General Information of Drug (ID: DMFQ320)

Drug Name
Ipratropium
Synonyms
Aerodose; Atrovent; Atrovent Hfa; Ipatropium Bromide; Ipratropium bromide; X8M; Apo-Ipravent; Apovent (TN); Atrovent (TN); Kendral-Ipratropium; [(5R)-8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate; [(1R,5R)-8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate; [(1R,5S)-8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate; [(1R,5S)-8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl] (2R)-3-hydroxy-2-phenylpropanoate; (3-endo,8-syn)-3-(3-Hydroxy-1-oxo-2-phenylpropoxy)-8-methyl-8-(1-methylethyl)-8-azoniabicyclo(3.2.1)octane; (3-endo,8-syn)-3-[(3-hydroxy-2-phenylpropanoyl)oxy]-8-isopropyl-8-methyl-8-azoniabicyclo[3.2.1]octane; (8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenylpropanoate; 3-[(3-hydroxy-2-phenylpropanoyl)oxy]-8-methyl-8-(propan-2-yl)-8-azoniabicyclo[3.2.1]octane
Indication
Disease Entry ICD 11 Status REF
Obstructive lung disease CA22.Z Approved [1], [2]
Therapeutic Class
Bronchodilator Agents
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 332.5
Topological Polar Surface Area (xlogp) 2.6
Rotatable Bond Count (rotbonds) 6
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 3
ADMET Property
Absorption Cmax
The maximum plasma concentration (Cmax) of drug is 8.3 mcg/L [3]
Absorption Tmax
The time to maximum plasma concentration (Tmax) is 0.9 h [3]
BDDCS Class
Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 3: high solubility and low permeability [4]
Bioavailability
The bioavailability of drug is 93% [3]
Clearance
The renal clearance of drug is 0.9 L/min [5]
Elimination
About 80-100% of the administered dose of ipratropium is excreted in the urine leaving less than 20% of the dose to be eliminated through the feces [6]
Half-life
The concentration or amount of drug in body reduced by one-half in 1.6 hours [6]
Metabolism
The drug is metabolized via the cytochrome P450 isoenzymes [6]
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 0.0088 micromolar/kg/day [7]
Unbound Fraction
The unbound fraction of drug in plasma is 0.95% [8]
Vd
The volume of distribution (Vd) of drug is 4.6 L/kg [5]
Chemical Identifiers
Formula
C20H30NO3+
IUPAC Name
[(1S,5R)-8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate
Canonical SMILES
CC(C)[N+]1([C@@H]2CC[C@H]1CC(C2)OC(=O)C(CO)C3=CC=CC=C3)C
InChI
InChI=1S/C20H30NO3/c1-14(2)21(3)16-9-10-17(21)12-18(11-16)24-20(23)19(13-22)15-7-5-4-6-8-15/h4-8,14,16-19,22H,9-13H2,1-3H3/q+1/t16-,17+,18?,19?,21?
InChIKey
OEXHQOGQTVQTAT-BZQJJPTISA-N
Cross-matching ID
PubChem CID
657309
ChEBI ID
CHEBI:5956
CAS Number
60205-81-4
DrugBank ID
DB00332
TTD ID
D0S0AS
VARIDT ID
DR00277

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Muscarinic acetylcholine receptor M3 (CHRM3) TTQ13Z5 ACM3_HUMAN Modulator [9]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Organic cation/carnitine transporter 1 (SLC22A4) DT2EG60 S22A4_HUMAN Substrate [10]
Organic cation/carnitine transporter 2 (SLC22A5) DT3HUVD S22A5_HUMAN Substrate [10]
Organic cation transporter 1 (SLC22A1) DTT79CX S22A1_HUMAN Substrate [11]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Obstructive lung disease
ICD Disease Classification CA22.Z
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Muscarinic acetylcholine receptor M3 (CHRM3) DTT CHRM3 4.61E-07 -0.59 -0.73
Organic cation transporter 1 (SLC22A1) DTP SLC22A1 8.54E-01 1.24E-02 7.20E-02
Organic cation/carnitine transporter 2 (SLC22A5) DTP OCTN2 3.49E-09 1.50E-01 6.50E-01
Organic cation/carnitine transporter 1 (SLC22A4) DTP OCTN1 2.26E-01 5.94E-02 1.21E-01
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Same Disease as Ipratropium
DDI Drug Name DDI Drug ID Severity Mechanism Disease REF
Umeclidinium DM4E8O9 Moderate Additive anticholinergic effects by the combination of Ipratropium and Umeclidinium. Chronic obstructive pulmonary disease [CA22] [45]
