent;
antidepressant;
antipruritic drug;
H1-receptor antagonist;
histamine antagonist;
serotonin uptake inhibitor		2013201311.0low000010
chlorpromazine
1
organochlorine compound;
phenothiazines;
tertiary amine		anticoronaviral agent;
antiemetic;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
phenothiazine antipsychotic drug		2013201311.0low000010
chlorpropamide
1
monochlorobenzenes;
N-sulfonylurea		hypoglycemic agent;
insulin secretagogue		2013201311.0low000010
chlorthalidone
1
isoindoles;
monochlorobenzenes;
sulfonamide		2013201311.0low000010
chlorzoxazone
2
1,3-benzoxazoles;
heteroaryl hydroxy compound;
organochlorine compound		muscle relaxant;
sedative		2013201510.0low000020
cifenline
1
diarylmethane2013201311.0low000010
ciclopirox
1
cyclic hydroxamic acid;
hydroxypyridone antifungal drug;
pyridone		antibacterial agent;
antiseborrheic		2013201311.0low000010
ciglitazone
1
aromatic ether;
thiazolidinone		antineoplastic agent;
insulin-sensitizing drug		2013201311.0low000010
cilostazol
1
lactam;
tetrazoles		anticoagulant;
bronchodilator agent;
EC 3.1.4.17 (3',5'-cyclic-nucleotide phosphodiesterase) inhibitor;
fibrin modulating drug;
neuroprotective agent;
platelet aggregation inhibitor;
vasodilator agent		2013201311.0low000010
cimetidine
1
aliphatic sulfide;
guanidines;
imidazoles;
nitrile		adjuvant;
analgesic;
anti-ulcer drug;
H2-receptor antagonist;
P450 inhibitor		2013201311.0low000010
ciprofibrate
1
cyclopropanes;
monocarboxylic acid;
organochlorine compound		antilipemic drug2013201311.0low000010
ciprofloxacin
2
aminoquinoline;
cyclopropanes;
fluoroquinolone antibiotic;
N-arylpiperazine;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone;
zwitterion		antibacterial drug;
antiinfective agent;
antimicrobial agent;
DNA synthesis inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
environmental contaminant;
topoisomerase IV inhibitor;
xenobiotic		2013201510.0low000020
citalopram
1
2-benzofurans;
cyclic ether;
nitrile;
organofluorine compound;
tertiary amino compound		2013201311.0low000010
clioquinol
1
monohydroxyquinoline;
organochlorine compound;
organoiodine compound		antibacterial agent;
antifungal agent;
antimicrobial agent;
antineoplastic agent;
antiprotozoal drug;
chelator;
copper chelator		2013201311.0low000010
clobazam
1
1,4-benzodiazepinone;
organochlorine compound		anticonvulsant;
anxiolytic drug;
GABA modulator		2013201311.0low000010
clofazimine
1
monochlorobenzenes;
phenazines		dye;
leprostatic drug;
non-steroidal anti-inflammatory drug		2013201311.0low000010
clofibrate
1
aromatic ether;
ethyl ester;
monochlorobenzenes		anticholesteremic drug;
antilipemic drug;
geroprotector;
PPARalpha agonist		2013201311.0low000010
clomiphene
1
tertiary amineestrogen antagonist;
estrogen receptor modulator		2013201311.0low000010
clomipramine
1
dibenzoazepineanticoronaviral agent;
antidepressant;
EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor;
serotonergic antagonist;
serotonergic drug;
serotonin uptake inhibitor		2013201311.0low000010
4-chloro-N-(2,6-dimethyl-1-piperidinyl)-3-sulfamoylbenzamide
1
sulfonamide2013201311.0low000010
clotrimazole
1
conazole antifungal drug;
imidazole antifungal drug;
imidazoles;
monochlorobenzenes		antiinfective agent;
environmental contaminant;
xenobiotic		201520159.0low000010
dapsone
1
substituted aniline;
sulfone		anti-inflammatory drug;
antiinfective agent;
antimalarial;
leprostatic drug		2013201311.0low000010
desipramine
1
dibenzoazepine;
secondary amino compound		adrenergic uptake inhibitor;
alpha-adrenergic antagonist;
antidepressant;
cholinergic antagonist;
drug allergen;
EC 3.1.4.12 (sphingomyelin phosphodiesterase) inhibitor;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
H1-receptor antagonist;
serotonin uptake inhibitor		2013201311.0low000010
diazepam
1
1,4-benzodiazepinone;
organochlorine compound		anticonvulsant;
anxiolytic drug;
environmental contaminant;
sedative;
xenobiotic		2013201311.0low000010
diazoxide
1
benzothiadiazine;
organochlorine compound;
sulfone		antihypertensive agent;
beta-adrenergic agonist;
bronchodilator agent;
cardiotonic drug;
diuretic;
K-ATP channel agonist;
sodium channel blocker;
sympathomimetic agent;
vasodilator agent		2013201311.0low000010
dipyridamole
1
piperidines;
pyrimidopyrimidine;
tertiary amino compound;
tetrol		adenosine phosphodiesterase inhibitor;
EC 3.5.4.4 (adenosine deaminase) inhibitor;
platelet aggregation inhibitor;
vasodilator agent		2013201311.0low000010
disopyramide
1
monocarboxylic acid amide;
pyridines;
tertiary amino compound		anti-arrhythmia drug2013201311.0low000010
disulfiram
1
organic disulfide;
organosulfur acaricide		angiogenesis inhibitor;
antineoplastic agent;
apoptosis inducer;
EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor;
EC 3.1.1.1 (carboxylesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
ferroptosis inducer;
fungicide;
NF-kappaB inhibitor		2013201311.0low000010
domperidone
1
benzimidazoles;
heteroarylpiperidine		antiemetic;
dopaminergic antagonist		2013201311.0low000010
donepezil
1
aromatic ether;
indanones;
piperidines;
racemate		EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
nootropic agent		2013201311.0low000010
doxepin
1
dibenzooxepine;
tertiary amino compound		antidepressant2013201311.0low000010
ebastine
1
organic molecular entity2013201311.0low000010
embelin
1
dihydroxy-1,4-benzoquinonesantimicrobial agent;
antineoplastic agent;
hepatitis C protease inhibitor;
plant metabolite		201520159.0low000010
enoxacin
1
1,8-naphthyridine derivative;
amino acid;
fluoroquinolone antibiotic;
monocarboxylic acid;
N-arylpiperazine;
quinolone antibiotic		antibacterial drug;
DNA synthesis inhibitor		2013201311.0low000010
ethacrynic acid
1
aromatic ether;
aromatic ketone;
dichlorobenzene;
monocarboxylic acid		EC 2.5.1.18 (glutathione transferase) inhibitor;
ion transport inhibitor;
loop diuretic		2013201311.0low000010
ethosuximide
1
dicarboximide;
pyrrolidinone		anticonvulsant;
geroprotector;
T-type calcium channel blocker		2013201311.0low000010
brl 42810
1
2-aminopurines;
acetate ester		antiviral drug;
prodrug		2013201311.0low000010
4-biphenylylacetic acid
1
biphenyls;
monocarboxylic acid		non-steroidal anti-inflammatory drug2013201311.0low000010
felodipine
1
dichlorobenzene;
dihydropyridine;
ethyl ester;
methyl ester		anti-arrhythmia drug;
antihypertensive agent;
calcium channel blocker;
vasodilator agent		2013201311.0low000010
fenofibrate
1
aromatic ether;
chlorobenzophenone;
isopropyl ester;
monochlorobenzenes		antilipemic drug;
environmental contaminant;
geroprotector;
xenobiotic		2013201311.0low000010
fleroxacin
1
difluorobenzene;
fluoroquinolone antibiotic;
monocarboxylic acid;
N-alkylpiperazine;
quinolines		antibacterial drug;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
topoisomerase IV inhibitor		2013201311.0low000010
fluconazole
2
conazole antifungal drug;
difluorobenzene;
tertiary alcohol;
triazole antifungal drug		environmental contaminant;
P450 inhibitor;
xenobiotic		2013201510.0low000020
flucytosine
1
aminopyrimidine;
nucleoside analogue;
organofluorine compound;
pyrimidine antifungal drug;
pyrimidone		prodrug2013201311.0low000010
flumazenil
1
ethyl ester;
imidazobenzodiazepine;
organofluorine compound		antidote to benzodiazepine poisoning;
GABA antagonist		2013201311.0low000010
fluorescite
1
benzoic acids;
cyclic ketone;
hydroxy monocarboxylic acid;
organic heterotricyclic compound;
phenols;
xanthene dye		fluorescent dye;
radioopaque medium		2013201311.0low000010
fluorouracil
1
nucleobase analogue;
organofluorine compound		antimetabolite;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
radiosensitizing agent;
xenobiotic		2013201311.0low000010
fluoxetine
1
(trifluoromethyl)benzenes;
aromatic ether;
secondary amino compound		2013201311.0low000010
flutamide
1
(trifluoromethyl)benzenes;
monocarboxylic acid amide		androgen antagonist;
antineoplastic agent		2013201311.0low000010
furosemide
1
chlorobenzoic acid;
furans;
sulfonamide		environmental contaminant;
loop diuretic;
xenobiotic		2013201311.0low000010
gemfibrozil
1
aromatic etherantilipemic drug2013201311.0low000010
gliclazide
1
N-sulfonylureahypoglycemic agent;
insulin secretagogue;
radical scavenger		2013201311.0low000010
glimepiride
1
sulfonamide2013201311.0low000010
glipizide
1
aromatic amide;
monocarboxylic acid amide;
N-sulfonylurea;
pyrazines		EC 2.7.1.33 (pantothenate kinase) inhibitor;
hypoglycemic agent;
insulin secretagogue		2013201311.0low000010
glyburide
1
monochlorobenzenes;
N-sulfonylurea		anti-arrhythmia drug;
EC 2.7.1.33 (pantothenate kinase) inhibitor;
EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor;
hypoglycemic agent		2013201311.0low000010
guanfacine
1
acetamides2013201311.0low000010
haloperidol
1
aromatic ketone;
hydroxypiperidine;
monochlorobenzenes;
organofluorine compound;
tertiary alcohol		antidyskinesia agent;
antiemetic;
dopaminergic antagonist;
first generation antipsychotic;
serotonergic antagonist		2013201311.0low000010
hydrochlorothiazide
1
benzothiadiazine;
organochlorine compound;
sulfonamide		antihypertensive agent;
diuretic;
environmental contaminant;
xenobiotic		2013201311.0low000010
hydroflumethiazide
1
benzothiadiazine;
thiazide		antihypertensive agent;
diuretic		2013201311.0low000010
hydroxyurea
1
one-carbon compound;
ureas		antimetabolite;
antimitotic;
antineoplastic agent;
DNA synthesis inhibitor;
EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor;
genotoxin;
immunomodulator;
radical scavenger;
teratogenic agent		2013201311.0low000010
ibuprofen
1
monocarboxylic acidantipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
drug allergen;
environmental contaminant;
geroprotector;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
radical scavenger;
xenobiotic		201520159.0low000010
lidocaine
1
benzenes;
monocarboxylic acid amide;
tertiary amino compound		anti-arrhythmia drug;
drug allergen;
environmental contaminant;
local anaesthetic;
xenobiotic		2013201311.0low000010
ifosfamide
1
ifosfamidesalkylating agent;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
xenobiotic		2013201311.0low000010
imipramine
1
