4-(2-(6-cyanoquinazolin-4-ylamino)ethyl)-N,N-dimethylbenzamide

ID: ALA4874631

PubChem CID: 71679498

Max Phase: Preclinical

Molecular Formula: C20H19N5O

Molecular Weight: 345.41

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H19N5O/c1-25(2)20(26)16-6-3-14(4-7-16)9-10-22-19-17-11-15(12-21)5-8-18(17)23-13-24-19/h3-8,11,13H,9-10H2,1-2H3,(H,22,23,24)

Standard InChI Key:  JWWISQLEDZAXKH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.9194  -15.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9183  -16.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6263  -17.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6246  -15.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3332  -15.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3320  -16.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0382  -17.2026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7501  -16.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7513  -15.9749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0405  -15.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122  -15.5685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5044  -15.1601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0406  -14.7441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7483  -14.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7483  -13.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4560  -13.1097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1607  -13.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8679  -13.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8684  -12.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1557  -11.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4514  -12.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5756  -11.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2838  -12.2945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5745  -11.0697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9910  -11.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2849  -13.1117    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
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874631

   4-[2-[(6-cyanoquinazolin-4-yl)amino]ethyl]-N,N-dimethylbenzamide

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: 345.41

Molecular Weight (Monoisotopic): 345.1590

AlogP: 2.86

#Rotatable Bonds: 5

Polar Surface Area: 81.91

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.62

CX LogP: 2.66

CX LogD: 2.66

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.77

Np Likeness Score: -1.63

References

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

Source

Source(1):

• Patent Bioactivity Data