5,8-dihydroxy-4,4-dimethyl-2-pentylnaphthalen-1(4H)-one

ID: ALA4797406

PubChem CID: 162676358

Max Phase: Preclinical

Molecular Formula: C17H22O3

Molecular Weight: 274.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCC1=CC(C)(C)c2c(O)ccc(O)c2C1=O

Standard InChI:  InChI=1S/C17H22O3/c1-4-5-6-7-11-10-17(2,3)15-13(19)9-8-12(18)14(15)16(11)20/h8-10,18-19H,4-7H2,1-3H3

Standard InChI Key:  WGLBGSRYXULWJF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   12.0653   -7.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7744   -7.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7744   -8.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0653   -8.8416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3604   -8.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6513   -8.8416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9422   -8.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9422   -7.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6513   -7.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3604   -7.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0653   -6.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4835   -7.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1885   -7.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1885   -8.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8975   -8.8416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8975   -9.6587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5929   -9.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5418   -9.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6513   -6.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6513   -9.6587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 10  1  0
  5 10  2  0
  1 11  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  2 12  1  0
  4 17  1  0
  4 18  1  0
  9 19  1  0
  6 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4797406

   ---

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: 274.36

Molecular Weight (Monoisotopic): 274.1569

AlogP: 4.08

#Rotatable Bonds: 4

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: 8.87

CX Basic pKa: ┄

CX LogP: 5.08

CX LogD: 5.07

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.64

Np Likeness Score: 1.51

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