Compound Detail

CHEMBL2024561

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CC(C)(C)c1[nH]cnc1/C=c1\[nH]c(=O)/c(=C/c2cccc(C(=O)c3ccccc3)c2)[nH]c1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2024561
Phase	Preclinical
Structure Type	MOL
InChI Key	UOGLYILRMWEYRW-NMGXZBPKSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

440.5

MW (Da)

1.97

ALogP

HBA

HBD

111.5

PSA (Å²)

0.42

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 9 meas. best 9.3

Kd 3 meas. best 7.19

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HUVEC CHEMBL613979	IC50	9.3	9.3	0.5	1
BXPC-3 CHEMBL614530	IC50	9.2	9.2	0.6	1
HT-29 CHEMBL384	IC50	8.85	8.85	1.4	2
A549 CHEMBL392	IC50	8.72	8.72	1.9	1
HeLa CHEMBL399	IC50	8.64	8.64	2.3	1
NCI-H460 CHEMBL396	IC50	8.39	8.39	4.1	1
Unchecked CHEMBL612545	Kd	7.19	6.7	65.0	2
Tubulin CHEMBL2111354	Kd	6.21	6.21	620.0	1
Unchecked CHEMBL612545	IC50	6.12	6.12	760.0	2

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HUVEC	IC50	=	0.5	nM	9.3	Cytotoxicity against HUVEC after 48 hrs using resazurin by microplate fluoromete...	22185476
BXPC-3	IC50	=	0.63	nM	9.2	Antiproliferative activity against human BxPC3 cells after 72 hrs by sulforhodam...	29571653
HT-29	IC50	=	1.4	nM	8.85	Cytotoxicity against human HT-29 cells after 48 hrs using resazurin by microplat...	22185476
HT-29	IC50	=	1.4	nM	8.85	Cytotoxicity against human HT-29 cells after 48 hrs by resazurin assay	22727370
A549	IC50	=	1.9	nM	8.72	Cytotoxicity against human A549 cells after 48 hrs by WST-8 assay	22727370
HeLa	IC50	=	2.3	nM	8.64	Cytotoxicity against human HeLa cells after 48 hrs by WST-8 assay	22727370
NCI-H460	IC50	=	4.1	nM	8.39	Antiproliferative activity against human NCI-H460 cells assessed as reduction in...	31759826
Unchecked	Kd	=	65.0	nM	7.19	Binding affinity to bovine brain tubulin by spectrophotometric analysis	22727370
Unchecked	Kd	=	620.0	nM	6.21	Binding affinity to bovine tubulin after 1 hr by spectrofluorometric analysis	22185476
Tubulin	Kd	=	620.0	nM	6.21	Binding affinity to porcine tubulin after 1 hr by spectrofluorometric analysis	22185476
Unchecked	IC50	=	760.0	nM	6.12	Inhibition of bovine brain tubulin polymerization by thermostatic spectrophotome...	22185476
Unchecked	IC50	=	760.0	nM	6.12	Inhibition of bovine brain microtubule polymerization by spectrophotometric anal...	22727370

PubMed	DOI	Target Context	# Activities
22185476	10.1021/jm2009088	HeLa	6
22727370	10.1016/j.bmc.2012.05.059	HeLa	6
22185476	10.1021/jm2009088	Unchecked	4
22727370	10.1016/j.bmc.2012.05.059	Unchecked	2
29571653	10.1016/j.bmc.2018.03.005	BXPC-3	2
22185476	10.1021/jm2009088	HT-29	1
22185476	10.1021/jm2009088	Tubulin	1
22185476	10.1021/jm2009088	HUVEC	1
22727370	10.1016/j.bmc.2012.05.059	A549	1
22727370	10.1016/j.bmc.2012.05.059	HT-29	1
29571653	10.1016/j.bmc.2018.03.005	Tubulin	1
29571653	10.1016/j.bmc.2018.03.005	Unchecked	1
29571653	10.1016/j.bmc.2018.03.005	No relevant target	1
31759826	10.1016/j.bmc.2019.115186	NCI-H460	1

Data from ChEMBL 36 via Core Engine