4-Ethynyl-4-methyl-1-oxo-1,4-dihydronaphthalene-2-carbonitrile

ID: ALA3577130

PubChem CID: 122177483

Max Phase: Preclinical

Molecular Formula: C14H9NO

Molecular Weight: 207.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CC1(C)C=C(C#N)C(=O)c2ccccc21

Standard InChI:  InChI=1S/C14H9NO/c1-3-14(2)8-10(9-15)13(16)11-6-4-5-7-12(11)14/h1,4-8H,2H3

Standard InChI Key:  CEMDRILHOUAXQY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    2.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8926    1.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9319    2.0991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2434   -2.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5955   -2.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6486   -2.7823    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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 12 13  3  0
  9 12  1  0
  7 14  1  0
  7 15  1  0
 15 16  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA3577130

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 207.23

Molecular Weight (Monoisotopic): 207.0684

AlogP: 2.22

#Rotatable Bonds: ┄

Polar Surface Area: 40.86

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.32

CX LogD: 2.32

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.61

Np Likeness Score: 0.13

References

1. Li W, Zheng S, Higgins M, Morra RP, Mendis AT, Chien CW, Ojima I, Mierke DF, Dinkova-Kostova AT, Honda T..  (2015)  New Monocyclic, Bicyclic, and Tricyclic Ethynylcyanodienones as Activators of the Keap1/Nrf2/ARE Pathway and Inhibitors of Inducible Nitric Oxide Synthase.,  58  (11): [PMID:25965897] [10.1021/acs.jmedchem.5b00393]

Source

Source(1):

• Scientific Literature