Drug General Information (ID: D0885)
  Drug Name
Lacosamide
  Drug Type Small molecule
  Drug Synonymous
Erlosamide; Harkoseride; Vimpat; Erlosamide [INN]; Lacosamide [USAN]; ADD 234037; SPM 927; ADD-234037; SPM-927; SPM-929; Erlosamide, Vimpat, Lacosamide; Lacosamide (USAN/INN); (2R)-2-(Acetylamino)-N-benzyl-3-methoxypropanamide; (2R)-2-(acetylamino)-N-benzyl-3-methoxypropanamide; (2R)-2-acetamido-N-benzyl-3-methoxypropanamide
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  Disease Class 8A61-8A6Z: Epilepsy/seizure; 8C0Z: Neuropathy
  Therapeutic Class Analgesics
  Structure Could Not Find 2D Structure
3D Structure 2D Structure
  Formula C13H18N2O3
  InChI 1S/C13H18N2O3/c1-10(16)15-12(9-18-2)13(17)14-8-11-6-4-3-5-7-11/h3-7,12H,8-9H2,1-2H3,(H,14,17)(H,15,16)/t12-/m1/s1
  InChIKey VPPJLAIAVCUEMN-GFCCVEGCSA-N
  Canonical SMILES CC(=O)NC(COC)C(=O)NCC1=CC=CC=C1
  External Link
Pubchem ID 219078
CAS Number 175481-36-4
CHEBI ID 135939
TTD ID D05OFX
INTEDE ID DR0911

Drug-Drug Interaction Network
  Sunburst Graph
AM004  Affected intra/extra-hepatic metabolism
AM006  Pharmacodynamic additive effects
AM007  Pharmacodynamic antagonistic effects
BM017  CYP450 enzyme inhibition
BM022  CYP450 enzyme induction
BM038  Additive CNS depression effects
BM049  Increased risk of atrioventricular block
BM051  Increased risk of bradycardia
BM087  Antagonize the effect of antiepileptic agents
  Relation Graph
 Full list of drugs interacting with Lacosamide
      Affected intra/extra-hepatic metabolism
   CYP450 enzyme inhibition Drug Num:  23
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0080
 
