(2Z,3E)-3-((2-(1-Methylpiperidin-2-yl)ethoxy)imino)-[2,3'-biindolinylidene]-2'-one

ID: ALA5173181

PubChem CID: 168271502

Max Phase: Preclinical

Molecular Formula: C25H27N3O2

Molecular Weight: 401.51

Names and Identifiers

Canonical SMILES:  CN1CCCCC1CCO/N=C1C(=C2/C(=O)Nc3ccccc32)/Cc2ccccc2/1

Standard InChI:  InChI=1S/C25H27N3O2/c1-28-14-7-6-9-18(28)13-15-30-27-24-19-10-3-2-8-17(19)16-21(24)23-20-11-4-5-12-22(20)26-25(23)29/h2-5,8,10-12,18H,6-7,9,13-16H2,1H3,(H,26,29)/b23-21+,27-24+

Standard InChI Key:  QPVIMKGAARTVTE-BTYMCAMKSA-N

Molfile:  

 
     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
   -1.9525   -1.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6671   -1.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6671   -2.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9507   -3.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2406   -2.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4577   -2.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0342   -2.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8595   -2.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4146   -2.8066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2010   -3.6037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1744   -2.4745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0935   -1.6730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6671   -1.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4122   -0.2494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5944   -0.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0230   -0.6858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -1.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4364   -1.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2406   -1.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2229   -0.7514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8063   -0.1680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5928    0.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762    1.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9627    2.0095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5462    2.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3326    3.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5356    3.6037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0478    3.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1656    2.2231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    1.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  8  7  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 12 11  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 17 16  1  0
 17 12  2  0
 17  8  1  0
 18  7  1  0
 19 18  1  0
 19  1  1  0
  5 19  2  0
 18 20  2  0
 20 21  1  0
 22 21  1  0
 22 23  1  0
 23 24  1  0
 25 24  1  0
 26 25  1  0
 27 26  1  0
 28 27  1  0
 29 28  1  0
 24 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5173181

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 401.51

Molecular Weight (Monoisotopic): 401.2103

AlogP: 4.24

#Rotatable Bonds: 4

Polar Surface Area: 53.93

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.24

CX Basic pKa: 9.60

CX LogP: 4.05

CX LogD: 2.03

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.47

Np Likeness Score: -0.06

References

1. Lee SB, Chang TY, Lee NZ, Yu ZY, Liu CY, Lee HY..  (2022)  Design, synthesis and biological evaluation of bisindole derivatives as anticancer agents against Tousled-like kinases.,  227  [PMID:34662748] [10.1016/j.ejmech.2021.113904]

Source

Source(1):

• Scientific Literature