Naphtho[2,3-f]quinoxaline-7,12-dione

ID: ALA596064

Cas Number: 54490-26-5

PubChem CID: 12567021

Product Number: N412438, Order Now?

Max Phase: Preclinical

Molecular Formula: C16H8N2O2

Molecular Weight: 260.25

Molecule Type: Small molecule

Names and Identifiers

Synonyms: NSC-745887 | Naphtho[2,3-f]quinoxaline-7,12-dione|54490-26-5|NSC745887|JW9DZV2DT3|naphtho[3,2-f]quinoxaline-7,12-dione|Naphtho(3,2-f)quinoxaline-7,12-dione|7,12-Dihydro-7,12-dioxoanthra(1,2-b)pyrazine|NSC-745887|UNII-JW9DZV2DT3|CHEMBL596064|SCHEMBL2396625|DGLSEJAACVWJNU-UHFFFAOYSA-N|NSC 745887|HY-123786|CS-0085767

Canonical SMILES:  O=C1c2ccccc2C(=O)c2c1ccc1nccnc21

Standard InChI:  InChI=1S/C16H8N2O2/c19-15-9-3-1-2-4-10(9)16(20)13-11(15)5-6-12-14(13)18-8-7-17-12/h1-8H

Standard InChI Key:  DGLSEJAACVWJNU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
   10.1382  -25.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1370  -26.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8511  -26.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8493  -24.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5639  -25.3245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5673  -26.1522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2818  -26.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2750  -24.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2705  -24.0813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2841  -27.3849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9941  -25.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9966  -26.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7098  -26.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4212  -26.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6981  -24.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4191  -25.3095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1257  -24.8862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1124  -24.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3865  -23.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6830  -24.0866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  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
 14 16  1  0
 15 11  1  0
  1  2  2  0
  5  8  1  0
 15 16  1  0
  6  7  1  0
 16 17  2  0
  7 12  1  0
 17 18  1  0
 11  8  1  0
 18 19  2  0
  5  4  2  0
 19 20  1  0
 20 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA596064

   NSC745887

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: 260.25

Molecular Weight (Monoisotopic): 260.0586

AlogP: 2.41

#Rotatable Bonds: ┄

Polar Surface Area: 59.92

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.24

CX LogD: 2.24

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.49

Np Likeness Score: -0.03

References

1. Huang HS, Chen TC, Chen RH, Huang KF, Huang FC, Jhan JR, Chen CL, Lee CC, Lo Y, Lin JJ..  (2009)  Synthesis, cytotoxicity and human telomerase inhibition activities of a series of 1,2-heteroannelated anthraquinones and anthra[1,2-d]imidazole-6,11-dione homologues.,  17  (21): [PMID:19804981] [10.1016/j.bmc.2009.09.033]

Source

Source(1):

• Scientific Literature