busulfan   Click here for help

GtoPdb Ligand ID: 7136

Synonyms: Busulfex IV® | Myleran®
Approved drug
busulfan is an approved drug (FDA (1954), EMA (2003))
Compound class: Synthetic organic
Comment: Busulfan is a DNA alkylating agent. It has an immunosuppressive effect on bone marrow, especially inhibiting growth of granulocytes.
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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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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 6
Hydrogen bond donors 0
Rotatable bonds 7
Topological polar surface area 103.5
Molecular weight 246.02
XLogP -1.23
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 CS(=O)(=O)OCCCCOS(=O)(=O)C
Isomeric SMILES CS(=O)(=O)OCCCCOS(=O)(=O)C
InChI InChI=1S/C6H14O6S2/c1-13(7,8)11-5-3-4-6-12-14(2,9)10/h3-6H2,1-2H3
InChI Key COVZYZSDYWQREU-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 (1954)  |  EMA (2003)
IUPAC Name Click here for help
4-(methanesulfonyloxy)butyl methanesulfonate
International Nonproprietary Names Click here for help
INN number INN
564 busulfan
Synonyms Click here for help
Busulfex IV® | Myleran®
Database Links Click here for help
CAS Registry No. 55-98-1
ChEMBL Ligand CHEMBL820
DrugBank Ligand DB01008
DrugCentral Ligand 438
GtoPdb PubChem SID 178103712
PubChem CID 2478
Search Google for chemical match using the InChIKey COVZYZSDYWQREU-UHFFFAOYSA-N
Search Google for chemicals with the same backbone COVZYZSDYWQREU
Search PubMed clinical trials busulfan
Search PubMed titles busulfan
Search PubMed titles/abstracts busulfan
UniChem Compound Search for chemical match using the InChIKey COVZYZSDYWQREU-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey COVZYZSDYWQREU-UHFFFAOYSA-N
Wikipedia Busulfan

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MedChemExpress
Busulfan (links to external site)
Cat. No. HY-B0245