Pafuramidine (Prodrug of DB-75), DB-289

Class: Dicationic molecule (pentamidine related)

Details of activity:	Binds to minor groove of DNA; activity against parasites and also Mycobacterium tuberculosis.
Institute where first reported:	George State University; CombinatoRx (Immtech Pharmaceuticals, USA)
Year first mentioned:	2001
Highest developmental phase:	Phase 3
Development status:	Inactive
Reason Dropped:	Was in clinical trials but not for bacterial infections. Phase I trials demonstrated safety in humans

Chemical structure(s):
Canonical SMILES:	CO/N=C(/C1=CC=C(C=C1)C2=CC=C(C3=CC=C(C=C3)/C(=N/OC)/N)O2)\N
Isomeric SMILES:	CO/N=C(\N)/C1=CC=C(C=C1)C2=CC=C(O2)C3=CC=C(C=C3)/C(=N/OC)/N
InChI:	InChI=1S/C20H20N4O3/c1-25-23-19(21)15-7-3-13(4-8-15)17-11-12-18(27-17)14-5-9-16(10-6-14)20(22)24-26-2/h3-12H,1-2H3,(H2,21,23)(H2,22,24)
InChI Key:	UKOQVLAXCBRRGH-UHFFFAOYSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/5480200

External links:
Guide to Pharmacology:	pafuramidine