Amprenavir
 
C25H35N3O6S
 
65016 
Moderate    Inter Info   
[4], [5], [13]
D0349
 
Clarithromycin
 
C38H69NO13
 
84029 
Moderate    Inter Info   
[4], [5], [13]
D0386
 
Conivaptan
 
C32H26N4O2
 
151171 
Moderate    Inter Info   
[4], [5], [13]
D0439
 
Delavirdine
 
C22H28N6O3S
 
5625 
Moderate    Inter Info   
[4], [5], [13]
D0692
 
Fosamprenavir
 
C25H36N3O9PS
 
131536 
Moderate    Inter Info   
[4], [5], [13]
D0715
 
Gemfibrozil
 
C15H22O3
 
3463 
Moderate    Inter Info   
[4], [5], [13]
D0793
 
Imatinib
 
C29H31N7O
 
5291 
Moderate    Inter Info   
[4], [5], [13]
D0799
 
Indinavir
 
C36H47N5O4
 
5362440 
Moderate    Inter Info   
[4], [5], [13]
D0867
 
Itraconazole
 
C35H38Cl2N8O4
 
55283 
Moderate    Inter Info   
[4], [5], [13]
D0880
 
Ketoconazole
 
C26H28Cl2N4O4
 
456201 
Moderate    Inter Info   
[4], [5], [13]
D0192
 
Boceprevir
 
C27H45N5O5
 
10324367 
Moderate    Inter Info   
[4], [5], [13]
D0375
 
Cobicistat
 
C40H53N7O5S2
 
25151504 
Moderate    Inter Info   
[4], [5], [13]
D0789
 
Idelalisib
 
C22H18FN7O
 
11625818 
Moderate    Inter Info   
[4], [5], [13]
D0946
 
Lonafarnib
 
C27H31Br2ClN4O2
 
148195 
Moderate    Inter Info   
[4], [5], [13]
D1653
 
Troleandomycin
 
C41H67NO15
 
202225 
Moderate    Inter Info   
[4], [5], [13]
D1660
 
Tucatinib
 
C26H24N8O2
 
51039094 
Moderate    Inter Info   
[4], [5], [13]
D1117
 
Nefazodone
 
C25H32ClN5O2
 
4449 
Moderate    Inter Info   
[4], [5], [13]
D1119
 
Nelfinavir
 
C32H45N3O4S
 
64143 
Moderate    Inter Info   
[4], [5], [13]
D1315
 
Posaconazole
 
C37H42F2N8O4
 
468595 
Moderate    Inter Info   
[4], [5], [13]
D1415
 
Ritonavir
 
C37H48N6O5S2
 
392622 
Moderate    Inter Info   
[4], [5], [13]
D1541
 
Telaprevir
 
C36H53N7O6
 
3010818 
Moderate    Inter Info   
[4], [5], [13]
D1544
 
Telithromycin
 
C43H65N5O10
 
3002190 
Moderate    Inter Info   
[4], [5], [13]
D1706
 
Voriconazole
 
C16H14F3N5O
 
71616 
Moderate    Inter Info   
[4], [5], [13]
   CYP450 enzyme induction Drug Num:  4
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1265
 
Phenobarbital
 
C12H12N2O3
 
4763 
Minor    Inter Info   
[5], [13]
D1283
 
Phenytoin
 
C15H12N2O2
 
1775 
Minor    Inter Info   
[5], [13]
D1400
 
Rifampicin
 
C43H58N4O12
 
135398735 
Minor    Inter Info   
[5], [67], [13]
D1502
 
St. John's Wort
 
NA
 
NA
Minor    Inter Info   
[5], [13]
      Pharmacodynamic additive effects
   Additive CNS depression effects Drug Num:  9
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1485
 
Sodium oxybate
 
C4H7NaO3
 
23663870 
Major    Inter Info   
[8], [9]
D0617
 
Ethanol
 
C2H6O
 
702 
Moderate    Inter Info   
[39], [40], [41], [5], [42]
D0665
 
Flibanserin
 
C20H21F3N4O
 
6918248 
Moderate    Inter Info   
[43]
D0201
 
Brexanolone
 
C21H34O2
 
92786 
Moderate    Inter Info   
[46]
D0600
 
Esketamine
 
C13H16ClNO
 
182137 
Moderate    Inter Info   
[4], [50]
D0897
 
Lasmiditan
 
C19H18F3N3O2
 
11610526 
Moderate    Inter Info   
[54]
D1001
 
Meperidine
 
C15H21NO2
 
4058 
Moderate    Inter Info   
[59], [60], [61], [62], [63]
D1569
 
Thalidomide
 
C13H10N2O4
 
5426 
Moderate    Inter Info   
[65], [5], [4]
D1596
 
Tizanidine
 
C9H8ClN5S
 
5487 
Moderate    Inter Info   
[66]
   Increased risk of atrioventricular block Drug Num:  38
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0116
 
