Page last updated: 2024-08-03 08:15:02

[[(1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]-phenylphosphoryl]benzene

Description

[[(1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]-phenylphosphoryl]benzene : no description available [CHeBI]

Cross-References

ID SourceID
PubMed CID21678144
CHEMBL ID1088844
CHEBI ID93748

Synonyms (42)

Synonym
HMS3269O11
BRD-K99922388-001-01-2
NCGC00186012-01
bdbm50315563
{[(1s,2s,5r)-5-methyl-2-(propan-2-yl)cyclohexyl](phenyl)phosphoryl}benzene
CHEMBL1088844 ,
HMS3261N07
dpo-1
(+)-neomenthyl diphenylphosphine oxide
43077-30-1
LP00543
CCG-221847
NCGC00261228-01
tox21_500543
[1s-(1?,2?,5?)]-[5-methyl-2-(1-methylethyl)cyclohexyl]diphenylphosphine oxide
diphenyl phosphine oxide-1
neomenthyldiphenylphosphine oxide
[(1s,2s,5r)-2-isopropyl-5-methylcyclohexyl](diphenyl)phosphine oxide
BPCNGVCAHAIZEE-COPCDDAFSA-N
AKOS024457152
DTXSID10616838
CHEBI:93748
dpo-1, needles, >97% (nmr)
dpo1
gtpl11207
[[(1s,2s,5r)-5-methyl-2-propan-2-ylcyclohexyl]-phenylphosphoryl]benzene
Q27165442
((1s,2s,5r)-2-isopropyl-5-methylcyclohexyl)diphenylphosphine oxide
HMS3677F13
HMS3413F13
SDCCGSBI-0633727.P001
NCGC00186012-04
dpo 1
[1s-(1alpha,2alpha,5beta)]-[5-methyl-2-(1-methylethyl)cyclohexyl]diphenylphosphine oxide
h9lqp293gk ,
phosphine oxide, (5-methyl-2-(1-methylethyl)cyclohexyl)diphenyl-, (1s-(1alpha,2alpha,5beta))-
phosphine oxide, ((1s,2s,5r)-5-methyl-2-(1-methylethyl)cyclohexyl)diphenyl-
(((1s,2s,5r)-5-methyl-2-propan-2-ylcyclohexyl)-phenylphosphoryl)benzene
unii-h9lqp293gk
phosphine oxide, (5-methyl-2-(1-methylethyl)cyclohexyl)diphenyl-, (1s-(1.alpha.,2.alpha.,5.beta.))-
CS-0020060
HY-100712

Drug Classes (1)

ClassDescription
monoterpenoidAny terpenoid derived from a monoterpene. The term includes compounds in which the C10 skeleton of the parent monoterpene has been rearranged or modified by the removal of one or more skeletal atoms (generally methyl groups).

Protein Targets (5)

Potency Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
arylsulfatase AHomo sapiens (human)Potency0.2685AID720538
euchromatic histone-lysine N-methyltransferase 2Homo sapiens (human)Potency8.9125AID504332
chromobox protein homolog 1Homo sapiens (human)Potency0.0047AID488953
flap endonuclease 1Homo sapiens (human)Potency8.4368AID588795

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Potassium voltage-gated channel subfamily A member 5Homo sapiens (human)IC500.2650AID476474; AID692804

Bioassays (23)

