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

ID: ALA4875632

PubChem CID: 71679494

Max Phase: Preclinical

Molecular Formula: C23H24N6O

Molecular Weight: 400.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(C(=O)c2ccc(CCNc3ncnc4ccc(C#N)cc34)cc2)CC1

Standard InChI:  InChI=1S/C23H24N6O/c1-28-10-12-29(13-11-28)23(30)19-5-2-17(3-6-19)8-9-25-22-20-14-18(15-24)4-7-21(20)26-16-27-22/h2-7,14,16H,8-13H2,1H3,(H,25,26,27)

Standard InChI Key:  LRSAOBXYBYKPOO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   18.1832  -17.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1820  -18.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8901  -18.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8883  -16.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5969  -17.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5957  -18.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3019  -18.5274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0138  -18.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0150  -17.2997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3042  -16.8861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4759  -16.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7681  -16.4849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3043  -16.0689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0120  -15.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0120  -14.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7197  -14.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4244  -14.8472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1316  -14.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1321  -13.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4194  -13.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7151  -13.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8393  -13.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5475  -13.6194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8382  -12.3945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5435  -14.4335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2476  -14.8411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9572  -14.4351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9581  -13.6169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2494  -13.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6639  -14.8454    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
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875632

   4-[2-[4-(4-Methylpiperazine-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: 400.49

Molecular Weight (Monoisotopic): 400.2012

AlogP: 2.54

#Rotatable Bonds: 5

Polar Surface Area: 85.15

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.88

CX LogP: 2.51

CX LogD: 2.39

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.71

Np Likeness Score: -1.57

References

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

Source

Source(1):

• Patent Bioactivity Data