xanomeline 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
cholinergic agents (muscarine receptor agonists/partial antagonists used in the treatment of Alzheimer's disease) 3652 131986-45-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • xanomeline
  • LY246708
  • xanomeline tartrate
  • LY-246708
a cholinergic agonist; used in the treatment of Alzheimer's disease; structure given in first source
  • Molecular weight: 281.42
  • Formula: C14H23N3OS
  • CLOGP: 4.42
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 0
  • TPSA: 38.25
  • ALOGS: -3.57
  • ROTB: 7

  • Status: ONP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

None

ADMET properties:

PropertyValueReference
BA (Bioavailability) 0.50 %

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 3.638 High 1
caco2-efflux Caco-2 efflux ratio (BA/AB) 1.189 High 1
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 23.659 10^-6 cm/s High 1
dh-clint Dog hepatocyte intrinsic clearance 141.579 uL/min/10^6 cells High 1
dppb Dog plasma protein binding (% unbound) 3 % High 1
fcs-ppb Fetal calf serum protein binding (% unbound) 3.560 % High 1
herg hERG pIC50 5.574 pIC50 High 1
hh-clint Human hepatocyte intrinsic clearance 47.424 uL/min/10^6 cells High 1
hlm-clint Human liver microsomal intrinsic clearance 83.560 uL/min/mg protein High 1
hppb Human plasma protein binding (% unbound) 1.520 % High 1
kinase-safety-class ACVR2B,AXL,BRAF,CAMK2B,CAMK2D,CDK5,CDK9,EIF2AK3,ERBB2,GRK2,ITK,MAPK10,MAPK7,MET,NTRK2,PDK2,PDK4,PRKDC,TEK 19
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 0.169 High 1
mh-clint Mouse hepatocyte intrinsic clearance 241.546 High 1
mppb Mouse plasma protein binding (% unbound) 2.890 High 1
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 0.327 High 1
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 9.400 % High 1
rh-clint Rat hepatocyte intrinsic clearance 202.768 uL/min/10^6 cells High 1
rh-fuinc Rat hepatocyte fraction unbound in incubation 16.570 % High 1
rppb Rat plasma protein binding (% unbound) 4.100 % High 1
solubility-dd Solubility at pH 7.4 in DMSO 218.776 uM High 1

Approvals:

None

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC N05AX50 NERVOUS SYSTEM
PSYCHOLEPTICS
ANTIPSYCHOTICS
Other antipsychotics
FDA MoA N0000000104 Cholinergic Muscarinic Agonists
MeSH PA D002491 Central Nervous System Agents
MeSH PA D010277 Parasympathomimetics
MeSH PA D011619 Psychotropic Drugs
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018678 Cholinergic Agents
MeSH PA D018679 Cholinergic Agonists
MeSH PA D018721 Muscarinic Agonists
FDA EPC N0000175840 Cholinergic Muscarinic Agonist
FDA MoA N0000182141 Cytochrome P450 3A4 Inhibitors
FDA MoA N0000185503 P-Glycoprotein Inhibitors
CHEBI has role CHEBI:35476 antipsychotic agent
CHEBI has role CHEBI:35941 serotonergic agonist
CHEBI has role CHEBI:38325 muscarinic agonist

Related Drugs by ATC class:

N05AX Other antipsychotics 11 drugs

Drug Use | Suggest Off label Use Form| |View source of the data|

None




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 6.94 Basic

Orange Book patent data (new drug applications)

Formulation strengthTrade nameApplicantApplication numberApproval dateTypeDose formRoutePatent numberPatent expiration datePatent use
20MG;EQ 100MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 10265311 July 21, 2030 TREATMENT OF SCHIZOPHRENIA IN ADULTS
20MG;EQ 100MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 10369143 July 21, 2030 TREATMENT OF SCHIZOPHRENIA IN ADULTS
20MG;EQ 100MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 10369144 July 21, 2030 TREATMENT OF SCHIZOPHRENIA IN ADULTS
20MG;EQ 100MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 10695339 July 21, 2030 TREATMENT OF SCHIZOPHRENIA IN ADULTS
20MG;EQ 50MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 10265311 July 21, 2030 TREATMENT OF SCHIZOPHRENIA IN ADULTS
20MG;EQ 50MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 10369143 July 21, 2030 TREATMENT OF SCHIZOPHRENIA IN ADULTS
20MG;EQ 50MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 10369144 July 21, 2030 TREATMENT OF SCHIZOPHRENIA IN ADULTS
20MG;EQ 50MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 10695339 July 21, 2030 TREATMENT OF SCHIZOPHRENIA IN ADULTS
30MG;EQ 125MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 10265311 July 21, 2030 TREATMENT OF SCHIZOPHRENIA IN ADULTS
30MG;EQ 125MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 10369143 July 21, 2030 TREATMENT OF SCHIZOPHRENIA IN ADULTS
30MG;EQ 125MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 10369144 July 21, 2030 TREATMENT OF SCHIZOPHRENIA IN ADULTS
30MG;EQ 125MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 10695339 July 21, 2030 TREATMENT OF SCHIZOPHRENIA IN ADULTS
20MG;EQ 100MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 10933020 Sept. 27, 2039 TREATMENT OF SCHIZOPHRENIA IN ADULTS
20MG;EQ 100MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 11452692 Sept. 27, 2039 TREATMENT OF SCHIZOPHRENIA IN ADULTS
20MG;EQ 100MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 11471413 Sept. 27, 2039 TREATMENT OF SCHIZOPHRENIA IN ADULTS
20MG;EQ 100MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 11890378 Sept. 27, 2039 TREATMENT OF SCHIZOPHRENIA IN ADULTS
20MG;EQ 50MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 10933020 Sept. 27, 2039 TREATMENT OF SCHIZOPHRENIA IN ADULTS
20MG;EQ 50MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 11452692 Sept. 27, 2039 TREATMENT OF SCHIZOPHRENIA IN ADULTS
20MG;EQ 50MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 11471413 Sept. 27, 2039 TREATMENT OF SCHIZOPHRENIA IN ADULTS
20MG;EQ 50MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 11890378 Sept. 27, 2039 TREATMENT OF SCHIZOPHRENIA IN ADULTS
30MG;EQ 125MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 10933020 Sept. 27, 2039 TREATMENT OF SCHIZOPHRENIA IN ADULTS
30MG;EQ 125MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 11452692 Sept. 27, 2039 TREATMENT OF SCHIZOPHRENIA IN ADULTS
30MG;EQ 125MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 11471413 Sept. 27, 2039 TREATMENT OF SCHIZOPHRENIA IN ADULTS
30MG;EQ 125MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL 11890378 Sept. 27, 2039 TREATMENT OF SCHIZOPHRENIA IN ADULTS

