(R)-N-(4-Isothiocyanato)benzyl 2-Acetamido-3-(2-azidoethoxy)-propionamide

ID: ALA1090773

Chembl Id: CHEMBL1090773

PubChem CID: 44542820

Max Phase: Preclinical

Molecular Formula: C15H18N6O3S

Molecular Weight: 362.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@H](COCCN=[N+]=[N-])C(=O)NCc1ccc(N=C=S)cc1

Standard InChI:  InChI=1S/C15H18N6O3S/c1-11(22)20-14(9-24-7-6-19-21-16)15(23)17-8-12-2-4-13(5-3-12)18-10-25/h2-5,14H,6-9H2,1H3,(H,17,23)(H,20,22)/t14-/m1/s1

Standard InChI Key:  MSTMBWPHAKTVFI-CQSZACIVSA-N

Alternative Forms

1. Parent:

   

   ALA1090773

   (2R)-2-acetamido-3-(2-azidoethoxy)-N-[(4-isothiocyanatophenyl)methyl]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: 362.42

Molecular Weight (Monoisotopic): 362.1161

AlogP: 1.87

#Rotatable Bonds: 10

Polar Surface Area: 128.55

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.63

CX Basic pKa: ┄

CX LogP: 1.13

CX LogD: 1.02

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.16

Np Likeness Score: -0.57

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