6-methyl-3-(phenylthio)pyrido[2,3-b]pyrazin-7-amine

ID: ALA4067231

PubChem CID: 137633611

Max Phase: Preclinical

Molecular Formula: C14H12N4S

Molecular Weight: 268.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2nc(Sc3ccccc3)cnc2cc1N

Standard InChI:  InChI=1S/C14H12N4S/c1-9-11(15)7-12-14(17-9)18-13(8-16-12)19-10-5-3-2-4-6-10/h2-8H,15H2,1H3

Standard InChI Key:  NCFICXPHEIBWTA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   17.3011  -16.9202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0107  -16.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0079  -15.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2993  -15.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5930  -16.5112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5953  -15.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8894  -15.2844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1807  -15.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1824  -16.5128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8889  -16.9182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7191  -16.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7141  -15.2768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4756  -16.9231    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.7649  -16.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7684  -15.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0605  -15.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3528  -15.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3574  -16.5494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0658  -16.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
  2 11  1  0
  3 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4067231

   ---

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: 268.35

Molecular Weight (Monoisotopic): 268.0783

AlogP: 3.07

#Rotatable Bonds: 2

Polar Surface Area: 64.69

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.84

CX LogP: 2.49

CX LogD: 2.49

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.77

Np Likeness Score: -1.01

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