(5Z)-5-(1,3-Benzodioxol-5-ylmethylidene)-2-[(4-hexyl-phenyl)amino]-3,5-dihydro-4H-imidazol-4-one

ID: ALA5189966

Chembl Id: CHEMBL5189966

PubChem CID: 168283289

Max Phase: Preclinical

Molecular Formula: C23H25N3O3

Molecular Weight: 391.47

Names and Identifiers

Canonical SMILES:  CCCCCCc1ccc(NC2=N/C(=C\c3ccc4c(c3)OCO4)C(=O)N2)cc1

Standard InChI:  InChI=1S/C23H25N3O3/c1-2-3-4-5-6-16-7-10-18(11-8-16)24-23-25-19(22(27)26-23)13-17-9-12-20-21(14-17)29-15-28-20/h7-14H,2-6,15H2,1H3,(H2,24,25,26,27)/b19-13-

Standard InChI Key:  RBWVVJQRRKWYQA-UYRXBGFRSA-N

Alternative Forms

1. Parent:

   

   ALA5189966

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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: 391.47

Molecular Weight (Monoisotopic): 391.1896

AlogP: 4.48

#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: 0.39

CX LogP: 5.29

CX LogD: 5.29

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.54

Np Likeness Score: -0.20

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