9,10-dihydroxy-5,8-dihydro-4H-spiro[anthracene-1,1'-cyclopentan]-4-one

ID: ALA4776370

PubChem CID: 10423896

Max Phase: Preclinical

Molecular Formula: C18H18O3

Molecular Weight: 282.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1C=CC2(CCCC2)c2c(O)c3c(c(O)c21)CC=CC3

Standard InChI:  InChI=1S/C18H18O3/c19-13-7-10-18(8-3-4-9-18)15-14(13)16(20)11-5-1-2-6-12(11)17(15)21/h1-2,7,10,20-21H,3-6,8-9H2

Standard InChI Key:  MAEFPABWGCKRGH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   38.0333   -3.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4514   -4.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8210   -5.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6315   -4.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7626   -4.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6206   -3.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3282   -3.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7450   -3.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7403   -2.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3275   -2.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0313   -2.0970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0282   -1.2849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6175   -1.2944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6241   -2.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6225   -4.5550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.9126   -3.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9167   -2.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2129   -2.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5005   -2.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4964   -3.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2047   -3.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
 16  6  1  0
  6  7  2  0
 14 17  1  0
 10  7  1  0
  7  1  1  0
  1  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
 16 17  2  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776370

   9,10-Dihydroxyspiro[5,8-dihydroanthracene-4,1'-cyclopentane]-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: 282.34

Molecular Weight (Monoisotopic): 282.1256

AlogP: 3.32

#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: 8.61

CX Basic pKa: ┄

CX LogP: 4.42

CX LogD: 4.40

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.57

Np Likeness Score: 1.59

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