Assay IDTitleYearJournalArticle
AID588349qHTS for Inhibitors of ATXN expression: Validation of Cytotoxic Assay2022The Journal of biological chemistry, 08, Volume: 298, Issue:8
ISSN: 1083-351X
AID588378qHTS for Inhibitors of ATXN expression: Validation2022The Journal of biological chemistry, 08, Volume: 298, Issue:8
ISSN: 1083-351X
AID1347410qHTS for inhibitors of adenylyl cyclases using a fission yeast platform: a pilot screen against the NCATS LOPAC library2019Cellular signalling, 08, Volume: 60ISSN: 1873-3913A fission yeast platform for heterologous expression of mammalian adenylyl cyclases and high throughput screening.
AID1347045Natriuretic polypeptide receptor (hNpr1) antagonism - Pilot counterscreen GloSensor control cell line2019Science translational medicine, 07-10, Volume: 11, Issue:500
ISSN: 1946-6242
Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
ISSN: 1945-7170
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
ISSN: 1945-7170
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID1347151Optimization of GU AMC qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
ISSN: 1091-6490
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1508630Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay2021Cell reports, 04-27, Volume: 35, Issue:4
ISSN: 2211-1247
A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1347405qHTS to identify inhibitors of the type 1 interferon - major histocompatibility complex class I in skeletal muscle: primary screen against the NCATS LOPAC collection2020ACS chemical biology, 07-17, Volume: 15, Issue:7
ISSN: 1554-8937
High-Throughput Screening to Identify Inhibitors of the Type I Interferon-Major Histocompatibility Complex Class I Pathway in Skeletal Muscle.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173ISSN: 1872-9096A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347050Natriuretic polypeptide receptor (hNpr2) antagonism - Pilot subtype selectivity assay2019Science translational medicine, 07-10, Volume: 11, Issue:500
ISSN: 1946-6242
Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173ISSN: 1872-9096A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID504836Inducers of the Endoplasmic Reticulum Stress Response (ERSR) in human glioma: Validation2002The Journal of biological chemistry, Apr-19, Volume: 277, Issue:16
ISSN: 0021-9258
Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173ISSN: 1872-9096A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347049Natriuretic polypeptide receptor (hNpr1) antagonism - Pilot screen2019Science translational medicine, 07-10, Volume: 11, Issue:500
ISSN: 1946-6242
Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID1347057CD47-SIRPalpha protein protein interaction - LANCE assay qHTS validation2019PloS one, , Volume: 14, Issue:7
ISSN: 1932-6203
Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID1347058CD47-SIRPalpha protein protein interaction - HTRF assay qHTS validation2019PloS one, , Volume: 14, Issue:7
ISSN: 1932-6203
Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID1347059CD47-SIRPalpha protein protein interaction - Alpha assay qHTS validation2019PloS one, , Volume: 14, Issue:7
ISSN: 1932-6203
Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).2014Journal of biomolecular screening, Jul, Volume: 19, Issue:6
ISSN: 1552-454X
A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).2022Journal of enzyme inhibition and medicinal chemistry, Dec, Volume: 37, Issue:1
ISSN: 1475-6374
AID724063Lipophilicity, log D of compound at pH 7.42013Bioorganic & medicinal chemistry letters, Feb-01, Volume: 23, Issue:3
ISSN: 1464-3405
Synthesis and evaluation of diphenylphosphinic amides and diphenylphosphine oxides as inhibitors of Kv1.5.
AID692806Octanol-water distribution coefficient, log D of the compound at pH 7.4 by shake-flask method2012ACS medicinal chemistry letters, Sep-13, Volume: 3, Issue:9
ISSN: 1948-5875
Symmetric kv1.5 blockers discovered by focused screening.
AID692804Inhibition of human Kv1.5 ion channel after 3 mins by high-throughput planar patch clamp assay2012ACS medicinal chemistry letters, Sep-13, Volume: 3, Issue:9
ISSN: 1948-5875
Symmetric kv1.5 blockers discovered by focused screening.
AID476474Inhibition of human Kv1.5 channel expressed in CHO cells by whole cell patch clamp assay2010Bioorganic & medicinal chemistry letters, Apr-15, Volume: 20, Issue:8
ISSN: 1464-3405
Discovery of triarylethanolamine inhibitors of the Kv1.5 potassium channel.

