6-(2,3-Dihydro-benzo[1,4]dioxin-2-yl)-[1,3,5]triazine-2,4-diamine

ID: ALA169062

PubChem CID: 21705463

Max Phase: Preclinical

Molecular Formula: C11H11N5O2

Molecular Weight: 245.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(N)nc(C2COc3ccccc3O2)n1

Standard InChI:  InChI=1S/C11H11N5O2/c12-10-14-9(15-11(13)16-10)8-5-17-6-3-1-2-4-7(6)18-8/h1-4,8H,5H2,(H4,12,13,14,15,16)

Standard InChI Key:  FZWISDKYXBCTGO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    2.5667   -1.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2792   -2.2167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5667   -0.9792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917   -0.9792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2792   -0.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917   -1.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -2.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1292   -1.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1292   -3.4542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167   -2.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -3.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167   -3.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2750    0.2583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7042   -2.2250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958   -1.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958   -3.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0083   -2.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0083   -3.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  5  1  0
  5  3  2  0
  6  2  1  0
  7  1  1  0
  8  7  1  0
  9 11  1  0
 10  8  1  0
 11  7  1  0
 12  9  1  0
 13  5  1  0
 14  6  1  0
 15 10  2  0
 16 12  2  0
 17 15  1  0
 18 16  1  0
  6  4  2  0
 10 12  1  0
 18 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA169062

   6-(2,3-Dihydro-1,4-benzodioxin-3-yl)-1,3,5-triazine-2,4-diamine

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: 245.24

Molecular Weight (Monoisotopic): 245.0913

AlogP: 0.55

#Rotatable Bonds: 1

Polar Surface Area: 109.17

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.17

CX LogP: 1.29

CX LogD: 1.29

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.75

Np Likeness Score: -0.22

References

1. Chapleo CB, Myers PL, Butler RC, Doxey JC, Roach AG, Smith CF..  (1983)  alpha-adrenoreceptor reagents. 1. Synthesis of some 1,4-benzodioxans as selective presynaptic alpha 2-adrenoreceptor antagonists and potential antidepressants.,  26  (6): [PMID:6133953] [10.1021/jm00360a008]

Source

Source(1):

• Scientific Literature