Drug General Information (ID: D0053)
  Drug Name
Ambrisentan
  Drug Type Small molecule
  Drug Synonymous
Letairis; Ambrisentan [INN]; Gilead brand of ambrisentan; BSF 208075; BSF208075; LU 208075; LU208075; BSF-208075; LU-208075; Benzenepropanoic acid, .alpha.-[(4,6-dimethyl-2-pyrimidinyl)oxy]-.beta.-methoxy-.beta.-phe; (+-)-(2S)-2-((4,6-Dimethylpyrimidin-2-yl)oxy)-3-methoxy-3,3-diphenylpropanoic acid; 2-(4,6-dimethylpyrimidin-2-yl)oxy-3-methoxy-3,3-diphenyl-propanoic acid; 2-(4,6-dimethylpyrimidin-2-yl)oxy-3-methoxy-3,3-diphenylpropanoic acid; 2-[(4,6-dimethylpyrimidin-2-yl)oxy]-3-methoxy-3,3-diphenylpropanoic acid
    Click to Show/Hide
  Disease Class BB01: Pulmonary hypertension
  Therapeutic Class Agents For Pulmonary Hypertension
  Structure Could Not Find 2D Structure
3D Structure 2D Structure
  Formula C22H22N2O4
  InChI 1S/C22H22N2O4/c1-15-14-16(2)24-21(23-15)28-19(20(25)26)22(27-3,17-10-6-4-7-11-17)18-12-8-5-9-13-18/h4-14,19H,1-3H3,(H,25,26)/t19-/m1/s1
  InChIKey OUJTZYPIHDYQMC-LJQANCHMSA-N
  Canonical SMILES CC1=CC(=NC(=N1)OC(C(=O)O)C(C2=CC=CC=C2)(C3=CC=CC=C3)OC)C
  External Link
Pubchem ID 6918493
CAS Number 177036-94-1
CHEBI ID 135949
TTD ID D0X5ZI
INTEDE ID DR0080
VARIDT ID DR00311

Drug-Drug Interaction Network
  Sunburst Graph
AM002  Affected cellular transport
AM004  Affected intra/extra-hepatic metabolism
AM006  Pharmacodynamic additive effects
AM007  Pharmacodynamic antagonistic effects
BM010  Transporter inhibition
BM011  Transporter induction
BM017  CYP450 enzyme inhibition
BM019  UGT inhibition
BM022  CYP450 enzyme induction
BM042  Additive hypotensive effects
BM055  Increased risk of hepatotoxicity
BM089  Antagonize the effect of antihypertensive agents
BM107  Attenuated pharmacological effects (Unspecific)
  Relation Graph
 Full list of drugs interacting with Ambrisentan
      Affected cellular transport
   Transporter inhibition Drug Num:  16
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0402
 
Cyclosporine
 
C62H111N11O12
 
5284373 
Major    Inter Info   
[6], [7], [8]
D0155
 
Bempedoic acid
 
C19H36O5
 
10472693 
Moderate    Inter Info   
[26], [27]
D0204
 
Brigatinib
 
C29H39ClN7O2P
 
68165256 
Moderate    Inter Info   
[11], [29], [30]
D0251
 
Capmatinib
 
C23H17FN6O
 
25145656 
Moderate    Inter Info   
[32]
D0425
 
Darolutamide
 
C19H19ClN6O2
 
67171867 
Moderate    Inter Info   
[11], [34]
D0558
 
Elexacaftor
 
C26H34F3N7O4S
 
134587348 
Moderate    Inter Info   
[35], [36], [37]
D0568
 
Enasidenib
 
C19H17F6N7O
 
89683805 
Moderate    Inter Info   
[16], [38]
D0569
 
Encorafenib
 
C22H27ClFN7O4S
 
50922675 
Moderate    Inter Info   
[11], [39]
D0577
 
Entrectinib
 
C31H34F2N6O2
 
25141092 
Moderate    Inter Info   
[16], [11], [40]
D0590
 
Erdafitinib
 
C25H30N6O2
 
67462786 
Moderate    Inter Info   
[43]
D0700
 
Fostemsavir
 
C25H26N7O8P
 
11319217 
Moderate    Inter Info   
[46]
D0725
 
Glasdegib
 
C21H22N6O
 
25166913 
Moderate    Inter Info   
[11], [47]
D0852
 
Isavuconazonium
 
C35H35F2N8O5S+
 
6918606 
Moderate    Inter Info   
[11]
D0897
 
Lasmiditan
 
C19H18F3N3O2
 
11610526 
Moderate    Inter Info   
[50]
D1062
 
Midostaurin
 
C35H30N4O4
 
9829523 
Moderate    Inter Info   
[8]
D1415
 
Ritonavir
 
C37H48N6O5S2
 
392622 
Moderate    Inter Info   
[8]
      Affected intra/extra-hepatic metabolism
   CYP450 enzyme inhibition Drug Num:  33
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0699
 