Orange Book exclusivity data (new drug applications)

Formulation strengthTrade nameApplicantApplication numberApproval dateTypeDose formRouteExclusivity dateDescription
20MG;EQ 100MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL Sept. 26, 2029 NEW CHEMICAL ENTITY
20MG;EQ 50MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL Sept. 26, 2029 NEW CHEMICAL ENTITY
30MG;EQ 125MG BASE COBENFY BRISTOL-MYERS N216158 Sept. 26, 2024 RX CAPSULE ORAL Sept. 26, 2029 NEW CHEMICAL ENTITY

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
5-hydroxytryptamine receptor 1B GPCR AGONIST Ki 7.30 IUPHAR
5-hydroxytryptamine receptor 1D GPCR AGONIST Ki 8.20 IUPHAR
Alpha-1B adrenergic receptor GPCR Ki 5.80 PDSP
5-hydroxytryptamine receptor 1F GPCR AGONIST Ki 6.50 IUPHAR
Muscarinic acetylcholine receptor M5 GPCR Ki 7.10 CHEMBL
D(2) dopamine receptor GPCR Ki 6 PDSP
5-hydroxytryptamine receptor 1A GPCR AGONIST Ki 7.20 IUPHAR
5-hydroxytryptamine receptor 2A GPCR ANTAGONIST Ki 6.90 IUPHAR
5-hydroxytryptamine receptor 2B GPCR ANTAGONIST Ki 7.70 IUPHAR
5-hydroxytryptamine receptor 2C GPCR ANTAGONIST Ki 7.40 IUPHAR
5-hydroxytryptamine receptor 6 GPCR AGONIST Ki 5.90 IUPHAR
5-hydroxytryptamine receptor 7 GPCR AGONIST Ki 6.90 IUPHAR
D(3) dopamine receptor GPCR Ki 6.40 PDSP
Muscarinic acetylcholine receptor M1 GPCR Ki 7.38 CHEMBL
Muscarinic acetylcholine receptor M2 GPCR Ki 6.92 CHEMBL
Muscarinic acetylcholine receptor M3 GPCR Ki 7.89 CHEMBL
Muscarinic acetylcholine receptor M4 GPCR Ki 7.14 CHEMBL
5-hydroxytryptamine receptor 1E GPCR AGONIST Ki 5.60 IUPHAR
Muscarinic acetylcholine receptor M2 GPCR IC50 7.80 CHEMBL
Muscarinic acetylcholine receptor M1 GPCR IC50 8.70 CHEMBL
Muscarinic acetylcholine receptor M1 GPCR EC50 5.24 CHEMBL
Muscarinic acetylcholine receptor GPCR IC50 8.01 CHEMBL

External reference:

IDSource
D06330 KEGG_DRUG
4043442 VANDF
C0246836 UMLSCUI
CHEBI:10056 CHEBI
XNO PDB_CHEM_ID
CHEMBL21536 ChEMBL_ID
DB15357 DRUGBANK_ID
CHEMBL2336050 ChEMBL_ID
C075257 MESH_SUPPLEMENTAL_RECORD_UI
60809 PUBCHEM_CID
57 IUPHAR_LIGAND_ID
7125 INN_ID
152854-19-8 SECONDARY_CAS_RN
9ORI6L73CJ UNII
2694828 RXNORM
43212 MMSL
d10222 MMSL
019865 NDDF
019868 NDDF
9ORI6L73CJ INXIGHT DRUGS

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Cobenfy HUMAN PRESCRIPTION DRUG LABEL 2 0003-0050 CAPSULE, COATED PELLETS 50 mg ORAL NDA 31 sections
Cobenfy HUMAN PRESCRIPTION DRUG LABEL 2 0003-0125 CAPSULE, COATED PELLETS 125 mg ORAL NDA 31 sections
Cobenfy HUMAN PRESCRIPTION DRUG LABEL 2 0003-1100 CAPSULE, COATED PELLETS 100 mg ORAL NDA 31 sections