dibenzoazepineadrenergic uptake inhibitor;
antidepressant;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor		2013201311.0low000010
amrinone
1
bipyridinesEC 3.1.4.* (phosphoric diester hydrolase) inhibitor2013201311.0low000010
indapamide
1
indoles;
organochlorine compound;
sulfonamide		antihypertensive agent;
diuretic		2013201311.0low000010
indomethacin
2
aromatic ether;
indole-3-acetic acids;
monochlorobenzenes;
N-acylindole		analgesic;
drug metabolite;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
environmental contaminant;
gout suppressant;
non-steroidal anti-inflammatory drug;
xenobiotic metabolite;
xenobiotic		2013201510.0low000020
iohexol
1
benzenedicarboxamide;
organoiodine compound		environmental contaminant;
radioopaque medium;
xenobiotic		2013201311.0low000010
iproniazid
1
carbohydrazide;
pyridines		2013201311.0low000010
avapro
1
azaspiro compound;
biphenylyltetrazole		angiotensin receptor antagonist;
antihypertensive agent;
environmental contaminant;
xenobiotic		2013201311.0low000010
isoniazid
2
carbohydrazideantitubercular agent;
drug allergen		2013201510.0low000020
isradipine
1
benzoxadiazole;
dihydropyridine;
isopropyl ester;
methyl ester		2013201311.0low000010
itraconazole
1
piperazines2013201311.0low000010
ketamine
1
cyclohexanones;
monochlorobenzenes;
secondary amino compound		analgesic;
environmental contaminant;
intravenous anaesthetic;
neurotoxin;
NMDA receptor antagonist;
xenobiotic		2013201311.0low000010
ketanserin
1
aromatic ketone;
organofluorine compound;
piperidines;
quinazolines		alpha-adrenergic antagonist;
antihypertensive agent;
cardiovascular drug;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
serotonergic antagonist		2013201311.0low000010
ketoconazole
1
dichlorobenzene;
dioxolane;
ether;
imidazoles;
N-acylpiperazine;
N-arylpiperazine		2013201311.0low000010
khellin
1
furanochromone;
organic heterotricyclic compound;
oxacycle		anti-asthmatic agent;
bronchodilator agent;
cardiovascular drug;
vasodilator agent		201520159.0low000010
lamotrigine
1
1,2,4-triazines;
dichlorobenzene;
primary arylamine		anticonvulsant;
antidepressant;
antimanic drug;
calcium channel blocker;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
environmental contaminant;
excitatory amino acid antagonist;
geroprotector;
non-narcotic analgesic;
xenobiotic		2013201311.0low000010
lansoprazole
1
benzimidazoles;
pyridines;
sulfoxide		anti-ulcer drug;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor		2013201311.0low000010
leflunomide
1
(trifluoromethyl)benzenes;
isoxazoles;
monocarboxylic acid amide		antineoplastic agent;
antiparasitic agent;
EC 1.3.98.1 [dihydroorotate oxidase (fumarate)] inhibitor;
EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor;
hepatotoxic agent;
immunosuppressive agent;
non-steroidal anti-inflammatory drug;
prodrug;
pyrimidine synthesis inhibitor;
tyrosine kinase inhibitor		2013201311.0low000010
letrozole
1
nitrile;
triazoles		antineoplastic agent;
EC 1.14.14.14 (aromatase) inhibitor		2013201311.0low000010
lofepramine
1
aromatic ketone;
dibenzoazepine;
monochlorobenzenes;
tertiary amino compound		antidepressant2013201311.0low000010
lomustine
1
N-nitrosoureas;
organochlorine compound		alkylating agent;
antineoplastic agent		2013201311.0low000010
loratadine
2
benzocycloheptapyridine;
ethyl ester;
N-acylpiperidine;
organochlorine compound;
tertiary carboxamide		anti-allergic agent;
cholinergic antagonist;
geroprotector;
H1-receptor antagonist		2013201510.0low000020
maprotiline
1
anthracenes2013201311.0low000010
mebendazole
1
aromatic ketone;
benzimidazoles;
carbamate ester		antinematodal drug;
microtubule-destabilising agent;
tubulin modulator		2013201311.0low000010
mefenamic acid
1
aminobenzoic acid;
secondary amino compound		analgesic;
antipyretic;
antirheumatic drug;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
environmental contaminant;
non-steroidal anti-inflammatory drug;
xenobiotic		2013201311.0low000010
metformin
1
guanidinesenvironmental contaminant;
geroprotector;
hypoglycemic agent;
xenobiotic		2013201311.0low000010
metoclopramide
1
benzamides;
monochlorobenzenes;
substituted aniline;
tertiary amino compound		antiemetic;
dopaminergic antagonist;
environmental contaminant;
gastrointestinal drug;
xenobiotic		2013201311.0low000010
metoprolol
1
aromatic ether;
propanolamine;
secondary alcohol;
secondary amino compound		antihypertensive agent;
beta-adrenergic antagonist;
environmental contaminant;
geroprotector;
xenobiotic		2013201311.0low000010
metronidazole
1
C-nitro compound;
imidazoles;
primary alcohol		antiamoebic agent;
antibacterial drug;
antimicrobial agent;
antiparasitic agent;
antitrichomonal drug;
environmental contaminant;
prodrug;
radiosensitizing agent;
xenobiotic		2013201311.0low000010
mexiletine
1
aromatic ether;
primary amino compound		anti-arrhythmia drug2013201311.0low000010
midazolam
1
imidazobenzodiazepine;
monofluorobenzenes;
organochlorine compound		anticonvulsant;
antineoplastic agent;
anxiolytic drug;
apoptosis inducer;
central nervous system depressant;
GABAA receptor agonist;
general anaesthetic;
muscle relaxant;
sedative		2013201311.0low000010
minoxidil
1
dialkylarylamine;
tertiary amino compound		2013201311.0low000010
mirtazapine
1
benzazepine;
tetracyclic antidepressant		alpha-adrenergic antagonist;
anxiolytic drug;
H1-receptor antagonist;
histamine antagonist;
oneirogen;
serotonergic antagonist		2013201311.0low000010
moclobemide
1
benzamides;
monochlorobenzenes;
morpholines		antidepressant;
environmental contaminant;
xenobiotic		2013201311.0low000010
acecainide
1
acetamides;
benzamides		anti-arrhythmia drug2013201311.0low000010
nadolol
1
tetralins2013201311.0low000010
nalidixic acid
1
1,8-naphthyridine derivative;
monocarboxylic acid;
quinolone antibiotic		antibacterial drug;
antimicrobial agent;
DNA synthesis inhibitor		2013201311.0low000010
nefazodone
1
aromatic ether;
monochlorobenzenes;
N-alkylpiperazine;
N-arylpiperazine;
triazoles		alpha-adrenergic antagonist;
analgesic;
antidepressant;
serotonergic antagonist;
serotonin uptake inhibitor		2013201311.0low000010
nefopam
1
benzoxazocine;
tertiary amino compound		2013201311.0low000010
neostigmine
1
quaternary ammonium ionantidote to curare poisoning;
EC 3.1.1.7 (acetylcholinesterase) inhibitor		2013201311.0low000010
nevirapine
1
cyclopropanes;
dipyridodiazepine		antiviral drug;
HIV-1 reverse transcriptase inhibitor		2013201311.0low000010
nicardipine
1
benzenes;
C-nitro compound;
diester;
dihydropyridine;
methyl ester;
tertiary amino compound		2013201311.0low000010
nifedipine
2
C-nitro compound;
dihydropyridine;
methyl ester		calcium channel blocker;
human metabolite;
tocolytic agent;
vasodilator agent		2013201510.0low000020
nimesulide
1
aromatic ether;
C-nitro compound;
sulfonamide		cyclooxygenase 2 inhibitor;
non-steroidal anti-inflammatory drug		2013201311.0low000010
nimodipine
2
2-methoxyethyl ester;
C-nitro compound;
dicarboxylic acids and O-substituted derivatives;
diester;
dihydropyridine;
isopropyl ester		antihypertensive agent;
calcium channel blocker;
cardiovascular drug;
vasodilator agent		2013201510.0low000020
nisoldipine
1
C-nitro compound;
dicarboxylic acids and O-substituted derivatives;
diester;
dihydropyridine;
methyl ester		2013201311.0low000010
nitrazepam
1
1,4-benzodiazepinone;
C-nitro compound		anticonvulsant;
antispasmodic drug;
drug metabolite;
GABA modulator;
sedative		2013201311.0low000010
nitrendipine
1
C-nitro compound;
dicarboxylic acids and O-substituted derivatives;
diester;
dihydropyridine;
ethyl ester;
methyl ester		antihypertensive agent;
calcium channel blocker;
geroprotector;
vasodilator agent		2013201311.0low000010
norfloxacin
1
fluoroquinolone antibiotic;
N-arylpiperazine;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone		antibacterial drug;
DNA synthesis inhibitor;
environmental contaminant;
xenobiotic		2013201311.0low000010
nortriptyline
1
organic tricyclic compound;
secondary amine		adrenergic uptake inhibitor;
analgesic;
antidepressant;
antineoplastic agent;
apoptosis inducer;
drug metabolite		2013201311.0low000010
ofloxacin
1
3-oxo monocarboxylic acid;
N-arylpiperazine;
N-methylpiperazine;
organofluorine compound;
oxazinoquinoline		2013201311.0low000010
omeprazole
2
aromatic ether;
benzimidazoles;
pyridines;
sulfoxide		2013201510.0low000020
ondansetron
1
carbazoles2013201311.0low000010
oxaprozin
1
1,3-oxazoles;
monocarboxylic acid		analgesic;
non-steroidal anti-inflammatory drug		2013201311.0low000010
oxybutynin
1
acetylenic compound;
carboxylic ester;
racemate;
tertiary alcohol;
tertiary amino compound		antispasmodic drug;
calcium channel blocker;
local anaesthetic;
muscarinic antagonist;
muscle relaxant;
parasympatholytic		2013201311.0low000010
papaverine
1
benzylisoquinoline alkaloid;
dimethoxybenzene;
isoquinolines		antispasmodic drug;
vasodilator agent		2013201311.0low000010
pemoline
1
1,3-oxazolescentral nervous system stimulant2013201311.0low000010
pentamidine
1
aromatic ether;
carboxamidine;
diether		anti-inflammatory agent;
antifungal agent;
calmodulin antagonist;
chemokine receptor 5 antagonist;
EC 2.3.1.48 (histone acetyltransferase) inhibitor;
NMDA receptor antagonist;
S100 calcium-binding protein B inhibitor;
trypanocidal drug;
xenobiotic		2013201311.0low000010
pentoxifylline
1
oxopurine2013201311.0low000010
perphenazine
1
N-(2-hydroxyethyl)piperazine;
N-alkylpiperazine;
organochlorine compound;
phenothiazines		antiemetic;
dopaminergic antagonist;
phenothiazine antipsychotic drug		2013201311.0low000010
phenacetin
1
acetamides;
aromatic ether		cyclooxygenase 3 inhibitor;
non-narcotic analgesic;
peripheral nervous system drug		2013201311.0low000010
pindolol
1
indoles;
secondary amine		antiglaucoma drug;
antihypertensive agent;
beta-adrenergic antagonist;
serotonergic antagonist;
vasodilator agent		2013201311.0low000010
pioglitazone
1
aromatic ether;
pyridines;
thiazolidinediones		antidepressant;
cardioprotective agent;
EC 2.7.1.33 (pantothenate kinase) inhibitor;
EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor;
ferroptosis inhibitor;
geroprotector;
hypoglycemic agent;
