Drug General Information (ID: D0948)
  Drug Name
Lopinavir
  Drug Type Small molecule
  Drug Synonymous
AIDS032937; Aluvia (TN); Aluviran; Kaletra (TN); Koletra; LPV; Lopinavir (JAN/USAN/INN); Lopinavir [USAN:INN:BAN]; RS-346; A 157378; A 157378.0; A-157378-0; A-157378.0; ABT 157378; ABT 378; ABT-378; ABT-378
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  Disease Class 1C60-1C62: Human immunodeficiency virus disease
  Therapeutic Class Anti-Hiv Agents
  Structure Could Not Find 2D Structure
3D Structure 2D Structure
  Formula C37H48N4O5
  InChI 1S/C37H48N4O5/c1-25(2)34(41-20-12-19-38-37(41)45)36(44)39-30(21-28-15-7-5-8-16-28)23-32(42)31(22-29-17-9-6-10-18-29)40-33(43)24-46-35-26(3)13-11-14-27(35)4/h5-11,13-18,25,30-32,34,42H,12,19-24H2,1-4H3,(H,38,45)(H,39,44)(H,40,43)/t30-,31-,32-,34-/m0/s1
  InChIKey KJHKTHWMRKYKJE-SUGCFTRWSA-N
  Canonical SMILES CC1=C(C(=CC=C1)C)OCC(=O)NC(CC2=CC=CC=C2)C(CC(CC3=CC=CC=C3)NC(=O)C(C(C)C)N4CCCNC4=O)O
  External Link
Pubchem ID 92727
CAS Number 192725-17-0
CHEBI ID 31781
TTD ID D0U5GB
INTEDE ID DR0976
VARIDT ID DR00290

Drug-Drug Interaction Network
  Sunburst Graph
AM001  Affected gastrointestinal absorption
AM002  Affected cellular transport
AM004  Affected intra/extra-hepatic metabolism
AM006  Pharmacodynamic additive effects
AM007  Pharmacodynamic antagonistic effects
BM003  Complex formation
BM010  Transporter inhibition
BM017  CYP450 enzyme inhibition
BM022  CYP450 enzyme induction
BM023  UGT induction
BM051  Increased risk of bradycardia
BM076  Increased risk of prolong QT interval
BM081  Increased risk of ventricular arrhythmias
BM086  Antagonize the effect of antidiabetic agents
BM107  Attenuated pharmacological effects (Unspecific)
  Relation Graph
 Full list of drugs interacting with Lopinavir
      Affected gastrointestinal absorption
   Complex formation Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0483
 
Didanosine
 
C10H12N4O3
 
135398739 
Moderate    Inter Info   
[1], [74], [3]
      Affected cellular transport
   Transporter inhibition Drug Num:  2
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1301
 
Pitavastatin
 
C25H24FNO4
 
5282452 
Major    Inter Info   
[38], [39], [40]
D1430
 
Rosuvastatin
 
C22H28FN3O6S
 
446157 
Major    Inter Info   
[39], [55], [17]
      Affected intra/extra-hepatic metabolism
   CYP450 enzyme inhibition Drug Num:  7
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1081
 
Modafinil
 
C15H15NO2S
 
4236 
Moderate    Inter Info   
[81], [82], [83]
D0313
 
Chloramphenicol
 
C11H12Cl2N2O5
 
5959 
Minor    Inter Info   
[5], [92], [3]
D0337
 
Cimetidine
 
C10H16N6S
 
2756 
Minor    Inter Info   
[5], [92], [3]
D0367
 
Clotrimazole
 
C22H17ClN2
 
2812 
Minor    Inter Info   
[5], [92], [3]
D0416
 
Danazol
 
C22H27NO2
 
28417 
Minor    Inter Info   
[5], [92], [3]
D0858
 
Isoniazid
 
C6H7N3O
 
3767 
Minor    Inter Info   
[5], [92], [3]
D1457
 
Selexipag
 
C26H32N4O4S
 
9913767 
Minor    Inter Info   
[93], [3], [94]
   CYP450 enzyme induction Drug Num:  8
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0080
 
