procyclidine Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
muscarinic receptors agonists/antagonists 2276 77-37-2

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • procyclidine
  • kemadrine
  • tricoloid
  • tricyclamol
  • procyclidine hydrochloride
  • procyclidine HCl
A muscarinic antagonist that crosses the blood-brain barrier and is used in the treatment of drug-induced extrapyramidal disorders and in parkinsonism.
  • Molecular weight: 287.45
  • Formula: C19H29NO
  • CLOGP: 4.59
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 1
  • TPSA: 23.47
  • ALOGS: -4.47
  • ROTB: 5

  • Status: OFM

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

Drug dosage:

DoseUnitRoute
25 mg O
25 mg P

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 1.16 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Hosey CM, Chan R, Benet LZ
Vd (Volume of distribution) 0.74 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 0.86 mL/min/kg Lombardo F, Berellini G, Obach RS
t_half (Half-life) 12 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
July 27, 1955 FDA

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Developmental hip dysplasia 103.81 60.23 12 64 177 2357832
Agitation neonatal 100.17 60.23 11 65 98 2357911
Urinary retention 96.06 60.23 16 60 3651 2354358
Schizophrenia 87.95 60.23 13 63 1346 2356663
Selective eating disorder 77.58 60.23 10 66 369 2357640
Neuroleptic malignant syndrome 75.03 60.23 12 64 2068 2355941
Psychotic disorder 71.89 60.23 13 63 4666 2353343
Vomiting 70.43 60.23 21 55 71581 2286428
Foetal exposure during pregnancy 63.93 60.23 12 64 5240 2352769
Cogwheel rigidity 63.66 60.23 8 68 237 2357772
H1N1 influenza 63.46 60.23 8 68 243 2357766
Feeling of body temperature change 63.20 60.23 9 67 698 2357311
Drooling 62.90 60.23 9 67 722 2357287
Poor feeding infant 62.29 60.23 7 69 76 2357933
Malaise 61.71 60.23 18 58 55567 2302442

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event

Pharmacologic Action:

SourceCodeDescription
ATC N04AA04 NERVOUS SYSTEM
ANTI-PARKINSON DRUGS
ANTICHOLINERGIC AGENTS
Tertiary amines
FDA EPC N0000175574 Anticholinergic
CHEBI has role CHEBI:48876 muscarinic antagonist
CHEBI has role CHEBI:48407 antiparkinson drug
CHEBI has role CHEBI:66956 antidyskinesia agent
MeSH PA D018726 Anti-Dyskinesia Agents
MeSH PA D000978 Antiparkinson Agents
MeSH PA D002491 Central Nervous System Agents
MeSH PA D018678 Cholinergic Agents
MeSH PA D018680 Cholinergic Antagonists
MeSH PA D018727 Muscarinic Antagonists
MeSH PA D018377 Neurotransmitter Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Postencephalitic parkinsonism indication 19972008 DOID:14332
Parkinsonism indication 32798002
Parkinson's disease indication 49049000 DOID:14330
Extrapyramidal disease indication 76349003
Arteriosclerotic Parkinsonism indication
Brain damage contraindication 2470005
Tachyarrhythmia contraindication 6285003
Urinary tract obstruction contraindication 7163005 DOID:5200
Severe chronic ulcerative colitis contraindication 14311001
Toxic megacolon contraindication 28536002 DOID:1770
Atony of colon contraindication 29479008
Hyperthyroidism contraindication 34486009 DOID:7998
Hypertensive disorder contraindication 38341003 DOID:10763
Complete trisomy 21 syndrome contraindication 41040004 DOID:14250
Achalasia of esophagus contraindication 45564002 DOID:9164
Chronic heart failure contraindication 48447003
Paralytic ileus contraindication 55525008 DOID:8442
Peptic reflux disease contraindication 57643001
Ulcerative colitis contraindication 64766004 DOID:8577
Drug AND/OR toxin-induced diarrhea contraindication 65979008
Spastic paralysis contraindication 78403003
Disturbance of salivary secretion contraindication 78948009
Hiatal hernia contraindication 84089009 DOID:12642
Kidney disease contraindication 90708001 DOID:557
Myasthenia gravis contraindication 91637004 DOID:437
Gastrointestinal obstruction contraindication 126765001
Autonomic dysreflexia contraindication 129618003
Bleeding contraindication 131148009
Myocardial dysfunction contraindication 233928007
Disease of liver contraindication 235856003 DOID:409
Bladder outflow obstruction contraindication 236645006
Pyloric obstruction contraindication 244815007
Benign prostatic hyperplasia contraindication 266569009
Retention of urine contraindication 267064002
Drowsy contraindication 271782001
Angle-closure glaucoma contraindication 392291006 DOID:13550
Gastric ulcer contraindication 397825006 DOID:10808
Chronic lung disease contraindication 413839001
Disorder of coronary artery contraindication 414024009

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.34 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Muscarinic acetylcholine receptor M1 GPCR ANTAGONIST Ki 8.34 PDSP CHEMBL
Muscarinic acetylcholine receptor M5 GPCR Ki 7.62 PDSP
Muscarinic acetylcholine receptor M3 GPCR Ki 7.91 PDSP
Muscarinic acetylcholine receptor M2 GPCR Ki 7.60 PDSP
Glutamate [NMDA] receptor Ion channel Ki 5.77 CHEMBL
Muscarinic acetylcholine receptor M4 GPCR Ki 8.15 PDSP
Histamine H1 receptor GPCR IC50 5.17 CHEMBL

External reference:

IDSource
4019907 VUID
N0000147992 NUI
C0033254 UMLSCUI
D00782 KEGG_DRUG
44990002 SNOMEDCT_US
4019907 VANDF
8718 RXNORM
387247001 SNOMEDCT_US
d00969 MMSL
004666 NDDF
C6QE1Q1TKR UNII
224 INN_ID
1508-76-5 SECONDARY_CAS_RN
CHEBI:8448 CHEBI
CHEMBL86715 ChEMBL_ID
DB00387 DRUGBANK_ID
CHEMBL1761 ChEMBL_ID
4919 PUBCHEM_CID
D011352 MESH_DESCRIPTOR_UI
CHEMBL2110635 ChEMBL_ID
7280 IUPHAR_LIGAND_ID

Pharmaceutical products:

None