(2S)-1-(2-{[(2S)-1-[(2S)-2-{[(2S)-1-[(2S)-6-amino-2-[(2S,3R)-2-amino-3-hydroxybutanamido]hexanoyl]pyrrolidin-2-yl]formamido}-5-[(diaminomethylidene)amino]pentanoyl]pyrrolidin-2-yl]formamido}acetyl)pyrrolidine-2-carboxylic acid

• ChemBase ID: 129430
• Molecular Formular: C33H57N11O9
• Molecular Mass: 751.87398
• Monoisotopic Mass: 751.43407246
• SMILES: O=C(O)[C@H]1N(C(=O)CNC(=O)[C@H]2N(C(=O)[C@@H](NC(=O)[C@H]3N(C(=O)[C@@H](NC(=O)[C@@H](N)[C@H](O)C)CCCCN)CCC3)CCCN=C(N)N)CCC2)CCC1
• Canonical SMILES: NCCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)NCC(=O)N1CCC[C@H]1C(=O)O)CCCN=C(N)N)NC(=O)[C@H]([C@H](O)C)N
• InChI: InChI=1S/C33H57N11O9/c1-19(45)26(35)29(49)41-20(8-2-3-13-34)30(50)44-17-6-11-23(44)28(48)40-21(9-4-14-38-33(36)37)31(51)43-16-5-10-22(43)27(47)39-18-25(46)42-15-7-12-24(42)32(52)53/h19-24,26,45H,2-18,34-35H2,1H3,(H,39,47)(H,40,48)(H,41,49)(H,52,53)(H4,36,37,38)/t19-,20+,21+,22+,23+,24+,26+/m1/s1
• InChIKey: JTDTXGMXNXBGBZ-YVHUGQOKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-(2-{[(2S)-1-[(2S)-2-{[(2S)-1-[(2S)-6-amino-2-[(2S,3R)-2-amino-3-hydroxybutanamido]hexanoyl]pyrrolidin-2-yl]formamido}-5-[(diaminomethylidene)amino]pentanoyl]pyrrolidin-2-yl]formamido}acetyl)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-(2-{[(2S)-1-[(2S)-2-{[(2S)-1-[(2S)-6-amino-2-[(2S,3R)-2-amino-3-hydroxybutanamido]hexanoyl]pyrrolidin-2-yl]formamido}-5-[(diaminomethylidene)amino]pentanoyl]pyrrolidin-2-yl]formamido}acetyl)pyrrolidine-2-carboxylic acid
• Synonyms: Selanc; L-threonyl-L-lysyl-L-prolyl-L-arginyl-L-prolylglycyl-L-Proline; Selank

Database IDs

• PubChem SID: 162223724
• PubChem CID: 11765600
• Chemspider ID: 9940290
• Wikipedia Title: Selank

CALCULATED PROPERTIES

• Acid pKa: 3.1801362
• H Acceptors: 14
• H Donor: 9
• LogD (pH = 5.5): -12.019453
• LogD (pH = 7.4): -9.933207
• Log P: -7.379074
• Molar Refractivity: 189.2628 cm^3
• Polarizability: 74.04058 Å^3
• Polar Surface Area: 322.2 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Admin Routes: Nasal muscosa
• Legal Status: Rx-only