2-benzylidene-7,7-dimethyl-8,9-dihydro-2H-furo[2,3-f]chromen-3(7H)-one

ID: ALA5288910

Max Phase: Preclinical

Molecular Formula: C20H18O3

Molecular Weight: 306.36

Names and Identifiers

Canonical SMILES:  CC1(C)CCc2c(ccc3c2O/C(=C\c2ccccc2)C3=O)O1

Standard InChI:  InChI=1S/C20H18O3/c1-20(2)11-10-14-16(23-20)9-8-15-18(21)17(22-19(14)15)12-13-6-4-3-5-7-13/h3-9,12H,10-11H2,1-2H3/b17-12-

Standard InChI Key:  HTCWGIACIFWSDJ-ATVHPVEESA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   -2.9417   -1.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5292   -1.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3556   -1.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5292   -0.3742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8147    0.0386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8147    0.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1048    1.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3870    0.8622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3976    1.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112    1.9140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8827    0.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7076    0.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1201   -0.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7058   -0.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1222   -1.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9431   -1.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3556   -0.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9451   -0.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3976   -0.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3870    0.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0997   -0.3738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0997   -1.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8142   -1.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  4  2  1  0
  5  4  1  0
  6  5  1  0
  7  6  2  0
  8  7  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 13  2  0
 11 19  1  0
 20 19  1  0
  8 20  2  0
  5 21  2  0
 20 21  1  0
 21 22  1  0
  2 23  1  0
 23 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5288910

   ---

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: 306.36

Molecular Weight (Monoisotopic): 306.1256

AlogP: 4.41

#Rotatable Bonds: 1

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.23

CX LogD: 4.23

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.73

Np Likeness Score: 0.55

References

1. Sui G, Li T, Zhang B, Wang R, Hao H, Zhou W..  (2021)  Recent advances on synthesis and biological activities of aurones.,  29  [PMID:33271454] [10.1016/j.bmc.2020.115895]

Source

Source(1):

• Scientific Literature