5-Allyl-1-(4-allyl-2-methoxyphenoxy)-2-(allyloxy)-3-methoxybenzene

ID: ALA4465175

PubChem CID: 155530903

Max Phase: Preclinical

Molecular Formula: C23H26O4

Molecular Weight: 366.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CCOc1c(OC)cc(CC=C)cc1Oc1ccc(CC=C)cc1OC

Standard InChI:  InChI=1S/C23H26O4/c1-6-9-17-11-12-19(20(14-17)24-4)27-22-16-18(10-7-2)15-21(25-5)23(22)26-13-8-3/h6-8,11-12,14-16H,1-3,9-10,13H2,4-5H3

Standard InChI Key:  UNJMUQXUKQIYER-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   24.1335  -13.4983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8415  -13.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5512  -13.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5483  -12.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8397  -12.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2545  -12.2639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9638  -12.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9635  -13.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6719  -13.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3791  -13.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3733  -12.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6644  -12.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6570  -11.4386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3611  -11.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8373  -11.4528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4268  -12.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4266  -11.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8413  -14.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1335  -15.1329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4259  -14.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0888  -13.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0930  -14.7014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3874  -15.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5438  -11.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5413  -10.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2478   -9.8142    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
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 14 15  1  0
  6 16  1  0
  1 17  1  0
 17 18  1  0
  3 19  1  0
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 20 21  2  0
 11 22  1  0
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 23 24  2  0
 16 25  1  0
 25 26  1  0
 26 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4465175

   ---

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: 366.46

Molecular Weight (Monoisotopic): 366.1831

AlogP: 5.52

#Rotatable Bonds: 11

Polar Surface Area: 36.92

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.93

CX LogD: 5.93

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.49

Np Likeness Score: 0.31

References

1. Ferreira DD, Sousa FS, Costa-Silva TA, Reimão JQ, Torrecilhas AC, Johns DM, Sear CE, Honorio KM, Lago JHG, Anderson EA, Tempone AG, Tempone AG..  (2019)  Dehydrodieugenol B derivatives as antiparasitic agents: Synthesis and biological activity against Trypanosoma cruzi.,  176  [PMID:31103897] [10.1016/j.ejmech.2019.05.001]

2. de Sousa FS,Baldim JL,Azevedo RA,Figueiredo CR,Pieper P,Sear CE,Anderson EA,Lago JHG.  (2020)  Structure-activity relationship study of cytotoxic neolignan derivatives using multivariate analysis and computation-aided drug design.,  30  (16): [PMID:32631547] [10.1016/j.bmcl.2020.127349]

Source

Source(1):

• Scientific Literature