Compound Detail

CHEMBL39

SEROTONIN

🧪 Phase III

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🧪 Phase III

NCCc1c[nH]c2ccc(O)cc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL39
Name	SEROTONIN
Phase	Phase III
Structure Type	MOL
InChI Key	QZAYGJVTTNCVMB-UHFFFAOYSA-N

Known Names

5-ht 5-hydroxytryptamine Enteramine Serotonin Thrombotonin

Targets

525

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

176.2

MW (Da)

1.37

ALogP

HBA

HBD

62.0

PSA (Å²)

0.65

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C10H12N2O
MW	176.22
Aromatic Rings	2
Heavy Atoms	13
NP-Likeness	0.64

Indications

Nausea

Activity Summary

EC50 223 meas. best 10.15

Ki 208 meas. best 9.96

IC50 92 meas. best 9.6

Kd 2 meas. best 8.4

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 2B CHEMBL1833	EC50	10.15	8.7986	0.1	22
5-hydroxytryptamine receptor 2C CHEMBL225	EC50	10.05	8.7563	0.1	35
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	9.96	9.075	0.1	18
5-hydroxytryptamine receptor 2A CHEMBL224	EC50	9.64	8.1413	0.2	40
5-hydroxytryptamine receptor 7 CHEMBL3155	IC50	9.6	9.28	0.2	10
5-hydroxytryptamine receptor 2A CHEMBL322	Ki	9.52	6.9017	0.3	6
5-hydroxytryptamine receptor 1A CHEMBL214	EC50	9.3	7.6569	0.5	39
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	9.3	8.5588	0.5	8
5-hydroxytryptamine receptor 2A CHEMBL5377	EC50	9.28	9.28	0.5	2
5-hydroxytryptamine receptor 7 CHEMBL3223	Ki	9.22	8.45	0.6	3
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	9.21	8.5235	0.6	23
5-hydroxytryptamine receptor 2A CHEMBL322	IC50	9.05	6.555	0.9	6
5-hydroxytryptamine receptor 1B CHEMBL3459	Ki	8.96	8.4467	1.1	9
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	8.96	8.2054	1.1	13
5-hydroxytryptamine receptor 1A CHEMBL214	IC50	8.92	8.5117	1.2	6
5-hydroxytryptamine receptor 2C CHEMBL225	IC50	8.9	7.995	1.2	2
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	8.8	8.5441	1.6	17
Serotonin 1 (5-HT1) receptor CHEMBL2095159	Ki	8.7	8.7	2.0	1
5-hydroxytryptamine receptor 6 CHEMBL3371	EC50	8.6	7.78	2.5	3
5-hydroxytryptamine receptor 1A CHEMBL273	IC50	8.59	8.39	2.6	5
Unchecked CHEMBL612545	IC50	8.57	8.57	2.7	1
5-hydroxytryptamine receptor 2C CHEMBL324	EC50	8.55	8.55	2.8	1
5-hydroxytryptamine receptor 1D CHEMBL5450	IC50	8.52	8.52	3.0	1
5-hydroxytryptamine receptor 1D CHEMBL1983	IC50	8.52	8.52	3.0	2
5-hydroxytryptamine receptor 1D CHEMBL2304407	IC50	8.52	8.52	3.0	1
5-hydroxytryptamine receptor 2B CHEMBL323	EC50	8.46	8.42	3.5	2
5-hydroxytryptamine receptor 7 CHEMBL3155	EC50	8.44	7.8173	3.7	15
5-hydroxytryptamine receptor 4 CHEMBL4317	IC50	8.43	7.63	3.7	2
5-hydroxytryptamine receptor 1E CHEMBL2182	Ki	8.4	8.11	4.0	3
5-hydroxytryptamine receptor 7 CHEMBL3155	Kd	8.4	8.4	4.0	1
Unchecked CHEMBL612545	Ki	8.34	7.36	4.6	3
5-hydroxytryptamine receptor 1B CHEMBL3459	IC50	8.34	8.315	4.6	4
5-hydroxytryptamine receptor 1B CHEMBL1898	EC50	8.33	8.0567	4.7	3
5-hydroxytryptamine receptor 1A CHEMBL3737	IC50	8.3	8.3	5.0	1
5-hydroxytryptamine receptor 1B CHEMBL1898	IC50	8.3	7.9667	5.0	6
5-hydroxytryptamine receptor 4 CHEMBL5017	EC50	8.3	8.2	5.0	3
5-hydroxytryptamine receptor 1D CHEMBL5450	EC50	8.28	8.28	5.2	1
5-hydroxytryptamine receptor 1D CHEMBL2304407	EC50	8.28	8.05	5.2	3
Serotonin 1 (5-HT1) receptor CHEMBL2095159	IC50	8.23	7.965	5.9	2
Serotonin 2 (5-HT2) receptor CHEMBL2093870	Ki	8.22	6.5957	6.0	7
Serotonin receptor 2a and 2c (5HT2A and 5HT2C) CHEMBL2111383	Ki	8.21	7.4667	6.1	3
5-hydroxytryptamine receptor 4 CHEMBL4317	EC50	8.2	7.985	6.3	2
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	8.16	7.4208	6.9	12
5-hydroxytryptamine receptor 1F CHEMBL1805	EC50	8.1	8.1	7.9	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	8.09	7.0844	8.2	16
5-hydroxytryptamine receptor 1D CHEMBL4105	IC50	8.0	8.0	10.0	3
5-hydroxytryptamine receptor 2C CHEMBL324	Ki	8.0	7.7133	10.0	3
5-hydroxytryptamine receptor 1A CHEMBL273	EC50	8.0	7.245	10.0	2
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	7.97	7.91	10.8	6
5-hydroxytryptamine receptor 4 CHEMBL1875	EC50	7.92	7.46	12.0	2

