5-hydroxy-2-methoxy-1,4-dihydrophenanthrene-1,4-dione

ID: ALA5287994

Max Phase: Preclinical

Molecular Formula: C15H10O4

Molecular Weight: 254.24

Names and Identifiers

Canonical SMILES:  COC1=CC(=O)c2c(ccc3cccc(O)c23)C1=O

Standard InChI:  InChI=1S/C15H10O4/c1-19-12-7-11(17)14-9(15(12)18)6-5-8-3-2-4-10(16)13(8)14/h2-7,16H,1H3

Standard InChI Key:  FCAJXNWMMXVCAY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -2.1425   -0.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279   -0.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160   -1.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4262   -1.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425   -1.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132   -1.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014   -1.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160    1.0314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1424   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279    0.6182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    1.0314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    1.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  4 10  1  0
  7 11  1  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
  8 14  1  0
 11 15  2  0
 14 16  2  0
  2 17  1  0
 13 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287994

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 254.24

Molecular Weight (Monoisotopic): 254.0579

AlogP: 2.45

#Rotatable Bonds: 1

Polar Surface Area: 63.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.71

CX Basic pKa: ┄

CX LogP: 1.77

CX LogD: 1.75

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: 1.68

References

1. Tóth B, Hohmann J, Vasas A..  (2018)  Phenanthrenes: A Promising Group of Plant Secondary Metabolites.,  81  (3.0): [PMID:29280630] [10.1021/acs.jnatprod.7b00619]

Source

Source(1):

• Scientific Literature