3-{[2-chloro-5-(2H5)ethoxy-4-[({4-[(4-fluorophenyl)methyl]morpholin-2-yl}methyl)carbamoyl]phenyl]carbamoyl}-3-hydroxypentanedioic acid

• ChemBase ID: 174772
• Molecular Formular: C27H31ClFN3O9
• Molecular Mass: 596.0011432
• Monoisotopic Mass: 595.17328549
• SMILES: c1c(ccc(c1)CN1CC(OCC1)CNC(=O)c1cc(c(cc1OCC)NC(=O)C(CC(=O)O)(CC(=O)O)O)Cl)F
• Canonical SMILES: CCOc1cc(NC(=O)C(CC(=O)O)(CC(=O)O)O)c(cc1C(=O)NCC1OCCN(C1)Cc1ccc(cc1)F)Cl
• InChI: InChI=1S/C27H31ClFN3O9/c1-2-40-22-10-21(31-26(38)27(39,11-23(33)34)12-24(35)36)20(28)9-19(22)25(37)30-13-18-15-32(7-8-41-18)14-16-3-5-17(29)6-4-16/h3-6,9-10,18,39H,2,7-8,11-15H2,1H3,(H,30,37)(H,31,38)(H,33,34)(H,35,36)
• InChIKey: CHDDVZKTRICFBM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[2-chloro-5-(^2H₅)ethoxy-4-[({4-[(4-fluorophenyl)methyl]morpholin-2-yl}methyl)carbamoyl]phenyl]carbamoyl}-3-hydroxypentanedioic acid
• IUPAC Traditional name: 3-{[2-chloro-5-(^2H₅)ethoxy-4-[({4-[(4-fluorophenyl)methyl]morpholin-2-yl}methyl)carbamoyl]phenyl]carbamoyl}-3-hydroxypentanedioic acid
• Synonyms: 3-[[[2-Chloro-5-(ethoxy-d5)-4-[[[[4-[(4-fluorophenyl)methyl]-2-morpholinyl]methyl]amino]carbonyl]phenyl]amino]carbonyl]-3-hydroxypentanedioic Acid; Mosapride-d5 Citric Amide

Database IDs

• PubChem SID: 164230682
• PubChem CID: 71750821

CALCULATED PROPERTIES

• Acid pKa: 2.77096
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -3.0579202
• LogD (pH = 7.4): -5.1148887
• Log P: -1.1626155
• Molar Refractivity: 145.4857 cm^3
• Polarizability: 55.40509 Å^3
• Polar Surface Area: 174.73 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M731012

Mosapride (M731000) derivative.