(1E,1'E)-N',N''-(6-(benzo[d][1,3]dioxol-5-yl)-1,2,4-triazine-3,5-diyl)bis(N,N-dimethylformimidamide)

ID: ALA3272976

PubChem CID: 9601438

Max Phase: Preclinical

Molecular Formula: C16H19N7O2

Molecular Weight: 341.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)/C=N/c1nnc(-c2ccc3c(c2)OCO3)c(/N=C/N(C)C)n1

Standard InChI:  InChI=1S/C16H19N7O2/c1-22(2)8-17-15-14(20-21-16(19-15)18-9-23(3)4)11-5-6-12-13(7-11)25-10-24-12/h5-9H,10H2,1-4H3/b17-8+,18-9+

Standard InChI Key:  RDUPXGFWPNQQCW-YPOGWSRFSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   18.1788  -10.0544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4235   -8.8514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7595  -10.1105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2453   -7.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3366  -10.1647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5813   -8.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0006   -8.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5192   -7.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0335   -9.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6975   -8.4686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4527   -9.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2745   -8.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0883   -8.8655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8584   -8.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8223   -7.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0292   -7.5386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5777   -8.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3665  -10.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6743  -11.4156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7042  -12.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9521  -11.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2100  -10.8710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9329  -11.2522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9641  -12.0688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6244  -10.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10  7  1  0
 12  4  2  0
  6 14  2  0
 10  2  2  0
  7 12  1  0
  8  4  1  0
  9  7  2  0
  2 11  1  0
  9  5  1  0
 11  1  1  0
  3  9  1  0
 11  3  2  0
 12  6  1  0
 15  8  2  0
 14 15  1  0
 13 14  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
  5 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
  1 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3272976

   3,5-Bis[dimethylaminomethyleneimino]-6-[3,4-methylenedioxyphenyl]-1,2,4-triazine

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: 341.38

Molecular Weight (Monoisotopic): 341.1600

AlogP: 1.71

#Rotatable Bonds: 5

Polar Surface Area: 88.33

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.73

CX LogP: 1.21

CX LogD: 1.20

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.60

Np Likeness Score: -0.64

References

1. March LC, Bajwa GS, Lee J, Wasti K, Joullíe MM..  (1976)  Antimalarials. 3. 1,2,4-Triazines.,  19  (6): [PMID:781244] [10.1021/jm00228a024]

Source

Source(1):

• Scientific Literature