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Compound Detail

CHEMBL18840

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NCCc1c[nH]c2ccc(C(N)=O)cc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL18840
Phase Preclinical
Structure Type MOL
InChI Key WKZLNEWVIAGNAW-UHFFFAOYSA-N
15
Targets
46
Activities
4
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

203.2
MW (Da)
0.77
ALogP
2
HBA
3
HBD
84.9
PSA (Ų)
0.69
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 C11H13N3O
MW 203.25
Aromatic Rings 2
Heavy Atoms 15
NP-Likeness -0.36

Activity Summary

Ki 28 meas. best 10.54
EC50 9 meas. best 9.7
IC50 7 meas. best 9.53
Kd 2 meas. best 9.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 7
CHEMBL3223
 Ki 10.54 9.4588 0.0 8
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 9.7 9.49 0.2 4
5-hydroxytryptamine receptor 7
CHEMBL3155
 EC50 9.7 8.0633 0.2 3
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 9.7 9.615 0.2 2
5-hydroxytryptamine receptor 1A
CHEMBL214
 EC50 9.57 9.3 0.3 3
5-hydroxytryptamine receptor 1A
CHEMBL214
 IC50 9.53 9.53 0.3 1
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 9.46 9.275 0.3 6
5-hydroxytryptamine receptor 1A
CHEMBL214
 Kd 9.4 9.4 0.4 1
5-hydroxytryptamine receptor 1B
CHEMBL1898
 Ki 8.9 8.9 1.3 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
 IC50 8.47 8.47 3.4 1
5-hydroxytryptamine receptor 1D
CHEMBL4105
 IC50 8.4 8.4 4.0 2
5-hydroxytryptamine receptor 1B
CHEMBL3459
 Ki 8.3 8.3 5.0 1
5-hydroxytryptamine receptor 5A
CHEMBL3426
 Ki 7.7 7.7 20.0 2
Oryctolagus cuniculus
CHEMBL374
 EC50 7.55 7.55 28.2 1
5-hydroxytryptamine receptor 7
CHEMBL3155
 Kd 7.48 7.48 33.1 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 IC50 6.23 6.23 588.8 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 6.21 5.905 620.0 2
5-hydroxytryptamine receptor 7
CHEMBL5494
 EC50 6.2 6.2 630.0 2
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 6.14 6.07 720.0 2
Serotonin 3 receptor (5HT3)
CHEMBL2111333
 IC50 4.71 4.71 19498.5 1
5-hydroxytryptamine receptor 2A
CHEMBL322
 IC50 4.66 4.66 21877.6 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 7 Ki = 0.029 nM 10.54 Binding affinity against Rat 5-hydroxytryptamine 7 receptor using [3H]5-HT 10753471
5-hydroxytryptamine receptor 7 Ki = 0.1202 nM 9.92 Binding affinity at rat 5-hydroxytryptamine 7 receptor. 14640545
5-hydroxytryptamine receptor 7 EC50 = 0.2 nM 9.7 Agonist activity at human 5-HT7 expressed in HEK293 cells assessed as receptor a... 38552597
5-hydroxytryptamine receptor 1A Ki = 0.2 nM 9.7 Displacement of [3H]-8-OH-DPAT from human 5-HT1A receptor expressed in HEK cell ... 37003157
5-hydroxytryptamine receptor 1A Ki = 0.2 nM 9.7 Evaluated for the binding affinity to hippocampus striatal membranes at 5-hydrox... 3543362
5-hydroxytryptamine receptor 1A Ki = 0.26 nM 9.59 Displacement of [3H]-8-OH-DPAT from human 5-HT1A receptor expressed in HEK293 ce... 37027998
5-hydroxytryptamine receptor 1A EC50 = 0.2692 nM 9.57 Agonist activity at human 5HT1A expressed in HEK293 cells assessed as inhibition... 37027998
5-hydroxytryptamine receptor 1A EC50 = 0.27 nM 9.57 Agonist activity at human 5HT1A expressed in HEK293 cells assessed as inhibition... 37027998
5-hydroxytryptamine receptor 1A IC50 = 0.2951 nM 9.53 In Vitro Binding affinity againist 5-HT1A receptor by displacing [3H]8-OH-DPAT f... -
5-hydroxytryptamine receptor 1A Ki = 0.2951 nM 9.53 Binding affinity of a compound to rat brain 5-hydroxytryptamine 1A (serotonin) r... 8568799
5-hydroxytryptamine receptor 1A Ki = 0.34 nM 9.47 Displacement of [3H]8-OH-DPAT from human 5HT1A receptor expressed in HEK293 cell... 31357129
5-hydroxytryptamine receptor 7 Ki = 0.35 nM 9.46 Displacement of [3H]-5-CT from human 5-HT7R expressed in human HEK293 cells asse... 32442850
5-hydroxytryptamine receptor 7 Ki = 0.4 nM 9.4 Displacement of [3H]-5-CT from human recombinant 5-HT7 receptor expressed in CHO... 24161678
5-hydroxytryptamine receptor 7 Ki = 0.3981 nM 9.4 Binding affinity against 5-hydroxytryptamine 7 human receptors 14613313
5-hydroxytryptamine receptor 1A Kd = 0.3981 nM 9.4 Binding affinity to 5HT1A receptor 19754201
5-hydroxytryptamine receptor 7 Ki = 0.4898 nM 9.31 Binding affinity to human recombinant 5-hydroxytryptamine 7 receptor in mammalia... 12014957
5-hydroxytryptamine receptor 7 Ki = 0.5 nM 9.3 Displacement of [3H]LSD from rat recombinant 5HT7 receptor expressed in HEK293 c... 17649988
5-hydroxytryptamine receptor 7 Ki = 0.5 nM 9.3 Displacement of [3H]LSD from rat cloned 5HT7 receptor expressed in HEK293 cells 18800769
5-hydroxytryptamine receptor 7 Ki = 0.51 nM 9.29 Binding affinity to the rat 5-hydroxytryptamine 7 receptor 12570387
5-hydroxytryptamine receptor 7 Ki = 0.51 nM 9.29 Displacement of [3H]LSD from rat recombinant 5HT7 receptor expressed in HEK293 c... 15588097