insulin-sensitizing drug;
PPARgamma agonist;
xenobiotic		2013201311.0low000010
piracetam
1
organonitrogen compound;
organooxygen compound		2013201311.0low000010
piribedil
1
N-arylpiperazine2013201311.0low000010
ono 1078
1
chromones2013201311.0low000010
pyranoprofen
1
pyridochromene2013201311.0low000010
praziquantel
1
isoquinolines2013201311.0low000010
prazosin
1
aromatic ether;
furans;
monocarboxylic acid amide;
piperazines;
quinazolines		alpha-adrenergic antagonist;
antihypertensive agent;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor		2013201311.0low000010
primaquine
1
aminoquinoline;
aromatic ether;
N-substituted diamine		antimalarial2013201311.0low000010
primidone
1
pyrimidoneanticonvulsant;
environmental contaminant;
xenobiotic		2013201311.0low000010
probenecid
1
benzoic acids;
sulfonamide		uricosuric drug2013201311.0low000010
procainamide
1
benzamidesanti-arrhythmia drug;
platelet aggregation inhibitor;
sodium channel blocker		2013201311.0low000010
prochlorperazine
1
N-alkylpiperazine;
N-methylpiperazine;
organochlorine compound;
phenothiazines		alpha-adrenergic antagonist;
antiemetic;
cholinergic antagonist;
dopamine receptor D2 antagonist;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
first generation antipsychotic		2013201311.0low000010
procyclidine
1
pyrrolidines;
tertiary alcohol		antidyskinesia agent;
antiparkinson drug;
muscarinic antagonist		2013201311.0low000010
promethazine
1
phenothiazines;
tertiary amine		anti-allergic agent;
anticoronaviral agent;
antiemetic;
antipruritic drug;
H1-receptor antagonist;
local anaesthetic;
sedative		2013201311.0low000010
propafenone
1
aromatic ketone;
secondary alcohol;
secondary amino compound		anti-arrhythmia drug2013201311.0low000010
propranolol
1
naphthalenes;
propanolamine;
secondary amine		anti-arrhythmia drug;
antihypertensive agent;
anxiolytic drug;
beta-adrenergic antagonist;
environmental contaminant;
human blood serum metabolite;
vasodilator agent;
xenobiotic		2013201311.0low000010
ranitidine
1
aralkylamine2013201311.0low000010
riluzole
1
benzothiazoles2013201311.0low000010
risperidone
1
1,2-benzoxazoles;
heteroarylpiperidine;
organofluorine compound;
pyridopyrimidine		alpha-adrenergic antagonist;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
H1-receptor antagonist;
psychotropic drug;
second generation antipsychotic;
serotonergic antagonist		2013201311.0low000010
rofecoxib
1
butenolide;
sulfone		analgesic;
cyclooxygenase 2 inhibitor;
non-steroidal anti-inflammatory drug		2013201311.0low000010
sulfadiazine
1
pyrimidines;
substituted aniline;
sulfonamide antibiotic;
sulfonamide		antiinfective agent;
antimicrobial agent;
antiprotozoal drug;
coccidiostat;
drug allergen;
EC 1.1.1.153 [sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming)] inhibitor;
EC 2.5.1.15 (dihydropteroate synthase) inhibitor;
environmental contaminant;
xenobiotic		2013201311.0low000010
sotalol
1
ethanolamines;
secondary alcohol;
secondary amino compound;
sulfonamide		anti-arrhythmia drug;
beta-adrenergic antagonist;
environmental contaminant;
xenobiotic		2013201311.0low000010
imatinib
1
aromatic amine;
benzamides;
N-methylpiperazine;
pyridines;
pyrimidines		antineoplastic agent;
apoptosis inducer;
tyrosine kinase inhibitor		2013201311.0low000010
vorinostat
1
dicarboxylic acid diamide;
hydroxamic acid		antineoplastic agent;
apoptosis inducer;
EC 3.5.1.98 (histone deacetylase) inhibitor		2013201311.0low000010
sulfamethoxazole
1
isoxazoles;
substituted aniline;
sulfonamide antibiotic;
sulfonamide		antibacterial agent;
antiinfective agent;
antimicrobial agent;
drug allergen;
EC 1.1.1.153 [sepiapterin reductase (L-erythro-7,8-dihydrobiopterin forming)] inhibitor;
EC 2.5.1.15 (dihydropteroate synthase) inhibitor;
environmental contaminant;
epitope;
P450 inhibitor;
xenobiotic		2013201311.0low000010
sulfanitran
1
sulfonamide2013201311.0low000010
sulfasalazine
1
2013201311.0low000010
sulfisoxazole
1
isoxazoles;
sulfonamide antibiotic;
sulfonamide		antibacterial drug;
drug allergen		2013201311.0low000010
sumatriptan
1
sulfonamide;
tryptamines		serotonergic agonist;
vasoconstrictor agent		2013201311.0low000010
gatifloxacin
1
N-arylpiperazine;
organofluorine compound;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone		antiinfective agent;
antimicrobial agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor		2013201311.0low000010
tazarotene
1
acetylenic compound;
ethyl ester;
pyridines;
retinoid;
thiochromane		keratolytic drug;
prodrug;
teratogenic agent		2013201311.0low000010
temozolomide
1
imidazotetrazine;
monocarboxylic acid amide;
triazene derivative		alkylating agent;
antineoplastic agent;
prodrug		2013201311.0low000010
terazosin
1
furans;
piperazines;
primary amino compound;
quinazolines		alpha-adrenergic antagonist;
antihypertensive agent;
antineoplastic agent		2013201311.0low000010
terbutaline
1
phenylethanolamines;
resorcinols		anti-asthmatic drug;
beta-adrenergic agonist;
bronchodilator agent;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
hypoglycemic agent;
sympathomimetic agent;
tocolytic agent		2013201311.0low000010
terfenadine
1
diarylmethane2013201311.0low000010
thiotepa
1
aziridines2013201311.0low000010
tiapride
1
benzamides2013201311.0low000010
tilorone
1
aromatic ether;
diether;
fluoren-9-ones;
tertiary amino compound		anti-inflammatory agent;
antineoplastic agent;
antiviral agent;
interferon inducer;
nicotinic acetylcholine receptor agonist		2013201311.0low000010
tinidazole
2
imidazolesantiamoebic agent;
antibacterial drug;
antiparasitic agent;
antiprotozoal drug		2013201510.0low000020
tizanidine
1
benzothiadiazole;
imidazoles		alpha-adrenergic agonist;
muscle relaxant		2013201311.0low000010
nikethamide
1
pyridinecarboxamide2013201311.0low000010
tolbutamide
1
N-sulfonylureahuman metabolite;
hypoglycemic agent;
insulin secretagogue;
potassium channel blocker		2013201311.0low000010
tolnaftate
1
monothiocarbamic esterantifungal drug2013201311.0low000010
trazodone
1
monochlorobenzenes;
N-alkylpiperazine;
N-arylpiperazine;
triazolopyridine		adrenergic antagonist;
antidepressant;
anxiolytic drug;
H1-receptor antagonist;
sedative;
serotonin uptake inhibitor		2013201311.0low000010
triamterene
1
pteridinesdiuretic;
sodium channel blocker		2013201311.0low000010
trimethoprim
1
aminopyrimidine;
methoxybenzenes		antibacterial drug;
diuretic;
drug allergen;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor;
environmental contaminant;
xenobiotic		2013201311.0low000010
troglitazone
1
chromanes;
thiazolidinone		anticoagulant;
anticonvulsant;
antineoplastic agent;
antioxidant;
EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor;
ferroptosis inhibitor;
hypoglycemic agent;
platelet aggregation inhibitor;
vasodilator agent		2013201311.0low000010
thenoyltrifluoroacetone
1
2013201311.0low000010
undecylenic acid
1
undecenoic acidantifungal drug;
plant metabolite		2013201311.0low000010
urapidil
1
piperazines2013201311.0low000010
venlafaxine
1
cyclohexanols;
monomethoxybenzene;
tertiary alcohol;
tertiary amino compound		adrenergic uptake inhibitor;
analgesic;
antidepressant;
dopamine uptake inhibitor;
environmental contaminant;
serotonin uptake inhibitor;
xenobiotic		2013201311.0low000010
vigabatrin
1
gamma-amino acidanticonvulsant;
EC 2.6.1.19 (4-aminobutyrate--2-oxoglutarate transaminase) inhibitor		2013201311.0low000010
pirinixic acid
1
aryl sulfide;
organochlorine compound;
pyrimidines		2013201311.0low000010
ici 204,219
1
carbamate ester;
indoles;
N-sulfonylcarboxamide		anti-asthmatic agent;
leukotriene antagonist		2013201311.0low000010
zaleplon
1
nitrile;
pyrazolopyrimidine		anticonvulsant;
anxiolytic drug;
central nervous system depressant;
sedative		2013201311.0low000010
zonisamide
1
1,2-benzoxazoles;
sulfonamide		anticonvulsant;
antioxidant;
central nervous system drug;
protective agent;
T-type calcium channel blocker		2013201311.0low000010
zopiclone
1
monochloropyridine;
pyrrolopyrazine		central nervous system depressant;
sedative		2013201311.0low000010
prednisolone
1
11beta-hydroxy steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
C21-steroid;
glucocorticoid;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		adrenergic agent;
anti-inflammatory drug;
antineoplastic agent;
drug metabolite;
environmental contaminant;
immunosuppressive agent;
xenobiotic		2013201311.0low000010
reserpine
1
alkaloid ester;
methyl ester;
yohimban alkaloid		adrenergic uptake inhibitor;
antihypertensive agent;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
environmental contaminant;
first generation antipsychotic;
plant metabolite;
xenobiotic		2013201311.0low000010
penicillamine
1
non-proteinogenic alpha-amino acid;
penicillamine		antirheumatic drug;
chelator;
copper chelator;
drug allergen		2013201311.0low000010
carbon tetrachloride
1
chlorocarbon;
chloromethanes		hepatotoxic agent;
refrigerant		2013201311.0low000010
chloramphenicol
1
C-nitro compound;
carboxamide;
diol;
organochlorine compound		antibacterial drug;
antimicrobial agent;
Escherichia coli metabolite;
geroprotector;
Mycoplasma genitalium metabolite;
protein synthesis inhibitor		2013201311.0low000010
ethinyl estradiol
1
17-hydroxy steroid;
3-hydroxy steroid;
terminal acetylenic compound		xenoestrogen2013201311.0low000010
tubocurarine
1
bisbenzylisoquinoline alkaloiddrug allergen;
muscle relaxant;
nicotinic antagonist		2013201311.0low000010
apomorphine
1
aporphine alkaloidalpha-adrenergic drug;
antidyskinesia agent;
antiparkinson drug;
dopamine agonist;
emetic;
serotonergic drug		2013201311.0low000010
kanamycin a
1
kanamycinsbacterial metabolite2013201311.0low000010
levodopa
1
amino acid zwitterion;
dopa;
L-tyrosine derivative;
non-proteinogenic L-alpha-amino acid		allelochemical;
antidyskinesia agent;
antiparkinson drug;
dopaminergic agent;
hapten;
human metabolite;
mouse metabolite;
neurotoxin;
plant growth retardant;
plant metabolite;
prodrug		2013201311.0low000010
colchicine
2
alkaloid;
colchicine		anti-inflammatory agent;
gout suppressant;
mutagen		2013201510.0low000020
triamcinolone diacetate
1
corticosteroid hormone2013201311.0low000010
cytarabine
1
beta-D-arabinoside;
