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Compound Detail

CHEMBL472016

CHAPARRINONE
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CC1=CC(=O)[C@@H](O)[C@]2(C)[C@H]3[C@@]4(O)OC[C@@]35[C@@H](C[C@@H]12)OC(=O)C[C@H]5[C@@H](C)[C@H]4O

Basic Information

ChEMBL ID CHEMBL472016
Name CHAPARRINONE
Phase Preclinical
Structure Type MOL
InChI Key VLYMLZRDCSQUQF-RZUZYEBMSA-N
3
Targets
5
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

378.4
MW (Da)
0.17
ALogP
7
HBA
3
HBD
113.3
PSA (Ų)
0.51
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 C20H26O7
MW 378.42
Aromatic Rings 0
Heavy Atoms 27
NP-Likeness 4.09

Activity Summary

IC50 4 meas. best 5.92
EC50 1 meas. best 5.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HL-60
CHEMBL383
IC50 5.92 5.61 1200.0 2
HepG2
CHEMBL395
IC50 5.92 5.92 1200.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 5.66 5.66 2170.0 1
HL-60
CHEMBL383
EC50 5.62 5.62 2400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
11754601 10.1021/np010212p HL-60 4
20485427 10.1038/nature09107 Plasmodium falciparum 4
23290052 10.1016/j.bmcl.2012.11.116 HepG2 2
8984156 10.1021/np960013j Plasmodium falciparum 2
8984156 10.1021/np960013j BT-549 1
- 10.6019/CHEMBL3433997 Glucose transporter 1
- 10.6019/CHEMBL3433997 Hexose transporter 1 1
- 10.6019/CHEMBL3433997 Solute carrier family 2, facilitated glucose transporter member 1 1
23290052 10.1016/j.bmcl.2012.11.116 NON-PROTEIN TARGET 1
20485427 10.1038/nature09107 Unchecked 1
20485427 10.1038/nature09107 HepG2 1
8984156 10.1021/np960013j Vero 1
8984156 10.1021/np960013j SK-OV-3 1
3110376 10.1021/np50049a003 Bacillus subtilis 1
8984156 10.1021/np960013j KB 1
8984156 10.1021/np960013j K562 1
6875576 10.1021/np50026a015 KB 1
9644063 10.1021/np980023f P388 1
11754601 10.1021/np010212p ADMET 1
11754601 10.1021/np010212p Unchecked 1

Data from ChEMBL 36 via Core Engine