(2S)-2-[(2R)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanoic acid

• ChemBase ID: 128045
• Molecular Formular: C28H37N5O7
• Molecular Mass: 555.62268
• Monoisotopic Mass: 555.26929855
• SMILES: Oc1ccc(C[C@H](N)C(=O)NCC(=O)NCC(=O)N[C@H](Cc2ccccc2)C(=O)N[C@@H](CC(C)C)C(=O)O)cc1
• Canonical SMILES: O=C(CNC(=O)[C@H](Cc1ccc(cc1)O)N)NCC(=O)N[C@@H](C(=O)N[C@H](C(=O)O)CC(C)C)Cc1ccccc1
• InChI: InChI=1S/C28H37N5O7/c1-17(2)12-23(28(39)40)33-27(38)22(14-18-6-4-3-5-7-18)32-25(36)16-30-24(35)15-31-26(37)21(29)13-19-8-10-20(34)11-9-19/h3-11,17,21-23,34H,12-16,29H2,1-2H3,(H,30,35)(H,31,37)(H,32,36)(H,33,38)(H,39,40)/t21-,22+,23-/m0/s1
• InChIKey: URLZCHNOLZSCCA-ZRBLBEILSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2R)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanoic acid
• IUPAC Traditional name: leu-enkephalin
• Synonyms: Leu-enkephalin

Database IDs

• CAS Number: 58822-25-6
• PubChem SID: 162222361
• PubChem CID: 57282044; 10415290
• CHEMBL: 8234
• Chemspider ID: 21106451
• IUPHAR ligand ID: 1613
• Wikipedia Title: Leu-enkephalin

CALCULATED PROPERTIES

• Acid pKa: 3.7021072
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -1.8625183
• LogD (pH = 7.4): -2.012467
• Log P: -1.8638327
• Molar Refractivity: 145.5916 cm^3
• Polarizability: 56.937946 Å^3
• Polar Surface Area: 199.95 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false