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Compound Detail

CHEMBL266591

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Cc1[nH]c2ccc(O)cc2c1CCN
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL266591
Phase Preclinical
Structure Type MOL
InChI Key WYWNEDARFVJQSG-UHFFFAOYSA-N
10
Targets
17
Activities
3
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

190.2
MW (Da)
1.68
ALogP
2
HBA
3
HBD
62.0
PSA (Ų)
0.67
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 C11H14N2O
MW 190.25
Aromatic Rings 2
Heavy Atoms 14
NP-Likeness 0.17

Activity Summary

Ki 13 meas. best 7.34
IC50 3 meas. best 6.19
EC50 1 meas. best 5.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 7.34 7.0267 46.0 3
Serotonin 3 (5-HT3) receptor
CHEMBL2094116
 Ki 6.7 6.31 199.5 2
5-hydroxytryptamine receptor 1B
CHEMBL3459
 Ki 6.28 6.28 520.0 1
Serotonin 3 (5-HT3) receptor
CHEMBL2094116
 IC50 6.19 6.1633 645.6 3
5-hydroxytryptamine receptor 2C
CHEMBL324
 Ki 6.19 6.19 650.0 1
5-hydroxytryptamine receptor 3A
CHEMBL1899
 Ki 5.92 5.92 1200.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 5.92 5.76 1200.0 2
5-hydroxytryptamine receptor 1D
CHEMBL1983
 Ki 5.91 5.91 1220.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 5.9 5.9 1258.0 1
Serotonin 3 receptor (5HT3)
CHEMBL2111333
 Ki 5.84 5.84 1430.0 1
Rattus norvegicus
CHEMBL376
 EC50 5.21 5.21 6165.9 1

Pharmacokinetic Data

Parameter Value Units Species
CL 4.9 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 6 Ki = 46.0 nM 7.34 Binding affinity towards 5-hydroxytryptamine 6 receptor 12825922
5-hydroxytryptamine receptor 6 Ki = 46.0 nM 7.34 Binding affinity for human 5-hydroxytryptamine 6 receptor expressed in HEK 293 h... 10715164
Serotonin 3 (5-HT3) receptor Ki = 199.53 nM 6.7 The compound was tested for the binding affinity against 5-hydroxytryptamine 3 r... 10543880
5-hydroxytryptamine receptor 6 Ki = 400.0 nM 6.4 Binding affinity towards human 5-hydroxytryptamine 6 receptor was evaluated usin... 12825922
5-hydroxytryptamine receptor 1B Ki = 520.0 nM 6.28 Binding affinity was determined against 5-hydroxytryptamine 1B receptor was dete... 2299641
Serotonin 3 (5-HT3) receptor IC50 = 645.65 nM 6.19 Compound was evaluated for the displacement of [3H]-Q-ICS 205-930 binding to 5-h... 1992112
5-hydroxytryptamine receptor 2C Ki = 650.0 nM 6.19 Binding affinity was determined against 5-hydroxytryptamine 1C receptor was dete... 2299641
Serotonin 3 (5-HT3) receptor IC50 = 645.65 nM 6.19 Compound was evaluated for the displacement of [3H]Q-ICS-205-930 from 5-HT3 reco... 1552497
Serotonin 3 (5-HT3) receptor IC50 = 779.0 nM 6.11 Inhibition of [3H]BRL-43694 binding to 5-hydroxytryptamine 3 receptor of rat cor... 9357534
5-hydroxytryptamine receptor 3A Ki = 1200.0 nM 5.92 Compound was evaluated for its binding affinity towards 5-hydroxytryptamine 3 re... 10715164
Serotonin 3 (5-HT3) receptor Ki = 1217.0 nM 5.92 In vitro displacement of [3H]ICS-205-930 from 5-hydroxytryptamine 3 receptor in ... 2296012
5-hydroxytryptamine receptor 1A Ki = 1200.0 nM 5.92 Binding affinity was determined against 5-hydroxytryptamine 1A receptor was dete... 2299641
5-hydroxytryptamine receptor 1D Ki = 1220.0 nM 5.91 Binding affinity was determined against 5-hydroxytryptamine 1D receptor in bovin... 2299641
5-hydroxytryptamine receptor 7 Ki = 1258.0 nM 5.9 Binding affinity of compound towards rodent 5-hydroxytryptamine 7 receptor 12825922
Serotonin 3 receptor (5HT3) Ki = 1430.0 nM 5.84 The binding affinity was measured for 5-hydroxytryptamine 3 receptor on NG 108-1... 2231600
5-hydroxytryptamine receptor 1A Ki = 2511.89 nM 5.6 Binding affinity of a compound to rat brain 5-hydroxytryptamine 1A (serotonin) r... 8568799
Rattus norvegicus EC50 = 6165.95 nM 5.21 Tested for effective concentration against 5-HT mediated depolarization of isola... -

Literature References

PubMed DOI Target Context # Activities
19425598 10.1021/jm900018b 5-hydroxytryptamine receptor 3A 4
- 10.1016/S0960-894X(00)80170-5 Serotonin 3 (5-HT3) receptor 3
8176710 10.1021/jm00035a012 Rattus norvegicus 3
2296012 10.1021/jm00163a003 Rattus norvegicus 3
12217367 10.1016/s0960-894x(02)00514-0 Serotonin 3 (5-HT3) receptor 2
12825922 10.1021/jm030030n 5-hydroxytryptamine receptor 5A 2
27765507 10.1016/j.bmcl.2016.10.004 Escherichia coli 2
- 10.1016/0960-894X(95)00308-G Rattus norvegicus 2
- 10.1016/0960-894X(95)00308-G Serotonin 3 (5-HT3) receptor 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
12825922 10.1021/jm030030n 5-hydroxytryptamine receptor 6 2
2296012 10.1021/jm00163a003 Serotonin 3 (5-HT3) receptor 1
2231600 10.1021/jm00173a017 Serotonin 3 receptor (5HT3) 1
8568799 10.1021/jm950410b 5-hydroxytryptamine receptor 1A 1
10715164 10.1021/jm990550b 5-hydroxytryptamine receptor 6 1
1992112 10.1021/jm00105a021 Serotonin 3 (5-HT3) receptor 1
2299641 10.1021/jm00164a046 5-hydroxytryptamine receptor 1A 1
10543880 10.1021/jm990151g Serotonin 3 (5-HT3) receptor 1
2299641 10.1021/jm00164a046 5-hydroxytryptamine receptor 2C 1
2299641 10.1021/jm00164a046 5-hydroxytryptamine receptor 1D 1

Data from ChEMBL 36 via Core Engine