Fostamatinib
 
C23H26FN6O9P
 
11671467 
Moderate    Inter Info   
[45]
D0869
 
Ivacaftor
 
C24H28N2O3
 
16220172 
Moderate    Inter Info   
[49]
D0899
 
Lefamulin
 
C28H45NO5S
 
25185057 
Moderate    Inter Info   
[51], [52], [53]
D0906
 
Letermovir
 
C29H28F4N4O4
 
45138674 
Moderate    Inter Info   
[54]
D0432
 
Deferasirox
 
C21H15N3O4
 
214348 
Moderate    Inter Info   
[74], [75]
D0534
 
Dronedarone
 
C31H44N2O5S
 
208898 
Moderate    Inter Info   
[76]
D1136
 
Nilotinib
 
C28H22F3N7O
 
644241 
Moderate    Inter Info   
[84]
D0192
 
Boceprevir
 
C27H45N5O5
 
10324367 
Minor    Inter Info   
[8]
D0302
 
Ceritinib
 
C28H36ClN5O3S
 
57379345 
Minor    Inter Info   
[8]
D0375
 
Cobicistat
 
C40H53N7O5S2
 
25151504 
Minor    Inter Info   
[8]
D0946
 
Lonafarnib
 
C27H31Br2ClN4O2
 
148195 
Minor    Inter Info   
[8]
D1660
 
Tucatinib
 
C26H24N8O2
 
51039094 
Minor    Inter Info   
[8]
D0080
 
Amprenavir
 
C25H35N3O6S
 
65016 
Minor    Inter Info   
[8]
D0116
 
Atazanavir
 
C38H52N6O7
 
148192 
Minor    Inter Info   
[8]
D0349
 
Clarithromycin
 
C38H69NO13
 
84029 
Minor    Inter Info   
[8]
D0439
 
Delavirdine
 
C22H28N6O3S
 
5625 
Minor    Inter Info   
[8]
D0597
 
Erythromycin
 
C37H67NO13
 
12560 
Minor    Inter Info   
[8]
D0667
 
Fluconazole
 
C13H12F2N6O
 
3365 
Minor    Inter Info   
[8]
D0687
 
Fluvoxamine
 
C15H21F3N2O2
 
5324346 
Minor    Inter Info   
[8]
D0692
 
Fosamprenavir
 
C25H36N3O9PS
 
131536 
Minor    Inter Info   
[8]
D0799
 
Indinavir
 
C36H47N5O4
 
5362440 
Minor    Inter Info   
[8]
D0867
 
Itraconazole
 
C35H38Cl2N8O4
 
55283 
Minor    Inter Info   
[8]
D0880
 
Ketoconazole
 
C26H28Cl2N4O4
 
456201 
Minor    Inter Info   
[8]
D1057
 
Miconazole
 
C18H14Cl4N2O
 
4189 
Minor    Inter Info   
[8]
D1063
 
Mifepristone
 
C29H35NO2
 
55245 
Minor    Inter Info   
[8]
D1117
 
Nefazodone
 
C25H32ClN5O2
 
4449 
Minor    Inter Info   
[8]
D1119
 
Nelfinavir
 
C32H45N3O4S
 
64143 
Minor    Inter Info   
[8]
D1179
 
Omeprazole
 
C17H19N3O3S
 
4594 
Minor    Inter Info   
[8]
D1315
 
Posaconazole
 
C37H42F2N8O4
 
468595 
Minor    Inter Info   
[8]
D1444
 
Saquinavir
 
C38H50N6O5
 
441243 
Minor    Inter Info   
[8]
D1541
 
Telaprevir
 
C36H53N7O6
 
3010818 
Minor    Inter Info   
[8]
D1544
 
Telithromycin
 
C43H65N5O10
 
3002190 
Minor    Inter Info   
[8]
D1706
 
Voriconazole
 
C16H14F3N5O
 
71616 
Minor    Inter Info   
[8]
   UGT inhibition Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1191
 
Ospemifene
 
C24H23ClO2
 
3036505 
Moderate    Inter Info   
[11], [85], [86]
   CYP450 enzyme induction Drug Num:  8
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0095
 
