1-(4-(5-(1-Hydroxypropyl)-2,3-dimethoxyphenoxy)-3-methoxyphenyl)propan-1-ol

ID: ALA4567698

PubChem CID: 155560633

Max Phase: Preclinical

Molecular Formula: C21H28O6

Molecular Weight: 376.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(O)c1ccc(Oc2cc(C(O)CC)cc(OC)c2OC)c(OC)c1

Standard InChI:  InChI=1S/C21H28O6/c1-6-15(22)13-8-9-17(18(10-13)24-3)27-20-12-14(16(23)7-2)11-19(25-4)21(20)26-5/h8-12,15-16,22-23H,6-7H2,1-5H3

Standard InChI Key:  NATQNEQRCGOPTM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   24.2315  -11.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2304  -12.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9452  -13.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6617  -12.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6588  -11.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9435  -11.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3717  -11.3810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0877  -11.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0874  -12.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8026  -13.0232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5165  -12.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5108  -11.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7950  -11.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7876  -10.5477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4984  -10.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9409  -10.5620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5170  -11.3874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5168  -10.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9450  -13.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2304  -14.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2331  -13.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2372  -13.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2302  -15.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9538  -14.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6542  -10.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6594  -14.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9454  -12.6006    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
 19 26  1  0
 21 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4567698

   ---

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: 376.45

Molecular Weight (Monoisotopic): 376.1886

AlogP: 4.39

#Rotatable Bonds: 9

Polar Surface Area: 77.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.34

CX LogD: 3.34

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.68

Np Likeness Score: 0.38

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