3-(2,6-dihydroxyphenyl)-7-hydroxy-5-methylisobenzofuran-1(3H)-one

ID: ALA4441793

Cas Number: 479350-63-5

PubChem CID: 10286097

Max Phase: Preclinical

Molecular Formula: C15H12O5

Molecular Weight: 272.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(O)c2c(c1)C(c1c(O)cccc1O)OC2=O

Standard InChI:  InChI=1S/C15H12O5/c1-7-5-8-12(11(18)6-7)15(19)20-14(8)13-9(16)3-2-4-10(13)17/h2-6,14,16-18H,1H3

Standard InChI Key:  AXNRJZYZYVZLFZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   12.8054  -19.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8042  -20.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5123  -20.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5105  -18.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2191  -19.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2239  -20.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -20.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4813  -19.6394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9962  -18.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2610  -21.0803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2441  -18.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0443  -18.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2923  -17.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7417  -16.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9398  -16.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6955  -17.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5927  -18.6374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8979  -17.7822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5133  -21.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0976  -18.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  7 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 12 17  1  0
 16 18  1  0
  3 19  1  0
  1 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4441793

   Isopestacin

Molecule Features

Natural Product: Yes

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: 272.26

Molecular Weight (Monoisotopic): 272.0685

AlogP: 2.37

#Rotatable Bonds: 1

Polar Surface Area: 86.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.72

CX Basic pKa: ┄

CX LogP: 3.56

CX LogD: 3.54

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.69

Np Likeness Score: 1.18

References

1. Husain A, Khan SA, Iram F, Iqbal MA, Asif M..  (2019)  Insights into the chemistry and therapeutic potential of furanones: A versatile pharmacophore.,  171  [PMID:30909021] [10.1016/j.ejmech.2019.03.021]

Source

Source(1):

• Scientific Literature