Literature References

PubMed DOI Target Context # Activities
30568756 10.1039/C8MD00313K ADMET 5
15588097 10.1021/jm049702f 5-hydroxytryptamine receptor 7 5
37027998 10.1016/j.ejmech.2023.115285 5-hydroxytryptamine receptor 1A 4
18800769 10.1021/jm800615e 5-hydroxytryptamine receptor 7 3
37027998 10.1016/j.ejmech.2023.115285 5-hydroxytryptamine receptor 2A 3
17649988 10.1021/jm070487n 5-hydroxytryptamine receptor 7 3
31357129 10.1016/j.ejmech.2019.07.050 5-hydroxytryptamine receptor 2A 3
12570387 10.1021/jm020994z 5-hydroxytryptamine receptor 7 3
30904783 10.1016/j.ejmech.2019.03.017 5-hydroxytryptamine receptor 7 2
7658443 10.1021/jm00018a016 5-hydroxytryptamine receptor 1D 2
14640545 10.1021/jm030826m 5-hydroxytryptamine receptor 7 2
10425105 10.1021/jm9910324 5-hydroxytryptamine receptor 1A 2
31357129 10.1016/j.ejmech.2019.07.050 5-hydroxytryptamine receptor 1A 2
- 10.1016/S0960-894X(01)80331-0 Oryctolagus cuniculus 2
30568756 10.1039/C8MD00313K HepG2 2
12825922 10.1021/jm030030n 5-hydroxytryptamine receptor 5A 2
18817363 10.1021/jm800461k 5-hydroxytryptamine receptor 1A 2
38552597 10.1016/j.bmc.2024.117698 5-hydroxytryptamine receptor 7 2
32877805 10.1016/j.ejmech.2020.112709 5-hydroxytryptamine receptor 7 2
10514291 10.1021/jm991065j 5-hydroxytryptamine receptor 1A 2

Data from ChEMBL 36 via Core Engine