4-[3-(2-methoxyethyl)triazanyl]-N-[3-(4-pyridin-3-ylpyrimidineamino)phenyl]benzamide

ID: ALA113486

PubChem CID: 44340679

Max Phase: Preclinical

Molecular Formula: C25H24N8O2

Molecular Weight: 468.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCC/N=N/Nc1ccc(C(=O)Nc2cccc(Nc3nccc(-c4cccnc4)n3)c2)cc1

Standard InChI:  InChI=1S/C25H24N8O2/c1-35-15-14-28-33-32-20-9-7-18(8-10-20)24(34)29-21-5-2-6-22(16-21)30-25-27-13-11-23(31-25)19-4-3-12-26-17-19/h2-13,16-17H,14-15H2,1H3,(H,28,32)(H,29,34)(H,27,30,31)

Standard InChI Key:  GYDSVPDWOPXLNF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.6667   -5.2042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2625   -3.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2667   -3.9375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9542   -5.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4000   -0.6250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3917   -3.9542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9542   -6.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5417   -4.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9750   -2.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8250   -3.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8292   -1.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1125   -2.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6875    0.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6667   -6.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4042    1.8583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8292   -5.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2375   -6.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9542   -8.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5542   -5.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1167   -5.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4042    1.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1167    2.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2375   -7.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  4  1  0
  4 12  1  0
  5  2  1  0
  6 10  1  0
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  8  1  1  0
  9  3  1  0
 10 20  1  0
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 21 22  1  0
 22  8  2  0
 23 19  2  0
 24 18  1  0
 25 17  1  0
 26 11  1  0
 27 33  1  0
 28 32  1  0
 29 11  2  0
 30 35  2  0
 31 28  2  0
 32 15  2  0
 33 25  1  0
 34 27  1  0
 35 29  1  0
 21  5  2  0
 31 12  1  0
 30 16  1  0
 24 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA113486

   4-[3-(2-methoxyethyl)triazanyl]-N-[3-(4-pyridin-3-ylpyrimidineamino)phenyl]benzamide

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: 468.52

Molecular Weight (Monoisotopic): 468.2022

AlogP: 4.96

#Rotatable Bonds: 10

Polar Surface Area: 125.78

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.95

CX Basic pKa: 4.26

CX LogP: 3.89

CX LogD: 3.89

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.17

Np Likeness Score: -1.38

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