Compound Detail

CHEMBL267777

RITANSERIN

🧪 Phase II

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🧪 Phase II

Cc1nc2sccn2c(=O)c1CCN1CCC(=C(c2ccc(F)cc2)c2ccc(F)cc2)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL267777
Name	RITANSERIN
Phase	Phase II
Structure Type	MOL
InChI Key	JUQLTPCYUFPYKE-UHFFFAOYSA-N

Known Names

NSC-758470 R 55,667 R-55667 Ritanserin Ritanserina Ritanserine Tiserton

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

477.6

MW (Da)

5.48

ALogP

HBA

HBD

37.6

PSA (Å²)

0.38

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

USAN Stem	-anserin
USAN Year	1985

Extended Properties

Molecular Formula	C27H25F2N3OS
MW	477.58
Aromatic Rings	4
Heavy Atoms	34
NP-Likeness	-1.36

Indications

Cocaine-Related Disorders

Activity Summary

Ki 56 meas. best 9.59

IC50 38 meas. best 9.4

Kd 3 meas. best 8.8

EC50 2 meas. best 5.35

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Serotonin 2 (5-HT2) receptor CHEMBL2093870	Ki	9.59	9.32	0.3	3
5-hydroxytryptamine receptor 2A CHEMBL322	IC50	9.4	9.085	0.4	2
Serotonin 2 (5-HT2) receptor CHEMBL2093870	IC50	9.4	9.1217	0.4	6
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	9.35	8.9775	0.5	4
5-hydroxytryptamine receptor 2A CHEMBL322	Ki	9.2	8.47	0.6	3
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	9.15	8.8557	0.7	7
Serotonin 2 (5-HT2) receptor CHEMBL2096671	Ki	9.09	9.09	0.8	1
Rattus norvegicus CHEMBL376	Ki	9.05	8.6	0.9	2
Serotonin 2 (5-HT2) receptor CHEMBL2093870	Kd	8.8	8.8	1.6	1
D(2) dopamine receptor CHEMBL339	Ki	8.52	7.635	3.0	4
Rattus norvegicus CHEMBL376	IC50	8.46	8.155	3.5	2
Histamine H1 receptor CHEMBL3943	Ki	8.22	8.22	6.0	1
Histamine H1 receptor CHEMBL231	Ki	7.92	7.92	12.2	1
D(2) dopamine receptor CHEMBL339	IC50	7.92	7.88	12.0	7
5-hydroxytryptamine receptor 7 CHEMBL3223	Ki	7.82	7.81	15.0	2
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	7.8	7.4933	15.8	3
Adrenergic receptor alpha-1 CHEMBL1907610	Ki	7.54	7.42	29.0	2
Adrenergic receptor alpha-1 CHEMBL1907610	Kd	7.5	7.5	31.6	1
D(3) dopamine receptor CHEMBL234	Ki	7.45	7.45	35.5	1
Adrenergic receptor alpha-1 CHEMBL1907610	IC50	7.43	7.3633	37.0	3
Alpha-1A adrenergic receptor CHEMBL319	IC50	7.33	7.33	47.0	3
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	6.99	6.99	101.5	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	6.76	6.76	172.4	1
D(2) dopamine receptor CHEMBL217	Ki	6.74	6.74	184.0	1
D(4) dopamine receptor CHEMBL219	Ki	6.62	6.62	238.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	Kd	6.6	6.6	251.2	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	6.55	6.55	280.7	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	6.54	6.54	286.9	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	6.5	6.5	318.3	1
D(1A) dopamine receptor CHEMBL2056	Ki	6.48	6.48	330.1	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	6.47	6.47	339.4	1
Mu-type opioid receptor CHEMBL233	Ki	6.46	6.46	344.3	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	6.43	6.43	367.4	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.43	6.43	375.1	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	6.37	6.37	426.4	1
D(1B) dopamine receptor CHEMBL1850	Ki	6.31	6.31	493.0	1
Sodium-dependent serotonin transporter CHEMBL228	Ki	6.25	6.25	567.7	1
5-hydroxytryptamine receptor 1E CHEMBL2182	Ki	6.25	6.25	556.4	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	6.22	6.22	598.3	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	6.18	6.18	655.3	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	6.16	6.16	685.4	1
Serotonin 1 (5-HT1) receptor CHEMBL2095159	Ki	6.08	6.08	842.0	1
5-hydroxytryptamine receptor 1A CHEMBL273	Ki	6.0	6.0	1000.0	1
Kappa-type opioid receptor CHEMBL237	Ki	5.84	5.84	1445.4	1
Beta-2 adrenergic receptor CHEMBL210	EC50	5.35	5.35	4435.7	1
GL261 CHEMBL4483239	IC50	5.3	5.3	5000.0	1
Unchecked CHEMBL612545	IC50	5.3	5.3	5000.0	1
U-251 CHEMBL615022	IC50	5.3	5.3	5000.0	1
N-formyl peptide receptor 3 CHEMBL5646	IC50	5.25	5.25	5622.5	1
Plasmodium falciparum CHEMBL364	IC50	5.1	5.0	7943.3	6

