5-hydroxy-2-p-tolylnaphthalene-1,4-dione

ID: ALA4872859

PubChem CID: 142635588

Max Phase: Preclinical

Molecular Formula: C17H12O3

Molecular Weight: 264.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C2=CC(=O)c3c(O)cccc3C2=O)cc1

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

Standard InChI Key:  DOBPIQQBMBXAIS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   24.8074  -21.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8062  -21.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5143  -22.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5125  -20.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2211  -21.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2199  -21.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9300  -22.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6458  -21.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6470  -21.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9324  -20.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3540  -20.6058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0610  -21.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7692  -20.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7717  -19.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0600  -19.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3547  -19.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9277  -23.0618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9324  -19.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5140  -23.0574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4798  -19.3858    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
  3 19  1  0
 14 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872859

   ---

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: 8.26

CX Basic pKa: ┄

CX LogP: 4.02

CX LogD: 3.97

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.86

Np Likeness Score: 1.04

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