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
FDBF00015 acetamide Responsive image NC(=O)C 0.0460
FDBF00023 toluene Responsive image c1(ccccc1)C 0.1268
FDBF00026 propanamide Responsive image CCC(=O)N 0.0148
FDBF00158 methoxymethane Responsive image COC 0.0374
FDBF00184 N-benzylacetamide Responsive image c1(ccccc1)CNC(=O)C 0.0014
FDBF00338 2-acetamido-N-methyl-acetamide Responsive image CC(=O)NCC(=O)NC 0.0014
FDBF03399 (2R)-2-acetamido-N-methyl-propanamide Responsive image CNC(=O)C(C)NC(=O)C 0.0003
FDBF03400 3-methoxy-N-methyl-propanamide Responsive image CNC(=O)CCOC 0.0003
18 , 2