(+/-)2-(Bicyclo[2.2.1]hept-2-yloxy)-6,7-dimethoxy-quinoxaline

ID: ALA2112463

PubChem CID: 71459914

Max Phase: Preclinical

Molecular Formula: C17H20N2O3

Molecular Weight: 300.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2ncc(O[C@H]3CC4CCC3C4)nc2cc1OC

Standard InChI:  InChI=1S/C17H20N2O3/c1-20-15-7-12-13(8-16(15)21-2)19-17(9-18-12)22-14-6-10-3-4-11(14)5-10/h7-11,14H,3-6H2,1-2H3/t10?,11?,14-/m0/s1

Standard InChI Key:  JXHVPOHWUDYYJU-MGULZYLOSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    0.1545    1.0522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5595    0.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1628   -0.6055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2734    1.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8685    0.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5595   -0.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2734   -0.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3048    0.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9874    0.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9874   -0.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5825    1.0605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0104    0.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6096    1.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1315    2.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3068    1.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8768   -0.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6117    0.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9499    1.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7014    1.0480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7056   -0.6055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7014    1.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7056   -1.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3 16  2  0
  4  2  2  0
  5  1  2  0
  6  2  1  0
  7  6  2  0
  8 11  1  1
  9  4  1  0
 10  7  1  0
 11  5  1  0
 12  8  1  0
 13  8  1  0
 14 12  1  0
 15 13  1  0
 16  5  1  0
 17 12  1  0
 18 15  1  0
 19  9  1  0
 20 10  1  0
 21 19  1  0
 22 20  1  0
  3  6  1  0
 10  9  2  0
 14 15  1  0
 18 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2112463

   2-[[(2S)-2-bicyclo[2.2.1]heptanyl]oxy]-6,7-dimethoxyquinoxaline

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: 300.36

Molecular Weight (Monoisotopic): 300.1474

AlogP: 3.21

#Rotatable Bonds: 4

Polar Surface Area: 53.47

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.65

CX LogP: 2.96

CX LogD: 2.96

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.87

Np Likeness Score: -0.15

References

1. Myers MR, He W, Hanney B, Setzer N, Maguire MP, Zulli A, Bilder G, Galzcinski H, Amin D, Needle S, Spada AP..  (2003)  Potent quinoxaline-based inhibitors of PDGF receptor tyrosine kinase activity. Part 1: SAR exploration and effective bioisosteric replacement of a phenyl substituent.,  13  (18): [PMID:12941341] [10.1016/s0960-894x(03)00654-1]

Source

Source(1):

• Scientific Literature