3-((4-(5-(2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)-2-methoxyphenyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl)amino)benzonitrile

ID: ALA4857914

PubChem CID: 164610349

Max Phase: Preclinical

Molecular Formula: C26H19N3O5

Molecular Weight: 453.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cccc3c2OCCO3)cc1C1=C(Nc2cccc(C#N)c2)C(=O)NC1=O

Standard InChI:  InChI=1S/C26H19N3O5/c1-32-20-9-8-16(18-6-3-7-21-24(18)34-11-10-33-21)13-19(20)22-23(26(31)29-25(22)30)28-17-5-2-4-15(12-17)14-27/h2-9,12-13H,10-11H2,1H3,(H2,28,29,30,31)

Standard InChI Key:  WJOAFRVGQQUAHR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   20.9152  -24.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7412  -24.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9982  -23.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3282  -22.8801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6623  -23.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4861  -24.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6580  -24.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2285  -25.5442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6258  -26.2707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4571  -26.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8829  -25.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2258  -24.8212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0479  -24.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4574  -25.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2786  -25.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6902  -24.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2744  -24.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4545  -24.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7842  -23.1131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8766  -23.1124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6916  -26.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1046  -26.9655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2620  -24.1133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4363  -24.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8581  -27.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6551  -28.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0815  -27.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6805  -27.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8284  -28.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4329  -27.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6157  -27.6991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1877  -28.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5832  -29.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4066  -29.1401    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  1  0
  4  5  1  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  6  1  1  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  3 19  2  0
  5 20  2  0
 15 21  1  0
 21 22  3  0
  7 23  1  0
 23 24  1  0
 25 30  2  0
 29 26  2  0
 26 27  1  0
 27 28  2  0
 28 25  1  0
 10 25  1  0
 29 30  1  0
 29 34  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857914

   ---

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: 453.45

Molecular Weight (Monoisotopic): 453.1325

AlogP: 3.48

#Rotatable Bonds: 5

Polar Surface Area: 109.68

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.54

CX Basic pKa: ┄

CX LogP: 2.81

CX LogD: 2.80

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.57

Np Likeness Score: -0.53

References

1. Serafim RAM, Sorrell FJ, Berger BT, Collins RJ, Vasconcelos SNS, Massirer KB, Knapp S, Bennett J, Fedorov O, Patel H, Zuercher WJ, Elkins JM..  (2021)  Discovery of a Potent Dual SLK/STK10 Inhibitor Based on a Maleimide Scaffold.,  64  (18.0): [PMID:34463505] [10.1021/acs.jmedchem.0c01579]

Source

Source(1):

• Scientific Literature