4-(2-(7-(4-methylpiperazine-1-carbonyl)naphthalen-2-yl)ethylamino)quinazoline-6-carbonitrile

ID: ALA4869016

PubChem CID: 71679654

Max Phase: Preclinical

Molecular Formula: C27H26N6O

Molecular Weight: 450.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(C(=O)c2ccc3ccc(CCNc4ncnc5ccc(C#N)cc45)cc3c2)CC1

Standard InChI:  InChI=1S/C27H26N6O/c1-32-10-12-33(13-11-32)27(34)22-6-5-21-4-2-19(14-23(21)16-22)8-9-29-26-24-15-20(17-28)3-7-25(24)30-18-31-26/h2-7,14-16,18H,8-13H2,1H3,(H,29,30,31)

Standard InChI Key:  IDUSFDWGKIHLEG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.2856  -16.9982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9937  -17.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9919  -15.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7005  -16.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4079  -15.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5280  -13.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5230  -12.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8187  -12.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2357  -12.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2342  -13.3126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9373  -13.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6423  -13.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6399  -12.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9363  -12.0929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3505  -13.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3514  -14.5379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0578  -13.3113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7675  -13.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4727  -13.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4760  -12.5017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7680  -12.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0567  -12.4992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1848  -12.0950    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
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  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  2  0
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 21 22  2  0
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 24 25  1  0
 25 20  2  0
 23 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4869016

   4-[2-[7-(4-Methylpiperazine-1-carbonyl)naphthalen-2-yl]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: 450.55

Molecular Weight (Monoisotopic): 450.2168

AlogP: 3.70

#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: 6.84

CX LogP: 3.50

CX LogD: 3.39

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.50

Np Likeness Score: -1.33

References

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

Source

Source(1):

• Patent Bioactivity Data