3-Methyl-benzo[g]quinoline-5,10-dione

ID: ALA172953

PubChem CID: 10466152

Max Phase: Preclinical

Molecular Formula: C14H9NO2

Molecular Weight: 223.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cnc2c(c1)C(=O)c1ccccc1C2=O

Standard InChI:  InChI=1S/C14H9NO2/c1-8-6-11-12(15-7-8)14(17)10-5-3-2-4-9(10)13(11)16/h2-7H,1H3

Standard InChI Key:  DCGFZAUMBPWUPM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   -5.4900  -19.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4912  -20.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7799  -21.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7817  -19.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0700  -19.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0712  -20.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3580  -21.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3556  -19.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3555  -18.5626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3603  -21.8618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6379  -19.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6408  -20.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9183  -21.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1925  -20.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1937  -19.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9168  -19.3739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4818  -21.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7 12  1  0
 11  8  1  0
  5  4  2  0
  8  9  2  0
  4  1  1  0
  7 10  2  0
  5  6  1  0
 11 12  2  0
  2  3  1  0
 12 13  1  0
  3  6  2  0
 13 14  2  0
  1  2  2  0
 14 15  1  0
  5  8  1  0
 15 16  2  0
 16 11  1  0
  6  7  1  0
 14 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA172953

   3-Methylbenzo[g]quinoline-5,10-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: 223.23

Molecular Weight (Monoisotopic): 223.0633

AlogP: 2.17

#Rotatable Bonds: ┄

Polar Surface Area: 47.03

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.81

CX LogP: 2.60

CX LogD: 2.60

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.59

Np Likeness Score: 0.15

References

1. Lee H, Hong S, Kim Y.  (1996)  Synthesis and in vitro evaluation of 3-substituted-1-azaanthraquinones,  6  (8): [10.1016/0960-894X(96)00156-4]

2. Konoshima T, Kozuka M, Koyama J, Okatani T, Tagahara K, Tokuda H..  (1989)  Studies on inhibitors of skin tumor promotion, VI. Inhibitory effects of quinones on Epstein-Barr virus activation.,  52  (5): [PMID:2558164] [10.1021/np50065a012]

Source

Source(1):

• Scientific Literature