2-Methyl-3-(4-methoxyphenyl)-N-propargyl-6-aminoquinoxaline

ID: ALA4555367

PubChem CID: 88990365

Max Phase: Preclinical

Molecular Formula: C19H17N3O

Molecular Weight: 303.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCNc1ccc2nc(C)c(-c3ccc(OC)cc3)nc2c1

Standard InChI:  InChI=1S/C19H17N3O/c1-4-11-20-15-7-10-17-18(12-15)22-19(13(2)21-17)14-5-8-16(23-3)9-6-14/h1,5-10,12,20H,11H2,2-3H3

Standard InChI Key:  JROUHQNYKBDCDK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   12.2162  -11.4304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9253  -11.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9253  -10.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2162   -9.7960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5071  -10.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8021   -9.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0931  -10.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0931  -11.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8021  -11.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5071  -11.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3840   -9.7960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6790  -10.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9699   -9.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2608   -9.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6303   -9.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3393  -10.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0484   -9.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0484   -8.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3393   -8.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6302   -8.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7534   -8.5702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4625   -8.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6303  -11.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  1 10  1  0
  5 10  1  0
  7 11  1  0
 12 13  1  0
 13 14  3  0
 11 12  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 21 22  1  0
 18 21  1  0
  3 15  1  0
  2 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4555367

   3-(4-methoxyphenyl)-2-methyl-N-prop-2-ynylquinoxalin-6-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 303.37

Molecular Weight (Monoisotopic): 303.1372

AlogP: 3.66

#Rotatable Bonds: 4

Polar Surface Area: 47.04

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.10

CX LogP: 3.01

CX LogD: 3.01

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.75

Np Likeness Score: -1.23

References

1. Le Douaron G, Ferrié L, Sepulveda-Diaz JE, Amar M, Harfouche A, Séon-Méniel B, Raisman-Vozari R, Michel PP, Figadère B..  (2016)  New 6-Aminoquinoxaline Derivatives with Neuroprotective Effect on Dopaminergic Neurons in Cellular and Animal Parkinson Disease Models.,  59  (13): [PMID:27341519] [10.1021/acs.jmedchem.6b00297]

Source

Source(1):

• Scientific Literature