(2S,3S,4S,5R,6R)-6-{2-chloro-5-[(2-methyl-2,3-dihydro-1H-indol-1-yl)carbamoyl]benzenesulfonamido}-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 171583
• Molecular Formular: C22H24ClN3O9S
• Molecular Mass: 541.95866
• Monoisotopic Mass: 541.09217804
• SMILES: c1ccc2c(c1)CC(N2NC(=O)c1ccc(c(c1)S(=O)(=O)N[C@H]1[C@@H]([C@@H]([C@@H]([C@H](O1)C(=O)O)O)O)O)Cl)C
• Canonical SMILES: OC(=O)[C@H]1O[C@@H](NS(=O)(=O)c2cc(ccc2Cl)C(=O)NN2C(C)Cc3c2cccc3)[C@@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C22H24ClN3O9S/c1-10-8-11-4-2-3-5-14(11)26(10)24-20(30)12-6-7-13(23)15(9-12)36(33,34)25-21-18(29)16(27)17(28)19(35-21)22(31)32/h2-7,9-10,16-19,21,25,27-29H,8H2,1H3,(H,24,30)(H,31,32)/t10?,16-,17-,18+,19-,21+/m0/s1
• InChIKey: GDXSOVRKFBJUDZ-UHSUVFMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6R)-6-{2-chloro-5-[(2-methyl-2,3-dihydro-1H-indol-1-yl)carbamoyl]benzenesulfonamido}-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6R)-6-{2-chloro-5-[(2-methyl-2,3-dihydroindol-1-yl)carbamoyl]benzenesulfonamido}-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: rac Indapamide-N-sulfonamido-β-D-glucuronide

Database IDs

• PubChem SID: 164227493
• PubChem CID: 71749472

CALCULATED PROPERTIES

• Acid pKa: 2.733105
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -1.9300098
• LogD (pH = 7.4): -2.748229
• Log P: 0.7695328
• Molar Refractivity: 135.7396 cm^3
• Polarizability: 49.511936 Å^3
• Polar Surface Area: 185.73 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false