carbenicillin   Click here for help

GtoPdb Ligand ID: 10768

Synonyms: BRL-2064 | BRL2064 | carboxybenzylpenicillin | CBPC | CP 15639-2 | CP-156392 | Pyopen®
Approved drug
carbenicillin is an approved drug
Compound class: Synthetic organic
Comment: Carbenicillin is a broad-spectrum, semi-synthetic carboxypenicillin antibiotic. It has Gram-negative activity, including against Pseudomonas aeruginosa, but has limited Gram-positive coverage. It is sensitive to β-lactamase degradation.
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 149.31
Molecular weight 378.09
XLogP 1.84
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES O=C(C(c1ccccc1)C(=O)O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
Isomeric SMILES O=C(C(c1ccccc1)C(=O)O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
InChI InChI=1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/t9?,10-,11+,14-/m1/s1
InChI Key FPPNZSSZRUTDAP-UWFZAAFLSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name Click here for help
(2S,5R,6R)-6-[(2-carboxy-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
2516 carbenicillin
Synonyms Click here for help
BRL-2064 | BRL2064 | carboxybenzylpenicillin | CBPC | CP 15639-2 | CP-156392 | Pyopen®
Database Links Click here for help
CAS Registry No. 4697-36-3 (source: PubChem)
ChEMBL Ligand CHEMBL1214
DrugCentral Ligand 492
GtoPdb PubChem SID 405560209
PubChem CID 20824
Search Google for chemical match using the InChIKey FPPNZSSZRUTDAP-UWFZAAFLSA-N
Search Google for chemicals with the same backbone FPPNZSSZRUTDAP
Search PubMed clinical trials carbenicillin
Search PubMed titles carbenicillin
Search PubMed titles/abstracts carbenicillin
Search UniChem for chemical match using the InChIKey FPPNZSSZRUTDAP-UWFZAAFLSA-N
Search UniChem for chemicals with the same backbone FPPNZSSZRUTDAP