(2R)-2-[(2S)-2-[(2S)-2-[(2S)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamido]-5-[(diaminomethylidene)amino]pentanamido]-N-[(1S)-1-carbamoyl-2-methylpropyl]-5-[(diaminomethylidene)amino]pentanamide

• ChemBase ID: 125640
• Molecular Formular: C44H69N15O9S
• Molecular Mass: 984.17876
• Monoisotopic Mass: 983.51233986
• SMILES: O=C(N)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)CNC(=O)[C@@H](N)Cc1ccc(O)cc1)Cc1ccccc1)CCSC)CCCN=C(N)N)CCCN=C(N)N)C(C)C
• Canonical SMILES: CSCC[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N)C(C)C)CCCN=C(N)N)CCCN=C(N)N)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@H](Cc1ccc(cc1)O)N
• InChI: InChI=1S/C44H69N15O9S/c1-25(2)36(37(46)63)59-41(67)31(12-8-19-52-44(49)50)57-39(65)30(11-7-18-51-43(47)48)56-40(66)32(17-20-69-3)58-42(68)33(22-26-9-5-4-6-10-26)55-35(62)24-53-34(61)23-54-38(64)29(45)21-27-13-15-28(60)16-14-27/h4-6,9-10,13-16,25,29-33,36,60H,7-8,11-12,17-24,45H2,1-3H3,(H2,46,63)(H,53,61)(H,54,64)(H,55,62)(H,56,66)(H,57,65)(H,58,68)(H,59,67)(H4,47,48,51)(H4,49,50,52)/t29-,30-,31+,32-,33-,36-/m0/s1
• InChIKey: XJOQRTJDYAHKPY-YVWIMRNGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(2S)-2-[(2S)-2-[(2S)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamido]-5-[(diaminomethylidene)amino]pentanamido]-N-[(1S)-1-carbamoyl-2-methylpropyl]-5-[(diaminomethylidene)amino]pentanamide
• IUPAC Traditional name: adrenorphin
• Synonyms: Adrenorphin

Database IDs

• CAS Number: 88377-68-8
• PubChem SID: 162219990
• PubChem CID: 122176
• Chemspider ID: 108968
• Wikipedia Title: Adrenorphin

CALCULATED PROPERTIES

• Acid pKa: 9.4695835
• H Acceptors: 16
• H Donor: 14
• LogD (pH = 5.5): -10.657196
• LogD (pH = 7.4): -8.630663
• Log P: -4.3715644
• Molar Refractivity: 257.9827 cm^3
• Polarizability: 99.90034 Å^3
• Polar Surface Area: 421.84 Å^2
• Rotatable Bonds: 31
• Lipinski's Rule of Five: false