(2S)-2-[(2S)-2-[2-(2-aminoacetamido)acetamido]-3-phenylpropanamido]-4-(methylsulfanyl)butanoic acid

• ChemBase ID: 134088
• Molecular Formular: C18H26N4O5S
• Molecular Mass: 410.48784
• Monoisotopic Mass: 410.16239095
• SMILES: CSCC[C@@H](C(=O)O)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CN
• Canonical SMILES: NCC(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)O)CCSC)Cc1ccccc1
• InChI: InChI=1S/C18H26N4O5S/c1-28-8-7-13(18(26)27)22-17(25)14(9-12-5-3-2-4-6-12)21-16(24)11-20-15(23)10-19/h2-6,13-14H,7-11,19H2,1H3,(H,20,23)(H,21,24)(H,22,25)(H,26,27)/t13-,14-/m0/s1
• InChIKey: KWHAJHJQOWBJEG-KBPBESRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[2-(2-aminoacetamido)acetamido]-3-phenylpropanamido]-4-(methylsulfanyl)butanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-[2-(2-aminoacetamido)acetamido]-3-phenylpropanamido]-4-(methylsulfanyl)butanoic acid
• Synonyms: Gly-Gly-Phe-Met; [des-Tyr1]-Methionine enkephalin

Database IDs

• CAS Number: 94825-43-1
• MDL Number: MFCD00076427
• PubChem SID: 162228365
• PubChem CID: 3080880

CALCULATED PROPERTIES

• Acid pKa: 3.6128852
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -3.2824595
• LogD (pH = 7.4): -3.402424
• Log P: -3.2833185
• Molar Refractivity: 105.1094 cm^3
• Polarizability: 41.23339 Å^3
• Polar Surface Area: 150.62 Å^2
• Rotatable Bonds: 12
• 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

DETAILS

Sigma Aldrich - E2256

Application
A tetrapeptide important for the study of enkephalinase inhibition
Biochem/physiol Actions
Enkephalinase inhibitor.