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
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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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

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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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
InChI Key OHKOGUYZJXTSFX-KZFFXBSXSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
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 Ticarcillin
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
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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