(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-methylbutanamido]-3-methylbutanamido]-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}-3-(1H-indol-3-yl)propanoic acid

• ChemBase ID: 130067
• Molecular Formular: C35H46N6O7
• Molecular Mass: 662.77574
• Monoisotopic Mass: 662.34279784
• SMILES: CC(C)[C@@H](C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O)N
• Canonical SMILES: OC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1ccc(cc1)O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](C(C)C)N
• InChI: InChI=1S/C35H46N6O7/c1-19(2)29(36)32(44)40-30(20(3)4)33(45)38-26(16-21-11-13-23(42)14-12-21)34(46)41-15-7-10-28(41)31(43)39-27(35(47)48)17-22-18-37-25-9-6-5-8-24(22)25/h5-6,8-9,11-14,18-20,26-30,37,42H,7,10,15-17,36H2,1-4H3,(H,38,45)(H,39,43)(H,40,44)(H,47,48)/t26-,27-,28-,29-,30-/m0/s1
• InChIKey: WLWBANYDSJWZBI-IIZANFQQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-methylbutanamido]-3-methylbutanamido]-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}-3-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: tynorphin
• Synonyms: Tynorphin

Database IDs

• PubChem SID: 162224352
• PubChem CID: 9961318
• Wikipedia Title: Tynorphin

CALCULATED PROPERTIES

• Acid pKa: 3.665179
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): 0.1643156
• LogD (pH = 7.4): 0.10843643
• Log P: 0.16608237
• Molar Refractivity: 177.6726 cm^3
• Polarizability: 70.56459 Å^3
• Polar Surface Area: 206.95 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Legal Status: Non-regulated