Carbamoylcholine

drug
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Also known as SID11110943SID26756576SID90341139SID11110944carbachol chlorideCarbachol

Summary

Carbamoylcholine (CHEMBL965) is an approved small molecule targeting CHRM1, CHRM2, and CHRM3.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • Targets: 5 (CHRM1, CHRM2, CHRM3…)
  • Clinical trials: 3
  • Chemistry: 147.2 Da · C6H15N2O2+

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL965
NameCarbamoylcholine
TypeSmall molecule
Max phase4
FDA approvedyes
PubChem CID2551
Molecular formulaC6H15N2O2+
Molecular weight147.2
InChIKeyVPJXQGSRWJZDOB-UHFFFAOYSA-O

SMILES: C[N+](C)(C)CCOC(=O)N

IUPAC name: 2-carbamoyloxyethyl(trimethyl)azanium

Also known as: Carbamoylcholine, SID11110943, SID26756576, SID90341139, SID11110944, carbachol chloride, Carbachol, CARBACHOL, carbachol, CARBAMOYLCHOLINE

Parent form; salt/anhydrous children: CHEMBL14

Patent coverage: 6,960 distinct patent families (22,580 SureChEMBL compound mentions), from 1 matched compound structure(s). 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
CHRM1M1 receptorFull agonist5.30.2%P11229
CHRM2M2 receptorFull agonist5.70%P08172
CHRM3M3 receptorFull agonist4.40%P20309
CHRM4M4 receptorFull agonist4.91.6%P08173
CHRM5M5 receptorFull agonist4.90%P08912

Broader ChEMBL bioactivity targets: 11 (assay-derived). Sample: Prelamin-A/C, Muscarinic acetylcholine receptor M4, Neuronal acetylcholine receptor; alpha4/beta2, Neuronal acetylcholine receptor; alpha3/beta4, Thyrotropin receptor, Muscarinic acetylcholine receptor, Muscarinic acetylcholine receptor M2, 5-hydroxytryptamine receptor 1A, Muscarinic acetylcholine receptor M1, Neuronal acetylcholine receptor subunit alpha-7.

Bioactivity

ChEMBL activities: 19 potent at pChembl ≥ 5 of 22 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
CHRM28.3Ki5nMCHEMBL_ACT_13500535
CHRM17.39AC5041nMCHEMBL_ACT_25209137
CHRNB27.25Ki56nMCHEMBL_ACT_29199814
CHRNB27.25Ki56.23nMCHEMBL_ACT_29199823
CYP2C197Potency100nMCHEMBL_ACT_4006300
CHRM46.81EC50154.9nMCHEMBL_ACT_15087473
CHRNB26.7Kd200nMCHEMBL_ACT_29199856
CHRM26.45AC50356.1nMCHEMBL_ACT_25214484
CHRM16.2EC50631nMCHEMBL_ACT_15087362
CHRNB26.12Ki750nMCHEMBL_ACT_13500545
P047575.82Kd1500nMCHEMBL_ACT_29199903
CHRM15.8EC501585nMCHEMBL_ACT_15087325
P047575.71Ki1950nMCHEMBL_ACT_29199875
P047575.7Ki2000nMCHEMBL_ACT_29199868
CHRM45.64EC502291nMCHEMBL_ACT_15087508
HTR1A5.22AC505952nMCHEMBL_ACT_25216572
CHRM45.18EC506607nMCHEMBL_ACT_15087436
TSHR5.1Potency7943nMCHEMBL_ACT_3936196
CHRM25.09AC508200nMCHEMBL_ACT_25196366

Target pathways

Aggregated over 5 target gene(s): CHRM1, CHRM2, CHRM3, CHRM4, CHRM5.

