CAS 68373-14-8|CAS 69388-84-7|(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ<sup>6</sup>-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid|(2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carbo...

基本信息

化学结构

分子式

C₈H₁₁NO₅S

分子量

233.24164

精确质量

233.03579346

电荷

InChI

InChI=1S/C8H11NO5S/c1-8(2)6(7(11)12)9-4(10)3-5(9)15(8,13)14/h5-6H,3H2,1-2H3,(H,11,12)/t5-,6+/m1/s1

InChIKey

FKENQMMABCRJMK-RITPCOANSA-N

Canonic Smiles

OC(=O)[C@@H]1N2C(=O)C[C@H]2S(=O)(=O)C1(C)C

Isomeric Smiles

S1(=O)(=O)C([C@@H](N2[C@H]1CC2=O)C(=O)O)(C)C

计算属性

JChem

LogD (pH = 7.4)

-4.33

LogD (pH = 5.5)

-3.15

Log P

-0.89

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

true

Acid pKa

3.22

极化表面积

91.75

极化性

20.64

摩尔折射率

48.21

LOG S

-1.67

数据来源

名称和标识

IUPAC标准名

(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

别名

(2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxideBetamazePenicillanic acid dioxideSodium Penicillanate 1,1-DioxideUnasyn IMPenicillanic acid 1,1-dioxideCP 45899-2Sulbactam Sodium SaltAntibiotic CP 45899(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidSulbactamCP 45899(2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxidePenicillanic acid sulfonePenicillanic acid S,S-dioxideSulbactamSulbactam SodiumSodium SulbactamSulbactam Sodium Salt(2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid 4,4-Dioxide Sodium SaltPenicillanic Acid 1,1-Dioxide Sodium SaltSodium 1,1-Dioxypenicillanate3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxideCP-45,899sulbactampenicillanic acid sulfone(2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid 4,4-dioxidepenicillanic acid 1,1-dioxide(2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide

IUPAC传统名

(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid sulbactam (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

国际非专利药品(INN)

sulbactamsulbactamum

名称和标识

数据登录号

CAS号

MDL号

EC号

PubChem CID

PubChem SID

ACToR数据库

BKMS React数据库

SABIO-RK数据库

649165304016730072676602

EnzymePortal数据库

Q51355P05193P80545P81781

BRENDA Ligand数据库

1420105742

UniProt数据库

Q51355P81781P05193Q5YXD6P80545

MetaboLights数据库

KEGG DRUG Database

PDB数据库

CHEBI ID

LINCS数据库

BRENDA数据库

Drug Central Database

KEGG ID

CompTox数据库

Beilstein号

专利号

维基百科标题

CHEMBL

SureChEMBL数据库

数据登录号

化合物性质

产品相关信息

Empirical Formula (Hill Notation)

C8H11NO5S

纯度

≥98% (HPLC)

95%

质检报告

下载链接

应用领域

Antibiotic

Has only weak antibacterial activity except against Neisseria gonorrhoeae; Neisseria meningitidis

Free Base

药理学性质

生物活性机理

Inhibits beta-lactamases of the Richmond-Sykes types I; II; III; IV; V

Beta-Lactamase inhibitor

作用靶点

Others

化合物性质

分子相关蛋白质

分子图谱

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描述信息

TRC

S699185

A semi-synthetic β-lactamase inhibitor. It is used in combination with β-lactam antibiotics as antibacterial.

描述信息

参考文献

PubChem文献

数据源提供

• Stromberg, B.V., Surg. Gynecol. Obstet., 162, 575 (1978)

• Campoli-Richards, D.M., et al.: Drugs, 33, 577 (1978)

• English, A.R., et al.: Antimicrob. Agents Chemother., 14, 414 (1978)

• Mehtar, S., et al.: J. Antimicrob. Chemother., 17, 389 (1978)

• Ger. Pat., 1978, 2 854 535; CA, 90, 121589r, (synth, pharmacol)

• Kapur, J.C. et al., Tet. Lett., 1985, 26, 3875, (synth)

• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 250

• Sheehan, J.C. et al., J.A.C.S., 1953, 75, 3292; 1959, 81, 5838

• Noguchi, J.K. et al., Clin. Pharm., 1988, 7, 37, (rev)

• Barrett, A.G.M. et al., J.O.C., 1990, 55, 5110, (synth, ir, pmr, ms)

• Howard, A.J. et al., Drugs Exp. Clin. Res., 1979, 5, 7, (pharmacol)

• Foulds, G. et al., Antimicrob. Agents Chemother., 1983, 23, 692, (props)

• Gibon, V. et al., Acta Cryst. C, 1988, 44, 652, (cryst struct)

• Volkmann, R.A. et al., J.O.C., 1982, 47, 3344, (synth)

• Brenner, D.G. et al., Biochemistry, 1981, 20, 3680; 1984, 23, 5833, (synth, props)

• Evrard, E. et al., Nature (London), 1964, 201, 1124, (gc, esters)

• Yang, X. et al., CA, 1986, 104, 224752, (synth)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, PAP600

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

IUPAC标准名

(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

别名

IUPAC传统名

(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid sulbactam (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

国际非专利药品(INN)

sulbactamsulbactamum

数据登录号

CAS号

MDL号

EC号

PubChem CID

PubChem SID