ceftazidime   Click here for help

GtoPdb Ligand ID: 10762

Synonyms: CAZ | Fortaz® | Fortum® | GR 20263 | GR-20263 | GR20263 | LY-139381 | LY139381 | Pentacef® | Tazicef®
Approved drug
ceftazidime is an approved drug (UK (1983), FDA (1985))
Compound class: Synthetic organic
Comment: Ceftazidime is a third generation cephalosporin bactericidal antibacterial [1]. The clinically administered drug is the pentahydrate form.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 244.76
Molecular weight 546.1
XLogP -1.19
No. Lipinski's rules broken 0
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Canonical SMILES O=C1[C@@H](NC(=O)/C(=N\OC(C(=O)O)(C)C)/c2csc(n2)N)[C@@H]2N1C(=C(CS2)C[n+]1ccccc1)C(=O)[O-]
Isomeric SMILES O=C1[C@@H](NC(=O)/C(=N\OC(C(=O)O)(C)C)/c2csc(n2)N)[C@@H]2N1C(=C(CS2)C[n+]1ccccc1)C(=O)[O-]
InChI InChI=1S/C22H22N6O7S2/c1-22(2,20(33)34)35-26-13(12-10-37-21(23)24-12)16(29)25-14-17(30)28-15(19(31)32)11(9-36-18(14)28)8-27-6-4-3-5-7-27/h3-7,10,14,18H,8-9H2,1-2H3,(H4-,23,24,25,29,31,32,33,34)/b26-13-/t14-,18-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (UK (1983), FDA (1985))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
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IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
4886 ceftazidime
Synonyms Click here for help
CAZ | Fortaz® | Fortum® | GR 20263 | GR-20263 | GR20263 | LY-139381 | LY139381 | Pentacef® | Tazicef®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Ceftazidime | Avycaz/Zavicefta (Ceftazidime/Avibactam)
Other databases
BindingDB Ligand 50420259
CAS Registry No. 72558-82-8 (source: PubChem)
ChEMBL Ligand CHEMBL44354
GtoPdb PubChem SID 405560203
PubChem CID 5481173
Search Google for chemical match using the InChIKey ORFOPKXBNMVMKC-DWVKKRMSSA-N
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UniChem Compound Search for chemical match using the InChIKey ORFOPKXBNMVMKC-DWVKKRMSSA-N
UniChem Connectivity Search for chemical match using the InChIKey ORFOPKXBNMVMKC-DWVKKRMSSA-N