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

ID: ALA456123

PubChem CID: 44587608

Max Phase: Preclinical

Molecular Formula: C23H20O5

Molecular Weight: 376.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/C(=O)c2cccc(Oc3cccc(O)c3)c2)cc1OC

Standard InChI:  InChI=1S/C23H20O5/c1-26-22-12-10-16(13-23(22)27-2)9-11-21(25)17-5-3-7-19(14-17)28-20-8-4-6-18(24)15-20/h3-15,24H,1-2H3/b11-9+

Standard InChI Key:  JKPCDKNGEUXMKN-PKNBQFBNSA-N

Molfile:  

     RDKit          2D

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    7.6891  -10.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4039  -10.8610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1203  -10.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1175   -9.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4021   -9.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8304   -9.2020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5464   -9.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5462  -10.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2613  -10.8441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9752  -10.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9695   -9.5997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2537   -9.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6809   -9.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3984   -9.5892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6749   -8.3570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1098   -9.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8273   -9.5788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8282  -10.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5448  -10.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2573  -10.3905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2486   -9.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5314   -9.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9585   -9.1411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6774   -9.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9753  -10.7969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9824  -11.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9757   -9.2085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
 12 14  1  0
  5  7  1  0
 14 15  1  0
  3  4  2  0
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  7  8  1  0
 15 17  2  0
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  8  9  2  0
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  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
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  5  6  2  0
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  6  1  1  0
 21 26  1  0
 12 13  2  0
 26 27  1  0
 13  8  1  0
  1 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA456123

   (E)-3-(3,4-dimethoxyphenyl)-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: 376.41

Molecular Weight (Monoisotopic): 376.1311

AlogP: 5.10

#Rotatable Bonds: 7

Polar Surface Area: 64.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.10

CX Basic pKa: ┄

CX LogP: 4.77

CX LogD: 4.76

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.46

Np Likeness Score: 0.05

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