6-(Isobutoxycarbonyl)-2-naphthoic acid

ID: ALA4546130

PubChem CID: 138486712

Max Phase: Preclinical

Molecular Formula: C16H16O4

Molecular Weight: 272.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)COC(=O)c1ccc2cc(C(=O)O)ccc2c1

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

Standard InChI Key:  XIORUPBPJHCDSM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   25.0426  -19.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0415  -20.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7495  -20.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7477  -19.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4563  -19.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4571  -20.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1656  -20.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8739  -20.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8692  -19.5814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1601  -19.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3321  -20.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6247  -20.4123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3314  -21.6387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5744  -19.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2845  -19.5728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9898  -19.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6999  -19.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4051  -19.1513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7049  -20.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5694  -18.3514    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
 14 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4546130

   ---

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: 3.35

#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: 3.87

CX LogD: 0.70

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.87

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