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Compound Detail

CHEMBL5176373

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CN(c1ccc2c(ccn2C)c1)c1cc(=O)oc2ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5176373
Phase Preclinical
Structure Type MOL
InChI Key CYVAXOCKRUJIDS-UHFFFAOYSA-N
20
Targets
21
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

304.4
MW (Da)
4.05
ALogP
4
HBA
0
HBD
38.4
PSA (Ų)
0.52
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H16N2O2
MW 304.35
Aromatic Rings 4
Heavy Atoms 23
NP-Likeness -0.70

Activity Summary

IC50 21 meas. best 7.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MGC-803
CHEMBL3706566
 IC50 7.96 7.95 11.0 2
SH-SY5Y
CHEMBL614910
 IC50 7.71 7.71 19.4 1
KYSE-450
CHEMBL1075488
 IC50 7.68 7.68 21.0 1
EC9706
CHEMBL4296412
 IC50 7.66 7.66 21.8 1
HGC-27
CHEMBL1075463
 IC50 7.62 7.62 23.8 1
HCT-116
CHEMBL394
 IC50 7.48 7.48 33.0 1
NCI-H520
CHEMBL614099
 IC50 7.48 7.48 33.4 1
ECa-109 cell line
CHEMBL614668
 IC50 7.47 7.47 33.8 1
PC-3
CHEMBL390
 IC50 7.46 7.46 34.9 1
HepG2
CHEMBL395
 IC50 7.34 7.34 45.5 1
SGC-7901
CHEMBL614909
 IC50 7.28 7.28 52.3 1
A549
CHEMBL392
 IC50 7.23 7.23 59.3 1
SK-N-SH
CHEMBL614924
 IC50 7.22 7.22 59.6 1
DU-145
CHEMBL613508
 IC50 7.13 7.13 74.0 1
MDA-MB-231
CHEMBL400
 IC50 7.1 7.1 79.3 1
MCF7
CHEMBL387
 IC50 6.36 6.36 434.7 1
TE-1
CHEMBL2366092
 IC50 6.31 6.31 488.6 1
CWR22R
CHEMBL612657
 IC50 6.25 6.25 558.0 1
Tubulin
CHEMBL2111354
 IC50 5.61 5.61 2460.0 1
GES1
CHEMBL4296415
 IC50 5.5 5.5 3170.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MGC-803 IC50 = 11.0 nM 7.96 Antiproliferative activity against human MGC-803 cells assessed as reduction in ... 35605363
MGC-803 IC50 = 11.49 nM 7.94 Antiproliferative activity against human MGC-803 cells assessed as reduction in ... 35605363
SH-SY5Y IC50 = 19.44 nM 7.71 Antiproliferative activity against human SH-SY5Y cells assessed as reduction in ... 35605363
KYSE-450 IC50 = 21.0 nM 7.68 Antiproliferative activity against human KYSE-450 cells assessed as reduction in... 35605363
EC9706 IC50 = 21.84 nM 7.66 Antiproliferative activity against human EC9706 cells assessed as reduction in c... 35605363
HGC-27 IC50 = 23.78 nM 7.62 Antiproliferative activity against human HGC-27 cells assessed as reduction in c... 35605363
HCT-116 IC50 = 33.0 nM 7.48 Antiproliferative activity against human HCT-116 cells assessed as reduction in ... 35605363
NCI-H520 IC50 = 33.36 nM 7.48 Antiproliferative activity against human NCI-H520 cells assessed as reduction in... 35605363
ECa-109 cell line IC50 = 33.84 nM 7.47 Antiproliferative activity against human EC109 cells assessed as reduction in ce... 35605363
PC-3 IC50 = 34.86 nM 7.46 Antiproliferative activity against human PC-3 cells assessed as reduction in cel... 35605363
HepG2 IC50 = 45.53 nM 7.34 Antiproliferative activity against human HepG2 cells assessed as reduction in ce... 35605363
SGC-7901 IC50 = 52.31 nM 7.28 Antiproliferative activity against human SGC-7901 cells assessed as reduction in... 35605363
A549 IC50 = 59.28 nM 7.23 Antiproliferative activity against human A549 cells assessed as reduction in cel... 35605363
SK-N-SH IC50 = 59.57 nM 7.22 Antiproliferative activity against human SK-N-SH cells assessed as reduction in ... 35605363
DU-145 IC50 = 74.02 nM 7.13 Antiproliferative activity against human DU-145 cells assessed as reduction in c... 35605363
MDA-MB-231 IC50 = 79.28 nM 7.1 Antiproliferative activity against human MDA-MB-231 cells assessed as reduction ... 35605363
MCF7 IC50 = 434.72 nM 6.36 Antiproliferative activity against human MCF7 cells assessed as reduction in cel... 35605363
TE-1 IC50 = 488.63 nM 6.31 Antiproliferative activity against human TE-1 cells assessed as reduction in cel... 35605363
CWR22R IC50 = 557.97 nM 6.25 Antiproliferative activity against human 22Rv1 cells assessed as reduction in ce... 35605363
Tubulin IC50 = 2460.0 nM 5.61 Inhibition of porcine brain tubulin polymerization by fluorescence based assay 35605363

Literature References

PubMed DOI Target Context # Activities
35605363 10.1016/j.ejmech.2022.114467 Unchecked 59
35605363 10.1016/j.ejmech.2022.114467 MGC-803 36
35605363 10.1016/j.ejmech.2022.114467 HGC-27 32
35605363 10.1016/j.ejmech.2022.114467 Tubulin 8
35605363 10.1016/j.ejmech.2022.114467 ADMET 6
35605363 10.1016/j.ejmech.2022.114467 Tubulin beta 2
35605363 10.1016/j.ejmech.2022.114467 c-Jun N-terminal kinase, JNK 2
35605363 10.1016/j.ejmech.2022.114467 SGC-7901 1
35605363 10.1016/j.ejmech.2022.114467 A549 1
35605363 10.1016/j.ejmech.2022.114467 SK-N-SH 1
35605363 10.1016/j.ejmech.2022.114467 SH-SY5Y 1
35605363 10.1016/j.ejmech.2022.114467 MDA-MB-231 1
35605363 10.1016/j.ejmech.2022.114467 MCF7 1
35605363 10.1016/j.ejmech.2022.114467 DU-145 1
35605363 10.1016/j.ejmech.2022.114467 PC-3 1
35605363 10.1016/j.ejmech.2022.114467 CWR22R 1
35605363 10.1016/j.ejmech.2022.114467 EC9706 1
35605363 10.1016/j.ejmech.2022.114467 TE-1 1
35605363 10.1016/j.ejmech.2022.114467 ECa-109 cell line 1
35605363 10.1016/j.ejmech.2022.114467 HCT-116 1

Data from ChEMBL 36 via Core Engine