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Compound Detail

CHEMBL199775

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COc1ccc2cnn(C[C@H](C)N)c2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL199775
Phase Preclinical
Structure Type MOL
InChI Key WSEWULCWBQDNEH-QMMMGPOBSA-N
6
Targets
9
Activities
3
Assay Types
1
PK Parameters
10
Publications
0
Known Names

Molecular Properties

205.3
MW (Da)
1.39
ALogP
4
HBA
1
HBD
53.1
PSA (Ų)
0.82
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C11H15N3O
MW 205.26
Aromatic Rings 2
Heavy Atoms 15
NP-Likeness -1.18

Activity Summary

Ki 5 meas. best 8.82
EC50 3 meas. best 8.38
IC50 1 meas. best 8.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 8.82 8.31 1.5 2
5-hydroxytryptamine receptor 2A
CHEMBL322
 IC50 8.72 8.72 1.9 1
5-hydroxytryptamine receptor 2B
CHEMBL323
 EC50 8.38 8.38 4.2 1
5-hydroxytryptamine receptor 2C
CHEMBL324
 EC50 8.17 8.17 6.7 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 8.12 8.12 7.5 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 7.8 7.615 16.0 2
5-hydroxytryptamine receptor 2A
CHEMBL322
 EC50 7.27 7.27 54.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 262800.0 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2C Ki = 1.5 nM 8.82 Displacement of [125I]DOI from cloned human 5HT2C receptor expressed in CHO cell... 16392816
5-hydroxytryptamine receptor 2A IC50 = 1.91 nM 8.72 Inhibition of [125I]DOI binding to 5HT2A receptor in rat cerebral cortex 16392816
5-hydroxytryptamine receptor 2B EC50 = 4.2 nM 8.38 Activity against 5HT2B receptor in longitudinal stomach fundus strips in wistar ... 16392816
5-hydroxytryptamine receptor 2C EC50 = 6.7 nM 8.17 Activity against recombinant rat 5HT2C mediated intracellular calcium mobilizati... 16392816
5-hydroxytryptamine receptor 2B Ki = 7.5 nM 8.12 Displacement of [125I]DOI from cloned human 5HT2B receptor expressed in CHO cell... 16392816
5-hydroxytryptamine receptor 2A Ki = 16.0 nM 7.8 Displacement of [125I]DOI from cloned human 5HT2A receptor expressed in CHO cell... 16392816
5-hydroxytryptamine receptor 2C Ki = 16.0 nM 7.8 Displacement of [3H]5-HT from human 5HT2C receptor expressed in CHO cells 18035544
5-hydroxytryptamine receptor 2A Ki = 37.0 nM 7.43 Displacement of [3H]5-HT from human 5HT2A receptor expressed in CHO cells 18035544
5-hydroxytryptamine receptor 2A EC50 = 54.0 nM 7.27 Activity against 5HT2A mediated intracellular calcium mobilization by FLIPR in r... 16392816

Literature References

PubMed DOI Target Context # Activities
16392816 10.1021/jm050663x MDCK 6
16392816 10.1021/jm050663x 5-hydroxytryptamine receptor 2A 4
16392816 10.1021/jm050663x 5-hydroxytryptamine receptor 2C 3
16392816 10.1021/jm050663x 5-hydroxytryptamine receptor 2B 2
16392816 10.1021/jm050663x ADMET 1
16392816 10.1021/jm050663x No relevant target 1
16392816 10.1021/jm050663x Mus musculus 1
18035544 10.1016/j.bmc.2007.10.100 5-hydroxytryptamine receptor 2C 1
18035544 10.1016/j.bmc.2007.10.100 5-hydroxytryptamine receptor 2A 1
18035544 10.1016/j.bmc.2007.10.100 Serotonin 2 receptors; 5-HT2a & 5-HT2c 1

Data from ChEMBL 36 via Core Engine