(E)-6-(Pent-1-en-1-yl)-2-naphthoic acid

ID: ALA4533436

PubChem CID: 68029350

Max Phase: Preclinical

Molecular Formula: C16H16O2

Molecular Weight: 240.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC/C=C/c1ccc2cc(C(=O)O)ccc2c1

Standard InChI:  InChI=1S/C16H16O2/c1-2-3-4-5-12-6-7-14-11-15(16(17)18)9-8-13(14)10-12/h4-11H,2-3H2,1H3,(H,17,18)/b5-4+

Standard InChI Key:  KOPHOWIEMNWJGZ-SNAWJCMRSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    3.4407   -8.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4395   -8.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1476   -9.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1458   -7.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8544   -8.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8552   -8.9213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5637   -9.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2720   -8.9175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2672   -8.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5581   -7.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9725   -7.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6826   -8.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3878   -7.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0980   -8.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8032   -7.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7301   -9.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0228   -8.9262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7295  -10.1526    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
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 16 17  1  0
 16 18  2  0
  2 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533436

   6-[(E)-pent-1-enyl]naphthalene-2-carboxylic acid

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: 240.30

Molecular Weight (Monoisotopic): 240.1150

AlogP: 4.35

#Rotatable Bonds: 4

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.99

CX Basic pKa: ┄

CX LogP: 4.63

CX LogD: 1.47

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.86

Np Likeness Score: 0.54

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