(E)-2-amino-5-(4-methoxybenzylidene)thiazol-4(5H)-one

ID: ALA5201100

PubChem CID: 137319878

Max Phase: Preclinical

Molecular Formula: C11H10N2O2S

Molecular Weight: 234.28

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C2/SC(N)=NC2=O)cc1

Standard InChI:  InChI=1S/C11H10N2O2S/c1-15-8-4-2-7(3-5-8)6-9-10(14)13-11(12)16-9/h2-6H,1H3,(H2,12,13,14)/b9-6+

Standard InChI Key:  VLWZKYOCVFKBBT-RMKNXTFCSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    0.3522    0.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0668    0.9077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7787    0.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7787   -0.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686   -0.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3522   -0.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3623    0.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0770    0.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1632   -0.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9699   -0.4963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3824    0.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8304    0.8308    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2070    0.2179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5800   -0.9079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4929   -0.7416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2070   -0.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  1  7  1  0
  7  8  2  0
  9  8  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  1  0
 11 13  1  0
  9 14  2  0
  4 15  1  0
 15 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5201100

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 234.28

Molecular Weight (Monoisotopic): 234.0463

AlogP: 1.62

#Rotatable Bonds: 2

Polar Surface Area: 64.68

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.86

CX LogP: 1.31

CX LogD: 1.31

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.79

Np Likeness Score: -1.11

References

1. Zhang L, Tian J, Cheng H, Yang Y, Yang Y, Ye F, Xiao Z..  (2022)  Identification of novel xanthine oxidase inhibitors via virtual screening with enhanced characterization of molybdopterin binding groups.,  230  [PMID:35063733] [10.1016/j.ejmech.2022.114101]

Source

Source(1):

• Scientific Literature