(S)-7-hydroxy-2-(3-hydroxy-5-methoxyphenyl)-5-methoxychroman-4-one

ID: ALA5265824

Max Phase: Preclinical

Molecular Formula: C17H16O6

Molecular Weight: 316.31

Names and Identifiers

Canonical SMILES:  COc1cc(O)cc([C@@H]2CC(=O)c3c(OC)cc(O)cc3O2)c1

Standard InChI:  InChI=1S/C17H16O6/c1-21-12-4-9(3-10(18)5-12)14-8-13(20)17-15(22-2)6-11(19)7-16(17)23-14/h3-7,14,18-19H,8H2,1-2H3/t14-/m0/s1

Standard InChI Key:  GPUAJJVYZBWDKF-AWEZNQCLSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -2.4999   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0734   -0.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0734   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7835   -1.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4999   -1.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7835   -2.2679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588   -1.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558   -0.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588    0.2068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0704    0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0706    1.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7835    1.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984    1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4999    0.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881   -0.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7835    2.2679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588   -2.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145    0.2064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0689   -2.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0688    2.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2145   -0.2036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  5  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  3 11  1  0
 10 12  1  6
 13 12  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 12 17  1  0
 14 18  1  0
  8 19  2  0
  1 20  1  0
  7 21  1  0
 18 22  1  0
 16 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5265824

   ---

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: 316.31

Molecular Weight (Monoisotopic): 316.0947

AlogP: 2.82

#Rotatable Bonds: 3

Polar Surface Area: 85.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.84

CX Basic pKa: ┄

CX LogP: 2.17

CX LogD: 2.04

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.91

Np Likeness Score: 1.66

References

1. Chen J, Lu Y, Ye X, Emam M, Zhang H, Wang H..  (2020)  Current advances in Vibrio harveyi quorum sensing as drug discovery targets.,  207  [PMID:32871343] [10.1016/j.ejmech.2020.112741]

Source

Source(1):

• Scientific Literature