IMPPAT Phytochemical information: 
gamma-Aminobutyric acid
gamma-Aminobutyric acid
Summary

SMILES: NCCCC(=O)O
InChI: InChI=1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7)
InChIKey: BTCSSZJGUNDROE-UHFFFAOYSA-N
DeepSMILES: NCCCC=O)O
Functional groups: CN; CC(=O)O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Amino acids, peptides, and analogues
NP Classifier Biosynthetic pathway: Amino acids and Peptides
NP Classifier Superclass: Small peptides
NP Classifier Class: Aminoacids
Synonymous chemical names:
gamma-aminobutyric acid, gamma-butyric acid, γ-aminobutyric acid, gaba, butyric acid, 4-amino, butyric acid, gamma-amino
External chemical identifiers:
CID:CID_119; ChEMBL:CHEMBL96; ChEBI:CHEBI:59888; ZINC:ZINC000001532620; FDASRS:2ACZ6IPC6I; SureChEMBL:SCHEMBL4878; MolPort-000-146-216
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
gamma-Aminobutyric acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 103.12
Log P RDKit -0.19
Topological polar surface area (Å2) RDKit 63.32
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 4
Number of heavy atoms RDKit 7
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 1
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.75
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 0
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 0
gamma-Aminobutyric acid
Drug-likeness
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.520009
gamma-Aminobutyric acid
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -9.18
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
gamma-Aminobutyric acid
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000833ENSG00000160789LMNA4000NPASS
TAR_EXP_000572ENSG00000108773KAT2A2648NPASS
TAR_EXP_000818ENSG00000187258NPSR1387129NPASS
TAR_EXP_000685ENSG00000196591HDAC23066ChEMBL
TAR_EXP_000684ENSG00000116478HDAC13065BindingDB, ChEMBL
TAR_EXP_000674ENSG00000123636BAZ2B29994NPASS
TAR_EXP_000616ENSG00000111700SLCO1B328234ChEMBL, NPASS
TAR_EXP_000554ENSG00000101347SAMHD125939ChEMBL
TAR_EXP_000534ENSG00000182256GABRG32567ChEMBL
TAR_EXP_000536ENSG00000146276GABRR12569BindingDB, ChEMBL, NPASS
TAR_EXP_000535ENSG00000094755GABRP2568ChEMBL
TAR_EXP_000533ENSG00000113327GABRG22566ChEMBL, NPASS
TAR_EXP_000532ENSG00000163285GABRG12565ChEMBL
TAR_EXP_000531ENSG00000102287GABRE2564ChEMBL
TAR_EXP_000530ENSG00000187730GABRD2563ChEMBL
TAR_EXP_000846ENSG00000100299ARSA410NPASS
TAR_EXP_000537ENSG00000111886GABRR22570ChEMBL
TAR_EXP_001031ENSG00000112312GMNN51053NPASS
TAR_EXP_001527ENSG00000010379SLC6A136540BindingDB, ChEMBL, NPASS
TAR_EXP_001075ENSG00000061273HDAC751564ChEMBL
TAR_EXP_001928ENSG00000068024HDAC49759ChEMBL
TAR_EXP_001926ENSG00000048052HDAC99734ChEMBL
TAR_EXP_001915ENSG00000136928GABBR29568ChEMBL, NPASS
TAR_EXP_001831ENSG00000171720HDAC38841ChEMBL
TAR_EXP_001761ENSG00000100429HDAC1083933ChEMBL, NPASS
TAR_EXP_001728ENSG00000176208ATAD579915NPASS
TAR_EXP_001726ENSG00000163517HDAC1179885ChEMBL
TAR_EXP_001631ENSG00000165409TSHR7253NPASS
TAR_EXP_001609ENSG00000151090THRB7068NPASS
TAR_EXP_000529ENSG00000166206GABRB32562ChEMBL, NPASS
TAR_EXP_001526ENSG00000111181SLC6A126539BindingDB, ChEMBL, NPASS
TAR_EXP_001525ENSG00000132164SLC6A116538BindingDB, ChEMBL, NPASS
TAR_EXP_001517ENSG00000157103SLC6A16529BindingDB, ChEMBL, NPASS
TAR_EXP_001485ENSG00000197299BLM641NPASS
TAR_EXP_001366ENSG00000117152RGS45999NPASS
TAR_EXP_001225ENSG00000268089GABRQ55879ChEMBL, NPASS
TAR_EXP_001222ENSG00000147099HDAC855869ChEMBL
TAR_EXP_001042ENSG00000276065GP651206ChEMBL, NPASS
TAR_EXP_000528ENSG00000145864GABRB22561ChEMBL, NPASS
TAR_EXP_000880ENSG00000118058KMT2A4297NPASS
TAR_EXP_000526ENSG00000145863GABRA62559BindingDB, ChEMBL, NPASS
TAR_EXP_000521ENSG00000022355GABRA12554BindingDB, ChEMBL, NPASS
TAR_EXP_000520ENSG00000204681GABBR12550BindingDB, ChEMBL, NPASS
TAR_EXP_000475ENSG00000120948TARDBP23435NPASS
TAR_EXP_000392ENSG00000157554ERG2078NPASS
TAR_EXP_000386ENSG00000123643SLC36A1206358BindingDB, NPASS
TAR_EXP_000364ENSG00000183185GABRR3200959BindingDB, ChEMBL
TAR_EXP_000324ENSG00000184845DRD11812NPASS
TAR_EXP_000321ENSG00000183044ABAT18ChEMBL, NPASS
TAR_EXP_000263ENSG00000140505CYP1A21544NPASS
TAR_EXP_000165ENSG00000112394SLC16A10117247ChEMBL
TAR_EXP_000095ENSG00000224143EHMT210919ChEMBL, NPASS
TAR_EXP_000061ENSG00000134538SLCO1B110599ChEMBL, NPASS
TAR_EXP_000005ENSG00000108840HDAC510014ChEMBL
TAR_EXP_000004ENSG00000094631HDAC610013ChEMBL
TAR_EXP_000523ENSG00000011677GABRA32556BindingDB, ChEMBL, NPASS
TAR_EXP_000524ENSG00000109158GABRA42557BindingDB, ChEMBL, NPASS
TAR_EXP_000525ENSG00000186297GABRA52558BindingDB, ChEMBL, NPASS
TAR_EXP_000522ENSG00000151834GABRA22555ChEMBL, NPASS
TAR_EXP_000527ENSG00000163288GABRB12560ChEMBL, NPASS