Compound Detail

CHEMBL96

GAMMA-AMINOBUTYRIC ACID

Phase I

Enter ChEMBL ID:

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

Research home View demo workspace

Phase I

NCCCC(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL96
Name	GAMMA-AMINOBUTYRIC ACID
Phase	Phase I
Structure Type	MOL
InChI Key	BTCSSZJGUNDROE-UHFFFAOYSA-N

Known Names

.gamma.-amino-butyric acid .gamma.-amino-n-butyric acid .gamma.-aminobutyric acid 4-aminobutyric acid Aminobutyric acid Aminobutyric acid, gamma- Butyric acid, 4-amino- Factor i Gamma-aminobutyrate Gamma-aminobutyric acid NSC-27418 Vigabatrin impurity, .gamma.-aminobutyric acid-

Targets

235

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

103.1

MW (Da)

-0.19

ALogP

HBA

HBD

63.3

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C4H9NO2
MW	103.12
Aromatic Rings	0
Heavy Atoms	7
NP-Likeness	0.98

Indications

Diabetes Mellitus, Type 1 Epilepsy

ATC Classification

N03AG03

aminobutyric acid

Level 1: NERVOUS SYSTEM

Level 2: ANTIEPILEPTICS

Activity Summary

IC50 144 meas. best 7.89

EC50 73 meas. best 6.97

Ki 16 meas. best 7.6

Kd 2 meas. best 7.39

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
GABA-A receptor; anion channel CHEMBL1907607	IC50	7.89	7.3381	13.0	16
Unchecked CHEMBL612545	IC50	7.82	6.9746	15.0	13
GABA B receptor CHEMBL2111474	IC50	7.77	7.4917	17.0	6
GABA-A receptor; anion channel CHEMBL2093872	IC50	7.75	7.0633	18.0	3
Gamma-aminobutyric acid receptor subunit alpha-2 CHEMBL341	IC50	7.66	7.66	22.0	1
GABA-A receptor; anion channel CHEMBL1907607	Ki	7.6	7.3075	25.0	4
GABA-B receptor CHEMBL2111463	IC50	7.6	7.6	25.0	1
Unchecked CHEMBL612545	Ki	7.58	7.3	26.0	4
GABA-A receptor; anion channel CHEMBL2093872	Ki	7.5	7.2267	32.0	3
Gamma-aminobutyric acid receptor subunit gamma-1 CHEMBL296	IC50	7.48	7.48	33.0	1
Platelet glycoprotein VI CHEMBL3308912	Kd	7.39	7.39	41.1	1
Rattus norvegicus CHEMBL376	IC50	7.16	5.8775	70.0	4
Unchecked CHEMBL612545	EC50	6.97	5.8495	107.2	21
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2 CHEMBL4523641	EC50	6.64	6.635	230.0	2
Gamma-aminobutyric acid receptor subunit rho-1 CHEMBL3561	EC50	6.57	6.36	269.1	9
GABA-B receptor CHEMBL2111463	EC50	6.28	6.28	530.0	1
GABA A receptor alpha-2/beta-2/gamma-2 CHEMBL2111413	EC50	6.19	6.185	650.0	4
Sodium- and chloride-dependent betaine transporter CHEMBL3715	IC50	6.07	5.1409	851.1	54
GABA A receptor alpha-3/beta-2/gamma-2 CHEMBL2111339	EC50	6.04	6.04	912.0	4
GABA-A receptor; agonist GABA site CHEMBL2109244	EC50	6.0	5.1533	990.0	3
Sodium- and chloride-dependent GABA transporter 3 CHEMBL5208	IC50	6.0	5.4867	1000.0	6
GABA-A receptor; alpha-6/beta-3/gamma-2 CHEMBL2095190	EC50	5.82	5.82	1500.0	1
Sodium- and chloride-dependent GABA transporter 1 CHEMBL4054	IC50	5.79	5.6457	1620.0	14
GABA-C receptor CHEMBL2109242	Kd	5.77	5.77	1700.0	1
Gamma-aminobutyric acid type B receptor subunit 1 CHEMBL2064	EC50	5.77	5.77	1700.0	1
GABA-A receptor; alpha-1/beta-2/gamma-2 CHEMBL2095172	EC50	5.75	5.4486	1778.3	7
GABA transporter CHEMBL2111478	IC50	5.7	5.64	2000.0	3
GABA-A receptor; alpha-1/beta-2/gamma-2 CHEMBL2095167	EC50	5.64	5.64	2300.0	1
Sodium- and chloride-dependent GABA transporter 1 CHEMBL1903	IC50	5.52	5.32	3000.0	5
GABA-A receptor; alpha-5/beta-3/gamma-2 CHEMBL2094122	EC50	5.52	5.52	3000.0	1
Gamma-aminobutyric acid receptor subunit alpha-3/beta-3/theta CHEMBL3885575	EC50	5.47	5.47	3400.0	1
Gamma-aminobutyric acid receptor subunit alpha-4/beta-2/gamma-2 CHEMBL4523640	EC50	5.43	5.43	3700.0	2
Gamma-aminobutyric acid receptor subunit alpha-3/beta-3 CHEMBL3885574	EC50	5.35	5.35	4500.0	1
Sodium- and chloride-dependent GABA transporter 2 CHEMBL4889	IC50	5.3	5.3	5000.0	1
