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Compound Detail

CHEMBL4526732

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Cc1cc(/C=C/C#N)cc(C)c1Oc1nc(NC2CCN(Cc3ccc(S(N)(=O)=O)cc3)CC2)nc2sccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4526732
Phase Preclinical
Structure Type MOL
InChI Key BZOHNBPENFNYSI-ONEGZZNKSA-N
7
Targets
25
Activities
2
Assay Types
12
PK Parameters
12
Publications
0
Known Names

Molecular Properties

574.7
MW (Da)
5.36
ALogP
9
HBA
2
HBD
134.2
PSA (Ų)
0.27
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C29H30N6O3S2
MW 574.73
Aromatic Rings 4
Heavy Atoms 40
NP-Likeness -1.40

Activity Summary

IC50 13 meas. best 6.94
EC50 12 meas. best 8.69

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
 EC50 8.69 7.7025 2.0 12
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 IC50 6.94 6.7075 114.0 8
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 6.01 6.01 979.0 1
Cytochrome P450 3A4
CHEMBL340
 IC50 5.1 5.1 7950.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.08 5.08 8370.0 1
Cytochrome P450 2C19
CHEMBL3622
 IC50 4.98 4.98 10500.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 4.62 4.62 23800.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 814.0 ng.hr.mL-1 Rattus norvegicus
AUC 3017.0 ng.hr.mL-1 Rattus norvegicus
AUC 887.0 ng.hr.mL-1 Rattus norvegicus
AUC 3287.0 ng.hr.mL-1 Rattus norvegicus
CL 38.33 mL.min-1.kg-1 Rattus norvegicus
Cmax 2980.53 nM Rattus norvegicus
Cmax 1068.33 nM Rattus norvegicus
F 37.06 % Rattus norvegicus
T1/2 2.0 hr Rattus norvegicus
T1/2 2.8 hr Rattus norvegicus
Tmax 0.033 hr Rattus norvegicus
Tmax 3.2 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 EC50 = 2.05 nM 8.69 Antiviral activity against HIV1 expressing RT L100I mutant infected in human MT4... 32293182
Human immunodeficiency virus 1 EC50 = 2.34 nM 8.63 Antiviral activity against HIV1 expressing RT K103N mutant infected in human MT4... 32293182
Human immunodeficiency virus 1 EC50 = 3.24 nM 8.49 Antiviral activity against HIV1 3B infected in human MT4 cells assessed as prote... 32293182
Human immunodeficiency virus 1 EC50 = 4.1 nM 8.39 Antiviral activity against HIV1 3B infected in human MT4 cells grown under 30 pa... 32293182
Human immunodeficiency virus 1 EC50 = 4.81 nM 8.32 Antiviral activity against HIV1 expressing RT F227L + V106A mutant infected in h... 32293182
Human immunodeficiency virus 1 EC50 = 6.45 nM 8.19 Antiviral activity against HIV1 RES056 infected in human MT4 cells assessed as p... 32293182
Human immunodeficiency virus 1 EC50 = 6.57 nM 8.18 Antiviral activity against HIV1 expressing RT Y181C mutant infected in human MT4... 32293182
Human immunodeficiency virus 1 EC50 = 6.7 nM 8.17 Antiviral activity against HIV1 expressing RT E138K mutant infected in human MT4... 32293182
Human immunodeficiency virus 1 EC50 = 7.59 nM 8.12 Antiviral activity against HIV1 expressing RT Y188L mutant infected in human MT4... 32293182
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 114.0 nM 6.94 Inhibition of HIV1 RT in presence of reconstituted template and viral nucleotide... 32293182
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 120.0 nM 6.92 Inhibition of HIV1 RT K103N/Y181C mutant in presence of reconstituted template a... 32293182
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 130.0 nM 6.89 Inhibition of HIV1 RT V106A/F227L mutant in presence of reconstituted template a... 32293182
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 141.0 nM 6.85 Inhibition of HIV1 RT Y181C mutant in presence of reconstituted template and vir... 32293182
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 222.0 nM 6.65 Inhibition of HIV1 RT K103N mutant in presence of reconstituted template and vir... 32293182
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 228.0 nM 6.64 Inhibition of HIV1 RT L100I mutant in presence of reconstituted template and vir... 32293182
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 374.0 nM 6.43 Inhibition of HIV1 RT E138K mutant in presence of reconstituted template and vir... 32293182
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 452.0 nM 6.34 Inhibition of HIV1 RT Y188L mutant in presence of reconstituted template and vir... 32293182
Human immunodeficiency virus 1 EC50 = 870.0 nM 6.06 Antiviral activity against HIV1 3B infected in human MT4 cells grown under 30 pa... 32293182
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 979.0 nM 6.01 Inhibition of human ERG expressed in HEK293 cells by whole cell electrophysiolog... 32293182
Human immunodeficiency virus 1 EC50 = 1780.0 nM 5.75 Antiviral activity against HIV1 3B infected in human MT4 cells grown under 30 pa... 32293182

Literature References

PubMed DOI Target Context # Activities
32293182 10.1021/acs.jmedchem.0c00117 Human immunodeficiency virus 1 21
32293182 10.1021/acs.jmedchem.0c00117 ADMET 17
32293182 10.1021/acs.jmedchem.0c00117 Unchecked 8
32293182 10.1021/acs.jmedchem.0c00117 Human immunodeficiency virus type 1 reverse transcriptase 8
32293182 10.1021/acs.jmedchem.0c00117 No relevant target 3
32293182 10.1021/acs.jmedchem.0c00117 Cytochrome P450 2D6 1
32293182 10.1021/acs.jmedchem.0c00117 Cytochrome P450 2C19 1
32293182 10.1021/acs.jmedchem.0c00117 Cytochrome P450 2C9 1
32293182 10.1021/acs.jmedchem.0c00117 Cytochrome P450 1A2 1
32293182 10.1021/acs.jmedchem.0c00117 MT4 1
32293182 10.1021/acs.jmedchem.0c00117 Cytochrome P450 3A4 1
32293182 10.1021/acs.jmedchem.0c00117 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine