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lomustine   Click here for help

GtoPdb Ligand ID: 7214

Synonyms: CCNU | CeeNU®
Approved drug
lomustine is an approved drug (FDA (1976))
Compound class: Synthetic organic
Comment: Lomustine is an antineoplastic DNA alkylating agent.
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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 65.26
Molecular weight 233.09
XLogP 2.31
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 ClCCN(C(=NC1CCCCC1)O)N=O
Isomeric SMILES ClCCN(C(=NC1CCCCC1)O)N=O
InChI InChI=1S/C9H16ClN3O2/c10-6-7-13(12-15)9(14)11-8-4-2-1-3-5-8/h8H,1-7H2,(H,11,14)
InChI Key GQYIWUVLTXOXAJ-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. US FDA (1976)
IUPAC Name Click here for help
2-chloro-N-(cyclohexyl-C-hydroxycarbonimidoyl)-N-nitrosoethan-1-amine
International Nonproprietary Names Click here for help
INN number INN
3184 lomustine
Synonyms Click here for help
CCNU | CeeNU®
Database Links Click here for help
CAS Registry No. 13010-47-4
ChEMBL Ligand CHEMBL514
DrugBank Ligand DB01206
DrugCentral Ligand 1596
GtoPdb PubChem SID 178103789
PubChem CID 3950
Search Google for chemical match using the InChIKey GQYIWUVLTXOXAJ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone GQYIWUVLTXOXAJ
Search PubMed clinical trials lomustine
Search PubMed titles lomustine
Search PubMed titles/abstracts lomustine
UniChem Compound Search for chemical match using the InChIKey GQYIWUVLTXOXAJ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey GQYIWUVLTXOXAJ-UHFFFAOYSA-N
Wikipedia Lomustine

Product suppliers

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Product supplier links are provided as a service to assist in identifying commercial suppliers of reagents that are mentioned on the IUPHAR/BPS Guide to PHARMACOLOGY database website, and do not imply their endorsement by NC-IUPHAR.

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MedChemExpress
Lomustine (links to external site)
Cat. No. HY-13669
Lomustine (Standard) (links to external site)
Cat. No. HY-13669R