(9,10-dihydroxy-4,5,5-trimethyl-8-oxo-1,4,5,8-tetrahydroanthracen-1-yl)methyl cyclohexanecarboxylate

ID: ALA4793977

PubChem CID: 162672351

Max Phase: Preclinical

Molecular Formula: C25H30O5

Molecular Weight: 410.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1C=CC(COC(=O)C2CCCCC2)c2c(O)c3c(c(O)c21)C(C)(C)C=CC3=O

Standard InChI:  InChI=1S/C25H30O5/c1-14-9-10-16(13-30-24(29)15-7-5-4-6-8-15)19-18(14)23(28)21-20(22(19)27)17(26)11-12-25(21,2)3/h9-12,14-16,27-28H,4-8,13H2,1-3H3

Standard InChI Key:  DUVUSBFRGAETPO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   25.5558  -13.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1513  -12.5839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7382  -13.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7272  -12.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4389  -12.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8598  -12.1698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8551  -11.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4381  -11.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1460  -10.9416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1430  -10.1255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7241  -10.1349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7306  -10.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7291  -13.4120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0150  -12.1776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0191  -11.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3112  -10.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5946  -11.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5905  -12.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3030  -12.5903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3000  -13.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3164  -10.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6113   -9.7126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6165   -8.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9114   -8.4823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3238   -8.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0287   -8.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7369   -8.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7463   -7.6901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0414   -7.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3270   -7.6770    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
 19 20  1  0
 16 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 25 26  1  0
 25 30  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4793977

   ---

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: 410.51

Molecular Weight (Monoisotopic): 410.2093

AlogP: 5.01

#Rotatable Bonds: 3

Polar Surface Area: 83.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.56

CX Basic pKa: ┄

CX LogP: 5.77

CX LogD: 5.74

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.42

Np Likeness Score: 1.11

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