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Compound Detail

CHEMBL498724

SMIRANICIN
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COc1ccc([C@@H]2COc3c(ccc4occc34)C2)c(OC)c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL498724
Name SMIRANICIN
Phase Preclinical
Structure Type MOL
InChI Key DGWRIGGEKQHRTA-LBPRGKRZSA-N
4
Targets
7
Activities
1
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

326.4
MW (Da)
3.87
ALogP
5
HBA
1
HBD
61.1
PSA (Ų)
0.79
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C19H18O5
MW 326.35
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness 1.54

Activity Summary

IC50 7 meas. best 4.95

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Leishmania infantum
CHEMBL612848
 IC50 4.95 4.52 11300.0 2
Leishmania major
CHEMBL612879
 IC50 4.76 4.76 17400.0 1
Leishmania donovani
CHEMBL367
 IC50 4.64 4.64 22900.0 1
Plasmodium falciparum
CHEMBL364
 IC50 4.24 4.24 57600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Leishmania infantum IC50 = 11300.0 nM 4.95 Antileishmanial activity against Leishmania infantum D.SCH promastigotes after 9... 12502308
Leishmania major IC50 = 17400.0 nM 4.76 Antileishmanial activity against Leishmania major LV39 promastigotes after 96 hr... 12502308
Leishmania donovani IC50 = 22900.0 nM 4.64 Antileishmanial activity against Leishmania donovani LV9 promastigotes after 96 ... 12502308
Plasmodium falciparum IC50 = 57600.0 nM 4.24 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum 3D7 ... 12502308
Leishmania infantum IC50 = 81000.0 nM 4.09 Antileishmanial activity against Leishmania infantum D.SCH amastigotes infected ... 12502308

Literature References

PubMed DOI Target Context # Activities
12502308 10.1021/np020244s Leishmania infantum 2
12502308 10.1021/np020244s Leishmania donovani 2
12502308 10.1021/np020244s ADMET 2
12502308 10.1021/np020244s Leishmania major 1
12502308 10.1021/np020244s Plasmodium falciparum 1
12502308 10.1021/np020244s RAW264.7 1

Data from ChEMBL 36 via Core Engine