Ligand id: 7154

Name: cyclophosphamide

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Structure and Physico-chemical Properties

2D Structure
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Calculated Physico-chemical Properties
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

Molecular properties generated using the CDK

Compound class Synthetic organic
Approved drug? Yes (FDA (1959))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
International Nonproprietary Names
INN number INN
878 cyclophosphamide
cytophosphane | Cytoxan® | Endoxan®
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).
Database Links
CAS Registry No. 50-18-0
DrugBank Ligand DB00531
GtoPdb PubChem SID 178103729
Immunopaedia Search cyclophosphamide
PubChem CID 2907
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Search UniChem for chemical match using the InChIKey CMSMOCZEIVJLDB-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone CMSMOCZEIVJLDB
Wikipedia Cyclophosphamide

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