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

• ChemBase ID: 133682
• Molecular Formular: C22H34N4O7
• Molecular Mass: 466.52796
• Monoisotopic Mass: 466.24274945
• SMILES: C[C@H](C(=O)NCC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H](CC(C)C)C(=O)O)N.CC(=O)O
• Canonical SMILES: CC(C[C@H](C(=O)O)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@H](N)C)C.CC(=O)O
• InChI: InChI=1S/C20H30N4O5.C2H4O2/c1-12(2)9-16(20(28)29)24-19(27)15(10-14-7-5-4-6-8-14)23-17(25)11-22-18(26)13(3)21;1-2(3)4/h4-8,12-13,15-16H,9-11,21H2,1-3H3,(H,22,26)(H,23,25)(H,24,27)(H,28,29);1H3,(H,3,4)/t13-,15+,16-;/m1./s1
• InChIKey: POCSHNDUXQGTFY-YFBGFLEQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(2S)-2-{2-[(2R)-2-aminopropanamido]acetamido}-3-phenylpropanamido]-4-methylpentanoic acid; acetic acid
• IUPAC Traditional name: (2R)-2-[(2S)-2-{2-[(2R)-2-aminopropanamido]acetamido}-3-phenylpropanamido]-4-methylpentanoic acid; acetic acid
• Synonyms: D-Ala-Gly-Phe-D-Leu; [des-Tyr1, D-Ala2, D-Leu5]-Enkephalin acetate salt

Database IDs

• CAS Number: 94825-17-9
• MDL Number: MFCD00133252
• PubChem SID: 162227959
• PubChem CID: 71308700

CALCULATED PROPERTIES

• Acid pKa: 3.7021303
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -2.1126833
• LogD (pH = 7.4): -2.1822782
• Log P: -2.1110795
• Molar Refractivity: 106.1882 cm^3
• Polarizability: 41.83133 Å^3
• Polar Surface Area: 150.62 Å^2
• Rotatable Bonds: 11
• 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: ≥97% (HPLC)