(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(2H3)methoxyimino]acetamido]-3-[(E)-2-{[5,6-dioxo-4-(2-oxoethyl)-1,4,5,6-tetrahydro-1,2,4-triazin-3-yl]sulfanyl}ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

• ChemBase编号: 163944
• 分子式: C20H18N8O8S3
• 平均质量: 594.60072
• 单一同位素质量: 594.04097258
• SMILES: [C@H]1(C(=O)N2[C@@H]1SCC(=C2C(=O)O)/C=C/Sc1n(c(=O)c(=O)[nH]n1)CC=O)NC(=O)/C(=N\OC)/c1nc(sc1)N
• Canonical SMILES: O=CCn1c(S/C=C/C2=C(C(=O)O)N3[C@H](SC2)[C@@H](C3=O)NC(=O)/C(=N\OC)/c2csc(n2)N)n[nH]c(=O)c1=O
• InChI: InChI=1S/C20H18N8O8S3/c1-36-26-10(9-7-39-19(21)22-9)13(30)23-11-15(32)28-12(18(34)35)8(6-38-17(11)28)2-5-37-20-25-24-14(31)16(33)27(20)3-4-29/h2,4-5,7,11,17H,3,6H2,1H3,(H2,21,22)(H,23,30)(H,24,31)(H,34,35)/b5-2+,26-10-/t11-,17-/m1/s1
• InChIKey: WJXAHFZIHLTPFR-JLRJEBFFSA-N

名称和登记号

名称

• IUPAC标准名: (6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(^2H₃)methoxyimino]acetamido]-3-[(E)-2-{[5,6-dioxo-4-(2-oxoethyl)-1,4,5,6-tetrahydro-1,2,4-triazin-3-yl]sulfanyl}ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• IUPAC传统名: (6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(^2H₃)methoxyimino]acetamido]-3-[(E)-2-{[5,6-dioxo-4-(2-oxoethyl)-1H-1,2,4-triazin-3-yl]sulfanyl}ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 别名: Cefathiolene-d3; Cefatiolene-d3; RP 42980-d3; Ceftiolene-d3; (6R,7R)-7-[[(2Z)-(2-Amino-4-thiazolyl)[(methoxy-d3)imino]acetyl]amino]-8-oxo-3-[(1E)-2-[[1,4,5,6-tetrahydro-5,6-dioxo-4-(2-oxoethyl)-1,2,4-triazin-3-yl]thio]ethenyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid; [6R-[3(E),6α,7β(Z)]]-7-[[(2-Amino-4-thiazolyl)[(methoxy-d3)imino]acetyl]amino]-8-oxo-3-[2-[[1,4,5,6-tetrahydro-5,6-dioxo-4-(2-oxoethyl)-1,2,4-triazin-3-yl]thio]ethenyl]-5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

登记号

• PubChem SID: 162258079
• PubChem CID: 71314626

理论计算性质

• Acid pKa: 3.2393026
• 质子受体: 12
• 质子供体: 4
• LogD (pH = 5.5): -3.5211868
• LogD (pH = 7.4): -5.453847
• Log P: -2.404968
• 摩尔折射率: 138.8658 cm^3
• 极化性: 52.129482 Å^3
• 极化表面积: 226.05 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - C244752

A labelled third-generation cephalosporin; β-lactam antibiotic.

参考文献

• Williamson, R. et al.: J. Antimicrob. Chemother., 14, 581 (1984)
• Duval, J. et al.: Pathol. Biol., 31, 357 (1984)