4-(4-(morpholine-4-carbonyl)phenethylamino)quinazoline-6-carbonitrile

ID: ALA4874663

PubChem CID: 71679492

Max Phase: Preclinical

Molecular Formula: C22H21N5O2

Molecular Weight: 387.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc2ncnc(NCCc3ccc(C(=O)N4CCOCC4)cc3)c2c1

Standard InChI:  InChI=1S/C22H21N5O2/c23-14-17-3-6-20-19(13-17)21(26-15-25-20)24-8-7-16-1-4-18(5-2-16)22(28)27-9-11-29-12-10-27/h1-6,13,15H,7-12H2,(H,24,25,26)

Standard InChI Key:  MYDFWKUATBSUQX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    4.1506  -17.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1494  -18.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8575  -18.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8557  -16.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5643  -17.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5631  -18.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2693  -18.4903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9812  -18.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9824  -17.2626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2717  -16.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4433  -16.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7355  -16.4478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2717  -16.0318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9794  -15.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9794  -14.8060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6871  -14.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3918  -14.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0991  -14.4022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0995  -13.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3868  -13.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6825  -13.5859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8067  -13.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5149  -13.5822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8056  -12.3574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5109  -14.3964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2151  -14.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9246  -14.3979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9255  -13.5798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2168  -13.1677    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:

   

   ALA4874663

   4-[2-[4-(Morpholine-4-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: 387.44

Molecular Weight (Monoisotopic): 387.1695

AlogP: 2.63

#Rotatable Bonds: 5

Polar Surface Area: 91.14

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.62

CX LogP: 2.44

CX LogD: 2.44

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.72

Np Likeness Score: -1.72

References

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

Source

Source(1):

• Patent Bioactivity Data