5,6-dihydroxy-7-isopropoxy-2-(4-isopropoxyphenyl)-4H-chromen-4-one

ID: ALA2235236

PubChem CID: 76311605

Max Phase: Preclinical

Molecular Formula: C21H22O6

Molecular Weight: 370.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Oc1ccc(-c2cc(=O)c3c(O)c(O)c(OC(C)C)cc3o2)cc1

Standard InChI:  InChI=1S/C21H22O6/c1-11(2)25-14-7-5-13(6-8-14)16-9-15(22)19-17(27-16)10-18(26-12(3)4)20(23)21(19)24/h5-12,23-24H,1-4H3

Standard InChI Key:  OZLAQEFGBIKBQU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   11.0884  -23.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0873  -24.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7953  -24.9353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7936  -23.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5022  -23.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5010  -24.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2111  -24.9397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9269  -24.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9281  -23.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2135  -23.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2135  -22.4721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6296  -24.9408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6260  -25.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3317  -26.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0415  -25.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0412  -24.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3349  -24.5347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7911  -22.4807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3806  -23.2983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3793  -24.9343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6719  -24.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9639  -24.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6725  -23.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7486  -26.1726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7474  -26.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4545  -27.3994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0391  -27.3973    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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  8 12  1  0
  4 18  1  0
  1 19  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 15 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2235236

   5,6-Dihydroxy-7-propan-2-yloxy-2-(4-propan-2-yloxyphenyl)chromen-4-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 370.40

Molecular Weight (Monoisotopic): 370.1416

AlogP: 4.45

#Rotatable Bonds: 5

Polar Surface Area: 89.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.58

CX Basic pKa: ┄

CX LogP: 4.24

CX LogD: 4.03

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.65

Np Likeness Score: 0.60

References

1. Phosrithong N, Samee W, Ungwitayatorn J.  (2012)  3D-QSAR studies of natural flavonoid compounds as reverse transcriptase inhibitors,  21  (5): [10.1007/s00044-011-9570-z]

Source

Source(1):

• Scientific Literature