Compound Detail

CHEMBL4458674

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O=C(O)CC1CNC=N1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4458674
Phase	Preclinical
Structure Type	MOL
InChI Key	XXSINOSGBVIRNZ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

128.1

MW (Da)

-0.54

ALogP

HBA

HBD

61.7

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C5H8N2O2
MW	128.13
Aromatic Rings	0
Heavy Atoms	9
NP-Likeness	0.65

Activity Summary

EC50 10 meas. best 6.1

IC50 8 meas. best 5.72

Ki 2 meas. best 7.05

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
GABA-A receptor; anion channel CHEMBL1907607	Ki	7.05	7.05	89.1	2
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2 CHEMBL4523641	EC50	6.1	6.1	790.0	2
Sodium- and chloride-dependent GABA transporter 3 CHEMBL5208	IC50	5.72	5.71	1900.0	2
Gamma-aminobutyric acid receptor subunit rho-1 CHEMBL3561	EC50	5.56	5.555	2754.2	2
Sodium- and chloride-dependent GABA transporter 2 CHEMBL4535	IC50	5.54	5.52	2900.0	2
Unchecked CHEMBL612545	EC50	5.27	5.27	5370.3	2
Sodium- and chloride-dependent betaine transporter CHEMBL3715	IC50	5.14	5.12	7300.0	2
GABA-A receptor; alpha-1/beta-2/gamma-2 CHEMBL2095172	EC50	5.12	5.12	7585.8	2
Gamma-aminobutyric acid receptor subunit alpha-4/beta-2/gamma-2 CHEMBL4523640	EC50	5.1	5.1	7900.0	2
Sodium- and chloride-dependent GABA transporter 1 CHEMBL1903	IC50	4.15	4.125	71400.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
GABA-A receptor; anion channel	Ki	=	89.13	nM	7.05	Displacement of [3H]muscimol from GABA(A) receptor in Sprague-Dawley rat cortica...	31117514
GABA-A receptor; anion channel	Ki	=	90.0	nM	7.05	Displacement of [3H]muscimol from GABA(A) receptor in Sprague-Dawley rat cortica...	31117514
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2	EC50	=	794.33	nM	6.1	Agonist activity at recombinant human GABA-A alpha5beta2gamma2S receptor transie...	31117514
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2	EC50	=	790.0	nM	6.1	Agonist activity at recombinant human GABA-A alpha5beta2gamma2S receptor transie...	31117514
Sodium- and chloride-dependent GABA transporter 3	IC50	=	1900.0	nM	5.72	Inhibition of human GAT3 expressed in Flp-In CHO cells assessed as reduction in ...	31117514
Sodium- and chloride-dependent GABA transporter 3	IC50	=	1995.26	nM	5.7	Inhibition of human GAT3 expressed in Flp-In CHO cells assessed as reduction in ...	31117514
Gamma-aminobutyric acid receptor subunit rho-1	EC50	=	2754.23	nM	5.56	Agonist activity at recombinant human GABA-A rho-1 receptor transiently expresse...	31117514
Gamma-aminobutyric acid receptor subunit rho-1	EC50	=	2800.0	nM	5.55	Agonist activity at recombinant human GABA-A rho-1 receptor transiently expresse...	31117514
Sodium- and chloride-dependent GABA transporter 2	IC50	=	2900.0	nM	5.54	Inhibition of human GAT2 expressed in Flp-In CHO cells assessed as reduction in ...	31117514
Sodium- and chloride-dependent GABA transporter 2	IC50	=	3162.28	nM	5.5	Inhibition of human GAT2 expressed in Flp-In CHO cells assessed as reduction in ...	31117514
Unchecked	EC50	=	5370.32	nM	5.27	Agonist activity at recombinant human GABA-A alpha3beta2gamma2S receptor transie...	31117514
Unchecked	EC50	=	5400.0	nM	5.27	Agonist activity at recombinant human GABA-A alpha3beta2gamma2S receptor transie...	31117514
Sodium- and chloride-dependent betaine transporter	IC50	=	7300.0	nM	5.14	Inhibition of human BGT1 expressed in Flp-In CHO cells assessed as reduction in ...	31117514
GABA-A receptor; alpha-1/beta-2/gamma-2	EC50	=	7600.0	nM	5.12	Agonist activity at recombinant human GABA-A alpha1beta2gamma2S receptor transie...	31117514
GABA-A receptor; alpha-1/beta-2/gamma-2	EC50	=	7585.78	nM	5.12	Agonist activity at recombinant human GABA-A alpha1beta2gamma2S receptor transie...	31117514
Gamma-aminobutyric acid receptor subunit alpha-4/beta-2/gamma-2	EC50	=	7900.0	nM	5.1	Agonist activity at recombinant human GABA-A alpha4beta2gamma2S receptor transie...	31117514
Gamma-aminobutyric acid receptor subunit alpha-4/beta-2/gamma-2	EC50	=	7943.28	nM	5.1	Agonist activity at recombinant human GABA-A alpha4beta2gamma2S receptor transie...	31117514
Sodium- and chloride-dependent betaine transporter	IC50	=	7943.28	nM	5.1	Inhibition of human BGT1 expressed in Flp-In CHO cells assessed as reduction in ...	31117514
Sodium- and chloride-dependent GABA transporter 1	IC50	=	71400.0	nM	4.15	Inhibition of human GAT1 expressed in Flp-In CHO cells assessed as reduction in ...	31117514
Sodium- and chloride-dependent GABA transporter 1	IC50	=	79432.82	nM	4.1	Inhibition of human GAT1 expressed in Flp-In CHO cells assessed as reduction in ...	31117514

Literature References

PubMed	DOI	Target Context	# Activities
31117514	10.1021/acs.jmedchem.9b00026	Gamma-aminobutyric acid receptor subunit rho-1	3
31117514	10.1021/acs.jmedchem.9b00026	Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2	3
31117514	10.1021/acs.jmedchem.9b00026	Gamma-aminobutyric acid receptor subunit alpha-4/beta-2/gamma-2	3
31117514	10.1021/acs.jmedchem.9b00026	Unchecked	3
31117514	10.1021/acs.jmedchem.9b00026	GABA-A receptor; alpha-1/beta-2/gamma-2	3
31117514	10.1021/acs.jmedchem.9b00026	Sodium- and chloride-dependent GABA transporter 1	3
31117514	10.1021/acs.jmedchem.9b00026	Sodium- and chloride-dependent GABA transporter 2	3
31117514	10.1021/acs.jmedchem.9b00026	Sodium- and chloride-dependent GABA transporter 3	3
31117514	10.1021/acs.jmedchem.9b00026	Sodium- and chloride-dependent betaine transporter	3
31117514	10.1021/acs.jmedchem.9b00026	GABA-A receptor; anion channel	2
31117514	10.1021/acs.jmedchem.9b00026	No relevant target	1

Data from ChEMBL 36 via Core Engine