ifosfamide   

GtoPdb Ligand ID: 7201

Synonyms: Holoxan® | Ifex® | MJF-9325 | Z-4942
ifosfamide is an approved drug (FDA (1988))
Compound class: Synthetic organic
Comment: Ifosfamide is a DNA alkylating drug, and has additional immunosuppressant action. Ifosfamide is biologically inactive. In vivo metabolism is necessary to generate the active substance, isophosphamide mustard (IPM; PubChem CID 100427) [1].
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2D Structure
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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
SMILES / InChI / InChIKey
Canonical SMILES ClCCNP1(=O)OCCCN1CCCl
Isomeric SMILES ClCCNP1(=O)OCCCN1CCCl
InChI InChI=1S/C7H15Cl2N2O2P/c8-2-4-10-14(12)11(6-3-9)5-1-7-13-14/h1-7H2,(H,10,12)
InChI Key HOMGKSMUEGBAAB-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1988))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
3-(2-chloroethyl)-2-[(2-chloroethyl)amino]-1,3,2λ5-oxazaphosphinan-2-one
International Nonproprietary Names
INN number INN
2865 ifosfamide
Synonyms
Holoxan® | Ifex® | MJF-9325 | Z-4942
Database Links
CAS Registry No. 3778-73-2
ChEMBL Ligand CHEMBL1024
DrugBank Ligand DB01181
DrugCentral Ligand 1421
GtoPdb PubChem SID 178103776
PubChem CID 3690
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Wikipedia Ifosfamide