Compound Detail

CHEMBL1121

SINCALIDE

💊 Approved Drug

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💊 Approved Drug

CSCC[C@H](NC(=O)[C@H](Cc1ccc(OS(=O)(=O)O)cc1)NC(=O)[C@@H](N)CC(=O)O)C(=O)NCC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(N)=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1121
Name	SINCALIDE
Phase	Approved
Structure Type	BOTH
InChI Key	IZTQOLKUZKXIRV-YRVFCXMDSA-N

Known Names

Cck c-terminal octapeptide Cck-8 Cck-8s Cholecystokinin c-terminal octapeptide Kinevac Sincalida Sincalide SQ 19844 SQ-19844

Targets

108

Activities

Assay Types

PK Parameters

Publications

Known Names

Mechanisms

Molecular Properties

1143.3

MW (Da)

Drug Information

Molecule Type	Protein
First Approval	1976
Availability	Prescription
Chirality	Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product

USAN Year

1974

Extended Properties

Molecular Formula	C49H62N10O16S3
MW	1143.29

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Cholecystokinin A receptor agonist	AGONIST	Cholecystokinin receptor type A	✓	✓

ATC Classification

V04CC03

sincalide

Level 1: VARIOUS

Level 2: DIAGNOSTIC AGENTS

Activity Summary

IC50 50 meas. best 10.0

Ki 32 meas. best 10.05

EC50 26 meas. best 10.85

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Rattus norvegicus CHEMBL376	EC50	10.85	10.1833	0.0	3
Cholecystokinin receptor type A CHEMBL1901	EC50	10.36	8.865	0.0	4
Gastrin/cholecystokinin type B receptor CHEMBL298	EC50	10.3	8.954	0.1	5
Cholecystokinin receptor type A CHEMBL2871	Ki	10.05	9.36	0.1	4
Cavia porcellus CHEMBL369	EC50	10.0	9.2944	0.1	9
Cholecystokinin receptor type A CHEMBL2871	IC50	10.0	9.3918	0.1	11
Cholecystokinin receptor type A CHEMBL1901	IC50	9.95	9.3258	0.1	12
Gastrin/cholecystokinin type B receptor CHEMBL298	IC50	9.92	9.3836	0.1	14
Gastrin/cholecystokinin type B receptor CHEMBL298	Ki	9.55	9.4338	0.3	8
Cholecystokinin receptor type A CHEMBL3501	Ki	9.55	9.2738	0.3	8
Cholecystokinin receptor type A CHEMBL3501	IC50	9.55	9.475	0.3	2
Cholecystokinin receptor type A CHEMBL1901	Ki	9.55	9.55	0.3	1
Gastrin/cholecystokinin type B receptor CHEMBL2854	IC50	9.52	9.415	0.3	6
Cholecystokinin receptor CHEMBL2111334	Ki	9.52	8.525	0.3	4
Gastrin/cholecystokinin type B receptor CHEMBL3508	Ki	9.39	9.1533	0.4	6
Gastrin/cholecystokinin type B receptor CHEMBL3508	EC50	9.2	9.2	0.6	2
Gastrin/cholecystokinin type B receptor CHEMBL3508	IC50	9.0	8.394	1.0	5
Cholecystokinin receptor CHEMBL2095185	EC50	8.7	8.7	2.0	1
Jurkat CHEMBL397	EC50	8.7	8.7	2.0	1
Cavia porcellus CHEMBL369	Ki	8.6	8.6	2.5	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Rattus norvegicus	EC50	=	0.014	nM	10.85	Compound was tested in vitro for its ability to stimulate dispersed rat pancreat...	9873689
Rattus norvegicus	EC50	=	0.02	nM	10.7	Compound was evaluated for the inhibition of amylase secretion in isolated rat p...	10866391
Cholecystokinin receptor type A	EC50	=	0.04365	nM	10.36	Agonist activity at human CCK1R expressed in human 1321N1 cells assessed as IP1 ...	30624060
Gastrin/cholecystokinin type B receptor	EC50	=	0.05012	nM	10.3	Compound was evaluated for the [Ca2+] mobilization innstably transfected CHO-K1 ...	7650691
Cholecystokinin receptor type A	Ki	=	0.09	nM	10.05	Binding affinity for Cholecystokinin type A receptor using [125I]BH-CCK-8 in rat...	9435899
Cholecystokinin receptor type A	Ki	=	0.09	nM	10.05	Inhibition of [125I]BH-CCK-8 binding to Cholecystokinin type A receptor of rat p...	10882360
Gastrin/cholecystokinin type B receptor	EC50	=	0.093	nM	10.03	Displacement of [125I]CCK-8 from CCK2 receptor in human FGS7 Jurkat cells	16562853
Cholecystokinin receptor type A	IC50	=	0.1	nM	10.0	Inhibition of [125I]- Bolton-Hunter CCK-26-33 binding to Cholecystokinin type A ...	-
Cholecystokinin receptor type A	IC50	=	0.1	nM	10.0	Half-maximal inhibition of specific binding of [125I]bolton hunter CCK-8 to rat ...	1671419
Cholecystokinin receptor type A	IC50	=	0.1	nM	10.0	Inhibition of binding of [125I]Bolton-Hunter labeled CCK-8 to cholecystokinin ty...	7684452
Cholecystokinin receptor type A	IC50	=	0.1	nM	10.0	Evaluated for inhibition of cholecystokinin type A receptor by displacing [125I]...	1635058
Cholecystokinin receptor type A	EC50	=	0.1	nM	10.0	Compound was evaluated for the [Ca2+] mobilization innstably transfected CHO-K1 ...	7650691
Cavia porcellus	EC50	=	0.1	nM	10.0	The compound was tested for the agonistic activity of amylase secretion by Guine...	2464062
Cholecystokinin receptor type A	IC50	=	0.1122	nM	9.95	Displacement of [125I]-CCK-8 from human CCK1R expressed in human 1321N1 cell mem...	30624060
Gastrin/cholecystokinin type B receptor	IC50	=	0.12	nM	9.92	Displacement of [125I]CCK-8s from human recombinant CCK2 receptor expressed in C...	27876250
Gastrin/cholecystokinin type B receptor	IC50	=	0.12	nM	9.92	Displacement of [125I]CCK-8s from human recombinant CCK-B receptor expressed in ...	26988801
Cholecystokinin receptor type A	IC50	=	0.13	nM	9.89	Displacement of [125I]CCK-8s from human recombinant CCK1 receptor expressed in C...	27876250
Cholecystokinin receptor type A	IC50	=	0.13	nM	9.89	Displacement of [125I]CCK-8s from human recombinant CCK-A receptor expressed in ...	26988801
Cavia porcellus	EC50	=	0.13	nM	9.89	Agonist activity by measuring the effect on amylase secretion from guinea pig ac...	2452253
Gastrin/cholecystokinin type B receptor	IC50	=	0.2291	nM	9.64	Binding affinity against human Cholecystokinin type B receptor by displacement o...	8709093

