3-Amino-6-(3-(piperazin-1-yl)phenyl)-N-(pyridin-4-yl)pyrazine-2-carboxamide

ID: ALA4517782

PubChem CID: 155541166

Max Phase: Preclinical

Molecular Formula: C20H21N7O

Molecular Weight: 375.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2cccc(N3CCNCC3)c2)nc1C(=O)Nc1ccncc1

Standard InChI:  InChI=1S/C20H21N7O/c21-19-18(20(28)25-15-4-6-22-7-5-15)26-17(13-24-19)14-2-1-3-16(12-14)27-10-8-23-9-11-27/h1-7,12-13,23H,8-11H2,(H2,21,24)(H,22,25,28)

Standard InChI Key:  WPRPIXQUMYDVHQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.5694  -29.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5683  -30.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2804  -30.4946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9942  -30.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9914  -29.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2786  -28.8490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8561  -30.4937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8575  -28.8495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8573  -28.0281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1457  -29.2624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1453  -27.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1504  -26.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4393  -26.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7307  -26.7981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7336  -27.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4411  -28.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6987  -28.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4123  -29.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1180  -28.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1154  -28.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4011  -27.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6943  -28.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8300  -29.2495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8307  -30.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5399  -30.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2528  -30.0705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2520  -29.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5384  -28.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  1  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  5 17  1  0
 23 24  1  0
 23 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 19 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4517782

   ---

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: 375.44

Molecular Weight (Monoisotopic): 375.1808

AlogP: 1.78

#Rotatable Bonds: 4

Polar Surface Area: 109.06

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.80

CX Basic pKa: 8.87

CX LogP: 1.82

CX LogD: 0.33

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.64

Np Likeness Score: -1.45

References

1. Kwiatkowski J, Baburajendran N, Poulsen A, Liu B, Tee DHY, Wong YX, Poh ZY, Ong EH, Dinie N, Cherian J, Jansson AE, Hill J, Keller TH, Hung AW..  (2019)  Fragment-based Discovery of a Small-Molecule Protein Kinase C-iota Inhibitor Binding Post-kinase Domain Residues.,  10  (3): [PMID:30891133] [10.1021/acsmedchemlett.8b00546]

Source

Source(1):

• Scientific Literature