monosaccharide derivative;
pyrimidine nucleoside		antimetabolite;
antineoplastic agent;
antiviral agent;
immunosuppressive agent		2013201311.0low000010
medroxyprogesterone acetate
1
20-oxo steroid;
3-oxo-Delta(4) steroid;
acetate ester;
corticosteroid;
steroid ester		adjuvant;
androgen;
antineoplastic agent;
antioxidant;
female contraceptive drug;
inhibitor;
progestin;
synthetic oral contraceptive		2013201311.0low000010
triamcinolone acetonide
1
11beta-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(4) steroid;
cyclic ketal;
fluorinated steroid;
glucocorticoid;
primary alpha-hydroxy ketone		anti-allergic agent;
anti-inflammatory drug		2013201311.0low000010
methylprednisolone
1
6-methylprednisolone;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		adrenergic agent;
anti-inflammatory drug;
antiemetic;
environmental contaminant;
neuroprotective agent;
xenobiotic		2013201311.0low000010
rotenone
1
organic heteropentacyclic compound;
rotenones		antineoplastic agent;
metabolite;
mitochondrial NADH:ubiquinone reductase inhibitor;
phytogenic insecticide;
piscicide;
toxin		2013201311.0low000010
phenformin
1
biguanidesantineoplastic agent;
geroprotector;
hypoglycemic agent		2013201311.0low000010
aminophylline
1
mixturebronchodilator agent;
cardiotonic drug		2013201311.0low000010
galantamine
1
benzazepine alkaloid fundamental parent;
benzazepine alkaloid;
organic heterotetracyclic compound;
tertiary amino compound		antidote to curare poisoning;
cholinergic drug;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
plant metabolite		2013201311.0low000010
procarbazine hydrochloride
1
hydrochlorideantineoplastic agent2013201311.0low000010
betamethasone
1
11beta-hydroxy steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
fluorinated steroid;
glucocorticoid;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		anti-asthmatic agent;
anti-inflammatory drug;
immunosuppressive agent		2013201311.0low000010
glycyrrhetinic acid
1
cyclic terpene ketone;
hydroxy monocarboxylic acid;
pentacyclic triterpenoid		immunomodulator;
plant metabolite		201520159.0low000010
emetine
1
isoquinoline alkaloid;
pyridoisoquinoline		antiamoebic agent;
anticoronaviral agent;
antiinfective agent;
antimalarial;
antineoplastic agent;
antiprotozoal drug;
antiviral agent;
autophagy inhibitor;
emetic;
expectorant;
plant metabolite;
protein synthesis inhibitor		2013201311.0low000010
dimenhydrinate
1
diarylmethane2013201311.0low000010
1-naphthylisothiocyanate
1
isothiocyanateinsecticide2013201311.0low000010
megestrol acetate
1
20-oxo steroid;
3-oxo-Delta(4) steroid;
acetate ester;
steroid ester		antineoplastic agent;
appetite enhancer;
contraceptive drug;
progestin;
synthetic oral contraceptive		2013201311.0low000010
acetylcysteine
1
acetylcysteine;
L-cysteine derivative;
N-acetyl-L-amino acid		antidote to paracetamol poisoning;
antiinfective agent;
antioxidant;
antiviral drug;
ferroptosis inhibitor;
geroprotector;
human metabolite;
mucolytic;
radical scavenger;
vulnerary		201520159.0low000010
Berberine chloride (TN)
1
organic molecular entity201520159.0low000010
erythromycin
1
cyclic ketone;
erythromycin		2013201311.0low000010
hydroxychloroquine sulfate
1
2013201311.0low000010
levonorgestrel
1
17beta-hydroxy steroid;
3-oxo-Delta(4) steroid;
terminal acetylenic compound		contraceptive drug;
female contraceptive drug;
progestin;
synthetic oral contraceptive		2013201311.0low000010
ethambutol hydrochloride
1
hydrochlorideantitubercular agent2013201311.0low000010
antimycin a
1
benzamides;
formamides;
macrodiolide;
phenols		antifungal agent;
mitochondrial respiratory-chain inhibitor;
piscicide		2013201311.0low000010
pregnenolone carbonitrile
1
aliphatic nitrile2013201311.0low000010
metylperon
1
aromatic ketone2013201311.0low000010
stavudine
1
dihydrofuran;
nucleoside analogue;
organic molecular entity		antimetabolite;
antiviral agent;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor		2013201311.0low000010
dicloxacillin
1
dichlorobenzene;
penicillin		antibacterial drug2013201311.0low000010
streptomycin
1
antibiotic antifungal drug;
antibiotic fungicide;
streptomycins		antibacterial drug;
antifungal agrochemical;
antimicrobial agent;
antimicrobial drug;
bacterial metabolite;
protein synthesis inhibitor		201520159.0low000010
cladribine
1
organochlorine compound;
purine 2'-deoxyribonucleoside		antineoplastic agent;
immunosuppressive agent		2013201311.0low000010
metocurine
1
isoquinolines2013201311.0low000010
etidronate disodium
1
organic sodium saltantineoplastic agent;
bone density conservation agent;
chelator		2013201311.0low000010
zalcitabine
1
pyrimidine 2',3'-dideoxyribonucleosideantimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor		2013201311.0low000010
camptothecin
1
delta-lactone;
pyranoindolizinoquinoline;
quinoline alkaloid;
tertiary alcohol		antineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
genotoxin;
plant metabolite		2013201311.0low000010
mafenide acetate
1
carboxylic acid2013201311.0medium000010
diacerein
1
anthraquinone2013201311.0low000010
selegiline hydrochloride, (r)-isomer
1
hydrochloride;
terminal acetylenic compound		antiparkinson drug;
dopaminergic agent;
EC 1.4.3.4 (monoamine oxidase) inhibitor		2013201311.0low000010
thiamphenicol
1
monocarboxylic acid amide;
sulfone		antimicrobial agent;
immunosuppressive agent		2013201311.0low000010
pancuronium bromide
1
bromide saltcholinergic antagonist;
muscle relaxant;
nicotinic antagonist		2013201311.0medium000010
ornidazole
1
C-nitro compound;
imidazoles;
organochlorine compound;
secondary alcohol		antiamoebic agent;
antibacterial drug;
antiinfective agent;
antiprotozoal drug;
antitrichomonal drug;
epitope		2013201311.0low000010
danazol
1
17beta-hydroxy steroid;
terminal acetylenic compound		anti-estrogen;
estrogen antagonist;
geroprotector		2013201311.0low000010
fludarabine phosphate
1
nucleoside analogue;
organofluorine compound;
purine arabinonucleoside monophosphate		antimetabolite;
antineoplastic agent;
antiviral agent;
DNA synthesis inhibitor;
immunosuppressive agent;
prodrug		2013201311.0low000010
benzonidazole
1
C-nitro compound;
imidazoles;
monocarboxylic acid amide		antiprotozoal drug2013201311.0low000010
amoxicillin
1
penicillin allergen;
penicillin		antibacterial drug2013201311.0low000010
timolol
1
timololanti-arrhythmia drug;
antiglaucoma drug;
antihypertensive agent;
beta-adrenergic antagonist		2013201311.0low000010
indoramin
1
tryptamines2013201311.0low000010
oxcarbazepine
1
cyclic ketone;
dibenzoazepine		anticonvulsant;
drug allergen		2013201311.0low000010
carbidopa
1
catechols;
hydrazines;
monocarboxylic acid		antiparkinson drug;
dopaminergic agent;
EC 4.1.1.28 (aromatic-L-amino-acid decarboxylase) inhibitor		2013201311.0low000010
zidovudine
1
azide;
pyrimidine 2',3'-dideoxyribonucleoside		antimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor		2013201311.0low000010
feprazone
1
organic molecular entity2013201311.0low000010
tobramycin
1
amino cyclitol glycosideantibacterial agent;
antimicrobial agent;
toxin		2013201311.0low000010
paclitaxel
1
taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent		2013201311.0low000010
etoposide
1
beta-D-glucoside;
furonaphthodioxole;
organic heterotetracyclic compound		antineoplastic agent;
DNA synthesis inhibitor		2013201311.0low000010
wr 171,699
1
201720177.0low000010
ribavirin
1
1-ribosyltriazole;
aromatic amide;
monocarboxylic acid amide;
primary carboxamide		anticoronaviral agent;
antiinfective agent;
antimetabolite;
antiviral agent;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor		2013201311.0low000010
amikacin
1
alpha-D-glucoside;
amino cyclitol glycoside;
aminoglycoside;
carboxamide		antibacterial drug;
antimicrobial agent;
nephrotoxin		2013201311.0low000010
diltiazem
1
5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetateantihypertensive agent;
calcium channel blocker;
vasodilator agent		2013201311.0low000010
vecuronium bromide
1
organic bromide salt;
quaternary ammonium salt		muscle relaxant;
neuromuscular agent;
nicotinic antagonist		2013201311.0low000010
nitazoxanide
1
benzamides;
carboxylic ester		2013201311.0low000010
acarbose
1
tetrasaccharide derivativeEC 3.2.1.1 (alpha-amylase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
geroprotector;
hypoglycemic agent		2013201311.0low000010
lorcainide
1
acetamides2013201311.0low000010
captopril
1
alkanethiol;
L-proline derivative;
N-acylpyrrolidine;
pyrrolidinemonocarboxylic acid		antihypertensive agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor		2013201311.0low000010
staurosporine
1
indolocarbazole alkaloid;
organic heterooctacyclic compound		apoptosis inducer;
bacterial metabolite;
EC 2.7.11.13 (protein kinase C) inhibitor;
geroprotector		2013201311.0low000010
foscarnet sodium
1
one-carbon compound;
organic sodium salt		antiviral drug2013201311.0low000010
atracurium besylate
1
organosulfonate salt;
quaternary ammonium salt		muscle relaxant;
nicotinic antagonist		2013201311.0medium000010
nicorandil
1
nitrate ester;
pyridinecarboxamide		potassium channel opener;
vasodilator agent		2013201311.0low000010
pergolide mesylate
1
methanesulfonate saltantiparkinson drug;
dopamine agonist;
geroprotector		2013201311.0low000010
cefadroxil anhydrous
1
cephalosporinantibacterial drug2013201311.0low000010
talniflumate
1
benzofurans2013201311.0low000010
fenoldopam mesylate
1
benzazepine2013201311.0medium000010
cefaclor anhydrous
1
cephalosporinantibacterial drug;
drug allergen		2013201311.0low000010
pefloxacin
1
fluoroquinolone antibiotic;
monocarboxylic acid;
N-alkylpiperazine;
N-arylpiperazine;
quinolone antibiotic;
quinolone		antibacterial drug;
antiinfective agent;
DNA synthesis inhibitor		2013201311.0low000010
cefotetan
1
2013201311.0low000010
lovastatin
1
delta-lactone;
fatty acid ester;
hexahydronaphthalenes;
polyketide;
statin (naturally occurring)		anticholesteremic drug;
antineoplastic agent;
Aspergillus metabolite;
prodrug		2013201311.0low000010
flupirtine
1
aminopyridine2013201311.0low000010
enoximone
1
aromatic ketone2013201311.0low000010
stepronin
1
N-acyl-amino acid2013201311.0low000010
simvastatin
2