Amprenavir
 
C25H35N3O6S
 
65016 
Major    Inter Info   
[1], [2], [3]
D0255
 
Carbamazepine
 
C15H12N2O
 
2554 
Major    Inter Info   
[9], [4], [3]
D0554
 
Efavirenz
 
C14H9ClF3NO2
 
64139 
Major    Inter Info   
[1], [5], [3]
D0697
 
Fosphenytoin
 
C16H15N2O6P
 
56339 
Major    Inter Info   
[4], [5], [22]
D1119
 
Nelfinavir
 
C32H45N3O4S
 
64143 
Major    Inter Info   
[1], [47], [3]
D1128
 
Nevirapine
 
C15H14N4O
 
4463 
Major    Inter Info   
[48], [3], [49]
D1283
 
Phenytoin
 
C15H12N2O2
 
1775 
Major    Inter Info   
[4], [5], [22]
D0106
 
Armodafinil
 
C15H15NO2S
 
9690109 
Moderate    Inter Info   
[81], [82], [83]
   UGT induction Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0890
 
Lamotrigine
 
C9H7Cl2N5
 
3878 
Moderate    Inter Info   
[4], [3], [36]
      Pharmacodynamic additive effects
   Increased risk of bradycardia Drug Num:  4
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0516
 
Donepezil
 
C24H29NO3
 
3152 
Moderate    Inter Info   
[75], [76], [77]
D0031
 
Alectinib
 
C30H34N4O2
 
49806720 
Moderate    Inter Info   
[3], [80]
D1418
 
Rivastigmine
 
C14H22N2O2
 
77991 
Moderate    Inter Info   
[75], [76], [77]
D1525
 
Tacrine
 
C13H14N2
 
1935 
Moderate    Inter Info   
[75], [76], [77]
   Increased risk of prolong QT interval Drug Num:  81
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0084
 
