General Information
Drug ID
DR00270
Drug Name
Vigabatrin
Synonyms
(R,S)-4-Amino-5-hexenoic acid; (inverted question mark)-gamma-Vinyl GABA; 4-Amino-5-hexenoic acid; 4-Aminohexenoic acid; 4-aminohex-5-enoic acid; Acid, gamma-Vinyl-gamma-Aminobutyric; Aventis Brand of Vigabatrin; CPP-109; GVG; Gamma Vinyl GABA; Gamma Vinyl gamma Aminobutyric Acid; Gamma-Vinyl GABA; Gamma-Vinyl-GABA; Gamma-Vinyl-gamma-Aminobutyric Acid; Hexenoic acid, 4-amino; Hoechst Brand of Vigabatrin; M071754; MDL 71,754; MDL 71754; MDL-71754; RMI 71754; RMI-71754; RMI-71890; Sabril; Sabril (TN); Sabrilex; Sabrilex (TN); V 8261; V8261_SIGMA; Vigabatrin (JAN/USAN/INN); Vigabatrin Aventis Brand; Vigabatrin Hoechst Brand; Vigabatrin Yamanouchi Brand; Vigabatrin [USAN:BAN:INN]; Vigabatrin [USAN:INN:BAN]; Vigabatrina; Vigabatrina [Spanish]; Vigabatrine; Vigabatrine [French]; Vigabatrinum; Vigabatrinum [Latin]; Yamanouchi Brand of Vigabatrin
Drug Type
Small molecular drug
Indication Complex partial seizure [ICD11:8A6Z] Approved [1]
Epilepsy [ICD11:8A6Z] Approved [1]
Infantile spasm [ICD11:8A62.0] Approved [1]
Therapeutic Class
Anticonvulsants
Structure
3D MOL 2D MOL
Formula
C6H11NO2
Canonical SMILES
C=CC(CCC(=O)O)N
InChI
InChI=1S/C6H11NO2/c1-2-5(7)3-4-6(8)9/h2,5H,1,3-4,7H2,(H,8,9)
InChIKey
PJDFLNIOAUIZSL-UHFFFAOYSA-N
CAS Number
CAS 60643-86-9
Pharmaceutical Properties Molecular Weight 129.16 Topological Polar Surface Area 63.3
Heavy Atom Count 9 Rotatable Bond Count 4
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
XLogP
-2.2
PubChem CID
5665
PubChem SID
10321780 ,11341935 ,11362118 ,11363262 ,11365824 ,11368386 ,11373068 ,11376548 ,11466529 ,11467649 ,11486078 ,11487520 ,11491640 ,11494182 ,12012774 ,15194489 ,17405831 ,24278202 ,26612272 ,26747129 ,26751903 ,29224702 ,46507052 ,47217077 ,47662561 ,47960037 ,47960038 ,47960039 ,48035425 ,48334803 ,48334804 ,49698839 ,49976606 ,50104581 ,50104582 ,50104583 ,53778383 ,53788300 ,5440157 ,56313009 ,57322887 ,634838 ,7847601 ,79363997 ,7980880 ,8153478 ,85231284 ,90340732 ,92125387 ,9703
ChEBI ID
CHEBI:63638
TTD Drug ID
D0R3QY
DT(s) Transporting This Drug PAT1 Transporter Info Proton-coupled amino acid transporter 1 Substrate [2]
Drug-Transporter Activity Data
Drug-Transporter Activity Data PAT1 Transporter Info Km =5200 microM X.Laevis oocytes-hPAT1 [2]
References
1 Vigabatrin was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Rectal absorption of vigabatrin, a substrate of the proton coupled amino acid transporter (PAT1, Slc36a1), in rats. Pharm Res. 2012 Apr;29(4):1134-42.

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