N-{3-[(1Z)-3-(2-morpholin)triaz-1-enyl]phenyl}-4-pyridin-3-ylpyrimidin-2-amine

ID: ALA112245

PubChem CID: 44340735

Max Phase: Preclinical

Molecular Formula: C21H24N8O

Molecular Weight: 404.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1cc(N/N=N/CCN2CCOCC2)cc(Nc2nccc(-c3cccnc3)n2)c1

Standard InChI:  InChI=1S/C21H24N8O/c1-4-18(25-21-23-8-6-20(26-21)17-3-2-7-22-16-17)15-19(5-1)27-28-24-9-10-29-11-13-30-14-12-29/h1-8,15-16H,9-14H2,(H,24,27)(H,23,25,26)

Standard InChI Key:  LQDTVJCKGXASAK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    2.2167    1.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2167    0.8083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000    0.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6042    2.0833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292    2.0583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000    2.0500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0875    0.6708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7792    2.0833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5042   -0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6417    1.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3500    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2167   -1.6542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0167    1.3708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7375    0.6833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667    1.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875    0.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875    1.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8417    1.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2167   -0.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2625    0.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5000    1.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5042   -0.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3542    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875   -0.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000   -2.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6417    0.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3167    1.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3292   -0.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0750    0.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875   -1.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  8  1  0
  5  1  1  0
  6  1  1  0
  7 20  1  0
  8 15  1  0
  9  3  1  0
 10  5  1  0
 11 10  2  0
 12 19  2  0
 13  4  2  0
 14 28  1  0
 15 11  1  0
 16 17  1  0
 17  6  2  0
 18 13  1  0
 19  9  1  0
 20 18  1  0
 21  7  1  0
 22  7  1  0
 23 26  2  0
 24  9  2  0
 25 30  2  0
 26 10  1  0
 27 21  1  0
 28 22  1  0
 29 23  1  0
 30 24  1  0
 16  3  2  0
 15 29  2  0
 12 25  1  0
 14 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA112245

   3-N-(2-morpholin-4-ylethyldiazenyl)-1-N-(4-pyridin-3-ylpyrimidin-2-yl)benzene-1,3-diamine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 404.48

Molecular Weight (Monoisotopic): 404.2073

AlogP: 3.39

#Rotatable Bonds: 8

Polar Surface Area: 99.92

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.18

CX Basic pKa: 6.08

CX LogP: 2.64

CX LogD: 2.62

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.44

Np Likeness Score: -1.56

References

1. Rachid Z, Katsoulas A, Brahimi F, Jean-Claude BJ..  (2003)  Synthesis of pyrimidinopyridine-triazene conjugates targeted to abl tyrosine kinase.,  13  (19): [PMID:12951113] [10.1016/s0960-894x(03)00553-5]

Source

Source(1):

• Scientific Literature