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Compound Detail

CHEMBL560339

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CCn1cc(-c2nc3ccc([N+](=O)[O-])cc3o2)c(=O)c2cc(F)c(N3CCNC(C)C3)c(F)c21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL560339
Phase Preclinical
Structure Type MOL
InChI Key KQVHOGMUVXIHNQ-UHFFFAOYSA-N
16
Targets
24
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

469.4
MW (Da)
3.81
ALogP
8
HBA
1
HBD
106.4
PSA (Ų)
0.36
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H21F2N5O4
MW 469.45
Aromatic Rings 4
Heavy Atoms 34
NP-Likeness -1.22

Activity Summary

IC50 24 meas. best 6.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
A2780
CHEMBL614004
 IC50 6.7 6.7 200.0 1
Bel-7402
CHEMBL614279
 IC50 6.7 6.25 200.0 2
KB
CHEMBL398
 IC50 6.22 6.135 600.0 2
A549
CHEMBL392
 IC50 6.05 5.935 900.0 2
HCT-116
CHEMBL394
 IC50 5.96 5.96 1100.0 1
U-937
CHEMBL612794
 IC50 5.85 5.85 1400.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.83 5.57 1470.0 6
MDA-MB-231
CHEMBL400
 IC50 5.7 5.7 2000.0 1
HeLa
CHEMBL399
 IC50 5.62 5.62 2400.0 1
AGS
CHEMBL613860
 IC50 5.46 5.46 3500.0 1
THP-1
CHEMBL614245
 IC50 5.46 5.46 3500.0 1
PC-3
CHEMBL390
 IC50 5.38 5.38 4200.0 1
HepG2
CHEMBL395
 IC50 5.35 5.35 4500.0 1
K562
CHEMBL385
 IC50 5.34 5.34 4600.0 1
HT-29
CHEMBL384
 IC50 5.26 5.26 5500.0 1
MCF7
CHEMBL387
 IC50 5.17 5.17 6800.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bel-7402 IC50 = 200.0 nM 6.7 Cytotoxicity against human Bel7402 cells after 48 hrs by MTT assay 19715319
A2780 IC50 = 200.0 nM 6.7 Cytotoxicity against human A2780 cells after 48 hrs by MTT assay 19715319
KB IC50 = 600.0 nM 6.22 Cytotoxicity against human KB cells after 48 hrs by MTT assay 19715319
KB IC50 = 900.0 nM 6.05 Cytotoxicity against human KB cells by MTT assay 23566520
A549 IC50 = 900.0 nM 6.05 Cytotoxicity against human A549 cells by MTT assay 23566520
HCT-116 IC50 = 1100.0 nM 5.96 Cytotoxicity against human HCT116 cells by MTT assay 23566520
U-937 IC50 = 1400.0 nM 5.85 Cytotoxicity against human U937 cells expressing p53 mutant after 48 hrs by SRB ... 19715319
NON-PROTEIN TARGET IC50 = 1470.0 nM 5.83 Antiproliferative activity against human A549 cells after 48 hrs by MTT assay 27416553
A549 IC50 = 1500.0 nM 5.82 Cytotoxicity against human A549 cells expressing wild type p53 after 48 hrs by S... 19715319
Bel-7402 IC50 = 1600.0 nM 5.8 Cytotoxicity against human Bel7402 cells by MTT assay 23566520
MDA-MB-231 IC50 = 2000.0 nM 5.7 Cytotoxicity against human MDA-MB-231 cells by MTT assay 23566520
HeLa IC50 = 2400.0 nM 5.62 Cytotoxicity against p53-deficient human HeLa cells after 48 hrs by SRB assay 19715319
NON-PROTEIN TARGET IC50 = 2650.0 nM 5.58 Antiproliferative activity against human HepG2 cells after 48 hrs by MTT assay 27416553
NON-PROTEIN TARGET IC50 = 2740.0 nM 5.56 Antiproliferative activity against human BGC823 cells after 48 hrs by MTT assay 27416553
NON-PROTEIN TARGET IC50 = 2980.0 nM 5.53 Antiproliferative activity against human HeLa cells after 48 hrs by MTT assay 27416553
NON-PROTEIN TARGET IC50 = 3100.0 nM 5.51 Cytotoxicity against estrogen receptor-negative human MDA-MB-261 cells expressin... 19715319
THP-1 IC50 = 3500.0 nM 5.46 Cytotoxicity against human THP1 cells expressing p53 mutant after 48 hrs by SRB ... 19715319
AGS IC50 = 3500.0 nM 5.46 Cytotoxicity against human AGS cells expressing wild type p53 after 48 hrs by SR... 19715319
NON-PROTEIN TARGET IC50 = 3900.0 nM 5.41 Cytotoxicity against p53-deficient human Hep3B cells after 48 hrs by SRB assay 19715319
PC-3 IC50 = 4200.0 nM 5.38 Cytotoxicity against p53-deficient human PC3 cells after 48 hrs by SRB assay 19715319

Literature References

PubMed DOI Target Context # Activities
19715319 10.1021/jm900469e HT-29 15
19715319 10.1021/jm900469e SK-OV-3 6
27416553 10.1016/j.ejmech.2016.06.054 NON-PROTEIN TARGET 4
19715319 10.1021/jm900469e Mus musculus 4
19715319 10.1021/jm900469e DNA topoisomerase 1 4
19715319 10.1021/jm900469e NON-PROTEIN TARGET 4
19715319 10.1021/jm900469e PC-3 2
19715319 10.1021/jm900469e HepG2 2
19715319 10.1021/jm900469e A549 2
19715319 10.1021/jm900469e MCF7 2
19715319 10.1021/jm900469e AGS 2
19715319 10.1021/jm900469e HeLa 2
19715319 10.1021/jm900469e KB 1
19715319 10.1021/jm900469e U-937 1
19715319 10.1021/jm900469e THP-1 1
19715319 10.1021/jm900469e K562 1
19715319 10.1021/jm900469e No relevant target 1
19715319 10.1021/jm900469e DNA topoisomerase 2-alpha 1
19715319 10.1021/jm900469e Bel-7402 1
27416553 10.1016/j.ejmech.2016.06.054 No relevant target 1

Data from ChEMBL 36 via Core Engine