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Compound Detail

CHEMBL53554

THIAZOLOBENZIMIDAZOLE
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Fc1cccc(F)c1C1SCc2nc3ccccc3n21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL53554
Name THIAZOLOBENZIMIDAZOLE
Phase Preclinical
Structure Type MOL
InChI Key AMLBAOPYPUXEQF-UHFFFAOYSA-N
4
Targets
29
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

288.3
MW (Da)
4.11
ALogP
3
HBA
0
HBD
17.8
PSA (Ų)
0.67
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H10F2N2S
MW 288.32
Aromatic Rings 3
Heavy Atoms 20
NP-Likeness -1.23

Activity Summary

EC50 26 meas. best 6.46
IC50 3 meas. best 6.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
 EC50 6.46 6.1743 350.0 7
MT4
CHEMBL388
 EC50 6.45 6.09 352.0 3
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 IC50 6.3 5.455 500.0 2
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 EC50 6.16 5.333 700.0 10
CCRF-CEM
CHEMBL382
 EC50 5.76 5.264 1730.0 5
MT4
CHEMBL388
 IC50 4.84 4.84 14600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 EC50 = 350.0 nM 6.46 Antiviral activity against HIV1 3B in MT4 cells assessed as inhibition of virus-... 17178227
Human immunodeficiency virus 1 EC50 = 350.0 nM 6.46 Antiviral activity against HIV1 3B replication in human MT4 cells assessed as in... 18242784
Human immunodeficiency virus 1 EC50 = 350.0 nM 6.46 Antiviral activity against HIV1 3B-induced cytopathic effect in MT4 cells assess... 17349793
MT4 EC50 = 352.0 nM 6.45 Anti-HIV activity to reduce HIV-1-induced cytopathic effect by 50% in MT-4 cells... 11425562
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 500.0 nM 6.3 The quantity of compound required to reduce WT Reverse transcriptase activity by... 9435891
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 700.0 nM 6.16 Cross Resistance (antiviral activity) with L74V (Non nucleoside reverse transcri... 9435891
MT4 EC50 = 1100.0 nM 5.96 Concentration required to reduce HIV-1-induced cytopathic effect in MT-4 cells 15857150
Human immunodeficiency virus 1 EC50 = 1100.0 nM 5.96 Antiviral activity against HIV1 3B-induced cytopathic effect in CEM cells assess... 17349793
Human immunodeficiency virus 1 EC50 = 1100.0 nM 5.96 Antiviral activity against HIV1 3B in CEM cells assessed as inhibition of virus-... 17178227
Human immunodeficiency virus 1 EC50 = 1100.0 nM 5.96 Antiviral activity against HIV1 3B replication in human CEM cells assessed as in... 18242784
Human immunodeficiency virus 1 EC50 = 1100.0 nM 5.96 Antiviral activity against HIV1 infected in human MT4 cells assessed as protecti... 26509831
MT4 EC50 = 1390.0 nM 5.86 Compound was tested for inhibition of the cytopathic effects of HIV-1 (IIIB) in ... 15857150
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 1500.0 nM 5.82 Cross Resistance (antiviral activity) with 4xAZT (Non nucleoside reverse transcr... 9435891
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 1700.0 nM 5.77 Cross Resistance (antiviral activity) with NL4-3(WT) NNRTI (Non nucleoside rever... 9435891
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 1700.0 nM 5.77 Cross Resistance (antiviral activity) with 4xAZT/L100I (Non nucleoside reverse t... 9435891
CCRF-CEM EC50 = 1730.0 nM 5.76 Concentration required to protect CEM cells against Mutant E138K Strain 15857150
CCRF-CEM EC50 = 3120.0 nM 5.51 Concentration required to protect CEM cells against Mutant L100I Strain 15857150
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 3100.0 nM 5.51 Cross Resistance (antiviral activity) with V179D (Non nucleoside reverse transcr... 9435891
CCRF-CEM EC50 = 4160.0 nM 5.38 Concentration required to protect CEM cells against Mutant Y188H Strain 15857150
Human immunodeficiency virus type 1 reverse transcriptase EC50 = 9700.0 nM 5.01 Cross Resistance (antiviral activity) with V108I (Non nucleoside reverse transcr... 9435891

Literature References

PubMed DOI Target Context # Activities
9435891 10.1021/jm970096g Human immunodeficiency virus type 1 reverse transcriptase 16
15857150 10.1021/jm049279a CCRF-CEM 5
15857150 10.1021/jm049279a MT4 4
11425562 10.1016/s0960-894x(01)00304-3 MT4 3
17178227 10.1016/j.bmc.2006.12.003 Unchecked 3
18242784 10.1016/j.ejmech.2007.12.015 Human immunodeficiency virus 2 2
17349793 10.1016/j.bmc.2007.02.044 Human immunodeficiency virus 1 2
18242784 10.1016/j.ejmech.2007.12.015 Unchecked 2
17349793 10.1016/j.bmc.2007.02.044 Unchecked 2
17178227 10.1016/j.bmc.2006.12.003 Human immunodeficiency virus 1 2
18242784 10.1016/j.ejmech.2007.12.015 Human immunodeficiency virus 1 2
17349793 10.1016/j.bmc.2007.02.044 CCRF-CEM 1
26509831 10.1021/acs.jmedchem.5b00497 Unchecked 1
18242784 10.1016/j.ejmech.2007.12.015 CCRF-CEM 1
18242784 10.1016/j.ejmech.2007.12.015 MT4 1
17178227 10.1016/j.bmc.2006.12.003 CCRF-CEM 1
17178227 10.1016/j.bmc.2006.12.003 MT4 1
17349793 10.1016/j.bmc.2007.02.044 MT4 1
15857150 10.1021/jm049279a Human immunodeficiency virus type 1 reverse transcriptase 1
11425562 10.1016/s0960-894x(01)00304-3 Unchecked 1

Data from ChEMBL 36 via Core Engine