Sodium- and chloride-dependent GABA transporter 1 CHEMBL5445	IC50	5.3	5.09	5000.0	6
GABA transporter 3 CHEMBL5205	IC50	5.15	4.7567	7079.5	3
GABA transporter 4 CHEMBL3699	IC50	5.09	4.8367	8128.3	3
Histone deacetylase CHEMBL2093865	Ki	5.09	5.09	8190.0	1
Gamma-aminobutyric acid receptor subunit alpha-1 CHEMBL343	EC50	5.0	5.0	10000.0	1
GABA-A receptor; anion channel CHEMBL2094133	EC50	4.84	4.84	14300.0	1
Sodium- and chloride-dependent GABA transporter 2 CHEMBL4535	IC50	4.58	4.58	26000.0	1
GABA-A receptor; alpha-3/beta-3/gamma-2 CHEMBL2094120	EC50	4.55	4.55	28000.0	1
Sodium- and chloride-dependent betaine transporter CHEMBL3715	EC50	4.44	4.44	36000.0	1
GABA-A receptor; alpha-2/beta-3/gamma-2 CHEMBL2094130	EC50	4.4	4.4	40000.0	1
GABA A receptor alpha-1/beta-1/gamma-2 CHEMBL2111392	EC50	4.37	4.37	42657.9	2
GABA A receptor alpha-4/beta-3/gamma-2 CHEMBL2111366	EC50	4.3	4.3	50000.0	1
GABA-A receptor; alpha-1/beta-3/gamma-2 CHEMBL2094121	EC50	4.1	4.1	80000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
GABA-A receptor; anion channel	IC50	=	13.0	nM	7.89	Inhibition of [3H]GABA binding in GABAA receptor in rat brain synaptic membranes	16821803
GABA-A receptor; anion channel	IC50	=	15.0	nM	7.82	In vitro inhibition of [3H]THIP binding to Gamma-aminobutyric acid receptor in r...	2999396
GABA-A receptor; anion channel	IC50	=	15.0	nM	7.82	Displacement of [3H]muscimol from GABA-A receptor in Sprague-Dawley rat spinal c...	16942030
Unchecked	IC50	=	15.0	nM	7.82	Displacement of [3H]muscimol from GABAA receptor in Sprague-Dawley rat spinal co...	17411024
GABA B receptor	IC50	=	17.0	nM	7.77	Inhibition of [3H]CGP-27492 binding to Gamma-aminobutyric acid type B receptor o...	7650684
GABA-A receptor; anion channel	IC50	=	18.0	nM	7.75	Binding affinity against Gamma-aminobutyric acid A receptor in rat cerebral cort...	7650683
GABA-A receptor; anion channel	IC50	=	18.0	nM	7.75	Inhibition of GABA (unknown origin)	28849908
GABA-A receptor; anion channel	IC50	=	20.0	nM	7.7	Displacement of [3H]gamma-aminobutyric acid from sodium-independent Gamma-aminob...	7420361
Unchecked	IC50	=	21.0	nM	7.68	Displacement of [3H]GABA from rat cerebral cortex GABA receptor	26988801
Unchecked	IC50	=	21.0	nM	7.68	Displacement of [3H]GABA from rat cerebral cortex GABA receptor at 100 uM	27876250
Gamma-aminobutyric acid receptor subunit alpha-2	IC50	=	22.0	nM	7.66	Inhibitory effect was measured for [3H]GABA-uptake from rat synaptosomal membran...	3941406
GABA-A receptor; anion channel	IC50	=	24.0	nM	7.62	Displacement of [3H]muscimol from GABA-A receptor in Sprague-Dawley rat cerebral...	16942030
Unchecked	IC50	=	24.0	nM	7.62	Displacement of [3H]muscimol from GABAA receptor in Sprague-Dawley rat cerebral ...	17411024
GABA-A receptor; anion channel	IC50	=	25.0	nM	7.6	In vitro inhibition of [3H]P4S binding to Gamma-aminobutyric acid receptor of ra...	2999396
GABA-A receptor; anion channel	Ki	=	25.0	nM	7.6	Displacement of [3H]gamma-amino butyric acid from Gamma-aminobutyric acid (GABA-...	7392039
GABA-B receptor	IC50	=	25.0	nM	7.6	Inhibition of [3H]-baclofen binding to Gamma-aminobutyric acid type B receptor o...	7650684
GABA-A receptor; anion channel	IC50	=	25.0	nM	7.6	Binding affinity in vivo for gamma-aminobutyric-acid A receptor measured by its ...	1331456
Unchecked	Ki	=	26.0	nM	7.58	Displacement of [3H]Muscimol from central-type GABAA receptor muscimol binding s...	23403082
Unchecked	IC50	=	27.0	nM	7.57	Inhibition of rat GABA receptor	20875743
GABA-A receptor; anion channel	IC50	=	29.0	nM	7.54	Displacement of [3H]- muscimol from GABA-A receptor from rat cerebellum membrane...	2985785

