4-hydroxy-3-{[(3S)-2-oxo-3-{thieno[3,2-b]pyridine-2-sulfonamido}pyrrolidin-1-yl]methyl}benzene-1-carboximidamide

• ChemBase ID: 2463
• Molecular Formular: C19H19N5O4S2
• Molecular Mass: 445.51526
• Monoisotopic Mass: 445.08784611
• SMILES: NC(=N)c1ccc(O)c(CN2CC[C@H](NS(=O)(=O)c3cc4c(s3)cccn4)C2=O)c1
• Canonical SMILES: O=C1N(CC[C@@H]1NS(=O)(=O)c1cc2c(s1)cccn2)Cc1cc(ccc1O)C(=N)N
• InChI: InChI=1S/C19H19N5O4S2/c20-18(21)11-3-4-15(25)12(8-11)10-24-7-5-13(19(24)26)23-30(27,28)17-9-14-16(29-17)2-1-6-22-14/h1-4,6,8-9,13,23,25H,5,7,10H2,(H3,20,21)/t13-/m0/s1
• InChIKey: PQJGWYQPOHCEDO-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-3-{[(3S)-2-oxo-3-{thieno[3,2-b]pyridine-2-sulfonamido}pyrrolidin-1-yl]methyl}benzene-1-carboximidamide
• IUPAC Traditional name: 4-hydroxy-3-{[(3S)-2-oxo-3-{thieno[3,2-b]pyridine-2-sulfonamido}pyrrolidin-1-yl]methyl}benzenecarboximidamide
• Synonyms: RPR131247

Database IDs

• PubChem SID: 46508171; 160965913
• PubChem CID: 5326514

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.5452814
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.5173856
• LogD (pH = 7.4): -0.12477481
• Log P: 0.074327745
• Molar Refractivity: 121.6916 cm^3
• Polarizability: 44.541096 Å^3
• Polar Surface Area: 149.47 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.43
• LOG S: -3.78
• Solubility (Water): 7.43e-02 g/l

DETAILS

DrugBank - DB02744

Drug information: experimental