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clorazepate   Click here for help

GtoPdb Ligand ID: 7548

Synonyms: 4306 CB | Tranxene®
Approved drug
clorazepate is an approved drug (FDA (1972))
Compound class: Synthetic organic
Comment: The marketed formulation is a racemic mixture of stereo-isomers; R-clorazepate and S-clorazepate. We show the non-isomeric molecule to represent this mixture.
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 5
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 78.76
Molecular weight 314.05
XLogP 3.39
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 OC(=O)C1N=C(c2ccccc2)c2c(NC1=O)ccc(c2)Cl
Isomeric SMILES OC(=O)C1N=C(c2ccccc2)c2c(NC1=O)ccc(c2)Cl
InChI InChI=1S/C16H11ClN2O3/c17-10-6-7-12-11(8-10)13(9-4-2-1-3-5-9)19-14(16(21)22)15(20)18-12/h1-8,14H,(H,18,20)(H,21,22)
InChI Key XDDJGVMJFWAHJX-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
Ligand families/groups Benzodiazepine class drugs
Approved drug? Yes. US FDA (1972)
IUPAC Name Click here for help
7-chloro-2-oxo-5-phenyl-1,3-dihydro-1,4-benzodiazepine-3-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
2224 dipotassium clorazepate
Synonyms Click here for help
4306 CB | Tranxene®
Database Links Click here for help
CAS Registry No. 23887-31-2
ChEBI CHEBI:3761
ChEMBL Ligand CHEMBL1213252
DrugBank Ligand DB00628
DrugCentral Ligand 711
GtoPdb PubChem SID 223365884
PubChem CID 2809
Search Google for chemical match using the InChIKey XDDJGVMJFWAHJX-UHFFFAOYSA-N
Search Google for chemicals with the same backbone XDDJGVMJFWAHJX
Search PubMed clinical trials dipotassium clorazepate
Search PubMed titles dipotassium clorazepate
Search PubMed titles/abstracts dipotassium clorazepate
UniChem Compound Search for chemical match using the InChIKey XDDJGVMJFWAHJX-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey XDDJGVMJFWAHJX-UHFFFAOYSA-N
Wikipedia Clorazepate