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

ID: ALA5202202

Chembl Id: CHEMBL5202202

PubChem CID: 168292520

Max Phase: Preclinical

Molecular Formula: C21H21N5O3

Molecular Weight: 391.43

Names and Identifiers

Canonical SMILES:  O=C1NC(Nc2ccc(N3CCNCC3)cc2)=N/C1=C\c1ccc2c(c1)OCO2

Standard InChI:  InChI=1S/C21H21N5O3/c27-20-17(11-14-1-6-18-19(12-14)29-13-28-18)24-21(25-20)23-15-2-4-16(5-3-15)26-9-7-22-8-10-26/h1-6,11-12,22H,7-10,13H2,(H2,23,24,25,27)/b17-11-

Standard InChI Key:  JBFOGRDEYAYPMV-BOPFTXTBSA-N

Alternative Forms

1. Parent:

   

   ALA5202202

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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: 391.43

Molecular Weight (Monoisotopic): 391.1644

AlogP: 1.76

#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: 1.82

CX LogD: 0.61

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.69

Np Likeness Score: -0.73

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