6-(Isobutylcarbamoyl)-2-naphthoic acid

ID: ALA4534683

PubChem CID: 155547403

Max Phase: Preclinical

Molecular Formula: C16H17NO3

Molecular Weight: 271.32

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H17NO3/c1-10(2)9-17-15(18)13-5-3-12-8-14(16(19)20)6-4-11(12)7-13/h3-8,10H,9H2,1-2H3,(H,17,18)(H,19,20)

Standard InChI Key:  QKFSSAAQTMEWPK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   24.8362   -2.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8351   -3.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5431   -4.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5414   -2.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2500   -2.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2507   -3.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9593   -4.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6675   -3.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6628   -2.7919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9537   -2.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1257   -4.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4183   -3.6227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1250   -4.8491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3680   -2.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0782   -2.7833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7834   -2.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4936   -2.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1988   -2.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4986   -3.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3630   -1.5618    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:

   

   ALA4534683

   ---

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: 271.32

Molecular Weight (Monoisotopic): 271.1208

AlogP: 2.92

#Rotatable Bonds: 4

Polar Surface Area: 66.40

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.99

CX Basic pKa: ┄

CX LogP: 2.94

CX LogD: -0.23

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.90

Np Likeness Score: -0.48

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