(2S)-2-({[(1S)-4-carbamimidamido-1-{[(1S)-2-methyl-1-{[(2S)-1-oxo-3-phenylpropan-2-yl]carbamoyl}propyl]carbamoyl}butyl]carbamoyl}amino)-3-phenylpropanoic acid

• ChemBase ID: 155714
• Molecular Formular: C30H41N7O6
• Molecular Mass: 595.68984
• Monoisotopic Mass: 595.31183207
• SMILES: CC(C)[C@@H](C(=O)N[C@@H](Cc1ccccc1)C=O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)N[C@@H](Cc1ccccc1)C(=O)O
• Canonical SMILES: O=C[C@@H](NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)N[C@H](C(=O)O)Cc1ccccc1)CCCNC(=N)N)Cc1ccccc1
• InChI: InChI=1S/C30H41N7O6/c1-19(2)25(27(40)34-22(18-38)16-20-10-5-3-6-11-20)37-26(39)23(14-9-15-33-29(31)32)35-30(43)36-24(28(41)42)17-21-12-7-4-8-13-21/h3-8,10-13,18-19,22-25H,9,14-17H2,1-2H3,(H,34,40)(H,37,39)(H,41,42)(H4,31,32,33)(H2,35,36,43)/t22-,23-,24-,25-/m0/s1
• InChIKey: SABSBIPNNYDZRS-QORCZRPOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-({[(1S)-4-carbamimidamido-1-{[(1S)-2-methyl-1-{[(2S)-1-oxo-3-phenylpropan-2-yl]carbamoyl}propyl]carbamoyl}butyl]carbamoyl}amino)-3-phenylpropanoic acid
• IUPAC Traditional name: (2S)-2-({[(1S)-4-carbamimidamido-1-{[(1S)-2-methyl-1-{[(2S)-1-oxo-3-phenylpropan-2-yl]carbamoyl}propyl]carbamoyl}butyl]carbamoyl}amino)-3-phenylpropanoic acid
• Synonyms: Phe-urea-Arg-Val-Phe-CHO; α-MAPI

Database IDs

• MDL Number: MFCD01675374
• PubChem SID: 24897370; 162249852
• PubChem CID: 72355

CALCULATED PROPERTIES

• Acid pKa: 3.5238445
• H Acceptors: 9
• H Donor: 8
• LogD (pH = 5.5): -0.41344607
• LogD (pH = 7.4): -0.40972558
• Log P: -0.4097442
• Molar Refractivity: 169.4218 cm^3
• Polarizability: 61.485027 Å^3
• Polar Surface Area: 215.6 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥95%
• Shipped in: dry ice
• Empirical Formula (Hill Notation): C30H41N7O6

DETAILS

Sigma Aldrich - M9812

Amino Acid Sequence
Phe-urea-Arg-Val-Phe-CHO
Application
Microbial alkaline protease inhibitor that binds strongly to the active site of the HIV protease.