3-(4-fluorophenyl)-1-(3-(3-hydroxyphenoxy)phenyl)prop-2-en-1-one

ID: ALA526288

PubChem CID: 44587567

Max Phase: Preclinical

Molecular Formula: C21H15FO3

Molecular Weight: 334.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(F)cc1)c1cccc(Oc2cccc(O)c2)c1

Standard InChI:  InChI=1S/C21H15FO3/c22-17-10-7-15(8-11-17)9-12-21(24)16-3-1-5-19(13-16)25-20-6-2-4-18(23)14-20/h1-14,23H/b12-9+

Standard InChI Key:  YRDBOAINVBHTBQ-FMIVXFBMSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -4.5806   -4.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5818   -5.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8669   -5.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1505   -5.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1534   -4.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8687   -3.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4404   -3.9895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7244   -4.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7247   -5.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0095   -5.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2956   -5.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3014   -4.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0171   -3.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4101   -3.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1275   -4.3767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4040   -3.1445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8390   -3.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5564   -4.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5574   -5.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2740   -5.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9864   -5.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9777   -4.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2606   -3.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7044   -5.5844    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2952   -3.9960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0
 12 13  2  0
 13  8  1  0
  1  2  2  0
 12 14  1  0
  5  7  1  0
 14 15  1  0
  3  4  2  0
 14 16  2  0
  7  8  1  0
 15 17  2  0
 17 18  1  0
  8  9  2  0
 18 19  2  0
  4  5  1  0
 19 20  1  0
  9 10  1  0
 20 21  2  0
  2  3  1  0
 21 22  1  0
 10 11  2  0
 22 23  2  0
 23 18  1  0
  5  6  2  0
 21 24  1  0
 11 12  1  0
  1 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA526288

   (E)-3-(4-fluorophenyl)-1-[3-(3-hydroxyphenoxy)phenyl]prop-2-en-1-one

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: 334.35

Molecular Weight (Monoisotopic): 334.1005

AlogP: 5.22

#Rotatable Bonds: 5

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.10

CX Basic pKa: ┄

CX LogP: 5.23

CX LogD: 5.22

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.51

Np Likeness Score: -0.32

References

1. Ansari FL, Iftikhar F, Ihsan-Ul-Haq, Mirza B, Baseer M, Rashid U..  (2008)  Solid-phase synthesis and biological evaluation of a parallel library of 2,3-dihydro-1,5-benzothiazepines.,  16  (16): [PMID:18650096] [10.1016/j.bmc.2008.07.009]

Source

Source(1):

• Scientific Literature