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Compound Detail

CHEMBL501154

CHEBULINIC ACID
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O=C(O)C[C@H]1C(=O)O[C@H]2[C@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@@H](OC(=O)c3cc(O)c(O)c4c3[C@H]1[C@H](O)C(=O)O4)[C@H](OC(=O)c1cc(O)c(O)c(O)c1)O[C@@H]2COC(=O)c1cc(O)c(O)c(O)c1

Basic Information

ChEMBL ID CHEMBL501154
Name CHEBULINIC ACID
Phase Preclinical
Structure Type MOL
InChI Key YGVHOSGNOYKRIH-JHSYUSIXSA-N
1
Targets
1
Activities
1
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

956.7
MW (Da)
0.02
ALogP
26
HBA
13
HBD
447.1
PSA (Ų)
0.05
QED
3
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C41H32O27
MW 956.68
Aromatic Rings 4
Heavy Atoms 68
NP-Likeness 1.30

Activity Summary

IC50 1 meas. best 4.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Squalene monooxygenase
CHEMBL4241
IC50 4.92 4.92 12000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Squalene monooxygenase IC50 = 12000.0 nM 4.92 Inhibition of C-terminal hexahistidine-tagged rat recombinant squalene epoxidase... 11520216

Literature References

PubMed DOI Target Context # Activities
2413172 10.1021/np50040a016 Unchecked 10
- 10.1021/np50094a030 Rattus norvegicus 6
1698933 10.1021/np50069a008 Human immunodeficiency virus 1 5
12502337 10.1021/np020289t Unchecked 1
12502337 10.1021/np020289t Candida albicans 1
12502337 10.1021/np020289t Cryptococcus neoformans 1
11520216 10.1021/np010100y Squalene monooxygenase 1
1431932 10.1021/np50086a002 TE-671 1
1431932 10.1021/np50086a002 HCT-8 1
1431932 10.1021/np50086a002 A549 1
1431932 10.1021/np50086a002 KB 1
1431932 10.1021/np50086a002 NON-PROTEIN TARGET 1

Data from ChEMBL 36 via Core Engine