(2S)-2-[(2S)-3-{[(1R)-1-aminoethyl](hydroxy)phosphoryl}-2-[(4-phenylphenyl)methyl]propanamido]propanoic acid

• ChemBase ID: 1826
• Molecular Formular: C21H27N2O5P
• Molecular Mass: 418.423241
• Monoisotopic Mass: 418.1657586
• SMILES: C[C@H](N)[P@@](=O)(O)C[C@H](C(=O)N[C@@H](C)C(=O)O)Cc1ccc(cc1)c1ccccc1
• Canonical SMILES: C[C@@H](C(=O)O)NC(=O)[C@@H](C[P@@](=O)([C@@H](N)C)O)Cc1ccc(cc1)c1ccccc1
• InChI: InChI=1S/C21H27N2O5P/c1-14(21(25)26)23-20(24)19(13-29(27,28)15(2)22)12-16-8-10-18(11-9-16)17-6-4-3-5-7-17/h3-11,14-15,19H,12-13,22H2,1-2H3,(H,23,24)(H,25,26)(H,27,28)/t14-,15+,19+/m0/s1
• InChIKey: CWJPVKSBGVPXRD-QMTMVMCOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-3-{[(1R)-1-aminoethyl](hydroxy)phosphoryl}-2-[(4-phenylphenyl)methyl]propanamido]propanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-3-[(1R)-1-aminoethyl(hydroxy)phosphoryl]-2-[(4-phenylphenyl)methyl]propanamido]propanoic acid
• Synonyms: N-[3-[(1-Aminoethyl)(Hydroxy)Phosphoryl]-2-(1,1'-Biphenyl-4-Ylmethyl)Propanoyl]Alanine

Database IDs

• PubChem SID: 160965281; 46508788
• PubChem CID: 5478838

CALCULATED PROPERTIES

JChem

• Acid pKa: -0.035919365
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.8203169
• LogD (pH = 7.4): -2.6071682
• Log P: 0.46133944
• Molar Refractivity: 110.95 cm^3
• Polarizability: 44.807198 Å^3
• Polar Surface Area: 129.72 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.22
• LOG S: -4.7
• Solubility (Water): 8.35e-03 g/l

DETAILS

DrugBank - DB02062

Drug information: experimental