2-(2-hydroxy-5-methylphenyl)naphthalene-1,4-dione

ID: ALA4874704

PubChem CID: 164626304

Max Phase: Preclinical

Molecular Formula: C17H12O3

Molecular Weight: 264.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(O)c(C2=CC(=O)c3ccccc3C2=O)c1

Standard InChI:  InChI=1S/C17H12O3/c1-10-6-7-15(18)13(8-10)14-9-16(19)11-4-2-3-5-12(11)17(14)20/h2-9,18H,1H3

Standard InChI Key:  HYQGHTGCEQUGBT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   10.6592   -5.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6581   -6.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3661   -6.7589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3643   -5.1216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0729   -5.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0718   -6.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7819   -6.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4977   -6.3541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4989   -5.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7842   -5.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2059   -5.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9129   -5.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6211   -5.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6235   -4.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9119   -3.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2065   -4.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7796   -7.5806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7843   -4.2958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9100   -6.3538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9110   -3.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  9 11  1  0
  7 17  2  0
 10 18  2  0
 12 19  1  0
 15 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874704

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 264.28

Molecular Weight (Monoisotopic): 264.0786

AlogP: 3.16

#Rotatable Bonds: 1

Polar Surface Area: 54.37

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.70

CX Basic pKa: ┄

CX LogP: 3.37

CX LogD: 3.35

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.86

Np Likeness Score: 0.66

References

1. Gontijo TB, de Carvalho RL, Dantas-Pereira L, Menna-Barreto RFS, Rogge T, Ackermann L, da Silva Júnior EN..  (2021)  Ruthenium(II)- and Palladium(II)-catalyzed position-divergent CH oxygenations of arylated quinones: Identification of hydroxylated quinonoid compounds with potent trypanocidal activity.,  40  [PMID:34020276] [10.1016/j.bmc.2021.116164]

Source

Source(1):

• Scientific Literature