delta-lactone;
fatty acid ester;
hexahydronaphthalenes;
statin (semi-synthetic)		EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor;
EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitor;
ferroptosis inducer;
geroprotector;
prodrug		2013201510.0low000020
idazoxan
1
benzodioxine;
imidazolines		alpha-adrenergic antagonist2013201311.0low000010
remoxipride
1
dimethoxybenzene2013201311.0low000010
cabergoline
1
N-acylureaantineoplastic agent;
antiparkinson drug;
dopamine agonist		2013201311.0low000010
atomoxetine hydrochloride
1
hydrochlorideadrenergic uptake inhibitor;
antidepressant		2013201311.0low000010
quinapril
1
dicarboxylic acid monoester;
ethyl ester;
isoquinolines;
tertiary carboxamide		antihypertensive agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor;
prodrug		2013201311.0low000010
mifepristone
1
3-oxo-Delta(4) steroid;
acetylenic compound;
tertiary amino compound		abortifacient;
contraceptive drug;
hormone antagonist;
synthetic oral contraceptive		2013201311.0low000010
salmeterol xinafoate
1
naphthoic acid2013201311.0low000010
finasteride
1
3-oxo steroid;
aza-steroid;
delta-lactam		androgen antagonist;
antihyperplasia drug;
EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor		2013201311.0low000010
imiquimod
1
imidazoquinolineantineoplastic agent;
interferon inducer		2013201311.0low000010
sertindole
1
heteroarylpiperidine;
imidazolidinone;
organochlorine compound;
organofluorine compound;
phenylindole		alpha-adrenergic antagonist;
H1-receptor antagonist;
second generation antipsychotic;
serotonergic antagonist		2013201311.0low000010
adapalene
1
adamantanes;
monocarboxylic acid;
naphthoic acid		dermatologic drug;
EC 2.7.11.22 (cyclin-dependent kinase) inhibitor;
non-steroidal anti-inflammatory drug		2013201311.0low000010
aromasil
1
17-oxo steroid;
3-oxo-Delta(1),Delta(4)-steroid		antineoplastic agent;
EC 1.14.14.14 (aromatase) inhibitor;
environmental contaminant;
xenobiotic		2013201311.0low000010
sparfloxacin
1
fluoroquinolone antibiotic;
N-arylpiperazine;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone		2013201311.0low000010
zileuton
1
1-benzothiophenes;
ureas		anti-asthmatic drug;
EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor;
ferroptosis inhibitor;
leukotriene antagonist;
non-steroidal anti-inflammatory drug		2013201311.0low000010
cidofovir anhydrous
1
phosphonic acids;
pyrimidone		anti-HIV agent;
antineoplastic agent;
antiviral drug;
photosensitizing agent		2013201311.0low000010
bromfenac
1
aromatic amino acid;
benzophenones;
organobromine compound;
substituted aniline		non-narcotic analgesic;
non-steroidal anti-inflammatory drug		2013201311.0low000010
gemcitabine hydrochloride
1
hydrochloride;
organofluorine compound		anticoronaviral agent;
antimetabolite;
antineoplastic agent;
antiviral drug;
EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor;
immunosuppressive agent;
radiosensitizing agent		2013201311.0low000010
aripiprazole
1
aromatic ether;
delta-lactam;
dichlorobenzene;
N-alkylpiperazine;
N-arylpiperazine;
quinolone		drug metabolite;
H1-receptor antagonist;
second generation antipsychotic;
serotonergic agonist		2013201311.0low000010
atorvastatin calcium anhydrous
1
organic calcium salt2013201311.0low000010
lamivudine
1
monothioacetal;
nucleoside analogue;
oxacycle;
primary alcohol		allergen;
anti-HBV agent;
antiviral drug;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor;
HIV-1 reverse transcriptase inhibitor;
prodrug		2013201311.0low000010
duloxetine hydrochloride
1
duloxetine hydrochlorideantidepressant2013201311.0low000010
valsartan
2
biphenylyltetrazole;
monocarboxylic acid amide;
monocarboxylic acid		angiotensin receptor antagonist;
antihypertensive agent;
environmental contaminant;
xenobiotic		2013201510.0low000020
zolmitriptan
1
oxazolidinone;
tryptamines		anti-inflammatory drug;
serotonergic agonist;
vasoconstrictor agent		2013201311.0low000010
adefovir dipivoxil
1
6-aminopurines;
carbonate ester;
ether;
organic phosphonate		antiviral drug;
DNA synthesis inhibitor;
HIV-1 reverse transcriptase inhibitor;
nephrotoxic agent;
prodrug		2013201311.0low000010
emtricitabine
1
monothioacetal;
nucleoside analogue;
organofluorine compound;
pyrimidone		antiviral drug;
HIV-1 reverse transcriptase inhibitor		2013201311.0low000010
paroxetine hydrochloride
1
hydrochlorideantidepressant;
anxiolytic drug;
hepatotoxic agent;
P450 inhibitor;
serotonin uptake inhibitor		2013201311.0low000010
bupropion hydrochloride
1
aromatic ketone2013201311.0low000010
trazodone hydrochloride
1
hydrochlorideadrenergic antagonist;
antidepressant;
H1-receptor antagonist;
sedative;
serotonin uptake inhibitor		2013201311.0low000010
doxazosin mesylate
1
methanesulfonate saltgeroprotector2013201311.0low000010
terfenadine
1
diarylmethane201520159.0low000010
efavirenz
1
acetylenic compound;
benzoxazine;
cyclopropanes;
organochlorine compound;
organofluorine compound		antiviral drug;
HIV-1 reverse transcriptase inhibitor		2013201311.0low000010
nelfinavir
1
aryl sulfide;
benzamides;
organic heterobicyclic compound;
phenols;
secondary alcohol;
tertiary amino compound		antineoplastic agent;
HIV protease inhibitor		2013201311.0low000010
mevastatin
1
2-pyranones;
carboxylic ester;
hexahydronaphthalenes;
polyketide;
statin (naturally occurring)		antifungal agent;
apoptosis inducer;
EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitor;
fungal metabolite;
Penicillium metabolite		2013201311.0low000010
bupivacaine hydrochloride
1
hydrochloride;
racemate		adrenergic antagonist;
amphiphile;
EC 3.1.1.8 (cholinesterase) inhibitor;
EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor;
local anaesthetic		2013201311.0low000010
plerixafor
1
azacycloalkane;
azamacrocycle;
benzenes;
crown amine;
secondary amino compound;
tertiary amino compound		anti-HIV agent;
antineoplastic agent;
C-X-C chemokine receptor type 4 antagonist;
immunological adjuvant		2013201311.0low000010
amprenavir
1
carbamate ester;
sulfonamide;
tetrahydrofuryl ester		antiviral drug;
HIV protease inhibitor		2013201311.0low000010
ticlopidine hydrochloride
1
hydrochloride2013201311.0low000010
epirubicin hydrochloride
1
2013201311.0high000010
pazufloxacin
1
quinolines2013201311.0low000010
repaglinide
1
piperidines2013201311.0low000010
telmisartan
2
benzimidazoles;
biphenyls;
carboxybiphenyl		angiotensin receptor antagonist;
antihypertensive agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor;
environmental contaminant;
xenobiotic		2013201510.0low000020
miconazole nitrate
1
2013201311.0low000010
zoledronic acid
1
1,1-bis(phosphonic acid);
imidazoles		bone density conservation agent2013201311.0low000010
artemisinin
1
organic peroxide;
sesquiterpene lactone		antimalarial;
plant metabolite		2013201311.0low000010
brinzolamide
1
sulfonamide;
thienothiazine		antiglaucoma drug;
EC 4.2.1.1 (carbonic anhydrase) inhibitor		2013201311.0low000010
drospirenone
2
3-oxo-Delta(4) steroid;
steroid lactone		aldosterone antagonist;
contraceptive drug;
progestin		201320179.0low000020
artemether
1
artemisinin derivative;
cyclic acetal;
organic peroxide;
semisynthetic derivative;
sesquiterpenoid		antimalarial2013201311.0low000010
uk 68798
1
aromatic ether;
sulfonamide;
tertiary amino compound		anti-arrhythmia drug;
potassium channel blocker		2013201311.0low000010
hp 873
1
1,2-benzoxazoles;
aromatic ether;
aromatic ketone;
methyl ketone;
monoamine;
organofluorine compound;
piperidines;
tertiary amino compound		dopaminergic antagonist;
second generation antipsychotic;
serotonergic antagonist		2013201311.0low000010
loxapine succinate
1
succinate saltgeroprotector2013201311.0low000010
voriconazole
1
conazole antifungal drug;
difluorobenzene;
pyrimidines;
tertiary alcohol;
triazole antifungal drug		P450 inhibitor2013201311.0low000010
betamipron
1
organonitrogen compound;
organooxygen compound		2013201311.0low000010
uroxatral
1
hydrochloride2013201311.0low000010
aceclofenac
2
amino acid;
carboxylic ester;
dichlorobenzene;
monocarboxylic acid;
secondary amino compound		EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		2013201510.0low000020
thiocolchicoside
1
glycoside2013201311.0low000010
doripenem
1
carbapenems2013201311.0low000010
rosiglitazone
1
aminopyridine;
thiazolidinediones		EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor;
ferroptosis inhibitor;
insulin-sensitizing drug		2013201311.0low000010
tamiflu
1
phosphate salt2013201311.0low000010
bexarotene
1
benzoic acids;
naphthalenes;
retinoid		antineoplastic agent2013201311.0low000010
s20098
1
acetamides2013201311.0low000010
flunisolide
1
11beta-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
cyclic ketal;
fluorinated steroid;
primary alpha-hydroxy ketone		anti-asthmatic drug;
anti-inflammatory drug;
immunosuppressive agent		2013201311.0low000010
ketorolac tromethamine
1
organoammonium saltanalgesic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor		2013201311.0low000010
clarithromycin
2
macrolide antibioticantibacterial drug;
environmental contaminant;
protein synthesis inhibitor;
xenobiotic		2013201510.0low000020
nicotine
1
3-(1-methylpyrrolidin-2-yl)pyridineanxiolytic drug;
biomarker;
immunomodulator;
mitogen;
neurotoxin;
nicotinic acetylcholine receptor agonist;
peripheral nervous system drug;
phytogenic insecticide;
plant metabolite;
psychotropic drug;
teratogenic agent;
xenobiotic		2013201311.0low000010
gliquidone
1
isoquinolines2013201311.0low000010
lopinavir
1
amphetamines;
dicarboxylic acid diamide		anticoronaviral agent;
antiviral drug;
HIV protease inhibitor		2013201311.0low000010
moxifloxacin hydrochloride
1
hydrochlorideantibacterial drug2013201311.0low000010
fulvestrant
1
17beta-hydroxy steroid;
3-hydroxy steroid;
organofluorine compound;
sulfoxide		antineoplastic agent;
estrogen antagonist;
estrogen receptor antagonist		2013201311.0low000010
mizoribine
1
imidazolesanticoronaviral agent2013201311.0low000010
sr141716
1
amidopiperidine;
carbohydrazide;
dichlorobenzene;
monochlorobenzenes;
pyrazoles		anti-obesity agent;
appetite depressant;
CB1 receptor antagonist		2013201311.0low000010
bosentan anhydrous
1
primary alcohol;
pyrimidines;
