5,8-dihydroxy-4,4,6,7-tetramethylnaphthalen-1(4H)-one

ID: ALA4786818

PubChem CID: 162667918

Max Phase: Preclinical

Molecular Formula: C14H16O3

Molecular Weight: 232.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(C)c(O)c2c(c1O)C(=O)C=CC2(C)C

Standard InChI:  InChI=1S/C14H16O3/c1-7-8(2)13(17)11-10(12(7)16)9(15)5-6-14(11,3)4/h5-6,16-17H,1-4H3

Standard InChI Key:  WPDXQHUKHQBBPH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   22.0146   -4.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6060   -3.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1971   -4.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4750   -2.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4738   -3.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1860   -3.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8977   -3.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3186   -3.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3139   -2.4906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8970   -2.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6008   -2.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5977   -1.2725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1829   -1.2820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1895   -2.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1879   -4.5591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7647   -2.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7617   -3.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
 14  4  1  0
 10  7  1  0
  7  2  1  0
  2  8  1  0
  8  9  2  0
  9 11  1  0
 10 11  1  0
 11 12  2  0
 13 14  1  0
 14 10  2  0
  6 15  1  0
  4 16  1  0
  5 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4786818

   ---

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: 232.28

Molecular Weight (Monoisotopic): 232.1099

AlogP: 2.74

#Rotatable Bonds: ┄

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.37

CX Basic pKa: ┄

CX LogP: 3.94

CX LogD: 3.93

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.68

Np Likeness Score: 1.87

References

1. Méndez D,Urra FA,Millas-Vargas JP,Alarcón M,Rodríguez-Lavado J,Palomo I,Trostchansky A,Araya-Maturana R,Fuentes E.  (2020)  Synthesis of antiplatelet ortho-carbonyl hydroquinones with differential action on platelet aggregation stimulated by collagen or TRAP-6.,  192  [PMID:32155530] [10.1016/j.ejmech.2020.112187]

Source

Source(1):

• Scientific Literature