基本情報
- CAS
114876-72-1- 標準SMILES
C/C=C\C1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@H](N)c3ccc(O)cc3)[C@H]2SC1.O- InChIKey
ALYUMNAHLSSTOU-HERYOFLYSA-N- 分子式
- C18H21N3O6S
- 平均分子量
- 407.4 g/mol
- 単同位体質量
- 407.11510657
概要
Cefprozil, (Z)- is an Z-isomer of a semi-synthetic cephalosporin and a beta-lactam antibiotic with bactericidal activity. Cefprozil's effect is dependent on its binding to penicillin-binding proteins (PBPs) located in the bacterial cytoplasmic membrane. Binding results in the inhibition of the transpeptidase enzymes, thereby preventing cross-linking of the pentaglycine bridge with the fourth residue of the pentapeptide and interrupting consequent synthesis of peptidoglycan chains. As a result, cefprozil inhibits bacterial septum and cell wall synthesis formation.
名称と識別子
- 優先名称
- Cefprozil, (Z)-
- IUPAC
- (6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-[(Z)-prop-1-enyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;hydrate
- 英語名
- Cefprozil (Z)-Isomer (200 mg)
- 分子式
- C18H21N3O6S
- 分子量
- 407.44
名称と別名
Cefprozil, (Z)-114876-72-1UNII-358K60B00HCefprozil (Z)-Isomer358K60B00HCEFPROZIL, Z-ISOMER5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-(((2R)-2-AMINO-2-(4-HYDROXYPHENYL)ACETYL)AMINO)-8-OXO-3-(1Z)-1-PROPEN-1-YL-, HYDRATE (1:1), (6R,7R)-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-((AMINO(4-HYDROXYPHENYL)ACETYL)AMINO)-8-OXO-3-(1-PROPENYL)-, MONOHYDRATE, (6R-(3(Z),6.ALPHA.,7.BETA.(R*)))-RefChem:1242485-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-((AMINO(4-HYDROXYPHENYL)ACETYL)AMINO)-8-OXO-3-(1-PROPENYL)-, MONOHYDRATE, (6R-(3(Z),6ALPHA,7BETA(R*)))-(6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-[(Z)-prop-1-enyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;hydrate(Z)-cefprozil hydrate
名称をさらに表示
CefprozilImpurity16-Isomer)Cefprozil Impurity 16（Cefprozil (Z)-Isomer）
SCHEMBL37022Cefprozil (Z)-Isomer monohydrateQ27256443(6R,7R)-7-((R)-2-Amino-2-(p-hydroxyphenyl)acetamido)-8-oxo-3-(1Z)-propenyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid monohydrate
物性
構造計算による物性
- 極性表面積
- 159 Ų
- 水素結合供与体数
- 5
- 水素結合受容体数
- 8
- 回転可能結合数
- 5
- 重原子数
- 28
- 形式電荷
- 0
- 複雑度
- 699
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