Drug General Information (ID: D1377)
  Drug Name
Raltegravir
  Drug Type Small molecule
  Drug Synonymous
RGV; MK 0518; Isentress(TM); K-0518; MK-0518; Raltegravir (INN); N-(2-(4-(4-fluorobenzylcarbamoyl); N-((4-Fluorophenyl)methyl)-1,6-dihydro-5-hydroxy-1-methyl-2-(1-methyl-1-(((5-methyl-1,3,4-oxadiazol-2-yl)carbonyl)amino)ethyl)-6-oxo-4-pyrimidinecarboxamide; RAL
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  Disease Class 1C60-1C62: Human immunodeficiency virus disease
  Therapeutic Class Antiviral Agents
  Structure Could Not Find 2D Structure
3D Structure 2D Structure
  Formula C20H21FN6O5
  InChI 1S/C20H21FN6O5/c1-10-25-26-17(32-10)16(30)24-20(2,3)19-23-13(14(28)18(31)27(19)4)15(29)22-9-11-5-7-12(21)8-6-11/h5-8,28H,9H2,1-4H3,(H,22,29)(H,24,30)
  InChIKey CZFFBEXEKNGXKS-UHFFFAOYSA-N
  Canonical SMILES CC1=NN=C(O1)C(=O)NC(C)(C)C2=NC(=C(C(=O)N2C)O)C(=O)NCC3=CC=C(C=C3)F
  External Link
Pubchem ID 54671008
CAS Number 518048-05-0
TTD ID D0I1FQ

Drug-Drug Interaction Network
  Sunburst Graph
AM001  Affected gastrointestinal absorption
AM002  Affected cellular transport
AM004  Affected intra/extra-hepatic metabolism
BM003  Complex formation
BM005  Altered gastric pH
BM009  Altered absorption (Unspecific)
BM011  Transporter induction
BM017  CYP450 enzyme inhibition
BM019  UGT inhibition
BM022  CYP450 enzyme induction
BM023  UGT induction
  Relation Graph
 Full list of drugs interacting with Raltegravir
      Affected gastrointestinal absorption
   Complex formation Drug Num:  15
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0049
 
Aluminum hydroxide
 
AlH3O3
 
10176082 
Major    Inter Info   
[1], [2], [3], [4], [5], [6], [7]
D0236
 
Calcium carbonate
 
CCaO3
 
10112 
Major    Inter Info   
[1], [2], [3], [4], [5], [6], [7]
D0967
 
Magaldrate
 
AlHMgO5S+2
 
3086011 
Major    Inter Info   
[1], [2], [3], [4], [5], [6], [7]
D0968
 
Magnesium carbonate
 
CMgO3
 
11029 
Major    Inter Info   
[1], [2], [3], [4], [5], [6], [7]
D0973
 
Magnesium hydroxide
 
H2MgO2
 
14791 
Major    Inter Info   
[1], [2], [3], [4], [5], [6], [7]
D1722
 
Zinc acetate
 
C4H6O4Zn
 
11192 
Major    Inter Info   
[8], [9], [10]
D1723
 
Zinc chloride
 
Cl2Zn
 
5727 
Major    Inter Info   
[10]
D1724
 
Zinc gluconate
 
C12H22O14Zn
 
443445 
Major    Inter Info   
[8], [9], [10]
D1725
 
Zinc sulfate
 
O4SZn
 
24424 
Major    Inter Info   
[8], [9], [10]
D0974
 
Magnesium oxide
 
MgO
 
14792 
Moderate    Inter Info   
[1], [2], [3], [4], [5], [6]
D0975
 
Magnesium sulfate
 
MgO4S
 
24083 
Moderate    Inter Info   
[1], [2], [3], [4], [5], [6]
D0969
 
Magnesium chloride
 
Cl2H12MgO6
 
643991 
Moderate    Inter Info   
[1], [2], [3], [4], [5], [6]
D0970
 
Magnesium citrate
 
C12H10Mg3O14
 
6099959 
Moderate    Inter Info   
[1], [2], [3], [4], [5], [6]
D0971
 
Magnesium gluconate
 
C12H22MgO14
 
11418570 
Moderate    Inter Info   
[1], [2], [3], [4], [5], [6]
D0972
 
Magnesium glycinate
 
C4H8MgN2O4
 
84645 
Moderate    Inter Info   
[1], [2], [3], [4], [5], [6]
   Altered gastric pH Drug Num:  12
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1489
 
