(4S)-4-[(2R)-2-[(3R)-3-{[(benzyloxy)carbonyl]amino}-4-cyclohexyl-2-oxobutanamido]-5-carbamimidamidopentanamido]-4-{[(1R)-1-carboxy-2-cyclohexylethyl]carbamoyl}butanoic acid

• ChemBase ID: 1751
• Molecular Formular: C38H57N7O10
• Molecular Mass: 771.90008
• Monoisotopic Mass: 771.41669106
• SMILES: NC(=N)NCCC[C@@H](NC(=O)C(=O)[C@@H](CC1CCCCC1)NC(=O)OCc1ccccc1)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@H](CC1CCCCC1)C(=O)O
• Canonical SMILES: NC(=N)NCCC[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)O)CC1CCCCC1)CCC(=O)O)NC(=O)C(=O)[C@H](NC(=O)OCc1ccccc1)CC1CCCCC1
• InChI: InChI=1S/C38H57N7O10/c39-37(40)41-20-10-17-27(33(49)42-28(18-19-31(46)47)34(50)44-30(36(52)53)22-25-13-6-2-7-14-25)43-35(51)32(48)29(21-24-11-4-1-5-12-24)45-38(54)55-23-26-15-8-3-9-16-26/h3,8-9,15-16,24-25,27-30H,1-2,4-7,10-14,17-23H2,(H,42,49)(H,43,51)(H,44,50)(H,45,54)(H,46,47)(H,52,53)(H4,39,40,41)/t27-,28+,29-,30-/m1/s1
• InChIKey: LKCWMWZIRUHWBW-GOGZTAQTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[(2R)-2-[(3R)-3-{[(benzyloxy)carbonyl]amino}-4-cyclohexyl-2-oxobutanamido]-5-carbamimidamidopentanamido]-4-{[(1R)-1-carboxy-2-cyclohexylethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (4S)-4-[(2R)-2-[(3R)-3-{[(benzyloxy)carbonyl]amino}-4-cyclohexyl-2-oxobutanamido]-5-carbamimidamidopentanamido]-4-{[(1R)-1-carboxy-2-cyclohexylethyl]carbamoyl}butanoic acid
• Synonyms: 4-[2-(3-Benzyloxycarbonylamino-4-Cyclohexyl-1-Hydroxy-2-Oxo-Butylamino)-5-Guanidino-Pentanoylamino]-4-(1-Carboxy-2-Cyclohexyl-Ethylcarbamoyl)-Butyric Acid

Database IDs

• PubChem SID: 160965207; 46507473
• PubChem CID: 46936275

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.2714667
• H Acceptors: 12
• H Donor: 9
• LogD (pH = 5.5): 0.037188124
• LogD (pH = 7.4): -1.5887591
• Log P: 1.2491192
• Molar Refractivity: 208.9805 cm^3
• Polarizability: 77.61224 Å^3
• Polar Surface Area: 279.2 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.28
• LOG S: -5.02
• Solubility (Water): 7.35e-03 g/l

DETAILS

DrugBank - DB01984

Drug information: experimental