Apalutamide
 
C21H15F4N5O2S
 
24872560 
Moderate    Inter Info   
[11], [12]
D0406
 
Dabrafenib
 
C23H20F3N5O2S2
 
44462760 
Moderate    Inter Info   
[11], [33]
D0578
 
Enzalutamide
 
C21H16F4N4O2S
 
15951529 
Moderate    Inter Info   
[41], [16], [11], [42]
D0628
 
Etravirine
 
C20H15BrN6O
 
193962 
Moderate    Inter Info   
[44]
D0953
 
Lorlatinib
 
C21H19FN6O2
 
71731823 
Moderate    Inter Info   
[58]
D0554
 
Efavirenz
 
C14H9ClF3NO2
 
64139 
Moderate    Inter Info   
[77]
D0106
 
Armodafinil
 
C15H15NO2S
 
9690109 
Minor    Inter Info   
[93], [94], [95], [96], [97]
D1081
 
Modafinil
 
C15H15NO2S
 
4236 
Minor    Inter Info   
[93], [94], [95], [96], [97]
      Pharmacodynamic additive effects
   Additive hypotensive effects Drug Num:  16
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1596
 
Tizanidine
 
C9H8ClN5S
 
5487 
Major    Inter Info   
[10]
D0245
 
Canagliflozin
 
C24H25FO5S
 
24812758 
Moderate    Inter Info   
[16], [11], [31]
D0565
 
Empagliflozin
 
C23H27ClO7
 
11949646 
Moderate    Inter Info   
[16], [11], [31]
D1148
 
Nitrous acid
 
HNO2
 
24529 
Moderate    Inter Info   
[59], [60], [61]
D1408
 
Riociguat
 
C20H19FN8O2
 
11304743 
Moderate    Inter Info   
[66]
D0098
 
Apraclonidine
 
C9H10Cl2N4
 
2216 
Moderate    Inter Info   
[67], [68], [69]
D0128
 
Avanafil
 
C23H26ClN7O3
 
9869929 
Moderate    Inter Info   
[70], [71], [72]
D0205
 
Brimonidine (ophthalmic)
 
C11H10BrN5
 
2435 
Moderate    Inter Info   
[67], [68], [69]
D0206
 
Brimonidine (topical)
 
C11H10BrN5
 
2435 
Moderate    Inter Info   
[67], [68], [69]
D0418
 
Dapagliflozin
 
C21H25ClO6
 
9887712 
Moderate    Inter Info   
[16], [11], [31]
D0942
 
Lofexidine
 
C11H12Cl2N2O
 
30668 
Moderate    Inter Info   
[11], [79], [53]
D1848
 
Minoxidil (topical)
 
C9H15N5O
 
4201 
Moderate    Inter Info   
[81], [82]
D1251
 
Pentoxifylline
 
C13H18N4O3
 
4740 
Moderate    Inter Info   
[87]
D1465
 
Sildenafil
 
C22H30N6O4S
 
135398744 
Moderate    Inter Info   
[70], [71], [72]
D1682
 
Vardenafil
 
C23H32N6O4S
 
135400189 
Moderate    Inter Info   
[70], [71], [72]
D1527
 
Tadalafil
 
C22H19N3O4
 
110635 
Minor    Inter Info   
[98], [99]
   Increased risk of hepatotoxicity Drug Num:  20
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0944
 
Lomitapide
 
C39H37F6N3O2
 
9853053 
Major    Inter Info   
[1]
D1258
 
Pexidartinib
 
C20H15ClF3N5
 
25151352 
Major    Inter Info   
[2]
D1556
 
Teriflunomide
 
C12H9F3N2O2
 
54684141 
Major    Inter Info   
[3], [4], [5]
D0900
 
Leflunomide
 
C12H9F3N2O2
 
3899 
Major    Inter Info   
[3], [4], [5]
D1073
 
Mipomersen
 
C230H324N67O122P19S19
 
118984467 
Major    Inter Info   
[9]
D0113
 
Asparaginase Erwinia chrysanthemi
 
NA
 
NA
Moderate    Inter Info   
[13], [14], [15], [16], [11], [17], [18], [19], [20], [21], [22], [23], [24]
D0149
 
Bedaquiline
 
C32H31BrN2O2
 
5388906 
Moderate    Inter Info   
[25]
D0199
 
Brentuximab vedotin
 
NA
 
NA
Moderate    Inter Info   
[28]
D0232
 
Calaspargase pegol
 
NA
 
NA
Moderate    Inter Info   
[13], [14], [15], [16], [11], [17], [18], [19], [20], [21], [22], [23], [24]
D0789
 
Idelalisib
 
C22H18FN7O
 
11625818 
Moderate    Inter Info   
[48]
D1239
 
Peginterferon beta-1a
 
NA
 
NA
Moderate    Inter Info   
[62], [63], [64], [65]
D0114
 
Asparaginase Escherichia coli
 
NA
 
NA
Moderate    Inter Info   
[13], [14], [15], [16], [11], [17], [18], [19], [20], [21], [22], [23], [24]
D0357
 
