VICRIVIROC

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Synonyms
Status
Molecule Category UNKNOWN
UNII TL515DW4QS
EPA CompTox DTXSID40897719

Structure

InChI Key CNPVJJQCETWNEU-CYFREDJKSA-N
Smiles COC[C@@H](c1ccc(C(F)(F)F)cc1)N1CCN(C2(C)CCN(C(=O)c3c(C)ncnc3C)CC2)C[C@@H]1C
InChI
InChI=1S/C28H38F3N5O2/c1-19-16-35(14-15-36(19)24(17-38-5)22-6-8-23(9-7-22)28(29,30)31)27(4)10-12-34(13-11-27)26(37)25-20(2)32-18-33-21(25)3/h6-9,18-19,24H,10-17H2,1-5H3/t19-,24-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C28H38F3N5O2
Molecular Weight 533.64
AlogP 4.5
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 6.0
Polar Surface Area 61.8
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 38.0
Assay Description Organism Bioactivity Reference
Antagonistic activity against C-C chemokine receptor type 5 None 2.5 nM
Inhibition of [125I]RANTES binding to CCR5 receptor. None 2.1 nM
Compound was tested for inhibiting the entry of replication deffective HIV-1 (YU-2) in to U-80 cells Homo sapiens 0.46 nM
Inhibition of HIV-1 (ADA) entry into U-87 (human glioblastoma) cells. Human immunodeficiency virus 1 0.6 nM
Antiviral activity against HIV1 Human immunodeficiency virus 1 0.52 nM
Antiviral activity against HIV1 JRCSF infected in human PBMC assessed as inhibition of viral p24 antigen production after 7 to 10 days by ELISA Human immunodeficiency virus type 1 (JRCSF ISOLATE) 0.37 nM
Antiviral activity against HIV1 R5 infected in human PBMC assessed as inhibition of viral p24 antigen production after 7 to 10 days by ELISA Human immunodeficiency virus 1 1.2 nM
Antiviral activity against R5 tropic HIV1 Ba-L infected in human PBMC assessed as inhibition of HIN p24 antigen expression Human immunodeficiency virus 1 4.0 nM
Antiviral activity against multidrug-resistant R5 tropic HIV1 MM infected in human PBMC assessed as inhibition of HIN p24 antigen expression Human immunodeficiency virus 1 3.0 nM
Displacement of [125I]MIP-1beta from CCR5 in IL-10-stimulated human monocytes Homo sapiens 3.0 nM
Antagonist activity at CCR5 in IL-10 stimulated human PBMC cells assessed as MIP-1beta induced chemotaxis Homo sapiens 1.2 nM
Antiviral activity against HIV-1 ADA infected in PHA-stimulated human PBMC cells assessed as viral p24 core protein level after 7 days by ELISA Human immunodeficiency virus 1 0.56 nM
Antiviral activity against HIV-1 BaL infected in PHA-stimulated human PBMC cells assessed as viral p24 core protein level after 7 days by ELISA Human immunodeficiency virus 1 0.23 nM
Antiviral activity against R5 tropic HIV1 Ba-L infected PBMC assessed as inhibition of viral p24 antigen expression Human immunodeficiency virus 1 4.0 nM
Antiviral activity against R5 tropic multidrug-resistant HIV1 MM infected PBMC assessed as inhibition of viral p24 antigen expression Human immunodeficiency virus 1 3.0 nM
Antiviral activity against R5 tropic HIV1 NL(AD8) in PM1/CCR5 cells assessed as protection from virus-induced cytopathogenicity after 5 days by MTT assay Human immunodeficiency virus 1 26.0 nM
Antiviral activity against R5 tropic HIV1 JR-CSF in PM1/CCR5 cells assessed as protection from virus-induced cytopathogenicity measuring capsid p24 level after 5 days by ELISA Human immunodeficiency virus type 1 (JRCSF ISOLATE) 1.4 nM
Antiviral activity against R5-tropic HIV1 NL(AD8) infected in human PM1 cells expressing CCR5 assessed as protection from virus-induced cytopathogenicity Human immunodeficiency virus 1 550.0 nM
Binding affinity to CCR5 None 0.45 nM
Antiviral activity against macrophage-tropic HIV1 NL(AD8) infected in human PM1 expressing CCR5 cells assessed as inhibition of virus-induced cytopathogenicity after 5 days by MTT assay in presence of 5 uM of chloroquine Human immunodeficiency virus 1 4.9 nM
Displacement of [125I]-RANTES from CCR5 in mouse NIH/3T3 cells after 1 hr Mus musculus 0.91 nM
Antiviral activity against HIV-1 NL(AD8) in human PM1/CCR5 cells assessed as virus induced cytopathic effect incubated for 5 days by MTT assay Human immunodeficiency virus 1 210.0 nM
Antiviral activity against Human immunodeficiency virus 1 NLAD-8 infected in human PM1 cells expressing CCR5 assessed as reduction in virus-induced cytopathogenicity measured after 5 days by MTT assay Human immunodeficiency virus 1 14.0 nM

Related Entries

Cross References

Resources Reference
ChEBI 94843
ChEMBL CHEMBL82301
DrugBank DB06652
FDA SRS TL515DW4QS
Guide to Pharmacology 807
PubChem 3009355
SureChEMBL SCHEMBL118885
ZINC ZINC000022010579
CONTENTS