(E)-3-Hydroxy-7-(3-methoxystyryl)-2-naphthoic acid

ID: ALA4539413

PubChem CID: 155549819

Max Phase: Preclinical

Molecular Formula: C20H16O4

Molecular Weight: 320.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(/C=C/c2ccc3cc(O)c(C(=O)O)cc3c2)c1

Standard InChI:  InChI=1S/C20H16O4/c1-24-17-4-2-3-13(10-17)5-6-14-7-8-15-12-19(21)18(20(22)23)11-16(15)9-14/h2-12,21H,1H3,(H,22,23)/b6-5+

Standard InChI Key:  UGWIUNSRCDANQI-AATRIKPKSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   25.2036  -12.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2024  -13.6923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9105  -14.1013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9087  -12.4639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6173  -12.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6181  -13.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3266  -14.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0349  -13.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0301  -12.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3210  -12.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4931  -12.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4929  -11.6486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7855  -12.8746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4944  -14.1004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7353  -12.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4455  -12.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1507  -12.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8587  -12.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5634  -12.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5588  -11.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8437  -11.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1419  -11.6287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8358  -10.3970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5396   -9.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 11 12  2  0
 11 13  1  0
  1 11  1  0
  2 14  1  0
  9 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 21 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539413

   ---

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: 320.34

Molecular Weight (Monoisotopic): 320.1049

AlogP: 4.42

#Rotatable Bonds: 4

Polar Surface Area: 66.76

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.69

CX Basic pKa: ┄

CX LogP: 5.15

CX LogD: 1.65

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.70

Np Likeness Score: 0.14

References

1. Irvine MW, Fang G, Sapkota K, Burnell ES, Volianskis A, Costa BM, Culley G, Collingridge GL, Monaghan DT, Jane DE..  (2019)  Investigation of the structural requirements for N-methyl-D-aspartate receptor positive and negative allosteric modulators based on 2-naphthoic acid.,  164  [PMID:30622023] [10.1016/j.ejmech.2018.12.054]

Source

Source(1):

• Scientific Literature