6-((Isobutyryloxy)methyl)-2-naphthoic acid

ID: ALA4559225

PubChem CID: 155557972

Max Phase: Preclinical

Molecular Formula: C16H16O4

Molecular Weight: 272.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C(=O)OCc1ccc2cc(C(=O)O)ccc2c1

Standard InChI:  InChI=1S/C16H16O4/c1-10(2)16(19)20-9-11-3-4-13-8-14(15(17)18)6-5-12(13)7-11/h3-8,10H,9H2,1-2H3,(H,17,18)

Standard InChI Key:  YGWSATHZEDVLSY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   25.1664   -7.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1653   -8.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8733   -8.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8715   -7.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5802   -7.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5809   -8.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2894   -8.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9977   -8.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9930   -7.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2839   -7.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4559   -8.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7485   -8.5837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4552   -9.8100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6982   -7.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4084   -7.7442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1136   -7.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8238   -7.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5290   -7.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8287   -8.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1086   -6.5141    0.0000 O   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  1  0
 11 13  2  0
  2 11  1  0
  9 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 16 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559225

   ---

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: 272.30

Molecular Weight (Monoisotopic): 272.1049

AlogP: 3.24

#Rotatable Bonds: 4

Polar Surface Area: 63.60

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.99

CX Basic pKa: ┄

CX LogP: 3.54

CX LogD: 0.37

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.87

Np Likeness Score: 0.11

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