(3S)-3-{[(1S)-1-{[(R)-(4-carbamimidoylphenyl)(diphenoxyphosphoryl)methyl]carbamoyl}-2-phenylethyl]carbamoyl}-3-[(2S)-2-acetamidohexanamido]propanoic acid

• ChemBase ID: 106492
• Molecular Formular: C41H47N6O9P
• Molecular Mass: 798.820441
• Monoisotopic Mass: 798.31421374
• SMILES: CCCC[C@H](NC(=O)C)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](c1ccc(cc1)C(=N)N)P(=O)(Oc1ccccc1)Oc1ccccc1
• Canonical SMILES: CCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](c1ccc(cc1)C(=N)N)P(=O)(Oc1ccccc1)Oc1ccccc1)Cc1ccccc1)CC(=O)O)NC(=O)C
• InChI: InChI=1S/C41H47N6O9P/c1-3-4-20-33(44-27(2)48)38(51)46-35(26-36(49)50)39(52)45-34(25-28-14-8-5-9-15-28)40(53)47-41(30-23-21-29(22-24-30)37(42)43)57(54,55-31-16-10-6-11-17-31)56-32-18-12-7-13-19-32/h5-19,21-24,33-35,41H,3-4,20,25-26H2,1-2H3,(H3,42,43)(H,44,48)(H,45,52)(H,46,51)(H,47,53)(H,49,50)/t33-,34-,35-,41+/m0/s1
• InChIKey: NGQGMROUGAZJFQ-XGWKGDOESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-{[(1S)-1-{[(R)-(4-carbamimidoylphenyl)(diphenoxyphosphoryl)methyl]carbamoyl}-2-phenylethyl]carbamoyl}-3-[(2S)-2-acetamidohexanamido]propanoic acid
• IUPAC Traditional name: (3S)-3-{[(1S)-1-{[(R)-(4-carbamimidoylphenyl)(diphenoxyphosphoryl)methyl]carbamoyl}-2-phenylethyl]carbamoyl}-3-[(2S)-2-acetamidohexanamido]propanoic acid
• Synonyms: Ac-Nle-Asp-Phe-(4-AmPhGly)p(OPh)2; Ac-Nle-DF-(AMF)-(OPh)2; Ac-Nle-Asp-Phe-(4-AmPhGly)p(OPh)2

Database IDs

• PubChem SID: 162105706
• PubChem CID: 25108670

CALCULATED PROPERTIES

• Acid pKa: 4.222835
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): 2.3888116
• LogD (pH = 7.4): 2.4063969
• Log P: 2.406334
• Molar Refractivity: 220.8515 cm^3
• Polarizability: 82.29642 Å^3
• Polar Surface Area: 239.1 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false