(2S)-4-methyl-N-[(1S)-1-{[(2S)-4-methyl-1-[(2R)-2-methyloxiran-2-yl]-1-oxopentan-2-yl]carbamoyl}-2-phenylethyl]-2-[(2S)-2-[2-(morpholin-4-yl)acetamido]-4-phenylbutanamido]pentanamide

• ChemBase ID: 312775
• Molecular Formular: C40H57N5O7
• Molecular Mass: 719.90988
• Monoisotopic Mass: 719.42579919
• SMILES: C1CN(CCO1)CC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)[C@@]1(OC1)C)CC(C)C)Cc1ccccc1)CC(C)C)CCc1ccccc1
• Canonical SMILES: CC(C[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)[C@@]1(C)CO1)CC(C)C)Cc1ccccc1)NC(=O)[C@@H](NC(=O)CN1CCOCC1)CCc1ccccc1)C
• InChI: InChI=1S/C40H57N5O7/c1-27(2)22-32(36(47)40(5)26-52-40)42-39(50)34(24-30-14-10-7-11-15-30)44-38(49)33(23-28(3)4)43-37(48)31(17-16-29-12-8-6-9-13-29)41-35(46)25-45-18-20-51-21-19-45/h6-15,27-28,31-34H,16-26H2,1-5H3,(H,41,46)(H,42,50)(H,43,48)(H,44,49)/t31-,32-,33-,34-,40+/m0/s1
• InChIKey: BLMPQMFVWMYDKT-NZTKNTHTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-4-methyl-N-[(1S)-1-{[(2S)-4-methyl-1-[(2R)-2-methyloxiran-2-yl]-1-oxopentan-2-yl]carbamoyl}-2-phenylethyl]-2-[(2S)-2-[2-(morpholin-4-yl)acetamido]-4-phenylbutanamido]pentanamide
• IUPAC Traditional name: carfilzomib
• Synonyms: Carfilzomib (PR-171)

Database IDs

• CAS Number: 868540-17-4

CALCULATED PROPERTIES

• Lipinski's Rule of Five: false
• Acid pKa: 11.91323
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 4.0879154
• LogD (pH = 7.4): 4.1961374
• Log P: 4.197719
• Molar Refractivity: 198.0171 cm^3
• Polarizability: 77.86565 Å^3
• Polar Surface Area: 158.47 Å^2
• Rotatable Bonds: 20

PROPERTIES

Pharmacology Properties

• Target: Proteasome

Product Information

• Salt Data: Free Base