Sincalide

drug
On this page

Also known as Cck c-terminal octapeptideCck-8Cck-8sCholecystokinin c-terminal octapeptideKinevacSincalidaSQ 19844SQ-19844AspTyr(SO3H)-Met-Gly-Trp-Met-Asp-Phe-NH2cholecystokininAsp-Tyr(OSO3H)-Met-Gly-Trp-Met-Asp-PheDY(SO3H)MGWMDF(CCK8)Cholecystokinin-8cholecystokinin 8Cholecystokinin OctapeptideSID144207030SID144206508

Summary

Sincalide (CHEMBL1121) is an approved protein (ATC V04CC03) targeting CCKAR and CCKBR.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Protein
  • ATC class: V04CC03
  • Targets: 2 (CCKAR, CCKBR)
  • Clinical trials: 5
  • Chemistry: 1143.3 Da · C49H62N10O16S3

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL1121
NameSincalide
TypeProtein
Max phase4
FDA approvedyes
PubChem CID9833444
ATCV04CC03
Molecular formulaC49H62N10O16S3
Molecular weight1143.3
InChIKeyIZTQOLKUZKXIRV-YRVFCXMDSA-N

SMILES: CSCC[C@@H](C(=O)NCC(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N)NC(=O)[C@H](CC4=CC=C(C=C4)OS(=O)(=O)O)NC(=O)[C@H](CC(=O)O)N

IUPAC name: (3S)-3-amino-4-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-carboxy-1-oxopropan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-1-oxo-3-(4-sulfooxyphenyl)propan-2-yl]amino]-4-oxobutanoic acid

Also known as: Cck c-terminal octapeptide, Cck-8, Cck-8s, Cholecystokinin c-terminal octapeptide, Kinevac, Sincalida, Sincalide, SQ 19844, SQ-19844, CCK-8S, AspTyr(SO3H)-Met-Gly-Trp-Met-Asp-Phe-NH2, CCK-8

Patent coverage: 19,499 distinct patent families (27,601 SureChEMBL compound mentions), from 2 matched compound structure(s). One matched structure accounts for 26,041 (94%) of the total. Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.

Targets

Targets

Primary targets (GtoPdb curated mechanism): the Cancer dependency column is the DepMap CRISPR fitness signal (% of screened cell lines dependent on the target).

GeneTargetActionpAffinityCancer dependencyUniProt
CCKARCCK1 receptorAgonist0%P32238
CCKBRCCK2 receptorFull agonist100.3%P32239

Broader ChEMBL bioactivity targets: 8 (assay-derived). Sample: Cholecystokinin receptor type A, Cholecystokinin receptor, Cholecystokinin receptor, Gastrin/cholecystokinin type B receptor, Cholecystokinin receptor type A, Gastrin/cholecystokinin type B receptor, Cholecystokinin receptor type A, Gastrin/cholecystokinin type B receptor.