Anagrelide
 
C10H7Cl2N3O
 
135409400 
Major    Inter Info   
[4], [5], [6]
D0320
 
Chloroquine
 
C18H26ClN3
 
2719 
Major    Inter Info   
[10], [11], [12]
D0345
 
Citalopram
 
C20H21FN2O
 
2771 
Major    Inter Info   
[1], [13], [14]
D0370
 
Clozapine
 
C18H19ClN4
 
135398737 
Major    Inter Info   
[1], [5], [15]
D0513
 
Dofetilide
 
C19H27N3O5S2
 
71329 
Major    Inter Info   
[1], [4], [5]
D0514
 
Dolasetron
 
C19H20N2O3
 
3033818 
Major    Inter Info   
[16], [3], [17]
D0535
 
Droperidol
 
C22H22FN3O2
 
3168 
Major    Inter Info   
[1], [18], [15]
D0599
 
Escitalopram
 
C20H21FN2O
 
146570 
Major    Inter Info   
[19], [20], [21]
D0712
 
Gatifloxacin
 
C19H22FN3O4
 
5379 
Major    Inter Info   
[23], [1], [24]
D0740
 
Grepafloxacin
 
C19H22FN3O3
 
72474 
Major    Inter Info   
[4], [5], [25]
D0750
 
Haloperidol
 
C21H23ClFNO2
 
3559 
Major    Inter Info   
[1], [26], [27]
D0787
 
Ibutilide
 
C20H36N2O3S
 
60753 
Major    Inter Info   
[4], [5], [28]
D0067
 
Amisulpride
 
C17H27N3O4S
 
2159 
Major    Inter Info   
[29], [3], [17]
D0149
 
Bedaquiline
 
C32H31BrN2O2
 
5388906 
Major    Inter Info   
[30]
D0779
 
Hydroxychloroquine
 
C18H26ClN3O
 
3652 
Major    Inter Info   
[10], [11], [12]
D0965
 
Macimorelin
 
C26H30N6O3
 
9804938 
Major    Inter Info   
[34], [35], [36]
D1230
 
Pasireotide
 
C58H66N10O9
 
9941444 
Major    Inter Info   
[4], [5], [37]
D1681
 
Vandetanib
 
C22H24BrFN4O2
 
3081361 
Major    Inter Info   
[4], [5], [41]
D1687
 
Vemurafenib
 
C23H18ClF2N3O3S
 
42611257 
Major    Inter Info   
[1], [4], [42]
D1010
 
Mesoridazine
 
C21H26N2OS2
 
4078 
Major    Inter Info   
[4], [5], [43]
D1017
 
Methadone
 
C21H27NO
 
4095 
Major    Inter Info   
[44], [45], [46]
D1092
 
Moxifloxacin
 
C21H24FN3O4
 
152946 
Major    Inter Info   
[23], [1], [24]
D1223
 
Papaverine
 
C20H21NO4
 
4680 
Major    Inter Info   
[50], [51], [52]
D1343
 
Procainamide
 
C13H21N3O
 
4913 
Major    Inter Info   
[1], [53], [54]
D1444
 
Saquinavir
 
C38H50N6O5
 
441243 
Major    Inter Info   
[56], [57], [58]
D1498
 
Sotalol
 
C12H20N2O3S
 
5253 
Major    Inter Info   
[1], [53], [54]
D1499
 
Sparfloxacin
 
C19H22F2N4O3
 
60464 
Major    Inter Info   
[59], [60], [61]
D1726
 
Ziprasidone
 
C21H21ClN4OS
 
60854 
Major    Inter Info   
[1], [4], [62]
D0003
 
Abarelix
 
C72H95ClN14O14
 
16131215 
Moderate    Inter Info   
[5], [63], [64]
D0097
 
Apomorphine
 
C17H17NO2
 
6005 
Moderate    Inter Info   
[1], [4], [3]
D0139
 
Azithromycin
 
C38H72N2O12
 
447043 
Moderate    Inter Info   
[1], [4], [3]
D0180
 
Bicalutamide
 
C18H14F4N2O4S
 
2375 
Moderate    Inter Info   
[5], [63], [64]
D0341
 
Ciprofloxacin
 
C17H18FN3O3
 
2764 
Moderate    Inter Info   
[1], [4], [3]
D0358
 
Clofazimine
 
C27H22Cl2N4
 
2794 
Moderate    Inter Info   
[1], [4], [3]
D0636
 
Famotidine
 
C8H15N7O2S3
 
5702160 
Moderate    Inter Info   
