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Compound Detail

CHEMBL373571

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NS(=O)(=O)c1ccc(NC(=O)CSc2nnc(Br)n2-c2ccc(C3CC3)c3ccccc23)c(Cl)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL373571
Phase Preclinical
Structure Type MOL
InChI Key JMAGRGYNUBAGRG-UHFFFAOYSA-N
3
Targets
53
Activities
2
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

592.9
MW (Da)
5.09
ALogP
7
HBA
2
HBD
120.0
PSA (Ų)
0.29
QED
2
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H19BrClN5O3S2
MW 592.93
Aromatic Rings 4
Heavy Atoms 35
NP-Likeness -1.99

Activity Summary

EC50 50 meas. best 10.3
IC50 3 meas. best 8.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
 EC50 10.3 8.7681 0.1 48
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 IC50 8.4 8.4 4.0 3
Human immunodeficiency virus
CHEMBL613758
 EC50 6.85 6.745 140.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 20900.0 ng.hr.mL-1 Canis lupus familiaris
AUC 19600.0 ng.hr.mL-1 Canis lupus familiaris
Cmax 7454.51 nM Canis lupus familiaris
Cmax 3339.35 nM Canis lupus familiaris
F 47.1 % Canis lupus familiaris
T1/2 2.89 hr Canis lupus familiaris
T1/2 3.36 hr Canis lupus familiaris
Tmax 0.28 hr Canis lupus familiaris
Tmax 5.3 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 EC50 = 0.05 nM 10.3 Antiviral activity against HIV1 isolate with RT K103N-L100I mutation 17116677
Human immunodeficiency virus 1 EC50 = 0.08 nM 10.1 Antiviral activity against HIV1 isolate with RT K103N-F227L mutation 17116677
Human immunodeficiency virus 1 EC50 = 0.09 nM 10.05 Antiviral activity against HIV1 isolate with RT K103N mutation 17116677
Human immunodeficiency virus 1 EC50 = 0.09 nM 10.05 Antiviral activity against HIV1 isolate with RT V106I mutation 17116677
Human immunodeficiency virus 1 EC50 = 0.09 nM 10.05 Antiviral activity against HIV1 harbouring NNRTI K103N mutant infected in human ... 31735575
Human immunodeficiency virus 1 EC50 = 0.11 nM 9.96 Antiviral activity against HIV1 isolate with RT K103N-K101Q-P225H mutation 17116677
Human immunodeficiency virus 1 EC50 = 0.13 nM 9.89 Antiviral activity against HIV1 isolate with RT K103N-P225H mutation 17116677
Human immunodeficiency virus 1 EC50 = 0.14 nM 9.85 Antiviral activity against HIV1 infected in human HeLa-JC3 cells assessed as vir... 31735575
Human immunodeficiency virus 1 EC50 = 0.14 nM 9.85 Antiviral activity against wild type HIV-1 infected in human HeLa cells assessed... 36708678
Human immunodeficiency virus 1 EC50 = 0.14 nM 9.85 Antiviral activity against HIV1 3B infected in human MT4 cells assessed as inhib... 26162497
Human immunodeficiency virus 1 EC50 = 0.14 nM 9.85 Antiviral activity against wild type HIV1 17116677
Human immunodeficiency virus 1 EC50 = 0.14 nM 9.85 Antiviral activity against HIV1 isolate with RT K103N-V108I mutation 17116677
Human immunodeficiency virus 1 EC50 = 0.15 nM 9.82 Antiviral activity against HIV1 isolate with RT K103N-V108I-P225H mutation 17116677
Human immunodeficiency virus 1 EC50 = 0.15 nM 9.82 Antiviral activity against HIV1 isolate with RT K103N-K101Q mutation 17116677
Human immunodeficiency virus 1 EC50 = 0.19 nM 9.72 Antiviral activity against HIV1 isolate with RT G190A mutation 17116677
Human immunodeficiency virus 1 EC50 = 0.23 nM 9.64 Antiviral activity against HIV1 RES056 expressing reverse transcriptase K103N + ... 26162497
Human immunodeficiency virus 1 EC50 = 0.23 nM 9.64 Antiviral activity against HIV1 isolate with RT K103N-Y181C mutation 17116677
Human immunodeficiency virus 1 EC50 = 0.23 nM 9.64 Antiviral activity against HIV-1 harboring K103N/Y181C double mutant infected in... 36708678
Human immunodeficiency virus 1 EC50 = 0.23 nM 9.64 Antiviral activity against HIV1 isolate with RT Y181C mutation 17116677
Human immunodeficiency virus 1 EC50 = 0.23 nM 9.64 Antiviral activity against HIV1 isolate with RT G190S mutation 17116677

Literature References

PubMed DOI Target Context # Activities
17116677 10.1128/aac.01032-06 Human immunodeficiency virus 1 140
17116677 10.1128/aac.01032-06 Canis familiaris 11
31735575 10.1016/j.ejmech.2019.111874 Human immunodeficiency virus 1 2
36708678 10.1016/j.ejmech.2023.115136 Human immunodeficiency virus 1 2
26162497 10.1016/j.bmc.2015.06.048 Human immunodeficiency virus 1 2
23098609 10.1016/j.bmc.2012.09.058 Human immunodeficiency virus 2
23084898 10.1016/j.bmcl.2012.09.062 Human immunodeficiency virus 1 2
22883027 10.1016/j.bmc.2012.07.026 Human immunodeficiency virus 1 2
21872971 10.1016/j.ejmech.2011.08.011 Human immunodeficiency virus 1 2
18824350 10.1016/j.bmcl.2008.09.055 MT4 1
26162497 10.1016/j.bmc.2015.06.048 MT4 1
26162497 10.1016/j.bmc.2015.06.048 Human immunodeficiency virus 2 1
21207958 10.1021/jm101052g Human immunodeficiency virus type 1 reverse transcriptase 1
18824350 10.1016/j.bmcl.2008.09.055 Unchecked 1
18824350 10.1016/j.bmcl.2008.09.055 Human immunodeficiency virus 1 1
17116677 10.1128/aac.01032-06 Human immunodeficiency virus 2 1
17116677 10.1128/aac.01032-06 Hepatitis C virus 1
17116677 10.1128/aac.01032-06 Hepatitis B virus 1
17116677 10.1128/aac.01032-06 DNA polymerase beta 1
17116677 10.1128/aac.01032-06 DNA polymerase alpha catalytic subunit 1

Data from ChEMBL 36 via Core Engine