Compound ID | 1450
Synonym(s): Rifampin
Class: Rifamycin
Details of activity: | Antimycobacterial activity against Mycobacterium tuberculosis and Mycobacterium avium |
Institute where first reported: | Lepetit Pharmaceuticals, IT; Oxford Pharmaceuticals |
Year first mentioned: | 1965 |
Highest developmental phase: | Approved by FDA in 1971 |
Development status: | Approved |
Reason Dropped: | Other formulations were discontinued |
Chemical structure(s): | |
Canonical SMILES: | C[C@H]1/C=C/C=C(/C)\C(=O)NC2=C(C3=C(C(=C4C(=C3C(=C2/C=N/N5CCN(C)CC5)O)C(=O)[C@@](C)(O/C=C/[C@@H]([C@@H](C)[C@H]([C@H](C)[C@@H]([C@H](C)[C@H]1O)O)OC(=O)C)OC)O4)C)O)O |
Isomeric SMILES: | C[C@H]1/C=C/C=C(\C(=O)NC2=C(C(=C3C(=C2O)C(=C(C4=C3C(=O)[C@](O4)(O/C=C/[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]1O)C)O)C)OC(=O)C)C)OC)C)C)O)O)/C=N/N5CCN(CC5)C)/C |
InChI: | InChI=1S/C43H58N4O12/c1-21-12-11-13-22(2)42(55)45-33-28(20-44-47-17-15-46(9)16-18-47)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,59-40)57-19-14-29(56-10)23(3)39(58-27(7)48)25(5)35(50)24(4)34(21)49/h11-14,19-21,23-25,29,34-35,39,49-53H,15-18H2,1-10H3,(H,45,55)/b12-11+,19-14+,22-13-,44-20+/t21-,23+,24+,25+,29-,34-,35+,39+,43-/m0/s1 |
InChI Key: | JQXXHWHPUNPDRT-WLSIYKJHSA-N |
Structure link: | https://pubchem.ncbi.nlm.nih.gov/compound/135398735 |
External links: | |
Guide to Pharmacology: | rifampicin |
Main Source: | https://aac.asm.org/content/62/10/e00491-18 |