5-hydroxy-2-[3-[4-(trifluoromethyl)phenyl]propyl]chromen-4-one

ID: ALA4743625

PubChem CID: 162645563

Max Phase: Preclinical

Molecular Formula: C19H15F3O3

Molecular Weight: 348.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1cc(CCCc2ccc(C(F)(F)F)cc2)oc2cccc(O)c12

Standard InChI:  InChI=1S/C19H15F3O3/c20-19(21,22)13-9-7-12(8-10-13)3-1-4-14-11-16(24)18-15(23)5-2-6-17(18)25-14/h2,5-11,23H,1,3-4H2

Standard InChI Key:  PAUWUTCKAVTEOR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   23.9943  -16.8803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9931  -17.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7012  -18.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6994  -16.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4080  -16.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4068  -17.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1169  -18.1133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8328  -17.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8340  -16.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1193  -16.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1193  -15.6457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6970  -15.6543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5393  -18.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2482  -17.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9547  -18.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6636  -17.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3673  -18.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0757  -17.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0785  -16.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3669  -16.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6615  -16.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7838  -16.4883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4941  -16.8924    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.7786  -15.6711    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.4895  -16.0756    0.0000 F   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
  4 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743625

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 348.32

Molecular Weight (Monoisotopic): 348.0973

AlogP: 4.69

#Rotatable Bonds: 4

Polar Surface Area: 50.44

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.46

CX Basic pKa: ┄

CX LogP: 5.64

CX LogD: 5.37

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: 0.33

References

1. Kim M,Truss M,Pagare PP,Essandoh MA,Zhang Y,Williams DA.  (2020)  Structure activity relationship exploration of 5-hydroxy-2-(3-phenylpropyl)chromones as a unique 5-HT receptor antagonist scaffold.,  30  (21.0): [PMID:32853682] [10.1016/j.bmcl.2020.127511]

Source

Source(1):

• Scientific Literature