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

ID: ALA4783824

PubChem CID: 162666438

Max Phase: Preclinical

Molecular Formula: C18H15FO3

Molecular Weight: 298.31

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H15FO3/c19-13-6-1-4-12(10-13)5-2-7-14-11-16(21)18-15(20)8-3-9-17(18)22-14/h1,3-4,6,8-11,20H,2,5,7H2

Standard InChI Key:  UQTKXGIEOYITSL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   24.6753  -10.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6741  -11.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3822  -11.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3804  -10.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0890  -10.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0878  -11.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7979  -11.6913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5138  -11.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5149  -10.4568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8003  -10.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8003   -9.2237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3780   -9.2323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2203  -11.6926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9292  -11.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6357  -11.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3446  -11.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0483  -11.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7567  -11.2976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7595  -10.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0479  -10.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3425  -10.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4631  -11.7085    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
M  END

Alternative Forms

1. Parent:

   

   ALA4783824

   ---

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: 298.31

Molecular Weight (Monoisotopic): 298.1005

AlogP: 3.81

#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: 4.91

CX LogD: 4.64

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: 0.34

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