Page last updated: 2024-08-01 19:42:39

ancriviroc

Description

Ancriviroc: CCR5 receptor antagonist [MeSH]

Ancriviroc : no description available [CHeBI]

Cross-References

ID SourceID
PubMed CID5479787
CHEMBL ID336672
SCHEMBL ID2939135
CHEBI ID177442
MeSH IDM0403945

Synonyms (14)

Synonym
CHEBI:177442
[4-[4-[(e)-c-(4-bromophenyl)-n-ethoxycarbonimidoyl]piperidin-1-yl]-4-methylpiperidin-1-yl]-(2,4-dimethyl-1-oxidopyridin-1-ium-3-yl)methanone
3-[(4-{4-[(1z)-(4-bromophenyl)(ethoxyimino)methyl]piperidin-1-yl}-4-methylpiperidin-1-yl)carbonyl]-2,4-dimethylpyridin-1-ium-1-olate
gtpl802
[3h]sch-351125
[3h]sch 351125
gtpl804
[3h]ancriviroc
ancriviroc
L000937
chembl336672 ,
schering c
SCHEMBL2939135
Q27074462

Drug Classes (2)

ClassDescription
pyridinemonocarboxylic acidA monocarboxylic acid in which the carboxy group is attached to a pyridine (or substituted pyridine) ring.
aromatic carboxylic acidAny carboxylic acid in which the carboxy group is directly bonded to an aromatic ring.

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
C-C chemokine receptor type 5Homo sapiens (human)IC500.0400AID589841

Bioassays (10)

Assay IDTitleYearJournalArticle
AID1346815Human CCR5 (Chemokine receptors)2006The Journal of biological chemistry, May-05, Volume: 281, Issue:18
ISSN: 0021-9258
Structural and molecular interactions of CCR5 inhibitors with CCR5.
AID1346815Human CCR5 (Chemokine receptors)2001Journal of medicinal chemistry, Oct-11, Volume: 44, Issue:21
ISSN: 0022-2623
Discovery of 4-[(Z)-(4-bromophenyl)- (ethoxyimino)methyl]-1'-[(2,4-dimethyl-3- pyridinyl)carbonyl]-4'-methyl-1,4'- bipiperidine N-oxide (SCH 351125): an orally bioavailable human CCR5 antagonist for the treatment of HIV infection.
AID1346815Human CCR5 (Chemokine receptors)2005Antimicrobial agents and chemotherapy, Dec, Volume: 49, Issue:12
ISSN: 0066-4804
Discovery and characterization of vicriviroc (SCH 417690), a CCR5 antagonist with potent activity against human immunodeficiency virus type 1.
AID589850Volume of distribution at steady state in rat at 10 umol/kg, iv2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
ISSN: 1464-3405
Design and synthesis of pyridin-2-yloxymethylpiperidin-1-ylbutyl amide CCR5 antagonists that are potent inhibitors of M-tropic (R5) HIV-1 replication.
AID589848Clearance in rat at 10 umol/kg, iv2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
ISSN: 1464-3405
Design and synthesis of pyridin-2-yloxymethylpiperidin-1-ylbutyl amide CCR5 antagonists that are potent inhibitors of M-tropic (R5) HIV-1 replication.
AID589846AUC (0 to infinity) in rat2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
ISSN: 1464-3405
Design and synthesis of pyridin-2-yloxymethylpiperidin-1-ylbutyl amide CCR5 antagonists that are potent inhibitors of M-tropic (R5) HIV-1 replication.
AID589854Oral bioavailability in rat at 100 umol/kg2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
ISSN: 1464-3405
Design and synthesis of pyridin-2-yloxymethylpiperidin-1-ylbutyl amide CCR5 antagonists that are potent inhibitors of M-tropic (R5) HIV-1 replication.
AID589844Cmax in rat2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
ISSN: 1464-3405
Design and synthesis of pyridin-2-yloxymethylpiperidin-1-ylbutyl amide CCR5 antagonists that are potent inhibitors of M-tropic (R5) HIV-1 replication.
AID589842Antiviral activity against Human immunodeficiency virus 1 BAL infected in human PBMC assessed as inhibition of viral replication by p24 antigen specific ELISA2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
ISSN: 1464-3405
Design and synthesis of pyridin-2-yloxymethylpiperidin-1-ylbutyl amide CCR5 antagonists that are potent inhibitors of M-tropic (R5) HIV-1 replication.
AID589852Half life in rat at 10 umol/kg, iv2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
ISSN: 1464-3405
Design and synthesis of pyridin-2-yloxymethylpiperidin-1-ylbutyl amide CCR5 antagonists that are potent inhibitors of M-tropic (R5) HIV-1 replication.
AID589841Displacement of [128I]-RANTES from CCR5 expressed in HEK293F cells2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
ISSN: 1464-3405
Design and synthesis of pyridin-2-yloxymethylpiperidin-1-ylbutyl amide CCR5 antagonists that are potent inhibitors of M-tropic (R5) HIV-1 replication.
AID589843Cytotoxicity against human PBMC2011Bioorganic & medicinal chemistry letters, Apr-15, Volume: 21, Issue:8
ISSN: 1464-3405
Design and synthesis of pyridin-2-yloxymethylpiperidin-1-ylbutyl amide CCR5 antagonists that are potent inhibitors of M-tropic (R5) HIV-1 replication.

