(2S)-2-[(2S)-2-{2-[(2R)-2-aminopropanamido]acetamido}-3-phenylpropanamido]-4-(methylsulfanyl)butanamide; acetic acid

• ChemBase ID: 131856
• Molecular Formular: C21H33N5O6S
• Molecular Mass: 483.58162
• Monoisotopic Mass: 483.2151548
• SMILES: C[C@H](C(=O)NCC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCSC)C(=O)N)N.CC(=O)O
• Canonical SMILES: CC(=O)O.CSCC[C@@H](C(=O)N)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@H](N)C
• InChI: InChI=1S/C19H29N5O4S.C2H4O2/c1-12(20)18(27)22-11-16(25)23-15(10-13-6-4-3-5-7-13)19(28)24-14(17(21)26)8-9-29-2;1-2(3)4/h3-7,12,14-15H,8-11,20H2,1-2H3,(H2,21,26)(H,22,27)(H,23,25)(H,24,28);1H3,(H,3,4)/t12-,14+,15+;/m1./s1
• InChIKey: NXZJEQONDQLTQF-WEMUQIOZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-{2-[(2R)-2-aminopropanamido]acetamido}-3-phenylpropanamido]-4-(methylsulfanyl)butanamide; acetic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-{2-[(2R)-2-aminopropanamido]acetamido}-3-phenylpropanamido]-4-(methylsulfanyl)butanamide; acetic acid
• Synonyms: D-Ala-Gly-Phe-Met-NH2; [des-Tyr1, D-Ala2]-Methionine enkephalinamide acetate salt

Database IDs

• CAS Number: 100929-65-5
• MDL Number: MFCD00133256
• PubChem SID: 162226133
• PubChem CID: 71308482

CALCULATED PROPERTIES

• Acid pKa: 12.116523
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -3.712189
• LogD (pH = 7.4): -2.0233204
• Log P: -1.2562205
• Molar Refractivity: 111.4255 cm^3
• Polarizability: 43.7375 Å^3
• Polar Surface Area: 156.41 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

Product Information

• Purity: ≥95% (HPLC)