1-(3,4-Dimethoxy-5-(2-methoxy-4-(2-oxopropyl)phenoxy)phenyl)propan-2-one

ID: ALA4554260

PubChem CID: 155556499

Max Phase: Preclinical

Molecular Formula: C21H24O6

Molecular Weight: 372.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(CC(C)=O)ccc1Oc1cc(CC(C)=O)cc(OC)c1OC

Standard InChI:  InChI=1S/C21H24O6/c1-13(22)8-15-6-7-17(18(10-15)24-3)27-20-12-16(9-14(2)23)11-19(25-4)21(20)26-5/h6-7,10-12H,8-9H2,1-5H3

Standard InChI Key:  DOEYSAQHPSBCIB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   34.7581   -3.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7570   -4.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4650   -4.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1747   -4.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1718   -3.6944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4632   -3.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8780   -3.2831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.5872   -3.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5870   -4.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2954   -4.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0025   -4.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9968   -3.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2878   -3.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2805   -2.4577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9845   -2.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4608   -2.4719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0503   -3.2895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0501   -2.4723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4648   -5.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7570   -6.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7123   -4.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7165   -5.7206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7568   -6.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4263   -6.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1673   -2.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0109   -6.1328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0494   -5.7433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 13 14  1  0
 14 15  1  0
  6 16  1  0
  1 17  1  0
 17 18  1  0
  3 19  1  0
 19 20  1  0
 11 21  1  0
 21 22  1  0
 20 23  1  0
 22 24  1  0
 16 25  1  0
 22 26  2  0
 20 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554260

   ---

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: 372.42

Molecular Weight (Monoisotopic): 372.1573

AlogP: 3.77

#Rotatable Bonds: 9

Polar Surface Area: 71.06

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.67

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]

Source

Source(1):

• Scientific Literature