Literature References

PubMed	DOI	Target Context	# Activities
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
8978852	10.1021/jm9601664	Mus musculus	4
16686530	10.1021/jm050921q	Cholecystokinin receptor type A	4
16686530	10.1021/jm050921q	Gastrin/cholecystokinin type B receptor	4
9057851	10.1021/jm9603072	Gastrin/cholecystokinin type B receptor	3
7650691	10.1021/jm00017a022	Cholecystokinin receptor type A	3
7650691	10.1021/jm00017a022	Gastrin/cholecystokinin type B receptor	3
2452253	10.1021/jm00400a013	Cavia porcellus	3
11020275	10.1021/jm0000416	Gastrin/cholecystokinin type B receptor	3
8978852	10.1021/jm9601664	Rattus norvegicus	3
3560164	10.1021/jm00387a027	Cholecystokinin receptor	2
30624060	10.1021/acs.jmedchem.8b01558	Gastrin/cholecystokinin type B receptor	2
8709093	10.1021/jm960249k	Mus musculus	2
9276016	10.1021/jm970265x	Cavia porcellus	2
10882360	10.1021/jm990252e	Rattus norvegicus	2
7650691	10.1021/jm00017a022	Cavia porcellus	2
8709093	10.1021/jm960249k	Cavia porcellus	2
8558528	10.1021/jm950626d	Rattus norvegicus	2
-	10.1016/S0960-894X(97)00062-0	Cholecystokinin receptor	2
1732532	10.1021/jm00079a003	Cholecystokinin receptor type A	2

Data from ChEMBL 36 via Core Engine