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

ID: ALA4780527

PubChem CID: 162663486

Max Phase: Preclinical

Molecular Formula: C19H15F3O3

Molecular Weight: 348.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1cc(CCCc2cccc(C(F)(F)F)c2)oc2cccc(O)c12

Standard InChI:  InChI=1S/C19H15F3O3/c20-19(21,22)13-6-1-4-12(10-13)5-2-7-14-11-16(24)18-15(23)8-3-9-17(18)25-14/h1,3-4,6,8-11,23H,2,5,7H2

Standard InChI Key:  HQPBWIOELMTRIZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   23.4000   -3.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3988   -4.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1069   -5.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1051   -3.5821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8137   -3.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8125   -4.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5226   -5.2239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2384   -4.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2396   -3.9894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5250   -3.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5250   -2.7563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1026   -2.7649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9450   -5.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6539   -4.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3604   -5.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0693   -4.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7730   -5.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4814   -4.8302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4841   -4.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7726   -3.6017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0672   -4.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1877   -5.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1850   -6.0583    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.8968   -4.8349    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.8911   -5.6460    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
 18 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780527

   ---

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: 0.24

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