(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-amino-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}propanamido]-N-(4-methoxynaphthalen-2-yl)-4-(methylsulfanyl)butanamide

• ChemBase ID: 133842
• Molecular Formular: C33H41N5O5S
• Molecular Mass: 619.77414
• Monoisotopic Mass: 619.28284044
• SMILES: C[C@@H](C(=O)N[C@@H](CCSC)C(=O)Nc1cc2ccccc2c(c1)OC)NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1ccccc1)N
• Canonical SMILES: CSCC[C@@H](C(=O)Nc1cc(OC)c2c(c1)cccc2)NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1ccccc1)N)C
• InChI: InChI=1S/C33H41N5O5S/c1-21(35-32(41)28-14-9-16-38(28)33(42)26(34)18-22-10-5-4-6-11-22)30(39)37-27(15-17-44-3)31(40)36-24-19-23-12-7-8-13-25(23)29(20-24)43-2/h4-8,10-13,19-21,26-28H,9,14-18,34H2,1-3H3,(H,35,41)(H,36,40)(H,37,39)/t21-,26-,27-,28-/m0/s1
• InChIKey: VMGQTSCJNUWNOJ-FYYOVZQQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-amino-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}propanamido]-N-(4-methoxynaphthalen-2-yl)-4-(methylsulfanyl)butanamide
• IUPAC Traditional name: (2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-amino-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}propanamido]-N-(4-methoxynaphthalen-2-yl)-4-(methylsulfanyl)butanamide
• Synonyms: Phe-Pro-Ala-Met 4-methoxy-β-naphthylamide

Database IDs

• CAS Number: 100930-06-1
• MDL Number: MFCD00083795
• PubChem SID: 162228119
• PubChem CID: 71308724

CALCULATED PROPERTIES

• Acid pKa: 12.068263
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.51370263
• LogD (pH = 7.4): 2.1815937
• Log P: 2.6582594
• Molar Refractivity: 172.977 cm^3
• Polarizability: 68.088936 Å^3
• Polar Surface Area: 142.86 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

DETAILS

Sigma Aldrich - P7146

Substrates
Substrate for cathepsin B.