(2R)-6-methoxy-2-[4-(4-methoxyphenyl)benzenesulfonamido]hex-4-ynoic acid

• ChemBase ID: 4000
• Molecular Formular: C20H21NO6S
• Molecular Mass: 403.44884
• Monoisotopic Mass: 403.1089584
• SMILES: COCC#CC[C@H](C(=O)O)NS(=O)(=O)c1ccc(cc1)c1ccc(cc1)OC
• Canonical SMILES: COCC#CC[C@H](C(=O)O)NS(=O)(=O)c1ccc(cc1)c1ccc(cc1)OC
• InChI: InChI=1S/C20H21NO6S/c1-26-14-4-3-5-19(20(22)23)21-28(24,25)18-12-8-16(9-13-18)15-6-10-17(27-2)11-7-15/h6-13,19,21H,5,14H2,1-2H3,(H,22,23)/t19-/m1/s1
• InChIKey: QJKGJGURDPRKGW-LJQANCHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-6-methoxy-2-[4-(4-methoxyphenyl)benzenesulfonamido]hex-4-ynoic acid
• IUPAC Traditional name: (2R)-6-methoxy-2-[4-(4-methoxyphenyl)benzenesulfonamido]hex-4-ynoic acid
• Synonyms: R-2-{[4'-Methoxy-(1,1'-Biphenyl)-4-Yl]-Sulfonyl}-Amino-6-Methoxy-Hex-4-Ynoic Acid

Database IDs

• PubChem SID: 160967435; 46505316
• PubChem CID: 446165

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.1755168
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.39771083
• LogD (pH = 7.4): -0.7522853
• Log P: 2.697976
• Molar Refractivity: 104.9038 cm^3
• Polarizability: 42.07037 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.42
• LOG S: -4.97
• Solubility (Water): 4.30e-03 g/l

DETAILS

DrugBank - DB04416

Drug information: experimental