N-(6-Methyl-3-(phenylthio)pyrido[2,3-b]pyrazin-7-yl)-N'-(3-chloro-4-fluorophenyl)urea

ID: ALA4088145

PubChem CID: 137644637

Max Phase: Preclinical

Molecular Formula: C21H15ClFN5OS

Molecular Weight: 439.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2nc(Sc3ccccc3)cnc2cc1NC(=O)Nc1ccc(F)c(Cl)c1

Standard InChI:  InChI=1S/C21H15ClFN5OS/c1-12-17(27-21(29)26-13-7-8-16(23)15(22)9-13)10-18-20(25-12)28-19(11-24-18)30-14-5-3-2-4-6-14/h2-11H,1H3,(H2,26,27,29)

Standard InChI Key:  ASEOQHHXKMUBPY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.6736  -14.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816  -14.6337    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3798  -12.9963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0885  -13.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0892  -14.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7978  -14.6277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5060  -14.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5013  -13.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7922  -12.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9656  -14.6328    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2582  -14.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2634  -13.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5568  -12.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8478  -13.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8498  -14.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5569  -14.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2153  -14.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2065  -12.9818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9167  -13.3861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6219  -12.9732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9216  -14.2033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3321  -13.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3327  -14.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0420  -14.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7482  -14.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7406  -13.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0307  -12.9640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4443  -12.9491    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.4589  -14.5892    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
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  4  1  1  0
  5  6  1  0
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  7  8  2  0
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  9 10  2  0
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  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
 27 29  1  0
 26 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4088145

   ---

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: 439.90

Molecular Weight (Monoisotopic): 439.0670

AlogP: 5.92

#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: 11.33

CX Basic pKa: 1.78

CX LogP: 5.21

CX LogD: 5.21

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.41

Np Likeness Score: -1.99

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