3,5-Di-(3-methoxyphenyl)-1H-pyrrolo[2,3-b]pyridine

ID: ALA3102949

PubChem CID: 72792759

Max Phase: Preclinical

Molecular Formula: C21H18N2O2

Molecular Weight: 330.39

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  COc1cccc(-c2cnc3[nH]cc(-c4cccc(OC)c4)c3c2)c1

Standard InChI:  InChI=1S/C21H18N2O2/c1-24-17-7-3-5-14(9-17)16-11-19-20(13-23-21(19)22-12-16)15-6-4-8-18(10-15)25-2/h3-13H,1-2H3,(H,22,23)

Standard InChI Key:  JYAKTORKVLZNJK-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

Associated Targets(non-human)

Dyrk1a 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

Calculated Properties

Molecular Weight: 330.39Molecular Weight (Monoisotopic): 330.1368AlogP: 4.91#Rotatable Bonds: 4
Polar Surface Area: 47.14Molecular Species: NEUTRALHBA: 3HBD: 1
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 2.95CX LogP: 4.20CX LogD: 4.20
Aromatic Rings: 4Heavy Atoms: 25QED Weighted: 0.58Np Likeness Score: -0.41

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