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

Stem definitionDrug idCAS RN
angiotensin-converting enzyme inhibitors 2340 85441-61-8

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • quinapril
  • ectren
  • koretic
  • quinapril hydrochloride
  • quinapril HCl
A tetrahydroisoquinoline derivative and ANGIOTENSIN CONVERTING ENZYME inhibitor that is used in the treatment of HYPERTENSION and HEART FAILURE.
  • Molecular weight: 438.52
  • Formula: C25H30N2O5
  • CLOGP: 1.74
  • LIPINSKI: 0
  • HAC: 7
  • HDO: 2
  • TPSA: 95.94
  • ALOGS: -4.71
  • ROTB: 10

Drug dosage:

DoseUnitRoute
15 mg O
15 mg P

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.00 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 3.10 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 2.61 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 60 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
Nov. 19, 1991 FDA PFIZER PHARMS

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
Drug hypersensitivity 323.88 31.80 97 422 46546 2311020
Angioedema 158.94 31.80 39 480 8357 2349209
Orthostatic hypotension 111.42 31.80 24 495 2855 2354711
Hypotension 95.77 31.80 36 483 32400 2325166
Swollen tongue 76.85 31.80 20 499 5323 2352243
Blood pressure increased 69.23 31.80 24 495 16962 2340604
Balance disorder 69.23 31.80 21 498 9726 2347840
Cognitive disorder 67.12 31.80 18 501 5363 2352203
Sedation 65.23 31.80 16 503 3346 2354220
Dizziness 63.13 31.80 32 487 58633 2298933
Hypertensive emergency 62.06 31.80 10 509 237 2357329
Blood pressure inadequately controlled 61.19 31.80 12 507 888 2356678
Cough 60.20 31.80 26 493 33091 2324475
Constipation 59.95 31.80 23 496 21606 2335960
Toxicity to various agents 57.18 31.80 25 494 32729 2324837
Fall 54.42 31.80 27 492 47072 2310494
Creatinine renal clearance decreased 48.98 31.80 10 509 906 2356660
Product complaint 46.42 31.80 13 506 4525 2353041
Nausea 43.91 31.80 32 487 112157 2245409
Sedation complication 43.26 31.80 7 512 170 2357396
Product substitution issue 36.24 31.80 11 508 5058 2352508
Headache 36.18 31.80 25 494 80154 2277412
Condition aggravated 35.82 31.80 18 501 31961 2325605
Blood calcium decreased 35.45 31.80 9 510 2149 2355417
Hypertension 35.41 31.80 17 502 27344 2330222
Dyspnoea 34.22 31.80 24 495 78709 2278857
Kaposi's sarcoma 33.23 31.80 6 513 282 2357284
Drug ineffective 33.03 31.80 26 493 101598 2255968

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
Drug hypersensitivity 176.38 35.74 48 285 15087 1731361
Angioedema 85.91 35.74 25 308 9639 1736809
Hyperkalaemia 62.27 35.74 19 314 8528 1737920
Acute kidney injury 57.73 35.74 26 307 34918 1711530
Drug interaction 43.48 35.74 20 313 27938 1718510
Swollen tongue 42.09 35.74 11 322 2797 1743651
Bartter's syndrome 41.98 35.74 5 328 8 1746440
Cough 40.37 35.74 17 316 19180 1727268
Cardiotoxicity 37.76 35.74 8 325 820 1745628

Pharmacologic Action:

SourceCodeDescription
ATC C09AA06 CARDIOVASCULAR SYSTEM
AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM
ACE INHIBITORS, PLAIN
ACE inhibitors, plain
ATC C09BA06 CARDIOVASCULAR SYSTEM
AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM
ACE INHIBITORS, COMBINATIONS
ACE inhibitors and diuretics
FDA EPC N0000175562 Angiotensin Converting Enzyme Inhibitor
MeSH PA D000806 Angiotensin-Converting Enzyme Inhibitors
MeSH PA D000959 Antihypertensive Agents
MeSH PA D002317 Cardiovascular Agents
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D011480 Protease Inhibitors
CHEBI has role CHEBI:35457 EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor
CHEBI has role CHEBI:50266 prodrug
CHEBI has role CHEBI:35674 antihypertensive agent

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Hypertensive disorder indication 38341003 DOID:10763
Chronic heart failure indication 48447003
Atrial fibrillation off-label use 49436004 DOID:0060224
Diabetic renal disease off-label use 127013003
Acute scleroderma renal crisis off-label use 236503001
Diastolic heart failure off-label use 418304008 DOID:9775
Nondiabetic Proteinuric Nephropathy off-label use
Anuria contraindication 2472002 DOID:2983
Hypercholesterolemia contraindication 13644009
Hyperkalemia contraindication 14140009
Secondary angle-closure glaucoma contraindication 21571006
Hypovolemia contraindication 28560003
Acute cerebrovascular insufficiency contraindication 29322000
Dehydration contraindication 34095006
Hyperuricemia contraindication 35885006 DOID:1920
Immunosuppression contraindication 38013005
Angioedema contraindication 41291007 DOID:1558
Hypokalemia contraindication 43339004
Low blood pressure contraindication 45007003
Systemic lupus erythematosus contraindication 55464009 DOID:9074
Sympathectomy contraindication 57071006
Hypercalcemia contraindication 66931009 DOID:12678
Hyperparathyroidism contraindication 66999008 DOID:13543
Hypochloremic alkalosis contraindication 70134007
Hepatic coma contraindication 72836002 DOID:12550
Diabetes mellitus contraindication 73211009 DOID:9351
Hereditary angioneurotic edema contraindication 82966003 DOID:14735
Hyponatremia contraindication 89627008
Gout contraindication 90560007 DOID:13189
Kidney disease contraindication 90708001 DOID:557
Disorder of connective tissue contraindication 105969002 DOID:65
Hypomagnesemia contraindication 190855004
Acute pancreatitis contraindication 197456007 DOID:2913
Disease of liver contraindication 235856003 DOID:409
Neonatal hyperbilirubinemia contraindication 281610001
Pregnancy, function contraindication 289908002
Renal artery stenosis contraindication 302233006
Neutropenic disorder contraindication 303011007 DOID:1227
Bone marrow depression contraindication 307762000
Myocardial ischemia contraindication 414795007 DOID:3393
Azotemia contraindication 445009001
Hemodialysis with High-Flux Membrane contraindication

