GtoPdb Ligand ID: 7143

Synonyms: chlorbutin | Leukeran®
chlorambucil is an approved drug (FDA (1957))
Compound class: Synthetic organic
Comment: Chlorambucil is a DNA alkylating agent.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 9
Topological polar surface area 40.54
Molecular weight 303.08
XLogP 3.93
No. Lipinski's rules broken 0
Canonical SMILES ClCCN(c1ccc(cc1)CCCC(=O)O)CCCl
Isomeric SMILES ClCCN(c1ccc(cc1)CCCC(=O)O)CCCl
InChI InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)
No information available.
Summary of Clinical Use
Chlorambucil is used to treat Hodgkin's disease and some types of leukemia or lymphoma.
Mechanism Of Action and Pharmacodynamic Effects
As a DNA alkylating (cross-linking) agent, chlorambucil treatment irreversibly interferes with DNA replication, RNA transcription and general disruption of nucleic acid function. This action causes cell death. Due to the complex and varied nature of nucleic acids we do not include DNA or RNA as targets on this database.
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