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Compound Detail

CHEMBL31115

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COc1ccc2[nH]cc(CC(C)N)c2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL31115
Phase Preclinical
Structure Type MOL
InChI Key OGNJZVNNKBZFRM-UHFFFAOYSA-N
9
Targets
17
Activities
3
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

204.3
MW (Da)
2.07
ALogP
2
HBA
2
HBD
51.0
PSA (Ų)
0.80
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C12H16N2O
MW 204.27
Aromatic Rings 2
Heavy Atoms 15
NP-Likeness -0.10

Activity Summary

Ki 9 meas. best 8.8
EC50 5 meas. best 8.57
IC50 3 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2A
CHEMBL322
 Ki 8.8 8.8 1.6 1
5-hydroxytryptamine receptor 2A
CHEMBL322
 IC50 8.7 8.53 2.0 2
5-hydroxytryptamine receptor 2B
CHEMBL323
 EC50 8.57 8.57 2.7 1
5-hydroxytryptamine receptor 2C
CHEMBL324
 EC50 8.51 8.51 3.1 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 8.34 8.34 4.6 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 8.34 8.34 4.6 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 8.15 8.15 7.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 8.11 8.11 7.8 2
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 8.08 8.08 8.3 2
5-hydroxytryptamine receptor 2A
CHEMBL322
 EC50 7.32 6.93 47.5 2
5-hydroxytryptamine receptor 1A
CHEMBL214
 IC50 7.06 7.06 86.4 1
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
 Ki 6.46 6.46 345.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 EC50 6.25 6.25 564.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2A Ki = 1.6 nM 8.8 In vitro inhibitory constant against [125I]DOI binding to 5-hydroxytryptamine 2A... 12954071
5-hydroxytryptamine receptor 2A IC50 = 2.0 nM 8.7 Inhibition of [125I]DOI binding to 5HT2A receptor in rat cerebral cortex 16392816
5-hydroxytryptamine receptor 2B EC50 = 2.7 nM 8.57 Activity against 5HT2B receptor in longitudinal stomach fundus strips in wistar ... 16392816
5-hydroxytryptamine receptor 2C EC50 = 3.1 nM 8.51 Activity against recombinant rat 5HT2C mediated intracellular calcium mobilizati... 16392816
5-hydroxytryptamine receptor 2A IC50 = 4.4 nM 8.36 In vitro inhibition of [125I]DOI binding to 5-hydroxytryptamine 2A receptor in r... 12954071
5-hydroxytryptamine receptor 1A Ki = 4.6 nM 8.34 Inhibitory constant against cloned human 5-hydroxytryptamine 2A receptor using w... 12954071
5-hydroxytryptamine receptor 2A Ki = 4.6 nM 8.34 Displacement of [125I]DOI from cloned human 5HT2A receptor expressed in CHO cell... 16392816
5-hydroxytryptamine receptor 1A Ki = 7.0 nM 8.15 Binding affinity against 5-hydroxytryptamine 1A receptor using [3H]-8-OH-DPAT as... 2213830
5-hydroxytryptamine receptor 2B Ki = 7.8 nM 8.11 Inhibitory constant against cloned human 5-hydroxytryptamine 2B receptor using w... 12954071
5-hydroxytryptamine receptor 2B Ki = 7.8 nM 8.11 Displacement of [125I]DOI from cloned human 5HT2B receptor expressed in CHO cell... 16392816
5-hydroxytryptamine receptor 2C Ki = 8.3 nM 8.08 Inhibitory constant against cloned human 5-hydroxytryptamine 2C receptor using w... 12954071
5-hydroxytryptamine receptor 2C Ki = 8.3 nM 8.08 Displacement of [125I]DOI from cloned human 5HT2C receptor expressed in CHO cell... 16392816
5-hydroxytryptamine receptor 2A EC50 = 47.5 nM 7.32 Activity against 5HT2A mediated intracellular calcium mobilization by FLIPR in r... 16392816
5-hydroxytryptamine receptor 1A IC50 = 86.4 nM 7.06 In vitro inhibitory concentration required against [3H]8-OH-DPAT binding to clon... 12954071
5-hydroxytryptamine receptor 2A EC50 = 285.0 nM 6.54 In vitro relative agonist activity against 5-hydroxytryptamine 2A using PI assay... 12954071
Serotonin 2 (5-HT2) receptor Ki = 345.0 nM 6.46 Binding affinity against 5-hydroxytryptamine 2 receptor using [3H]ketanserin as ... 2213830
5-hydroxytryptamine receptor 1A EC50 = 564.0 nM 6.25 Tested for functional response on CHO cells expressing cloned human 5-hydroxytry... 12954071

Literature References

PubMed DOI Target Context # Activities
12954071 10.1021/jm030205t 5-hydroxytryptamine receptor 2A 6
16392816 10.1021/jm050663x 5-hydroxytryptamine receptor 2A 4
12954071 10.1021/jm030205t 5-hydroxytryptamine receptor 1A 3
12954071 10.1021/jm030205t Monkey 3
16392816 10.1021/jm050663x 5-hydroxytryptamine receptor 2C 3
16392816 10.1021/jm050663x 5-hydroxytryptamine receptor 2B 2
12954071 10.1021/jm030205t 5-hydroxytryptamine receptor 2B 1
12954071 10.1021/jm030205t 5-hydroxytryptamine receptor 2C 1
2213830 10.1021/jm00172a016 Serotonin 2 (5-HT2) receptor 1
2213830 10.1021/jm00172a016 5-hydroxytryptamine receptor 1A 1
16392816 10.1021/jm050663x Mus musculus 1

Data from ChEMBL 36 via Core Engine