Glufosfamide

Chemical Information
Glufosfamide is a compound consisting of the mustard agent ifosforamide conjugated to glucose, with potential alkylating activity. Glufosfamide is cleaved by glucosidases in tumor cells and forms ifosforamide. In turn, ifosforamide alkylates and forms DNA crosslinks, thereby inhibiting DNA replication and subsequent cell growth. The glucose moiety may enhance this agent's uptake by tumor cells.
| CAS Number | 132682-98-5 |
| PubChem CID | 123628 |
| IUPAC Name | (2S,3R,4S,5S,6R)-2-bis(2-chloroethylamino)phosphoryloxy-6-(hydroxymethyl)oxane-3,4,5-triol |
| Molecular Formula | C10H21Cl2N2O7P |
| Molecular Weight | 383.16 |
| XLogP | -2 |
| Topological Polar Surface Area | 141 |
| Hydrogen Bond Donor Count | 6 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 9 |
| Heavy Atom Count | 22 |
| Formal Charge | 0 |
| Complexity | 369 |
| Property | Value |
|---|---|
| Molecular Weight | 383.16 |
| XLogP3 | -2 |
| Hydrogen Bond Donor Count | 6 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 9 |
| Exact Mass | 382.0463434 |
| Monoisotopic Mass | 382.0463434 |
| Topological Polar Surface Area | 141 Ų |
| Heavy Atom Count | 22 |
| Formal Charge | 0 |
| Complexity | 369 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 5 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
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