antazoline   Click here for help

GtoPdb Ligand ID: 7116

Approved drug
antazoline is an approved drug
Compound class: Synthetic organic
Comment: There is no information regarding approval for clinical use of this drug on the US FDA website. Other national approval agencies may have granted marketing authorisation.
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 3
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 27.63
Molecular weight 265.16
XLogP 3.37
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 c1ccc(cc1)CN(c1ccccc1)CC1=NCCN1
Isomeric SMILES c1ccc(cc1)CN(c1ccccc1)CC1=NCCN1
InChI InChI=1S/C17H19N3/c1-3-7-15(8-4-1)13-20(14-17-18-11-12-19-17)16-9-5-2-6-10-16/h1-10H,11-14H2,(H,18,19)
InChI Key REYFJDPCWQRWAA-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
N-benzyl-N-(4,5-dihydro-1H-imidazol-2-ylmethyl)aniline
International Nonproprietary Names Click here for help
INN number INN
1142 antazoline
Database Links Click here for help
CAS Registry No. 91-75-8
ChEMBL Ligand CHEMBL1305
DrugBank Ligand DB08799
DrugCentral Ligand 224
GtoPdb PubChem SID 178103693
PubChem CID 2200
Search Google for chemical match using the InChIKey REYFJDPCWQRWAA-UHFFFAOYSA-N
Search Google for chemicals with the same backbone REYFJDPCWQRWAA
Search PubMed clinical trials antazoline
Search PubMed titles antazoline
Search PubMed titles/abstracts antazoline
UniChem Compound Search for chemical match using the InChIKey REYFJDPCWQRWAA-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey REYFJDPCWQRWAA-UHFFFAOYSA-N
Wikipedia Antazoline