4-(2-(6-cyanoquinazolin-4-ylamino)ethyl)-N-(2-(dimethylamino)ethyl)benzamide

ID: ALA4859226

PubChem CID: 71679496

Max Phase: Preclinical

Molecular Formula: C22H24N6O

Molecular Weight: 388.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCNC(=O)c1ccc(CCNc2ncnc3ccc(C#N)cc23)cc1

Standard InChI:  InChI=1S/C22H24N6O/c1-28(2)12-11-25-22(29)18-6-3-16(4-7-18)9-10-24-21-19-13-17(14-23)5-8-20(19)26-15-27-21/h3-8,13,15H,9-12H2,1-2H3,(H,25,29)(H,24,26,27)

Standard InChI Key:  TXRZTYGHELIRIH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   31.0725  -15.8444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0713  -16.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7794  -17.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7776  -15.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4862  -15.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4851  -16.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1913  -17.0705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9031  -16.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9043  -15.8428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1936  -15.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3652  -15.4365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6574  -15.0280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1936  -14.6120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9013  -14.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9013  -13.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6090  -12.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3137  -13.3903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0210  -12.9824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0214  -12.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3088  -11.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6044  -12.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7286  -11.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4369  -12.1625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7275  -10.9376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1440  -11.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8523  -12.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5594  -11.7511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.2677  -12.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5584  -10.9339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 11 12  3  0
  1 11  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4859226

   4-[2-[(6-cyanoquinazolin-4-yl)amino]ethyl]-N-[2-(dimethylamino)ethyl]benzamide

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: 388.48

Molecular Weight (Monoisotopic): 388.2012

AlogP: 2.45

#Rotatable Bonds: 8

Polar Surface Area: 93.94

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.51

CX LogP: 2.45

CX LogD: 1.31

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.62

Np Likeness Score: -1.56

References

1.  (2019)  Cdk8/cdk19 selective inhibitors and their use in anti-metastatic and chemopreventive methods for cancer, 

Source

Source(1):

• Patent Bioactivity Data