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

• ChemBase ID: 4789
• Molecular Formular: C23H33N2O6PS
• Molecular Mass: 496.556681
• Monoisotopic Mass: 496.17969442
• SMILES: c1ccccc1CCCS(=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)CCCc1ccccc1)O
• InChI: InChI=1S/C23H33N2O6PS/c1-17(2)22(25-33(30,31)13-7-11-18-8-4-3-5-9-18)32(28,29)16-21(23(26)27)20-12-6-10-19(14-20)15-24/h3-6,8-10,12,14,17,21-22,25H,7,11,13,15-16,24H2,1-2H3,(H,26,27)(H,28,29)/t21-,22+/m0/s1
• InChIKey: WFFOOKSVFDUPDH-FCHUYYIVSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160968221; 99443607
• PubChem CID: 11705956

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.5162113
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -0.46773562
• LogD (pH = 7.4): -2.1781626
• Log P: 1.0809809
• Molar Refractivity: 128.4112 cm^3
• Polarizability: 51.28335 Å^3
• Polar Surface Area: 146.79 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.43
• LOG S: -3.61
• Solubility (Water): 1.22e-01 g/l

DETAILS

DrugBank - DB07136

Drug information: experimental