cyclophosphamide   Click here for help

GtoPdb Ligand ID: 7154

Synonyms: cytophosphane | Cytoxan® | Endoxan®
Approved drug
cyclophosphamide is an approved drug (FDA (1959))
Compound class: Synthetic organic
Comment: Cyclophosphamide is an alkylating agent of the nitrogen mustard type. It is converted in vivo to the active metabolite 4-hydroxy cyclophosphamide by liver cytochrome P450 (CYP) enzymes. It is used mainly as a cancer chemotherapeutic. It can be used to treat autoimmune conditions, but as it has severe and life-threatening side-effects, other less toxic medications may be the preferred option following an acuteautoimmune crisis.
Cyclophosphamide is on the World Health Organisation's List of Essential Medicines. Click here to access the pdf version of the WHO's 21st Essential Medicines list (2019).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 51.38
Molecular weight 260.02
XLogP 0.83
No. Lipinski's rules broken 0
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InChI InChI=1S/C7H15Cl2N2O2P/c8-2-5-11(6-3-9)14(12)10-4-1-7-13-14/h1-7H2,(H,10,12)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1959))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
878 cyclophosphamide
Synonyms Click here for help
cytophosphane | Cytoxan® | Endoxan®
Database Links Click here for help
CAS Registry No. 50-18-0
DrugBank Ligand DB00531
DrugCentral Ligand 758
GtoPdb PubChem SID 178103729
Immunopaedia Search cyclophosphamide
PubChem CID 2907
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Wikipedia Cyclophosphamide

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Cyclophosphamide (links to external site)
Cat. No. 4091