ifosfamide   Click here for help

GtoPdb Ligand ID: 7201

Synonyms: Holoxan® | Ifex® | MJF-9325 | Z-4942
Approved drug
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
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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
SMILES / InChI / InChIKey
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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 Click here for help
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 Click here for help
3-(2-chloroethyl)-2-[(2-chloroethyl)amino]-1,3,2λ5-oxazaphosphinan-2-one
International Nonproprietary Names Click here for help
INN number INN
2865 ifosfamide
Synonyms Click here for help
Holoxan® | Ifex® | MJF-9325 | Z-4942
Database Links Click here for help
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