(19S)-19-ethyl-10-[(2,2,2-2H3)ethyl]-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione

• ChemBase编号: 168451
• 分子式: C22H20N2O4
• 平均质量: 376.4052
• 单一同位素质量: 376.14230713
• SMILES: c1ccc2c(c1)c(c1c(n2)c2n(C1)c(=O)c1c(c2)[C@@](C(=O)OC1)(O)CC)CC
• Canonical SMILES: CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4ccccc4c(c3Cn1c2=O)CC
• InChI: InChI=1S/C22H20N2O4/c1-3-12-13-7-5-6-8-17(13)23-19-14(12)10-24-18(19)9-16-15(20(24)25)11-28-21(26)22(16,27)4-2/h5-9,27H,3-4,10-11H2,1-2H3/t22-/m0/s1
• InChIKey: MYQKIWCVEPUPIL-QFIPXVFZSA-N

名称和登记号

名称

• IUPAC标准名: (19S)-19-ethyl-10-[(2,2,2-^2H₃)ethyl]-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0^2,^1^1.0^4,^9.0^1^5,^2^0]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
• IUPAC传统名: (19S)-19-ethyl-10-[(2,2,2-^2H₃)ethyl]-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0^2,^1^1.0^4,^9.0^1^5,^2^0]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
• 别名: (4S)-4,11-Diethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione-d3; 7-Ethyl-d3-20(S)-camptothecin; SN 22-d3; 7-Ethyl-d3-camptothecin

登记号

• PubChem SID: 162262583
• PubChem CID: 46781532

理论计算性质

• Acid pKa: 11.708988
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 2.1685379
• LogD (pH = 7.4): 2.1780884
• Log P: 2.1782334
• 摩尔折射率: 104.1347 cm^3
• 极化性: 40.79165 Å^3
• 极化表面积: 79.73 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Dimethyl Sulfoxide; N,N-Dimethylformamide
• 外观: Beige Solid

详细说明

Toronto Research Chemicals - E900832

An anticancer drug, showed strong activity against various murine tumors. A Labelled camptothecin(CPT) derivative as antineoplastic agent against drug-resistant tumors.

参考文献

• Miyake, K., et al.: Cancer Res., 59, 8 (1999)
• Brangi, M., et al.: Cancer Res., 59 5938 (1999)
• Bom, D., et al.: J. Med. Chem., 43, 3970 (1999)
• Gamcsik, M., et al.: Mol. Cancer Ther., 1, 11 (2001).