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

ID: ALA326925

PubChem CID: 44340734

Max Phase: Preclinical

Molecular Formula: C18H19N7O

Molecular Weight: 349.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCC/N=N/Nc1cccc(Nc2nccc(-c3cccnc3)n2)c1

Standard InChI:  InChI=1S/C18H19N7O/c1-26-11-10-21-25-24-16-6-2-5-15(12-16)22-18-20-9-7-17(23-18)14-4-3-8-19-13-14/h2-9,12-13H,10-11H2,1H3,(H,21,24)(H,20,22,23)

Standard InChI Key:  GPNNPQVERGYRNV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    3.5542    0.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542   -0.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -0.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9417    1.2083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2667    1.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417    1.1833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1167    1.2083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -1.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9875    0.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6917    1.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542   -2.5292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3542    0.4958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4042    0.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -0.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292    0.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1875    0.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542   -1.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4292   -0.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7000   -0.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -1.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -2.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9875   -0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6042   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4167   -0.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8417   -0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -2.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  7  1  0
  5  1  1  0
  6  1  1  0
  7 13  1  0
  8  3  1  0
  9  5  1  0
 10  9  2  0
 11 17  2  0
 12  4  2  0
 13 10  1  0
 14 15  1  0
 15  6  2  0
 16 12  1  0
 17  8  1  0
 18 23  1  0
 19 22  2  0
 20  8  2  0
 21 26  2  0
 22  9  1  0
 23 16  1  0
 24 19  1  0
 25 18  1  0
 26 20  1  0
 14  3  2  0
 13 24  2  0
 11 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA326925

   3-N-(2-methoxyethyldiazenyl)-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: 349.40

Molecular Weight (Monoisotopic): 349.1651

AlogP: 3.71

#Rotatable Bonds: 8

Polar Surface Area: 96.68

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.18

CX Basic pKa: 4.26

CX LogP: 2.79

CX LogD: 2.79

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.37

Np Likeness Score: -1.28

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