Carbamoylcholine
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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
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL965 |
| Name | Carbamoylcholine |
| Type | Small molecule |
| Max phase | 4 |
| FDA approved | yes |
| PubChem CID | 2551 |
| Molecular formula | C6H15N2O2+ |
| Molecular weight | 147.2 |
| InChIKey | VPJXQGSRWJZDOB-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).
| Gene | Target | Action | pAffinity | Cancer dependency | UniProt |
|---|---|---|---|---|---|
| CHRM1 | M1 receptor | Full agonist | 5.3 | 0.2% | P11229 |
| CHRM2 | M2 receptor | Full agonist | 5.7 | 0% | P08172 |
| CHRM3 | M3 receptor | Full agonist | 4.4 | 0% | P20309 |
| CHRM4 | M4 receptor | Full agonist | 4.9 | 1.6% | P08173 |
| CHRM5 | M5 receptor | Full agonist | 4.9 | 0% | 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):
| Target | pChembl | Type | Value | Unit | Activity ID |
|---|---|---|---|---|---|
| CHRM2 | 8.3 | Ki | 5 | nM | CHEMBL_ACT_13500535 |
| CHRM1 | 7.39 | AC50 | 41 | nM | CHEMBL_ACT_25209137 |
| CHRNB2 | 7.25 | Ki | 56 | nM | CHEMBL_ACT_29199814 |
| CHRNB2 | 7.25 | Ki | 56.23 | nM | CHEMBL_ACT_29199823 |
| CYP2C19 | 7 | Potency | 100 | nM | CHEMBL_ACT_4006300 |
| CHRM4 | 6.81 | EC50 | 154.9 | nM | CHEMBL_ACT_15087473 |
| CHRNB2 | 6.7 | Kd | 200 | nM | CHEMBL_ACT_29199856 |
| CHRM2 | 6.45 | AC50 | 356.1 | nM | CHEMBL_ACT_25214484 |
| CHRM1 | 6.2 | EC50 | 631 | nM | CHEMBL_ACT_15087362 |
| CHRNB2 | 6.12 | Ki | 750 | nM | CHEMBL_ACT_13500545 |
| P04757 | 5.82 | Kd | 1500 | nM | CHEMBL_ACT_29199903 |
| CHRM1 | 5.8 | EC50 | 1585 | nM | CHEMBL_ACT_15087325 |
| P04757 | 5.71 | Ki | 1950 | nM | CHEMBL_ACT_29199875 |
| P04757 | 5.7 | Ki | 2000 | nM | CHEMBL_ACT_29199868 |
| CHRM4 | 5.64 | EC50 | 2291 | nM | CHEMBL_ACT_15087508 |
| HTR1A | 5.22 | AC50 | 5952 | nM | CHEMBL_ACT_25216572 |
| CHRM4 | 5.18 | EC50 | 6607 | nM | CHEMBL_ACT_15087436 |
| TSHR | 5.1 | Potency | 7943 | nM | CHEMBL_ACT_3936196 |
| CHRM2 | 5.09 | AC50 | 8200 | nM | CHEMBL_ACT_25196366 |
Target pathways
Aggregated over 5 target gene(s): CHRM1, CHRM2, CHRM3, CHRM4, CHRM5.
Top Reactome pathways
17 total, by targets touching each:
| Pathway | Targets | Genes |
|---|---|---|
| Signal Transduction | 5 | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| Signaling by GPCR | 5 | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| Class A/1 (Rhodopsin-like receptors) | 5 | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| Amine ligand-binding receptors | 5 | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| GPCR downstream signalling | 5 | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| Muscarinic acetylcholine receptors | 5 | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| GPCR ligand binding | 5 | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| G alpha (q) signalling events | 3 | CHRM1, CHRM3, CHRM5 |
| G alpha (i) signalling events | 2 | CHRM2, CHRM4 |
| Metabolism | 1 | CHRM3 |
| Integration of energy metabolism | 1 | CHRM3 |
| Membrane Trafficking | 1 | CHRM2 |
| Acetylcholine regulates insulin secretion | 1 | CHRM3 |
| Regulation of insulin secretion | 1 | CHRM3 |
| Vesicle-mediated transport | 1 | CHRM2 |
| Cargo recognition for clathrin-mediated endocytosis | 1 | CHRM2 |
| Clathrin-mediated endocytosis | 1 | CHRM2 |
Dominant GO biological processes
| GO term | Targets |
|---|---|
| signal transduction | 5 |
| G protein-coupled receptor signaling pathway | 5 |
| G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messenger | 5 |
| adenylate cyclase-inhibiting G protein-coupled acetylcholine receptor signaling pathway | 5 |
| G protein-coupled acetylcholine receptor signaling pathway | 5 |
| chemical synaptic transmission | 5 |
| phospholipase C-activating G protein-coupled acetylcholine receptor signaling pathway | 3 |
| nervous system development | 3 |
| acetylcholine receptor signaling pathway | 3 |
| regulation of locomotion | 2 |
| saliva secretion | 2 |
| regulation of smooth muscle contraction | 2 |
| phospholipase C-activating G protein-coupled receptor signaling pathway | 1 |
| neuromuscular synaptic transmission | 1 |
| positive regulation of monoatomic ion transport | 1 |
Indications & clinical
Indications
0 indications (0 at ChEMBL trial phase 4).