Research

Studies (15)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (6.67)29.6817
2010's8 (53.33)24.3611
2020's6 (40.00)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%
Other15 (100.00%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
beta-thujaplicincyclic ketone;
enol;
monoterpenoid
antibacterial agent;
antifungal agent;
antineoplastic agent;
antiplasmodial drug;
plant metabolite
00low000000
moxisylytemonoterpenoid00low000000
cantharidincyclic dicarboxylic anhydride;
monoterpenoid
EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor;
herbicide
00low000000
linaloolmonoterpenoid;
tertiary alcohol
antimicrobial agent;
fragrance;
plant metabolite;
volatile oil component
00low000000
thymolmonoterpenoid;
phenols
volatile oil component00low000000
citronellalaldehyde;
monoterpenoid
antifungal agent;
metabolite
00low000000
linalyl acetateacetate ester;
monoterpenoid
00low000000
menthyl anthranilatemonoterpenoid00low000000
citronellolmonoterpenoidplant metabolite00low000000
citronellyl acetateacetate ester;
monoterpenoid
plant metabolite00low000000
beta-cyclocitralmonoterpenoidbacterial metabolite00low000000
citronellic acidmedium-chain fatty acid;
monoterpenoid;
monounsaturated fatty acid
flavouring agent;
plant metabolite
00low000000
2-thymotic acidmonoterpenoid00low000000
Mecamylamine hydrochloridemonoterpenoid00low000000
moxisylyte hydrochloridemonoterpenoid00low000000
fencamfaminemonoterpenoid00low000000
bornaprinemonoterpenoid00low000000
nopinonemonoterpenoid00low000000
pinaveriummonoterpenoid00low000000
butibufenmonoterpenoid00low000000
safranalmonoterpenoid00low000000
verbenolmonoterpenoid00low000000
perillenefurans;
monoterpenoid
fragrance;
metabolite;
semiochemical
00low000000
clotiazepammonoterpenoid00low000000
carvacryl acetatemonoterpenoid00low000000
abnormal cannabidiolmonoterpenoid00low000000
isohumulonemonoterpenoid00low000000
chrysanthemolcyclopropanes;
homoallylic alcohol;
monoterpenoid;
primary alcohol
00low000000
2-aminobicyclo(2,2,1)heptane-2-carboxylic acidmonoterpenoid00low000000
6-bromo-3-(bromomethyl)-7-methyl-2,3,7-trichloro-1-octenemonoterpenoid;
organobromine compound;
organochlorine compound
algal metabolite;
antineoplastic agent;
marine metabolite
00low000000
fusidic acidmonoterpenoid00low000000
avasimibemonoterpenoid00low000000
menthofuran1-benzofurans;
monoterpenoid
nematicide;
plant metabolite
00low000000
chrysanthenonemonoterpenoid00low000000
geraniol3,7-dimethylocta-2,6-dien-1-ol;
monoterpenoid;
primary alcohol
allergen;
fragrance;
plant metabolite;
volatile oil component
00low000000
citralenal;
monoterpenoid;
polyprenal
plant metabolite;
volatile oil component
00low000000
LSM-32392monoterpenoid00low000000
N-(4-hydroxy-2-methyl-5-propan-2-ylphenyl)-4-methoxybenzenesulfonamidemonoterpenoid00low000000
N-(4-hydroxy-2-methyl-5-propan-2-ylphenyl)benzenesulfonamidemonoterpenoid00low000000
2-(3-cyano-4,5,6-trimethyl-1H-pyridin-2-ylidene)propanedinitrilemonoterpenoid00low000000
4-propan-2-yl-N-(3-pyridinyl)benzamidemonoterpenoid00low000000
geranyl acetateacetate ester;
monoterpenoid
plant metabolite00low000000
auraptencoumarins;
monoterpenoid
antihypertensive agent;
antineoplastic agent;
antioxidant;
apoptosis inducer;
dopaminergic agent;
EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor;
gamma-secretase modulator;
gastrointestinal drug;
hepatoprotective agent;
matrix metalloproteinase inhibitor;
neuroprotective agent;
plant metabolite;
PPARalpha agonist;
vulnerary
00low000000
