Compound Detail

CHEMBL463017

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Nc1ccc(C(=O)/C=C/c2ccccc2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL463017
Phase	Preclinical
Structure Type	MOL
InChI Key	VEKSFLTVXIEEAX-IZZDOVSWSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

223.3

MW (Da)

3.16

ALogP

HBA

HBD

43.1

PSA (Å²)

0.49

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C15H13NO
MW	223.28
Aromatic Rings	2
Heavy Atoms	17
NP-Likeness	-0.08

Activity Summary

IC50 12 meas. best 5.98

EC50 4 meas. best 4.64

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cytochrome P450 1B1 CHEMBL4878	IC50	5.98	5.98	1058.0	1
HL-60 CHEMBL383	IC50	5.19	5.19	6400.0	1
HeLa CHEMBL399	IC50	5.11	5.11	7700.0	1
MOLT-4 CHEMBL614177	IC50	5.1	5.1	7900.0	1
CCRF-CEM CHEMBL382	IC50	5.07	5.07	8500.0	1
L1210 CHEMBL386	IC50	4.85	4.85	14000.0	1
HCT-116 CHEMBL394	IC50	4.85	4.85	14100.0	1
PBMC CHEMBL613107	IC50	4.7	4.7	20200.0	1
HCT-116 CHEMBL394	EC50	4.64	4.605	23000.0	2
DLD-1 CHEMBL614285	EC50	4.48	4.48	33000.0	1
FM3A CHEMBL614297	IC50	4.47	4.47	34000.0	1
HT-29 CHEMBL384	EC50	4.46	4.46	35000.0	1
Unchecked CHEMBL612545	IC50	4.37	4.305	43000.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cytochrome P450 1B1	IC50	=	1058.0	nM	5.98	Inhibition of human recombinant CYP1B1 assessed as fluorescence of resorufin	37315474
HL-60	IC50	=	6400.0	nM	5.19	Cytotoxicity against human HL60 cells after 72 hrs by MTT assay	-
HeLa	IC50	=	7700.0	nM	5.11	Antiproliferative activity against human HeLa cells after 48 hrs by Coulter coun...	19250822
MOLT-4	IC50	=	7900.0	nM	5.1	Antiproliferative activity against human MOLT4 cells after 48 hrs by Coulter cou...	19250822
CCRF-CEM	IC50	=	8500.0	nM	5.07	Antiproliferative activity against human CEM cells after 48 hrs by Coulter count...	19250822
L1210	IC50	=	14000.0	nM	4.85	Antiproliferative activity against mouse L1210 cells after 48 hrs by Coulter cou...	19250822
HCT-116	IC50	=	14100.0	nM	4.85	Cytotoxicity against human HCT116 cells after 72 hrs by MTT assay	-
PBMC	IC50	=	20200.0	nM	4.7	Cytotoxicity against human PBMC cells after 72 hrs by MTT assay	-
HCT-116	EC50	=	23000.0	nM	4.64	Cytotoxicity against p53-/- human HCT-116 cells assessed as reduction in cell vi...	36356534
HCT-116	EC50	=	27000.0	nM	4.57	Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability...	36356534
DLD-1	EC50	=	33000.0	nM	4.48	Cytotoxicity against human DLD-1 cells assessed as reduction in cell viability i...	36356534
FM3A	IC50	=	34000.0	nM	4.47	Antiproliferative activity against mouse FM3A cells after 48 hrs by Coulter coun...	19250822
HT-29	EC50	=	35000.0	nM	4.46	Cytotoxicity against human HT-29 cells assessed as reduction in cell viability i...	36356534
Unchecked	IC50	=	43000.0	nM	4.37	Inhibition of human mitochondrial HSP60 expressed in Escherichia coli Rosetta 2 ...	36356534
Unchecked	IC50	=	57000.0	nM	4.24	Inhibition of Escherichia coli GroEL expressed in NEB-5-alpha Escherichia coli c...	36356534

Literature References

PubMed	DOI	Target Context	# Activities
36356534	10.1016/j.bmc.2022.117072	Unchecked	7
-	10.1039/C4MD00371C	PBMC	3
-	10.1039/C4MD00371C	HCT-116	2
-	10.1039/C4MD00371C	OVCAR-8	2
36356534	10.1016/j.bmc.2022.117072	HCT-116	2
19250822	10.1016/j.bmcl.2009.02.038	L1210	1
19250822	10.1016/j.bmcl.2009.02.038	FM3A	1
19250822	10.1016/j.bmcl.2009.02.038	MOLT-4	1
19250822	10.1016/j.bmcl.2009.02.038	CCRF-CEM	1
19250822	10.1016/j.bmcl.2009.02.038	HeLa	1
-	10.1039/C4MD00371C	HL-60	1
-	10.1039/C4MD00371C	SF-295	1
36356534	10.1016/j.bmc.2022.117072	DLD-1	1
36356534	10.1016/j.bmc.2022.117072	HT-29	1
36356534	10.1016/j.bmc.2022.117072	FHC	1
37315474	10.1016/j.ejmech.2023.115552	Cytochrome P450 1B1	1

Data from ChEMBL 36 via Core Engine