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Compound Detail

CHEMBL1668019

APLAVIROC HYDROCHLORIDE
🧪 Phase III
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🧪 Phase III
CCCCN1C(=O)[C@@H]([C@H](O)C2CCCCC2)NC(=O)C12CCN(Cc1ccc(Oc3ccc(C(=O)O)cc3)cc1)CC2.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1668019
Name APLAVIROC HYDROCHLORIDE
Phase Phase III
Structure Type MOL
InChI Key QNNBMSGFNQRUEH-PQQSRXGVSA-N
Parent Compound CHEMBL1255794
Active Moiety CHEMBL1255794

Known Names

Aplaviroc hcl Aplaviroc hydrochloride GW-873140A GW873140A
6
Targets
16
Activities
1
Assay Types
26
PK Parameters
18
Publications
4
Known Names
1
Indications
1
Mechanisms

Molecular Properties

577.7
MW (Da)
4.58
ALogP
6
HBA
3
HBD
119.4
PSA (Ų)
0.38
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer
USAN Stem -vir-
USAN Year 2005

Extended Properties

Molecular Formula C33H44ClN3O6
MW 614.18
Aromatic Rings 2
Heavy Atoms 42
NP-Likeness -0.18

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
C-C chemokine receptor type 5 antagonist ANTAGONIST C-C chemokine receptor type 5 ✓ ✓

Indications

HIV Infections

Activity Summary

IC50 16 meas. best 9.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
 IC50 9.4 9.31 0.4 4
C-C chemokine receptor type 5
CHEMBL274
 IC50 8.25 6.965 5.6 6
C-C chemokine receptor type 5
CHEMBL1795146
 IC50 4.52 4.52 30000.0 1
C-C chemokine receptor type 5
CHEMBL1795147
 IC50 4.52 4.52 30000.0 1
C-X-C chemokine receptor type 4
CHEMBL2107
 IC50 4.52 4.52 30000.0 1
Unchecked
CHEMBL612545
 IC50 4.52 4.52 30000.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 3422.0 ng.hr.mL-1 Rattus norvegicus
AUC 4402.0 ng.hr.mL-1 Rattus norvegicus
AUC 4402.0 ng.hr.mL-1 Rattus norvegicus
AUC 3422.0 ng.hr.mL-1 Rattus norvegicus
AUC 189.0 ng.hr.mL-1 Canis lupus familiaris
AUC 777.0 ng.hr.mL-1 Macaca mulatta
CL 11.3 mL.min-1.kg-1 Rattus norvegicus
CL 11.3 mL.min-1.kg-1 Rattus norvegicus
CL 10.0 ml/min Rattus norvegicus
CL 33.0 ml/min Canis lupus familiaris
CL 15.0 ml/min Macaca mulatta
Cmax 4085.02 nM Rattus norvegicus
Cmax 4085.02 nM Rattus norvegicus
Cmax 233.68 nM Canis lupus familiaris
Cmax 235.41 nM Macaca mulatta
F 23.0 % Rattus norvegicus
F 23.0 % Rattus norvegicus
F 23.0 % Rattus norvegicus
F 12.0 % Canis lupus familiaris
F 4.6 % Macaca mulatta
T1/2 2.0 hr Rattus norvegicus
T1/2 0.3633 hr Rattus norvegicus
T1/2 0.36 hr Rattus norvegicus
T1/2 2.0 hr Rattus norvegicus
T1/2 4.5 hr Canis lupus familiaris
T1/2 24.4 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 IC50 = 0.4 nM 9.4 Antiviral activity against R5 tropic HIV1 Ba-L infected in human PBMC assessed a... 21256008
Human immunodeficiency virus 1 IC50 = 0.4 nM 9.4 Antiviral activity against R5 tropic HIV1 Ba-L infected PBMC assessed as inhibit... 21658961
Human immunodeficiency virus 1 IC50 = 0.6 nM 9.22 Antiviral activity against multidrug-resistant R5 tropic HIV1 MM infected in hum... 21256008
Human immunodeficiency virus 1 IC50 = 0.6 nM 9.22 Antiviral activity against R5 tropic multidrug-resistant HIV1 MM infected PBMC a... 21658961
C-C chemokine receptor type 5 IC50 = 5.623 nM 8.25 Antagonist activity at human CCR5 expressed in HOS cells assessed as inhibition ... 21256008
C-C chemokine receptor type 5 IC50 = 5.8 nM 8.24 Displacement of MIP-1alpha from human CCR5 expressed in CHO cells 21658961
C-C chemokine receptor type 5 IC50 = 5.8 nM 8.24 Antagonist activity at human CCR5 expressed in CHO cells assessed as inhibition ... 21658961
C-C chemokine receptor type 5 IC50 = 46.0 nM 7.34 Antagonist activity at human CCR5 assessed as inhibition of RANTES-induced calci... 21658961
C-C chemokine receptor type 5 IC50 = 5600.0 nM 5.25 Antagonist activity against human CCR5 receptor assessed as inhibition of HIV1 g... 21658961
C-X-C chemokine receptor type 4 IC50 = 30000.0 nM 4.52 Antagonist activity at CXCR4 assessed as inhibition of SDF1-induced calcium mobi... 21658961
Unchecked IC50 = 30000.0 nM 4.52 Antagonist activity at hamster CCR5 assessed as inhibition of RANTES-induced cal... 21658961
Unchecked IC50 = 30000.0 nM 4.52 Antagonist activity at guinea pig CCR5 assessed as inhibition of RANTES-induced ... 21658961
C-C chemokine receptor type 5 IC50 = 30000.0 nM 4.52 Antagonist activity at rat CCR5 assessed as inhibition of RANTES-induced calcium... 21658961
C-C chemokine receptor type 5 IC50 = 30000.0 nM 4.52 Antagonist activity at rabbit CCR5 assessed as inhibition of RANTES-induced calc... 21658961
C-C chemokine receptor type 5 IC50 = 34000.0 nM 4.47 Antagonist activity at human CCR5 expressed in CHO cells assessed as inhibition ... 21658961

