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

ID: ALA4522936

PubChem CID: 155543777

Max Phase: Preclinical

Molecular Formula: C20H16O4

Molecular Weight: 320.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1/C=C/c1ccc2cc(O)c(C(=O)O)cc2c1

Standard InChI:  InChI=1S/C20H16O4/c1-24-19-5-3-2-4-14(19)8-6-13-7-9-15-12-18(21)17(20(22)23)11-16(15)10-13/h2-12,21H,1H3,(H,22,23)/b8-6+

Standard InChI Key:  PDXNRWLWDUMCKY-SOFGYWHQSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   25.2613   -8.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2602   -9.1111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9682   -9.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9665   -7.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6751   -8.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6758   -9.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3844   -9.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0926   -9.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0879   -8.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3788   -7.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5509   -7.8846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5507   -7.0674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8432   -8.2933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5522   -9.5191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7931   -7.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5033   -8.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2085   -7.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9164   -8.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6212   -7.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6166   -7.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9015   -6.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1997   -7.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4877   -6.6462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4792   -5.8291    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
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4522936

   ---

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: 0.19

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