[4], [5], [78]
D0667
 
Fluconazole
 
C13H12F2N6O
 
3365 
Moderate    Inter Info   
[1], [4], [3]
D0694
 
Foscarnet
 
CH3O5P
 
3415 
Moderate    Inter Info   
[1], [4], [3]
D0716
 
Gemifloxacin
 
C18H20FN5O4
 
9571107 
Moderate    Inter Info   
[1], [4], [3]
D0737
 
Goserelin
 
C59H84N18O14
 
5311128 
Moderate    Inter Info   
[5], [63], [64]
D0751
 
Halothane
 
C2HBrClF3
 
3562 
Moderate    Inter Info   
[1], [4], [3]
D0781
 
Hydroxyzine
 
C21H27ClN2O2
 
3658 
Moderate    Inter Info   
[1], [4], [3]
D0908
 
Leuprolide
 
C59H84N16O12
 
657181 
Moderate    Inter Info   
[5], [63], [64]
D0919
 
Levofloxacin
 
C18H20FN3O4
 
149096 
Moderate    Inter Info   
[1], [4], [3]
D0937
 
Lisdexamfetamine
 
C15H25N3O
 
11597698 
Moderate    Inter Info   
[1], [4], [3]
D0943
 
Lomefloxacin
 
C17H19F2N3O3
 
3948 
Moderate    Inter Info   
[1], [4], [3]
D0007
 
Abiraterone
 
C24H31NO
 
132971 
Moderate    Inter Info   
[5], [63], [64]
D0112
 
Asenapine
 
C17H16ClNO
 
3036780 
Moderate    Inter Info   
[1], [4], [3]
D0437
 
Degarelix
 
C82H103ClN18O16
 
16136245 
Moderate    Inter Info   
[5], [63], [64]
D0452
 
Deutetrabenazine
 
C19H27NO3
 
73437646 
Moderate    Inter Info   
[1], [4], [3]
D0594
 
Eribulin
 
C40H59NO11
 
11354606 
Moderate    Inter Info   
[1], [4], [3]
D0632
 
Ezogabine
 
C16H18FN3O2
 
121892 
Moderate    Inter Info   
[1], [4], [3]
D0758
 
Histrelin
 
C66H86N18O12
 
25077993 
Moderate    Inter Info   
[5], [63], [64]
D0806
 
Inotuzumab ozogamicin
 
NA
 
NA
Moderate    Inter Info   
[1], [4], [3]
D0903
 
Lenvatinib
 
C21H19ClN4O4
 
9823820 
Moderate    Inter Info   
[1], [4], [3]
D0940
 
Lithium carbonate
 
CLi2O3
 
11125 
Moderate    Inter Info   
[1], [4], [3]
D0942
 
Lofexidine
 
C11H12Cl2N2O
 
30668 
Moderate    Inter Info   
[1], [4], [3]
D1302
 
Pitolisant
 
C17H26ClNO
 
9948102 
Moderate    Inter Info   
[1], [4], [3]
D1404
 
Rilpivirine
 
C22H18N6
 
6451164 
Moderate    Inter Info   
[1], [4], [3]
D1542
 
Telavancin
 
C80H106Cl2N11O27P
 
3081362 
Moderate    Inter Info   
[1], [4], [3]
D1560
 
Tetrabenazine
 
C19H27NO3
 
6018 
Moderate    Inter Info   
[1], [4], [3]
D1634
 
Triclabendazole
 
C14H9Cl3N2OS
 
50248 
Moderate    Inter Info   
[1], [4], [3]
D1651
 
Triptorelin
 
C64H82N18O13
 
25074470 
Moderate    Inter Info   
[5], [63], [64]
D0992
 
Mefloquine
 
C17H16F6N2O
 
4046 
Moderate    Inter Info   
[1], [4], [3]
D1137
 
Nilutamide
 
C12H10F3N3O4
 
4493 
Moderate    Inter Info   
[5], [63], [64]
D1155
 
Norfloxacin
 
C16H18FN3O3
 
4539 
Moderate    Inter Info   
[1], [4], [3]
D1165
 
Ofloxacin
 
C18H20FN3O4
 
4583 
Moderate    Inter Info   
[1], [4], [3]
D1181
 
Ondansetron
 
C18H19N3O
 
4595 
Moderate    Inter Info   
[1], [4], [3]
D1193
 
Oxaliplatin
 
C8H14N2O4Pt
 
9887053 
Moderate    Inter Info   
[1], [4], [3]
D1210
 
Oxytocin
 
C43H66N12O12S2
 
439302 
