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Compound Detail

CHEMBL501756

BRUCINE
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COc1cc2c(cc1OC)[C@@]13CCN4CC5=CCO[C@H]6CC(=O)N2[C@H]1[C@H]6[C@H]5C[C@H]43

Basic Information

ChEMBL ID CHEMBL501756
Name BRUCINE
Phase Preclinical
Structure Type MOL
InChI Key RRKTZKIUPZVBMF-IBTVXLQLSA-N

Known Names

10,11-dimethoxystrychnine 2,3-dimethoxystrychnine Brucinum NSC-757797
3
Targets
4
Activities
3
Assay Types
0
PK Parameters
20
Publications
4
Known Names

Molecular Properties

394.5
MW (Da)
2.11
ALogP
5
HBA
0
HBD
51.2
PSA (Ų)
0.72
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula C23H26N2O4
MW 394.47
Aromatic Rings 1
Heavy Atoms 29
NP-Likeness 2.77

Activity Summary

IC50 2 meas. best 4.74
EC50 1 meas. best 4.22
Ki 1 meas. best 4.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
LoVo
CHEMBL614721
IC50 4.74 4.74 18250.0 1
Muscarinic acetylcholine receptor M1
CHEMBL216
Ki 4.35 4.35 44668.4 1
Taste receptor type 2 member 10
CHEMBL3559704
EC50 4.22 4.22 60000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
9986715 10.1021/jm970799y Muscarinic acetylcholine receptor M2 4
9986715 10.1021/jm970799y Muscarinic acetylcholine receptor M3 4
9986715 10.1021/jm970799y Muscarinic acetylcholine receptor M4 4
9986715 10.1021/jm970799y Muscarinic acetylcholine receptor M5 4
9986715 10.1021/jm970799y Muscarinic acetylcholine receptor M1 4
22329602 10.1021/jm201348t Muscarinic acetylcholine receptor M1 3
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
23088673 10.1021/np300339r SMMC-7721 1
23088673 10.1021/np300339r HL-60 1
23088673 10.1021/np300339r A549 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
33445154 10.1016/j.ejmech.2020.113149 LoVo 1
23088673 10.1021/np300339r MCF7 1
- 10.6019/CHEMBL4513141 Candida albicans 1
- 10.6019/CHEMBL4513141 Cryptococcus neoformans 1
23088673 10.1021/np300339r SW480 1

Data from ChEMBL 36 via Core Engine