(3S)-3-{[(3S,6S,9R,15S,18R,21S,24S)-3-[2-(2-aminophenyl)-2-oxoethyl]-24-(3-aminopropyl)-15,21-bis(carboxymethyl)-6-(1-carboxypropan-2-yl)-9-(hydroxymethyl)-18,31-dimethyl-2,5,8,11,14,17,20,23,26,29-decaoxo-1-oxa-4,7,10,13,16,19,22,25,28-nonaazacyclohentriacontan-30-yl]carbamoyl}-3-[(2S)-3-carbamoyl-2-[(2S)-2-decanamido-3-(1H-indol-3-yl)propanamido]propanamido]propanoic acid

• ChemBase编号: 130517
• 分子式: C72H101N17O26
• 平均质量: 1620.67064
• 单一同位素质量: 1619.71036644
• SMILES: CCCCCCCCCC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CC(=O)O)C(=O)NC1C(OC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)CNC1=O)CCCN)CC(=O)O)C)CC(=O)O)CO)C(C)CC(=O)O)CC(=O)c1ccccc1N)C
• Canonical SMILES: NCCC[C@@H]1NC(=O)CNC(=O)C(NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](Cc2c[nH]c3c2cccc3)NC(=O)CCCCCCCCC)CC(=O)N)CC(=O)O)C(C)OC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](NC1=O)CC(=O)O)C)CC(=O)O)CO)C(CC(=O)O)C)CC(=O)c1ccccc1N
• InChI: InChI=1S/C72H101N17O26/c1-5-6-7-8-9-10-11-22-53(93)81-44(25-38-31-76-42-20-15-13-17-39(38)42)66(108)84-45(27-52(75)92)67(109)86-48(30-59(102)103)68(110)89-61-37(4)115-72(114)49(26-51(91)40-18-12-14-19-41(40)74)87-71(113)60(35(2)24-56(96)97)88-69(111)50(34-90)82-55(95)32-77-63(105)46(28-57(98)99)83-62(104)36(3)79-65(107)47(29-58(100)101)85-64(106)43(21-16-23-73)80-54(94)33-78-70(61)112/h12-15,17-20,31,35-37,43-50,60-61,76,90H,5-11,16,21-30,32-34,73-74H2,1-4H3,(H2,75,92)(H,77,105)(H,78,112)(H,79,107)(H,80,94)(H,81,93)(H,82,95)(H,83,104)(H,84,108)(H,85,106)(H,86,109)(H,87,113)(H,88,111)(H,89,110)(H,96,97)(H,98,99)(H,100,101)(H,102,103)/t35?,36-,37?,43+,44+,45+,46+,47+,48+,49+,50-,60+,61?/m1/s1
• InChIKey: DOAKLVKFURWEDJ-OFNKPWESSA-N

名称和登记号

名称

• IUPAC标准名: (3S)-3-{[(3S,6S,9R,15S,18R,21S,24S)-3-[2-(2-aminophenyl)-2-oxoethyl]-24-(3-aminopropyl)-15,21-bis(carboxymethyl)-6-(1-carboxypropan-2-yl)-9-(hydroxymethyl)-18,31-dimethyl-2,5,8,11,14,17,20,23,26,29-decaoxo-1-oxa-4,7,10,13,16,19,22,25,28-nonaazacyclohentriacontan-30-yl]carbamoyl}-3-[(2S)-3-carbamoyl-2-[(2S)-2-decanamido-3-(1H-indol-3-yl)propanamido]propanamido]propanoic acid
• IUPAC传统名: daptomycin
• 商标名: Cubicin
• 别名: Daptomycin

登记号

• CAS号: 103060-53-3
• PubChem SID: 162224796
• PubChem CID: 16129629
• ATC码: J01XX09
• CHEMBL: 508162
• Chemspider ID: 10482098
• DrugBank ID: DB00080
• KEGG ID: D01080
• 美国药典/FDA物质标识码: NWQ5N31VKK
• 维基百科标题: Daptomycin

理论计算性质

• Acid pKa: 2.9766474
• 质子受体: 27
• 质子供体: 22
• LogD (pH = 5.5): -14.167885
• LogD (pH = 7.4): -18.900747
• Log P: -9.365402
• 摩尔折射率: 393.5654 cm^3
• 极化性: 155.05566 Å^3
• 极化表面积: 702.02 Å^2
• 可自由旋转的化学键: 35
• 里宾斯基五规则: false

分子性质

药理学性质

• 给药途径: Intravenous
• 生物利用度: n/a
• 排泄: Renal (78%; primarily as unchanged drug); Faeces (5.7%)
• 半衰期: 7–11 hours (up to 28 hours in renal impairment)
• 代谢: Renal (speculative)
• 蛋白结合率: 90–95%
• 法定药品分级: Rx-only (US)
• 妊娠期药物分类: B (US)