Bioactivity

ChEMBL activities: 93 potent at pChembl ≥ 5 of 93 total. Top 100 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
CCKAR10.36EC500.04nMCHEMBL_ACT_19108777
CCKBR10.3EC500.05nMCHEMBL_ACT_1003427
P3055110.05Ki0.09nMCHEMBL_ACT_723347
P3055110.05Ki0.09nMCHEMBL_ACT_786164
CCKBR10.03EC500.09nMCHEMBL_ACT_2555656
CCKAR10EC500.1nMCHEMBL_ACT_1003425
P3055110IC500.1nMCHEMBL_ACT_271156
P3055110IC500.1nMCHEMBL_ACT_288689
P3055110IC500.1nMCHEMBL_ACT_598429
P3055110IC500.1nMCHEMBL_ACT_638926
CCKAR9.95IC500.11nMCHEMBL_ACT_19108665
CCKBR9.92IC500.12nMCHEMBL_ACT_16501829
CCKBR9.92IC500.12nMCHEMBL_ACT_16838414
CCKAR9.89IC500.13nMCHEMBL_ACT_16501830
CCKAR9.89IC500.13nMCHEMBL_ACT_16838413
CCKBR9.64IC500.23nMCHEMBL_ACT_562031
CCKBR9.55Ki0.28nMCHEMBL_ACT_1028557
CCKBR9.55Ki0.28nMCHEMBL_ACT_1167746
Q639319.55Ki0.28nMCHEMBL_ACT_1255899
CCKAR9.55Ki0.28nMCHEMBL_ACT_2381367
Q639319.55IC500.28nMCHEMBL_ACT_719264
Q639319.55Ki0.28nMCHEMBL_ACT_71989
CCKBR9.54IC500.29nMCHEMBL_ACT_19108721
CCKBR9.52Ki0.3nMCHEMBL_ACT_1022648
P564819.52IC500.3nMCHEMBL_ACT_271155
P564819.52IC500.3nMCHEMBL_ACT_288690
P564819.52IC500.3nMCHEMBL_ACT_290965
P564819.52IC500.3nMCHEMBL_ACT_598428
P564819.52IC500.3nMCHEMBL_ACT_638927
O087869.52Ki0.3nMCHEMBL_ACT_674447
CCKBR9.52Ki0.3nMCHEMBL_ACT_888977
CCKBR9.52Ki0.3nMCHEMBL_ACT_915434
CCKBR9.5IC500.32nMCHEMBL_ACT_1003424
CCKBR9.5IC500.32nMCHEMBL_ACT_275520
CCKBR9.5IC500.32nMCHEMBL_ACT_468760
CCKBR9.5IC500.32nMCHEMBL_ACT_976158
CCKBR9.5IC500.32nMCHEMBL_ACT_991302
CCKBR9.46IC500.35nMCHEMBL_ACT_181154
CCKBR9.46IC500.35nMCHEMBL_ACT_752823
CCKAR9.43IC500.37nMCHEMBL_ACT_2381345
CCKBR9.43Ki0.37nMCHEMBL_ACT_2381368
CCKAR9.41IC500.39nMCHEMBL_ACT_1003423
Q639319.4IC500.4nMCHEMBL_ACT_642093
CCKAR9.4IC500.4nMCHEMBL_ACT_991301
P305539.39Ki0.41nMCHEMBL_ACT_723348
P305539.39Ki0.41nMCHEMBL_ACT_786165
O087869.31Ki0.49nMCHEMBL_ACT_486919
CCKBR9.3EC500.5nMCHEMBL_ACT_19108833
P305519.3IC500.5nMCHEMBL_ACT_768334
P305519.28Ki0.52nMCHEMBL_ACT_1024475
P305539.22Ki0.6nMCHEMBL_ACT_1022650
P305539.22Ki0.6nMCHEMBL_ACT_71990
Q639319.22Ki0.6nMCHEMBL_ACT_735295
P305539.2EC500.63nMCHEMBL_ACT_1022651
CCKAR9.2IC500.63nMCHEMBL_ACT_275519
CCKAR9.2IC500.63nMCHEMBL_ACT_468759
P305539.2EC500.63nMCHEMBL_ACT_71991
Q639319.19Ki0.64nMCHEMBL_ACT_1028558
Q639319.19Ki0.64nMCHEMBL_ACT_1167747
Q639319.19Ki0.64nMCHEMBL_ACT_1255900
CCKBR9.19Ki0.65nMCHEMBL_ACT_549882
CCKBR9.19Ki0.64nMCHEMBL_ACT_71988
Q639319.15Ki0.7nMCHEMBL_ACT_1022649
P305539.15Ki0.7nMCHEMBL_ACT_735296
Q639319.15Ki0.7nMCHEMBL_ACT_915435
P305519.1IC500.8nMCHEMBL_ACT_639987
CCKBR9.04IC500.92nMCHEMBL_ACT_2381346
P305519IC501nMCHEMBL_ACT_290964
P305539IC501nMCHEMBL_ACT_768335
P305518.98IC501.04nMCHEMBL_ACT_1468126
P305518.98IC501.04nMCHEMBL_ACT_67483
P305518.98IC501.04nMCHEMBL_ACT_707122
P305518.97IC501.08nMCHEMBL_ACT_144020
CCKAR8.9IC501.26nMCHEMBL_ACT_976157
P564818.89IC501.3nMCHEMBL_ACT_971362
CCKAR8.88IC501.32nMCHEMBL_ACT_181153
CCKAR8.88IC501.32nMCHEMBL_ACT_562030
CCKAR8.88IC501.32nMCHEMBL_ACT_752822
CCKBR8.8IC501.6nMCHEMBL_ACT_719263
CCKAR8.7EC502nMCHEMBL_ACT_976154
P305538.55Ki2.8nMCHEMBL_ACT_1024476
O087868.52Ki3nMCHEMBL_ACT_821651
P305538.25IC505.6nMCHEMBL_ACT_1468127
P305538.25IC505.6nMCHEMBL_ACT_67484
P305538.25IC505.6nMCHEMBL_ACT_707123
P305538.22IC506nMCHEMBL_ACT_144021
CCKBR8.09IC508.2nMCHEMBL_ACT_642094
P305518.06Ki8.71nMCHEMBL_ACT_486920
CCKBR7.57EC5026.92nMCHEMBL_ACT_1712308
CCKBR7.57EC5027nMCHEMBL_ACT_1712309
CCKAR7.55EC5028nMCHEMBL_ACT_1712228
CCKAR7.55EC5028.18nMCHEMBL_ACT_1712289
O087866.75Ki180nMCHEMBL_ACT_811002