Sodium zirconium cyclosilicate
 
H6Na2O9Si3Zr+2
 
91799284 
Moderate    Inter Info   
[3], [25]
D0337
 
Cimetidine
 
C10H16N6S
 
2756 
Minor    Inter Info   
[6]
D0458
 
Dexlansoprazole
 
C16H14F3N3O2S
 
9578005 
Minor    Inter Info   
[6]
D0603
 
Esomeprazole
 
C17H19N3O3S
 
9568614 
Minor    Inter Info   
[6]
D0636
 
Famotidine
 
C8H15N7O2S3
 
5702160 
Minor    Inter Info   
[6]
D0892
 
Lansoprazole
 
C16H14F3N3O2S
 
3883 
Minor    Inter Info   
[6]
D1151
 
Nizatidine
 
C12H21N5O2S2
 
3033637 
Minor    Inter Info   
[6]
D1179
 
Omeprazole
 
C17H19N3O3S
 
4594 
Minor    Inter Info   
[6]
D1222
 
Pantoprazole
 
C16H15F2N3O4S
 
4679 
Minor    Inter Info   
[6]
D1373
 
Rabeprazole
 
C18H21N3O3S
 
5029 
Minor    Inter Info   
[6]
D1381
 
Ranitidine
 
C13H22N4O3S
 
3001055 
Minor    Inter Info   
[6]
D1382
 
Ranitidine (bismuth citrate)
 
C13H22N4O3S
 
3001055 
Minor    Inter Info   
[11]
   Altered absorption (Unspecific) Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1187
 
Orlistat
 
C29H53NO5
 
3034010 
Moderate    Inter Info   
[12]
      Affected cellular transport
      Affected intra/extra-hepatic metabolism
   CYP450 enzyme inhibition Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0375
 
Cobicistat
 
C40H53N7O5S2
 
25151504 
Moderate    Inter Info   
[2], [3], [14], [15], [16], [17], [18], [19], [20], [21]
   UGT inhibition Drug Num:  5
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1432
 
Rucaparib
 
C19H18FN3O
 
9931954 
Moderate    Inter Info   
[24]
D1528
 
Tafamidis
 
C14H7Cl2NO3
 
11001318 
Moderate    Inter Info   
[3], [26], [27]
D0116
 
Atazanavir
 
C38H52N6O7
 
148192 
Minor    Inter Info   
[6]
D1136
 
Nilotinib
 
C28H22F3N7O
 
644241 
Minor    Inter Info   
[6]
D1497
 
Sorafenib
 
C21H16ClF3N4O3
 
216239 
Minor    Inter Info   
[6]
   CYP450 enzyme induction Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1302
 
Pitolisant
 
C17H26ClNO
 
9948102 
Moderate    Inter Info   
[3], [23]
   UGT induction Drug Num:  15
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1400
 
