[(1S)-1-[(2R)-6-amino-2-{[(2S)-1-[(benzyloxy)carbonyl]pyrrolidin-2-yl]formamido}hexanamido]-2-phenylethyl]({[(2S)-1-[(2S)-2-(methoxycarbonyl)pyrrolidin-1-yl]-1-oxopropan-2-yl]amino})phosphinic acid

• ChemBase ID: 1756
• Molecular Formular: C36H51N6O9P
• Molecular Mass: 742.798701
• Monoisotopic Mass: 742.34551387
• SMILES: COC(=O)[C@@H]1CCCN1C(=O)[C@H](C)N[P@@](=O)(O)[C@@H](Cc1ccccc1)NC(=O)[C@@H](CCCCN)NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1
• Canonical SMILES: NCCCC[C@H](C(=O)N[C@@H]([P@@](=O)(N[C@H](C(=O)N1CCC[C@H]1C(=O)OC)C)O)Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1
• InChI: InChI=1S/C36H51N6O9P/c1-25(34(45)41-21-12-19-30(41)35(46)50-2)40-52(48,49)31(23-26-13-5-3-6-14-26)39-32(43)28(17-9-10-20-37)38-33(44)29-18-11-22-42(29)36(47)51-24-27-15-7-4-8-16-27/h3-8,13-16,25,28-31H,9-12,17-24,37H2,1-2H3,(H,38,44)(H,39,43)(H2,40,48,49)/t25-,28+,29-,30-,31-/m0/s1
• InChIKey: JVJRALIDWYDPLY-RJHOZCNWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1S)-1-[(2R)-6-amino-2-{[(2S)-1-[(benzyloxy)carbonyl]pyrrolidin-2-yl]formamido}hexanamido]-2-phenylethyl]({[(2S)-1-[(2S)-2-(methoxycarbonyl)pyrrolidin-1-yl]-1-oxopropan-2-yl]amino})phosphinic acid
• IUPAC Traditional name: (1S)-1-[(2R)-6-amino-2-{[(2S)-1-[(benzyloxy)carbonyl]pyrrolidin-2-yl]formamido}hexanamido]-2-phenylethyl[(2S)-1-[(2S)-2-(methoxycarbonyl)pyrrolidin-1-yl]-1-oxopropan-2-yl]aminophosphinic acid
• Synonyms: Carbobenzoxy-Pro-Lys-Phe-Y(Po2)-Ala-Pro-Ome

Database IDs

• PubChem SID: 160965212; 46506751
• PubChem CID: 46936276; 46936277

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.0172012
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): 0.09340654
• LogD (pH = 7.4): 0.0941699
• Log P: 0.094529144
• Molar Refractivity: 191.8505 cm^3
• Polarizability: 75.45875 Å^3
• Polar Surface Area: 209.7 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.07
• LOG S: -5.45
• Solubility (Water): 2.78e-03 g/l

DETAILS

DrugBank - DB01989

Drug information: experimental