cefalotin   Click here for help

GtoPdb Ligand ID: 8798

Synonyms: cephalothin | cephalotin | Keflin®
Approved drug PDB Ligand
cefalotin is an approved drug (FDA (1974))
Compound class: Synthetic organic
Comment: Cefalotin is a semisynthetic, first generation cephalosporin belonging to the β-lactam class of antibacterial compounds [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 166.55
Molecular weight 396.04
XLogP -0.2
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(=O)OCC1=C(C(=O)O)N2C(SC1)C(C2=O)NC(=O)Cc1cccs1
Isomeric SMILES CC(=O)OCC1=C(C(=O)O)N2[C@H](SC1)[C@@H](C2=O)NC(=O)Cc1cccs1
InChI InChI=1S/C16H16N2O6S2/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23)/t12-,15-/m1/s1
InChI Key XIURVHNZVLADCM-IUODEOHRSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1974))
IUPAC Name Click here for help
(6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
1477 cefalotin
Synonyms Click here for help
cephalothin | cephalotin | Keflin®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Cephalotin
Other databases
CAS Registry No. 153-61-7
ChEBI CHEBI:124991
ChEMBL Ligand CHEMBL617
DrugBank Ligand DB00456
DrugCentral Ligand 574
GtoPdb PubChem SID 252827456
PubChem CID 6024
RCSB PDB Ligand CLS
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UniChem Compound Search for chemical match using the InChIKey XIURVHNZVLADCM-IUODEOHRSA-N
UniChem Connectivity Search for chemical match using the InChIKey XIURVHNZVLADCM-IUODEOHRSA-N
Wikipedia Cefalotin