(2S)-2-[(2S)-2-{2-[(2R)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]propanamido]acetamido}-N-methyl-3-phenylpropanamido]-4-(methylsulfanyl)butanamide

• ChemBase ID: 128390
• Molecular Formular: C29H40N6O6S
• Molecular Mass: 600.7295
• Monoisotopic Mass: 600.27300403
• SMILES: O=C(N)[C@@H](N(C(=O)[C@@H](NC(=O)CNC(=O)[C@H](NC(=O)[C@@H](N)Cc1ccc(O)cc1)C)Cc1ccccc1)C)CCSC
• Canonical SMILES: CSCC[C@H](N(C(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@H](NC(=O)[C@H](Cc1ccc(cc1)O)N)C)C)C(=O)N
• InChI: InChI=1S/C29H40N6O6S/c1-18(33-28(40)22(30)15-20-9-11-21(36)12-10-20)27(39)32-17-25(37)34-23(16-19-7-5-4-6-8-19)29(41)35(2)24(26(31)38)13-14-42-3/h4-12,18,22-24,36H,13-17,30H2,1-3H3,(H2,31,38)(H,32,39)(H,33,40)(H,34,37)/t18-,22+,23+,24+/m1/s1
• InChIKey: FWDIKROEWJOQIQ-JMBSJVKXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-{2-[(2R)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]propanamido]acetamido}-N-methyl-3-phenylpropanamido]-4-(methylsulfanyl)butanamide
• IUPAC Traditional name: (2S)-2-[(2S)-2-{2-[(2R)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]propanamido]acetamido}-N-methyl-3-phenylpropanamido]-4-(methylsulfanyl)butanamide
• Synonyms: Metkefamide

Database IDs

• CAS Number: 66960-34-7
• PubChem SID: 162222697
• PubChem CID: 5464184
• Chemspider ID: 4576570
• Wikipedia Title: Metkefamide

CALCULATED PROPERTIES

• Acid pKa: 9.509703
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -2.388564
• LogD (pH = 7.4): -0.71776253
• Log P: -0.35655004
• Molar Refractivity: 160.2195 cm^3
• Polarizability: 62.51346 Å^3
• Polar Surface Area: 196.95 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Bioavailability: 30-35%
• Half Life: ~60 minutes
• Metabolism: Hepatic
• Protein Bound: 44-49%