Research

Studies (30)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's27 (90.00)29.6817
2010's3 (10.00)24.3611
2020's0 (0.00)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials2 (6.67%)5.53%
Reviews2 (6.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other26 (86.67%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
niacinpyridine alkaloid;
pyridinemonocarboxylic acid;
vitamin B3
antidote;
antilipemic drug;
EC 3.5.1.19 (nicotinamidase) inhibitor;
Escherichia coli metabolite;
human urinary metabolite;
metabolite;
mouse metabolite;
plant metabolite;
vasodilator agent
00low000000
picolinic acidpyridinemonocarboxylic acidhuman metabolite;
MALDI matrix material
00low000000
methaniazidearomatic carboxylic acid;
pyridinemonocarboxylic acid
00low000000
isonicotinic acidpyridinemonocarboxylic acidalgal metabolite;
human metabolite
00low000000
picloramaminopyridine;
chloropyridine;
organochlorine pesticide;
pyridinemonocarboxylic acid
herbicide;
synthetic auxin
00low000000
clonixinaminopyridine;
organochlorine compound;
pyridinemonocarboxylic acid
antipyretic;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
lipoxygenase inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
platelet aggregation inhibitor;
vasodilator agent
00low000000
flunixinaminopyridine;
organofluorine compound;
pyridinemonocarboxylic acid
antipyretic;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug
00low000000
imazapyr, (+-)-isomerimidazolines;
imidazolone;
pyridinemonocarboxylic acid;
pyridines
00low000000
egyt 475aromatic carboxylic acid;
pyridinemonocarboxylic acid
00low000000
raptorsether;
imidazolines;
imidazolone;
pyridinemonocarboxylic acid
00low000000
ac 263,222imidazolines;
imidazolone;
methylpyridines;
pyridinemonocarboxylic acid
00low000000
[4-[oxo(thiophen-2-yl)methyl]-1-piperazinyl]-(3-pyridinyl)methanonearomatic carboxylic acid;
pyridinemonocarboxylic acid
00low000000
[3-(2-furanyl)-5-(thiophen-2-ylmethylamino)-1,2,4-triazol-1-yl]-(3-pyridinyl)methanonearomatic carboxylic acid;
pyridinemonocarboxylic acid
00low000000
N'-[(2-nitrophenyl)-oxomethyl]-2-pyridinecarbohydrazidearomatic carboxylic acid;
pyridinemonocarboxylic acid
00low000000
N'-[(3-nitrophenyl)-oxomethyl]-2-pyridinecarbohydrazidearomatic carboxylic acid;
pyridinemonocarboxylic acid
00low000000
[5-(4-bromophenyl)-3-(2-hydroxyphenyl)-3,4-dihydropyrazol-2-yl]-pyridin-4-ylmethanonearomatic carboxylic acid;
pyridinemonocarboxylic acid
00low000000
(5-bromo-3-pyridinyl)-[4-(1-pyrrolidinyl)-1-piperidinyl]methanonearomatic carboxylic acid;
pyridinemonocarboxylic acid
00low000000
salinazidaromatic carboxylic acid;
pyridinemonocarboxylic acid
00low000000
fusaric acidaromatic carboxylic acid;
pyridines
00low000000
niflumic acidaromatic carboxylic acid;
pyridines
00low000000
oxolinic acidaromatic carboxylic acid;
organic heterotricyclic compound;
oxacycle;
quinolinemonocarboxylic acid;
quinolone antibiotic
antibacterial drug;
antifungal agent;
antiinfective agent;
antimicrobial agent;
enzyme inhibitor
00low000000
thurfyl nicotinatearomatic carboxylic acid;
pyridines
00low000000
methyl nicotinatearomatic carboxylic acid;
pyridines
00low000000
piperonylic acidaromatic carboxylic acid;
benzodioxoles;
monocarboxylic acid
antifungal agent;
