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Compound Detail

CHEMBL4757438

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CN(C)CCCNC(=O)CCC(=O)OCCCCCCSc1ccc([N+](=O)[O-])c2nonc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4757438
Phase Preclinical
Structure Type MOL
InChI Key KBOFBNLZWGMLHR-UHFFFAOYSA-N
8
Targets
9
Activities
2
Assay Types
8
PK Parameters
13
Publications
0
Known Names

Molecular Properties

481.6
MW (Da)
3.17
ALogP
10
HBA
1
HBD
140.7
PSA (Ų)
0.12
QED
0
Ro5 Violations
16
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H31N5O6S
MW 481.58
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness -1.36

Activity Summary

IC50 8 meas. best 7.05
Ki 1 meas. best 6.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glutathione S-transferase Mu 2
CHEMBL4589
 IC50 7.05 7.05 90.0 1
Glutathione S-transferase P
CHEMBL3902
 IC50 6.8 6.8 160.0 1
Glutathione S-transferase P
CHEMBL3902
 Ki 6.77 6.77 170.0 1
Unchecked
CHEMBL612545
 IC50 6.02 6.02 950.0 1
143B
CHEMBL614508
 IC50 5.93 5.93 1180.0 1
A549
CHEMBL392
 IC50 5.8 5.8 1580.0 1
HUVEC
CHEMBL613979
 IC50 5.8 5.8 1600.0 1
HOS
CHEMBL614736
 IC50 5.73 5.73 1850.0 1
L02
CHEMBL4296457
 IC50 5.37 5.37 4230.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 6418.25 ng.hr.mL-1 Rattus norvegicus
AUC 6514.48 ng.hr.mL-1 Rattus norvegicus
CL 64.17 mL.min-1.kg-1 Rattus norvegicus
Cmax 3762.61 nM Rattus norvegicus
MRT 6.54 hr Rattus norvegicus
T1/2 7.28 hr Rattus norvegicus
Tmax 2.33 hr Rattus norvegicus
Vd 7.62 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glutathione S-transferase Mu 2 IC50 = 90.0 nM 7.05 Inhibition of GSTM2-2 (unknown origin) using reduced GSH and CDNB as substrate i... 33529017
Glutathione S-transferase P IC50 = 160.0 nM 6.8 Inhibition of GSTP1-1 (unknown origin) using reduced GSH and CDNB as substrate i... 33529017
Glutathione S-transferase P Ki = 170.0 nM 6.77 Time dependent inhibition of GSTP1-1 (unknown origin) assessed as inhibition con... 33529017
Unchecked IC50 = 950.0 nM 6.02 Antiproliferative activity against human B16 cells assessed as inhibition of cel... 33529017
143B IC50 = 1180.0 nM 5.93 Antiproliferative activity against human 143B cells assessed as inhibition of ce... 33529017
HUVEC IC50 = 1600.0 nM 5.8 Cytotoxicity against HUVEC assessed as reduction in cell viability incubated for... 33529017
A549 IC50 = 1580.0 nM 5.8 Antiproliferative activity against human A549 cells assessed as inhibition of ce... 33529017
HOS IC50 = 1850.0 nM 5.73 Antiproliferative activity against human HOS cells assessed as inhibition of cel... 33529017
L02 IC50 = 4230.0 nM 5.37 Cytotoxicity against human L02 cells assessed as reduction in cell viability inc... 33529017

Literature References

PubMed DOI Target Context # Activities
33529017 10.1021/acs.jmedchem.0c02048 ADMET 26
33529017 10.1021/acs.jmedchem.0c02048 143B 17
33529017 10.1021/acs.jmedchem.0c02048 Glutathione S-transferase P 6
33529017 10.1021/acs.jmedchem.0c02048 Unchecked 2
33529017 10.1021/acs.jmedchem.0c02048 Liver carboxylesterase 2
33529017 10.1021/acs.jmedchem.0c02048 Glutathione S-transferase Mu 2 1
33529017 10.1021/acs.jmedchem.0c02048 No relevant target 1
33529017 10.1021/acs.jmedchem.0c02048 Glutathione S-transferase Mu 1 1
33529017 10.1021/acs.jmedchem.0c02048 Glutathione S-transferase omega-1 1
33529017 10.1021/acs.jmedchem.0c02048 HUVEC 1
33529017 10.1021/acs.jmedchem.0c02048 L02 1
33529017 10.1021/acs.jmedchem.0c02048 A549 1
33529017 10.1021/acs.jmedchem.0c02048 HOS 1

Data from ChEMBL 36 via Core Engine