Tiotropium DMFDC0Q Moderate Additive anticholinergic effects by the combination of Ipratropium and Tiotropium. Chronic obstructive pulmonary disease [CA22] [45]
Revefenacin DMMP5SI Moderate Additive anticholinergic effects by the combination of Ipratropium and Revefenacin. Chronic obstructive pulmonary disease [CA22] [45]
Coadministration of a Drug Treating the Disease Different from Ipratropium (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Bethanechol DMCLHO0 Moderate Antagonize the effect of Ipratropium when combined with Bethanechol. Abnormal micturition [MF50] [46]
Scopolamine DMOM8AL Moderate Additive anticholinergic effects by the combination of Ipratropium and Scopolamine. Addictive disorder [6C50-6C5Z] [45]
Mepyramine DMB4SFH Moderate Additive anticholinergic effects by the combination of Ipratropium and Mepyramine. Allergic/hypersensitivity disorder [4A80-4A8Z] [47]
Phenyltoloxamine DMKAEQW Moderate Additive anticholinergic effects by the combination of Ipratropium and Phenyltoloxamine. Allergic/hypersensitivity disorder [4A80-4A8Z] [47]
Tripelennamine DMZBU15 Moderate Additive anticholinergic effects by the combination of Ipratropium and Tripelennamine. Allergic/hypersensitivity disorder [4A80-4A8Z] [45]
Hydroxyzine DMF8Y74 Moderate Additive anticholinergic effects by the combination of Ipratropium and Hydroxyzine. Anxiety disorder [6B00-6B0Z] [45]
Promazine DMZAL7W Moderate Additive anticholinergic effects by the combination of Ipratropium and Promazine. Appearance/behaviour symptom [MB23] [45]
Desipramine DMT2FDC Moderate Additive anticholinergic effects by the combination of Ipratropium and Desipramine. Attention deficit hyperactivity disorder [6A05] [45]
Acetylcholine DMDF79Z Moderate Antagonize the effect of Ipratropium when combined with Acetylcholine. Cataract [9B10] [48]
Trimipramine DM1SC8M Moderate Additive anticholinergic effects by the combination of Ipratropium and Trimipramine. Depression [6A70-6A7Z] [45]
Cyclobenzaprine DM1YBRM Moderate Additive anticholinergic effects by the combination of Ipratropium and Cyclobenzaprine. Depression [6A70-6A7Z] [45]
Imipramine DM2NUH3 Moderate Additive anticholinergic effects by the combination of Ipratropium and Imipramine. Depression [6A70-6A7Z] [45]
Nortriptyline DM4KDYJ Moderate Additive anticholinergic effects by the combination of Ipratropium and Nortriptyline. Depression [6A70-6A7Z] [45]
Clomipramine DMINRKW Moderate Additive anticholinergic effects by the combination of Ipratropium and Clomipramine. Depression [6A70-6A7Z] [45]
Amoxapine DMKITQE Moderate Additive anticholinergic effects by the combination of Ipratropium and Amoxapine. Depression [6A70-6A7Z] [45]
Protriptyline DMNHTZI Moderate Additive anticholinergic effects by the combination of Ipratropium and Protriptyline. Depression [6A70-6A7Z] [45]
Doxepin DMPI98T Moderate Additive anticholinergic effects by the combination of Ipratropium and Doxepin. Depression [6A70-6A7Z] [45]
Maprotiline DMPWB7T Moderate Additive anticholinergic effects by the combination of Ipratropium and Maprotiline. Depression [6A70-6A7Z] [45]
Hyoscyamine DM804UR Moderate Additive anticholinergic effects by the combination of Ipratropium and Hyoscyamine. Digestive system disease [DE2Z] [45]
Mepenzolate DM8YU2F Moderate Additive anticholinergic effects by the combination of Ipratropium and Mepenzolate. Digestive system disease [DE2Z] [45]
Oxybutynine DMJPBAX Moderate Additive anticholinergic effects by the combination of Ipratropium and Oxybutynine. Discovery agent [N.A.] [45]
Meclizine DMS7T13 Moderate Additive anticholinergic effects by the combination of Ipratropium and Meclizine. Dizziness and giddiness [MB48] [45]
Trihexyphenidyl DMB19L8 Moderate Additive anticholinergic effects by the combination of Ipratropium and Trihexyphenidyl. Dystonic disorder [8A02] [45]
Diphenhydramine DMKQTBA Moderate Additive anticholinergic effects by the combination of Ipratropium and Diphenhydramine. Episodic vestibular syndrome [AB31] [45]