Atazanavir
 
C38H52N6O7
 
148192 
Major    Inter Info   
[1], [2]
D0514
 
Dolasetron
 
C19H20N2O3
 
3033818 
Major    Inter Info   
[3]
D0010
 
Acebutolol
 
C18H28N2O4
 
1978 
Moderate    Inter Info   
[13]
D0069
 
Amlodipine
 
C20H25ClN2O5
 
2162 
Moderate    Inter Info   
[13]
D0117
 
Atenolol
 
C14H22N2O3
 
2249 
Moderate    Inter Info   
[13]
D0170
 
Bepridil
 
C24H34N2O
 
2351 
Moderate    Inter Info   
[13]
D0173
 
Betaxolol
 
C18H29NO3
 
2369 
Moderate    Inter Info   
[13]
D0188
 
Bisoprolol
 
C18H31NO4
 
2405 
Moderate    Inter Info   
[13]
D0265
 
Carteolol
 
C16H24N2O3
 
2583 
Moderate    Inter Info   
[13]
D0267
 
Carvedilol
 
C24H26N2O4
 
2585 
Moderate    Inter Info   
[13]
D0490
 
Digitoxin
 
C41H64O13
 
441207 
Moderate    Inter Info   
[13]
D0491
 
Digoxin
 
C41H64O14
 
2724385 
Moderate    Inter Info   
[13]
D0497
 
Diltiazem
 
C22H26N2O4S
 
39186 
Moderate    Inter Info   
[13]
D0602
 
Esmolol
 
C16H25NO4
 
59768 
Moderate    Inter Info   
[13]
D0640
 
Felodipine
 
C18H19Cl2NO4
 
3333 
Moderate    Inter Info   
[13]
D0664
 
Flecainide
 
C17H20F6N2O3
 
3356 
Moderate    Inter Info   
[13]
D0865
 
Isradipine
 
C19H21N3O5
 
3784 
Moderate    Inter Info   
[13]
D0884
 
Labetalol
 
C19H24N2O3
 
3869 
Moderate    Inter Info   
[13]
D0911
 
Levamlodipine
 
C20H25ClN2O5
 
9822750 
Moderate    Inter Info   
[13]
D0927
 
Lidocaine
 
C14H22N2O
 
3676 
Moderate    Inter Info   
[13]
D1049
 
Metoprolol
 
C15H25NO3
 
4171 
Moderate    Inter Info   
[13]
D1054
 
Mexiletine
 
C11H17NO
 
4178 
Moderate    Inter Info   
[13]
D1088
 
Moricizine
 
C22H25N3O4S
 
34633 
Moderate    Inter Info   
[13]
D1098
 
Nadolol
 
C17H27NO4
 
39147 
Moderate    Inter Info   
[13]
D1114
 
Nebivolol
 
C22H25F2NO4
 
71301 
Moderate    Inter Info   
[13]
D1130
 
Nicardipine
 
C26H29N3O6
 
4474 
Moderate    Inter Info   
[13]
D1134
 
Nifedipine
 
C17H18N2O6
 
4485 
Moderate    Inter Info   
[13]
D1138
 
Nimodipine
 
C21H26N2O7
 
4497 
Moderate    Inter Info   
[13]
D1141
 
Nisoldipine
 
C20H24N2O6
 
4499 
Moderate    Inter Info   
[13]
D1244
 
Penbutolol
 
C18H29NO2
 
37464 
Moderate    Inter Info   
[13]
D1293
 
Pindolol
 
C14H20N2O2
 
4828 
Moderate    Inter Info   
[13]
D1343
 
Procainamide
 
C13H21N3O
 
4913 
Moderate    Inter Info   
[13]
D1353
 
Propafenone
 
C21H27NO3
 
4932 
Moderate    Inter Info   
[13]
D1357
 
Propranolol
 
C16H21NO2
 
4946 
Moderate    Inter Info   
[13]
D1498
 
Sotalol
 
C12H20N2O3S
 
5253 
Moderate    Inter Info   
[13]
D1522
 
Sunitinib
 
C22H27FN4O2
 
5329102 
Moderate    Inter Info   
[64], [49]
D1585
 
Timolol
 
C13H24N4O3S
 
33624 
Moderate    Inter Info   
[13]
D1690
 
Verapamil
 
C27H38N2O4
 
2520 
Moderate    Inter Info   
[13]
   Increased risk of bradycardia Drug Num:  14
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0302
 
Ceritinib
 
C28H36ClN5O3S
 
57379345 
Major    Inter Info   
[4], [5], [6]
D1474
 
Siponimod
 
C29H35F3N2O3
 
44599207 
Major    Inter Info   
[4], [7]
D1444
 
Saquinavir
 
C38H50N6O5
 
441243 
Major    Inter Info   
[10], [11], [12]
D0516
 
Donepezil
 
C24H29NO3
 
3152 
Moderate    Inter Info   
[36], [37], [38]
D0707
 
Galantamine
 
C17H21NO3
 
9651 
Moderate    Inter Info   
[36], [37], [38]
D0031
 
Alectinib
 
C30H34N4O2
 
49806720 
Moderate    Inter Info   
[44], [45]
D0204
 
Brigatinib
 
C29H39ClN7O2P
 
68165256 
Moderate    Inter Info   
[47]
D0393
 
Crizotinib
 
C21H22Cl2FN5O
 
11626560 
Moderate    Inter Info   
[5], [48], [49]
D0661
 
Fingolimod
 
C19H33NO2
 
107970 
Moderate    Inter Info   
[51], [52]
D0868
 
Ivabradine
 
C27H36N2O5
 
132999 
Moderate    Inter Info   
[4], [53]
D1211
 
Ozanimod
 
C23H24N4O3
 
52938427 
Moderate    Inter Info   
[55]
D1230
 
Pasireotide
 
C58H66N10O9
 
9941444 
Moderate    Inter Info   
[56], [4], [5], [57], [58]
D1418
 
Rivastigmine
 
C14H22N2O2
 
77991 
Moderate    Inter Info   
[36], [37], [38]
D1525
 
Tacrine
 
C13H14N2
 
1935 
Moderate    Inter Info   
[36], [37], [38]
      Pharmacodynamic antagonistic effects
   Antagonize the effect of antiepileptic agents Drug Num:  15
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0320
 