Rifampicin
 
C43H58N4O12
 
135398735 
Major    Inter Info   
[1], [3], [11]
D0095
 
Apalutamide
 
C21H15F4N5O2S
 
24872560 
Moderate    Inter Info   
[3], [13]
D0953
 
Lorlatinib
 
C21H19FN6O2
 
71731823 
Moderate    Inter Info   
[2], [3], [22]
D0255
 
Carbamazepine
 
C15H12N2O
 
2554 
Minor    Inter Info   
[1], [2], [3], [6]
D1128
 
Nevirapine
 
C15H14N4O
 
4463 
Minor    Inter Info   
[1], [2], [3], [6]
D1265
 
Phenobarbital
 
C12H12N2O3
 
4763 
Minor    Inter Info   
[1], [2], [3], [6]
D1283
 
Phenytoin
 
C15H12N2O2
 
1775 
Minor    Inter Info   
[1], [2], [3], [6]
D1294
 
Pioglitazone
 
C19H20N2O3S
 
4829 
Minor    Inter Info   
[1], [2], [3], [6]
D1340
 
Primidone
 
C12H14N2O2
 
4909 
Minor    Inter Info   
[1], [2], [3], [6]
D1399
 
Rifabutin
 
C46H62N4O11
 
135398743 
Minor    Inter Info   
[1], [2], [3], [6]
D1401
 
Rifapentine
 
C47H64N4O12
 
135403821 
Minor    Inter Info   
[1], [2], [3], [6]
D1415
 
Ritonavir
 
C37H48N6O5S2
 
392622 
Minor    Inter Info   
[28]
D1502
 
St. John's Wort
 
NA
 
NA
Minor    Inter Info   
[1], [2], [3], [6]
D1592
 
Tipranavir
 
C31H33F3N2O5S
 
54682461 
Minor    Inter Info   
[29], [6]
D1652
 
Troglitazone
 
C24H27NO5S
 
5591 
Minor    Inter Info   
[1], [2], [3], [6]
References
1 Canadian Pharmacists Association.
2 Cerner Multum, Inc. "Australian Product Information.".
3 Cerner Multum, Inc. "UK Summary of Product Characteristics.".
4 Kiser JJ, Bumpass JB, Meditz AL, et al. "Effect of antacids on the pharmacokinetics of raltegravir in human immunodeficiency virus seronegative volunteers." Antimicrob Agents Chemother 54 (2010): 4999-5003. [PMID: 20921313]
5 Moss DM, Siccardi M, Murphy M, et al. "Divalent metals and pH alter raltegravir disposition in vitro." Antimicrob Agents Chemother 56 (2012): 3020-6. [PMID: 22450971]
6 Product Information. Isentress (raltegravir). Merck & Company Inc, West Point, PA.
7 Roberts JL, Kiser JJ, Hindman JT, Meditz AL "Virologic failure with a raltegravir-containing antiretroviral regimen and concomitant calcium administration." Pharmacotherapy 31 (2011): 298e-302e.
8 Product Information. Biktarvy (bictegravir/emtricitabine/tenofovir). Gilead Sciences, Foster City, CA.
9 Product Information. Tivicay (dolutegravir). ViiV Healthcare, Research Triangle Park, NC.
10 US National Library of Medicine "Guidelines for the use of antiretroviral agents in adults and adolescents with HIV.".
11 Product Information. Isentress (raltegravir). Merck &amp Company Inc, West Point, PA.
12 MHRA. Medicines and Healthcare Products Regulatory Agency "Orlistat: theoretical interaction with antiretroviral HIV medicines.".
13 Product Information. Erleada (apalutamide). Janssen Biotech, Inc., Horsham, PA, PA.
14 Product Information. Evotaz (atazanavir-cobicistat). Bristol-Myers Squibb, Princeton, NJ.
15 Product Information. Intelence (etravirine). Ortho Biotech Inc, Bridgewater, NJ.
16 Product Information. Prezcobix (cobicistat-darunavir). Janssen Pharmaceuticals, Titusville, NJ.
17 Product Information. Prezista (darunavir). Ortho Biotech Inc, Bridgewater, NJ.
18 Product Information. Stribild (cobicistat/elvitegravir/emtricitabine/tenofov). Gilead Sciences, Foster City, CA.
19 Product Information. Sustiva (efavirenz). DuPont Pharmaceuticals, Wilmington, DE.
20 Product Information. Tybost (cobicistat). Gilead Sciences, Foster City, CA.
21 Product Information. Viramune (nevirapine). Boehringer-Ingelheim, Ridgefield, CT.
22 Product Information. Lorbrena (lorlatinib). Pfizer U.S. Pharmaceuticals Group, New York, NY.
23 Product Information. Wakix (pitolisant). Harmony Biosciences, LLC, Plymouth Meeting, PA.
24 EMA. European Medicines Agency. European Union "EMA - List of medicines under additional monitoring.".
25 Product Information. Lokelma (sodium zirconium cyclosilicate). Astra-Zeneca Pharmaceuticals, Wilmington, DE.
26 Product Information. Vyndaqel (tafamidis). Pfizer U.S. Pharmaceuticals Group, New York, NY.
27 Agencia Espaola de Medicamentos y Productos Sanitarios Healthcare "Centro de informacion online de medicamentos de la AEMPS - CIMA."
28 Product Information. Norvir (ritonavir). Abbott Pharmaceutical, Abbott Park, IL.
29 Product Information. Aptivus (tipranavir). Boehringer-Ingelheim, Ridgefield, CT.