2-Methoxy-6-(3,4,5-trimethoxybenzyl)naphthalene-1,5-diol

ID: ALA4525338

PubChem CID: 155543025

Max Phase: Preclinical

Molecular Formula: C21H22O6

Molecular Weight: 370.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(Cc2ccc3c(O)c(OC)ccc3c2O)cc(OC)c1OC

Standard InChI:  InChI=1S/C21H22O6/c1-24-16-8-7-14-15(20(16)23)6-5-13(19(14)22)9-12-10-17(25-2)21(27-4)18(11-12)26-3/h5-8,10-11,22-23H,9H2,1-4H3

Standard InChI Key:  KVLUXWPQCSTQJX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.1881   -2.5653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8962   -2.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8944   -1.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4801   -2.9734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7727   -2.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6008   -1.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6018   -2.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3163   -2.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0302   -2.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0251   -1.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3101   -1.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3055   -0.5106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7302   -1.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4405   -1.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4442   -2.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1537   -2.9433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8597   -2.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8518   -1.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1418   -1.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5554   -1.2931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.2672   -1.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5706   -2.9332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5770   -3.7503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1586   -3.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4533   -4.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8959   -3.7915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  8  2  0
  7  4  2  0
  4  1  1  0
  2  5  1  0
  5  6  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
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 18 19  1  0
 19 20  2  0
 20 15  1  0
 19 21  1  0
 21 22  1  0
 18 23  1  0
 23 24  1  0
 17 25  1  0
 25 26  1  0
  3 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4525338

   ---

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: 370.40

Molecular Weight (Monoisotopic): 370.1416

AlogP: 3.88

#Rotatable Bonds: 6

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: 9.33

CX Basic pKa: ┄

CX LogP: 3.82

CX LogD: 3.81

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: 0.49

References

1. Maguire CJ, Carlson GJ, Ford JW, Strecker TE, Hamel E, Trawick ML, Pinney KG..  (2019)  Synthesis and biological evaluation of structurally diverse α-conformationally restricted chalcones and related analogues.,  10  (8): [PMID:31534659] [10.1039/C9MD00127A]

Source

Source(1):

• Scientific Literature