1-(3-(3-hydroxyphenoxy)phenyl)-3-(3-hydroxyphenyl)prop-2-en-1-one

ID: ALA498300

PubChem CID: 44587568

Max Phase: Preclinical

Molecular Formula: C21H16O4

Molecular Weight: 332.36

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H16O4/c22-17-6-1-4-15(12-17)10-11-21(24)16-5-2-8-19(13-16)25-20-9-3-7-18(23)14-20/h1-14,22-23H/b11-10+

Standard InChI Key:  VDVWTISKIQIBRZ-ZHACJKMWSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    7.0361   -4.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0349   -5.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7497   -5.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4662   -5.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4633   -4.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7479   -3.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1762   -3.8895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8922   -4.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8920   -5.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6072   -5.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3211   -5.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3153   -4.2872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5995   -3.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0267   -3.8694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7442   -4.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0207   -3.0445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4556   -3.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1731   -4.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1741   -5.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8907   -5.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6031   -5.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5944   -4.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8772   -3.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3044   -3.8286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3215   -3.8960    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
 22 24  1  0
 11 12  1  0
  1 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA498300

   (E)-1-[3-(3-hydroxyphenoxy)phenyl]-3-(3-hydroxyphenyl)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: 332.36

Molecular Weight (Monoisotopic): 332.1049

AlogP: 4.79

#Rotatable Bonds: 5

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.92

CX Basic pKa: ┄

CX LogP: 4.78

CX LogD: 4.77

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.52

Np Likeness Score: 0.08

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