Clinical trials
Total trials: 3.
Phase distribution
| Phase | Trials |
|---|---|
| Not specified | 2 |
| PHASE2 | 1 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT04774237 | PHASE2 | COMPLETED | Safety and Efficacy Study of BRIMOCHOL™, BRIMOCHOL™ F, and Carbachol in Subjects With Emmetropic Phakic and Pseudophakic Presbyopia |
| NCT00357864 | Not specified | COMPLETED | Carbachol´s Headache Inducing Characteristics and Effects on the Cerebral Blood Flow |
| NCT00564408 | Not specified | COMPLETED | Carbachols 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.
Related molecules
Related molecules
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:
| Molecule | Source | Status | Shared targets |
|---|---|---|---|
| ACLIDINIUM BROMIDE | ChEMBL + PubChem | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| CLOZAPINE | ChEMBL + PubChem | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| GENTIAN VIOLET | ChEMBL + PubChem | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| Mavorixafor | ChEMBL + PubChem | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| OLANZAPINE | ChEMBL + PubChem | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| ACETYLCHOLINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| AMIODARONE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| AMITRIPTYLINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| AMOXAPINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| ASTEMIZOLE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| ATROPINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| BENZTROPINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| BETHANECHOL | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| CHLOROQUINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| CHLORPROMAZINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| CINNARIZINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| CLEMASTINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| CLIDINIUM | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| CLOMIPRAMINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| CYCLIZINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| CYPROHEPTADINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| DARIFENACIN | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| DESLORATADINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| DEXCHLORPHENIRAMINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| DICYCLOMINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| DIMENHYDRINATE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| DIPHENHYDRAMINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| DIPHENIDOL | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| DOXEPIN | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| EBASTINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| GLYCOPYRRONIUM BROMIDE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| HALOPERIDOL | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| HOMATROPINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| HYDROXYCHLOROQUINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| IMIPRAMINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| IPRATROPIUM | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| KETOTIFEN | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| LOXAPINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| MAPROTILINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| MEPAZINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| METHSCOPOLAMINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| METHSCOPOLAMINE BROMIDE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| MIANSERIN | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| NORTRIPTYLINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| ORPHENADRINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| OXYBUTYNIN | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| PAROXETINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| PERHEXILINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| PILOCARPINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| PIRENZEPINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| PROCHLORPERAZINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| PROMAZINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| PROMETHAZINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| QUETIAPINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| QUINACRINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| RISPERIDONE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| SCOPOLAMINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| SERTRALINE | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| SOLIFENACIN | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
| SULOCTIDIL | ChEMBL | Phase 4 (approved) | CHRM1, CHRM2, CHRM3, CHRM4, CHRM5 |
Related Atlas pages
- Genes: CHRM1, CHRM2, CHRM3, CHRM4, CHRM5
- Drugs: Aclidinium Bromide, Clozapine, Mavorixafor, Olanzapine, Acetylcholine, Amiodarone, Amitriptyline, Amoxapine, Astemizole, Atropine, Benztropine, Bethanechol, Chloroquine, Chlorpromazine, Cinnarizine, Clemastine, Clidinium, Clomipramine, Cyclizine, Cyproheptadine, Darifenacin, Desloratadine, Dexchlorpheniramine, Dicyclomine, Dimenhydrinate, Diphenhydramine, Diphenidol, Doxepin, Ebastine, Glycopyrronium Bromide, Haloperidol, Homatropine, Hydroxychloroquine, Imipramine, Ipratropium, Ketotifen, Loxapine, Maprotiline, Mepazine, Methscopolamine, Mianserin, Nortriptyline, Orphenadrine, Oxybutynin, Paroxetine, Perhexiline, Pilocarpine, Pirenzepine, Prochlorperazine, Promazine, Promethazine, Quetiapine, Quinacrine, Risperidone, Scopolamine, Sertraline, Solifenacin, Suloctidil