(5Z)-5-(2,3-Dihydro-1-benzofuran-5-ylmethylidene)-2-phenylamino-3,5-dihydro-4H-imidazol-4-one

ID: ALA5208980

PubChem CID: 168296873

Max Phase: Preclinical

Molecular Formula: C18H15N3O2

Molecular Weight: 305.34

Names and Identifiers

Canonical SMILES:  O=C1NC(Nc2ccccc2)=N/C1=C\c1ccc2c(c1)CCO2

Standard InChI:  InChI=1S/C18H15N3O2/c22-17-15(11-12-6-7-16-13(10-12)8-9-23-16)20-18(21-17)19-14-4-2-1-3-5-14/h1-7,10-11H,8-9H2,(H2,19,20,21,22)/b15-11-

Standard InChI Key:  RGKOSKZCLZXDJI-PTNGSMBKSA-N

Molfile:  

 
     RDKit          2D

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   -1.3947   -0.4197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7989   -0.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0948   -0.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2573    0.2573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6364   -0.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3134   -0.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2052    0.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8822    0.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6135    0.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6947   -0.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5072   -0.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9134    0.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3718    0.8802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0447   -0.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8802   -1.7468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4759    1.0427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2885    1.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6947    1.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5071    1.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9134    1.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5071    0.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6947    0.3385    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  2  0
  9  8  1  0
 10  9  2  0
 11 10  1  0
 12 11  1  0
 13 12  1  0
 14 13  1  0
 14 10  1  0
  7 15  1  0
 11 15  2  0
  3 16  2  0
  1 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5208980

   ---

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: 305.34

Molecular Weight (Monoisotopic): 305.1164

AlogP: 2.56

#Rotatable Bonds: 2

Polar Surface Area: 62.72

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.87

CX Basic pKa: 0.69

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.84

Np Likeness Score: -0.61

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