Solifenacin DMG592Q Moderate Additive anticholinergic effects by the combination of Ipratropium and Solifenacin. Functional bladder disorder [GC50] [45]
Tolterodine DMSHPW8 Moderate Additive anticholinergic effects by the combination of Ipratropium and Tolterodine. Functional bladder disorder [GC50] [45]
Darifenacin DMWXLYZ Moderate Additive anticholinergic effects by the combination of Ipratropium and Darifenacin. Functional bladder disorder [GC50] [45]
Propantheline DM2EN6G Moderate Additive anticholinergic effects by the combination of Ipratropium and Propantheline. Gastric ulcer [DA60] [45]
Isoflurophate DMBSK7X Moderate Antagonize the effect of Ipratropium when combined with Isoflurophate. Glaucoma [9C61] [48]
Pilocarpine DMV9ADG Moderate Antagonize the effect of Ipratropium when combined with Pilocarpine. Glaucoma [9C61] [46]
Belladonna DM2RBWK Moderate Additive anticholinergic effects by the combination of Ipratropium and Belladonna. Infectious gastroenteritis/colitis [1A40] [45]
Propiomazine DMKY8V1 Minor Additive anticholinergic effects by the combination of Ipratropium and Propiomazine. Insomnia [7A00-7A0Z] [49]
R0-93877 DMM4U9G Moderate Antagonize the effect of Ipratropium when combined with R0-93877. Irritable bowel syndrome [DD91] [50]
Clidinium DMUMQZ0 Moderate Additive anticholinergic effects by the combination of Ipratropium and Clidinium. Irritable bowel syndrome [DD91] [45]
Dicyclomine DMZSDGX Moderate Additive anticholinergic effects by the combination of Ipratropium and Dicyclomine. Irritable bowel syndrome [DD91] [45]
Physostigmine DM2N0TO Moderate Antagonize the effect of Ipratropium when combined with Physostigmine. Lips/oral mucosa miscellaneous disorder [DA02] [48]
Doxylamine DMKOXFE Moderate Additive anticholinergic effects by the combination of Ipratropium and Doxylamine. Morning sickness disorder [SC00] [45]
Phenindamine DMDTC7R Moderate Additive anticholinergic effects by the combination of Ipratropium and Phenindamine. Nasopharyngitis [CA00] [45]
Dimenhydrinate DM264B3 Moderate Additive anticholinergic effects by the combination of Ipratropium and Dimenhydrinate. Nausea/vomiting [MD90] [45]
Prochlorperazine DM53SRA Moderate Additive anticholinergic effects by the combination of Ipratropium and Prochlorperazine. Nausea/vomiting [MD90] [45]
Promethazine DM6I5GR Moderate Additive anticholinergic effects by the combination of Ipratropium and Promethazine. Nausea/vomiting [MD90] [45]
Cyclizine DM9G7BS Moderate Additive anticholinergic effects by the combination of Ipratropium and Cyclizine. Nausea/vomiting [MD90] [45]
Thiethylperazine DMU3IET Moderate Additive anticholinergic effects by the combination of Ipratropium and Thiethylperazine. Nausea/vomiting [MD90] [45]
Flavoxate DMKV4NL Moderate Additive anticholinergic effects by the combination of Ipratropium and Flavoxate. Pain [MG30-MG3Z] [45]
Biperiden DME78OA Moderate Additive anticholinergic effects by the combination of Ipratropium and Biperiden. Parkinsonism [8A00] [45]
Procyclidine DMHFJDT Moderate Additive anticholinergic effects by the combination of Ipratropium and Procyclidine. Parkinsonism [8A00] [45]
Orphenadrine DMW542E Moderate Additive anticholinergic effects by the combination of Ipratropium and Orphenadrine. Parkinsonism [8A00] [45]
Methylscopolamine DM5VWOB Moderate Additive anticholinergic effects by the combination of Ipratropium and Methylscopolamine. Peptic ulcer [DA61] [45]
Levomepromazine DMIKFEL Moderate Additive anticholinergic effects by the combination of Ipratropium and Levomepromazine. Psychotic disorder [6A20-6A25] [45]
Fluphenazine DMIT8LX Moderate Additive anticholinergic effects by the combination of Ipratropium and Fluphenazine. Psychotic disorder [6A20-6A25] [45]
Triflupromazine DMKFQJP Moderate Additive anticholinergic effects by the combination of Ipratropium and Triflupromazine. Psychotic disorder [6A20-6A25] [45]
