Compound Detail

CHEMBL485961

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CCc1nc(N)nc(N)c1C#CCc1cc(OC)ccc1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL485961
Phase	Preclinical
Structure Type	MOL
InChI Key	NNFDQABYXZBKRK-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

312.4

MW (Da)

1.81

ALogP

HBA

HBD

96.3

PSA (Å²)

0.84

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	C17H20N4O2
MW	312.37
Aromatic Rings	2
Heavy Atoms	23
NP-Likeness	-0.42

Activity Summary

IC50 13 meas. best 8.09

Ki 3 meas. best 6.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	8.09	8.09	8.2	1
Dihydrofolate reductase CHEMBL1681620	IC50	7.17	6.67	68.0	2
Dihydrofolate reductase CHEMBL2329	IC50	7.0	7.0	100.0	2
Dihydrofolate reductase CHEMBL5270	Ki	6.52	5.79	300.0	3
Dihydrofolate reductase CHEMBL5270	IC50	6.05	5.6025	890.0	4
Dihydrofolate reductase CHEMBL202	IC50	5.89	5.89	1280.0	3
ADMET CHEMBL612558	IC50	4.2	4.2	63000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	8.2	nM	8.09	Inhibition of Candida glabrata DHFR	23375226
Dihydrofolate reductase	IC50	=	68.0	nM	7.17	Inhibition of methicillin-resistant Staphylococcus aureus DHFR	-
Dihydrofolate reductase	IC50	=	100.0	nM	7.0	Inhibition of Candida albicans DHFR expressed in Escherichia coli BL21 (DE3) ass...	19560363
Dihydrofolate reductase	IC50	=	100.0	nM	7.0	Inhibition of Candida albicans DHFR	23375226
Dihydrofolate reductase	Ki	=	300.0	nM	6.52	Inhibition of wild type Bacillus anthracis recombinant DHFR	20882962
Dihydrofolate reductase	IC50	=	670.0	nM	6.17	Inhibition of methicillin-resistant Staphylococcus aureus DHFR F98Y mutant	-
Dihydrofolate reductase	Ki	=	690.0	nM	6.16	Inhibition of Bacillus anthracis recombinant DHFR Y102F mutant	20882962
Dihydrofolate reductase	IC50	=	890.0	nM	6.05	Inhibition of Bacillus anthracis recombinant DHFR expressed in mouse M15 cells a...	19007108
Dihydrofolate reductase	IC50	=	890.0	nM	6.05	Inhibition of wild type Bacillus anthracis recombinant DHFR	20882962
Dihydrofolate reductase	IC50	=	1280.0	nM	5.89	Inhibition of human DHFR assessed as rate of enzyme-dependent NADPH oxidation	19007108
Dihydrofolate reductase	IC50	=	1280.0	nM	5.89	Inhibition of human DHFR assessed as rate of NADPH consumption using dihydrofola...	19560363
Dihydrofolate reductase	IC50	=	1280.0	nM	5.89	Inhibition of human DHFR	23375226
Dihydrofolate reductase	IC50	=	5470.0	nM	5.26	Inhibition of Bacillus anthracis recombinant DHFR Y102F mutant	20882962
Dihydrofolate reductase	IC50	=	8900.0	nM	5.05	Inhibition of Bacillus anthracis recombinant DHFR F96I mutant	20882962
Dihydrofolate reductase	Ki	=	20500.0	nM	4.69	Inhibition of Bacillus anthracis recombinant DHFR F96I mutant	20882962
ADMET	IC50	=	63000.0	nM	4.2	Cytotoxicity against human MCF10A cells after 4 hrs by alamar blue assay	19560363

Literature References

PubMed	DOI	Target Context	# Activities
20882962	10.1021/jm100727t	Dihydrofolate reductase	6
23375226	10.1016/j.bmcl.2013.01.008	Unchecked	3
19007108	10.1021/jm800776a	Dihydrofolate reductase	2
19560363	10.1016/j.bmc.2009.06.021	Dihydrofolate reductase	2
20882962	10.1021/jm100727t	Unchecked	2
23375226	10.1016/j.bmcl.2013.01.008	Dihydrofolate reductase	2
-	10.1039/C3MD00104K	Dihydrofolate reductase	2
19007108	10.1021/jm800776a	Unchecked	1
19007108	10.1021/jm800776a	Bacillus anthracis	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
-	10.1039/C3MD00104K	Staphylococcus aureus	1

Data from ChEMBL 36 via Core Engine