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Compound Detail

CHEMBL188709

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COc1cc([C@@H](O)[C@@H](C)N)c(OC)cc1Br

Basic Information

ChEMBL ID CHEMBL188709
Phase Preclinical
Structure Type MOL
InChI Key YLLHAHHNKOUOSR-KBUNVGBDSA-N
1
Targets
3
Activities
2
Assay Types
0
PK Parameters
3
Publications
0
Known Names

Molecular Properties

290.2
MW (Da)
1.85
ALogP
4
HBA
2
HBD
64.7
PSA (Ų)
0.89
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C11H16BrNO3
MW 290.16
Aromatic Rings 1
Heavy Atoms 16
NP-Likeness 0.53

Activity Summary

Ki 2 meas. best 9.3
EC50 1 meas. best 7.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2A
CHEMBL322
Ki 9.3 9.3 0.5 2
5-hydroxytryptamine receptor 2A
CHEMBL322
EC50 7.0 7.0 100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
15537358 10.1021/jm040082s 5-hydroxytryptamine receptor 2A 3
15537358 10.1021/jm040082s Monkey 3
28244748 10.1021/acs.jmedchem.7b00085 5-hydroxytryptamine receptor 2A 1

Data from ChEMBL 36 via Core Engine