ID: ALA3102945

Max Phase: Preclinical

Molecular Formula: C22H20N2O3

Molecular Weight: 360.41

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  COc1ccc(-c2c[nH]c3ncc(-c4ccc(OC)c(OC)c4)cc23)cc1

Standard InChI:  InChI=1S/C22H20N2O3/c1-25-17-7-4-14(5-8-17)19-13-24-22-18(19)10-16(12-23-22)15-6-9-20(26-2)21(11-15)27-3/h4-13H,1-3H3,(H,23,24)

Standard InChI Key:  PWZJUYIUSIUYGS-UHFFFAOYSA-N

Associated Targets(non-human)

Dual specificity tyrosine-phosphorylation-regulated kinase 1A 1629 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Properties

Molecular Weight: 360.41Molecular Weight (Monoisotopic): 360.1474AlogP: 4.92#Rotatable Bonds: 5
Polar Surface Area: 56.37Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: 0HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski): 0
CX Acidic pKa: CX Basic pKa: 2.97CX LogP: 4.04CX LogD: 4.04
Aromatic Rings: 4Heavy Atoms: 27QED Weighted: 0.55Np Likeness Score: -0.30

References

1. Gourdain S, Dairou J, Denhez C, Bui LC, Rodrigues-Lima F, Janel N, Delabar JM, Cariou K, Dodd RH..  (2013)  Development of DANDYs, new 3,5-diaryl-7-azaindoles demonstrating potent DYRK1A kinase inhibitory activity.,  56  (23): [PMID:24188002] [10.1021/jm401049v]

Source