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Compound Detail

CHEMBL577325

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CCOC(=O)[C@H](CCSC)NC(=O)/C=C\C(=O)N1C/C(=C\c2ccc([N+](=O)[O-])cc2)C(=O)/C(=C/c2ccc([N+](=O)[O-])cc2)C1

Basic Information

ChEMBL ID CHEMBL577325
Phase Preclinical
Structure Type MOL
InChI Key VTCFIZREEACAJJ-HQMOMSJYSA-N
3
Targets
3
Activities
1
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

622.7
MW (Da)
3.74
ALogP
10
HBA
1
HBD
179.1
PSA (Ų)
0.16
QED
1
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H30N4O9S
MW 622.66
Aromatic Rings 2
Heavy Atoms 44
NP-Likeness -0.63

Activity Summary

IC50 3 meas. best 6.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
CCRF-CEM
CHEMBL382
IC50 6.72 6.72 190.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 6.6 6.6 250.0 1
L1210
CHEMBL386
IC50 6.24 6.24 580.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
CCRF-CEM IC50 = 190.0 nM 6.72 Cytotoxicity against human CEM cells 19819135
NON-PROTEIN TARGET IC50 = 250.0 nM 6.6 Cytotoxicity against human Molt4/C8 cells 19819135
L1210 IC50 = 580.0 nM 6.24 Cytotoxicity against mouse L1210 cells 19819135

Literature References

PubMed DOI Target Context # Activities
19819135 10.1016/j.bmcl.2009.09.069 DNA topoisomerase 2-alpha 4
19819135 10.1016/j.bmcl.2009.09.069 L1210 1
19819135 10.1016/j.bmcl.2009.09.069 NON-PROTEIN TARGET 1
19819135 10.1016/j.bmcl.2009.09.069 CCRF-CEM 1

Data from ChEMBL 36 via Core Engine