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Compound Detail

CHEMBL417990

BICUCULLINE
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CN1CCc2cc3c(cc2[C@H]1[C@@H]1OC(=O)c2c1ccc1c2OCO1)OCO3

Basic Information

ChEMBL ID CHEMBL417990
Name BICUCULLINE
Phase Preclinical
Structure Type MOL
InChI Key IYGYMKDQCDOMRE-ZWKOTPCHSA-N
2
Targets
4
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

367.4
MW (Da)
2.58
ALogP
7
HBA
0
HBD
66.5
PSA (Ų)
0.72
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C20H17NO6
MW 367.36
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness 1.41

Activity Summary

IC50 4 meas. best 5.42

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Gamma-aminobutyric acid receptor subunit gamma-1
CHEMBL296
IC50 5.42 5.42 3800.0 1
GABA-A receptor; anion channel
CHEMBL2093872
IC50 5.21 4.7967 6200.0 3

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
11086734 10.1016/s0960-894x(00)00514-x GABA-A receptor; anion channel 3
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
17875639 10.1074/jbc.m707233200 Gamma-aminobutyric acid receptor subunit alpha-1 2
1331456 10.1021/jm00100a015 GABA-A receptor; anion channel 2
7420361 10.1021/jm00184a017 GABA-A receptor; anion channel 1
7420361 10.1021/jm00184a017 Gamma-aminobutyric acid receptor subunit gamma-1 1
17875639 10.1074/jbc.m707233200 Unchecked 1
17417631 10.1038/nchembio873 Unchecked 1
23062825 10.1016/j.bmc.2012.09.040 Acetylcholinesterase 1
23062825 10.1016/j.bmc.2012.09.040 Cholinesterase 1
- 10.6019/CHEMBL4296183 Escherichia coli 1
- 10.6019/CHEMBL4296183 Candida albicans 1
- 10.6019/CHEMBL4296183 Cryptococcus neoformans 1
2579237 10.1021/jm00381a019 Sodium channel alpha subunits; brain (Types I, II, III) 1
- 10.6019/CHEMBL4296183 Acinetobacter baumannii 1
- 10.6019/CHEMBL4296183 Pseudomonas aeruginosa 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1

Data from ChEMBL 36 via Core Engine