(S)-N-(4-Isothiocyanato)benzyl 2-Acetamido-3-(prop-2-ynyloxy)-propionamide

ID: ALA1089413

Chembl Id: CHEMBL1089413

PubChem CID: 44542819

Max Phase: Preclinical

Molecular Formula: C16H17N3O3S

Molecular Weight: 331.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCOC[C@H](NC(C)=O)C(=O)NCc1ccc(N=C=S)cc1

Standard InChI:  InChI=1S/C16H17N3O3S/c1-3-8-22-10-15(19-12(2)20)16(21)17-9-13-4-6-14(7-5-13)18-11-23/h1,4-7,15H,8-10H2,2H3,(H,17,21)(H,19,20)/t15-/m0/s1

Standard InChI Key:  MVTYKCOOBXZMAH-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA1089413

   (2S)-2-acetamido-N-[(4-isothiocyanatophenyl)methyl]-3-prop-2-ynoxypropanamide

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: 331.40

Molecular Weight (Monoisotopic): 331.0991

AlogP: 1.19

#Rotatable Bonds: 8

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: 11.70

CX Basic pKa: ┄

CX LogP: 1.23

CX LogD: 1.23

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.32

Np Likeness Score: -1.00

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