6-Methoxy-2-(3,4,5-trimethoxybenzyl)naphthalen-1-ol

ID: ALA4530424

PubChem CID: 155545768

Max Phase: Preclinical

Molecular Formula: C21H22O5

Molecular Weight: 354.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(O)c(Cc3cc(OC)c(OC)c(OC)c3)ccc2c1

Standard InChI:  InChI=1S/C21H22O5/c1-23-16-7-8-17-14(12-16)5-6-15(20(17)22)9-13-10-18(24-2)21(26-4)19(11-13)25-3/h5-8,10-12,22H,9H2,1-4H3

Standard InChI Key:  VYFWBHVSCDXHCW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    4.2785   -1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2774   -2.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9854   -3.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9836   -1.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5693   -3.0311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8620   -2.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6900   -1.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6911   -2.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4055   -3.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1195   -2.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1144   -1.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3993   -1.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3947   -0.5684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8195   -1.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5298   -1.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5335   -2.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2430   -3.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9490   -2.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9411   -1.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2310   -1.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6447   -1.3508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3564   -1.7524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6599   -2.9909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6662   -3.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2478   -3.8182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5426   -4.2310    0.0000 C   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
 10 11  1  0
 11 12  2  0
 12  7  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 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
M  END

Alternative Forms

1. Parent:

   

   ALA4530424

   ---

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: 354.40

Molecular Weight (Monoisotopic): 354.1467

AlogP: 4.17

#Rotatable Bonds: 6

Polar Surface Area: 57.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.81

CX Basic pKa: ┄

CX LogP: 4.12

CX LogD: 4.12

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: 0.35

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