EC 1.14.14.91 ( trans-cinnamate 4-monooxygenase) inhibitor;
plant metabolite;
vulnerary
00low000000
citrazinic acidaromatic carboxylic acid;
pyridines
00low000000
nicoboxilaromatic carboxylic acid;
pyridines
00low000000
oxiniacic acidaromatic carboxylic acid;
pyridines
00low000000
5-hydroxynicotinic acidaromatic carboxylic acid;
pyridines
00low000000
imazethapyraromatic carboxylic acid;
pyridines
00low000000
2-hydroxynicotinic acidaromatic carboxylic acid;
pyridines
00low000000
ethylnicotinatearomatic carboxylic acid;
pyridines
00low000000
nicametatearomatic carboxylic acid;
pyridines
00low000000
2-Chloronicotinic acidaromatic carboxylic acid;
pyridines
00low000000
sofosbuviraminopyrimidine;
aromatic carboxylic acid;
nucleobase analogue;
pyrimidone
metabolite00low000000
6-chloronicotinic acidaromatic carboxylic acid;
pyridines
00low000000
thiazopyraromatic carboxylic acid;
pyridines
00low000000
1-phenazinecarboxylic acidaromatic carboxylic acid;
monocarboxylic acid;
phenazines
antifungal agent;
antimicrobial agent;
bacterial metabolite
00low000000
4-methylthiazole-5-carboxylic acidaromatic carboxylic acid;
thiazoles
00low000000
6-methyl-2-oxo-5-[oxo-(1-phenylethylamino)methyl]-1H-pyridine-3-carboxylic acid ethyl esteraromatic carboxylic acid;
pyridines
00low000000
2-pyridinecarboxylic acid [2-(2,3-dichloroanilino)-2-oxoethyl] esteraromatic carboxylic acid;
pyridines
00low000000
4,5-dichloro-3-isothiazolecarboxylic acid [1-(2-furanylmethylamino)-1-oxopropan-2-yl] esteraromatic carboxylic acid;
thiazoles
00low000000
5-cyano-2-methyl-6-sulfanylidene-1H-pyridine-3-carboxylic acid ethyl esteraromatic carboxylic acid;
pyridines
00low000000
2,4-Dimethyl-1,3-thiazole-5-carboxylic acidaromatic carboxylic acid;
thiazoles
00low000000
4-amino-3-phenyl-2-sulfanylidene-5-thiazolecarboxylic acid methyl esteraromatic carboxylic acid;
thiazoles
00low000000
2-(2-phenylethylthio)-3-pyridinecarboxylic acidaromatic carboxylic acid;
pyridines
00low000000
6-(2-oxopropylthio)-3-pyridinecarboxylic acidaromatic carboxylic acid;
pyridines
00low000000
2-[[(5-ethyl-2-thiophenyl)-oxomethyl]amino]-4-methyl-5-thiazolecarboxylic acid ethyl esteraromatic carboxylic acid;
thiazoles
00low000000
2-ethoxy-3-pyridinecarboxylic acid [2-[1-(2-furanylmethyl)-2,5-dimethyl-3-pyrrolyl]-2-oxoethyl] esteraromatic carboxylic acid;
pyridines
00low000000
2-[[2-[[4-hydroxy-6-oxo-5-(phenylmethyl)-1H-pyrimidin-2-yl]thio]-1-oxoethyl]amino]-4-methyl-5-thiazolecarboxylic acid ethyl esteraromatic carboxylic acid;
thiazoles
00low000000
5,6-dichloro-3-pyridinecarboxylic acid [2-(2-furanylmethylamino)-2-oxoethyl] esteraromatic carboxylic acid;
pyridines
00low000000
4-pyridinecarboxylic acid [2-[1-(2-furanylmethyl)-2,5-dimethyl-3-pyrrolyl]-2-oxoethyl] esteraromatic carboxylic acid;
pyridines
00low000000
5-methyl-2-(2-phenylethylamino)-4-thiazolecarboxylic acid ethyl esteraromatic carboxylic acid;
thiazoles
00low000000
2-oxo-1H-pyridine-3-carboxylic acid [2-(2,5-dimethyl-1-propyl-3-pyrrolyl)-2-oxoethyl] esteraromatic carboxylic acid;
pyridines
00low000000
2,6-dimethyl-4-(3-thienyl)pyridine-3,5-dicarboxylic acidaromatic carboxylic acid;
pyridines
00low000000
5-cyano-2-(methoxymethyl)-6-sulfanylidene-1H-pyridine-3-carboxylic acid methyl esteraromatic carboxylic acid;
