(5Z)-5-(1,3-Benzodioxol-5-ylmethylene)-2-(propylthio)-3,5-dihydro-4H-imidazol-4-one

ID: ALA5206143

PubChem CID: 168295170

Max Phase: Preclinical

Molecular Formula: C14H14N2O3S

Molecular Weight: 290.34

Names and Identifiers

Canonical SMILES:  CCCSC1=N/C(=C\c2ccc3c(c2)OCO3)C(=O)N1

Standard InChI:  InChI=1S/C14H14N2O3S/c1-2-5-20-14-15-10(13(17)16-14)6-9-3-4-11-12(7-9)19-8-18-11/h3-4,6-7H,2,5,8H2,1H3,(H,15,16,17)/b10-6-

Standard InChI Key:  JANQPHRPUAYQTA-POHAHGRESA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -1.3606    0.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7728   -0.4810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2231   -1.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4535   -0.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5359    0.0686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2611   -1.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9757   -0.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6903   -1.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049   -0.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1746   -1.0032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6694   -0.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1746    0.3160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049    0.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6903    0.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9757    0.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3880   -1.9102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6903    0.9757    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5150    1.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8448    1.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6694    1.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  5  2  0
  4  6  2  0
  6  7  1  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
 11 10  1  0
 12 11  1  0
  9 13  1  0
 12 13  1  0
 13 14  2  0
  7 15  2  0
 15 14  1  0
  3 16  2  0
  1 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5206143

   ---

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: 290.34

Molecular Weight (Monoisotopic): 290.0725

AlogP: 2.39

#Rotatable Bonds: 3

Polar Surface Area: 59.92

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.62

CX Basic pKa: ┄

CX LogP: 2.80

CX LogD: 2.79

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.87

Np Likeness Score: -0.55

References

1. Tahtouh T, Durieu E, Villiers B, Bruyère C, Nguyen TL, Fant X, Ahn KH, Khurana L, Deau E, Lindberg MF, Sévère E, Miege F, Roche D, Limanton E, L'Helgoual'ch JM, Burgy G, Guiheneuf S, Herault Y, Kendall DA, Carreaux F, Bazureau JP, Meijer L..  (2022)  Structure-Activity Relationship in the Leucettine Family of Kinase Inhibitors.,  65  (2.0): [PMID:34928152] [10.1021/acs.jmedchem.1c01141]

Source

Source(1):

• Scientific Literature