4-propan-2-ylbenzenecarbothioamidemonoterpenoid00low000000
2-[4-(2-methylpropyl)phenyl]propanoic acid [2-(1H-indol-3-yl)-2-oxoethyl] estermonoterpenoid00low000000
N'-[3-bicyclo[2.2.1]heptanyl(oxo)methyl]-3-chloro-1-benzothiophene-2-carbohydrazidemonoterpenoid00low000000
N-(4-propan-2-ylphenyl)-3-bicyclo[2.2.1]heptanecarboxamidemonoterpenoid00low000000
N-(5-bromo-2-pyridinyl)-2,2-dimethyl-3-(2-methylprop-1-enyl)-1-cyclopropanecarboxamidemonoterpenoid00low000000
N-(3-bicyclo[2.2.1]heptanyl)-3-bromo-4-methoxybenzenesulfonamidemonoterpenoid00low000000
N-(3-bicyclo[2.2.1]heptanyl)-4-chlorobenzenesulfonamidemonoterpenoid00low000000
1,7,7-trimethyl-4-[(2-methyl-2,3-dihydroindol-1-yl)-oxomethyl]-2-bicyclo[2.2.1]heptanonemonoterpenoid00low000000
1,7,7-trimethyl-N,N-bis(2-methylpropyl)-2-oxo-4-bicyclo[2.2.1]heptanecarboxamidemonoterpenoid00low000000
3-(2-furanyl)-3-(4-methylphenyl)-1-(4-morpholinyl)-1-propanonemonoterpenoid00low000000
1-[(6,6-dimethyl-4-bicyclo[3.1.1]hept-3-enyl)methoxy]-3-(1-methyl-3,4-dihydro-1H-pyrrolo[1,2-a]pyrazin-2-yl)-2-propanolmonoterpenoid00low000000
N-(2,4,6-trimethylphenyl)-3-bicyclo[2.2.1]heptanecarboxamidemonoterpenoid00low000000
2-[2-methoxyethyl-(1-oxo-2-thiophen-2-ylethyl)amino]-N-[(4-methoxyphenyl)methyl]-2-(4-propan-2-ylphenyl)acetamidemonoterpenoid00low000000
LSM-18934monoterpenoid00low000000
LSM-16579monoterpenoid00low000000
1,7,7-trimethyl-N'-(4-nitrophenyl)-2-oxo-4-bicyclo[2.2.1]heptanecarbohydrazidemonoterpenoid00low000000
LSM-16386monoterpenoid00low000000
metoxibutropatemonoterpenoid00low000000
LSM-1646monoterpenoid00low000000
decaprenoic acidalpha,beta-unsaturated monocarboxylic acid;
methyl-branched fatty acid;
monoterpenoid;
polyunsaturated fatty acid
antifungal agent;
EC 1.14.18.1 (tyrosinase) inhibitor;
melanin synthesis inhibitor;
pheromone;
plant metabolite
00low000000
sm 10902monoterpenoid00low000000
cicaprostmonoterpenoid00low000000
s 145monoterpenoid00low000000
decaprenoic acidmonoterpenoid00low000000
gsk 4716monoterpenoid00low000000
8-hydroxygeranioldiol;
monoterpenoid;
prenols
00low000000
moxisylyte hydrochloridemonoterpenoid00low000000
pinocamphonemonoterpenoid00low000000
bornyl acetateacetate ester;
monoterpenoid
00low000000
reparixinmonoterpenoid00low000000
cannabidivarinmonoterpenoid00low000000
myrigalone amonoterpenoid00low000000
N-[(4S)-4,6,6-trimethyl-3-bicyclo[3.1.1]heptanyl]benzamidemonoterpenoid00low000000
ro 6-4563monoterpenoid00low000000
hericenone cmonoterpenoid00low000000
1-[1-(4-butan-2-ylphenyl)ethyl]-3-[(4-fluorophenyl)methyl]thioureamonoterpenoid00low000000
1-[(4-fluorophenyl)methyl]-3-[1-(4-propan-2-ylphenyl)propyl]thioureamonoterpenoid00low000000
(2R)-N2-[2-(4-bicyclo[2.2.1]heptanyl)ethyl]-N1-[(2R,3R)-3-methyl-1-(methylamino)pentan-2-yl]hexane-1,2-diaminemonoterpenoid00low000000
paeoniflorigenonealicyclic ketone;
benzoate ester;
bridged compound;
cyclic acetal;
lactol;
monoterpenoid
neuromuscular agent;
plant metabolite
00low000000
myrtecainemonoterpenoid00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
2-amino-1,2-diphenylethanol2012201212.0high000010
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Congenital Zika Syndrome0202020204.0medium000010
Contact Dermatitis0201920195.0medium000010
Dermatitis, Contact0201920195.0medium000010
Disease Models, Animal0201920204.5medium000020
Itching0201920195.0medium000010
Malaria, Falciparum02014201410.0medium000010
Plasmodium falciparum Malaria02014201410.0medium000010
Pruritus0201920195.0medium000010
Zika Virus Infection0202020204.0medium000010