Clofarabine
 
C10H11ClFN5O3
 
119182 
Moderate    Inter Info   
[73]
D0584
 
Epirubicin
 
C27H29NO11
 
41867 
Moderate    Inter Info   
[16], [11], [78]
D0826
 
Interferon beta-1a
 
NA
 
NA
Moderate    Inter Info   
[62], [63], [64], [65]
D0827
 
Interferon beta-1b
 
NA
 
NA
Moderate    Inter Info   
[62], [63], [64], [65]
D1025
 
Methotrexate
 
C20H22N8O5
 
126941 
Moderate    Inter Info   
[11], [80]
D1106
 
Naltrexone
 
C20H23NO4
 
5360515 
Moderate    Inter Info   
[83]
D1589
 
Tioguanine
 
C5H5N5S
 
2723601 
Moderate    Inter Info   
[88], [89]
D1615
 
Trabectedin
 
C39H43N3O11S
 
108150 
Moderate    Inter Info   
[11], [90]
      Pharmacodynamic antagonistic effects
   Antagonize the effect of antihypertensive agents Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0926
 
Licorice
 
C42H62O16Zn
 
163463 
Moderate    Inter Info   
[55], [56], [57]
   Attenuated pharmacological effects (Unspecific) Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1691
 
Verteporfin
 
C82H84N8O16
 
11980904 
Moderate    Inter Info   
[91], [92]
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73 Product Information. Clolar (clofarabine). sanofi-aventis, Bridgewater, NJ.
74 Product Information. Exjade (deferasirox). Novartis Pharmaceuticals, East Hanover, NJ.
75 Skerjanec A, Wang J, Maren K, Rojkjaer L "Investigation of the pharmacokinetic interactions of deferasirox, a once-daily oral iron chelator, with midazolam, rifampin, and repaglinide in healthy volunteers." J Clin Pharmacol 50 (2010): 205-13. [PMID: 19940232]
76 Product Information. Multaq (dronedarone). sanofi-aventis , Bridgewater, NJ.
77 Product Information. Sustiva (efavirenz). DuPont Pharmaceuticals, Wilmington, DE.
78 Product Information. Ellence (epirubicin) Pharmacia and Upjohn, Kalamazoo, MI.
79 Product Information. Lucemyra (lofexidine). US WorldMeds LLC, Louisville , KY.
80 Product Information. Methotrexate (methotrexate). Lederle Laboratories, Wayne, NJ.
81 Leenen FH, Smith DL, Unger WP "Topical minoxidil: cardiac effects in bald men." Br J Clin Pharmacol 26 (1988): 481-5. [PMID: 3191000]
82 Product Information. Rogaine (minoxidil topical). Johnson and Johnson/McNeil Consumer, Fort Washington, PA.
83 Product Information. ReVia (naltrexone). DuPont Pharmaceuticals, Wilmington, DE.
84 Product Information. Tasigna (nilotinib). Novartis Pharmaceuticals, East Hanover, NJ.
85 Product Information. Nexavar (sorafenib). Bayer Pharmaceutical Inc, West Haven, CT.
86 Product Information. Osphena (ospemifene). Shionogi USA Inc, Florham Park, NJ.
87 Product Information. Trental (pentoxifylline). Hoechst Marion-Roussel Inc, Kansas City, MO.
88 Product Information. Aubagio (teriflunomide). Genzyme Corporation, Cambridge, MA.
89 Product Information. Tabloid (thioguanine). Prasco Laboratories, Cincinnati, OH.
90 Product Information. Yondelis (trabectedin). Janssen Pharmaceuticals, Titusville, NJ.
91 Product Information. Visudyne (verteporfin) Valeant Pharmaceuticals, Costa Mesa, CA.
92 Product Information. Xatral (alfuzosin). Sanofi-Synthelabo Canada Inc, Markham, ON.
93 Doherty MM, Charman WN "The mucosa of the small intestine: how clinically relevant as an organ of drug metabolism?" Clin Pharmacokinet 41 (2002): 235-53. [PMID: 11978143]
94 Product Information. Nuvigil (armodafinil). Cephalon Inc, West Chester, PA.
95 Product Information. Provigil (modafinil). Cephalon, Inc, West Chester, PA.
96 Robertson P Jr, Hellriegel ET, Arora S, Nelson M "Effect of modafinil on the pharmacokinetics of ethinyl estradiol and triazolam in healthy volunteers." Clin Pharmacol Ther 71 (2002): 46-56. [PMID: 11823757]
97 Robertson P, Decory HH, Madan A, Parkinson A "In vitro inhibition and induction of human hepatic cytochrome P450 enzymes by modafinil." Drug Metab Dispos 28 (2000): 664-71. [PMID: 10820139]
98 Product Information. Cialis (tadalafil). Lilly, Eli and Company, Indianapolis, IN.
99 Product Information. Rapaflo (silodosin). Watson Pharmaceuticals, Corona, CA.