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 2.96 acidic
pKa2 5.72 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
Angiotensin-converting enzyme Enzyme INHIBITOR IC50 8.08 CHEMBL CHEMBL
Angiotensin-converting enzyme Enzyme IC50 5.40 DRUG MATRIX

External reference:

IDSource
D000077583 MESH_DESCRIPTOR_UI
4020549 VUID
N0000148256 NUI
C0072857 UMLSCUI
D00459 KEGG_DRUG
33067B3N2M UNII
82586-55-8 SECONDARY_CAS_RN
6356 INN_ID
108578004 SNOMEDCT_US
4020549 VANDF
003612 NDDF
d00365 MMSL
35208 RXNORM
386874003 SNOMEDCT_US
DB00881 DRUGBANK_ID
CHEMBL1592 ChEMBL_ID
CHEMBL1733 ChEMBL_ID
CHEBI:8713 CHEBI
CHEMBL1201011 ChEMBL_ID
C054501 MESH_SUPPLEMENTAL_RECORD_UI
54892 PUBCHEM_CID
6350 IUPHAR_LIGAND_ID
DB14217 DRUGBANK_ID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Quinapril HUMAN PRESCRIPTION DRUG LABEL 1 21695-393 TABLET 5 mg ORAL ANDA 12 sections
Quinapril HUMAN PRESCRIPTION DRUG LABEL 1 21695-394 TABLET 10 mg ORAL ANDA 12 sections
Quinapril Hydrochloride and Hydrochlorothiazide HUMAN PRESCRIPTION DRUG LABEL 2 54868-1802 TABLET, FILM COATED 10 mg ORAL ANDA 13 sections
Quinapril Hydrochloride and Hydrochlorothiazide HUMAN PRESCRIPTION DRUG LABEL 2 54868-2847 TABLET, FILM COATED 20 nmol ORAL ANDA 13 sections
Quinapril HUMAN PRESCRIPTION DRUG LABEL 1 54868-5241 TABLET, FILM COATED 20 mg ORAL ANDA 13 sections
Quinapril HUMAN PRESCRIPTION DRUG LABEL 1 54868-5245 TABLET, FILM COATED 10 mg ORAL ANDA 13 sections
Quinapril HUMAN PRESCRIPTION DRUG LABEL 1 54868-5246 TABLET, FILM COATED 40 mg ORAL ANDA 13 sections
Quinapril HUMAN PRESCRIPTION DRUG LABEL 1 54868-5279 TABLET, FILM COATED 5 mg ORAL ANDA 13 sections
Quinapril Hydrochloride and Hydrochlorothiazide HUMAN PRESCRIPTION DRUG LABEL 2 54868-5475 TABLET, FILM COATED 20 mg ORAL ANDA 13 sections
Quinapril HUMAN PRESCRIPTION DRUG LABEL 1 55111-621 TABLET 5 mg ORAL ANDA 12 sections
Quinapril HUMAN PRESCRIPTION DRUG LABEL 1 55111-622 TABLET 10 mg ORAL ANDA 12 sections
Quinapril HUMAN PRESCRIPTION DRUG LABEL 1 55111-623 TABLET 20 mg ORAL ANDA 12 sections
Quinapril HUMAN PRESCRIPTION DRUG LABEL 1 55111-624 TABLET 40 mg ORAL ANDA 12 sections
Quinapril HUMAN PRESCRIPTION DRUG LABEL 1 62756-310 TABLET, FILM COATED 5 mg ORAL ANDA 12 sections
Quinapril HUMAN PRESCRIPTION DRUG LABEL 1 62756-311 TABLET, FILM COATED 10 mg ORAL ANDA 12 sections
Quinapril HUMAN PRESCRIPTION DRUG LABEL 1 62756-312 TABLET, FILM COATED 20 mg ORAL ANDA 12 sections
Quinapril HUMAN PRESCRIPTION DRUG LABEL 1 62756-313 TABLET, FILM COATED 40 mg ORAL ANDA 12 sections
Quinapril HUMAN PRESCRIPTION DRUG LABEL 1 63629-1241 TABLET, FILM COATED 20 mg ORAL ANDA 11 sections
Quinapril Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 68151-1020 TABLET, FILM COATED 5 mg ORAL NDA AUTHORIZED GENERIC 12 sections
Quinapril Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 68151-1021 TABLET, FILM COATED 10 mg ORAL NDA AUTHORIZED GENERIC 12 sections
Quinapril Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 68151-1022 TABLET, FILM COATED 20 mg ORAL NDA AUTHORIZED GENERIC 12 sections