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Compound Detail

CHEMBL58711

TIVIRAPINE
🧪 Phase II
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🧪 Phase II
CC(C)=CCN1Cc2c(Cl)ccc3[nH]c(=S)n(c23)C[C@@H]1C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL58711
Name TIVIRAPINE
Phase Phase II
Structure Type MOL
InChI Key ZNFFMCYSMBXZQU-NSHDSACASA-N

Known Names

NSC-636661 R-87027 Tivirapina Tivirapine
5
Targets
14
Activities
2
Assay Types
0
PK Parameters
20
Publications
4
Known Names

Molecular Properties

321.9
MW (Da)
4.52
ALogP
3
HBA
1
HBD
24.0
PSA (Ų)
0.65
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -pine; -vir-

Extended Properties

Molecular Formula C16H20ClN3S
MW 321.88
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness -0.42

Activity Summary

EC50 7 meas. best 8.37
IC50 7 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
 IC50 8.52 8.42 3.0 3
Human immunodeficiency virus 1
CHEMBL378
 EC50 8.37 7.756 4.3 5
MT4
CHEMBL388
 EC50 8.34 8.34 4.6 1
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 IC50 8.3 6.835 5.0 2
Unchecked
CHEMBL612545
 IC50 8.3 8.3 5.0 1
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 EC50 8.29 8.29 5.1 1
C8166
CHEMBL614533
 IC50 4.3 4.3 50000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 IC50 = 3.0 nM 8.52 Concentration required to inhibit 50% viral production of human immunodeficiency... 15801834
Human immunodeficiency virus 1 EC50 = 4.3 nM 8.37 Antiviral activity against Human immunodeficiency virus 1 infected in human MT4 ... 19632850
Human immunodeficiency virus 1 IC50 = 4.3 nM 8.37 Concentration required for 50% protection of MT-4 cells against the cytopathic e... 7877144
Human immunodeficiency virus 1 IC50 = 4.266 nM 8.37 Antiviral activity against HIV1 infected in human MT4 cells assessed as protecti... 20110136
MT4 EC50 = 4.6 nM 8.34 Effective concentration of the compound to inhibit HIV-1 replication in HIV-infe... 15771411
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 5.0 nM 8.3 Inhibitory concentration against HIV-1 replication by interfering with virus rev... 8667357
Unchecked IC50 = 5.012 nM 8.3 Inhibition of HIV reverse transcriptase 20060625
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 5.1 nM 8.29 Effective concentration against HIV-1 reverse transcriptase 10072684
Human immunodeficiency virus 1 EC50 = 14.0 nM 7.85 Antiviral activity against HIV-1 infected un MT2 cells assessed as virus-induced... 23380374
Human immunodeficiency virus 1 EC50 = 30.0 nM 7.52 Concentration which produces a 50% survival of HIV-1 infected cells relative to ... 11462972
Human immunodeficiency virus 1 EC50 = 30.0 nM 7.52 Inhibition of HIV1-3B replication in C8166 cells 16279773
Human immunodeficiency virus 1 EC50 = 30.0 nM 7.52 Antiviral activity against HIV1 3B infected human C8166 cells assessed as inhibi... 19170521
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 4300.0 nM 5.37 Inhibition of HIV-1 reverse transcriptase. 9857095
C8166 IC50 = 50000.0 nM 4.3 Concentration which results in 50% survival of uninfected untreated control C816... 11462972

Literature References

PubMed DOI Target Context # Activities
15771411 10.1021/jm040127p MT4 1
23380374 10.1016/j.bmcl.2012.12.015 Human immunodeficiency virus 1 1
20110136 10.1016/j.ejmech.2010.01.002 Human immunodeficiency virus 1 1
20060625 10.1016/j.ejmech.2009.12.028 Unchecked 1
19632850 10.1016/j.bmc.2009.06.060 Human immunodeficiency virus 1 1
19170521 10.1021/jm801395v ADMET 1
19170521 10.1021/jm801395v C8166 1
19170521 10.1021/jm801395v Human immunodeficiency virus 1 1
16279773 10.1021/jm050257d Unchecked 1
16279773 10.1021/jm050257d Human immunodeficiency virus 1 1
16279773 10.1021/jm050257d C8166 1
8667357 10.1021/jm950589q Human immunodeficiency virus type 1 reverse transcriptase 1
15801834 10.1021/jm049606e Human immunodeficiency virus 1 1
10072684 10.1021/jm980277y Human immunodeficiency virus type 1 reverse transcriptase 1
9857095 10.1021/jm9804174 Human immunodeficiency virus type 1 reverse transcriptase 1
7877144 10.1021/jm00005a006 Human immunodeficiency virus 1 1
12723956 10.1021/jm020271f Human immunodeficiency virus type 1 reverse transcriptase 1
12086483 10.1021/jm010580q Human immunodeficiency virus type 1 reverse transcriptase 1
11462972 10.1021/jm0010365 Unchecked 1
11462972 10.1021/jm0010365 Human immunodeficiency virus 1 1

Data from ChEMBL 36 via Core Engine