Responsive image

Common name


Lacosamide

IUPAC name


(2R)-N-benzyl-2-acetamido-3-methoxypropanamide

SMILES


COC[C@@H](NC(C)=O)C(=O)NCC1=CC=CC=C1

Compound class


Anticonvulsants; Nervous System; Antiepileptics;

Therapeutic area


Lacosamide is indicated for adjunctive therapy for partial onset seizures in patients with epilepsy over 17 years old. Injection is indicated for short term use when oral therapy is not feasible.

Common name


Lacosamide

IUPAC name


(2R)-N-benzyl-2-acetamido-3-methoxypropanamide

SMILES


COC[C@@H](NC(C)=O)C(=O)NCC1=CC=CC=C1

INCHI


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

FORMULA


C13H18N2O3

Responsive image

Common name


Lacosamide

IUPAC name


(2R)-N-benzyl-2-acetamido-3-methoxypropanamide

Molecular weight


250.294

clogP


1.385

clogS


-3.020

HBond Acceptor


3

HBond Donor


2

Total Polar
Surface Area


67.43

Number of Rings


1

Rotatable Bond


6

Drug ID Common name Structure CAS SMILE Frequency
FDBF00003 formamide Responsive image C(=O)N 0.1240
FDBF00005 benzene Responsive image c1ccccc1 0.2824
FDBF00027 N-methylacetamide Responsive image N(C(=O)C)C 0.0175
FDBF00031 N-methylpropanamide Responsive image N(C(=O)CC)C 0.0069
FDBF00168 methoxyethane Responsive image CCOC 0.0254
FDBF00182 N-benzylformamide Responsive image c1(ccccc1)CNC=O 0.0038
FDBF00186 N-benzylpropanamide Responsive image CCC(=O)NCc1ccccc1 0.0007
FDBF00228 N-ethylacetamide Responsive image C(=O)(NCC)C 0.0089
FDBF01215 N-(2-methoxyethyl)acetamide Responsive image CC(=O)NCCOC 0.0010
FDBF03398 3-methoxypropanamide Responsive image C(CC(=O)N)OC 0.0003
18 , 2