1-(5-hydroxy-2,4-dimethoxyphenyl)-3-(4-hydroxy-3-methoxyphenyl)propane

ID: ALA2409061

PubChem CID: 71746437

Max Phase: Preclinical

Molecular Formula: C18H22O5

Molecular Weight: 318.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CCCc2cc(O)c(OC)cc2OC)ccc1O

Standard InChI:  InChI=1S/C18H22O5/c1-21-16-11-18(23-3)15(20)10-13(16)6-4-5-12-7-8-14(19)17(9-12)22-2/h7-11,19-20H,4-6H2,1-3H3

Standard InChI Key:  NMWAWBGKAOZSME-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   13.4781  -14.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4770  -15.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1850  -15.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8947  -15.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8918  -14.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1832  -13.8300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1848  -16.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4770  -16.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7703  -13.8305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6030  -15.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3101  -15.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0184  -15.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7255  -15.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4326  -15.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1391  -15.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1383  -14.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4250  -13.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7213  -14.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8448  -13.8246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8473  -15.4612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8482  -16.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0627  -14.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1808  -13.0129    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
  3  7  1  0
  7  8  1  0
  1  9  1  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 15 20  1  0
 20 21  1  0
  9 22  1  0
  6 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2409061

   5-[3-(4-Hydroxy-3-methoxyphenyl)propyl]-2,4-dimethoxyphenol

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 318.37

Molecular Weight (Monoisotopic): 318.1467

AlogP: 3.30

#Rotatable Bonds: 7

Polar Surface Area: 68.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.07

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.82

Np Likeness Score: 0.68

References

1. Moosophon P, Kanokmedhakul S, Kanokmedhakul K, Buayairaksa M, Noichan J, Poopasit K..  (2013)  Antiplasmodial and cytotoxic flavans and diarylpropanes from the stems of Combretum griffithii.,  76  (7): [PMID:23795891] [10.1021/np400266h]

Source

Source(1):

• Scientific Literature