sulfonamide		antihypertensive agent;
endothelin receptor antagonist		2013201311.0low000010
racecadotril
1
N-acyl-amino acid2013201311.0low000010
tadalafil
1
benzodioxoles;
pyrazinopyridoindole		EC 3.1.4.35 (3',5'-cyclic-GMP phosphodiesterase) inhibitor;
vasodilator agent		2013201311.0low000010
plavix
1
azaheterocycle sulfate salt;
organoammonium sulfate salt		anticoagulant;
P2Y12 receptor antagonist;
platelet aggregation inhibitor		2013201311.0medium000010
clofarabine
1
adenosines;
organofluorine compound		antimetabolite;
antineoplastic agent		2013201311.0low000010
pramipexole
1
benzothiazoles;
diamine		antidyskinesia agent;
antiparkinson drug;
dopamine agonist;
radical scavenger		2013201311.0low000010
valdecoxib
1
isoxazoles;
sulfonamide		antipyretic;
antirheumatic drug;
cyclooxygenase 2 inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		2013201311.0low000010
mk 0663
1
bipyridines;
organochlorine compound;
sulfone		cyclooxygenase 2 inhibitor;
non-steroidal anti-inflammatory drug		2013201311.0low000010
gefitinib
1
aromatic ether;
monochlorobenzenes;
monofluorobenzenes;
morpholines;
quinazolines;
secondary amino compound;
tertiary amino compound		antineoplastic agent;
epidermal growth factor receptor antagonist		2013201311.0low000010
desloratadine
1
benzocycloheptapyridineanti-allergic agent;
cholinergic antagonist;
drug metabolite;
H1-receptor antagonist		2013201311.0low000010
methotrexate
1
dicarboxylic acid;
monocarboxylic acid amide;
pteridines		abortifacient;
antimetabolite;
antineoplastic agent;
antirheumatic drug;
dermatologic drug;
DNA synthesis inhibitor;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor;
immunosuppressive agent		2013201311.0low000010
sulbactam
1
penicillanic acids2013201311.0low000010
olmesartan medoxomil
1
biphenyls2013201311.0low000010
abiraterone
1
3beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
pyridines		antineoplastic agent;
EC 1.14.99.9 (steroid 17alpha-monooxygenase) inhibitor		2013201311.0low000010
febuxostat
1
1,3-thiazolemonocarboxylic acid;
aromatic ether;
nitrile		EC 1.17.3.2 (xanthine oxidase) inhibitor2013201311.0low000010
lexapro
1
2013201311.0low000010
docetaxel
1
hydrate;
secondary alpha-hydroxy ketone		antineoplastic agent201520159.0low000010
docetaxel anhydrous
1
secondary alpha-hydroxy ketone;
tetracyclic diterpenoid		antimalarial;
antineoplastic agent;
photosensitizing agent		2013201311.0low000010
nsc-141549
1
201720177.0low000010
levofloxacin
1
9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid;
fluoroquinolone antibiotic;
quinolone antibiotic		antibacterial drug;
DNA synthesis inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
topoisomerase IV inhibitor		2013201311.0low000010
ezetimibe
1
azetidines;
beta-lactam;
organofluorine compound		anticholesteremic drug;
antilipemic drug;
antimetabolite		2013201311.0low000010
cox 189
1
amino acid;
monocarboxylic acid;
organochlorine compound;
organofluorine compound;
secondary amino compound		cyclooxygenase 2 inhibitor;
non-steroidal anti-inflammatory drug		2013201311.0low000010
xamoterol
1
morpholines2013201311.0low000010
naproxen
1
methoxynaphthalene;
monocarboxylic acid		antipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
drug allergen;
environmental contaminant;
gout suppressant;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
xenobiotic		2013201311.0low000010
telbivudine
1
pyrimidine 2'-deoxyribonucleosideantiviral drug;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor		2013201311.0low000010
atropine
1
2013201311.0low000010
ramelteon
1
indanes2013201311.0low000010
deferasirox
1
benzoic acids;
monocarboxylic acid;
phenols;
triazoles		iron chelator2013201311.0low000010
bms204352
1
2013201311.0low000010
tbc-11251
1
benzodioxoles2013201311.0low000010
tolvaptan
1
benzazepine;
benzenedicarboxamide		aquaretic;
vasopressin receptor antagonist		2013201311.0low000010
lenalidomide
1
aromatic amine;
dicarboximide;
isoindoles;
piperidones		angiogenesis inhibitor;
antineoplastic agent;
immunomodulator		2013201311.0low000010
lacosamide
1
N-acyl-amino acid2013201311.0low000010
vincaleukoblastine
1
acetate ester;
indole alkaloid fundamental parent;
methyl ester;
organic heteropentacyclic compound;
organic heterotetracyclic compound;
tertiary alcohol;
tertiary amino compound;
vinca alkaloid		antineoplastic agent;
immunosuppressive agent;
microtubule-destabilising agent;
plant metabolite		2013201311.0low000010
vincristine sulfate
1
organic sulfate saltantineoplastic agent;
geroprotector		2013201311.0low000010
wortmannin
1
acetate ester;
cyclic ketone;
delta-lactone;
organic heteropentacyclic compound		anticoronaviral agent;
antineoplastic agent;
autophagy inhibitor;
EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor;
geroprotector;
Penicillium metabolite;
radiosensitizing agent		2013201311.0low000010
bortezomib
1
amino acid amide;
L-phenylalanine derivative;
pyrazines		antineoplastic agent;
antiprotozoal drug;
protease inhibitor;
proteasome inhibitor		2013201311.0low000010
ritonavir
1
1,3-thiazoles;
carbamate ester;
carboxamide;
L-valine derivative;
ureas		antiviral drug;
environmental contaminant;
HIV protease inhibitor;
xenobiotic		2013201311.0low000010
pentostatin
1
coformycinsantimetabolite;
antineoplastic agent;
Aspergillus metabolite;
bacterial metabolite;
EC 3.5.4.4 (adenosine deaminase) inhibitor		2013201311.0low000010
quinidine
1
cinchona alkaloidalpha-adrenergic antagonist;
anti-arrhythmia drug;
antimalarial;
drug allergen;
EC 1.14.13.181 (13-deoxydaunorubicin hydroxylase) inhibitor;
EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor;
muscarinic antagonist;
P450 inhibitor;
potassium channel blocker;
sodium channel blocker		2013201311.0low000010
meropenem
1
alpha,beta-unsaturated monocarboxylic acid;
carbapenemcarboxylic acid;
organic sulfide;
pyrrolidinecarboxamide		antibacterial agent;
antibacterial drug;
drug allergen		2013201311.0low000010
digitoxin
1
cardenolide glycosideEC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor2013201311.0low000010
saquinavir
1
L-asparagine derivative;
quinolines		antiviral drug;
HIV protease inhibitor		2013201311.0low000010
perindopril erbumine
1
addition compoundantihypertensive agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor		2013201311.0medium000010
miglitol
1
piperidines2013201311.0low000010
rocuronium bromide
1
organic bromide salt;
quaternary ammonium salt		muscle relaxant;
neuromuscular agent		2013201311.0high000010
linezolid
1
acetamides;
morpholines;
organofluorine compound;
oxazolidinone		antibacterial drug;
protein synthesis inhibitor		2013201311.0low000010
pemirolast potassium salt
1
2013201311.0medium000010
eplerenone
1
3-oxo-Delta(4) steroid;
epoxy steroid;
gamma-lactone;
methyl ester;
organic heteropentacyclic compound;
oxaspiro compound;
steroid acid ester		aldosterone antagonist;
antihypertensive agent		2013201311.0low000010
ao 128
1
organic molecular entity2013201311.0low000010
loteprednol etabonate
1
11beta-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
etabonate ester;
organochlorine compound;
steroid acid ester;
steroid ester		anti-inflammatory drug2013201311.0low000010
fluticasone propionate
2
11beta-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
corticosteroid;
fluorinated steroid;
propanoate ester;
steroid ester;
thioester		adrenergic agent;
anti-allergic agent;
anti-asthmatic drug;
anti-inflammatory drug;
bronchodilator agent;
dermatologic drug		2013201510.0low000020
tretinoin
1
retinoic acid;
vitamin A		anti-inflammatory agent;
antineoplastic agent;
antioxidant;
AP-1 antagonist;
human metabolite;
keratolytic drug;
retinoic acid receptor agonist;
retinoid X receptor agonist;
signalling molecule		2013201311.0low000010
tacrolimus
1
macrolide lactambacterial metabolite;
immunosuppressive agent		2013201311.0low000010
mupirocin
1
alpha,beta-unsaturated carboxylic ester;
epoxide;
monocarboxylic acid;
oxanes;
secondary alcohol;
triol		antibacterial drug;
bacterial metabolite;
protein synthesis inhibitor		2013201311.0low000010
zithromax
1
macrolide antibioticantibacterial drug;
environmental contaminant;
xenobiotic		2013201311.0low000010
roflumilast
1
aromatic ether;
benzamides;
chloropyridine;
cyclopropanes;
organofluorine compound		anti-asthmatic drug;
phosphodiesterase IV inhibitor		201720177.0low000010
decitabine
1
2'-deoxyribonucleoside2013201311.0low000010
teniposide
1
aromatic ether;
beta-D-glucoside;
cyclic acetal;
furonaphthodioxole;
gamma-lactone;
monosaccharide derivative;
phenols;
thiophenes		antineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor		2013201311.0low000010
valrubicin
1
anthracycline;
trifluoroacetamide		2013201311.0low000010
melphalan
1
L-phenylalanine derivative;
nitrogen mustard;
non-proteinogenic L-alpha-amino acid;
organochlorine compound		alkylating agent;
antineoplastic agent;
carcinogenic agent;
drug allergen;
immunosuppressive agent		2013201311.0low000010
posaconazole
1
aromatic ether;
conazole antifungal drug;
N-arylpiperazine;
organofluorine compound;
oxolanes;
triazole antifungal drug;
triazoles		trypanocidal drug2013201311.0low000010
rubitecan
1
C-nitro compound;
delta-lactone;
pyranoindolizinoquinoline;
semisynthetic derivative;
tertiary alcohol		antineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
prodrug		2013201311.0low000010
piperine
1
benzodioxoles;
N-acylpiperidine;
piperidine alkaloid;
tertiary carboxamide		food component;
human blood serum metabolite;
NF-kappaB inhibitor;
plant metabolite		201520159.0low000010
arginine vasopressin
1
vasopressincardiovascular drug;
hematologic agent;
mitogen		2013201311.0low000010
trilostane
1
17beta-hydroxy steroid;
3-hydroxy steroid;
androstanoid;
epoxy steroid;
nitrile		abortifacient;
antineoplastic agent;
EC 1.1.1.210 [3beta(or 20alpha)-hydroxysteroid dehydrogenase] inhibitor		2013201311.0low000010
leuprolide acetate
1
acetate saltantineoplastic agent;
gonadotropin releasing hormone agonist		2013201311.0medium000010
propylthiouracil
1
pyrimidinethioneantidote to paracetamol poisoning;
antimetabolite;
antioxidant;
antithyroid drug;
carcinogenic agent;
