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

ID: ALA4514004

PubChem CID: 155539097

Max Phase: Preclinical

Molecular Formula: C22H26O4

Molecular Weight: 354.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CCc1ccc(Oc2cc(CC=C)cc(OC)c2OCC)c(OC)c1

Standard InChI:  InChI=1S/C22H26O4/c1-6-9-16-11-12-18(19(13-16)23-4)26-21-15-17(10-7-2)14-20(24-5)22(21)25-8-3/h6-7,11-15H,1-2,8-10H2,3-5H3

Standard InChI Key:  ZMFZQYAMPBNHEX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.9067   -4.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6148   -4.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3245   -4.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3216   -3.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6130   -2.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0278   -2.9570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.7370   -3.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7368   -4.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4452   -4.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1523   -4.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1466   -3.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4376   -2.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4303   -2.1317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1343   -1.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6106   -2.1459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2001   -2.9635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.1999   -2.1463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6146   -5.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9068   -5.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1992   -5.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8621   -4.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8663   -5.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1607   -5.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3170   -1.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3146   -0.9180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  6 16  1  0
  1 17  1  0
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  3 19  1  0
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 16 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514004

   ---

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: 354.45

Molecular Weight (Monoisotopic): 354.1831

AlogP: 5.35

#Rotatable Bonds: 10

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: 5.55

CX LogD: 5.55

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.54

Np Likeness Score: 0.24

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