Cyproheptadine DM92AH3 Minor Additive anticholinergic effects by the combination of Ipratropium and Cyproheptadine. Rheumatoid arthritis [FA20] [49]
Mesoridazine DM2ZGAN Moderate Additive anticholinergic effects by the combination of Ipratropium and Mesoridazine. Schizophrenia [6A20] [45]
Thioridazine DM35M8J Moderate Additive anticholinergic effects by the combination of Ipratropium and Thioridazine. Schizophrenia [6A20] [45]
Aripiprazole DM3NUMH Moderate Additive anticholinergic effects by the combination of Ipratropium and Aripiprazole. Schizophrenia [6A20] [45]
Loxapine DM8AI9U Moderate Additive anticholinergic effects by the combination of Ipratropium and Loxapine. Schizophrenia [6A20] [45]
Haloperidol DM96SE0 Moderate Additive anticholinergic effects by the combination of Ipratropium and Haloperidol. Schizophrenia [6A20] [45]
Perphenazine DMA4MRX Moderate Additive anticholinergic effects by the combination of Ipratropium and Perphenazine. Schizophrenia [6A20] [45]
Molindone DMAH70G Moderate Additive anticholinergic effects by the combination of Ipratropium and Molindone. Schizophrenia [6A20] [45]
Chlorpromazine DMBGZI3 Moderate Additive anticholinergic effects by the combination of Ipratropium and Chlorpromazine. Schizophrenia [6A20] [45]
Thiothixene DMDINC4 Moderate Additive anticholinergic effects by the combination of Ipratropium and Thiothixene. Schizophrenia [6A20] [45]
Clozapine DMFC71L Moderate Additive anticholinergic effects by the combination of Ipratropium and Clozapine. Schizophrenia [6A20] [45]
Trifluoperazine DMKBYWI Moderate Additive anticholinergic effects by the combination of Ipratropium and Trifluoperazine. Schizophrenia [6A20] [45]
Risperidone DMN6DXL Moderate Additive anticholinergic effects by the combination of Ipratropium and Risperidone. Schizophrenia [6A20] [45]
Olanzapine DMPFN6Y Moderate Additive anticholinergic effects by the combination of Ipratropium and Olanzapine. Schizophrenia [6A20] [45]
Pimozide DMW83TP Moderate Additive anticholinergic effects by the combination of Ipratropium and Pimozide. Schizophrenia [6A20] [45]
Atropine DMEN6X7 Minor Additive anticholinergic effects by the combination of Ipratropium and Atropine. Unspecific substance harmful effect [NE6Z] [49]
Chlorpheniramine DM5URA2 Moderate Additive anticholinergic effects by the combination of Ipratropium and Chlorpheniramine. Vasomotor/allergic rhinitis [CA08] [45]
Triprolidine DM7SWIA Moderate Additive anticholinergic effects by the combination of Ipratropium and Triprolidine. Vasomotor/allergic rhinitis [CA08] [45]
Methdilazine DMAUHQX Moderate Additive anticholinergic effects by the combination of Ipratropium and Methdilazine. Vasomotor/allergic rhinitis [CA08] [45]
Carbinoxamine DMCT31R Moderate Additive anticholinergic effects by the combination of Ipratropium and Carbinoxamine. Vasomotor/allergic rhinitis [CA08] [45]
Trimeprazine DMEMV9D Moderate Additive anticholinergic effects by the combination of Ipratropium and Trimeprazine. Vasomotor/allergic rhinitis [CA08] [47]
Brompheniramine DMFOVSD Minor Additive anticholinergic effects by the combination of Ipratropium and Brompheniramine. Vasomotor/allergic rhinitis [CA08] [49]
Dexbrompheniramine DMKVWGE Moderate Additive anticholinergic effects by the combination of Ipratropium and Dexbrompheniramine. Vasomotor/allergic rhinitis [CA08] [45]
Acrivastine DMTIGA0 Moderate Additive anticholinergic effects by the combination of Ipratropium and Acrivastine. Vasomotor/allergic rhinitis [CA08] [45]
Azatadine DMZ80SB Moderate Additive anticholinergic effects by the combination of Ipratropium and Azatadine. Vasomotor/allergic rhinitis [CA08] [45]
Procainamide DMNMXR8 Moderate Additive anticholinergic effects by the combination of Ipratropium and Procainamide. Ventricular tachyarrhythmia [BC71] [45]
⏷ Show the Full List of 77 DDI Information of This Drug

References

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