Compound Detail

CHEMBL263881

LYSERGIDE

🧪 Phase II

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🧪 Phase II

CCN(CC)C(=O)[C@@H]1C=C2c3cccc4[nH]cc(c34)C[C@H]2N(C)C1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL263881
Name	LYSERGIDE
Phase	Phase II
Structure Type	MOL
InChI Key	VAYOSLLFUXYJDT-RDTXWAMCSA-N

Known Names

D-lsd Dextrolysergic acid diethylamide Lisergida LSD Lsd-25 Lysergic acid diethylamide tartrate ci Lysergide N,n-diethyllysergamide

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

323.4

MW (Da)

2.91

ALogP

HBA

HBD

39.3

PSA (Å²)

0.94

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

USAN Stem

-erg-

Extended Properties

Molecular Formula	C20H25N3O
MW	323.44
Aromatic Rings	2
Heavy Atoms	24
NP-Likeness	0.63

Indications

Alcoholism Anxiety Depressive Disorder, Major Pain

Activity Summary

Ki 44 meas. best 8.96

EC50 8 meas. best 8.29

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	8.96	8.94	1.1	3
Unchecked CHEMBL612545	Ki	8.82	8.82	1.5	1
5-hydroxytryptamine receptor 7 CHEMBL3223	Ki	8.7	8.36	2.0	2
Serotonin 2 (5-HT2) receptor CHEMBL2093870	Ki	8.6	8.4	2.5	2
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	8.59	8.492	2.6	5
5-hydroxytryptamine receptor 2A CHEMBL322	Ki	8.46	8.42	3.5	5
5-hydroxytryptamine receptor 2C CHEMBL324	Ki	8.42	8.3	3.8	4
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	8.41	8.41	3.9	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	8.3	8.3	5.0	1
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	8.3	8.2933	5.0	3
5-hydroxytryptamine receptor 2A CHEMBL224	EC50	8.29	7.9883	5.2	6
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	8.2	8.19	6.3	2
Serotonin receptor 2a and 2b (5HT2A and 5HT2B) CHEMBL2111398	Ki	8.2	8.2	6.3	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	8.2	8.18	6.3	2
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	8.05	8.05	9.0	1
5-hydroxytryptamine receptor 2A CHEMBL322	EC50	8.01	8.01	9.8	2
D(3) dopamine receptor CHEMBL234	Ki	7.57	7.57	27.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	7.52	7.52	30.0	1
D(4) dopamine receptor CHEMBL219	Ki	7.25	7.25	56.0	1
5-hydroxytryptamine receptor 1E CHEMBL2182	Ki	7.03	7.03	93.0	1
D(2) dopamine receptor CHEMBL217	Ki	6.92	6.91	120.0	2
Beta-1 adrenergic receptor CHEMBL213	Ki	6.85	6.85	140.0	1
D(1A) dopamine receptor CHEMBL3071	Ki	6.75	6.75	180.0	1
D(1B) dopamine receptor CHEMBL1850	Ki	6.47	6.47	340.0	1
Beta-2 adrenergic receptor CHEMBL210	Ki	6.13	6.13	740.0	1
Histamine H1 receptor CHEMBL231	Ki	5.81	5.81	1540.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
5-hydroxytryptamine receptor 1A	Ki	=	1.1	nM	8.96	Tested in vitro for its ability to bind to 5-hydroxytryptamine 1A receptor using...	12877591
5-hydroxytryptamine receptor 1A	Ki	=	1.1	nM	8.96	Binding affinity towards 5-hydroxytryptamine 1A receptor using [3H]8-OH-DPAT as ...	12213075
5-hydroxytryptamine receptor 1A	Ki	=	1.259	nM	8.9	Binding affinity against 5-hydroxytryptamine 1A human cloned receptors in HEK293...	14613313
Unchecked	Ki	=	1.5	nM	8.82	Displacement of [3H]ketanserin from 5HT2 receptor	8496700
5-hydroxytryptamine receptor 7	Ki	=	2.0	nM	8.7	Binding affinity towards rat 5-hydroxytryptamine 7 receptor	12825922
Serotonin 2 (5-HT2) receptor	Ki	=	2.5	nM	8.6	Compound was tested for binding affinity towards 5-hydroxytryptamine 2 receptor ...	1542100
5-hydroxytryptamine receptor 2A	Ki	=	2.6	nM	8.59	Displacement of [3H]ketanserin from human 5HT2A receptor expressed in human A549...	18468904
5-hydroxytryptamine receptor 2A	Ki	=	3.1	nM	8.51	Displacement of [3H]ketanserin from human 5HT2A receptor expressed in human HEK2...	18468904
5-hydroxytryptamine receptor 2A	Ki	=	3.162	nM	8.5	Binding affinity against 5-hydroxytryptamine 2A receptor human cloned receptors ...	14613313
5-hydroxytryptamine receptor 2A	Ki	=	3.5	nM	8.46	Displacement of [3H]INBMeO from human 5HT2A receptor expressed in human HEK293 c...	18468904
5-hydroxytryptamine receptor 2A	Ki	=	3.5	nM	8.46	Displacement of [125I]DOI from rat 5HT2A receptor	16821786
5-hydroxytryptamine receptor 2A	Ki	=	3.5	nM	8.46	Binding affinity towards 5-hydroxytryptamine 2A receptor using [125I]DOI as radi...	12213075
5-hydroxytryptamine receptor 2A	Ki	=	3.5	nM	8.46	In vitro binding to 5-hydroxytryptamine 2A receptor using [125 I]-DOI	12877591
5-hydroxytryptamine receptor 2C	Ki	=	3.8	nM	8.42	Compound was tested for binding affinity towards 5-hydroxytryptamine 1C receptor...	1542100
5-hydroxytryptamine receptor 1D	Ki	=	3.9	nM	8.41	Binding affinity towards 5-hydroxytryptamine 1D receptor alpha using [3H]8-OH-DP...	12213075
5-hydroxytryptamine receptor 2A	Ki	=	4.0	nM	8.4	Displacement of [3H]INBMeO from human 5HT2A receptor expressed in human A549 cel...	18468904
5-hydroxytryptamine receptor 2A	Ki	=	4.4	nM	8.36	Binding affinity of [3H]- ketanserin labelled towards Rat cortical 5-hydroxytryp...	8709129
5-hydroxytryptamine receptor 2A	Ki	=	4.4	nM	8.36	Binding affinity was measured against 5-hydroxytryptamine 2A receptor by displac...	7699712
5-hydroxytryptamine receptor 2C	Ki	=	5.012	nM	8.3	Binding affinity against 5-hydroxytryptamine 2C receptor human cloned receptors ...	14613313
5-hydroxytryptamine receptor 1A	Ki	=	5.05	nM	8.3	Affinity in displacing [3H]8-OH-DPAT from rat hippocampal 5-HT1A receptor.	1732537

