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Compound Detail

CHEMBL225024

SCOPOLIN
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COc1cc2ccc(=O)oc2cc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Basic Information

ChEMBL ID CHEMBL225024
Name SCOPOLIN
Phase Preclinical
Structure Type MOL
InChI Key SGTCGCCQZOUMJJ-YMILTQATSA-N
6
Targets
6
Activities
2
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

354.3
MW (Da)
-1.02
ALogP
9
HBA
4
HBD
138.8
PSA (Ų)
0.51
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H18O9
MW 354.31
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness 1.74

Activity Summary

Ki 5 meas. best 6.11
IC50 1 meas. best 4.11

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 12
CHEMBL3242
Ki 6.11 6.11 780.0 1
Carbonic anhydrase 1
CHEMBL261
Ki 5.23 5.23 5930.0 1
Carbonic anhydrase 13
CHEMBL3912
Ki 5.07 5.07 8430.0 1
Carbonic anhydrase 9
CHEMBL3594
Ki 5.06 5.06 8720.0 1
Carbonic anhydrase 7
CHEMBL2326
Ki 5.04 5.04 9110.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 4.11 4.11 77000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
23510022 10.1021/np300824h RAW264.7 6
8988605 10.1021/np960422f NON-PROTEIN TARGET 3
15566295 10.1021/jm049655r Rattus norvegicus 2
15566295 10.1021/jm049655r Acetylcholinesterase 2
23510022 10.1021/np300824h NON-PROTEIN TARGET 2
38704935 10.1016/j.ejmech.2024.116436 Helicobacter pylori 1
34218084 10.1016/j.ejmech.2021.113669 Helicobacter pylori 1
22892213 10.1016/j.bmc.2012.07.021 Carbonic anhydrase 2 1
23510022 10.1021/np300824h HepG2 1
22892213 10.1016/j.bmc.2012.07.021 Carbonic anhydrase 12 1
22892213 10.1016/j.bmc.2012.07.021 Carbonic anhydrase 1 1
22892213 10.1016/j.bmc.2012.07.021 Carbonic anhydrase 13 1
22892213 10.1016/j.bmc.2012.07.021 Carbonic anhydrase 9 1
22892213 10.1016/j.bmc.2012.07.021 Carbonic anhydrase 7 1
22032697 10.1021/np200678n ADMET 1
22032697 10.1021/np200678n Caco-2 1
22032697 10.1021/np200678n HCT-116 1

Data from ChEMBL 36 via Core Engine