N-(6-Methyl-3-phenoxypyrido[2,3-b]pyrazin-7-yl)-N'-phenylurea

ID: ALA4085696

PubChem CID: 137646369

Max Phase: Preclinical

Molecular Formula: C21H17N5O2

Molecular Weight: 371.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2nc(Oc3ccccc3)cnc2cc1NC(=O)Nc1ccccc1

Standard InChI:  InChI=1S/C21H17N5O2/c1-14-17(25-21(27)24-15-8-4-2-5-9-15)12-18-20(23-14)26-19(13-22-18)28-16-10-6-3-7-11-16/h2-13H,1H3,(H2,24,25,27)

Standard InChI Key:  FOWANKCBUCYIQP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   18.5422   -7.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5411   -8.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2491   -8.6987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2473   -7.0614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9560   -7.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9567   -8.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6652   -8.6927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3735   -8.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3688   -7.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6597   -7.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8330   -8.6978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1257   -8.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1308   -7.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4243   -7.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7153   -7.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7173   -8.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4244   -8.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0828   -8.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0740   -7.0469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7842   -7.4512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4894   -7.0383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7891   -8.2683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1996   -7.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2002   -8.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9095   -8.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6157   -8.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6081   -7.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8982   -7.0290    0.0000 C   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
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  2 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  8 18  1  0
  9 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4085696

   ---

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: 371.40

Molecular Weight (Monoisotopic): 371.1382

AlogP: 4.77

#Rotatable Bonds: 4

Polar Surface Area: 89.03

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.34

CX Basic pKa: 2.07

CX LogP: 3.78

CX LogD: 3.78

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.54

Np Likeness Score: -1.40

References

1. Argyros O, Lougiakis N, Kouvari E, Papafotika A, Raptopoulou CP, Psycharis V, Christoforidis S, Pouli N, Marakos P, Tamvakopoulos C..  (2017)  Design and synthesis of novel 7-aminosubstituted pyrido[2,3-b]pyrazines exhibiting anti-breast cancer activity.,  126  [PMID:28006668] [10.1016/j.ejmech.2016.12.025]

Source

Source(1):

• Scientific Literature