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terizidone   Click here for help

GtoPdb Ligand ID: 14307

Synonyms: Terivalidin®
Approved drug
terizidone is an approved drug
Compound class: Synthetic organic
Comment: Terizidone is a derivative of cycloserine and used as a second-line treatment of drug-resistant tuberculosis.
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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Click here for structure editor
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 4
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 101.38
Molecular weight 302.29
XLogP -1.57
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 C1=C(C=CC(=C1)C=NC2CONC2=O)C=NC3CONC3=O
Isomeric SMILES C1C(C(=O)NO1)N=CC2=CC=C(C=C2)C=NC3CONC3=O
InChI InChI=1S/C14H14N4O4/c19-13-11(7-21-17-13)15-5-9-1-2-10(4-3-9)6-16-12-8-22-18-14(12)20/h1-6,11-12H,7-8H2,(H,17,19)(H,18,20)
InChI Key ODKYYBOHSVLGNU-UHFFFAOYSA-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.
IUPAC Name Click here for help
4-[[4-[(3-oxo-1,2-oxazolidin-4-yl)iminomethyl]phenyl]methylideneamino]-1,2-oxazolidin-3-one
International Nonproprietary Names Click here for help
INN number INN
1707 terizidone
Synonyms Click here for help
Terivalidin®
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Terizidone
Other databases
CAS Registry No. 25683-71-0 (source: Scifinder)
PubChem CID 65720
Search Google for chemical match using the InChIKey ODKYYBOHSVLGNU-UHFFFAOYSA-N
Search Google for chemicals with the same backbone ODKYYBOHSVLGNU
Search PubMed clinical trials terizidone
Search PubMed titles terizidone
Search PubMed titles/abstracts terizidone
UniChem Compound Search for chemical match using the InChIKey ODKYYBOHSVLGNU-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey ODKYYBOHSVLGNU-UHFFFAOYSA-N