8-(trifluoromethyl)pyridazino[4,5-b]phenazine-5,12-dione

ID: ALA229004

PubChem CID: 16126446

Max Phase: Preclinical

Molecular Formula: C15H5F3N4O2

Molecular Weight: 330.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2cnncc2C(=O)c2nc3cc(C(F)(F)F)ccc3nc21

Standard InChI:  InChI=1S/C15H5F3N4O2/c16-15(17,18)6-1-2-9-10(3-6)22-12-11(21-9)13(23)7-4-19-20-5-8(7)14(12)24/h1-5H

Standard InChI Key:  JUMAJRYRBLTOKZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   -4.6350    1.1657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6362    0.3390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9220   -0.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9238    1.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2090    1.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2082    0.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4935   -0.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4992    1.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5035    2.4075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4918   -0.8918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7839    1.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7803    0.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0617   -0.0621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0731    1.5940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3540    1.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3482    0.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709   -0.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0847    0.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0748    1.2038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3552    1.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7836    1.6246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4937    2.0440    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3636    2.3340    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.2032    0.9152    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
 11 12  2  0
  5  6  2  0
 12 13  1  0
 13 16  2  0
  3  6  1  0
 15 14  2  0
 14 11  1  0
  6  7  1  0
  7 12  1  0
 15 16  1  0
  1  2  1  0
 16 17  1  0
 11  8  1  0
 17 18  2  0
  8  5  1  0
 18 19  1  0
  5  4  1  0
 19 20  2  0
 20 15  1  0
  8  9  2  0
 19 21  1  0
  4  1  2  0
 21 22  1  0
  7 10  2  0
 21 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA229004

   8-(Trifluoromethyl)pyridazino[4,5-b]phenazine-5,12-dione

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: 330.23

Molecular Weight (Monoisotopic): 330.0365

AlogP: 2.21

#Rotatable Bonds: ┄

Polar Surface Area: 85.70

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.70

CX LogD: 1.70

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.49

Np Likeness Score: -0.69

References

1. Lee HJ, Kim JS, Suh ME, Park HJ, Lee SK, Rhee HK, Kim HJ, Seo EK, Kim C, Lee CO, Park Choo HY..  (2007)  Synthesis and cytotoxicity evaluation of substituted pyridazino[4,5-b]phenazine-5,12-diones and tri/tetra-azabenzofluorene-5,6-diones.,  42  (2): [PMID:17070967] [10.1016/j.ejmech.2006.09.007]

Source

Source(1):

• Scientific Literature