2-Methyl-3-(3,4,5-trimethoxyphenyl)-N-propargyl-6-aminoquinoxaline

ID: ALA4460404

PubChem CID: 88990369

Max Phase: Preclinical

Molecular Formula: C21H21N3O3

Molecular Weight: 363.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCNc1ccc2nc(C)c(-c3cc(OC)c(OC)c(OC)c3)nc2c1

Standard InChI:  InChI=1S/C21H21N3O3/c1-6-9-22-15-7-8-16-17(12-15)24-20(13(2)23-16)14-10-18(25-3)21(27-5)19(11-14)26-4/h1,7-8,10-12,22H,9H2,2-5H3

Standard InChI Key:  MXLAVOQYGWCGFL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.6355   -9.6728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3446   -9.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3446   -8.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6355   -8.0385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9264   -8.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2214   -8.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5123   -8.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5123   -9.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2214   -9.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9264   -9.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8032   -8.0385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0983   -8.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3892   -8.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6801   -7.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0495   -8.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7586   -8.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4677   -8.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4677   -7.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7586   -6.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0495   -7.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7586   -5.9955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4677   -5.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1727   -6.8127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8818   -7.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1727   -8.4471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8818   -8.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0495   -9.6728    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
 19 21  1  0
 23 24  1  0
 18 23  1  0
 25 26  1  0
 17 25  1  0
  3 15  1  0
  2 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4460404

   2-methyl-N-prop-2-ynyl-3-(3,4,5-trimethoxyphenyl)quinoxalin-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: 363.42

Molecular Weight (Monoisotopic): 363.1583

AlogP: 3.68

#Rotatable Bonds: 6

Polar Surface Area: 65.50

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.00

CX LogP: 2.69

CX LogD: 2.69

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.67

Np Likeness Score: -0.84

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