(5Z)-5-(4-Butoxy-3-methoxybenzylidene)-2-phenylamino-3,5-dihydro-4H-imidazol-4-one

ID: ALA5193803

PubChem CID: 168285361

Max Phase: Preclinical

Molecular Formula: C21H23N3O3

Molecular Weight: 365.43

Names and Identifiers

Canonical SMILES:  CCCCOc1ccc(/C=C2\N=C(Nc3ccccc3)NC2=O)cc1OC

Standard InChI:  InChI=1S/C21H23N3O3/c1-3-4-12-27-18-11-10-15(14-19(18)26-2)13-17-20(25)24-21(23-17)22-16-8-6-5-7-9-16/h5-11,13-14H,3-4,12H2,1-2H3,(H2,22,23,24,25)/b17-13-

Standard InChI Key:  RHPZTPMRAYMVRE-LGMDPLHJSA-N

Molfile:  

 
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   -2.1162   -1.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3467   -0.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4566    0.0412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0824    0.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1987    0.4809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4080    1.0581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7378    1.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5623    1.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5193803

   ---

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: 365.43

Molecular Weight (Monoisotopic): 365.1739

AlogP: 3.81

#Rotatable Bonds: 7

Polar Surface Area: 71.95

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.87

CX Basic pKa: 0.49

CX LogP: 3.94

CX LogD: 3.94

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -0.56

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