RIFAMPIN

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Trade Names
Synonyms
Status
Molecule Category Free-form
UNII VJT6J7R4TR
EPA CompTox DTXSID6021244

Structure

InChI Key JQXXHWHPUNPDRT-WLSIYKJHSA-N
Smiles CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(c(/C=N/N5CCN(C)CC5)c(O)c4c3C2=O)NC(=O)/C(C)=C\C=C\[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C43H58N4O12
Molecular Weight 822.95
AlogP 4.34
Hydrogen Bond Acceptor 15.0
Hydrogen Bond Donor 6.0
Number of Rotational Bond 4.0
Polar Surface Area 220.15
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 59.0

Metabolites Network

visNetwork

Pharmacology

Mechanism of Action Action Reference
Bacterial DNA-directed RNA polymerase inhibitor INHIBITOR PubMed PubMed PubMed Wikipedia
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 1.88-16.23
Enzyme Oxidoreductase
- 30 - - -
Enzyme Transferase
- - - - 57
Membrane receptor
- - - - 27.5
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group I Nuclear hormone receptor subfamily 1 group I member 2
190-226 - - - 18
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- 300 - - 21.2-101.7
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 26.2
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Acinetobacter baumannii
- - - - 10
Acinetobacter baumannii ATCC 19606
470 - - - -
Bacillus subtilis
- - - - 100-100
Bos taurus
- - - - 7.8
Cricetulus griseus
- - - - 22.01-33.63
Electrophorus electricus
- - - - 16.23
Enterobacter aerogenes
- - - - 100-100
Enterococcus faecium
130 - - - -
Equus caballus
- - - - 1.88
Escherichia coli
- 11.5-140 - - 10-100
Haemophilus influenzae
- - - - 10
Homo sapiens
190-980 300 - - 5.5-101.7
Klebsiella pneumoniae
- - - - 10
Listeria monocytogenes
- - - - 100-100
Mus musculus
- - - - 9.56
Mycobacterium avium
- - - - 90-100
Mycobacterium bovis
- - - - 100
Mycobacterium bovis BCG
- - - - 100-100
Mycobacterium bovis BCG str. ATCC 35743
- 40 - - -
Mycobacterium leprae
- - - - 86
Mycobacterium tuberculosis
- 2.4-550 - - 13-100
Mycobacterium tuberculosis H37Ra
- 2.4-152 - - 61-100
Mycobacterium tuberculosis H37Rv
20-20 0.72-20 - - 0-100
Mycobacterium tuberculosis variant bovis
- 910 - - -
Mycobacterium tuberculosis variant bovis BCG
- - - - 100
Plasmodium falciparum
- 190-528 - - -
Pseudomonas aeruginosa
- - - - 10-100
Salmonella enterica subsp. enterica serovar Typhimurium
- - - - 100-100
Staphylococcus aureus
230 15-15 - - 10-100
Staphylococcus aureus subsp. aureus
150 - - - -
Staphylococcus epidermidis
- - - - 100-100
Streptococcus pyogenes
- - - - 10-100
Sus scrofa
- - - - 8.3

Related Entries

Cross References

Resources Reference
ChEBI 28077
ChEMBL CHEMBL374478
DrugBank DB01045
FDA SRS VJT6J7R4TR
Guide to Pharmacology 2765
KEGG C06688
PDB RFP
PubChem 135398735
SureChEMBL SCHEMBL23490
ZINC ZINC000169621223
CONTENTS