Moderate    Inter Info   
[1], [4], [3]
D1215
 
Paliperidone
 
C23H27FN4O3
 
115237 
Moderate    Inter Info   
[1], [4], [3]
D1216
 
Palonosetron
 
C19H24N2O
 
6337614 
Moderate    Inter Info   
[1], [4], [3]
D1246
 
Pentamidine
 
C19H24N4O2
 
4735 
Moderate    Inter Info   
[1], [4], [3]
D1254
 
Perflutren
 
C3F8
 
6432 
Moderate    Inter Info   
[86], [87], [36]
D1315
 
Posaconazole
 
C37H42F2N8O4
 
468595 
Moderate    Inter Info   
[1], [4], [3]
D1342
 
Probucol
 
C31H48O2S2
 
4912 
Moderate    Inter Info   
[1], [4], [3]
D1356
 
Propofol
 
C12H18O
 
4943 
Moderate    Inter Info   
[88], [89], [90]
D1463
 
Sevoflurane
 
C4H3F7O
 
5206 
Moderate    Inter Info   
[1], [4], [3]
D1497
 
Sorafenib
 
C21H16ClF3N4O3
 
216239 
Moderate    Inter Info   
[1], [4], [3]
D1544
 
Telithromycin
 
C43H65N5O10
 
3002190 
Moderate    Inter Info   
[1], [4], [3]
D1596
 
Tizanidine
 
C9H8ClN5S
 
5487 
Moderate    Inter Info   
[1], [4], [3]
D1683
 
Vasopressin
 
C46H65N15O12S2
 
644077 
Moderate    Inter Info   
[1], [4], [3]
   Increased risk of ventricular arrhythmias Drug Num:  27
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0107
 
Arsenic trioxide
 
As2O3
 
14888 
Major    Inter Info   
[7], [3], [8]
D0661
 
Fingolimod
 
C19H33NO2
 
107970 
Major    Inter Info   
[1], [4], [33]
D0025
 
Adenosine
 
C10H13N5O4
 
60961 
Moderate    Inter Info   
[68], [69], [70]
D0103
 
Arformoterol
 
C19H24N2O4
 
3083544 
Moderate    Inter Info   
[71], [72], [73]
D0691
 
Formoterol
 
C19H24N2O4
 
3410 
Moderate    Inter Info   
[71], [72], [73]
D0854
 
Isoetharine
 
C13H21NO3
 
3762 
Moderate    Inter Info   
[71], [72], [73]
D0859
 
Isoprenaline
 
C11H17NO3
 
3779 
Moderate    Inter Info   
[71], [72], [73]
D0888
 
Lactulose
 
C12H22O11
 
11333 
Moderate    Inter Info   
[4], [5], [79]
D0184
 
Bisacodyl
 
C22H19NO4
 
2391 
Moderate    Inter Info   
[4], [5], [79]
D0269
 
Castor oil
 
C57H104O9
 
14030006 
Moderate    Inter Info   
[4], [5], [79]
D0701
 
Frangula purshiana bark
 
NA
 
NA
Moderate    Inter Info   
[4], [5], [79]
D0731
 
Glycerin
 
C3H8O3
 
753 
Moderate    Inter Info   
[4], [5], [79]
D0797
 
Indacaterol
 
C24H28N2O3
 
6918554 
Moderate    Inter Info   
[71], [72], [73]
D0887
 
Lactitol
 
C12H24O11
 
157355 
Moderate    Inter Info   
[4], [5], [79]
D0924
 
Levosalbutamol
 
C13H21NO3
 
123600 
Moderate    Inter Info   
[71], [72], [73]
D0973
 
Magnesium hydroxide
 
H2MgO2
 
14791 
Moderate    Inter Info   
[4], [5], [79]
D1069
 
Mineral oil
 
NA
 
NA
Moderate    Inter Info   
[4], [5], [79]
D1171
 
Olodaterol
 
C21H26N2O5
 
11504295 
Moderate    Inter Info   
[71], [72], [73]
D1266
 
Phenolphthalein
 
C20H14O4
 
4764 
Moderate    Inter Info   
[4], [5], [79]
D1308
 
Polyethylene glycol (3350 with electrolytes)
 
C2H6O2
 
174 
Moderate    Inter Info   
[5], [84], [85]
D1309
 
Polyethylene glycol (3350)
 
