(2S)-2-[(2R)-2-[(2R)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanamido]-4-methylpentanamido]-5-carbamimidamidopentanoic acid

• ChemBase ID: 186581
• Molecular Formular: C29H40N6O6
• Molecular Mass: 568.6645
• Monoisotopic Mass: 568.30093303
• SMILES: C(=O)(N[C@@H](C(=O)N[C@H](C(=O)O)CCCNC(=N)N)CC(C)C)[C@H](NC(=O)OCc1ccccc1)Cc1ccccc1
• Canonical SMILES: CC(C[C@H](C(=O)N[C@H](C(=O)O)CCCNC(=N)N)NC(=O)[C@@H](Cc1ccccc1)NC(=O)OCc1ccccc1)C
• InChI: InChI=1S/C29H40N6O6/c1-19(2)16-23(25(36)33-22(27(38)39)14-9-15-32-28(30)31)34-26(37)24(17-20-10-5-3-6-11-20)35-29(40)41-18-21-12-7-4-8-13-21/h3-8,10-13,19,22-24H,9,14-18H2,1-2H3,(H,33,36)(H,34,37)(H,35,40)(H,38,39)(H4,30,31,32)/t22-,23+,24+/m0/s1
• InChIKey: YIYMRLVKQIKDBH-RBZQAINGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2R)-2-[(2R)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanamido]-4-methylpentanamido]-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: (2S)-2-[(2R)-2-[(2R)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanamido]-4-methylpentanamido]-5-carbamimidamidopentanoic acid

Database IDs

• PubChem SID: 164242491
• PubChem CID: 16396614

CALCULATED PROPERTIES

• Acid pKa: 3.686729
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): 0.8606372
• LogD (pH = 7.4): 0.8660489
• Log P: 0.86606216
• Molar Refractivity: 162.4905 cm^3
• Polarizability: 59.109158 Å^3
• Polar Surface Area: 195.73 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Description: *-D-isomer
• Classification: Rare Derivatives of Natural Compounds