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	7.91	%	Rattus norvegicus
CL	-	-	Homo sapiens
KA	0.51	uM	Mus musculus
KA	50.0	uM	Homo sapiens
KA	45.0	uM	Homo sapiens
KA	45.0	uM	Homo sapiens
KA	50.0	uM	Homo sapiens
KA	0.93	uM	Homo sapiens
KA	6.5	uM	Homo sapiens
KA	6.33	uM	Homo sapiens
KA	0.11	uM	Homo sapiens
Ka	45.0	uM	Homo sapiens
Ka	50.0	uM	Homo sapiens
Ka	19.0	uM	Homo sapiens
KA	45.0	uM	Homo sapiens
KA	50.0	uM	Homo sapiens
KA	33.1	uM	Homo sapiens
KA	0.3	uM	Homo sapiens
Ka	50.0	uM	Homo sapiens
Ka	62.0	uM	Methanothermobacter thermautotrophicus
Ka	15.0	uM	Saccharomyces cerevisiae
Ka	45.0	uM	Homo sapiens
Ka	50.0	uM	Homo sapiens
Ka	0.78	uM	Homo sapiens
Ka	3.14	uM	Homo sapiens
KA	0.78	uM	Homo sapiens
KA	45.0	uM	Homo sapiens
KA	50.0	uM	Homo sapiens
KA	62.0	uM	Methanothermobacter thermautotrophicus
KA	38.0	uM	Methanosarcina thermophila

