6,8-dihydroxy-4-methyl-7H-benz[de]anthracen-7-one

ID: ALA470547

PubChem CID: 44575531

Max Phase: Preclinical

Molecular Formula: C18H12O3

Molecular Weight: 276.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2cccc3c2c(c1O)C(=O)c1c(O)cccc1-3

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

Standard InChI Key:  LGHMJRHHYVWCBH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    2.5277  -15.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5266  -16.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2396  -15.0080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550  -15.4172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6668  -14.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3866  -15.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3891  -16.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1031  -16.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8152  -16.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8087  -15.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0941  -14.9969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6623  -14.1727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9584  -16.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2406  -16.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2405  -17.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9575  -17.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6760  -17.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6726  -16.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0880  -14.1719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2371  -14.1830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8132  -15.0085    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
  1 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA470547

   6,8-Dihydroxy-5-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: 8.40

CX Basic pKa: ┄

CX LogP: 5.30

CX LogD: 5.26

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.51

Np Likeness Score: 1.15

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