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

ID: ALA4475521

PubChem CID: 155537884

Max Phase: Preclinical

Molecular Formula: C21H21NO7

Molecular Weight: 399.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(Cc2ccc3c([N+](=O)[O-])c(OC)ccc3c2O)cc(OC)c1OC

Standard InChI:  InChI=1S/C21H21NO7/c1-26-16-8-7-15-14(19(16)22(24)25)6-5-13(20(15)23)9-12-10-17(27-2)21(29-4)18(11-12)28-3/h5-8,10-11,23H,9H2,1-4H3

Standard InChI Key:  QWEBWSBCVTUOMT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.8823   -8.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812   -9.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5892   -9.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5874   -8.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1731   -9.9319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4657   -9.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2938   -8.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2949   -9.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0093   -9.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7232   -9.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7182   -8.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0031   -8.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9985   -7.4691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4232   -8.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1336   -8.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1373   -9.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8467   -9.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5528   -9.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5449   -8.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8348   -8.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2485   -8.2516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9602   -8.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2636   -9.8917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2700  -10.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8516  -10.7190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1463  -11.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5909  -10.7545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2984  -11.1633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8830  -11.1628    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
 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
 27 28  2  0
 27 29  1  0
  3 27  1  0
M  CHG  2  27   1  29  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4475521

   ---

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: 399.40

Molecular Weight (Monoisotopic): 399.1318

AlogP: 4.08

#Rotatable Bonds: 7

Polar Surface Area: 100.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.57

CX Basic pKa: ┄

CX LogP: 4.06

CX LogD: 4.03

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: 0.18

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