(2Z,3E)-3-((3-(Dimethylamino)propoxy)imino)-[2,3'-biindolinylidene]-2'-one

ID: ALA5205943

PubChem CID: 168295369

Max Phase: Preclinical

Molecular Formula: C21H22N4O2

Molecular Weight: 362.43

Names and Identifiers

Canonical SMILES:  CN(C)CCCO/N=C1C(=C2/C(=O)Nc3ccccc32)/Nc2ccccc2/1

Standard InChI:  InChI=1S/C21H22N4O2/c1-25(2)12-7-13-27-24-19-15-9-4-6-11-17(15)22-20(19)18-14-8-3-5-10-16(14)23-21(18)26/h3-6,8-11,22H,7,12-13H2,1-2H3,(H,23,26)/b20-18-,24-19+

Standard InChI Key:  QURZLHALIUSWDR-POIIKYJHSA-N

Molfile:  

 
     RDKit          2D

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    1.0021   -0.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2458   -1.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0504   -1.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6122   -0.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3625   -0.1397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1296   -2.3190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3854   -2.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8417   -2.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0335   -2.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4275   -1.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2151   -1.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2151   -2.4653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4483   -2.7062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9105   -2.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6122   -2.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6122   -1.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9123   -1.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2183   -0.6314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7897   -0.0600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5806    0.7206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1762   -3.4249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1521    1.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9429    2.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5144    2.6442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3052    3.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2950    2.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  3  2  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  8  7  1  0
  9  8  1  0
  3  9  1  0
  9 10  2  0
 11 10  1  0
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 13 12  2  0
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 15 13  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 12 18  1  0
 11 19  2  0
 19 20  1  0
 21 20  1  0
  8 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5205943

   ---

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: 362.43

Molecular Weight (Monoisotopic): 362.1743

AlogP: 3.15

#Rotatable Bonds: 5

Polar Surface Area: 65.96

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.71

CX Basic pKa: 9.43

CX LogP: 2.07

CX LogD: 0.21

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.49

Np Likeness Score: -0.20

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