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

ID: ALA5284184

Max Phase: Preclinical

Molecular Formula: C20H18O4

Molecular Weight: 322.36

Names and Identifiers

Canonical SMILES:  CC1(C)CCc2c(ccc3c2O/C(=C\c2cccc(O)c2)C3=O)O1

Standard InChI:  InChI=1S/C20H18O4/c1-20(2)9-8-14-16(24-20)7-6-15-18(22)17(23-19(14)15)11-12-4-3-5-13(21)10-12/h3-7,10-11,21H,8-9H2,1-2H3/b17-11-

Standard InChI Key:  WWDCTWOTTJHTTF-BOPFTXTBSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    0.6112    2.1613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3977    1.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8827    0.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7077    0.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1202   -0.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7060   -0.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1223   -1.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9432   -1.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3559   -0.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9452   -0.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7098   -2.1613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3976    0.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3870    0.2842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0998   -0.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8148    0.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8148    1.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1049    1.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3870    1.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5293   -0.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5293   -0.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8143   -1.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0998   -0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3559   -0.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9418   -1.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
  7 11  1  0
  3 12  1  0
 13 12  1  0
 13 14  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 18  2  1  0
 18 17  1  0
 18 13  2  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 14 22  1  0
 20 23  1  0
 20 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284184

   ---

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: 322.36

Molecular Weight (Monoisotopic): 322.1205

AlogP: 4.11

#Rotatable Bonds: 1

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.32

CX Basic pKa: ┄

CX LogP: 3.92

CX LogD: 3.92

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: 0.76

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