2-(5-hydroxy-7,8-dimethoxy-4-oxo-4H-chromen-2-yl)phenyl acetate

ID: ALA2235235

PubChem CID: 76333348

Max Phase: Preclinical

Molecular Formula: C19H16O7

Molecular Weight: 356.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(O)c2c(=O)cc(-c3ccccc3OC(C)=O)oc2c1OC

Standard InChI:  InChI=1S/C19H16O7/c1-10(20)25-14-7-5-4-6-11(14)15-8-12(21)17-13(22)9-16(23-2)18(24-3)19(17)26-15/h4-9,22H,1-3H3

Standard InChI Key:  YHAOIBQNQISMJX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   29.7105  -17.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7094  -17.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4174  -18.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4156  -16.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1242  -17.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1230  -17.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8331  -18.2907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5490  -17.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5502  -17.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8355  -16.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8356  -15.8232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2517  -18.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2480  -19.1101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9537  -19.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6636  -19.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6633  -18.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9570  -17.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4132  -15.8317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0033  -18.2816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0026  -19.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4152  -19.0990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1228  -19.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9570  -17.0685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6648  -16.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6648  -15.8428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3724  -17.0687    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
 19 20  1  0
  2 19  1  0
 21 22  1  0
  3 21  1  0
 17 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2235235

   [2-(5-Hydroxy-7,8-dimethoxy-4-oxochromen-2-yl)phenyl] acetate

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: 356.33

Molecular Weight (Monoisotopic): 356.0896

AlogP: 3.11

#Rotatable Bonds: 4

Polar Surface Area: 95.20

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.88

CX Basic pKa: ┄

CX LogP: 2.61

CX LogD: 2.48

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.57

Np Likeness Score: 1.15

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