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

ID: ALA4083528

PubChem CID: 137648413

Max Phase: Preclinical

Molecular Formula: C21H17N5OS

Molecular Weight: 387.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2nc(Sc3ccccc3)cnc2cc1NC(=O)Nc1ccccc1

Standard InChI:  InChI=1S/C21H17N5OS/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:  JNKDWBFJKRVXJG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.3982   -3.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971   -3.8860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1051   -4.2950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1033   -2.6576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8119   -3.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8127   -3.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5212   -4.2890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2295   -3.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2248   -3.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5157   -2.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6890   -4.2941    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9816   -3.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9868   -3.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2803   -2.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5713   -3.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5732   -3.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2804   -4.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9388   -4.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9300   -2.6431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6402   -3.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3454   -2.6345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6451   -3.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0555   -3.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0562   -3.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7655   -4.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4717   -3.8472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4641   -3.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7542   -2.6253    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:

   

   ALA4083528

   ---

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: 387.47

Molecular Weight (Monoisotopic): 387.1154

AlogP: 5.13

#Rotatable Bonds: 4

Polar Surface Area: 79.80

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.34

CX Basic pKa: 1.78

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -1.48

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