(E)-1-(4-Hydroxyphenyl)-3-(3-methoxy-4-((3-methylbut-2-en-1-yl)oxy)phenyl)prop-2-en-1-one

ID: ALA4520772

PubChem CID: 155542470

Max Phase: Preclinical

Molecular Formula: C21H22O4

Molecular Weight: 338.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)c2ccc(O)cc2)ccc1OCC=C(C)C

Standard InChI:  InChI=1S/C21H22O4/c1-15(2)12-13-25-20-11-5-16(14-21(20)24-3)4-10-19(23)17-6-8-18(22)9-7-17/h4-12,14,22H,13H2,1-3H3/b10-4+

Standard InChI Key:  RSXGXFNFKUFDHP-ONNFQVAWSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   26.7487  -20.6818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7462  -21.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4527  -21.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4502  -22.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1567  -23.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7413  -23.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3326  -20.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6268  -20.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3788  -19.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3777  -20.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0857  -20.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7954  -20.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7926  -19.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0839  -19.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4987  -19.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2080  -19.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4957  -18.2484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9141  -19.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6234  -19.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0389  -20.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0332  -19.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3242  -19.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6697  -20.7081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7379  -19.0417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4486  -19.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  2  0
 18 19  1  0
 19  8  2  0
  8  7  1  0
  7 20  2  0
 20 21  1  0
 21 22  2  0
 22 19  1  0
 10 23  1  0
 20  1  1  0
 21 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4520772

   ---

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: 338.40

Molecular Weight (Monoisotopic): 338.1518

AlogP: 4.64

#Rotatable Bonds: 7

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: 7.87

CX Basic pKa: ┄

CX LogP: 4.63

CX LogD: 4.51

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.45

Np Likeness Score: 0.64

References

1. Espinoza-Hicks JC, Chacón-Vargas KF, Hernández-Rivera JL, Nogueda-Torres B, Tamariz J, Sánchez-Torres LE, Camacho-Dávila A..  (2019)  Novel prenyloxy chalcones as potential leishmanicidal and trypanocidal agents: Design, synthesis and evaluation.,  167  [PMID:30784876] [10.1016/j.ejmech.2019.02.028]

Source

Source(1):

• Scientific Literature