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

ID: ALA4462994

PubChem CID: 155529486

Max Phase: Preclinical

Molecular Formula: C21H28O6

Molecular Weight: 376.45

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H28O6/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/h6-7,10-14,22-23H,8-9H2,1-5H3

Standard InChI Key:  BMGFPMOVVJSUPC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.6027  -12.0457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6016  -12.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3163  -13.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0328  -12.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0300  -12.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3145  -11.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7428  -11.6268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4589  -12.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4586  -12.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1737  -13.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8877  -12.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8819  -12.0245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1662  -11.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1588  -10.7935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8695  -10.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3121  -10.8079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8881  -11.6334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8879  -10.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3161  -14.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6016  -14.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6042  -13.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6084  -14.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6013  -15.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3250  -14.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0253  -10.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8961  -14.5037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8872  -14.1105    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  1  0
 20 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4462994

   ---

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: 3.35

#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: 2.88

CX LogD: 2.88

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: 0.52

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