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Compound Detail

CHEMBL133868

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CC(N)Cc1c[nH]c2ccc3c(c12)CCCO3
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL133868
Phase Preclinical
Structure Type MOL
InChI Key VVHJUSGIUWQPIT-UHFFFAOYSA-N
10
Targets
12
Activities
3
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

230.3
MW (Da)
2.38
ALogP
2
HBA
2
HBD
51.0
PSA (Ų)
0.83
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H18N2O
MW 230.31
Aromatic Rings 2
Heavy Atoms 17
NP-Likeness 0.10

Activity Summary

Ki 9 meas. best 9.52
IC50 2 meas. best 9.15
EC50 1 meas. best 6.94

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2A
CHEMBL322
 Ki 9.52 9.52 0.3 1
5-hydroxytryptamine receptor 2A
CHEMBL322
 IC50 9.15 9.15 0.7 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 8.44 8.44 3.6 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 8.26 8.26 5.5 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 7.89 7.89 13.0 1
5-hydroxytryptamine receptor 2A
CHEMBL322
 EC50 6.94 6.94 116.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 6.4 6.4 400.0 1
5-hydroxytryptamine receptor 4
CHEMBL1875
 Ki 5.75 5.75 1800.0 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
 Ki 5.72 5.72 1900.0 1
Alpha-2B adrenergic receptor
CHEMBL266
 Ki 5.0 5.0 10000.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 IC50 4.96 4.96 10900.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 4.62 4.62 24000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2A Ki = 0.3 nM 9.52 In vitro inhibitory constant against [125I]DOI binding to 5-hydroxytryptamine 2A... 12954071
5-hydroxytryptamine receptor 2A IC50 = 0.7 nM 9.15 In vitro inhibition of [125I]DOI binding to 5-hydroxytryptamine 2A receptor in r... 12954071
5-hydroxytryptamine receptor 2A Ki = 3.6 nM 8.44 Inhibitory constant against cloned human 5-hydroxytryptamine 2A receptor using w... 12954071
5-hydroxytryptamine receptor 2C Ki = 5.5 nM 8.26 Inhibitory constant against cloned human 5-hydroxytryptamine 2C receptor using w... 12954071
5-hydroxytryptamine receptor 2B Ki = 13.0 nM 7.89 Inhibitory constant against cloned human 5-hydroxytryptamine 2B receptor using w... 12954071
5-hydroxytryptamine receptor 2A EC50 = 116.0 nM 6.94 In vitro relative agonist activity against 5-hydroxytryptamine 2A using PI assay... 12954071
5-hydroxytryptamine receptor 6 Ki = 400.0 nM 6.4 Inhibitory constant against human 5-hydroxytryptamine 6 receptor using [3H]LSD r... 12954071
5-hydroxytryptamine receptor 4 Ki = 1800.0 nM 5.75 Inhibitory constant against 5-hydroxytryptamine 4 receptor using [3H]GR-113808 r... 12954071
5-hydroxytryptamine receptor 1D Ki = 1900.0 nM 5.72 Inhibitory constant against human 5-hydroxytryptamine 5A receptor using [3H]LSD ... 12954071
Alpha-2B adrenergic receptor Ki = 10000.0 nM 5.0 Inhibitory constant against Alpha-2B adrenergic receptor using [3H]MK-912 radiol... 12954071
5-hydroxytryptamine receptor 1A IC50 = 10900.0 nM 4.96 In vitro inhibitory concentration required against [3H]8-OH-DPAT binding to clon... 12954071
5-hydroxytryptamine receptor 7 Ki = 24000.0 nM 4.62 Inhibitory constant against human 5-hydroxytryptamine 7 receptor using [3H]LSD r... 12954071

Literature References

PubMed DOI Target Context # Activities
12954071 10.1021/jm030205t 5-hydroxytryptamine receptor 2A 7
12954071 10.1021/jm030205t Monkey 3
12954071 10.1021/jm030205t Alpha-1A adrenergic receptor 2
12954071 10.1021/jm030205t 5-hydroxytryptamine receptor 1A 2
12954071 10.1021/jm030205t 5-hydroxytryptamine receptor 2B 1
12954071 10.1021/jm030205t 5-hydroxytryptamine receptor 2C 1
12954071 10.1021/jm030205t 5-hydroxytryptamine receptor 1B 1
12954071 10.1021/jm030205t 5-hydroxytryptamine receptor 1D 1
12954071 10.1021/jm030205t 5-hydroxytryptamine receptor 3A 1
12954071 10.1021/jm030205t 5-hydroxytryptamine receptor 4 1
12954071 10.1021/jm030205t 5-hydroxytryptamine receptor 5A 1
12954071 10.1021/jm030205t 5-hydroxytryptamine receptor 6 1
12954071 10.1021/jm030205t 5-hydroxytryptamine receptor 7 1
12954071 10.1021/jm030205t Alpha-2A adrenergic receptor 1
12954071 10.1021/jm030205t Alpha-2B adrenergic receptor 1
12954071 10.1021/jm030205t Alpha-2C adrenergic receptor 1
12954071 10.1021/jm030205t Sodium-dependent noradrenaline transporter 1
12954071 10.1021/jm030205t Sodium-dependent serotonin transporter 1

Data from ChEMBL 36 via Core Engine