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Compound Detail

CHEMBL4545330

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N#Cc1cccc(/C=C/C(=O)c2ccc(O)cc2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4545330
Phase Preclinical
Structure Type MOL
InChI Key IZCIYUNGVIXYJY-RUDMXATFSA-N
5
Targets
9
Activities
2
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

249.3
MW (Da)
3.16
ALogP
3
HBA
1
HBD
61.1
PSA (Ų)
0.67
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H11NO2
MW 249.27
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness -0.41

Activity Summary

IC50 6 meas. best 6.07
Kd 3 meas. best 5.04

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Protein disulfide-isomerase
CHEMBL5422
 IC50 6.07 6.05 850.0 2
Protein disulfide-isomerase
CHEMBL5422
 Kd 5.04 4.9867 9100.0 3
U-87 MG
CHEMBL614247
 IC50 4.99 4.99 10300.0 1
Unchecked
CHEMBL612545
 IC50 4.8 4.8 15700.0 1
A 172
CHEMBL614512
 IC50 4.78 4.78 16800.0 1
HFF-1
CHEMBL4296427
 IC50 4.04 4.04 91200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Protein disulfide-isomerase IC50 = 850.0 nM 6.07 Inhibition of recombinant human N-terminal His-tagged PDI expressed in Escherich... 30759340
Protein disulfide-isomerase IC50 = 930.0 nM 6.03 Non-covalent inhibition of PDI (unknown origin) by insulin aggregation assay 38381886
Protein disulfide-isomerase Kd = 9100.0 nM 5.04 Binding affinity to recombinant human N-terminal His-tagged PDI expressed in Esc... 30759340
Protein disulfide-isomerase Kd = 9800.0 nM 5.01 Binding affinity to recombinant human N-terminal His-tagged PDI expressed in Esc... 30759340
U-87 MG IC50 = 10300.0 nM 4.99 Cytotoxicity against human U87MG cells assessed as inhibition of cell growth mea... 30759340
Protein disulfide-isomerase Kd = 12300.0 nM 4.91 Binding affinity to recombinant full-length human His-tagged PDI expressed in Es... 30759340
Unchecked IC50 = 15700.0 nM 4.8 Cytotoxicity against human NU04 cells assessed as inhibition of cell growth meas... 30759340
A 172 IC50 = 16800.0 nM 4.78 Cytotoxicity against human A172 cells assessed as inhibition of cell growth meas... 30759340
HFF-1 IC50 = 91200.0 nM 4.04 Cytotoxicity against HFF1 cells assessed as inhibition of cell growth measured a... 30759340

Literature References

PubMed DOI Target Context # Activities
30759340 10.1021/acs.jmedchem.8b01951 Protein disulfide-isomerase 10
30759340 10.1021/acs.jmedchem.8b01951 U-87 MG 7
30759340 10.1021/acs.jmedchem.8b01951 A 172 6
32830969 10.1021/acs.jmedchem.0c00728 Protein disulfide-isomerase 4
30759340 10.1021/acs.jmedchem.8b01951 Eukaryotic translation initiation factor 2 subunit 1 2
30759340 10.1021/acs.jmedchem.8b01951 Unchecked 2
30759340 10.1021/acs.jmedchem.8b01951 HFF-1 1
30759340 10.1021/acs.jmedchem.8b01951 Focal adhesion kinase 1 1
30759340 10.1021/acs.jmedchem.8b01951 D54 cell line 1
38381886 10.1021/acs.jmedchem.3c02107 Protein disulfide-isomerase 1

Data from ChEMBL 36 via Core Engine