Compound ID | 1450

Update compound information

Rifampicin

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 development stage: Approved by FDA in 1971
Development status: Approved
Reason dropped: Other formulations were discontinued
Chemical structure(s):
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Molecular weight: 822.94
Iso. 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 Key: JQXXHWHPUNPDRT-WLSIYKJHSA-N
Can. 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
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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/135398735
Guide to Pharmacology: rifampicin
Citation: https://aac.asm.org/content/62/10/e00491-18

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