mitotane   Click here for help

GtoPdb Ligand ID: 6957

Synonyms: CB-313 | Lysodren®
Approved drug
mitotane is an approved drug (FDA (1970), EMA (2004))
Compound class: Synthetic organic
Comment: The molecular mechanism underlying mitotane's clinical effects is complex and poorly understood [1].

mitotane is commercially available from our sponsors

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 0
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 0
Molecular weight 317.95
XLogP 6
No. Lipinski's rules broken 1

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 ClC(C(c1ccccc1Cl)c1ccc(cc1)Cl)Cl
Isomeric SMILES ClC(C(c1ccccc1Cl)c1ccc(cc1)Cl)Cl
InChI InChI=1S/C14H10Cl4/c15-10-7-5-9(6-8-10)13(14(17)18)11-3-1-2-4-12(11)16/h1-8,13-14H
InChI Key JWBOIMRXGHLCPP-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. FDA (1970)  |  EMA (2004)
IUPAC Name Click here for help
1-chloro-4-[2,2-dichloro-1-(2-chlorophenyl)ethyl]benzene
International Nonproprietary Names Click here for help
INN number INN
2597 mitotane
Synonyms Click here for help
CB-313 | Lysodren®
Database Links Click here for help
CAS Registry No. 53-19-0
ChEMBL Ligand CHEMBL1670
DrugBank Ligand DB00648
DrugCentral Ligand 1820
GtoPdb PubChem SID 178103539
PubChem CID 4211
Search Google for chemical match using the InChIKey JWBOIMRXGHLCPP-UHFFFAOYSA-N
Search Google for chemicals with the same backbone JWBOIMRXGHLCPP
Search PubMed clinical trials mitotane
Search PubMed titles mitotane
Search PubMed titles/abstracts mitotane
UniChem Compound Search for chemical match using the InChIKey JWBOIMRXGHLCPP-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey JWBOIMRXGHLCPP-UHFFFAOYSA-N
Wikipedia Mitotane

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MedChemExpress
Mitotane (links to external site)
Cat. No. HY-13690
Mitotane (Standard) (links to external site)
Cat. No. HY-13690R