N-(9,10-dioxo-9,10-dihydroanthracen-2-yl)benzamide

ID: ALA5280105

Max Phase: Preclinical

Molecular Formula: C21H13NO3

Molecular Weight: 327.34

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc2c(c1)C(=O)c1ccccc1C2=O)c1ccccc1

Standard InChI:  InChI=1S/C21H13NO3/c23-19-15-8-4-5-9-16(15)20(24)18-12-14(10-11-17(18)19)22-21(25)13-6-2-1-3-7-13/h1-12H,(H,22,25)

Standard InChI Key:  SIGATAYQAZTAOH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   -3.9056   -0.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9056   -1.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1923   -1.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4851   -1.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4851   -0.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1940   -0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735   -0.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735    0.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619   -0.6133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503   -0.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3503    0.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3597    1.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731    0.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731   -0.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3643   -0.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7819   -0.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4892   -0.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4892    0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7788    1.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7788    1.8449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930    1.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9056    0.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9056   -0.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2012   -0.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7819   -1.4253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 10 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 13 19  1  0
 19 20  2  0
 18 21  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 17 24  1  0
 16 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5280105

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 327.34

Molecular Weight (Monoisotopic): 327.0895

AlogP: 3.71

#Rotatable Bonds: 2

Polar Surface Area: 63.24

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.01

CX LogD: 4.01

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.61

Np Likeness Score: -0.64

References

1. Xiu S, Dick A, Ju H, Mirzaie S, Abdi F, Cocklin S, Zhan P, Liu X..  (2020)  Inhibitors of SARS-CoV-2 Entry: Current and Future Opportunities.,  63  (21.0): [PMID:32539378] [10.1021/acs.jmedchem.0c00502]

Source

Source(1):

• Scientific Literature