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Compound Detail

CHEMBL1951048

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Cc1onc(C(=O)N2CCN(C(c3ccc(Cl)cc3)c3ccc(Cl)cc3)CC2)c1[N+](=O)[O-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1951048
Phase Preclinical
Structure Type MOL
InChI Key VIBHJPDPEVVDTB-UHFFFAOYSA-N
19
Targets
31
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

475.3
MW (Da)
4.75
ALogP
6
HBA
0
HBD
92.7
PSA (Ų)
0.39
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H20Cl2N4O4
MW 475.33
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -1.54

Activity Summary

IC50 29 meas. best 7.92
EC50 2 meas. best 7.36

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NCI-H520
CHEMBL614099
 IC50 7.92 7.92 12.0 1
MEF
CHEMBL614342
 IC50 7.8 7.8 16.0 1
HT-1080
CHEMBL614580
 IC50 7.72 6.9967 19.0 6
MDA-MB-231
CHEMBL400
 IC50 7.7 7.69 20.0 2
NCI-H522
CHEMBL614387
 IC50 7.48 6.4333 33.0 3
Phospholipid hydroperoxide glutathione peroxidase GPX4
CHEMBL4295754
 EC50 7.36 6.775 44.0 2
WI-38
CHEMBL614391
 IC50 7.22 7.22 60.0 1
MDA-MB-468
CHEMBL614335
 IC50 7.18 7.18 66.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 7.15 7.15 71.0 1
MCF7
CHEMBL387
 IC50 7.12 7.12 76.0 1
BJ
CHEMBL614358
 IC50 6.97 6.97 107.0 1
HEK-293T
CHEMBL3706568
 IC50 6.7 6.535 200.0 2
HeLa
CHEMBL399
 IC50 6.6 6.6 253.0 1
ADMET
CHEMBL612558
 IC50 6.57 6.385 272.0 2
A-375
CHEMBL613859
 IC50 6.52 6.52 300.0 1
ASPC1
CHEMBL612588
 IC50 6.47 6.47 342.0 1
Calu-1
CHEMBL613505
 IC50 6.2 6.125 630.0 2
Unchecked
CHEMBL612545
 IC50 6.2 6.2 628.0 1
U2OS
CHEMBL615023
 IC50 6.08 6.08 822.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NCI-H520 IC50 = 12.0 nM 7.92 Antiproliferative activity against human NCI-H520 cells assessed as inhibition o... 38838547
MEF IC50 = 16.0 nM 7.8 Cytotoxicity against mouse MEF cells assessed as reduction in cell viability inc... 35984756
HT-1080 IC50 = 19.0 nM 7.72 Antiproliferative activity against human HT-1080 cells assessed as cell growth i... 38838547
MDA-MB-231 IC50 = 20.0 nM 7.7 Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viabil... 35984756
MDA-MB-231 IC50 = 21.0 nM 7.68 Antiproliferative activity against human MDA-MB-231 cells assessed as cell growt... 38838547
HT-1080 IC50 = 22.0 nM 7.66 Cytotoxicity against human HT-1080 cells assessed as reduction in cell viability... 35984756
NCI-H522 IC50 = 33.0 nM 7.48 Induction of ferroptosis in human NCI-H522 cells assessed as reduction in cell v... 38265413
Phospholipid hydroperoxide glutathione peroxidase GPX4 EC50 = 44.0 nM 7.36 Inhibition of GPX4 in human LOX IMVI cells assessed as ferroptosis-mediated cell... 32920142
NCI-H522 IC50 = 44.0 nM 7.36 Cytotoxicity against human NCI-H522 cells assessed as reduction in cell viabilit... 35984756
WI-38 IC50 = 60.0 nM 7.22 Cytotoxicity against human WI-38 cells assessed as reduction in cell viability i... 35984756
MDA-MB-468 IC50 = 66.0 nM 7.18 Cytotoxicity against human MDA-MB-468 cells assessed as reduction in cell viabil... 35984756
NON-PROTEIN TARGET IC50 = 71.0 nM 7.15 Cytotoxicity against human BJeLR cells expressing HRAS G12V mutant after 48 hrs ... 22297109
MCF7 IC50 = 76.0 nM 7.12 Antiproliferative activity against human MCF7 cells assessed as reduction in cel... 33725632
HT-1080 IC50 = 100.0 nM 7.0 Antiproliferative activity against human HT-1080 cells assessed as reduction in ... 37087895
BJ IC50 = 107.0 nM 6.97 Cytotoxicity against human BJ cells expressing HRAS G12V mutant with alternative... 22297109
HT-1080 IC50 = 153.0 nM 6.82 Antiproliferative activity against human HT-1080 cells assessed as inhibition of... 38505849
HEK-293T IC50 = 200.0 nM 6.7 Cytotoxicity against HEK293T cells assessed as reduction in cell viability measu... 37087895
HeLa IC50 = 253.0 nM 6.6 Cytotoxicity against human HeLa cells assessed as reduction in cell viability in... 35984756
ADMET IC50 = 272.0 nM 6.57 Cytotoxicity against human BJeH-LT cells after 48 hrs by alamar blue assay 22297109
A-375 IC50 = 300.0 nM 6.52 Antiproliferative activity against human A-375 cells assessed as reduction in ce... 37087895

Literature References

PubMed DOI Target Context # Activities
22297109 10.1016/j.bmcl.2011.09.047 ADMET 5
37087895 10.1016/j.ejmech.2023.115343 Phospholipid hydroperoxide glutathione peroxidase GPX4 3
32920142 10.1016/j.bmcl.2020.127538 Phospholipid hydroperoxide glutathione peroxidase GPX4 3
33725632 10.1016/j.ejmech.2021.113359 MCF7 2
35984756 10.1021/acs.jmedchem.2c00909 NCI-H522 2
37087895 10.1016/j.ejmech.2023.115343 HT-1080 2
22297109 10.1016/j.bmcl.2011.09.047 NON-PROTEIN TARGET 1
22297109 10.1016/j.bmcl.2011.09.047 BJ 1
38838547 10.1016/j.ejmech.2024.116548 MDA-MB-231 1
37098297 10.1016/j.ejmech.2023.115393 HEK-293T 1
37098297 10.1016/j.ejmech.2023.115393 HT-1080 1
35984756 10.1021/acs.jmedchem.2c00909 MEF 1
35984756 10.1021/acs.jmedchem.2c00909 WI-38 1
35984756 10.1021/acs.jmedchem.2c00909 U2OS 1
35984756 10.1021/acs.jmedchem.2c00909 HeLa 1
35984756 10.1021/acs.jmedchem.2c00909 MDA-MB-231 1
35984756 10.1021/acs.jmedchem.2c00909 MDA-MB-468 1
35984756 10.1021/acs.jmedchem.2c00909 HT-1080 1
35984756 10.1021/acs.jmedchem.2c00909 Unchecked 1
35984756 10.1021/acs.jmedchem.2c00909 HCT-116 1

Data from ChEMBL 36 via Core Engine