2-{4-[(5-chloro-1H-indol-2-yl)sulfonyl]piperazine-1-carbonyl}thieno[3,2-b]pyridin-4-ium-4-olate

• ChemBase ID: 5246
• Molecular Formular: C20H17ClN4O4S2
• Molecular Mass: 476.95638
• Monoisotopic Mass: 476.03797472
• SMILES: [nH]1c2ccc(Cl)cc2cc1S(=O)(=O)N1CCN(C(=O)c2cc3c(s2)ccc[n+]3[O-])CC1
• Canonical SMILES: Clc1ccc2c(c1)cc([nH]2)S(=O)(=O)N1CCN(CC1)C(=O)c1sc2c(c1)[n+]([O-])ccc2
• InChI: InChI=1S/C20H17ClN4O4S2/c21-14-3-4-15-13(10-14)11-19(22-15)31(28,29)24-8-6-23(7-9-24)20(26)18-12-16-17(30-18)2-1-5-25(16)27/h1-5,10-12,22H,6-9H2
• InChIKey: DHDQMXPAANQKDC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4-[(5-chloro-1H-indol-2-yl)sulfonyl]piperazine-1-carbonyl}thieno[3,2-b]pyridin-4-ium-4-olate
• IUPAC Traditional name: 2-[4-(5-chloro-1H-indol-2-ylsulfonyl)piperazine-1-carbonyl]thieno[3,2-b]pyridin-4-ium-4-olate
• Synonyms: 2-({4-[(5-CHLORO-1H-INDOL-2-YL)SULFONYL]PIPERAZIN-1-YL}CARBONYL)THIENO[3,2-B]PYRIDINE 4-OXIDE

Database IDs

• PubChem SID: 160968675; 99444076
• PubChem CID: 9547923

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.630733
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.8245089
• LogD (pH = 7.4): 1.8223048
• Log P: 1.8245378
• Molar Refractivity: 118.6485 cm^3
• Polarizability: 47.558743 Å^3
• Polar Surface Area: 98.94 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.64
• LOG S: -4.73
• Solubility (Water): 8.97e-03 g/l

DETAILS

DrugBank - DB07605

Drug information: experimental