4-(4-(piperidine-1-carbonyl)phenethylamino)quinazoline-6-carbonitrile

ID: ALA4869939

PubChem CID: 71679493

Max Phase: Preclinical

Molecular Formula: C23H23N5O

Molecular Weight: 385.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc2ncnc(NCCc3ccc(C(=O)N4CCCCC4)cc3)c2c1

Standard InChI:  InChI=1S/C23H23N5O/c24-15-18-6-9-21-20(14-18)22(27-16-26-21)25-11-10-17-4-7-19(8-5-17)23(29)28-12-2-1-3-13-28/h4-9,14,16H,1-3,10-13H2,(H,25,26,27)

Standard InChI Key:  QBKZFZYAFZYTFY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   18.2451   -6.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2439   -7.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9520   -7.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9502   -6.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6588   -6.6536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6576   -7.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3638   -7.8833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0757   -7.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0769   -6.6556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3661   -6.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5378   -6.2492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8300   -5.8408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3662   -5.4248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0739   -5.0162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0739   -4.1990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7816   -3.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4863   -4.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1935   -3.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1940   -2.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4813   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7770   -2.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9012   -2.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6094   -2.9753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9001   -1.7504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6054   -3.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3096   -4.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0191   -3.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0200   -2.9728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3113   -2.5607    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 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4869939

   4-[2-[4-(Piperidine-1-carbonyl)phenyl]ethylamino]quinazoline-6-carbonitrile

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: 385.47

Molecular Weight (Monoisotopic): 385.1903

AlogP: 3.78

#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: 3.51

CX LogD: 3.51

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.72

Np Likeness Score: -1.53

References

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

Source

Source(1):

• Patent Bioactivity Data