(E)-1-(2-hydroxy-4-((6-(pyrrolidin-1-yl)hexyl)oxy)phenyl)-3-phenylprop-2-en-1-one

ID: ALA4476091

PubChem CID: 155538194

Max Phase: Preclinical

Molecular Formula: C25H31NO3

Molecular Weight: 393.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccccc1)c1ccc(OCCCCCCN2CCCC2)cc1O

Standard InChI:  InChI=1S/C25H31NO3/c27-24(15-12-21-10-4-3-5-11-21)23-14-13-22(20-25(23)28)29-19-9-2-1-6-16-26-17-7-8-18-26/h3-5,10-15,20,28H,1-2,6-9,16-19H2/b15-12+

Standard InChI Key:  RDXMXMFYYIGFGR-NTCAYCPXSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   33.1774   -3.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1762   -4.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8843   -4.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5939   -4.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5911   -3.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8825   -3.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2973   -3.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0065   -3.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7127   -3.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4219   -3.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4219   -4.2356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1303   -4.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8375   -4.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8317   -3.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1228   -3.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4682   -4.6614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7608   -4.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0528   -4.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3454   -4.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6374   -4.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9300   -4.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2219   -4.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5146   -4.2489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4320   -3.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6328   -3.2635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2236   -3.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7700   -4.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3023   -4.6604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2942   -2.2018    0.0000 O   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
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 23  1  0
  4 28  1  0
  7 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476091

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 393.53

Molecular Weight (Monoisotopic): 393.2304

AlogP: 5.32

#Rotatable Bonds: 11

Polar Surface Area: 49.77

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.10

CX Basic pKa: 10.13

CX LogP: 4.63

CX LogD: 4.48

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.32

Np Likeness Score: -0.29

References

1. Bai P, Wang K, Zhang P, Shi J, Cheng X, Zhang Q, Zheng C, Cheng Y, Yang J, Lu X, Sang Z..  (2019)  Development of chalcone-O-alkylamine derivatives as multifunctional agents against Alzheimer's disease.,  183  [PMID:31581002] [10.1016/j.ejmech.2019.111737]

Source

Source(1):

• Scientific Literature