RIFAMYCIN

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Search structure


Trade Names	AEMCOLO
Synonyms	CB-01-11 M-14 Rifamicine sv Rifamycin Rifamycin Sv Rifomycin Rifomycin sv
Status
Molecule Category	UNKNOWN
ATC	A07AA13 D06AX15 J04AB03 S01AA16 S02AA12
UNII	DU69T8ZZPA
EPA CompTox	DTXSID1032014


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	HJYYPODYNSCCOU-ODRIEIDWSA-N
Smiles	CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(cc(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/C37H47NO12/c1-16-11-10-12-17(2)36(46)38-23-15-24(40)26-27(32(23)44)31(43)21(6)34-28(26)35(45)37(8,50-34)48-14-13-25(47-9)18(3)33(49-22(7)39)20(5)30(42)19(4)29(16)41/h10-16,18-20,25,29-30,33,40-44H,1-9H3,(H,38,46)/b11-10+,14-13+,17-12-/t16-,18+,19+,20+,25-,29-,30+,33+,37-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C37H47NO12
Molecular Weight	697.78
AlogP	4.75
Hydrogen Bond Acceptor	12.0
Hydrogen Bond Donor	6.0
Number of Rotational Bond	2.0
Polar Surface Area	201.31
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	50.0

Assay Description	Organism	Bioactivity	Reference
Inhibitory concentration against DNA dependent RNA polymerase in Escherichia coli	Escherichia coli	85.0 nM/unit		Inhibitory concentration against DNA dependent RNA polymerase in Escherichia coli	Escherichia coli	15.0 nM/unit
Inhibition of synthetic amyloid beta-42 fibrillation by ThT fluorescence analysis relative to control	None	0.7 %
Inhibition of Escherichia coli RNA polymerase using Kool NC-45 universal RNA polymerase template	Escherichia coli	8.6 nM
TP_TRANSPORTER: inhibition of estradiol-17beta-glucuronide uptake(estradiol-17beta-glucuronide:0.02uM) in OATP1B1-expressing HEK293 cells	None	230.0 nM
Inhibition of human liver OATP1B1 expressed in HEK293 Flp-In cells assessed as reduction in E17-betaG uptake at 20 uM by scintillation counting	Homo sapiens	95.4 %
Inhibition of human liver OATP1B3 expressed in HEK293 Flp-In cells assessed as reduction in [3H]E17-betaG uptake at 20 uM incubated for 5 mins by scintillation counting	Homo sapiens	101.4 %
Inhibition of human liver OATP2B1 expressed in HEK293 Flp-In cells assessed as reduction in [3H]E3S uptake at 20 uM incubated for 5 mins by scintillation counting	Homo sapiens	74.8 %
DNDI: HAT in Vitro, 72 hour	Trypanosoma brucei rhodesiense	990.0 nM
DNDI: Malaria in Vitro, 72 hour	Plasmodium falciparum	550.0 nM
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging	Homo sapiens	-1.23 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	24.03 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.02 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	0.02 %

Related Entries

Cross References

Resources	Reference
ChEBI	29673
ChEMBL	CHEMBL437765
DrugBank	DB11753
DrugCentral	4817
FDA SRS	DU69T8ZZPA
Guide to Pharmacology	4570
KEGG	C12044
PubChem	6324616
SureChEMBL	SCHEMBL151824
ZINC	ZINC000169633673

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).