Target pathways

Aggregated over 2 target gene(s): CCKAR, CCKBR.

Top Reactome pathways

8 total, by targets touching each:

PathwayTargetsGenes
Peptide ligand-binding receptors2CCKAR, CCKBR
G alpha (q) signalling events2CCKAR, CCKBR
Signal Transduction1CCKAR
Signaling by GPCR1CCKAR
Class A/1 (Rhodopsin-like receptors)1CCKAR
GPCR downstream signalling1CCKAR
GPCR ligand binding1CCKAR
Gastrin-CREB signalling pathway via PKC and MAPK1CCKBR

Dominant GO biological processes

GO termTargets
G protein-coupled receptor signaling pathway2
phospholipase C-activating G protein-coupled receptor signaling pathway2
cholecystokinin signaling pathway2
signal transduction2
neuron migration1
axonogenesis1
forebrain development1
cellular response to hormone stimulus1
regulation of hormone secretion1
gastric acid secretion1
cell surface receptor signaling pathway1
positive regulation of cytosolic calcium ion concentration1
neuropeptide signaling pathway1
positive regulation of cell population proliferation1
pH reduction1

Indications & clinical

Indications

0 indication records carry no mapped disease name (EFO/MeSH-only); none shown.

Clinical trials

Total trials: 5.

Phase distribution

PhaseTrials
Not specified4
PHASE31

Top trials by phase / activity

NCTPhaseStatusTitle
NCT00706381PHASE3COMPLETEDThyroid Hormones Homeostasis and Energy Metabolism Changes During Stimulation of Endogenously Secreted Bile Acids (BAs)
NCT00004414Not specifiedCOMPLETEDSincalide (Cholecystokinin Octapeptide) Versus Placebo in Neonates at High Risk for Developing Parenteral Nutrition Associated Cholestasis
NCT01656057Not specifiedCOMPLETEDThe Impact of Gall Bladder Emptying and Bile Acids on the Human GLP-1-secretion
NCT02445508Not specifiedCOMPLETEDEffect of Bile Acid Secretion and Sequestration on GLP-1 Secretion
NCT02497313Not specifiedCOMPLETEDEffect of Metformin and Cholecystokinin-mediated Gallbladder Emptying on GLP-1 Secretion in Type 2 Diabetes

Clinical evidence (CIViC)

No CIViC predictive evidence (expected for non-precision-medicine drugs).

