Compound Detail

CHEMBL457905

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COc1cc(C(C)C#Cc2c(C)nc(N)nc2N)ccc1-c1ccccc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL457905
Phase	Preclinical
Structure Type	MOL
InChI Key	YYCPXVRHQUEVAW-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

358.4

MW (Da)

3.78

ALogP

HBA

HBD

87.0

PSA (Å²)

0.70

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C22H22N4O
MW	358.45
Aromatic Rings	3
Heavy Atoms	27
NP-Likeness	-0.37

Activity Summary

IC50 12 meas. best 8.04

Ki 3 meas. best 5.8

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	8.04	7.88	9.1	2
Dihydrofolate reductase CHEMBL2329	IC50	7.26	7.26	55.0	2
Dihydrofolate reductase CHEMBL202	IC50	5.85	5.85	1420.0	3
Dihydrofolate reductase CHEMBL5270	Ki	5.8	5.3567	1600.0	3
Dihydrofolate reductase CHEMBL5270	IC50	5.4	5.02	4000.0	3
ADMET CHEMBL612558	IC50	4.1	4.1	80000.0	1
MCF10 CHEMBL613878	IC50	4.1	4.1	80000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	9.1	nM	8.04	Inhibition of Candida glabrata DHFR using dihydrofolate as substrate preincubate...	24568657
Unchecked	IC50	=	19.0	nM	7.72	Inhibition of Cryptosporidium hominis dihydrofolate reductase expressed in Esche...	18834108
Dihydrofolate reductase	IC50	=	55.0	nM	7.26	Inhibition of Candida albicans DHFR expressed in Escherichia coli BL21 (DE3) ass...	19560363
Dihydrofolate reductase	IC50	=	55.0	nM	7.26	Inhibition of Candida albicans DHFR using dihydrofolate as substrate preincubate...	24568657
Dihydrofolate reductase	IC50	=	1420.0	nM	5.85	Inhibition of human dihydrofolate reductase by spectrophotometry	18834108
Dihydrofolate reductase	IC50	=	1420.0	nM	5.85	Inhibition of human DHFR assessed as rate of NADPH consumption using dihydrofola...	19560363
Dihydrofolate reductase	IC50	=	1420.0	nM	5.85	Inhibition of human DHFR using dihydrofolate as substrate preincubated for 5 min...	24568657
Dihydrofolate reductase	Ki	=	1600.0	nM	5.8	Inhibition of Bacillus anthracis recombinant DHFR Y102F mutant	20882962
Dihydrofolate reductase	IC50	=	4000.0	nM	5.4	Inhibition of Bacillus anthracis recombinant DHFR F96I mutant	20882962
Dihydrofolate reductase	Ki	=	5830.0	nM	5.23	Inhibition of wild type Bacillus anthracis recombinant DHFR	20882962
Dihydrofolate reductase	Ki	=	9200.0	nM	5.04	Inhibition of Bacillus anthracis recombinant DHFR F96I mutant	20882962
Dihydrofolate reductase	IC50	=	12600.0	nM	4.9	Inhibition of Bacillus anthracis recombinant DHFR Y102F mutant	20882962
Dihydrofolate reductase	IC50	=	17300.0	nM	4.76	Inhibition of wild type Bacillus anthracis recombinant DHFR	20882962
ADMET	IC50	=	80000.0	nM	4.1	Cytotoxicity against human MCF10A cells after 4 hrs by alamar blue assay	19560363
MCF10	IC50	=	80000.0	nM	4.1	Cytotoxicity against human MCF10 cells	24568657

Literature References

PubMed	DOI	Target Context	# Activities
20882962	10.1021/jm100727t	Dihydrofolate reductase	6
24568657	10.1021/jm401916j	Unchecked	3
18834108	10.1021/jm8009124	Unchecked	2
19560363	10.1016/j.bmc.2009.06.021	Dihydrofolate reductase	2
20882962	10.1021/jm100727t	Unchecked	2
24568657	10.1021/jm401916j	Dihydrofolate reductase	2
18834108	10.1021/jm8009124	Dihydrofolate reductase	1
19560363	10.1016/j.bmc.2009.06.021	Unchecked	1
19560363	10.1016/j.bmc.2009.06.021	Candida albicans	1
19560363	10.1016/j.bmc.2009.06.021	ADMET	1
24568657	10.1021/jm401916j	Nakaseomyces glabratus	1
24568657	10.1021/jm401916j	Candida albicans	1
24568657	10.1021/jm401916j	MCF10	1

Data from ChEMBL 36 via Core Engine