EC 1.14.13.39 (nitric oxide synthase) inhibitor;
hormone antagonist		2013201311.0low000010
mercaptopurine
1
aryl thiol;
purines;
thiocarbonyl compound		anticoronaviral agent;
antimetabolite;
antineoplastic agent		2013201311.0low000010
levosulpiride
1
sulpirideantidepressant;
antiemetic;
antipsychotic agent;
dopaminergic antagonist		2013201311.0low000010
eszopiclone
1
zopiclonecentral nervous system depressant;
sedative		2013201311.0low000010
methimazole
1
1,3-dihydroimidazole-2-thionesantithyroid drug2013201311.0low000010
cinnarizine
1
diarylmethane;
N-alkylpiperazine;
olefinic compound		anti-allergic agent;
antiemetic;
calcium channel blocker;
geroprotector;
H1-receptor antagonist;
histamine antagonist;
muscarinic antagonist		2013201311.0low000010
sulindac
1
monocarboxylic acid;
organofluorine compound;
sulfoxide		analgesic;
antineoplastic agent;
antipyretic;
apoptosis inducer;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
prodrug;
tocolytic agent		2013201311.0low000010
epalrestat
1
monocarboxylic acid;
thiazolidines		EC 1.1.1.21 (aldehyde reductase) inhibitor2013201311.0low000010
drotaverin
1
isoquinolines2013201311.0low000010
tamoxifen
2
stilbenoid;
tertiary amino compound		angiogenesis inhibitor;
antineoplastic agent;
bone density conservation agent;
EC 1.2.3.1 (aldehyde oxidase) inhibitor;
EC 2.7.11.13 (protein kinase C) inhibitor;
estrogen antagonist;
estrogen receptor antagonist;
estrogen receptor modulator		2013201510.0low000020
fusidic acid
1
11alpha-hydroxy steroid;
3alpha-hydroxy steroid;
alpha,beta-unsaturated monocarboxylic acid;
steroid acid;
steroid antibiotic;
sterol ester		EC 2.7.1.33 (pantothenate kinase) inhibitor;
Escherichia coli metabolite;
protein synthesis inhibitor		2013201311.0low000010
valinomycin
1
cyclodepsipeptide;
macrocycle		antimicrobial agent;
antiviral agent;
bacterial metabolite;
potassium ionophore		2013201311.0low000010
hmr 3647
1
2013201311.0low000010
latoconazole
1
conazole antifungal drug;
imidazole antifungal drug		2013201311.0low000010
maraviroc
1
tropane alkaloid2013201311.0low000010
toremifene citrate
1
stilbenoidanticoronaviral agent2013201311.0medium000010
nelarabine
1
beta-D-arabinoside;
monosaccharide derivative;
purine nucleoside		antineoplastic agent;
DNA synthesis inhibitor;
prodrug		2013201311.0low000010
gestodene
1
steroidestrogen2013201311.0low000010
orlistat
1
beta-lactone;
carboxylic ester;
formamides;
L-leucine derivative		anti-obesity agent;
bacterial metabolite;
EC 2.3.1.85 (fatty acid synthase) inhibitor;
EC 3.1.1.3 (triacylglycerol lipase) inhibitor		2013201311.0low000010
quinine
1
cinchona alkaloidantimalarial;
muscle relaxant;
non-narcotic analgesic		2013201311.0low000010
azilect
1
2013201311.0low000010
dasatinib
1
1,3-thiazoles;
aminopyrimidine;
monocarboxylic acid amide;
N-(2-hydroxyethyl)piperazine;
N-arylpiperazine;
organochlorine compound;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antineoplastic agent;
tyrosine kinase inhibitor		2013201311.0low000010
sitagliptin
1
triazolopyrazine;
trifluorobenzene		EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor;
environmental contaminant;
hypoglycemic agent;
serine proteinase inhibitor;
xenobiotic		2013201311.0low000010
tolcapone
1
2-nitrophenols;
benzophenones;
catechols		antiparkinson drug;
EC 2.1.1.6 (catechol O-methyltransferase) inhibitor		2013201311.0low000010
diclofenac sodium
1
organic sodium salt201520159.0low000010
quercetin
1
7-hydroxyflavonol;
pentahydroxyflavone		antibacterial agent;
antineoplastic agent;
antioxidant;
Aurora kinase inhibitor;
chelator;
EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor;
geroprotector;
phytoestrogen;
plant metabolite;
protein kinase inhibitor;
radical scavenger		2013201311.0low000010
calcitriol
1
D3 vitamins;
hydroxycalciol;
triol		antineoplastic agent;
antipsoriatic;
bone density conservation agent;
calcium channel agonist;
calcium channel modulator;
hormone;
human metabolite;
immunomodulator;
metabolite;
mouse metabolite;
nutraceutical		2013201311.0low000010
alprostadil
1
prostaglandins Eanticoagulant;
human metabolite;
platelet aggregation inhibitor;
vasodilator agent		2013201311.0low000010
vitamin d 2
1
hydroxy seco-steroid;
seco-ergostane;
vitamin D		bone density conservation agent;
nutraceutical;
plant metabolite;
rodenticide		2013201311.0low000010
cholecalciferol
1
D3 vitamins;
hydroxy seco-steroid;
seco-cholestane;
secondary alcohol;
steroid hormone		geroprotector;
human metabolite		201720177.0low000010
amphotericin b
1
antibiotic antifungal drug;
macrolide antibiotic;
polyene antibiotic		antiamoebic agent;
antiprotozoal drug;
bacterial metabolite		201520159.0low000010
pulmicort
2
11beta-hydroxy steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(1),Delta(4)-steroid;
cyclic acetal;
glucocorticoid;
primary alpha-hydroxy ketone		anti-inflammatory drug;
bronchodilator agent;
drug allergen		2013201510.0low000020
oxymetholone
1
2013201311.0low000010
eprosartan
1
dicarboxylic acid;
imidazoles;
thiophenes		angiotensin receptor antagonist;
antihypertensive agent;
environmental contaminant;
xenobiotic		2013201311.0low000010
brompheniramine maleate
1
maleate saltanti-allergic agent2013201311.0low000010
dexchlorpheniramine maleate
1
organic molecular entity2013201311.0medium000010
mycophenolate mofetil
1
carboxylic ester;
ether;
gamma-lactone;
phenols;
tertiary amino compound		anticoronaviral agent;
EC 1.1.1.205 (IMP dehydrogenase) inhibitor;
immunosuppressive agent;
prodrug		2013201311.0low000010
entacapone
1
2-nitrophenols;
catechols;
monocarboxylic acid amide;
nitrile		antidyskinesia agent;
antiparkinson drug;
central nervous system drug;
EC 2.1.1.6 (catechol O-methyltransferase) inhibitor		2013201311.0low000010
gardenia yellow
1
diester;
disaccharide derivative;
diterpenoid		antioxidant;
food colouring;
histological dye;
plant metabolite		201520159.0low000010
mangiferin
1
C-glycosyl compound;
xanthones		anti-inflammatory agent;
antioxidant;
hypoglycemic agent;
plant metabolite		201520159.0low000010
l 660,711
1
quinolines2013201311.0low000010
travoprost
1
(trifluoromethyl)benzenes;
isopropyl ester;
prostaglandins Falpha		antiglaucoma drug;
antihypertensive agent;
ophthalmology drug;
prodrug;
prostaglandin receptor agonist		2013201311.0low000010
tranilast
1
amidobenzoic acid;
cinnamamides;
dimethoxybenzene;
secondary carboxamide		anti-allergic agent;
anti-asthmatic drug;
antineoplastic agent;
aryl hydrocarbon receptor agonist;
calcium channel blocker;
hepatoprotective agent;
nephroprotective agent		2013201311.0low000010
imipenem
1
carbapenems2013201311.0medium000010
etretinate
1
enoate ester;
ethyl ester;
retinoid		keratolytic drug2013201311.0low000010
isotretinoin
1
retinoic acidantineoplastic agent;
keratolytic drug;
teratogenic agent		2013201311.0low000010
ketotifen fumarate
1
organoammonium saltanti-asthmatic drug;
H1-receptor antagonist		2013201311.0low000010
dinoprost tromethamine
1
organic molecular entity2013201311.0low000010
rosuvastatin calcium
1
N-acyl-15-methylhexadecasphinganine-1-phosphoethanolamine;
organic calcium salt		anti-inflammatory agent;
cardioprotective agent;
CETP inhibitor		2013201311.0medium000010
cyclosporine
1
homodetic cyclic peptideanti-asthmatic drug;
anticoronaviral agent;
antifungal agent;
antirheumatic drug;
carcinogenic agent;
dermatologic drug;
EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor;
geroprotector;
immunosuppressive agent;
metabolite		2013201311.0low000010
natamycin
1
antibiotic antifungal drug;
dicarboxylic acid monoester;
epoxide;
macrolide antibiotic;
monosaccharide derivative;
polyene antibiotic		antifungal agrochemical;
antimicrobial food preservative;
apoptosis inducer;
bacterial metabolite;
ophthalmology drug		2013201311.0low000010
acitretin
1
acitretin;
alpha,beta-unsaturated monocarboxylic acid;
retinoid		keratolytic drug2013201311.0low000010
levetiracetam
1
pyrrolidin-2-onesanticonvulsant;
environmental contaminant;
xenobiotic		2013201311.0low000010
nalmefene
1
morphinane alkaloid2013201311.0low000010
naloxone
1
morphinane alkaloid;
organic heteropentacyclic compound;
tertiary alcohol		antidote to opioid poisoning;
central nervous system depressant;
mu-opioid receptor antagonist		2013201311.0low000010
topiramate
1
cyclic ketal;
ketohexose derivative;
sulfamate ester		anticonvulsant;
sodium channel blocker		2013201311.0low000010
demycarosylturimycin h
1
2013201311.0low000010
acipimox
1
pyrazinecarboxylic acid2013201311.0low000010
atosiban
1
oligopeptide2013201311.0low000010
bimatoprost
1
monocarboxylic acid amideantiglaucoma drug;
antihypertensive agent		2013201311.0low000010
latanoprost
1
isopropyl ester;
prostaglandins Falpha;
triol		antiglaucoma drug;
antihypertensive agent;
EC 4.2.1.1 (carbonic anhydrase) inhibitor;
prodrug		2013201311.0low000010
nateglinide
1
phenylalanine derivative2013201311.0low000010
(6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid
1
dihydroxy monocarboxylic acid;
indoles;
organofluorine compound		2013201311.0low000010
molsidomine
1
ethyl ester;
morpholines;
oxadiazole;
zwitterion		antioxidant;
apoptosis inhibitor;
cardioprotective agent;
nitric oxide donor;
vasodilator agent		2013201311.0low000010
butorphanol
1
morphinane alkaloidantitussive;
kappa-opioid receptor agonist;
mu-opioid receptor agonist;
opioid analgesic		2013201311.0low000010
cefixime
1
cephalosporinantibacterial drug;
drug allergen		2013201311.0low000010
lisinopril
1
dipeptideEC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor2013201311.0low000010
ramipril
1
azabicycloalkane;
cyclopentapyrrole;
dicarboxylic acid monoester;
dipeptide;
ethyl ester		bradykinin receptor B2 agonist;
cardioprotective agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor;
matrix metalloproteinase inhibitor;
prodrug		2013201311.0low000010
indinavir sulfate
1
dicarboxylic acid diamide;
N-(2-hydroxyethyl)piperazine;
piperazinecarboxamide		HIV protease inhibitor2013201311.0low000010
enalapril maleate
1
maleate saltantihypertensive agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor;
prodrug		2013201311.0low000010
dextromethorphan hydrobromide
1
hydrate;
