3-(4-Methoxyphenyl)-5-(3,4-dimethoxyphenyl)-1H-pyrrolo[2,3-b]pyridine

ID: ALA3102945

PubChem CID: 59699896

Max Phase: Preclinical

Molecular Formula: C22H20N2O3

Molecular Weight: 360.41

Molecule Type: Small molecule

Names and Identifiers

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

Molfile:  

     RDKit          2D

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   23.2847  -22.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9995  -22.6817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9977  -21.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5713  -21.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7131  -21.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7133  -22.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5038  -22.5254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9921  -21.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.8913  -20.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7165  -20.4286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1048  -19.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6685  -19.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.1483  -21.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8626  -21.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4304  -19.7922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4291  -18.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0558  -18.2720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8803  -18.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4354  -21.4481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7194  -21.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 20 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3102945

   5-(3,4-dimethoxyphenyl)-3-(4-methoxyphenyl)-1H-pyrrolo[2,3-b]pyridine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 360.41

Molecular Weight (Monoisotopic): 360.1474

AlogP: 4.92

#Rotatable Bonds: 5

Polar Surface Area: 56.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.97

CX LogP: 4.04

CX LogD: 4.04

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.55

Np 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

Source(1):

• Scientific Literature