(2S)-3-methoxy-2-[(2S)-3-methoxy-2-[(2-methyl-1,3-thiazol-5-yl)formamido]propanamido]-N-[(2S)-1-(2-methyloxiran-2-yl)-1-oxo-3-phenylpropan-2-yl]propanamide

• ChemBase ID: 312922
• Molecular Formular: C25H32N4O7S
• Molecular Mass: 532.60918
• Monoisotopic Mass: 532.19917038
• SMILES: N([C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)C1(OC1)C)Cc1ccccc1)COC)COC)C(=O)c1cnc(s1)C
• Canonical SMILES: COC[C@@H](C(=O)N[C@H](C(=O)C1(C)OC1)Cc1ccccc1)NC(=O)[C@@H](NC(=O)c1cnc(s1)C)COC
• InChI: InChI=1S/C25H32N4O7S/c1-15-26-11-20(37-15)24(33)29-19(13-35-4)23(32)28-18(12-34-3)22(31)27-17(21(30)25(2)14-36-25)10-16-8-6-5-7-9-16/h5-9,11,17-19H,10,12-14H2,1-4H3,(H,27,31)(H,28,32)(H,29,33)/t17-,18-,19-,25?/m0/s1
• InChIKey: SWZXEVABPLUDIO-QNLBTCDKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-methoxy-2-[(2S)-3-methoxy-2-[(2-methyl-1,3-thiazol-5-yl)formamido]propanamido]-N-[(2S)-1-(2-methyloxiran-2-yl)-1-oxo-3-phenylpropan-2-yl]propanamide
• IUPAC Traditional name: (2S)-3-methoxy-2-[(2S)-3-methoxy-2-[(2-methyl-1,3-thiazol-5-yl)formamido]propanamido]-N-[(2S)-1-(2-methyloxiran-2-yl)-1-oxo-3-phenylpropan-2-yl]propanamide
• Synonyms: Oprozomib (ONX 0912)

Database IDs

• CAS Number: 935888-69-0

CALCULATED PROPERTIES

• Acid pKa: 11.497959
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 0.41290358
• LogD (pH = 7.4): 0.412997
• Log P: 0.4130293
• Molar Refractivity: 134.3425 cm^3
• Polarizability: 52.10003 Å^3
• Polar Surface Area: 148.25 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Target: Proteasome

Product Information

• Salt Data: Free Base