pyridines
00low000000
2-(propylthio)nicotinic acidaromatic carboxylic acid;
pyridines
00low000000
2-(2-Thienyl)-1,3-thiazole-4-carboxylic acidaromatic carboxylic acid;
thiazoles
00low000000
glucitol hexanicotinatearomatic carboxylic acid;
pyridines
00low000000
4,5-dichloro-3-isothiazolecarboxylic acid [1-oxo-1-(thiophen-2-ylmethylamino)butan-2-yl] esteraromatic carboxylic acid;
thiazoles
00low000000
2-pyridinecarboxylic acid [2-(5-chloro-2-thiophenyl)-2-oxoethyl] esteraromatic carboxylic acid;
pyridines
00low000000
2-[[2-[(2-methoxyphenyl)methylamino]-2-oxoethyl]thio]-3-pyridinecarboxylic acid [2-[(2-methoxyphenyl)methylamino]-2-oxoethyl] esteraromatic carboxylic acid;
pyridines
00low000000
2-[(5-chloro-2-thiophenyl)-oxomethyl]imino-3,4-dimethyl-5-thiazolecarboxylic acid ethyl esteraromatic carboxylic acid;
thiazoles
00low000000
2-[(5-formyl-2-methoxyphenyl)methylthio]-3-pyridinecarboxylic acidaromatic carboxylic acid;
pyridines
00low000000
2-pyridinecarboxylic acid [2-[2-(difluoromethoxy)anilino]-2-oxoethyl] esteraromatic carboxylic acid;
pyridines
00low000000
2-(2-fluoroanilino)-3-pyridinecarboxylic acid [2-[(1,1-dioxo-3-thiolanyl)-methylamino]-2-oxoethyl] esteraromatic carboxylic acid;
pyridines
00low000000
ciclonicatearomatic carboxylic acid;
pyridines
00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
aplaviroc2006200618.0low000100
vicriviroc(trifluoromethyl)benzenes2005200519.0low000100
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
adenine6-aminopurines;
purine nucleobase
Daphnia magna metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
2002200222.0low000100
butyric acidfatty acid 4:0;
straight-chain saturated fatty acid
human urinary metabolite;
Mycoplasma genitalium metabolite
2003200321.0low000100
dimethyl sulfoxidesulfoxide;
volatile organic compound
alkylating agent;
antidote;
Escherichia coli metabolite;
geroprotector;
MRI contrast agent;
non-narcotic analgesic;
polar aprotic solvent;
radical scavenger
2003200321.0low000100
plerixaforazacycloalkane;
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
2004200420.0low000100
triazoles1,2,3-triazole2002200719.5low000200
organophosphonatesdivalent inorganic anion;
phosphite ion
2002200222.0low000100
tak 7792003201117.4medium000410
etravirineaminopyrimidine;
aromatic ether;
dinitrile;
organobromine compound
antiviral agent;
HIV-1 reverse transcriptase inhibitor
2002200222.0low000200
tenofovirnucleoside analogue;
phosphonic acids
antiviral drug;
drug metabolite;
HIV-1 reverse transcriptase inhibitor
2002200222.0low000100
aplaviroc2004201117.3medium000210
maraviroctropane alkaloid2007200717.0low000100
vicriviroc(trifluoromethyl)benzenes2004200420.0low000100
bms 8062002200222.0low000100
s 13602002200222.0low000100
enfuvirtide2002200421.2low000400
piperidines2001201119.6high2002620
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Acquired Immune Deficiency Syndrome02001200123.0low000100
Acquired Immunodeficiency Syndrome02001200123.0low000100
Arthritis, Rheumatoid02010201014.0low100100
HIV02002200321.5medium000400
HIV Coinfection02002200621.2high000800
HIV Infections02002200621.2high000800
Palmoplantaris Pustulosis02007200717.0low100100
Psoriasis02007200717.0low100100
Rheumatoid Arthritis02010201014.0low100100