Literature References

PubMed DOI Target Context # Activities
21658961 10.1016/j.bmc.2011.05.022 Rattus norvegicus 12
21256008 10.1016/j.bmcl.2010.12.109 Rattus norvegicus 8
21658961 10.1016/j.bmc.2011.05.022 Canis familiaris 7
21658961 10.1016/j.bmc.2011.05.022 C-C chemokine receptor type 5 7
21658961 10.1016/j.bmc.2011.05.022 Rhesus monkey 6
21658961 10.1016/j.bmc.2011.05.022 Human immunodeficiency virus 1 3
21256008 10.1016/j.bmcl.2010.12.109 C-C chemokine receptor type 5 2
21256008 10.1016/j.bmcl.2010.12.109 Liver microsomes 2
21658961 10.1016/j.bmc.2011.05.022 Unchecked 2
21256008 10.1016/j.bmcl.2010.12.109 Human immunodeficiency virus 1 2
21658961 10.1016/j.bmc.2011.05.022 Liver microsomes 2
21658961 10.1016/j.bmc.2011.05.022 Salmonella typhimurium 1
21658961 10.1016/j.bmc.2011.05.022 C-X-C chemokine receptor type 4 1
21256008 10.1016/j.bmcl.2010.12.109 No relevant target 1
21256008 10.1016/j.bmcl.2010.12.109 Caco-2 1
21256008 10.1016/j.bmcl.2010.12.109 Cytochrome P450 3A4 1
21256008 10.1016/j.bmcl.2010.12.109 Cytochrome P450 2D6 1
21256008 10.1016/j.bmcl.2010.12.109 Cytochrome P450 2C9 1

Data from ChEMBL 36 via Core Engine