(2Z,3E)-3-((2-(1-Methylpiperidin-2-yl)ethoxy)imino)-5'-nitro-[2,3'-biindolinylidene]-2'-one

ID: ALA5175623

PubChem CID: 168276939

Max Phase: Preclinical

Molecular Formula: C24H25N5O4

Molecular Weight: 447.50

Names and Identifiers

Canonical SMILES:  CN1CCCCC1CCO/N=C1C(=C2/C(=O)Nc3ccc([N+](=O)[O-])cc32)/Nc2ccccc2/1

Standard InChI:  InChI=1S/C24H25N5O4/c1-28-12-5-4-6-15(28)11-13-33-27-22-17-7-2-3-8-19(17)25-23(22)21-18-14-16(29(31)32)9-10-20(18)26-24(21)30/h2-3,7-10,14-15,25H,4-6,11-13H2,1H3,(H,26,30)/b23-21-,27-22+

Standard InChI Key:  FXBIAOYDLBLCFX-WKVCDGSWSA-N

Molfile:  

 
     RDKit          2D

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   -2.6671   -1.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    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
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   -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
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   -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
    1.3809    0.7302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643    1.3137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5838    0.9438    0.0000 O   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
  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
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 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
 15 31  1  0
 31 32  1  0
 31 33  2  0
  5  6  1  0
  6  7  1  0
M  CHG  2  31   1  32  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5175623

   ---

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: 447.50

Molecular Weight (Monoisotopic): 447.1907

AlogP: 3.98

#Rotatable Bonds: 5

Polar Surface Area: 109.10

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.26

CX Basic pKa: 9.50

CX LogP: 2.74

CX LogD: 0.91

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.31

Np Likeness Score: -0.45

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]

2. Miknis, Greg F; Stevens, Sarah J; Smith, Luke E; Ostrov, David A and Churchill, Mair E A.  2015-02-15  Development of novel Asf1-H3/H4 inhibitors.  [PMID:25582598]

Source

Source(1):

• Scientific Literature