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

ID: ALA4553640

PubChem CID: 137253748

Max Phase: Preclinical

Molecular Formula: C13H10O5

Molecular Weight: 246.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(O)c(=O)c(O)cc1C(=O)c1ccco1

Standard InChI:  InChI=1S/C13H10O5/c1-7-5-9(14)13(17)10(15)6-8(7)12(16)11-3-2-4-18-11/h2-6H,1H3,(H2,14,15,17)

Standard InChI Key:  RNLDAIGOOVJAJR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   32.7002  -26.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4418  -25.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1804  -26.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3570  -27.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8397  -27.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0174  -27.7740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5051  -27.1291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6525  -28.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1867  -28.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7153  -29.2025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9967  -28.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4182  -29.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2103  -29.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2806  -28.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5319  -27.9786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8275  -25.8437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4514  -25.1640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0634  -25.8071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  6  5  2  0
  7  6  1  0
  1  7  2  0
  6  8  1  0
  5  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  1  0
  3 16  1  0
  2 17  2  0
  1 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4553640

   ---

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: 246.22

Molecular Weight (Monoisotopic): 246.0528

AlogP: 1.59

#Rotatable Bonds: 2

Polar Surface Area: 87.74

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.86

CX Basic pKa: ┄

CX LogP: 1.33

CX LogD: 1.32

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.79

Np Likeness Score: -0.24

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