5,6,8-trihydroxy-7-isopropoxy-2-(4-isopropoxyphenyl)-4H-chromen-4-one

ID: ALA2235248

PubChem CID: 76326085

Max Phase: Preclinical

Molecular Formula: C21H22O7

Molecular Weight: 386.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Oc1ccc(-c2cc(=O)c3c(O)c(O)c(OC(C)C)c(O)c3o2)cc1

Standard InChI:  InChI=1S/C21H22O7/c1-10(2)26-13-7-5-12(6-8-13)15-9-14(22)16-17(23)18(24)21(27-11(3)4)19(25)20(16)28-15/h5-11,23-25H,1-4H3

Standard InChI Key:  BEJBNZWSWFRJGC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.8933  -17.9351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6014  -18.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5996  -16.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3082  -17.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3070  -17.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0171  -18.3485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7341  -17.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.0195  -15.8809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4356  -18.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4320  -19.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1377  -19.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8475  -19.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8472  -18.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.5533  -19.5798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.5971  -15.8895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1867  -16.7072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1853  -18.3432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4779  -17.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7699  -18.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4786  -17.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6011  -19.1613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9687  -19.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2629  -18.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  8 12  1  0
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 15 18  1  0
  4 20  1  0
  1 21  1  0
  2 22  1  0
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 23 25  1  0
  3 26  1  0
 19 27  1  0
 19 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2235248

   5,6,8-Trihydroxy-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: 386.40

Molecular Weight (Monoisotopic): 386.1366

AlogP: 4.15

#Rotatable Bonds: 5

Polar Surface Area: 109.36

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.10

CX Basic pKa: ┄

CX LogP: 3.94

CX LogD: 3.86

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.45

Np Likeness Score: 0.73

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