Literature References

PubMed	DOI	Target Context	# Activities
28991462	10.1021/acs.jmedchem.7b00924	Sodium- and chloride-dependent betaine transporter	54
6716404	10.1021/jm00371a018	Mus musculus	23
17655213	10.1021/jm070447j	Unchecked	15
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
15509161	10.1021/jm040809c	Sodium- and chloride-dependent GABA transporter 1	14
18651727	10.1021/jm701562x	Unchecked	11
18327252	10.1038/nchembio.78	Drosophila	9
1847429	10.1021/jm00106a025	Mus musculus	5
21353350	10.1016/j.ejmech.2011.01.042	Unchecked	4
28991462	10.1021/acs.jmedchem.7b00924	Sodium- and chloride-dependent GABA transporter 3	4
8057295	10.1021/jm00042a001	Cerebellar granule neurone	4
3625705	10.1021/jm00392a008	Mus musculus	3
17655213	10.1021/jm070447j	GABA A receptor alpha-1/beta-1/gamma-2	3
20170117	10.1021/jm901654x	ADMET	3
22944334	10.1016/j.bmc.2012.08.009	4-aminobutyrate aminotransferase, mitochondrial	3
31117514	10.1021/acs.jmedchem.9b00026	GABA-A receptor; alpha-1/beta-2/gamma-2	3
23403082	10.1016/j.bmcl.2013.01.025	Unchecked	3
3965703	10.1021/jm00379a019	Mus musculus	3
14552775	10.1016/j.bmcl.2003.07.004	Rattus norvegicus	3
-	10.1039/C5MD00442J	Unchecked	3

Data from ChEMBL 36 via Core Engine