Compound Detail

CHEMBL5202359

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CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)Cc2c-1nc1cc3c(cc1c2-c1ccoc1)OCO3

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5202359
Phase	Preclinical
Structure Type	MOL
InChI Key	LQMZOEHJTWUPAV-VWLOTQADSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

458.4

MW (Da)

3.07

ALogP

HBA

HBD

113.0

PSA (Å²)

0.40

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C25H18N2O7
MW	458.43
Aromatic Rings	4
Heavy Atoms	34
NP-Likeness	0.98

Activity Summary

IC50 13 meas. best 9.96

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
SW-620 CHEMBL612262	IC50	9.96	9.96	0.1	2
NCI-H446 CHEMBL612440	IC50	9.31	9.24	0.5	3
HepG2 CHEMBL395	IC50	8.85	8.85	1.4	1
Bel-7402 CHEMBL614279	IC50	8.42	8.42	3.8	1
H69AR CHEMBL5209893	IC50	8.25	8.25	5.6	1
SH-SY5Y CHEMBL614910	IC50	8.1	8.1	7.9	1
MCF7 CHEMBL387	IC50	8.02	8.02	9.5	1
2008 CHEMBL612818	IC50	7.99	7.99	10.2	1
NCI-H69 CHEMBL614805	IC50	7.84	7.84	14.6	1
U-87 MG CHEMBL614247	IC50	7.72	7.72	19.1	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
SW-620	IC50	=	0.11	nM	9.96	Antiproliferative activity against human SW-620 cells assessed as inhibition of ...	35932565
SW-620	IC50	=	0.11	nM	9.96	Cytotoxicity against human SW620 cells assessed as inhibition of cell growth inc...	38092421
NCI-H446	IC50	=	0.49	nM	9.31	Antiproliferative activity against etoposide/cisplatin combination-resistant hum...	35932565
NCI-H446	IC50	=	0.5	nM	9.3	Antiproliferative activity against Irinotecan-resistant human NCI-H446 cells ass...	35932565
NCI-H446	IC50	=	0.78	nM	9.11	Antiproliferative activity against human NCI-H446 cells assessed as inhibition o...	35932565
HepG2	IC50	=	1.42	nM	8.85	Antiproliferative activity against human HepG2 cells assessed as inhibition of c...	35932565
Bel-7402	IC50	=	3.8	nM	8.42	Antiproliferative activity against human Bel-7402 cells assessed as inhibition o...	35932565
H69AR	IC50	=	5.57	nM	8.25	Antiproliferative activity against human NCI-H69AR cells assessed as inhibition ...	35932565
SH-SY5Y	IC50	=	7.91	nM	8.1	Antiproliferative activity against human SH-SY5Y cells assessed as inhibition of...	35932565
MCF7	IC50	=	9.49	nM	8.02	Antiproliferative activity against human MCF7 cells assessed as inhibition of ce...	35932565
2008	IC50	=	10.25	nM	7.99	Antiproliferative activity against human 2008 cells assessed as inhibition of ce...	35932565
NCI-H69	IC50	=	14.55	nM	7.84	Antiproliferative activity against human NCI-H69 cells assessed as inhibition of...	35932565
U-87 MG	IC50	=	19.12	nM	7.72	Antiproliferative activity against human U87 cells assessed as inhibition of cel...	35932565

Literature References

PubMed	DOI	Target Context	# Activities
35932565	10.1016/j.ejmech.2022.114610	NCI-H446	32
35932565	10.1016/j.ejmech.2022.114610	H69AR	21
35932565	10.1016/j.ejmech.2022.114610	NCI-H69	12
35932565	10.1016/j.ejmech.2022.114610	Unchecked	5
35932565	10.1016/j.ejmech.2022.114610	ADMET	2
35932565	10.1016/j.ejmech.2022.114610	2008	1
35932565	10.1016/j.ejmech.2022.114610	SW-620	1
35932565	10.1016/j.ejmech.2022.114610	HepG2	1
35932565	10.1016/j.ejmech.2022.114610	Bel-7402	1
35932565	10.1016/j.ejmech.2022.114610	SH-SY5Y	1
35932565	10.1016/j.ejmech.2022.114610	MCF7	1
35932565	10.1016/j.ejmech.2022.114610	U-87 MG	1
35932565	10.1016/j.ejmech.2022.114610	DNA topoisomerase 1	1
38092421	10.1021/acs.jmedchem.3c01130	SW-620	1

Data from ChEMBL 36 via Core Engine