Pharmacology

Pharmacogenomics

No PharmGKB pharmacogenomic data curated for this drug.

Molecules sharing ≥1 of this drug’s curated primary targets, merged from two biobtree sources and ranked by shared-target count, then clinical phase: ChEMBL clinical-stage candidates (development phase ≥2) and PubChem drug-class bioactivity (approved / known drugs acting on the target). Deduplicated by drug name; the drug’s own salt forms are excluded. Note: for a drug with few primary targets a shared-target match can reflect off-target / promiscuous binding rather than the same therapeutic mechanism — the phase ordering surfaces bona-fide therapeutics first.

122 molecules share ≥1 primary target. Top 100 by shared-target count:

MoleculeSourceStatusShared targets
AFATINIBChEMBL + PubChemPhase 4 (approved)CCKAR, CCKBR
DocetaxelChEMBL + PubChemPhase 4 (approved)CCKAR, CCKBR
RIFAMPINChEMBL + PubChemPhase 4 (approved)CCKAR, CCKBR
CANDESARTAN CILEXETILChEMBLPhase 4 (approved)CCKAR, CCKBR
CHLORDIAZEPOXIDEChEMBLPhase 4 (approved)CCKAR, CCKBR
INDOCYANINE GREEN ACID FORMChEMBLPhase 4 (approved)CCKAR, CCKBR
NITAZOXANIDEChEMBLPhase 4 (approved)CCKAR, CCKBR
RIFAXIMINChEMBLPhase 4 (approved)CCKAR, CCKBR
RIMONABANTChEMBLPhase 4 (approved)CCKAR, CCKBR
CE-326597ChEMBLPhase 2CCKAR, CCKBR
DEVAZEPIDEChEMBLPhase 2CCKAR, CCKBR
NETAZEPIDEChEMBLPhase 2CCKAR, CCKBR
AbirateronePubChemApprovedCCKAR, CCKBR
acetylcysteinePubChemApprovedCCKAR, CCKBR
Aclidinium BromidePubChemApprovedCCKAR, CCKBR
AcyclovirPubChemApprovedCCKAR, CCKBR
AllopurinolPubChemApprovedCCKAR, CCKBR
AlmotriptanPubChemApprovedCCKAR, CCKBR
AlogliptinPubChemApprovedCCKAR, CCKBR
aminolevulinic acidPubChemApprovedCCKAR, CCKBR
AnagrelidePubChemApprovedCCKAR, CCKBR
ApixabanPubChemApprovedCCKAR, CCKBR
BosentanPubChemApprovedCCKAR, CCKBR
ClofarabinePubChemApprovedCCKAR, CCKBR
ClozapinePubChemApprovedCCKAR, CCKBR
CrizotinibPubChemApprovedCCKAR, CCKBR
DesloratadinePubChemApprovedCCKAR, CCKBR
DihydroergotaminePubChemApprovedCCKAR, CCKBR
ErythromycinPubChemApprovedCCKAR, CCKBR
EthambutolPubChemApprovedCCKAR, CCKBR
FulvestrantPubChemApprovedCCKAR, CCKBR
GanciclovirPubChemApprovedCCKAR, CCKBR
GefitinibPubChemApprovedCCKAR, CCKBR
GlycopyrrolatePubChemApprovedCCKAR, CCKBR
LeucovorinPubChemApprovedCCKAR, CCKBR
LinagliptinPubChemApprovedCCKAR, CCKBR
MethotrexatePubChemApprovedCCKAR, CCKBR
OlanzapinePubChemApprovedCCKAR, CCKBR
Olmesartan MedoxomilPubChemApprovedCCKAR, CCKBR
