(2S,3R)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-methylpentanamido]-3-methylbutanamido]-3-methylbutanamido]-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}-3-(1H-indol-3-yl)propanamido]-3-hydroxybutanoic acid

• ChemBase ID: 129596
• Molecular Formular: C45H64N8O10
• Molecular Mass: 877.03726
• Monoisotopic Mass: 876.47454029
• SMILES: O=C(N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)O)[C@H](O)C)Cc1c2ccccc2[nH]c1)Cc1ccc(O)cc1)C(C)C)C(C)C)[C@@H](N)CC(C)C
• Canonical SMILES: CC(C[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)O)[C@H](O)C)Cc1c[nH]c2c1cccc2)Cc1ccc(cc1)O)C(C)C)C(C)C)N)C
• InChI: InChI=1S/C45H64N8O10/c1-23(2)19-31(46)39(56)50-37(25(5)6)43(60)51-36(24(3)4)42(59)49-34(20-27-14-16-29(55)17-15-27)44(61)53-18-10-13-35(53)41(58)48-33(40(57)52-38(26(7)54)45(62)63)21-28-22-47-32-12-9-8-11-30(28)32/h8-9,11-12,14-17,22-26,31,33-38,47,54-55H,10,13,18-21,46H2,1-7H3,(H,48,58)(H,49,59)(H,50,56)(H,51,60)(H,52,57)(H,62,63)/t26-,31+,33+,34+,35+,36+,37+,38+/m1/s1
• InChIKey: BXIFNVGZIMFBQB-DYDSHOKNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-methylpentanamido]-3-methylbutanamido]-3-methylbutanamido]-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}-3-(1H-indol-3-yl)propanamido]-3-hydroxybutanoic acid
• IUPAC Traditional name: spinorphin
• Synonyms: LVVYPWT; LVV-hemorphin-4; Spinorphin

Database IDs

• CAS Number: 137201-62-8
• PubChem SID: 162223886
• PubChem CID: 3081832
• Chemspider ID: 2339355
• Wikipedia Title: Spinorphin

CALCULATED PROPERTIES

• Acid pKa: 3.3825872
• H Acceptors: 11
• H Donor: 10
• LogD (pH = 5.5): -0.28345174
• LogD (pH = 7.4): -0.35272735
• Log P: -0.2837369
• Molar Refractivity: 231.9035 cm^3
• Polarizability: 92.06364 Å^3
• Polar Surface Area: 285.38 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false