(5Z)-5-(1,3-Benzodioxol-5-yl)methylene-2-(4-methylphenyl)amino-3,5-dihydro-4H-imidazol-4-one

ID: ALA1803084

Chembl Id: CHEMBL1803084

PubChem CID: 136033545

Max Phase: Preclinical

Molecular Formula: C18H15N3O3

Molecular Weight: 321.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC2=N/C(=C\c3ccc4c(c3)OCO4)C(=O)N2)cc1

Standard InChI:  InChI=1S/C18H15N3O3/c1-11-2-5-13(6-3-11)19-18-20-14(17(22)21-18)8-12-4-7-15-16(9-12)24-10-23-15/h2-9H,10H2,1H3,(H2,19,20,21,22)/b14-8-

Standard InChI Key:  ITOTZLBIDAOTGK-ZSOIEALJSA-N

Alternative Forms

1. Parent:

   

   ALA1803084

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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: 321.34

Molecular Weight (Monoisotopic): 321.1113

AlogP: 2.66

#Rotatable Bonds: 2

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: 0.59

CX LogP: 3.07

CX LogD: 3.07

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.83

Np Likeness Score: -0.55

References

1. Debdab M, Carreaux F, Renault S, Soundararajan M, Fedorov O, Filippakopoulos P, Lozach O, Babault L, Tahtouh T, Baratte B, Ogawa Y, Hagiwara M, Eisenreich A, Rauch U, Knapp S, Meijer L, Bazureau JP..  (2011)  Leucettines, a class of potent inhibitors of cdc2-like kinases and dual specificity, tyrosine phosphorylation regulated kinases derived from the marine sponge leucettamine B: modulation of alternative pre-RNA splicing.,  54  (12): [PMID:21615147] [10.1021/jm200274d]

2. 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