4-(4-chloro-3-(morpholine-4-carbonyl)benzylamino)quinazoline-6-carbonitrile

ID: ALA4867033

PubChem CID: 118642132

Max Phase: Preclinical

Molecular Formula: C21H18ClN5O2

Molecular Weight: 407.86

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc2ncnc(NCc3ccc(Cl)c(C(=O)N4CCOCC4)c3)c2c1

Standard InChI:  InChI=1S/C21H18ClN5O2/c22-18-3-1-15(10-16(18)21(28)27-5-7-29-8-6-27)12-24-20-17-9-14(11-23)2-4-19(17)25-13-26-20/h1-4,9-10,13H,5-8,12H2,(H,24,25,26)

Standard InChI Key:  MQZSJFVVSGBHEX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.3796  -15.8898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3784  -16.7093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0865  -17.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0847  -15.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7933  -15.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7921  -16.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4983  -17.1159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2102  -16.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2114  -15.8882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5006  -15.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6723  -15.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9645  -15.0734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5007  -14.6574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2084  -14.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2084  -13.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9171  -13.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9175  -12.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2093  -11.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4992  -12.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5023  -13.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2082  -10.9829    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.6254  -11.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3329  -12.2102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6258  -10.9841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3268  -13.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0302  -13.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7406  -13.0349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7429  -12.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0350  -11.8034    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  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 17 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:

   

   ALA4867033

   ---

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: 407.86

Molecular Weight (Monoisotopic): 407.1149

AlogP: 3.24

#Rotatable Bonds: 4

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: 4.59

CX LogP: 2.76

CX LogD: 2.76

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.71

Np Likeness Score: -2.05

References

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

Source

Source(1):

• Patent Bioactivity Data