chlordiazepoxide   Click here for help

GtoPdb Ligand ID: 3370

Synonyms: chlordiazepoxide HCl | Librium® | Lygen®
Approved drug
chlordiazepoxide is an approved drug (FDA (1960))
Compound class: Synthetic organic
Comment: Chlordiazepoxide is a benzodiazepine drug. The structure shown here is the same as that shown in the INN document for this compound. However, chlordiazepoxide is also commonly represented in the literature with the structure shown by CID 2712.
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species
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 CDK toolkit. 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 2
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 50.46
Molecular weight 299.08
XLogP 2.36
No. Lipinski's rules broken 0
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.

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Canonical SMILES CNC1=Nc2ccc(cc2C(=[N+](C1)[O-])c1ccccc1)Cl
Isomeric SMILES CNC1=Nc2ccc(cc2C(=[N+](C1)[O-])c1ccccc1)Cl
InChI InChI=1S/C16H14ClN3O/c1-18-15-10-20(21)16(11-5-3-2-4-6-11)13-9-12(17)7-8-14(13)19-15/h2-9H,10H2,1H3,(H,18,19)
InChI Key ANTSCNMPPGJYLG-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Benzodiazepine class drugs
Approved drug? Yes (FDA (1960))
IUPAC Name Click here for help
7-chloro-4-hydroxy-N-methyl-5-phenyl-3H-1,4-benzodiazepin-2-imine
International Nonproprietary Names Click here for help
INN number INN
1049 chlordiazepoxide
Synonyms Click here for help
chlordiazepoxide HCl | Librium® | Lygen®
Database Links Click here for help
Specialist databases
GPCRdb Ligand chlordiazepoxide
Other databases
CAS Registry No. 58-25-3 (source: Drugbank)
ChEBI CHEBI:3611
ChEMBL Ligand CHEMBL451
DrugBank Ligand DB00475
DrugCentral Ligand 594
GtoPdb PubChem SID 178100393
PubChem CID 2712
Search Google for chemical match using the InChIKey ANTSCNMPPGJYLG-UHFFFAOYSA-N
Search Google for chemicals with the same backbone ANTSCNMPPGJYLG
Search PubMed clinical trials chlordiazepoxide
Search PubMed titles chlordiazepoxide
Search PubMed titles/abstracts chlordiazepoxide
UniChem Compound Search for chemical match using the InChIKey ANTSCNMPPGJYLG-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey ANTSCNMPPGJYLG-UHFFFAOYSA-N
Wikipedia Chlordiazepoxide