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Compound Detail

CHEMBL449579

MICHELIOLIDE
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C=C1C(=O)O[C@H]2[C@H]1CCC(C)=C1CC[C@@](C)(O)[C@@H]12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL449579
Name MICHELIOLIDE
Phase Preclinical
Structure Type MOL
InChI Key RDJAFOWISVMOJY-PWNZVWSESA-N
5
Targets
6
Activities
2
Assay Types
18
PK Parameters
15
Publications
0
Known Names

Molecular Properties

248.3
MW (Da)
2.36
ALogP
3
HBA
1
HBD
46.5
PSA (Ų)
0.41
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C15H20O3
MW 248.32
Aromatic Rings 0
Heavy Atoms 18
NP-Likeness 3.47

Activity Summary

IC50 4 meas. best 5.64
EC50 2 meas. best 8.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Pyruvate kinase PKM
CHEMBL1075189
 EC50 8.22 8.22 6.0 2
NACHT, LRR and PYD domains-containing protein 3
CHEMBL3779755
 IC50 5.64 5.64 2300.0 1
HL-60
CHEMBL383
 IC50 5.26 5.26 5500.0 1
NACHT, LRR and PYD domains-containing protein 3
CHEMBL1741208
 IC50 5.23 5.23 5900.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.21 5.21 6200.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 5847.3 ng.hr.mL-1 Mus musculus
AUC 5489.4 ng.hr.mL-1 Mus musculus
AUC 6715.2 ng.hr.mL-1 Mus musculus
AUC 6632.3 ng.hr.mL-1 Mus musculus
CL 287.5 mL.min-1.kg-1 Mus musculus
CL 376.5 mL.min-1.kg-1 Mus musculus
Cmax 43129.83 nM Mus musculus
Cmax 10502.58 nM Mus musculus
MRT 6.34 hr Mus musculus
MRT 1.49 hr Mus musculus
MRT 8.28 hr Mus musculus
MRT 7.59 hr Mus musculus
T1/2 12.66 hr Mus musculus
T1/2 7.92 hr Mus musculus
T1/2 2.64 hr Mus musculus
Tmax 0.36 hr Mus musculus
Vd 533.45 L.kg-1 Mus musculus
Vd 265.27 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Pyruvate kinase PKM EC50 = 6.0 nM 8.22 Activation of recombinant human PKM2 expressed in Escherichia coli BL21 at 4 uM ... 29641204
Pyruvate kinase PKM EC50 = 6.0 nM 8.22 Activation of PKM2 (unknown origin) 38408027
NACHT, LRR and PYD domains-containing protein 3 IC50 = 2300.0 nM 5.64 Inhibition of NLRP3 inflammasome in mouse J774.A1 cells assessed as reduction in... 32738997
HL-60 IC50 = 5500.0 nM 5.26 Cytotoxicity against human HL60 cells after 18 hrs by annexin-V labeling-based f... 22985027
NACHT, LRR and PYD domains-containing protein 3 IC50 = 5900.0 nM 5.23 Inhibition of NLRP3 inflammasome in human primary glial cells assessed as reduct... 32738997
NON-PROTEIN TARGET IC50 = 6200.0 nM 5.21 Cytotoxicity against human HL60/A cells after 18 hrs by annexin-V labeling-based... 22985027

Literature References

PubMed DOI Target Context # Activities
22985027 10.1021/jm301064b Mus musculus 18
22985027 10.1021/jm301064b NON-PROTEIN TARGET 10
29641204 10.1021/acs.jmedchem.8b00241 Pyruvate kinase PKM 10
22985027 10.1021/jm301064b Unchecked 4
32738997 10.1016/j.bmcl.2020.127399 NACHT, LRR and PYD domains-containing protein 3 4
29641204 10.1021/acs.jmedchem.8b00241 HL-60 3
9784148 10.1021/np970333i Mycobacterium tuberculosis 1
22985027 10.1021/jm301064b ADMET 1
22985027 10.1021/jm301064b HL-60 1
32738997 10.1016/j.bmcl.2020.127399 J774.A1 1
32738997 10.1016/j.bmcl.2020.127399 HEK-293T 1
32738997 10.1016/j.bmcl.2020.127399 ADMET 1
34726055 10.1021/acs.jmedchem.1c00981 Pyruvate kinase PKM 1
38408027 10.1021/acs.jmedchem.3c01512 Pyruvate kinase PKM 1
38526960 10.1021/acs.jmedchem.3c02453 Signal transducer and activator of transcription 3 1

Data from ChEMBL 36 via Core Engine