(2R)-N-[(1S)-1-{[(1S)-1-carbamoylethyl]carbamoyl}-2-(naphthalen-2-yl)ethyl]-4-methyl-2-(sulfanylmethyl)pentanamide

• ChemBase ID: 131230
• Molecular Formular: C23H31N3O3S
• Molecular Mass: 429.57554
• Monoisotopic Mass: 429.20861287
• SMILES: C[C@@H](C(=O)N)NC(=O)[C@H](Cc1ccc2ccccc2c1)NC(=O)[C@@H](CC(C)C)CS
• Canonical SMILES: SC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N)C)Cc1ccc2c(c1)cccc2)CC(C)C
• InChI: InChI=1S/C23H31N3O3S/c1-14(2)10-19(13-30)22(28)26-20(23(29)25-15(3)21(24)27)12-16-8-9-17-6-4-5-7-18(17)11-16/h4-9,11,14-15,19-20,30H,10,12-13H2,1-3H3,(H2,24,27)(H,25,29)(H,26,28)/t15-,19-,20-/m0/s1
• InChIKey: VNMCCDIGIYJERI-YSSFQJQWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-N-[(1S)-1-{[(1S)-1-carbamoylethyl]carbamoyl}-2-(naphthalen-2-yl)ethyl]-4-methyl-2-(sulfanylmethyl)pentanamide
• IUPAC Traditional name: (2R)-N-[(1S)-1-{[(1S)-1-carbamoylethyl]carbamoyl}-2-(naphthalen-2-yl)ethyl]-4-methyl-2-(sulfanylmethyl)pentanamide
• Synonyms: (2R)-2-Mercaptomethyl-4-methylpentanoyl-β-(2-naphthyl)-Ala-Ala Amide

Database IDs

• MDL Number: MFCD01310910
• PubChem SID: 162225508
• PubChem CID: 71308408

CALCULATED PROPERTIES

• Acid pKa: 10.092115
• H Acceptors: 3
• H Donor: 4
• LogD (pH = 5.5): 2.932743
• LogD (pH = 7.4): 2.9319358
• Log P: 2.9327536
• Molar Refractivity: 120.8852 cm^3
• Polarizability: 48.451187 Å^3
• Polar Surface Area: 101.29 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

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

Product Information

• Purity: ≥95% (TLC)

DETAILS

Sigma Aldrich - M3531

Biochem/physiol Actions
Collagenase inhibitor.