2-({[(6,7-Dimethoxy-4-oxo-3,4-dihydroquinazolin-2-yl)methyl](ethyl)amino}methyl)imidazo[1,2-a]pyridin-1-ium

ID: ALA2297165

PubChem CID: 136240234

Max Phase: Preclinical

Molecular Formula: C21H23N5O3

Molecular Weight: 393.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(Cc1cn2ccccc2n1)Cc1nc2cc(OC)c(OC)cc2c(=O)[nH]1

Standard InChI:  InChI=1S/C21H23N5O3/c1-4-25(11-14-12-26-8-6-5-7-20(26)22-14)13-19-23-16-10-18(29-3)17(28-2)9-15(16)21(27)24-19/h5-10,12H,4,11,13H2,1-3H3,(H,23,24,27)

Standard InChI Key:  SPZPTJAXGLPDKQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    2.2716  -24.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0966  -24.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5083  -23.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8599  -23.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2680  -22.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0949  -22.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5044  -22.2336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0880  -21.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2579  -21.5260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8522  -22.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0254  -22.2491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4970  -20.8008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3238  -20.7958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7329  -20.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7416  -21.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5597  -20.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0515  -20.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0433  -19.3968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8312  -19.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8332  -20.4722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5474  -20.8811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2600  -20.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2540  -19.6384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5393  -19.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5684  -21.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8583  -25.0919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315  -25.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5094  -25.0932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0955  -25.8089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10  5  1  0
 10 11  2  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 14 16  1  0
 16 17  2  0
 17 20  1  0
 19 18  2  0
 18 16  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 15 25  1  0
  1 26  1  0
 26 27  1  0
  2 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2297165

   ---

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: 393.45

Molecular Weight (Monoisotopic): 393.1801

AlogP: 2.61

#Rotatable Bonds: 7

Polar Surface Area: 84.75

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.67

CX Basic pKa: 5.85

CX LogP: 1.30

CX LogD: 1.29

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.94

References

1. Agrawal R, Jain P, Dikshit SN, Bahare RS, Ganguly S.  (2013)  Ligand-based pharmacophore detection, screening of potential pharmacophore and docking studies, to get effective glycogen synthase kinase inhibitors,  22  (11): [10.1007/s00044-013-0547-y]

Source

Source(1):

• Scientific Literature