2-Methoxy-5-(3,4,5-trimethoxy-benzyloxy)-benzaldehyde

ID: ALA150582

PubChem CID: 44367259

Max Phase: Preclinical

Molecular Formula: C18H20O6

Molecular Weight: 332.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(OCc2cc(OC)c(OC)c(OC)c2)cc1C=O

Standard InChI:  InChI=1S/C18H20O6/c1-20-15-6-5-14(9-13(15)10-19)24-11-12-7-16(21-2)18(23-4)17(8-12)22-3/h5-10H,11H2,1-4H3

Standard InChI Key:  WTVHSLUOAOXLAF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   -2.4250   -0.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1458   -0.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1125    0.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -0.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542   -0.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125    0.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5458   -0.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -0.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2250   -0.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4792    0.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792    0.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1375   -1.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542   -0.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458   -0.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0333   -0.2167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6250   -0.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3958    0.7958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4625   -1.2792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5375   -1.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.9042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3125    0.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1833   -1.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9958    0.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -1.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  8  2  0
  5 12  2  0
  6  3  2  0
  7  2  1  0
  8 13  1  0
  9  6  1  0
 10  4  1  0
 11 10  2  0
 12 19  1  0
 13 14  1  0
 14 16  1  0
 15  1  1  0
 16  9  1  0
 17  3  1  0
 18  2  1  0
 19 13  2  0
 20  5  1  0
 21 15  1  0
 22 18  1  0
 23 17  1  0
 24 20  1  0
  9  7  2  0
  5  4  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA150582

   2-Methoxy-5-(3,4,5-trimethoxy-benzyloxy)-benzaldehyde

Molecule Features

Natural Product: No

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: 332.35

Molecular Weight (Monoisotopic): 332.1260

AlogP: 3.11

#Rotatable Bonds: 8

Polar Surface Area: 63.22

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.62

CX LogD: 2.62

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.69

Np Likeness Score: -0.07

References

1. Lawrence NJ, Rennison D, Woo M, McGown AT, Hadfield JA..  (2001)  Antimitotic and cell growth inhibitory properties of combretastatin A-4-like ethers.,  11  (1): [PMID:11140732] [10.1016/s0960-894x(00)00596-5]

2. Ducki S, Mackenzie G, Lawrence NJ, Snyder JP..  (2005)  Quantitative structure-activity relationship (5D-QSAR) study of combretastatin-like analogues as inhibitors of tubulin assembly.,  48  (2): [PMID:15658859] [10.1021/jm049444m]

Source

Source(1):

• Scientific Literature