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Compound Detail

CHEMBL236297

RIFALAZIL
🧪 Phase III
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🧪 Phase III
CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c(O)c4c(=O)c(c5oc6cc(N7CCN(CC(C)C)CC7)cc(O)c6nc-5c4c3C2=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

Basic Information

ChEMBL ID CHEMBL236297
Name RIFALAZIL
Phase Phase III
Structure Type MOL
InChI Key UEFHFKKWYKVLDC-HTQYORAHSA-N

Known Names

KRM-1648 Rifalazil Rifalazilo
2
Targets
7
Activities
1
Assay Types
4
PK Parameters
15
Publications
3
Known Names
2
Indications
1
Mechanisms

Molecular Properties

941.1
MW (Da)
6.43
ALogP
16
HBA
5
HBD
230.7
PSA (Ų)
0.08
QED
3
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem rifa-
USAN Year 1997

Extended Properties

Molecular Formula C51H64N4O13
MW 941.09
Aromatic Rings 2
Heavy Atoms 68
NP-Likeness 1.40

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
DNA-directed RNA polymerase inhibitor INHIBITOR DNA-directed RNA polymerase

Indications

Intermittent Claudication Chlamydia Infections

Activity Summary

IC50 7 meas. best 7.94

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 7.94 7.94 11.5 1
DNA-directed RNA polymerase subunit beta
CHEMBL4296294
IC50 4.2 4.2 63000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.8833 hr Mus musculus
T1/2 1.083 hr Homo sapiens
T1/2 60.0 hr Homo sapiens
T1/2 100.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
31103404 10.1016/j.bmc.2019.04.032 Mycobacterium leprae 16
22452568 10.1021/jm201716n ADMET 5
22452568 10.1021/jm201716n Unchecked 5
17826091 10.1016/j.bmcl.2007.08.048 Staphylococcus aureus 3
18332169 10.1128/aac.01567-07 Chlamydia pneumoniae 3
23679862 10.1021/jm4004889 DNA-directed RNA polymerase subunit beta 3
17517836 10.1128/aac.01623-06 Clostridioides difficile 2
22452568 10.1021/jm201716n Nuclear receptor subfamily 1 group I member 2 2
22452568 10.1021/jm201716n Mycobacterium tuberculosis 2
22452568 10.1021/jm201716n Homo sapiens 1
23679862 10.1021/jm4004889 Unchecked 1
24044773 10.1021/jm400887j Homo sapiens 1
35175750 10.1021/acs.jmedchem.1c02045 Staphylococcus aureus 1
35175750 10.1021/acs.jmedchem.1c02045 Clostridioides difficile 1
35175750 10.1021/acs.jmedchem.1c02045 Helicobacter pylori 1

Data from ChEMBL 36 via Core Engine