(5Z)-5-(1,4-Benzodioxin-6-ylmethylidene)-2-[(4-(piperazin-1-yl)-phenyl)amino]-3,5-dihydro-4H-imidazol-4-one

ID: ALA5173265

Chembl Id: CHEMBL5173265

PubChem CID: 168274819

Max Phase: Preclinical

Molecular Formula: C22H21N5O3

Molecular Weight: 403.44

Names and Identifiers

Canonical SMILES:  O=C1NC(Nc2ccc(N3CCNCC3)cc2)=N/C1=C\c1ccc2c(c1)OC=CO2

Standard InChI:  InChI=1S/C22H21N5O3/c28-21-18(13-15-1-6-19-20(14-15)30-12-11-29-19)25-22(26-21)24-16-2-4-17(5-3-16)27-9-7-23-8-10-27/h1-6,11-14,23H,7-10H2,(H2,24,25,26,28)/b18-13-

Standard InChI Key:  BBEJWIXOAHFCCE-AQTBWJFISA-N

Alternative Forms

1. Parent:

   

   ALA5173265

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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: 403.44

Molecular Weight (Monoisotopic): 403.1644

AlogP: 2.28

#Rotatable Bonds: 3

Polar Surface Area: 87.22

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.92

CX Basic pKa: 8.87

CX LogP: 1.79

CX LogD: 0.57

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.68

Np Likeness Score: -0.53

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