4-(3-Hydroxypropyl)-2-(4-(3-hydroxypropyl)-2-methoxyphenoxy)-6-methoxyphenol

ID: ALA4516404

PubChem CID: 101052649

Max Phase: Preclinical

Molecular Formula: C20H26O6

Molecular Weight: 362.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(CCCO)ccc1Oc1cc(CCCO)cc(OC)c1O

Standard InChI:  InChI=1S/C20H26O6/c1-24-17-11-14(5-3-9-21)7-8-16(17)26-19-13-15(6-4-10-22)12-18(25-2)20(19)23/h7-8,11-13,21-23H,3-6,9-10H2,1-2H3

Standard InChI Key:  RKWMPFMPGQRKBC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   23.5020   -4.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2100   -4.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9197   -4.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9169   -3.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2083   -3.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6230   -3.2171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3323   -3.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3320   -4.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0404   -4.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7476   -4.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7419   -3.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0329   -3.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0256   -2.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7296   -1.9768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2058   -2.4059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7953   -3.2235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7951   -2.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2098   -5.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5020   -6.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4574   -4.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4615   -5.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5018   -6.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1713   -6.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1755   -6.8767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7940   -7.3117    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
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 11 12  1  0
 12 13  2  0
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 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
 24 25  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4516404

   4-(3-Hydroxypropyl)-2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]-6-methoxyphenol

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: 362.42

Molecular Weight (Monoisotopic): 362.1729

AlogP: 3.05

#Rotatable Bonds: 10

Polar Surface Area: 88.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.35

CX Basic pKa: ┄

CX LogP: 2.79

CX LogD: 2.78

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.60

Np Likeness Score: 0.58

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