methyl (2R,3R)-3-({4-[3-(aminomethyl)phenyl]phenyl}formamido)-2-[(3-carbamimidoylphenyl)methyl]butanoate

• ChemBase ID: 4007
• Molecular Formular: C27H30N4O3
• Molecular Mass: 458.5521
• Monoisotopic Mass: 458.23179084
• SMILES: COC(=O)[C@H](Cc1cccc(c1)C(=N)N)[C@@H](C)NC(=O)c1ccc(cc1)c1cccc(CN)c1
• Canonical SMILES: NCc1cccc(c1)c1ccc(cc1)C(=O)N[C@@H]([C@H](C(=O)OC)Cc1cccc(c1)C(=N)N)C
• InChI: InChI=1S/C27H30N4O3/c1-17(24(27(33)34-2)15-18-5-3-8-23(13-18)25(29)30)31-26(32)21-11-9-20(10-12-21)22-7-4-6-19(14-22)16-28/h3-14,17,24H,15-16,28H2,1-2H3,(H3,29,30)(H,31,32)/t17-,24-/m1/s1
• InChIKey: XFKVLKLCLYJKNF-MZNJEOGPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R,3R)-3-({4-[3-(aminomethyl)phenyl]phenyl}formamido)-2-[(3-carbamimidoylphenyl)methyl]butanoate
• IUPAC Traditional name: methyl (2R,3R)-3-({4-[3-(aminomethyl)phenyl]phenyl}formamido)-2-[(3-carbamimidoylphenyl)methyl]butanoate
• Synonyms: RPR128515

Database IDs

• PubChem SID: 46505559; 160967442
• PubChem CID: 5497056

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.00038
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.25869
• LogD (pH = 7.4): -1.274104
• Log P: 3.1398485
• Molar Refractivity: 144.5576 cm^3
• Polarizability: 52.58679 Å^3
• Polar Surface Area: 131.29 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.92
• LOG S: -5.46
• Solubility (Water): 1.58e-03 g/l

DETAILS

DrugBank - DB04424

Drug information: experimental