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

Stem definitionDrug idCAS RN
atropine derivatives 1379 87-00-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • homatropine sulfate
  • homatropine
  • (+/-)-Homatropine
  • (+/-)-Mandelyltropine
  • homatropin
  • homoatropine
  • mandelyltropeine
  • tropine mandelate
  • homatropine hydrobromide
minor descriptor (75-86); was see under BELLADONNA 1963-68 search TROPANES 1969-74 & BELLADONNA 1966-68; on line & INDEX MEDICUS search TROPANES (75-86); RN given refers to endo-(+-)isomer
  • Molecular weight: 275.35
  • Formula: C16H21NO3
  • CLOGP: 1.43
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 1
  • TPSA: 49.77
  • ALOGS: -1.69
  • ROTB: 4

  • Status: OFP

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

Drug dosage:

None

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
None FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC S01FA05 SENSORY ORGANS
OPHTHALMOLOGICALS
MYDRIATICS AND CYCLOPLEGICS
Anticholinergics
FDA EPC N0000175840 Cholinergic Muscarinic Agonist
FDA MoA N0000000104 Cholinergic Muscarinic Agonists
MeSH PA D010276 Parasympatholytics
MeSH PA D018373 Peripheral Nervous System Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Irritable bowel syndrome indication 10743008 DOID:9778
Peptic ulcer indication 13200003 DOID:750
Constipation indication 14760008 DOID:2089
Cough indication 49727002
Cycloplegia indication 68158006 DOID:10033
Disorder of biliary tract indication 105997008 DOID:9741
Uveitis indication 128473001 DOID:13141
Incomplete passage of stool indication 249515001
Perioperative Mydriasis indication
Brain damage contraindication 2470005
Tachyarrhythmia contraindication 6285003
Suicidal thoughts contraindication 6471006
Dependent drug abuse contraindication 6525002
Urinary tract obstruction contraindication 7163005 DOID:5200
Alcoholism contraindication 7200002
Alcohol withdrawal delirium contraindication 8635005
Hyperammonemia contraindication 9360008
Asthenia contraindication 13791008
Hepatic encephalopathy contraindication 13920009 DOID:13413
Severe chronic ulcerative colitis contraindication 14311001
Mood swings contraindication 18963009
Inflammatory bowel disease contraindication 24526004 DOID:0050589
Alcohol intoxication contraindication 25702006
Shock contraindication 27942005
Toxic megacolon contraindication 28536002 DOID:1770
Atony of colon contraindication 29479008
Hypercapnia contraindication 29596007
Dehydration contraindication 34095006
Hyperthyroidism contraindication 34486009 DOID:7998
Depressive disorder contraindication 35489007
Hypertensive disorder contraindication 38341003 DOID:10763
Disorder of gallbladder contraindication 39621005 DOID:0060262
Hypothyroidism contraindication 40930008 DOID:1459
Complete trisomy 21 syndrome contraindication 41040004 DOID:14250
Conduction disorder of the heart contraindication 44808001
Low blood pressure contraindication 45007003
Achalasia of esophagus contraindication 45564002 DOID:9164
Chronic heart failure contraindication 48447003
Bradycardia contraindication 48867003
Paralytic ileus contraindication 55525008 DOID:8442
Peptic reflux disease contraindication 57643001
Hepatic failure contraindication 59927004
Ulcerative colitis contraindication 64766004 DOID:8577
Poisoning by phenobarbital contraindication 64921004
Drug AND/OR toxin-induced diarrhea contraindication 65979008
Substance abuse contraindication 66214007
Benign intracranial hypertension contraindication 68267002 DOID:11459
Incontinence of feces contraindication 72042002
Hepatic coma contraindication 72836002 DOID:12550
Sleep apnea contraindication 73430006 DOID:0050847
Appendicitis contraindication 74400008 DOID:8337
Urethral stricture contraindication 76618002
Spastic paralysis contraindication 78403003
Disturbance of salivary secretion contraindication 78948009
Decreased respiratory function contraindication 80954004
Injury of head contraindication 82271004
Cor pulmonale contraindication 83291003 DOID:8515
Hiatal hernia contraindication 84089009 DOID:12642
Pulmonary emphysema contraindication 87433001
Kidney disease contraindication 90708001 DOID:557
Myasthenia gravis contraindication 91637004 DOID:437
Acute abdominal pain contraindication 116290004
Gastrointestinal obstruction contraindication 126765001
Neoplasm of brain contraindication 126952004 DOID:1319
Seizure disorder contraindication 128613002
Autonomic dysreflexia contraindication 129618003
Bleeding contraindication 131148009
Drug-induced psychosis contraindication 191483003 DOID:1742
Myocardial dysfunction contraindication 233928007
Disease of liver contraindication 235856003 DOID:409
Bladder outflow obstruction contraindication 236645006
Morbid obesity contraindication 238136002 DOID:11981
Pyloric obstruction contraindication 244815007
Shallow anterior chamber of eye contraindication 246986004
Benign prostatic hyperplasia contraindication 266569009
Dyspnea contraindication 267036007
Retention of urine contraindication 267064002
Anemia contraindication 271737000 DOID:2355
Drowsy contraindication 271782001
Exacerbation of asthma contraindication 281239006
Pregnancy, function contraindication 289908002
Lesion of brain contraindication 301766008
Thrombocytopenic disorder contraindication 302215000 DOID:1588
Neutropenic disorder contraindication 303011007 DOID:1227
Coma contraindication 371632003
Primary adrenocortical insufficiency contraindication 373662000
Operation on gastrointestinal tract contraindication 386621005
Hypoxia contraindication 389086002
Angle-closure glaucoma contraindication 392291006 DOID:13550
Gastric ulcer contraindication 397825006 DOID:10808
Breastfeeding (mother) contraindication 413712001
Chronic lung disease contraindication 413839001
Disorder of coronary artery contraindication 414024009
Central nervous system depression contraindication 418072004
Porphyria contraindication 418470004
Dysfunction of sphincter of Oddi contraindication 430887001
Predisposition to Glaucoma contraindication
Primary Closed Angle Glaucoma contraindication

