BAL19403

Class: Macrolide

Spectrum of activity:	Gram-negative
Details of activity:	Protein 50S ribosomal subunit inhibitors; was in phase I trials as a topical treatment for skin disorders (e.g. acne)
Description:	Schmitt-Hoffmann A, Urwyler H, Wuermlin C, et al. BAL19403: preclinical data. 46th-Intersci-Conf-Antimicrobial-Agents-Chemother 2006;234
Institute where first reported:	Basilea Pharmaceutica AG, Switzerland
Year first mentioned:	2006
Highest developmental phase:	Phase 1
Development status:	Inactive

Chemical structure(s):
Canonical SMILES:	CC[C@@H]1[C@]2(C)[C@@H]([C@@H](C)C(=O)[C@H](C)C[C@](C)([C@@H]([C@@H](C)[C@@H]([C@@H](C)C(=O)O1)O[C@H]3C[C@](C)([C@H]([C@H](C)O3)O)OC)O[C@H]4[C@@H]([C@H](C[C@@H](C)O4)N(C)C)O)OC)[C@@H](C(=O)O2)SCCN5C=NC6=C5N=CC=C6
Isomeric SMILES:	CC[C@@H]1[C@@]2([C@@H]([C@H](C(=O)[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)OC)C)O[C@H]4[C@@H]([C@H](C[C@H](O4)C)N(C)C)O)(C)OC)C)C)[C@@H](C(=O)O2)SCCN5C=NC6=C5N=CC=C6)C
InChI:	InChI=1S/C48H76N4O13S/c1-15-33-48(10)35(39(44(57)65-48)66-20-19-52-24-50-31-17-16-18-49-42(31)52)27(4)36(53)25(2)22-47(9,59-14)41(64-45-37(54)32(51(11)12)21-26(3)60-45)28(5)38(29(6)43(56)62-33)63-34-23-46(8,58-13)40(55)30(7)61-34/h16-18,24-30,32-35,37-41,45,54-55H,15,19-23H2,1-14H3/t25-,26-,27-,28+,29-,30+,32+,33-,34+,35+,37-,38+,39+,40+,41-,45+,46-,47-,48-/m1/s1
InChI Key:	HTEVRIKKCSOLOA-AKGQNOEZSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/11528098

External links:
Guide to Pharmacology:	BAL19403
Citation:	http://www.rsc.org/suppdata/np/c4/c4np00064a/c4np00064a1.pdf