PramipexolePubChemApprovedCCKAR, CCKBR
PropoxyphenePubChemApprovedCCKAR, CCKBR
PyrazinamidePubChemApprovedCCKAR, CCKBR
RufinamidePubChemApprovedCCKAR, CCKBR
saxagliptinPubChemApprovedCCKAR, CCKBR
SildenafilPubChemApprovedCCKAR, CCKBR
TadalafilPubChemApprovedCCKAR, CCKBR
TafamidisPubChemApprovedCCKAR, CCKBR
TamsulosinPubChemApprovedCCKAR, CCKBR
TegaserodPubChemApprovedCCKAR, CCKBR
Tiotropium Bromide MonohydratePubChemApprovedCCKAR, CCKBR
ValacyclovirPubChemApprovedCCKAR, CCKBR
ValganciclovirPubChemApprovedCCKAR, CCKBR
ATAZANAVIRChEMBL + PubChemPhase 4 (approved)CCKAR
FIDAXOMICINChEMBL + PubChemPhase 4 (approved)CCKBR
AMSACRINEChEMBLPhase 4 (approved)CCKAR
APOMORPHINEChEMBLPhase 4 (approved)CCKBR
AZLOCILLINChEMBLPhase 4 (approved)CCKBR
BEPRIDILChEMBLPhase 4 (approved)CCKAR
CANNABIDIOLChEMBLPhase 4 (approved)CCKAR
CHLORHEXIDINEChEMBLPhase 4 (approved)CCKAR
CLOTRIMAZOLEChEMBLPhase 4 (approved)CCKBR
DASATINIBChEMBLPhase 4 (approved)CCKAR
DAUNORUBICINChEMBLPhase 4 (approved)CCKAR
DESERPIDINEChEMBLPhase 4 (approved)CCKAR
DESOGESTRELChEMBLPhase 4 (approved)CCKBR
EFAVIRENZChEMBLPhase 4 (approved)CCKBR
ENCORAFENIBChEMBLPhase 4 (approved)CCKBR
ERLOTINIBChEMBLPhase 4 (approved)CCKAR
FLUNITRAZEPAMChEMBLPhase 4 (approved)CCKBR
FLUOXETINEChEMBLPhase 4 (approved)CCKBR
FLUTRIMAZOLEChEMBLPhase 4 (approved)CCKBR
FLUVASTATINChEMBLPhase 4 (approved)CCKAR
HYDROXOCOBALAMINChEMBLPhase 4 (approved)CCKAR
ILOPERIDONEChEMBLPhase 4 (approved)CCKBR
ISRADIPINEChEMBLPhase 4 (approved)CCKBR
LANSOPRAZOLEChEMBLPhase 4 (approved)CCKBR
LEFLUNOMIDEChEMBLPhase 4 (approved)CCKBR
LETERMOVIRChEMBLPhase 4 (approved)CCKAR
LURASIDONEChEMBLPhase 4 (approved)CCKAR
NEFAZODONEChEMBLPhase 4 (approved)CCKAR
NIMESULIDEChEMBLPhase 4 (approved)CCKAR
OSIMERTINIBChEMBLPhase 4 (approved)CCKAR
PACLITAXELChEMBLPhase 4 (approved)CCKAR
PENTAGASTRINChEMBLPhase 4 (approved)CCKBR
PIMOZIDEChEMBLPhase 4 (approved)CCKAR
RAMATROBANChEMBLPhase 4 (approved)CCKAR
RITONAVIRChEMBLPhase 4 (approved)CCKAR
SUNITINIBChEMBLPhase 4 (approved)CCKAR
TAMOXIFENChEMBLPhase 4 (approved)CCKBR
TELMISARTANChEMBLPhase 4 (approved)CCKAR
TELOTRISTATChEMBLPhase 4 (approved)CCKAR
TELOTRISTAT ETHYLChEMBLPhase 4 (approved)CCKAR
TIPRANAVIRChEMBLPhase 4 (approved)CCKAR
NILVADIPINEChEMBLPhase 3CCKBR
DIPERODONChEMBLPhase 2CCKAR
GASTRINChEMBLPhase 2CCKBR
LINTITRIPTChEMBLPhase 2CCKAR
LORGLUMIDEChEMBLPhase 2CCKBR
LOXIGLUMIDEChEMBLPhase 2CCKAR
PIRENOXINEChEMBLPhase 2CCKAR