4-(4-(3-aminopyrrolidine-1-carbonyl)phenethylamino)quinazoline-6-carbonitrile

ID: ALA4858679

PubChem CID: 71679495

Max Phase: Preclinical

Molecular Formula: C22H22N6O

Molecular Weight: 386.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc2ncnc(NCCc3ccc(C(=O)N4CCC(N)C4)cc3)c2c1

Standard InChI:  InChI=1S/C22H22N6O/c23-12-16-3-6-20-19(11-16)21(27-14-26-20)25-9-7-15-1-4-17(5-2-15)22(29)28-10-8-18(24)13-28/h1-6,11,14,18H,7-10,13,24H2,(H,25,26,27)

Standard InChI Key:  AACMTGFJUPSOMN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   31.0725   -6.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0713   -7.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7794   -8.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7776   -6.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4862   -6.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4851   -7.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1913   -8.1639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9031   -7.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9043   -6.9362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1936   -6.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3652   -6.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6574   -6.1215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1936   -5.7055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9013   -5.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9013   -4.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6090   -4.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3137   -4.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0210   -4.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0214   -3.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3088   -2.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6044   -3.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7286   -2.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4369   -3.2559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7275   -2.0311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.5225   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3220   -4.2342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7297   -3.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1821   -2.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6554   -4.9803    0.0000 N   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
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 23  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4858679

   4-[2-[4-(3-Aminopyrrolidine-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: 386.46

Molecular Weight (Monoisotopic): 386.1855

AlogP: 2.33

#Rotatable Bonds: 5

Polar Surface Area: 107.93

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.38

CX LogP: 1.81

CX LogD: -0.13

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.70

Np Likeness Score: -1.52

References

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

Source

Source(1):

• Patent Bioactivity Data