General Information of the Compound
Compound ID
CP0014435
Compound Name
(2R)-2-acetylamino-N-benzyl-3-methoxypropanamide
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Synonyms
(2R)-2-(Acetylamino)-N-benzyl-3-methoxypropanamide
(2R)-2-(acetylamino)-N-benzyl-3-methoxypropanamide
(2R)-2-acetamido-N-benzyl-3-methoxypropanamide
ADD 234037
ADD-234037
Erlosamide
Erlosamide [INN]
Erlosamide, Vimpat, Lacosamide
Harkoseride
Lacosamide
Lacosamide (USAN/INN)
Lacosamide [USAN]
SPM 927
SPM-927
SPM-929
Vimpat
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Structure
Formula
C13H18N2O3
Molecular Weight
250.298
Canonical SMILES
COC[C@@H](NC(C)=O)C(=O)NCc1ccccc1
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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
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InChIKey
VPPJLAIAVCUEMN-GFCCVEGCSA-N
CAS
175481-36-4
Physicochemical Property
logP
0.4539
Rotatable Bonds
6
Heavy Atom Count
18
Polar Areas
67.43
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Complexity
18

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 219078
SID: 15196715
ChEMBL ID
CHEMBL58323
DrugBank ID
DB06218
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT04683, Sodium channel protein type 3 subunit alpha
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 415 nM
   TI
   LI
   LO
   TS
Protein ID: PT01102, Voltage-dependent L-type calcium channel subunit alpha-1C
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
IC50 = 50118.72 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Lacosamide )
Drug Name Lacosamide
Company Schwarz Pharma
Indication
Convulsion
Approved
Epilepsy
Phase 4
Diabetic neuropathy
Phase 3
Target(s)
Dihydropyrimidinase related protein 2 (DPYSL2)
Modulator
Voltage-gated sodium channel alpha Nav1.9 (SCN11A)
Inhibitor