ticarcillin   Click here for help

GtoPdb Ligand ID: 10928

Synonyms: BRL-2288 | BRL2288 | Ticar | Timentin® (ticarcillin + clavulanate)
Approved drug
ticarcillin is an approved drug (FDA (1985))
Compound class: Synthetic organic
Comment: Ticarcillin is a broad-spectrum, semi-synthetic, parenteral penicillin (β-lactam) antibacterial for the treatment of Gram-negative bacteria. Bacteria that express β-lactamases are resistant to ticarcillin.
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 177.55
Molecular weight 384.04
XLogP 1.23
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES O=C([C@@H](c1cscc1)C(=O)O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
Isomeric SMILES O=C([C@@H](c1cscc1)C(=O)O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
InChI InChI=1S/C15H16N2O6S2/c1-15(2)9(14(22)23)17-11(19)8(12(17)25-15)16-10(18)7(13(20)21)6-3-4-24-5-6/h3-5,7-9,12H,1-2H3,(H,16,18)(H,20,21)(H,22,23)/t7-,8-,9+,12-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1985))
IUPAC Name Click here for help
(2S,5R,6R)-6-[[(2R)-2-carboxy-2-thiophen-3-ylacetyl]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
3406 ticarcillin
Synonyms Click here for help
BRL-2288 | BRL2288 | Ticar | Timentin® (ticarcillin + clavulanate)
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo
Reactome Drug Reactome logo R-ALL-9695419
Reactome Reaction Reactome logo R-HSA-9695415
Other databases
BindingDB Ligand 50103522
CAS Registry No. 34787-01-4 (source: WHO INN record)
ChEMBL Ligand CHEMBL1449
DrugBank Ligand DB01607
DrugCentral Ligand 2656
GtoPdb PubChem SID 405560369
PubChem CID 36921
Search Google for chemical match using the InChIKey OHKOGUYZJXTSFX-KZFFXBSXSA-N
Search Google for chemicals with the same backbone OHKOGUYZJXTSFX
Search PubMed clinical trials ticarcillin
Search PubMed titles ticarcillin
Search PubMed titles/abstracts ticarcillin
UniChem Compound Search for chemical match using the InChIKey OHKOGUYZJXTSFX-KZFFXBSXSA-N
UniChem Connectivity Search for chemical match using the InChIKey OHKOGUYZJXTSFX-KZFFXBSXSA-N