hydrobromide		201720177.0low000010
enalaprilat anhydrous
1
dicarboxylic acid;
dipeptide		antihypertensive agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor		2013201311.0low000010
trandolapril
1
dicarboxylic acid monoester;
dipeptide;
ethyl ester;
organic heterobicyclic compound;
secondary amino compound;
tertiary carboxamide		antihypertensive agent;
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor;
prodrug		2013201311.0low000010
pregabalin
1
gamma-amino acidanticonvulsant;
calcium channel blocker		2013201311.0low000010
alvimopan anhydrous
1
peptide2013201311.0low000010
famotidine
1
1,3-thiazoles;
guanidines;
sulfonamide		anti-ulcer drug;
H2-receptor antagonist;
P450 inhibitor		2013201311.0low000010
cci 15641
1
cephalosporin2013201311.0medium000010
tenofovir disoproxil fumarate
1
fumarate saltantiviral drug;
HIV-1 reverse transcriptase inhibitor;
prodrug		2013201311.0low000010
dexbrompheniramine maleate
1
brompheniramine maleateanti-allergic agent;
H1-receptor antagonist		2013201311.0low000010
rifaximin
1
acetate ester;
cyclic ketal;
lactam;
macrocycle;
organic heterohexacyclic compound;
rifamycins;
semisynthetic derivative		antimicrobial agent;
gastrointestinal drug;
orphan drug		2013201311.0low000010
everolimus
1
cyclic acetal;
cyclic ketone;
ether;
macrolide lactam;
primary alcohol;
secondary alcohol		anticoronaviral agent;
antineoplastic agent;
geroprotector;
immunosuppressive agent;
mTOR inhibitor		2013201311.0low000010
cefpodoxime proxetil
1
carboxylic acid;
carboxylic ester;
cephalosporin		antibacterial drug;
prodrug		2013201311.0low000010
fluphenazine
1
2013201311.0medium000010
nitrofurantoin
1
imidazolidine-2,4-dione;
nitrofuran antibiotic;
organonitrogen heterocyclic antibiotic;
organooxygen heterocyclic antibiotic		antibacterial drug;
antiinfective agent;
hepatotoxic agent		2013201311.0low000010
roxithromycin
2
roxithromycinenvironmental contaminant;
xenobiotic		2013201510.0low000020
cefdinir
1
cephalosporin;
ketoxime		antibacterial drug2013201311.0low000010
bisoprolol, fumarate (1:1) salt
1
2013201311.0medium000010
artesunate
1
artemisinin derivative;
cyclic acetal;
dicarboxylic acid monoester;
hemisuccinate;
semisynthetic derivative;
sesquiterpenoid		antimalarial;
antineoplastic agent;
ferroptosis inducer		2013201311.0low000010
etoposide phosphate
1
furonaphthodioxole2013201311.0low000010
ciclesonide
1
organic molecular entity2013201311.0low000010
temsirolimus
1
macrolide lactam2013201311.0low000010
dutasteride
1
(trifluoromethyl)benzenes;
aza-steroid;
delta-lactam		antihyperplasia drug;
EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor		2013201311.0low000010
tekturna
1
fumarate saltantihypertensive agent2013201311.0high000010
vildagliptin
1
amino acid amide2013201311.0low000010
sgd 301-76
1
conazole antifungal drug;
imidazole antifungal drug;
organic nitrate salt		antiinfective agent2013201311.0low000010
fluvoxamine maleate
1
(trifluoromethyl)benzenes2013201311.0low000010
thioacetazone
1
2013201311.0low000010
dexlansoprazole
1
benzimidazoles;
sulfoxide		2013201311.0low000010
gemifloxacin mesylate
1
methanesulfonate saltantimicrobial agent;
topoisomerase IV inhibitor		2013201311.0low000010
rivaroxaban
1
aromatic amide;
lactam;
monocarboxylic acid amide;
morpholines;
organochlorine compound;
oxazolidinone;
thiophenes		anticoagulant;
EC 3.4.21.6 (coagulation factor Xa) inhibitor		2013201311.0low000010
hki 272
1
nitrile;
quinolines		antineoplastic agent;
tyrosine kinase inhibitor		2013201311.0low000010
tofacitinib
1
N-acylpiperidine;
nitrile;
pyrrolopyrimidine;
tertiary amino compound		antirheumatic drug;
EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor		2013201311.0low000010
pazopanib
1
aminopyrimidine;
indazoles;
sulfonamide		angiogenesis modulating agent;
antineoplastic agent;
tyrosine kinase inhibitor;
vascular endothelial growth factor receptor antagonist		2013201311.0low000010
ko 143
1
beta-carbolines;
tert-butyl ester		201720177.0low000010
amg 009
1
2013201311.0low000010
cefotaxime sodium
1
organic sodium salt2013201311.0low000010
cambogin
1
201520159.0low000010
losartan potassium
1
2013201311.0low000010
dactolisib
1
imidazoquinoline;
nitrile;
quinolines;
ring assembly;
ureas		antineoplastic agent;
EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor;
mTOR inhibitor		2013201311.0low000010
rabeprazole sodium
1
organic sodium salt2013201311.0low000010
bivalirudin
1
polypeptideanticoagulant;
EC 3.4.21.5 (thrombin) inhibitor		2013201311.0low000010
somatostatin
1
heterodetic cyclic peptide;
peptide hormone		2013201311.0low000010
ly-146032
1
heterodetic cyclic peptide;
lipopeptide antibiotic;
lipopeptide;
macrocycle;
macrolide		antibacterial drug;
bacterial metabolite;
calcium-dependent antibiotics		2013201311.0low000010
warfarin sodium
1
2013201311.0medium000010
pravastatin sodium
1
organic sodium salt;
statin (semi-synthetic)		anticholesteremic drug2013201311.0low000010
alendronate sodium
1
2013201311.0medium000010
sl 80.0750
1
2013201311.0high000010
mesna
1
organosulfonic acid2013201311.0low000010
clavulanate potassium
1
potassium saltantibacterial drug;
antimicrobial agent;
EC 3.5.2.6 (beta-lactamase) inhibitor		2013201311.0medium000010
piperacillin sodium
1
organic sodium salt2013201311.0low000010
oxacillin sodium
1
organic sodium salt2013201311.0low000010
cefazolin sodium
1
organic sodium salt2013201311.0low000010
azlocillin sodium
1
organic sodium salt2013201311.0high000010
ascorbic acid
1
ascorbic acid;
vitamin C		coenzyme;
cofactor;
flour treatment agent;
food antioxidant;
food colour retention agent;
geroprotector;
plant metabolite;
skin lightening agent		201520159.0low000010
tetracycline
1
2013201311.0low000010
piroxicam
1
benzothiazine;
monocarboxylic acid amide;
pyridines		analgesic;
antirheumatic drug;
cyclooxygenase 1 inhibitor;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-steroidal anti-inflammatory drug		2013201311.0low000010
roquinimex
1
aromatic amide2013201311.0low000010
mobic
2
1,3-thiazoles;
benzothiazine;
monocarboxylic acid amide		analgesic;
antirheumatic drug;
cyclooxygenase 2 inhibitor;
non-steroidal anti-inflammatory drug		2013201510.0low000020
mobiflex
1
heteroaryl hydroxy compound;
monocarboxylic acid amide;
pyridines;
thienothiazine		antipyretic;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		2013201311.0low000010
isoxicam
1
benzothiazine;
isoxazoles;
monocarboxylic acid amide		antirheumatic drug;
non-steroidal anti-inflammatory drug		2013201311.0low000010
minocycline hydrochloride
1
2013201311.0low000010
tigecycline
1
2013201311.0low000010
lornoxicam
1
heteroaryl hydroxy compound;
monocarboxylic acid amide;
organochlorine compound;
pyridines;
thienothiazine		antipyretic;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug		2013201311.0low000010
colistin sulfate
1
201520159.0high000010
entecavir
1
2-aminopurines;
oxopurine;
primary alcohol;
secondary alcohol		antiviral drug;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor		2013201311.0low000010
acyclovir
1
2-aminopurines;
oxopurine		antimetabolite;
antiviral drug		2013201311.0low000010
rifampin
2
cyclic ketal;
hydrazone;
N-iminopiperazine;
N-methylpiperazine;
rifamycins;
semisynthetic derivative;
zwitterion		angiogenesis inhibitor;
antiamoebic agent;
antineoplastic agent;
antitubercular agent;
DNA synthesis inhibitor;
EC 2.7.7.6 (RNA polymerase) inhibitor;
Escherichia coli metabolite;
geroprotector;
leprostatic drug;
neuroprotective agent;
pregnane X receptor agonist;
protein synthesis inhibitor		2013201510.0low000020
clozapine
1
benzodiazepine;
N-arylpiperazine;
N-methylpiperazine;
organochlorine compound		adrenergic antagonist;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
environmental contaminant;
GABA antagonist;
histamine antagonist;
muscarinic antagonist;
second generation antipsychotic;
serotonergic antagonist;
xenobiotic		2013201311.0low000010
dacarbazine
1
dacarbazine2013201311.0low000010
didanosine
1
purine 2',3'-dideoxyribonucleosideantimetabolite;
antiviral drug;
EC 2.4.2.1 (purine-nucleoside phosphorylase) inhibitor;
geroprotector;
HIV-1 reverse transcriptase inhibitor		2013201311.0low000010
ganciclovir
1
2-aminopurines;
oxopurine		antiinfective agent;
antiviral drug		2013201311.0low000010
valtrex
1
organic molecular entity2013201311.0low000010
olanzapine
1
benzodiazepine;
N-arylpiperazine;
N-methylpiperazine		antiemetic;
dopaminergic antagonist;
histamine antagonist;
muscarinic antagonist;
second generation antipsychotic;
serotonergic antagonist;
serotonin uptake inhibitor		2013201311.0low000010
raltitrexed
1
N-acyl-amino acid2013201311.0low000010
allopurinol
1
nucleobase analogue;
organic heterobicyclic compound		antimetabolite;
EC 1.17.3.2 (xanthine oxidase) inhibitor;
gout suppressant;
radical scavenger		2013201311.0low000010
citrovorum factor
1
tetrahydrofolic acid2013201311.0medium000010
rifapentine
1
N-alkylpiperazine;
N-iminopiperazine;
rifamycins		antitubercular agent;
leprostatic drug		2013201311.0low000010
sildenafil citrate
1
citrate saltEC 3.1.4.35 (3',5'-cyclic-GMP phosphodiesterase) inhibitor;
vasodilator agent		2013201311.0low000010
aprepitant
1
(trifluoromethyl)benzenes;
cyclic acetal;
morpholines;
triazoles		antidepressant;
antiemetic;
neurokinin-1 receptor antagonist;
peripheral nervous system drug;
substance P receptor antagonist		2013201311.0low000010
tegaserod maleate
1
maleate saltserotonergic agonist2013201311.0medium000010
rifabutin
1
2013201311.0low000010
aplysinopsin
1
201520159.0low000010
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Acute Liver Injury, Drug-Induced0
1
2013201311.0medium000010
Adverse Drug Event0
1
2013201311.0medium000010
Chemical and Drug Induced Liver Injury0
1
2013201311.0medium000010
Drug-Related Side Effects and Adverse Reactions0
1
2013201311.0medium000010
Inflammation0
1
2010201014.0medium000100
Innate Inflammatory Response0
1
2010201014.0medium000100

Bioavailability (1)

ArticleYear
Thermodynamic equilibrium solubility measurements in simulated fluids by 96-well plate method in early drug discovery.
Bioorganic & medicinal chemistry letters, , Apr-01, Volume: 25, Issue:7		2015