N-{[(2S,4R)-4-[(4-chlorophenyl)methoxy]pyrrolidin-2-yl]methyl}isoquinoline-5-sulfonamide

• ChemBase ID: 5225
• Molecular Formular: C21H22ClN3O3S
• Molecular Mass: 431.93568
• Monoisotopic Mass: 431.10704026
• SMILES: Clc1ccc(CO[C@H]2CN[C@H](CNS(=O)(=O)c3cccc4cnccc34)C2)cc1
• Canonical SMILES: Clc1ccc(cc1)CO[C@H]1CN[C@@H](C1)CNS(=O)(=O)c1cccc2c1ccnc2
• InChI: InChI=1S/C21H22ClN3O3S/c22-17-6-4-15(5-7-17)14-28-19-10-18(24-13-19)12-25-29(26,27)21-3-1-2-16-11-23-9-8-20(16)21/h1-9,11,18-19,24-25H,10,12-14H2/t18-,19+/m0/s1
• InChIKey: RLNNFNGBXLTQOB-RBUKOAKNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{[(2S,4R)-4-[(4-chlorophenyl)methoxy]pyrrolidin-2-yl]methyl}isoquinoline-5-sulfonamide
• IUPAC Traditional name: N-{[(2S,4R)-4-[(4-chlorophenyl)methoxy]pyrrolidin-2-yl]methyl}isoquinoline-5-sulfonamide
• Synonyms: (4R,2S)-5'-(4-(4-CHLOROBENZYLOXY)PYRROLIDIN-2-YLMETHANESULFONYL)ISOQUINOLINE

Database IDs

• PubChem SID: 99444054; 160968654
• PubChem CID: 5327110

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.100532
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.622055
• LogD (pH = 7.4): 0.68385035
• Log P: 2.1952953
• Molar Refractivity: 112.828 cm^3
• Polarizability: 46.204044 Å^3
• Polar Surface Area: 80.32 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.07
• LOG S: -4.99
• Solubility (Water): 4.41e-03 g/l

DETAILS

DrugBank - DB07583

Drug information: experimental