Top Reactome pathways

17 total, by targets touching each:

PathwayTargetsGenes
Signal Transduction5CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
Signaling by GPCR5CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
Class A/1 (Rhodopsin-like receptors)5CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
Amine ligand-binding receptors5CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
GPCR downstream signalling5CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
Muscarinic acetylcholine receptors5CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
GPCR ligand binding5CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
G alpha (q) signalling events3CHRM1, CHRM3, CHRM5
G alpha (i) signalling events2CHRM2, CHRM4
Metabolism1CHRM3
Integration of energy metabolism1CHRM3
Membrane Trafficking1CHRM2
Acetylcholine regulates insulin secretion1CHRM3
Regulation of insulin secretion1CHRM3
Vesicle-mediated transport1CHRM2
Cargo recognition for clathrin-mediated endocytosis1CHRM2
Clathrin-mediated endocytosis1CHRM2

Dominant GO biological processes

GO termTargets
signal transduction5
G protein-coupled receptor signaling pathway5
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messenger5
adenylate cyclase-inhibiting G protein-coupled acetylcholine receptor signaling pathway5
G protein-coupled acetylcholine receptor signaling pathway5
chemical synaptic transmission5
phospholipase C-activating G protein-coupled acetylcholine receptor signaling pathway3
nervous system development3
acetylcholine receptor signaling pathway3
regulation of locomotion2
saliva secretion2
regulation of smooth muscle contraction2
phospholipase C-activating G protein-coupled receptor signaling pathway1
neuromuscular synaptic transmission1
positive regulation of monoatomic ion transport1

Indications & clinical

Indications

0 indications (0 at ChEMBL trial phase 4).

Clinical trials

Total trials: 3.

Phase distribution

PhaseTrials
Not specified2
PHASE21

Top trials by phase / activity

NCTPhaseStatusTitle
NCT04774237PHASE2COMPLETEDSafety and Efficacy Study of BRIMOCHOL™, BRIMOCHOL™ F, and Carbachol in Subjects With Emmetropic Phakic and Pseudophakic Presbyopia
NCT00357864Not specifiedCOMPLETEDCarbachol´s Headache Inducing Characteristics and Effects on the Cerebral Blood Flow
NCT00564408Not specifiedCOMPLETEDCarbachols Headache-inducing Effect and Changes in Cerebral Blood Flow in Migraine Patients

Clinical evidence (CIViC)

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

Pharmacology

Pharmacogenomics

No CPIC/DPWG dosing guideline or drug-level clinical/variant annotations in PharmGKB for this molecule.

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.

575 molecules share ≥1 primary target. Top 60 by shared-target count:

MoleculeSourceStatusShared targets
ACLIDINIUM BROMIDEChEMBL + PubChemPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CLOZAPINEChEMBL + PubChemPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
GENTIAN VIOLETChEMBL + PubChemPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
MavorixaforChEMBL + PubChemPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
OLANZAPINEChEMBL + PubChemPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
ACETYLCHOLINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
AMIODARONEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
AMITRIPTYLINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
AMOXAPINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
ASTEMIZOLEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
ATROPINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
BENZTROPINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
BETHANECHOLChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CHLOROQUINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CHLORPROMAZINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CINNARIZINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CLEMASTINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CLIDINIUMChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CLOMIPRAMINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CYCLIZINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
CYPROHEPTADINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
DARIFENACINChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
DESLORATADINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
DEXCHLORPHENIRAMINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
DICYCLOMINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
DIMENHYDRINATEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
DIPHENHYDRAMINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
DIPHENIDOLChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
DOXEPINChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
EBASTINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
GLYCOPYRRONIUM BROMIDEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
HALOPERIDOLChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
HOMATROPINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
HYDROXYCHLOROQUINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
IMIPRAMINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
IPRATROPIUMChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
KETOTIFENChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
LOXAPINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
MAPROTILINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
MEPAZINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
METHSCOPOLAMINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
METHSCOPOLAMINE BROMIDEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
MIANSERINChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
NORTRIPTYLINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
ORPHENADRINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
OXYBUTYNINChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
PAROXETINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
PERHEXILINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
PILOCARPINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
PIRENZEPINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
PROCHLORPERAZINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
PROMAZINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
PROMETHAZINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
QUETIAPINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
QUINACRINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
RISPERIDONEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
SCOPOLAMINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
SERTRALINEChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
SOLIFENACINChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
SULOCTIDILChEMBLPhase 4 (approved)CHRM1, CHRM2, CHRM3, CHRM4, CHRM5