ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1660
CHEMBL1660
Compound Name RIFAPENTINE
ChEMBL Synonyms PRIFTIN | MDL 473 | RIFAPENTINE
Max Phase 4 (Approved)
Trade Names PRIFTIN
Molecular Formula C47H64N4O12

Additional synonyms for CHEMBL1660 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)\C(=C/C=C/[C ...
Download SMILES
Standard InChI InChI=1S/C47H64N4O12/c1-24-13-12-14-25(2)46(59)49-37-32(23-4 ...
Download InChI
Standard InChI Key WDZCUPBHRAEYDL-GZAUEHORSA-N

Sources

  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1660

Molecule Features

CHEMBL1660 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Bacterial DNA-directed RNA polymerase inhibitor Bacterial DNA-directed RNA polymerase PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
TuberculosisD014376Orphanet:3389Tuberculosis3ClinicalTrials
Tuberculosis, PulmonaryD014397EFO:1000049pulmonary tuberculosis3ClinicalTrials

Clinical Data

ClinicalTrials.gov RIFAPENTINE
The Cochrane Collaboration RIFAPENTINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
877 876.4521 5.65 5 220.15 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
15 6 4 16 6 4


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.97 7.67 3.5 .99 2 63 0.09

Structural Alerts

There are 11 structural alerts for CHEMBL1660. To view alerts please click here.

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J04 - ANTIMYCOBACTERIALS
J04A - DRUGS FOR TREATMENT OF TUBERCULOSIS
J04AB - Antibiotics
J04AB05 - rifapentine

ChemSpider ChemSpider:WDZCUPBHRAEYDL-GZAUEHORSA-N
DailyMed rifapentine
PubChem SID: 144205988
Wikipedia Rifapentine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1660



ACToR 61379-65-5
ChEBI 45304
DrugBank DB01201
eMolecules 30100394
EPA CompTox Dashboard DTXSID8041115
FDA SRS XJM390A33U
KEGG Ligand C08059
LINCS LSM-46028
MolPort MolPort-035-395-832 MolPort-006-132-325
PDBe RPT
PubChem: Drugs of the Future 12012718
PubChem: Thomson Pharma 14865299 14889622
Selleck Rifapentine(Priftin)
SureChEMBL SCHEMBL41590
ZINC ZINC000169621228

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/WDZCUPBHRAEYDL-GZAUEHORSA-N spacer
spacer