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Compound Detail

CHEMBL401501

(R)-RETICULINE
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COc1ccc(C[C@@H]2c3cc(O)c(OC)cc3CCN2C)cc1O

Basic Information

ChEMBL ID CHEMBL401501
Name (R)-RETICULINE
Phase Preclinical
Structure Type MOL
InChI Key BHLYRWXGMIUIHG-OAHLLOKOSA-N
1
Targets
1
Activities
1
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

329.4
MW (Da)
2.89
ALogP
5
HBA
2
HBD
62.2
PSA (Ų)
0.90
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 C19H23NO4
MW 329.40
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness 1.07

Activity Summary

IC50 1 meas. best 4.57

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HCT-15
CHEMBL612263
IC50 4.57 4.57 26830.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HCT-15 IC50 = 26830.0 nM 4.57 Cytotoxicity against human HCT15 cells by SRB assay 20594848

Literature References

PubMed DOI Target Context # Activities
17616524 10.1074/jbc.m703272200 Mu-type opioid receptor 3
- 10.1007/s00044-008-9122-3 Acetylcholinesterase 3
- 10.1007/s00044-008-9122-3 Cholinesterase 2
20594848 10.1016/j.bmcl.2010.06.035 A549 1
20594848 10.1016/j.bmcl.2010.06.035 SK-OV-3 1
20594848 10.1016/j.bmcl.2010.06.035 SK-MEL-2 1
20594848 10.1016/j.bmcl.2010.06.035 HCT-15 1

Data from ChEMBL 36 via Core Engine