Long-term Use (1)

ArticleYear
HIV entry and fusion inhibitors.
Expert opinion on emerging drugs, , Volume: 9, Issue:1
2004

Bioavailability (5)

ArticleYear
Oximino-piperidino-piperidine-based CCR5 antagonists. Part 2: synthesis, SAR and biological evaluation of symmetrical heteroaryl carboxamides.
Bioorganic & medicinal chemistry letters, , Feb-24, Volume: 13, Issue:4
2003
Biological evaluation and interconversion studies of rotamers of SCH 351125, an orally bioavailable CCR5 antagonist.
Bioorganic & medicinal chemistry letters, , Feb-24, Volume: 13, Issue:4
2003
Synthesis, SAR, and biological evaluation of oximino-piperidino-piperidine amides. 1. Orally bioavailable CCR5 receptor antagonists with potent anti-HIV activity.
Journal of medicinal chemistry, , Jul-04, Volume: 45, Issue:14
2002
SCH-C (SCH 351125), an orally bioavailable, small molecule antagonist of the chemokine receptor CCR5, is a potent inhibitor of HIV-1 infection in vitro and in vivo.
Proceedings of the National Academy of Sciences of the United States of America, , Oct-23, Volume: 98, Issue:22
2001
Discovery of 4-[(Z)-(4-bromophenyl)- (ethoxyimino)methyl]-1'-[(2,4-dimethyl-3- pyridinyl)carbonyl]-4'-methyl-1,4'- bipiperidine N-oxide (SCH 351125): an orally bioavailable human CCR5 antagonist for the treatment of HIV infection.
Journal of medicinal chemistry, , Oct-11, Volume: 44, Issue:21
2001