Compound Detail

CHEMBL595497

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

CCCC(=Cc1coc2nc(=N)[nH]c(N)c12)c1ccccc1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL595497
Phase	Preclinical
Structure Type	MOL
InChI Key	QRIUQJQGVYRORZ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

324.4

MW (Da)

3.57

ALogP

HBA

HBD

100.9

PSA (Å²)

0.67

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 9 meas. best 5.1

Ki 3 meas. best 6.85

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dihydrofolate reductase CHEMBL4564	Ki	6.85	6.85	140.0	1
Dihydrofolate reductase CHEMBL202	Ki	5.8	5.8	1600.0	1
Dihydrofolate reductase CHEMBL2363	Ki	5.8	5.8	1600.0	1
Dihydrofolate reductase CHEMBL4564	IC50	5.1	5.1	7920.0	1
Bifunctional dihydrofolate reductase-thymidylate synthase CHEMBL2425	IC50	4.93	4.93	11800.0	1
Dihydrofolate reductase CHEMBL202	IC50	4.91	4.91	12200.0	1
Dihydrofolate reductase CHEMBL2363	IC50	4.82	4.82	15200.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	4.75	4.75	17800.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.65	4.65	22300.0	1
Unchecked CHEMBL612545	IC50	4.43	4.43	37000.0	1
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	4.05	4.05	88200.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dihydrofolate reductase	Ki	=	140.0	nM	6.85	Competitive inhibition of mouse DHFR by enzyme kinetics assay in presence of var...	19748785
Dihydrofolate reductase	Ki	=	1600.0	nM	5.8	Inhibition of human DHFR in presence of variable DHFA level by enzyme kinetics a...	19748785
Dihydrofolate reductase	Ki	=	1600.0	nM	5.8	Inhibition of rat liver DHFR by enzyme kinetics assay in presence of variable DH...	19748785
Dihydrofolate reductase	IC50	=	7920.0	nM	5.1	Inhibition of mouse DHFR in presence of saturating levels of NADPH and DHFA	19748785
Bifunctional dihydrofolate reductase-thymidylate synthase	IC50	=	11800.0	nM	4.93	Inhibition of Toxoplasma gondii DHFR in presence of saturating levels of NADPH a...	19748785
Dihydrofolate reductase	IC50	=	12200.0	nM	4.91	Inhibition of human DHFR in presence of saturating levels of NADPH and DHFA	19748785
Dihydrofolate reductase	IC50	=	15200.0	nM	4.82	Inhibition of rat liver DHFR in presence of saturating levels of NADPH and DHFA	19748785
Vascular endothelial growth factor receptor 2	IC50	=	17800.0	nM	4.75	Inhibition of VEGFR2 in human U251 cells by phosphotyrosine ELISA	19748785
NON-PROTEIN TARGET	IC50	=	22300.0	nM	4.65	Antiangiogenic activity in chicken embryo chorioallantoic membrane assessed as i...	19748785
Unchecked	IC50	=	37000.0	nM	4.43	Inhibition of Pneumocystis carinii DHFR in presence of saturating levels of NADP...	19748785
Platelet-derived growth factor receptor beta	IC50	=	88200.0	nM	4.05	Inhibition of PDGFRbeta in human SF539 cells by phosphotyrosine ELISA	19748785

PubMed	DOI	Target Context	# Activities
19748785	10.1016/j.bmc.2009.08.044	Dihydrofolate reductase	6
19748785	10.1016/j.bmc.2009.08.044	Unchecked	3
19748785	10.1016/j.bmc.2009.08.044	Vascular endothelial growth factor receptor 2	1
19748785	10.1016/j.bmc.2009.08.044	NON-PROTEIN TARGET	1
19748785	10.1016/j.bmc.2009.08.044	Platelet-derived growth factor receptor beta	1
19748785	10.1016/j.bmc.2009.08.044	Epidermal growth factor receptor	1
19748785	10.1016/j.bmc.2009.08.044	Bifunctional dihydrofolate reductase-thymidylate synthase	1
19748785	10.1016/j.bmc.2009.08.044	A-431	1

Data from ChEMBL 36 via Core Engine