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Serotonin 2 (5-HT2) receptor	Ki	=	0.26	nM	9.59	The compound was tested for its binding affinity towards 5-hydroxytryptamine 2 r...	1346653
Serotonin 2 (5-HT2) receptor	IC50	=	0.4	nM	9.4	Displacement of [3H]ketanserin from 5-hydroxytryptamine 2 receptor in rat cortic...	8410990
Serotonin 2 (5-HT2) receptor	IC50	=	0.4	nM	9.4	Compound was tested for the displacement of [3H]ketanserin from serotonin 5-hydr...	1336053
Serotonin 2 (5-HT2) receptor	IC50	=	0.4	nM	9.4	Compound was tested for the displacement of [3H]ketanserin from serotonin 5-hydr...	1336054
Serotonin 2 (5-HT2) receptor	IC50	=	0.4	nM	9.4	Binding affinity at serotonin 5-hydroxytryptamine 2 receptor by [3H]ketanserin d...	8151622
5-hydroxytryptamine receptor 2A	IC50	=	0.4	nM	9.4	Binding affinity to serotonin 5-hydroxytryptamine 2A receptors using a radioliga...	8809161
5-hydroxytryptamine receptor 2A	Ki	=	0.45	nM	9.35	Binding affinity to 5-HT2A (unknown origin) assessed as inhibition constant	35939391
5-hydroxytryptamine receptor 2A	Ki	=	0.45	nM	9.35	Binding affinity to 5HT2A receptor (unknown origin)	30611057
Serotonin 2 (5-HT2) receptor	Ki	=	0.61	nM	9.21	In vitro binding affinity towards 5-hydroxytryptamine 2 receptor in rat striatal...	7901415
5-hydroxytryptamine receptor 2A	Ki	=	0.631	nM	9.2	Binding affinity was evaluated in vitro by displacement of [3H]ketanserin from 5...	9046349
Serotonin 2 (5-HT2) receptor	Ki	=	0.69	nM	9.16	Binding constant against 5-hydroxytryptamine 2 receptor (in vitro)	1908521
5-hydroxytryptamine receptor 2C	Ki	=	0.71	nM	9.15	Binding affinity to 5-HT2C (unknown origin) assessed as inhibition constant	35939391
5-hydroxytryptamine receptor 2C	Ki	=	0.71	nM	9.15	Binding affinity to 5HT2C receptor (unknown origin)	30611057
5-hydroxytryptamine receptor 2C	Ki	=	0.8	nM	9.1	Displacement of [3H]Mesulergine from 5-HT2C receptor (unknown origin) assessed a...	36001775
Serotonin 2 (5-HT2) receptor	Ki	=	0.82	nM	9.09	Binding affinity against 5-hydroxytryptamine 2 receptor from rat cortical synapt...	8496917
Rattus norvegicus	Ki	=	0.9	nM	9.05	Compound was evaluated for its activity at membrane-bound receptor (M+L+P fracti...	3746815
5-hydroxytryptamine receptor 2A	Ki	=	1.479	nM	8.83	Inhibition of 5-HT2A (unknown origin) assessed as inhibition constant	29656203
Serotonin 2 (5-HT2) receptor	Kd	=	1.585	nM	8.8	In vitro antagonistic activity against the contraction induced by 5-HT through 5...	1732528
5-hydroxytryptamine receptor 2A	IC50	=	1.7	nM	8.77	In vitro binding affinity towards serotonin 5-HT2A receptor in rat cortical memb...	-
5-hydroxytryptamine receptor 2A	Ki	=	1.7	nM	8.77	Displacement of [3H]ketanserin from 5HT2A receptor in Sprague-Dawley rat brain b...	18296055

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	HEK-293T	10
-	10.6019/CHEMBL4689842	Fibroblast	9
-	10.6019/CHEMBL4689842	U2OS	7
19734910	10.1038/nchembio.215	Plasmodium falciparum	6
30611057	10.1016/j.ejmech.2018.12.061	Diacylglycerol kinase alpha	6
1908521	10.1021/jm00112a025	Rattus norvegicus	6
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	5
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	5
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	5
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	5
-	10.6019/CHEMBL5209801	Apelin receptor	5
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	5
1336053	10.1021/jm00104a006	Rattus norvegicus	5
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	5
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	5
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	5
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	5
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	5
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	5
-	10.1016/0960-894X(94)80007-3	Rattus norvegicus	4

Data from ChEMBL 36 via Core Engine