3-(2-hydroxy-5-methoxyphenyl)-1-(4-methoxyphenyl)prop-2-en-1-one

ID: ALA4224740

PubChem CID: 145970315

Max Phase: Preclinical

Molecular Formula: C17H16O4

Molecular Weight: 284.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)/C=C/c2cc(OC)ccc2O)cc1

Standard InChI:  InChI=1S/C17H16O4/c1-20-14-6-3-12(4-7-14)16(18)9-5-13-11-15(21-2)8-10-17(13)19/h3-11,19H,1-2H3/b9-5+

Standard InChI Key:  FTCBVBWNHHUMCA-WEVVVXLNSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   35.0016  -20.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0005  -21.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7085  -21.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4182  -21.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4153  -20.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7067  -20.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2924  -21.7110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5850  -21.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1215  -20.0685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1265  -21.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8336  -21.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5419  -21.7077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2490  -21.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5432  -22.5249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9561  -21.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6626  -21.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6618  -20.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9485  -20.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2448  -20.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3683  -20.0691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.0772  -20.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  5  9  1  0
  4 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 13  1  0
 17 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4224740

   ---

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: 284.31

Molecular Weight (Monoisotopic): 284.1049

AlogP: 3.31

#Rotatable Bonds: 5

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.30

CX Basic pKa: ┄

CX LogP: 3.27

CX LogD: 3.27

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: 0.12

References

1. Sparling BA, DiMauro EF..  (2017)  Progress in the discovery of small molecule modulators of the Cys-loop superfamily receptors.,  27  (15): [PMID:28606760] [10.1016/j.bmcl.2017.04.073]

Source

Source(1):

• Scientific Literature