Literature References

PubMed	DOI	Target Context	# Activities
1967651	10.1021/jm00164a037	Rattus norvegicus	12
12213075	10.1021/jm020153s	Rattus norvegicus	12
9622555	10.1021/jm980076u	Rattus norvegicus	10
10090793	10.1021/jm980692q	Rattus norvegicus	8
3761319	10.1021/jm00160a035	Rattus norvegicus	8
36099411	10.1021/acs.jmedchem.2c00702	5-hydroxytryptamine receptor 2A	8
4032428	10.1021/jm00147a022	Rattus norvegicus	7
10514296	10.1021/jm990325u	Rattus norvegicus	6
7658446	10.1021/jm00018a019	Rattus norvegicus	6
1732537	10.1021/jm00080a001	Rattus norvegicus	6
7699712	10.1021/jm00006a015	Rattus norvegicus	4
18468904	10.1016/j.bmc.2008.04.050	5-hydroxytryptamine receptor 2A	4
16821786	10.1021/jm060272y	5-hydroxytryptamine receptor 2A	3
38505858	10.1021/acsmedchemlett.4c00058	5-hydroxytryptamine receptor 2A	3
12213075	10.1021/jm020153s	5-hydroxytryptamine receptor 2A	3
6418888	10.1021/jm00367a009	Serotonin (5-HT) receptor	3
10090793	10.1021/jm980692q	5-hydroxytryptamine receptor 2A	2
12877591	10.1021/jm030064v	5-hydroxytryptamine receptor 2A	2
11101361	10.1021/jm000339w	Rattus norvegicus	2
6418888	10.1021/jm00367a009	Rattus norvegicus	2

Data from ChEMBL 36 via Core Engine