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

ID: ALA5204542

PubChem CID: 168294808

Max Phase: Preclinical

Molecular Formula: C23H24N4O2

Molecular Weight: 388.47

Names and Identifiers

Canonical SMILES:  CN1CCCC1CCO/N=C1C(=C2/C(=O)Nc3ccccc32)/Nc2ccccc2/1

Standard InChI:  InChI=1S/C23H24N4O2/c1-27-13-6-7-15(27)12-14-29-26-21-17-9-3-5-11-19(17)24-22(21)20-16-8-2-4-10-18(16)25-23(20)28/h2-5,8-11,15,24H,6-7,12-14H2,1H3,(H,25,28)/b22-20-,26-21+

Standard InChI Key:  XXCCSDHCAAWFKG-KZUJFRSNSA-N

Molfile:  

 
     RDKit          2D

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    2.6120   -0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3623   -0.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1295   -2.2935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4482   -2.6807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9104   -2.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2183   -0.6061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1761   -3.3995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1520    1.3173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9428    2.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5143    2.6693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1306    3.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3520    3.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2304    2.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2949    2.4602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  8 22  2  0
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 25 24  1  0
 25 26  1  0
 26 27  1  0
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 24 28  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5204542

   ---

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: 388.47

Molecular Weight (Monoisotopic): 388.1899

AlogP: 3.68

#Rotatable Bonds: 4

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: 10.74

CX Basic pKa: 9.70

CX LogP: 2.45

CX LogD: 0.39

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: 0.00

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