mechlorethamine   Click here for help

GtoPdb Ligand ID: 7218

Synonyms: Ledaga® | Mustargen® | mustine | nitrogen mustard | nitrogen mustard N-oxide hydrochloride
Approved drug
mechlorethamine is an approved drug (FDA (1949), EMA (2017))
Compound class: Synthetic organic
Comment: Mechlorethamine is a nitrogen mustard and is the prototype alkylating anticancer chemotherapeutic. In addition, mechlorethamine is used in the synthesis of the opioid analgesic pethidine.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 3.24
Molecular weight 155.03
XLogP 1.59
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES ClCCN(CCCl)C
Isomeric SMILES ClCCN(CCCl)C
InChI InChI=1S/C5H11Cl2N/c1-8(4-2-6)5-3-7/h2-5H2,1H3
InChI Key HAWPXGHAZFHHAD-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1949), EMA (2017))
IUPAC Name Click here for help
bis(2-chloroethyl)(methyl)amine
International Nonproprietary Names Click here for help
INN number INN
586 chlormethine
Synonyms Click here for help
Ledaga® | Mustargen® | mustine | nitrogen mustard | nitrogen mustard N-oxide hydrochloride
Database Links Click here for help
CAS Registry No. 51-75-2
ChEMBL Ligand CHEMBL427
DrugBank Ligand DB00888
DrugCentral Ligand 1647
GtoPdb PubChem SID 178103792
PubChem CID 4033
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Wikipedia Chlormethine