(E)-1-(3-Methoxy-4-((3-methylbut-2-en-1-yl)oxy)phenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one

ID: ALA4558376

PubChem CID: 155557579

Max Phase: Preclinical

Molecular Formula: C24H28O6

Molecular Weight: 412.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)/C=C/c2cc(OC)c(OC)c(OC)c2)ccc1OCC=C(C)C

Standard InChI:  InChI=1S/C24H28O6/c1-16(2)11-12-30-20-10-8-18(15-21(20)26-3)19(25)9-7-17-13-22(27-4)24(29-6)23(14-17)28-5/h7-11,13-15H,12H2,1-6H3/b9-7+

Standard InChI Key:  JICBPIZUNNAECM-VQHVLOKHSA-N

Molfile:  

 
     RDKit          2D

 30 31  0  0  0  0  0  0  0  0999 V2000
   16.6262  -27.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3339  -27.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6262  -26.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0416  -27.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7493  -27.5758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8284  -27.5495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8259  -28.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4122  -27.5555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7065  -27.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4585  -26.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4573  -27.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1654  -27.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8750  -27.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8722  -26.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1636  -25.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5784  -25.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2876  -26.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5753  -25.1161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9938  -25.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7030  -26.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1185  -27.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1128  -26.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4039  -25.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8175  -25.9094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5282  -26.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7507  -25.9398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7505  -25.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9185  -27.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4139  -28.3727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7070  -28.7827    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
  6  7  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
 14 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  2  0
 19 20  1  0
 20  9  2  0
  9  8  1  0
  8 21  2  0
 21 22  1  0
 22 23  2  0
 23 20  1  0
 11  5  1  0
 21  6  1  0
 22 24  1  0
 24 25  1  0
 10 26  1  0
 26 27  1  0
  1 28  1  0
  8 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4558376

   ---

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: 412.48

Molecular Weight (Monoisotopic): 412.1886

AlogP: 4.96

#Rotatable Bonds: 10

Polar Surface Area: 63.22

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.46

CX LogD: 4.46

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.31

Np Likeness Score: 0.43

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