benzyl N-[(1R,2S)-1-hydroxy-1-{[(1S)-1-{[(2S)-1-(4-hydroxyphenyl)-3-oxobutan-2-yl]carbamoyl}-3-methylbutyl]amino}-4-methylpentan-2-yl]carbamate

• ChemBase ID: 4213
• Molecular Formular: C30H43N3O6
• Molecular Mass: 541.67892
• Monoisotopic Mass: 541.31518611
• SMILES: CC(C)C[C@H](NC(=O)OCc1ccccc1)[C@@H](O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)C
• Canonical SMILES: CC(C[C@@H](C(=O)N[C@H](C(=O)C)Cc1ccc(cc1)O)N[C@@H]([C@@H](NC(=O)OCc1ccccc1)CC(C)C)O)C
• InChI: InChI=1S/C30H43N3O6/c1-19(2)15-26(28(36)31-25(21(5)34)17-22-11-13-24(35)14-12-22)32-29(37)27(16-20(3)4)33-30(38)39-18-23-9-7-6-8-10-23/h6-14,19-20,25-27,29,32,35,37H,15-18H2,1-5H3,(H,31,36)(H,33,38)/t25-,26-,27-,29+/m0/s1
• InChIKey: FVHOZBBGUIEWAG-PFWSVGDOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(1R,2S)-1-hydroxy-1-{[(1S)-1-{[(2S)-1-(4-hydroxyphenyl)-3-oxobutan-2-yl]carbamoyl}-3-methylbutyl]amino}-4-methylpentan-2-yl]carbamate
• IUPAC Traditional name: benzyl N-[(1R,2S)-1-hydroxy-1-{[(1S)-1-{[(2S)-1-(4-hydroxyphenyl)-3-oxobutan-2-yl]carbamoyl}-3-methylbutyl]amino}-4-methylpentan-2-yl]carbamate
• Synonyms: CBZ-LEU-LEU-TYR-CH2F

Database IDs

• PubChem SID: 160967645; 46507912
• PubChem CID: 5494413

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.508354
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 2.9068227
• LogD (pH = 7.4): 4.545381
• Log P: 4.7936816
• Molar Refractivity: 149.146 cm^3
• Polarizability: 59.005337 Å^3
• Polar Surface Area: 136.99 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.02
• LOG S: -4.92
• Solubility (Water): 6.56e-03 g/l

DETAILS

DrugBank - DB04653

Drug information: experimental