C2H6O2
 
174 
Moderate    Inter Info   
[4], [5], [79]
D1185
 
Orciprenaline
 
C11H17NO3
 
4086 
Moderate    Inter Info   
[71], [72], [73]
D1298
 
Pirbuterol
 
C12H20N2O3
 
4845 
Moderate    Inter Info   
[71], [72], [73]
D1414
 
Ritodrine
 
C17H21NO3
 
33572 
Moderate    Inter Info   
[71], [72], [73]
D1438
 
Salbutamol
 
C13H21NO3
 
2083 
Moderate    Inter Info   
[71], [72], [73]
D1554
 
Terbutaline
 
C12H19NO3
 
5403 
Moderate    Inter Info   
[71], [72], [73]
D1569
 
Thalidomide
 
C13H10N2O4
 
5426 
Moderate    Inter Info   
[4], [5], [91]
      Pharmacodynamic antagonistic effects
   Antagonize the effect of antidiabetic agents Drug Num:  3
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0009
 
Acarbose
 
C25H43NO18
 
41774 
Moderate    Inter Info   
[65], [66], [67]
D0418
 
Dapagliflozin
 
C21H25ClO6
 
9887712 
Moderate    Inter Info   
[65], [66], [67]
D1015
 
Metformin
 
C4H11N5
 
4091 
Moderate    Inter Info   
[65], [66], [67]
   Attenuated pharmacological effects (Unspecific) Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0192
 
Boceprevir
 
C27H45N5O5
 
10324367 
Major    Inter Info   
[4], [31], [32]
References
1 Canadian Pharmacists Association.
2 Product Information. Agenerase (amprenavir). Glaxo Wellcome, Research Triangle Pk, NC.
3 Product Information. Kaletra (lopinavir-ritonavir) Abbott Pharmaceutical, Abbott Park, IL.
4 Cerner Multum, Inc. "Australian Product Information.".
5 Cerner Multum, Inc. "UK Summary of Product Characteristics.".
6 Product Information. Agrylin (anagrelide). Roberts Pharmaceutical Corporation, Eatontown, NJ.
7 Ohnishi K, Yoshida H, Shigeno K, et al. "Prolongation of the QT interval and ventricular tachycardia in patients treated with arsenic trioxide for acute promyelocytic leukemia." Ann Intern Med 133 (2000): 881-5. [PMID: 11103058]
8 Product Information. Trisenox (arsenic trioxide) Cephalon Inc, West Chester, PA.
9 Bates DE, Herman RJ "Carbamazepine toxicity induced by lopinavir/ritonavir and nelfinavir." Ann Pharmacother 40 (2006): 1190-5. [PMID: 16720703]
10 Product Information. Hydroxychloroquine Sulfate (hydroxychloroquine). Prasco Laboratories, Cincinnati, OH.
11 Mercuro NJ, Yen CF, Shim DJ, et.al "Risk of QT interval prolongation associated with the use of hydroxychloroquine with or without concomitant azithromycin among hospitalized patients testing positive for coronavirus disease 2019 (COVID-19)" JAMA Cardiol May 1:e201834 (2020): epub ahead of print. [PMID: 32936252]
12 US Food and Drug Administration "FACT SHEET FOR HEALTH CARE PROVIDERS EMERGENCY USE AUTHORIZATION (EUA) OF CHLOROQUINE PHOSPHATE SUPPLIED FROM THE STRATEGIC NATIONAL STOCKPILE FOR TREATMENT OF COVID-19 IN CERTAIN HOSPITALIZED PATIENTS. Available from: URL: https://www.fda.gov/media/13653" ([2020, Apr 27]):.
13 FDA. U.S. Food and Drug Administration "FDA Drug Safety Communication: Abnormal heart rhythms associated with high doses of Celexa (citalopram hydrobromide).".
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85 Product Information. Suprep Bowel Prep Kit (magnesium/potassium/sodium sulfates). Braintree Laboratories, Braintree, MA.
86 Product Information. Definity (perflutren). Lantheus Medical Imaging Inc, North Billerica, MA.
87 Product Information. Optison (perflutren). Mallinckrodt Medical Inc, St. Louis, MO.
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