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

• ChemBase编号: 130479
• 分子式: C50H68N14O10
• 平均质量: 1025.16272
• 单一同位素质量: 1024.52428445
• 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)O)CCCCNC(=O)C1)Cc1c2ccccc2[nH]c1)CCCN=C(N)N)Cc1ccccc1)Cc1cnc[nH]1)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)Cc1[nH]cnc1)Cc1ccccc1)CCCN=C(N)N)Cc1c[nH]c2c1cccc2)C(=O)O)NC(=O)C
• InChI: InChI=1S/C50H68N14O10/c1-3-4-16-35(58-29(2)65)43(67)64-41-25-42(66)54-20-11-10-18-37(49(73)74)60-46(70)39(23-31-26-56-34-17-9-8-15-33(31)34)62-44(68)36(19-12-21-55-50(51)52)59-45(69)38(22-30-13-6-5-7-14-30)61-47(71)40(63-48(41)72)24-32-27-53-28-57-32/h5-9,13-15,17,26-28,35-41,56H,3-4,10-12,16,18-25H2,1-2H3,(H,53,57)(H,54,66)(H,58,65)(H,59,69)(H,60,70)(H,61,71)(H,62,68)(H,63,72)(H,64,67)(H,73,74)(H4,51,52,55)/t35-,36-,37-,38+,39-,40-,41-/m0/s1
• InChIKey: FFHBJDQSGDNCIV-MFVUMRCOSA-N

名称和登记号

名称

• IUPAC标准名: (3S,6S,9R,12S,15S,23S)-9-benzyl-6-{3-[(diaminomethylidene)amino]propyl}-15-[(2S)-2-acetamidohexanamido]-12-(1H-imidazol-5-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxylic acid
• IUPAC传统名: (3S,6S,9R,12S,15S,23S)-9-benzyl-6-{3-[(diaminomethylidene)amino]propyl}-15-[(2S)-2-acetamidohexanamido]-12-(3H-imidazol-4-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxylic acid
• 别名: Bremelanotide

登记号

• CAS号: 189691-06-3
• PubChem SID: 162224758
• PubChem CID: 9941379
• Chemspider ID: 8116997
• KEGG ID: D06569
• 美国药典/FDA物质标识码: 6Y24O4F92S
• 维基百科标题: Bremelanotide

理论计算性质

• Acid pKa: 3.5363374
• 质子受体: 14
• 质子供体: 13
• LogD (pH = 5.5): -3.7983913
• LogD (pH = 7.4): -3.329936
• Log P: -3.2760444
• 摩尔折射率: 268.6184 cm^3
• 极化性: 104.89987 Å^3
• 极化表面积: 378.97 Å^2
• 可自由旋转的化学键: 17
• 里宾斯基五规则: false

分子性质

药理学性质

• 半衰期: 120 minutes
• 法定药品分级: Unscheduled (US)