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
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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
1. Boniece WS, Wick WE, Holmes DH, Redman CE. (1962)
In vitro and in vivo laboratory evaluation of cephalothin, a new broad spectrum antibiotic.
J Bacteriol, 84: 1292-6. [PMID:13968796]
2. Simon HJ, Axline SG, Vosti KL. (1965)
Cephalothin. Its in vitro antibacterial spectrum as studied in a diagnostic laboratory.
Calif Med, 103 (6): 395-9. [PMID:5847736]
3. Takeda M, Babu E, Narikawa S, Endou H. (2002)
Interaction of human organic anion transporters with various cephalosporin antibiotics.
Eur J Pharmacol, 438 (3): 137-42. [PMID:11909604]