(E)-3-hydroxy-7-(4-methoxystyryl)-2-naphthoate

ID: ALA4568188

PubChem CID: 155560564

Max Phase: Preclinical

Molecular Formula: C20H16O4

Molecular Weight: 320.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/c2ccc3cc(O)c(C(=O)O)cc3c2)cc1

Standard InChI:  InChI=1S/C20H16O4/c1-24-17-8-5-13(6-9-17)2-3-14-4-7-15-12-19(21)18(20(22)23)11-16(15)10-14/h2-12,21H,1H3,(H,22,23)/b3-2+

Standard InChI Key:  OFTLJCGMLSPKLQ-NSCUHMNNSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   25.4182  -20.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4170  -21.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1251  -21.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1233  -19.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8319  -20.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8327  -21.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5412  -21.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2495  -21.0763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2447  -20.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5356  -19.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7077  -19.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7075  -19.0405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0001  -20.2664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7090  -21.4922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9499  -19.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6601  -20.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3653  -19.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0733  -20.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7780  -19.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7735  -19.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0583  -18.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3565  -19.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4781  -18.5963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.1888  -18.9996    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
 20 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4568188

   ---

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: 0.26

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