Compound Detail

CHEMBL423123

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Nc1nc(N)c2cc(NCc3ccc(C(=O)NC(CCC(=O)O)C(=O)O)cc3)ccc2n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL423123
Phase	Preclinical
Structure Type	MOL
InChI Key	SSPKJOYJIAOUSU-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

438.4

MW (Da)

1.45

ALogP

HBA

HBD

193.6

PSA (Å²)

0.28

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H22N6O5
MW	438.44
Aromatic Rings	3
Heavy Atoms	32
NP-Likeness	-0.66

Activity Summary

IC50 15 meas. best 8.14

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dihydrofolate reductase CHEMBL2363	IC50	8.14	8.14	7.2	1
Dihydrofolate reductase CHEMBL202	IC50	8.07	8.07	8.6	1
Dihydrofolate reductase CHEMBL4564	IC50	7.22	7.22	60.0	1
Unchecked CHEMBL612545	IC50	6.82	6.748	150.0	5
HT-29 CHEMBL384	IC50	6.7	6.7	200.0	1
SW480 CHEMBL612544	IC50	6.7	6.7	200.0	1
WiDr CHEMBL614647	IC50	6.7	6.7	200.0	1
Thymidylate synthase CHEMBL3160	IC50	6.26	6.26	550.0	1
L1210 CHEMBL386	IC50	5.82	5.81	1500.0	2
L1210 ( R81) CHEMBL614710	IC50	4.38	4.38	42000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dihydrofolate reductase	IC50	=	7.2	nM	8.14	Inhibition of rat liver dihydrofolate reductase assayed spectrophotometrically a...	3968685
Dihydrofolate reductase	IC50	=	8.6	nM	8.07	Inhibitory activity against dihydrofolate reductase (DHFR) obtained from human W...	3339615
Dihydrofolate reductase	IC50	=	60.0	nM	7.22	Evaluated for the inhibition of dihydrofolate reductase from L1210 mouse leukemi...	3968685
Unchecked	IC50	=	150.0	nM	6.82	In vitro inhibition of growth of the human gastrointestinal adenocarcinoma cells...	6694171
Unchecked	IC50	=	150.0	nM	6.82	Evaluated for the inhibition of human gastrointestinal adenocarcinoma cells in v...	3968685
HT-29	IC50	=	200.0	nM	6.7	In vitro inhibition of growth of the human gastrointestinal adenocarcinoma cells...	6694171
SW480	IC50	=	200.0	nM	6.7	In vitro inhibition of growth of the human gastrointestinal adenocarcinoma cells...	6694171
WiDr	IC50	=	200.0	nM	6.7	In vitro inhibition of growth of the human gastrointestinal adenocarcinoma cells...	6694171
Unchecked	IC50	=	200.0	nM	6.7	Evaluated for the inhibition of human gastrointestinal adenocarcinoma cells in v...	3968685
Unchecked	IC50	=	200.0	nM	6.7	Evaluated for the inhibition of human gastrointestinal adenocarcinoma cells in v...	3968685
Unchecked	IC50	=	200.0	nM	6.7	Evaluated for the inhibition of human gastrointestinal adenocarcinoma cells in v...	3968685
Thymidylate synthase	IC50	=	550.0	nM	6.26	Inhibitory activity against thymidylate synthase isolated from L1210 leukemia ce...	3339615
L1210	IC50	=	1500.0	nM	5.82	Evaluated for the growth inhibition of L1210 /S cells	3968685
L1210	IC50	=	1600.0	nM	5.8	Evaluated for the uptake of Methotrexate in L1210 leukemia cells	3968685
L1210 ( R81)	IC50	=	42000.0	nM	4.38	Evaluated for 50% inhibition of growth of L1210 / R81 cells (48 h), relative to ...	3968685

Literature References

PubMed	DOI	Target Context	# Activities
3968685	10.1021/jm00380a011	Unchecked	4
3968685	10.1021/jm00380a011	Dihydrofolate reductase	2
3968685	10.1021/jm00380a011	L1210	2
110930	10.1021/jm00191a005	Thymidylate synthase	2
6694171	10.1021/jm00368a023	Unchecked	1
6694171	10.1021/jm00368a023	HT-29	1
6694171	10.1021/jm00368a023	SW480	1
6694171	10.1021/jm00368a023	WiDr	1
3339615	10.1021/jm00397a031	Thymidylate synthase	1
3339615	10.1021/jm00397a031	Dihydrofolate reductase	1
3968685	10.1021/jm00380a011	L1210 ( R81)	1
110930	10.1021/jm00191a005	Dihydrofolate reductase	1

Data from ChEMBL 36 via Core Engine