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 13.82 acidic
pKa2 9.26 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 Ki 7.49 DRUG MATRIX
Muscarinic acetylcholine receptor M2 GPCR Ki 7.12 DRUG MATRIX
Muscarinic acetylcholine receptor M3 GPCR Ki 7.80 DRUG MATRIX
Muscarinic acetylcholine receptor M4 GPCR Ki 7.85 DRUG MATRIX
Muscarinic acetylcholine receptor M5 GPCR Ki 7.41 DRUG MATRIX

External reference:

IDSource
4019777 VUID
N0000171598 NUI
C0062922 UMLSCUI
D01004 KEGG_DRUG
82264009 SNOMEDCT_US
4019777 VANDF
d04149 MMSL
27084 RXNORM
7916 MMSL
372864009 SNOMEDCT_US
001723 NDDF
8QS6WCL55Z UNII
51-56-9 SECONDARY_CAS_RN
CHEBI:5747 CHEBI
DB11181 DRUGBANK_ID
5282593 PUBCHEM_CID
CHEMBL1319362 ChEMBL_ID
CHEMBL1618018 ChEMBL_ID
C100236 MESH_SUPPLEMENTAL_RECORD_UI

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
HOMATROPINE HYDROBROMIDE HUMAN PRESCRIPTION DRUG LABEL 1 54799-431 SOLUTION 50 mg OPHTHALMIC unapproved drug other 18 sections
HOMATROPINE HYDROBROMIDE OPHTHALMIC HUMAN PRESCRIPTION DRUG LABEL 1 59390-192 SOLUTION 50 mg OPHTHALMIC UNAPPROVED DRUG OTHER 12 sections