3-Phenyl-5-(3,4-dihydroxyphenyl)-1H-pyrrolo[2,3-b]pyridine

ID: ALA3102942

PubChem CID: 72792829

Max Phase: Preclinical

Molecular Formula: C19H14N2O2

Molecular Weight: 302.33

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  Oc1ccc(-c2cnc3[nH]cc(-c4ccccc4)c3c2)cc1O

Standard InChI:  InChI=1S/C19H14N2O2/c22-17-7-6-13(9-18(17)23)14-8-15-16(11-21-19(15)20-10-14)12-4-2-1-3-5-12/h1-11,22-23H,(H,20,21)

Standard InChI Key:  OVGOMELIPUOQHV-UHFFFAOYSA-N

Molfile:  

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   30.1695  -12.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7850  -13.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.1933  -15.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7664  -15.0108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7614  -13.3555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

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: 302.33Molecular Weight (Monoisotopic): 302.1055AlogP: 4.31#Rotatable Bonds: 2
Polar Surface Area: 69.14Molecular Species: NEUTRALHBA: 3HBD: 3
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 9.16CX Basic pKa: 2.96CX LogP: 3.91CX LogD: 3.90
Aromatic Rings: 4Heavy Atoms: 23QED Weighted: 0.48Np Likeness Score: 0.03

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