(2S)-3-methyl-2-{8-thiatricyclo[7.4.0.0^{2,7}]trideca-1(13),2,4,6,9,11-hexaene-5-sulfonamido}butanoic acid

• ChemBase ID: 5323
• Molecular Formular: C17H17NO4S2
• Molecular Mass: 363.45118
• Monoisotopic Mass: 363.05990003
• SMILES: c1(cc2c(cc1)c1c(s2)cccc1)S(=O)(=O)N[C@@H](C(C)C)C(=O)O
• Canonical SMILES: CC([C@@H](C(=O)O)NS(=O)(=O)c1ccc2c(c1)sc1c2cccc1)C
• InChI: InChI=1S/C17H17NO4S2/c1-10(2)16(17(19)20)18-24(21,22)11-7-8-13-12-5-3-4-6-14(12)23-15(13)9-11/h3-10,16,18H,1-2H3,(H,19,20)/t16-/m0/s1
• InChIKey: RZWYSEXQXOXWKA-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-methyl-2-{8-thiatricyclo[7.4.0.0^{2,7}]trideca-1(13),2,4,6,9,11-hexaene-5-sulfonamido}butanoic acid
• IUPAC Traditional name: (2S)-3-methyl-2-{8-thiatricyclo[7.4.0.0^{2,7}]trideca-1(13),2,4,6,9,11-hexaene-5-sulfonamido}butanoic acid
• Synonyms: N-(dibenzo[b,d]thiophen-3-ylsulfonyl)-L-valine

Database IDs

• PubChem SID: 160968752; 99444154
• PubChem CID: 24794392

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.9667928
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.167404
• LogD (pH = 7.4): 0.5301237
• Log P: 3.7088032
• Molar Refractivity: 92.2611 cm^3
• Polarizability: 39.00261 Å^3
• Polar Surface Area: 83.47 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.48
• LOG S: -4.63
• Solubility (Water): 8.59e-03 g/l

DETAILS

DrugBank - DB07683

Drug information: experimental