7-(3-Hydroxy-4-methoxyphenyl)-1-(3,4,5-trimethoxybenzyl)-1,3-dihydro-2H-imidazo[4,5-c]pyridin-2-one

ID: ALA4522095

PubChem CID: 155542832

Max Phase: Preclinical

Molecular Formula: C23H23N3O6

Molecular Weight: 437.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cncc3[nH]c(=O)n(Cc4cc(OC)c(OC)c(OC)c4)c23)cc1O

Standard InChI:  InChI=1S/C23H23N3O6/c1-29-18-6-5-14(9-17(18)27)15-10-24-11-16-21(15)26(23(28)25-16)12-13-7-19(30-2)22(32-4)20(8-13)31-3/h5-11,27H,12H2,1-4H3,(H,25,28)

Standard InChI Key:  GEXPFDCFSDLTMU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   26.3397   -4.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0494   -4.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0465   -3.2775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3379   -2.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3414   -5.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6319   -5.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6314   -6.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3395   -6.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0497   -6.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0468   -5.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6317   -4.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6284   -3.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8508   -3.0349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3735   -3.6975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8561   -4.3560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5563   -3.7008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3404   -7.7757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0486   -8.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7587   -6.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6068   -5.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8081   -5.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2645   -4.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4665   -4.8737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2164   -5.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7705   -6.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5664   -6.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5239   -7.0381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7259   -7.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4180   -5.8268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8680   -5.2225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9175   -4.2684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1673   -3.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4 12  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  1  5  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
 14 16  2  0
  8 17  1  0
 17 18  1  0
  9 19  1  0
 15 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 25 27  1  0
 27 28  1  0
 24 29  1  0
 29 30  1  0
 23 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4522095

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 437.45

Molecular Weight (Monoisotopic): 437.1587

AlogP: 3.18

#Rotatable Bonds: 7

Polar Surface Area: 107.83

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.68

CX Basic pKa: 3.58

CX LogP: 2.41

CX LogD: 2.41

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: -0.11

References

1. Gao F, Liang Y, Zhou P, Cheng J, Ding K, Wang Y..  (2019)  Design, synthesis, antitumor activities and biological studies of novel diaryl substituted fused heterocycles as dual ligands targeting tubulin and katanin.,  178  [PMID:31185410] [10.1016/j.ejmech.2019.05.072]

Source

Source(1):

• Scientific Literature