化合物信息

ID:152

基本信息

化学结构

分子式

C₁₆H₁₇N₉O₅S₃

分子量

511.55848

精确质量

511.05147769

电荷

InChI

InChI=1S/C16H17N9O5S3/c1-24-16(20-22-23-24)33-4-6-3-31-13-9(12(27)25(13)10(6)14(28)29)19-11(26)8(21-30-2)7-5-32-15(17)18-7/h5,9,13H,3-4H2,1-2H3,(H2,17,18)(H,19,26)(H,28,29)/b21-8+/t9-,13-/m1/s1

InChIKey

HJJDBAOLQAWBMH-DKQCJYJNSA-N

Canonic Smiles

CO/N=C(/C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnnn1C)\c1csc(n1)N

Isomeric Smiles

S1[C@H]2N(C(=O)[C@H]2NC(=O)/C(=N/OC)/c2nc(sc2)N)C(=C(C1)CSc1n(nnn1)C)C(=O)O

计算属性

JChem

Acid pKa

3.0366993

质子受体

质子供体

LogD (pH = 5.5)

-2.4868429

LogD (pH = 7.4)

-3.553978

Log P

-1.4007788

摩尔折射率

133.5115

极化性

45.1463

极化表面积

190.81

可自由旋转的化学键

里宾斯基五规则

false

ALOGPS 2.1

Log P

-0.13

LOG S

-3.06

溶解度

4.46e-01 g/l

数据来源

学术数据

产品目录

数据来源

名称和标识

商标名

CefmaxBestcallTacef

别名

CefmenoximeCefmenoxime hydrochlorideCefmenoximum [INN-Latin]Cefmenoxima [INN-Spanish](6R,7R)-7-[2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

IUPAC传统名

bestcall (6R,7R)-7-[2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(1-methyl-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

IUPAC标准名

(6R,7R)-7-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (6R,7R)-7-[2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

名称和标识

数据登录号

CAS号

PubChem SID

MDL号

PubChem CID

数据登录号

化合物性质

理化性质

疏水性(logP)

-1.3

0.252

熔点

159 - 161°C

产品相关信息

纯度

95%

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

点击上传数据

描述信息

DrugBank

DB00267

Drug Groups

approved

Description

Cefmenoxime is a third-generation cephalosporin antibiotic. [Wikipedia]

Indication

Used to treat female gynecologic and obstetric infections caused by susceptible aerobic (including the gonococcus) and anaerobic bacteria.

Pharmacology

Cefmenoxime is a semisynthetic beta-lactam cephalosporin antibiotic with activity similar to that of cefotaxime. It has broad spectrum activity against Gram positive and Gram negative bacteria.

Toxicity

Information on cefmenoxime overdosage in humans is not available. However, with other b-lactam antibiotics, adverse effects following overdosage have included nausea, vomiting, epigastric distress, diarrhea, and convulsions.

Affected Organisms

Enteric bacteria and other eubacteria

Biotransformation

Not appreciably metabolized.

Absorption

Bioavailability is approximately 100% following intramuscular injection.

Half Life

1 hour

Protein Binding

50-70%

References

• Yokota N, Koguchi M, Suzuki Y, Fukayama S, Ishihara R, Deguchi K, Oda S, Tanaka S, Nakane Y, Fukumoto T: [Antibacterial activities of cefmenoxime against recent fresh clinical isolates from patients in sinusitis] Jpn J Antibiot. 1995 May;48(5):602-9. [Pubmed]

• Paladino JA, Fell RE: Pharmacoeconomic analysis of cefmenoxime dual individualization in the treatment of nosocomial pneumonia. Ann Pharmacother. 1994 Mar;28(3):384-9. [Pubmed]

• Duncker GI, Reich U, Krausse R: Cefmenoxime in corneal organ culture. Ophthalmologica. 1994;208(5):262-6. [Pubmed]

• Tsuchiya K, Kondo M, Kida M, Nakao M, Iwahi T, Nishi T, Noji Y, Takeuchi M, Nozaki Y: Cefmenoxime (SCE-1365), a novel broad-spectrum cephalosporin: in vitro and in vivo antibacterial activities. Antimicrob Agents Chemother. 1981 Jan;19(1):56-65. [Pubmed]

External Links

• [Wikipedia]

描述信息

参考文献

PubChem文献

数据源提供

• Paladino JA, Fell RE: Pharmacoeconomic analysis of cefmenoxime dual individualization in the treatment of nosocomial pneumonia. Ann Pharmacother. 1994 Mar;28(3):384-9. Pubmed

• Duncker GI, Reich U, Krausse R: Cefmenoxime in corneal organ culture. Ophthalmologica. 1994;208(5):262-6. Pubmed

参考文献

生物活性

PubChem BioAssay

生物活性

导航

基本信息

计算属性

• RDKit

• JChem

• ALOGPS 2.1

数据来源

• 学术数据

• 产品目录

名称和标识

• 商标名

• 别名

• IUPAC传统名

• IUPAC标准名

数据登录号

• CAS号

• PubChem SID

• MDL号

• PubChem CID

化合物性质

• 理化性质

• 产品相关信息

• DrugBank

• PubChem文献

• 数据源提供

生物活性

• PubChem BioAssay

产品目录

Enamine

EN300-122381

商标名

CefmaxBestcallTacef

别名

IUPAC传统名

bestcall (6R,7R)-7-[2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(1-methyl-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

IUPAC标准名

PubChem SID

160963615

理化性质

疏水性(logP)

-1.3

0.252

熔点

159 - 161°C

产品相关信息

纯度

95%

DrugBank

DB00267

Drug Groups

approved

Description

Cefmenoxime is a third-generation cephalosporin antibiotic. [Wikipedia]

Indication

Used to treat female gynecologic and obstetric infections caused by susceptible aerobic (including the gonococcus) and anaerobic bacteria.

Pharmacology

Cefmenoxime is a semisynthetic beta-lactam cephalosporin antibiotic with activity similar to that of cefotaxime. It has broad spectrum activity against Gram positive and Gram negative bacteria.

Toxicity

Affected Organisms

Enteric bacteria and other eubacteria

Biotransformation

Not appreciably metabolized.

Absorption

Bioavailability is approximately 100% following intramuscular injection.

Half Life

1 hour

Protein Binding

50-70%

References

• Paladino JA, Fell RE: Pharmacoeconomic analysis of cefmenoxime dual individualization in the treatment of nosocomial pneumonia. Ann Pharmacother. 1994 Mar;28(3):384-9. [Pubmed]

• Duncker GI, Reich U, Krausse R: Cefmenoxime in corneal organ culture. Ophthalmologica. 1994;208(5):262-6. [Pubmed]

External Links

• [Wikipedia]

数据源提供

• Paladino JA, Fell RE: Pharmacoeconomic analysis of cefmenoxime dual individualization in the treatment of nosocomial pneumonia. Ann Pharmacother. 1994 Mar;28(3):384-9. Pubmed

• Duncker GI, Reich U, Krausse R: Cefmenoxime in corneal organ culture. Ophthalmologica. 1994;208(5):262-6. Pubmed