4,4-diethyl-9,10-dihydroxy-5,8-dihydroanthracen-1(4H)-one

ID: ALA4780580

PubChem CID: 162662779

Max Phase: Preclinical

Molecular Formula: C18H20O3

Molecular Weight: 284.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC1(CC)C=CC(=O)c2c(O)c3c(c(O)c21)CC=CC3

Standard InChI:  InChI=1S/C18H20O3/c1-3-18(4-2)10-9-13(19)14-15(18)17(21)12-8-6-5-7-11(12)16(14)20/h5-6,9-10,20-21H,3-4,7-8H2,1-2H3

Standard InChI Key:  OCWXDHWECFDKQS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   29.1960   -4.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7915   -3.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3785   -4.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3674   -3.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0791   -3.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5000   -3.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4953   -2.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0783   -2.3117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7863   -1.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7832   -1.0868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3643   -1.0963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3708   -1.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3693   -4.3734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6552   -3.1390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6593   -2.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9514   -1.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2349   -2.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2307   -3.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9432   -3.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7834   -4.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0132   -4.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
 14  4  1  0
  4  5  2  0
 12 15  1  0
  8  5  1  0
  5  2  1  0
  2  6  1  0
  6  7  2  0
  7  9  1  0
  8  9  1  0
  9 10  2  0
 11 12  1  0
 12  8  2  0
  4 13  1  0
 14 15  2  0
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
  3 20  1  0
  1 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780580

   ---

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: 284.36

Molecular Weight (Monoisotopic): 284.1412

AlogP: 3.56

#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: 8.61

CX Basic pKa: ┄

CX LogP: 4.89

CX LogD: 4.86

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: 1.53

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