(3S,6S,9R,12S,15S,23S)-9-benzyl-6-{3-[(diaminomethylidene)amino]propyl}-15-[(2S)-2-acetamidohexanamido]-12-(1H-imidazol-4-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide

• ChemBase ID: 128243
• Molecular Formular: C50H69N15O9
• Molecular Mass: 1024.17796
• Monoisotopic Mass: 1023.54026886
• SMILES: O=C(N[C@H](C(=O)N[C@H]1C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N)CCCCNC(=O)C1)Cc1c2ccccc2[nH]c1)CCCN=C(N)N)Cc1ccccc1)Cc1c[nH]cn1)CCCC)C
• Canonical SMILES: CCCC[C@@H](C(=O)N[C@@H]1CC(=O)NCCCC[C@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@H](NC1=O)Cc1nc[nH]c1)Cc1ccccc1)CCCN=C(N)N)Cc1c[nH]c2c1cccc2)C(=O)N)NC(=O)C
• InChI: InChI=1S/C50H69N15O9/c1-3-4-16-36(59-29(2)66)44(69)65-41-25-42(67)55-20-11-10-18-35(43(51)68)60-47(72)39(23-31-26-57-34-17-9-8-15-33(31)34)63-45(70)37(19-12-21-56-50(52)53)61-46(71)38(22-30-13-6-5-7-14-30)62-48(73)40(64-49(41)74)24-32-27-54-28-58-32/h5-9,13-15,17,26-28,35-41,57H,3-4,10-12,16,18-25H2,1-2H3,(H2,51,68)(H,54,58)(H,55,67)(H,59,66)(H,60,72)(H,61,71)(H,62,73)(H,63,70)(H,64,74)(H,65,69)(H4,52,53,56)/t35-,36-,37-,38+,39-,40-,41-/m0/s1
• InChIKey: JDKLPDJLXHXHNV-MFVUMRCOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,6S,9R,12S,15S,23S)-9-benzyl-6-{3-[(diaminomethylidene)amino]propyl}-15-[(2S)-2-acetamidohexanamido]-12-(1H-imidazol-4-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide
• IUPAC Traditional name: (3S,6S,9R,12S,15S,23S)-9-benzyl-6-{3-[(diaminomethylidene)amino]propyl}-15-[(2S)-2-acetamidohexanamido]-12-(1H-imidazol-4-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide
• Synonyms: *Ac-Nle-cyclo[Asp-His-D-Phe-Arg-Trp-Lys]-NH₂*Ac-Nle-c[Asp-His-D-Phe-Arg-Trp-Lys]-NH₂*Ac-cyclo[Nle^4; Asp^5; D-Phe^7; Lys^10]α-MSH_4–10-NH₂*N-Acetyl-L-norleucyl-L-alpha-aspartyl-L-histidyl- D-phenylalanyl-L-arginyl-L-tryptophyl-L-lysinamide (2->7)-lactam*PT-14; Melanotan II

Database IDs

• CAS Number: 121062-08-6
• PubChem SID: 162222552
• PubChem CID: 92432
• CHEMBL: 430239
• Chemspider ID: 83450
• IUPHAR ligand ID: 1323
• MeSH Name: melanotan-II
• Wikipedia Title: Melanotan_II

CALCULATED PROPERTIES

• Acid pKa: 10.755109
• H Acceptors: 13
• H Donor: 13
• LogD (pH = 5.5): -5.288037
• LogD (pH = 7.4): -4.51287
• Log P: -2.3828707
• Molar Refractivity: 269.8749 cm^3
• Polarizability: 105.57424 Å^3
• Polar Surface Area: 384.76 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false