Compound Detail

CHEMBL7130

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CC1(C)N=C(N)N=C(N)N1c1cccc(Cl)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL7130
Phase	Preclinical
Structure Type	MOL
InChI Key	AXIUXECRTOGILY-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

251.7

MW (Da)

1.53

ALogP

HBA

HBD

80.0

PSA (Å²)

0.79

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C11H14ClN5
MW	251.72
Aromatic Rings	1
Heavy Atoms	17
NP-Likeness	-0.82

Activity Summary

Ki 14 meas. best 8.66

IC50 12 meas. best 7.3

EC50 8 meas. best 8.1

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Bifunctional dihydrofolate reductase-thymidylate synthase CHEMBL1939	Ki	8.66	7.6363	2.2	8
Respiratory syncytial virus CHEMBL612679	EC50	8.1	8.1	8.0	1
Dihydrofolate reductase CHEMBL1809	Ki	7.65	6.76	22.4	2
Unchecked CHEMBL612545	EC50	7.4	6.5233	40.0	3
Dihydrofolate reductase CHEMBL2575	Ki	7.36	7.36	43.6	1
Bifunctional dihydrofolate reductase-thymidylate synthase CHEMBL1939	IC50	7.3	6.545	50.0	6
Plasmodium falciparum CHEMBL364	IC50	7.22	6.875	60.0	2
Dihydrofolate reductase CHEMBL202	Ki	7.03	7.015	93.3	2
Influenza B virus CHEMBL613129	EC50	7.0	7.0	100.0	1
Influenza A virus CHEMBL613740	EC50	6.07	6.015	850.0	2
Bifunctional dihydrofolate reductase-thymidylate synthase CHEMBL4614	Ki	5.92	5.92	1202.3	1
KB CHEMBL398	IC50	5.4	5.4	4000.0	1
Mammalian orthoreovirus 1 CHEMBL612927	EC50	5.17	5.17	6800.0	1
BC CHEMBL613535	IC50	5.05	5.05	8900.0	1
Vero CHEMBL391	IC50	4.31	4.31	49000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Bifunctional dihydrofolate reductase-thymidylate synthase	Ki	=	2.2	nM	8.66	Binding affinity towards mutant dihydrofolate reductase (N51I+C59R+S108N DHFR) o...	14736247
Bifunctional dihydrofolate reductase-thymidylate synthase	Ki	=	3.0	nM	8.52	Binding affinity towards wild-type dihydrofolate reductase of Plasmodium falcipa...	14736247
Bifunctional dihydrofolate reductase-thymidylate synthase	Ki	=	3.7	nM	8.43	Evaluated for inhibition constant (Ki wt) against Wild-type dihydrofolate reduct...	10893311
Respiratory syncytial virus	EC50	=	8.0	nM	8.1	Antiviral activity against Respiratory syncytial virus infected in human HeLa ce...	28477572
Bifunctional dihydrofolate reductase-thymidylate synthase	Ki	=	14.0	nM	7.85	Binding affinity towards mutant dihydrofolate reductase (C59R+S108N+I164L DHFR) ...	14736247
Dihydrofolate reductase	Ki	=	22.39	nM	7.65	Inhibition of dihydrofolate reductase from Pneumocystis carinii.	7699713
Bifunctional dihydrofolate reductase-thymidylate synthase	Ki	=	25.0	nM	7.6	Binding affinity towards mutant dihydrofolate reductase (N51I+C59R+S108N+I164L D...	14736247
Unchecked	EC50	=	40.0	nM	7.4	Antiviral activity against Influenza B virus B/Ned/537/05 infected in MDCK cells...	28477572
Dihydrofolate reductase	Ki	=	43.65	nM	7.36	Inhibitory activity against isolated chicken liver dihydrofolate reductase (DHFR...	6420569
Bifunctional dihydrofolate reductase-thymidylate synthase	IC50	=	50.0	nM	7.3	In vitro anti-plasmodial activity against Plasmodium falciparum dihydrofolate re...	14736247
Plasmodium falciparum	IC50	=	60.0	nM	7.22	Growth inhibition (IC50) against Plasmodium falciparum wild-type TM4/8.2	10893311
Bifunctional dihydrofolate reductase-thymidylate synthase	Ki	=	90.0	nM	7.05	Inhibition constant against Plasmodium falciparum dihydrofolate reductase	15293997
Dihydrofolate reductase	Ki	=	93.33	nM	7.03	Inhibition of human dihydrofolate reductase (DHFR) enzyme	7699713
Dihydrofolate reductase	Ki	=	100.0	nM	7.0	Inhibition of human DHFR using dihydrofolate as substrate after 180 secs by spec...	28477572
Influenza B virus	EC50	=	100.0	nM	7.0	Antiviral activity against Influenza B virus B/Ned/537/05 infected in MDCK cells...	28477572
Bifunctional dihydrofolate reductase-thymidylate synthase	IC50	=	220.0	nM	6.66	In vitro anti-plasmodial activity against Plasmodium falciparum dihydrofolate re...	14736247
Bifunctional dihydrofolate reductase-thymidylate synthase	IC50	=	220.0	nM	6.66	In vitro anti-plasmodial activity against Plasmodium falciparum dihydrofolate re...	14736247
Plasmodium falciparum	IC50	=	298.0	nM	6.53	Inhibition of Plasmodium falciparum T9/94 mutant	10893311
Bifunctional dihydrofolate reductase-thymidylate synthase	Ki	=	308.0	nM	6.51	Binding affinity towards mutant dihydrofolate reductase (A16V+S108T DHFR) of Pla...	14736247
Bifunctional dihydrofolate reductase-thymidylate synthase	IC50	=	330.0	nM	6.48	In vitro anti-plasmodial activity against Plasmodium falciparum dihydrofolate re...	14736247

Literature References

PubMed	DOI	Target Context	# Activities
14736247	10.1021/jm030165t	Bifunctional dihydrofolate reductase-thymidylate synthase	15
10893311	10.1021/jm0009181	Bifunctional dihydrofolate reductase-thymidylate synthase	6
14736247	10.1021/jm030165t	Vero	5
28477572	10.1016/j.ejmech.2017.04.070	Unchecked	5
14736247	10.1021/jm030165t	KB	4
14736247	10.1021/jm030165t	BC	3
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
6796688	10.1021/jm00144a010	Lacticaseibacillus casei	2
28477572	10.1016/j.ejmech.2017.04.070	Coxsackievirus B4	2
28477572	10.1016/j.ejmech.2017.04.070	MDCK	2
7699713	10.1021/jm00006a016	Dihydrofolate reductase	2
10893311	10.1021/jm0009181	Plasmodium falciparum	2
6699880	10.1021/jm00369a019	Dihydrofolate reductase	2
28477572	10.1016/j.ejmech.2017.04.070	Influenza A virus	2
3882967	10.1021/jm00381a013	Dihydrofolate reductase type 1	1
3934385	10.1021/jm00150a026	Dihydrofolate reductase type 1	1
-	10.6019/EOS300108	HepG2	1
6864738	10.1021/jm00361a012	Dihydrofolate reductase	1
6796688	10.1021/jm00144a010	Dihydrofolate reductase	1
3599028	10.1021/jm00390a017	Bifunctional dihydrofolate reductase-thymidylate synthase	1

Data from ChEMBL 36 via Core Engine