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 2B	EC50	=	0.07079	nM	10.15	Agonist activity at 5-HT2B receptor (unknown origin) by calcium mobilization ass...	32853682
5-hydroxytryptamine receptor 2C	EC50	=	0.09	nM	10.05	Agonist activity at human 5HT2C receptor expressed in HEK293 cells assessed as c...	19284718
5-hydroxytryptamine receptor 2C	EC50	=	0.09	nM	10.05	Agonist activity at human 5HT2C receptor expressed in HEK293 cells assessed as c...	22778800
5-hydroxytryptamine receptor 7	Ki	=	0.11	nM	9.96	Binding affinity to human 5-HT7 receptor by radioligand displacement assay	23466604
5-hydroxytryptamine receptor 2C	EC50	=	0.12	nM	9.92	Partial agonist activity at human 5-HT2CR expressed in human Flp-In-T-REx-293 ce...	38229745
5-hydroxytryptamine receptor 2C	EC50	=	0.1259	nM	9.9	Partial agonist activity at human 5-HT2CR expressed in human Flp-In-T-REx-293 ce...	38229745
5-hydroxytryptamine receptor 7	Ki	=	0.13	nM	9.89	Displacement of [3H]LSD from human 5HT7 receptor	21726069
5-hydroxytryptamine receptor 2C	EC50	=	0.1349	nM	9.87	Agonist activity at human 5-HT2C INI receptor expressed in human Flp-In-293 cell...	27726356
5-hydroxytryptamine receptor 2C	EC50	=	0.14	nM	9.85	Agonist activity at human 5-HT2C INI receptor expressed in human Flp-In-293 cell...	27726356
5-hydroxytryptamine receptor 7	Ki	=	0.14	nM	9.85	Binding affinity to 5HT7 (unknown origin) assessed as inhibition constant	28849908
5-hydroxytryptamine receptor 7	Ki	=	0.14	nM	9.85	Binding affinity to 5HT7 receptor (unknown origin) assessed as inhibition consta...	28849908
5-hydroxytryptamine receptor 2C	EC50	=	0.166	nM	9.78	Agonist activity at human 5-HT2C receptor expressed in human Flp-In-293 cells as...	27726356
5-hydroxytryptamine receptor 2C	EC50	=	0.17	nM	9.77	Agonist activity at human 5-HT2C-INI receptor isoform expressed in Flp-IN HEK293...	28657744
5-hydroxytryptamine receptor 2C	EC50	=	0.17	nM	9.77	Agonist activity at human 5-HT2C receptor expressed in human Flp-In-293 cells as...	27726356
5-hydroxytryptamine receptor 7	Ki	=	0.17	nM	9.77	Displacement of [3H]LSD from human recombinant 5-HT7 receptor expressed in CHO c...	27997171
5-hydroxytryptamine receptor 2C	EC50	=	0.182	nM	9.74	Agonist activity at human 5-HT2C-INI receptor isoform expressed in Flp-IN HEK293...	28657744
5-hydroxytryptamine receptor 2C	EC50	=	0.19	nM	9.72	Agonist activity at recombinant human unedited 5HT2C receptor isoform INI expres...	31445232
5-hydroxytryptamine receptor 2C	EC50	=	0.1905	nM	9.72	Agonist activity at recombinant human unedited 5HT2C receptor isoform INI expres...	31445232
5-hydroxytryptamine receptor 7	Ki	=	0.2	nM	9.7	Binding affinity to human 5-HT7 receptor extracted from HEK293 cell membrane ass...	38552597
5-hydroxytryptamine receptor 2C	EC50	=	0.21	nM	9.68	Agonist activity at human 5-HT2C receptor expressed in HEK293 cells assessed as ...	25633969

Literature References

PubMed	DOI	Target Context	# Activities
19640719	10.1016/j.bmc.2009.07.022	5-hydroxytryptamine receptor 3A	34
27726356	10.1021/acs.jmedchem.6b01194	5-hydroxytryptamine receptor 2C	22
671450	10.1021/jm00204a007	ADMET	17
30721053	10.1021/acs.jmedchem.9b00062	5-hydroxytryptamine receptor 1A	14
23301527	10.1021/jm301656h	5-hydroxytryptamine receptor 2C	10
36099411	10.1021/acs.jmedchem.2c00702	5-hydroxytryptamine receptor 2A	10
35248836	10.1016/j.ejmech.2022.114218	5-hydroxytryptamine receptor 1A	9
17698848	10.1074/jbc.m704456200	Sodium-dependent serotonin transporter	8
1791481	10.1021/np50076a006	Unchecked	6
23301527	10.1021/jm301656h	5-hydroxytryptamine receptor 2A	6
23332346	10.1016/j.bmc.2012.12.016	D(1A) dopamine receptor	6
35814926	10.1039/d2md00053a	MAP/microtubule affinity-regulating kinase 4	6
2918500	10.1021/jm00123a006	5-hydroxytryptamine receptor 1A	6
34032427	10.1021/acs.jmedchem.1c00110	5-hydroxytryptamine receptor 7	6
28657744	10.1021/acs.jmedchem.7b00584	5-hydroxytryptamine receptor 2C	6
30028132	10.1021/acs.jmedchem.8b00642	5-hydroxytryptamine receptor 7	6
14613313	10.1021/jm0341204	5-hydroxytryptamine receptor 1A	5
12954071	10.1021/jm030205t	5-hydroxytryptamine receptor 2A	5
22381048	10.1016/j.bmcl.2012.01.122	5-hydroxytryptamine receptor 2C	5
30240563	10.1021/acs.jmedchem.8b00542	Synaptic vesicular amine transporter	5

Data from ChEMBL 36 via Core Engine