Chloroquine
 
C18H26ClN3
 
2719 
Moderate    Inter Info   
[4], [5], [14], [15], [16]
D0345
 
Citalopram
 
C20H21FN2O
 
2771 
Moderate    Inter Info   
[17], [18], [19], [20], [21], [22], [23], [24], [5], [25], [26], [27], [28], [29], [30], [31], [32], [33], [34], [35]
D0539
 
Duloxetine
 
C18H19NOS
 
60835 
Moderate    Inter Info   
[17], [18], [19], [20], [21], [22], [23], [24], [5], [25], [26], [27], [28], [29], [30], [31], [32], [33], [34], [35]
D0599
 
Escitalopram
 
C20H21FN2O
 
146570 
Moderate    Inter Info   
[17], [18], [19], [20], [21], [22], [23], [24], [5], [25], [26], [27], [28], [29], [30], [31], [32], [33], [34], [35]
D0676
 
Fluoxetine
 
C17H18F3NO
 
3386 
Moderate    Inter Info   
[17], [18], [19], [20], [21], [22], [23], [24], [5], [25], [26], [27], [28], [29], [30], [31], [32], [33], [34], [35]
D0687
 
Fluvoxamine
 
C15H21F3N2O2
 
5324346 
Moderate    Inter Info   
[17], [18], [19], [20], [21], [22], [23], [24], [5], [25], [26], [27], [28], [29], [30], [31], [32], [33], [34], [35]
D0779
 
Hydroxychloroquine
 
C18H26ClN3O
 
3652 
Moderate    Inter Info   
[4], [5], [14], [15], [16]
D0451
 
Desvenlafaxine
 
C16H25NO2
 
125017 
Moderate    Inter Info   
[17], [18], [19], [20], [21], [22], [23], [24], [5], [25], [26], [27], [28], [29], [30], [31], [32], [33], [34], [35]
D0920
 
Levomilnacipran
 
C15H22N2O
 
6917779 
Moderate    Inter Info   
[17], [18], [19], [20], [21], [22], [23], [24], [5], [25], [26], [27], [28], [29], [30], [31], [32], [33], [34], [35]
D1696
 
Vilazodone
 
C26H27N5O2
 
6918314 
Moderate    Inter Info   
[17], [18], [19], [20], [21], [22], [23], [24], [5], [25], [26], [27], [28], [29], [30], [31], [32], [33], [34], [35]
D1708
 
Vortioxetine
 
C18H22N2S
 
9966051 
Moderate    Inter Info   
[17], [18], [19], [20], [21], [22], [23], [24], [5], [25], [26], [27], [28], [29], [30], [31], [32], [33], [34], [35]
D1066
 
Milnacipran
 
C15H22N2O
 
65833 
Moderate    Inter Info   
[17], [18], [19], [20], [21], [22], [23], [24], [5], [25], [26], [27], [28], [29], [30], [31], [32], [33], [34], [35]
D1229
 
Paroxetine
 
C19H20FNO3
 
43815 
Moderate    Inter Info   
[17], [18], [19], [20], [21], [22], [23], [24], [5], [25], [26], [27], [28], [29], [30], [31], [32], [33], [34], [35]
D1461
 
Sertraline
 
C17H17Cl2N
 
68617 
Moderate    Inter Info   
[17], [18], [19], [20], [21], [22], [23], [24], [5], [25], [26], [27], [28], [29], [30], [31], [32], [33], [34], [35]
D1689
 
Venlafaxine
 
C17H27NO2
 
5656 
Moderate    Inter Info   
[17], [18], [19], [20], [21], [22], [23], [24], [5], [25], [26], [27], [28], [29], [30], [31], [32], [33], [34], [35]
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62 Product Information. Meperidine Hydrochloride Injection, USP (meperidine) Astra-Zeneca Pharmaceuticals, Wilmington, DE.
63 Product Information. Demerol (meperidine). Sanofi Winthrop Pharmaceuticals, New York, NY.
64 Product Information. Sutent (sunitinib). Pfizer U.S. Pharmaceuticals Group, New York, NY.
65 Product Information. Thalomid (thalidomide). Celgene Corporation, Warren, NJ.
66 Product Information. Zanaflex (tizanidine). Acorda Therapeutics, Hawthorne, NY.
67 Patel S, Robinson R, Burk M "Hypertensive crisis associated with St. John's Wort." Am J Med 112 (2002): 507-8. [PMID: 11959071]