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

ID: ALA456122

PubChem CID: 44587607

Max Phase: Preclinical

Molecular Formula: C22H18O4

Molecular Weight: 346.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1/C=C/C(=O)c1cccc(Oc2cccc(O)c2)c1

Standard InChI:  InChI=1S/C22H18O4/c1-25-22-11-3-2-6-16(22)12-13-21(24)17-7-4-9-19(14-17)26-20-10-5-8-18(23)15-20/h2-15,23H,1H3/b13-12+

Standard InChI Key:  WXHMYECHLCAJTI-OUKQBFOZSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   -4.7931   -9.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7943  -10.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0794  -10.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3630  -10.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3659   -9.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0812   -8.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6529   -8.7978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9369   -9.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9372  -10.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2220  -10.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5081  -10.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5139   -9.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2296   -8.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1976   -8.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9150   -9.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1915   -7.9528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6265   -8.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3439   -9.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3449   -9.9969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0615  -10.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7739   -9.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7652   -9.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0481   -8.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0372   -7.9287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7461   -7.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5077   -8.8043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  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
 23 24  1  0
 11 12  1  0
 24 25  1  0
  6  1  1  0
  1 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA456122

   (E)-1-[3-(3-hydroxyphenoxy)phenyl]-3-(2-methoxyphenyl)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: 346.38

Molecular Weight (Monoisotopic): 346.1205

AlogP: 5.09

#Rotatable Bonds: 6

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.10

CX Basic pKa: ┄

CX LogP: 4.93

CX LogD: 4.92

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.50

Np Likeness Score: -0.12

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