(S)-2-acetamido-N-(4-ethynylbenzyl)-3-(2-isothiocyanatoethoxy)propanamide

ID: ALA1093408

Chembl Id: CHEMBL1093408

PubChem CID: 44543132

Max Phase: Preclinical

Molecular Formula: C17H19N3O3S

Molecular Weight: 345.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#Cc1ccc(CNC(=O)[C@H](COCCN=C=S)NC(C)=O)cc1

Standard InChI:  InChI=1S/C17H19N3O3S/c1-3-14-4-6-15(7-5-14)10-19-17(22)16(20-13(2)21)11-23-9-8-18-12-24/h1,4-7,16H,8-11H2,2H3,(H,19,22)(H,20,21)/t16-/m0/s1

Standard InChI Key:  WHPQMAMYFFEOHW-INIZCTEOSA-N

Alternative Forms

1. Parent:

   

   ALA1093408

   (2S)-2-acetamido-N-[(4-ethynylphenyl)methyl]-3-(2-isothiocyanatoethoxy)propanamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 345.42

Molecular Weight (Monoisotopic): 345.1147

AlogP: 0.91

#Rotatable Bonds: 9

Polar Surface Area: 79.79

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.93

CX Basic pKa: 0.14

CX LogP: 1.03

CX LogD: 1.03

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.30

Np Likeness Score: -0.59

References

1. Park KD, Morieux P, Salomé C, Cotten SW, Reamtong O, Eyers C, Gaskell SJ, Stables JP, Liu R, Kohn H..  (2009)  Lacosamide isothiocyanate-based agents: novel agents to target and identify lacosamide receptors.,  52  (21): [PMID:19795888] [10.1021/jm9012054]

Source

Source(1):

• Scientific Literature