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Cefcapene

CAT: 0804-HY-A0112Size: 1 EachDry Ice: NoHazardous: No
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Description
Cefcapene is an orally active cephem antibiotic. Cefcapene inactivates chromosome-encoded class C β-lactamases. Cefcapene can be used for antibacterial research[1].
CAS Number
135889-00-8
UNSPSC
12352005
Hazard Statement
H302-H315-H319-H335
Target
Antibiotic; Bacterial
Related Pathways
Anti-infection
Field of Research
Infection
Smiles
C(O)(=O)C=1N2[C@@]([C@H](NC(/C(=C\CC)/C=3N=C(N)SC3)=O)C2=O)(SCC1COC(N)=O)[H]
Molecular Formula
C17H19N5O6S2
Molecular Weight
453.49
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
References & Citations
[1]Alba J, et al. Cefcapene inactivates chromosome-encoded class C beta-lactamases. J Infect Chemother. 2002 Sep;8 (3) :207-10.
Shipping Conditions
Room temperature
Scientific Category
Reference compound2
Clinical Information
No Development Reported

Chemical Information

Cefcapene

Cefcapene is a cephalosporin compound having (carbamoyloxy)methyl and N-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoyl]amino side-groups. It is used (generally as the corresponnding pivaloyloxymethyl ester prodrug) as an oral antibacterial. It has a role as an antibacterial drug. It is a secondary carboxamide, a carbamate ester, a cephalosporin, a carboxylic acid, a member of 1,3-thiazoles and an enamide.

CAS Number135889-00-8
PubChem CID6436055
IUPAC Name(6R,7R)-7-[[(Z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoyl]amino]-3-(carbamoyloxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Molecular FormulaC17H19N5O6S2
Molecular Weight453.5
XLogP-0.5
Topological Polar Surface Area231
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count10
Rotatable Bond Count8
Heavy Atom Count30
Formal Charge0
Complexity831
SMILES
CC/C=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)O
InChI
InChI=1S/C17H19N5O6S2/c1-2-3-8(9-6-30-16(18)20-9)12(23)21-10-13(24)22-11(15(25)26)7(4-28-17(19)27)5-29-14(10)22/h3,6,10,14H,2,4-5H2,1H3,(H2,18,20)(H2,19,27)(H,21,23)(H,25,26)/b8-3-/t10-,14-/m1/s1
InChIKey
HJJRIJDTIPFROI-NVKITGPLSA-N
Chemical Structure
2D Structure
2D structure of Cefcapene
CAS: 135889-00-8
CID: 6436055
Formula: C17H19N5O6S2
MW: 453.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight453.5
XLogP3-0.5
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count10
Rotatable Bond Count8
Exact Mass453.07767569
Monoisotopic Mass453.07767569
Topological Polar Surface Area231 Ų
Heavy Atom Count30
Formal Charge0
Complexity831
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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