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Compound Detail

CHEMBL4090687

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O=C1NC(=O)/C(=C/c2ccc(-c3ccc(-n4c(-c5ccccc5)cc(/C=C5\SC(=O)NC5=O)c4-c4ccccc4)cc3)cc2)S1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4090687
Phase Preclinical
Structure Type MOL
InChI Key REFHBOVGIOGXRN-DSAROVGPSA-N
5
Targets
9
Activities
1
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

625.7
MW (Da)
8.13
ALogP
7
HBA
2
HBD
97.3
PSA (Ų)
0.19
QED
2
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C36H23N3O4S2
MW 625.73
Aromatic Rings 5
Heavy Atoms 45
NP-Likeness -0.77

Activity Summary

IC50 9 meas. best 7.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glutaminase kidney isoform, mitochondrial
CHEMBL2146302
 IC50 7.35 7.085 45.0 2
Unchecked
CHEMBL612545
 IC50 7.11 6.2775 78.0 4
Glutaminase liver isoform, mitochondrial
CHEMBL4105730
 IC50 6.58 6.58 261.0 1
ASPC1
CHEMBL612588
 IC50 5.0 5.0 10000.0 1
MDA-MB-231
CHEMBL400
 IC50 4.87 4.87 13400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glutaminase kidney isoform, mitochondrial IC50 = 45.0 nM 7.35 Inhibition of recombinant human His-tagged KGA (L123 to L669 residues) expressed... 28609101
Unchecked IC50 = 78.0 nM 7.11 Inhibition of recombinant human His-tagged KGA S384A mutant expressed in Escheri... 28609101
Glutaminase kidney isoform, mitochondrial IC50 = 151.0 nM 6.82 Inhibition of recombinant human MCF7 cells derived His-tagged GAC (L123 to S598 ... 28609101
Unchecked IC50 = 187.0 nM 6.73 Inhibition of recombinant human His-tagged KGA K507A mutant expressed in Escheri... 28609101
Glutaminase liver isoform, mitochondrial IC50 = 261.0 nM 6.58 Inhibition of recombinant human His-tagged GAB (P56 to V602 residues) expressed ... 28609101
Unchecked IC50 = 603.0 nM 6.22 Inhibition of recombinant human His-tagged KGA R387L mutant expressed in Escheri... 28609101
Unchecked IC50 = 8883.0 nM 5.05 Inhibition of recombinant human His-tagged KGA R387A mutant expressed in Escheri... 28609101
ASPC1 IC50 = 10000.0 nM 5.0 Growth inhibition of human Aspc-1 cells after 72 hrs by MTS assay 28609101
MDA-MB-231 IC50 = 13400.0 nM 4.87 Growth inhibition of human MDA-MB-231 cells after 72 hrs by MTS assay 28609101

Literature References

PubMed DOI Target Context # Activities
28609101 10.1021/acs.jmedchem.7b00282 Unchecked 9
28609101 10.1021/acs.jmedchem.7b00282 Glutaminase liver isoform, mitochondrial 3
28609101 10.1021/acs.jmedchem.7b00282 ASPC1 3
28609101 10.1021/acs.jmedchem.7b00282 Glutaminase kidney isoform, mitochondrial 2
28609101 10.1021/acs.jmedchem.7b00282 Glutaminase 1/2 2
28609101 10.1021/acs.jmedchem.7b00282 MDA-MB-231 1

Data from ChEMBL 36 via Core Engine