[(R)-{[(benzyloxy)carbonyl]amino}(4-carbamimidoylphenyl)methyl]phosphonic acid

• ChemBase ID: 6366
• Molecular Formular: C16H18N3O5P
• Molecular Mass: 363.304981
• Monoisotopic Mass: 363.09840732
• SMILES: C(=N)(c1ccc(cc1)[C@H](NC(=O)OCc1ccccc1)P(=O)(O)O)N
• Canonical SMILES: O=C(N[C@H](P(=O)(O)O)c1ccc(cc1)C(=N)N)OCc1ccccc1
• InChI: InChI=1S/C16H18N3O5P/c17-14(18)12-6-8-13(9-7-12)15(25(21,22)23)19-16(20)24-10-11-4-2-1-3-5-11/h1-9,15H,10H2,(H3,17,18)(H,19,20)(H2,21,22,23)/t15-/m1/s1
• InChIKey: FSNDLCSOLUMYRH-OAHLLOKOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(R)-{[(benzyloxy)carbonyl]amino}(4-carbamimidoylphenyl)methyl]phosphonic acid
• IUPAC Traditional name: (R)-{[(benzyloxy)carbonyl]amino}(4-carbamimidoylphenyl)methylphosphonic acid
• Synonyms: [N-(BENZYLOXYCARBONYL)AMINO](4-AMIDINOPHENYL)METHANE-PHOSPHONATE

Database IDs

• PubChem SID: 162103446
• PubChem CID: 447110

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.4082917
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 0.896505
• LogD (pH = 7.4): 0.79202366
• Log P: 0.8974623
• Molar Refractivity: 102.2953 cm^3
• Polarizability: 35.286568 Å^3
• Polar Surface Area: 145.73 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.02
• LOG S: -4.14
• Solubility (Water): 2.62e-02 g/l

DETAILS

DrugBank - DB08763

Drug information: experimental