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Compound Detail

CHEMBL235212

(S)-RETICULINE
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COc1ccc(C[C@H]2c3cc(O)c(OC)cc3CCN2C)cc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL235212
Name (S)-RETICULINE
Phase Preclinical
Structure Type MOL
InChI Key BHLYRWXGMIUIHG-HNNXBMFYSA-N
4
Targets
6
Activities
1
Assay Types
0
PK Parameters
20
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 6 meas. best 6.33

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL217
 IC50 6.33 6.33 470.0 1
D(1A) dopamine receptor
CHEMBL2056
 IC50 5.75 5.75 1800.0 1
HCT-15
CHEMBL612263
 IC50 4.53 4.53 29440.0 1
Cholinesterase
CHEMBL5763
 IC50 4.19 4.19 65040.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor IC50 = 470.0 nM 6.33 Inhibition of D2 receptor (unknown origin) 39038276
D(1A) dopamine receptor IC50 = 1800.0 nM 5.75 Inhibition of D1 receptor (unknown origin) 39038276
HCT-15 IC50 = 29440.0 nM 4.53 Cytotoxicity against human HCT15 cells by SRB assay 20594848
Cholinesterase IC50 = 65040.0 nM 4.19 Inhibition of equine serum BChE preincubated for 15 mins followed by addition of... 27492195

Literature References

PubMed DOI Target Context # Activities
- 10.1021/np50004a007 Mus musculus 6
- 10.1021/np50004a007 Rattus norvegicus 6
8778245 10.1021/np960354x Platelet 4
8778245 10.1021/np960354x Aorta 3
- 10.1007/s00044-008-9122-3 Acetylcholinesterase 3
17723297 10.1016/j.bmcl.2007.08.027 Hepatitis B virus 2
17723297 10.1016/j.bmcl.2007.08.027 Unchecked 2
8786363 10.1021/np960195h Plasmodium falciparum 2
8254346 10.1021/np50099a005 Plasmodium falciparum 2
27492195 10.1016/j.bmc.2016.07.043 Unchecked 2
27492195 10.1016/j.bmc.2016.07.043 Cholinesterase 2
27492195 10.1016/j.bmc.2016.07.043 Acetylcholinesterase 2
- 10.1007/s00044-008-9122-3 Cholinesterase 2
39038276 10.1021/acs.jmedchem.4c00537 D(2) dopamine receptor 1
17723297 10.1016/j.bmcl.2007.08.027 NON-PROTEIN TARGET 1
25372601 10.1021/np500538c Mycobacterium tuberculosis 1
20594848 10.1016/j.bmcl.2010.06.035 HCT-15 1
20594848 10.1016/j.bmcl.2010.06.035 SK-MEL-2 1
20594848 10.1016/j.bmcl.2010.06.035 SK-OV-3 1
20594848 10.1016/j.bmcl.2010.06.035 A549 1

Data from ChEMBL 36 via Core Engine