6,8-Dihydroxy-10-methyl-7H-benz[de]anthracen-7-one

ID: ALA477331

PubChem CID: 21576219

Max Phase: Preclinical

Molecular Formula: C18H12O3

Molecular Weight: 276.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(O)c2c(c1)-c1cccc3ccc(O)c(c13)C2=O

Standard InChI:  InChI=1S/C18H12O3/c1-9-7-12-11-4-2-3-10-5-6-13(19)17(15(10)11)18(21)16(12)14(20)8-9/h2-8,19-20H,1H3

Standard InChI Key:  RIJCCHRKCAHMMT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   -4.9556  -14.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9568  -15.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2437  -14.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5284  -14.7922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8165  -14.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967  -14.7863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0943  -15.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3802  -16.0189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6682  -15.6040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6746  -14.7764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3892  -14.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8211  -13.5477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5250  -15.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2428  -16.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2428  -16.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5258  -17.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8073  -16.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8108  -16.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3953  -13.5469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2462  -13.5580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0487  -16.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  9 10  1  0
  2 14  1  0
 10 11  2  0
 11  6  1  0
  4  5  1  0
  5 12  2  0
 18  7  1  0
  6  5  1  0
 13 14  1  0
 14 15  2  0
  4  3  2  0
 15 16  1  0
  6  7  2  0
 16 17  2  0
  3  1  1  0
 17 18  1  0
 18 13  2  0
  7  8  1  0
 11 19  1  0
  4 13  1  0
  3 20  1  0
  8  9  2  0
  9 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA477331

   6,8-Dihydroxy-10-methylbenzo[a]phenalen-7-one

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 276.29

Molecular Weight (Monoisotopic): 276.0786

AlogP: 3.77

#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: 8.28

CX Basic pKa: ┄

CX LogP: 5.30

CX LogD: 5.25

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.51

Np Likeness Score: 1.05

References

1. Diaz F, Chai HB, Mi Q, Su BN, Vigo JS, Graham JG, Cabieses F, Farnsworth NR, Cordell GA, Pezzuto JM, Swanson SM, Kinghorn AD..  (2004)  Anthrone and oxanthrone C-glycosides from Picramnia latifolia collected in Peru.,  67  (3): [PMID:15043409] [10.1021/np030479j]

Source

Source(1):

• Scientific Literature