2,7-dihydroxy-4-(4-methoxybenzoyl)-5-methylcyclohepta-2,4,6-trien-1-one

ID: ALA4520450

PubChem CID: 137253746

Max Phase: Preclinical

Molecular Formula: C16H14O5

Molecular Weight: 286.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)c2cc(O)c(=O)c(O)cc2C)cc1

Standard InChI:  InChI=1S/C16H14O5/c1-9-7-13(17)16(20)14(18)8-12(9)15(19)10-3-5-11(21-2)6-4-10/h3-8H,1-2H3,(H2,17,18,20)

Standard InChI Key:  GRTJCMZVJLHIRE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    3.8037  -18.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5453  -17.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2838  -18.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6086  -18.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4605  -18.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1209  -19.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9432  -19.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5548  -16.8660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9309  -17.5456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1668  -17.5090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7560  -20.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2902  -20.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8188  -20.9044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1002  -20.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4411  -21.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2504  -21.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7171  -20.4365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3689  -19.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5607  -19.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5314  -20.5061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8782  -21.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  2  0
  3  5  2  0
  4  6  1  0
  5  7  1  0
  6  7  2  0
  2  8  2  0
  3  9  1  0
  1 10  1  0
  6 11  1  0
  7 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4520450

   ---

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: 286.28

Molecular Weight (Monoisotopic): 286.0841

AlogP: 2.01

#Rotatable Bonds: 3

Polar Surface Area: 83.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.12

CX Basic pKa: ┄

CX LogP: 2.12

CX LogD: 2.11

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.84

Np Likeness Score: 0.00

References

1. Berkowitz AJ, Franson AD, Gazquez Cassals A, Donald KA, Yu AJ, Garimallaprabhakaran AK, Morrison LA, Murelli RP..  (2019)  Importance of lipophilicity for potent anti-herpes simplex virus-1 activity of α-hydroxytropolones.,  10  (7): [PMID:31391890] [10.1039/C9MD00225A]

Source

Source(1):

• Scientific Literature