(2S)-2-[3-(aminomethyl)phenyl]-3-{hydroxy[(1R)-2-methyl-1-(2-phenylethanesulfonamido)propyl]phosphoryl}propanoic acid

• ChemBase ID: 4491
• Molecular Formular: C22H31N2O6PS
• Molecular Mass: 482.530101
• Monoisotopic Mass: 482.16404435
• SMILES: c1ccccc1CCS(=O)(=O)N[C@@H](C(C)C)[P@@](=O)(O)C[C@H](C(=O)O)c1cc(ccc1)CN
• Canonical SMILES: NCc1cccc(c1)[C@@H](C(=O)O)C[P@@](=O)([C@H](C(C)C)NS(=O)(=O)CCc1ccccc1)O
• InChI: InChI=1S/C22H31N2O6PS/c1-16(2)21(24-32(29,30)12-11-17-7-4-3-5-8-17)31(27,28)15-20(22(25)26)19-10-6-9-18(13-19)14-23/h3-10,13,16,20-21,24H,11-12,14-15,23H2,1-2H3,(H,25,26)(H,27,28)/t20-,21+/m0/s1
• InChIKey: CTQDLSDUHUFBQW-LEWJYISDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[3-(aminomethyl)phenyl]-3-{hydroxy[(1R)-2-methyl-1-(2-phenylethanesulfonamido)propyl]phosphoryl}propanoic acid
• IUPAC Traditional name: (2S)-2-[3-(aminomethyl)phenyl]-3-[hydroxy(1R)-2-methyl-1-(2-phenylethanesulfonamido)propylphosphoryl]propanoic acid
• Synonyms: (2S)-2-[3-(AMINOMETHYL)PHENYL]-3-{(S)-HYDROXY[(1R)-2-METHYL-1-{[(2-PHENYLETHYL)SULFONYL]AMINO}PROPYL]PHOSPHORYL}PROPANOIC ACID

Database IDs

• PubChem SID: 99443306; 160967923
• PubChem CID: 23653507

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5163069
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -0.84475034
• LogD (pH = 7.4): -2.5615299
• Log P: 0.6869035
• Molar Refractivity: 123.8102 cm^3
• Polarizability: 49.44918 Å^3
• Polar Surface Area: 146.79 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.57
• LOG S: -3.21
• Solubility (Water): 2.98e-01 g/l

DETAILS

DrugBank - DB06835

Drug information: experimental