(2S)-2-[3-(aminomethyl)phenyl]-2-({[(1R)-1-{[(benzyloxy)carbonyl]amino}-2-methylpropyl](hydroxy)phosphoryl}oxy)acetic acid

• ChemBase ID: 4810
• Molecular Formular: C21H27N2O7P
• Molecular Mass: 450.422041
• Monoisotopic Mass: 450.15558784
• SMILES: c1ccccc1COC(=O)N[C@@H](C(C)C)[P@](=O)(O)O[C@H](C(=O)O)c1cc(ccc1)CN
• Canonical SMILES: NCc1cccc(c1)[C@@H](C(=O)O)O[P@](=O)([C@H](C(C)C)NC(=O)OCc1ccccc1)O
• InChI: InChI=1S/C21H27N2O7P/c1-14(2)19(23-21(26)29-13-15-7-4-3-5-8-15)31(27,28)30-18(20(24)25)17-10-6-9-16(11-17)12-22/h3-11,14,18-19H,12-13,22H2,1-2H3,(H,23,26)(H,24,25)(H,27,28)/t18-,19+/m0/s1
• InChIKey: RTFGEFWZCFCODU-RBUKOAKNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[3-(aminomethyl)phenyl]-2-({[(1R)-1-{[(benzyloxy)carbonyl]amino}-2-methylpropyl](hydroxy)phosphoryl}oxy)acetic acid
• IUPAC Traditional name: (S)-[3-(aminomethyl)phenyl]({[(1R)-1-{[(benzyloxy)carbonyl]amino}-2-methylpropyl(hydroxy)phosphoryl]oxy})acetic acid
• Synonyms: (5R,6S,8S)-8-[3-(AMINOMETHYL)PHENYL]-6-HYDROXY-5-ISOPROPYL-3-OXO-1-PHENYL-2,7-DIOXA-4-AZA-6-PHOSPHANONAN-9-OIC ACID 6-OXIDE

Database IDs

• PubChem SID: 99443628; 160968242
• PubChem CID: 23653502

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.9986758
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.32826823
• LogD (pH = 7.4): -1.8181586
• Log P: 1.6125872
• Molar Refractivity: 113.2078 cm^3
• Polarizability: 44.92212 Å^3
• Polar Surface Area: 148.18 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.33
• LOG S: -3.91
• Solubility (Water): 5.52e-02 g/l

DETAILS

DrugBank - DB07157

Drug information: experimental