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

ID: ALA5209464

Chembl Id: CHEMBL5209464

PubChem CID: 168295800

Max Phase: Preclinical

Molecular Formula: C22H23N3O4

Molecular Weight: 393.44

Names and Identifiers

Canonical SMILES:  CCCCCOc1ccc(NC2=N/C(=C\c3ccc4c(c3)OCO4)C(=O)N2)cc1

Standard InChI:  InChI=1S/C22H23N3O4/c1-2-3-4-11-27-17-8-6-16(7-9-17)23-22-24-18(21(26)25-22)12-15-5-10-19-20(13-15)29-14-28-19/h5-10,12-13H,2-4,11,14H2,1H3,(H2,23,24,25,26)/b18-12-

Standard InChI Key:  BNEMOONNXBNRSX-PDGQHHTCSA-N

Alternative Forms

1. Parent:

   

   ALA5209464

   ---

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: 393.44

Molecular Weight (Monoisotopic): 393.1689

AlogP: 3.92

#Rotatable Bonds: 7

Polar Surface Area: 81.18

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.87

CX Basic pKa: 0.34

CX LogP: 4.17

CX LogD: 4.16

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.55

Np Likeness Score: -0.45

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