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

ID: ALA4537420

PubChem CID: 155548088

Max Phase: Preclinical

Molecular Formula: C21H22O4

Molecular Weight: 338.40

Molecule Type: Unknown

Names and Identifiers

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

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

Standard InChI Key:  BYDNVTVRKHRSOR-UXBLZVDNSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   14.3975   -3.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1052   -4.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3975   -2.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8129   -3.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5206   -4.0547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5996   -4.0284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1835   -4.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4778   -3.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2298   -2.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2286   -3.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9367   -4.0556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6463   -3.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6435   -2.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9349   -2.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3497   -2.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0589   -2.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3466   -1.5951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7651   -2.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4743   -2.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8898   -3.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8841   -2.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1751   -2.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5220   -2.4187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5218   -1.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6898   -4.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
  2  4  1  0
  4  5  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  5  1  0
 20  6  1  0
  9 23  1  0
 23 24  1  0
  1 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537420

   ---

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: 9.04

CX Basic pKa: ┄

CX LogP: 4.63

CX LogD: 4.62

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.45

Np Likeness Score: 0.61

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