4,4-diethyl-5,8-dihydroxynaphthalen-1(4H)-one

ID: ALA4778303

PubChem CID: 102416531

Max Phase: Preclinical

Molecular Formula: C14H16O3

Molecular Weight: 232.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC1(CC)C=CC(=O)c2c(O)ccc(O)c21

Standard InChI:  InChI=1S/C14H16O3/c1-3-14(4-2)8-7-10(16)12-9(15)5-6-11(17)13(12)14/h5-8,15,17H,3-4H2,1-2H3

Standard InChI Key:  PKEYJYQWYVUNMR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    9.4968   -4.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0882   -3.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6792   -4.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9571   -2.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9559   -3.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6640   -3.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3757   -3.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8008   -3.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7960   -2.5938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3749   -2.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0829   -2.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0798   -1.3716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6609   -1.3811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6675   -2.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6659   -4.6582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0855   -5.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3181   -4.5426    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
  3 16  1  0
  1 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4778303

   4,4-Diethyl-5,8-dihydroxynaphthalen-1-one

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: 2.91

#Rotatable Bonds: 2

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: 8.88

CX Basic pKa: ┄

CX LogP: 3.80

CX LogD: 3.78

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.77

Np Likeness Score: 1.64

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