but-2-yn-1-yl 3-amino-11-hydroxy-5-methyl-8-thia-6-azatricyclo[7.4.0.02,7]trideca-1(9),2,4,6-tetraene-4-carboxylate

• ChemBase ID: 134116
• Molecular Formular: C17H18N2O3S
• Molecular Mass: 330.40142
• Monoisotopic Mass: 330.10381345
• SMILES: CC#CCOC(=O)c1c(nc2c(c1N)c1c(s2)CC(CC1)O)C
• Canonical SMILES: CC#CCOC(=O)c1c(C)nc2c(c1N)c1CCC(Cc1s2)O
• InChI: InChI=1S/C17H18N2O3S/c1-3-4-7-22-17(21)13-9(2)19-16-14(15(13)18)11-6-5-10(20)8-12(11)23-16/h10,20H,5-8H2,1-2H3,(H2,18,19)
• InChIKey: JDTZAGLGBRRCJT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: but-2-yn-1-yl 3-amino-11-hydroxy-5-methyl-8-thia-6-azatricyclo[7.4.0.0^2,^7]trideca-1(9),2,4,6-tetraene-4-carboxylate
• IUPAC Traditional name: but-2-yn-1-yl 3-amino-11-hydroxy-5-methyl-8-thia-6-azatricyclo[7.4.0.0^2,^7]trideca-1(9),2,4,6-tetraene-4-carboxylate
• Synonyms: 4-Amino-7-hydroxy-2-methyl-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-b]pyridine-3-carboxylic acid but-2-ynyl ester; SB 205384

Database IDs

• CAS Number: 160296-13-9
• MDL Number: MFCD00918851
• PubChem SID: 24278711; 162228393
• PubChem CID: 197690

CALCULATED PROPERTIES

• Acid pKa: 14.992952
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.0240529
• LogD (pH = 7.4): 3.214362
• Log P: 3.2174697
• Molar Refractivity: 90.6382 cm^3
• Polarizability: 33.81624 Å^3
• Polar Surface Area: 85.44 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble18 mg/mL; H2O: insoluble
• Apperance: off-white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

Sigma Aldrich - S7936

Biochem/physiol Actions
GABAA receptor modulator selective for the α3β2γ2 subunit combination.
Legal Information
Manufactured and sold under license from GlaxoSmithKline Pharmaceuticals