3a-Ethynyl-1,1-dimethyl-6-oxo-2,3,3a,6-tetrahydro-1H-indene-5-carbonitrile

ID: ALA3577129

PubChem CID: 122177482

Max Phase: Preclinical

Molecular Formula: C14H13NO

Molecular Weight: 211.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CC12C=C(C#N)C(=O)C=C1C(C)(C)CC2

Standard InChI:  InChI=1S/C14H13NO/c1-4-14-6-5-13(2,3)12(14)7-11(16)10(8-14)9-15/h1,7-8H,5-6H2,2-3H3

Standard InChI Key:  SGUQBHILIIKLEZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3560   -1.3452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6202    1.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6635    2.0821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4046    2.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4939    3.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9024   -2.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8923   -1.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  2  0
  1  4  1  0
  8  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  6  7  3  0
  3  6  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
  8 13  1  0
 13 14  3  0
 10 15  1  0
 10 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3577129

   ---

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: 211.26

Molecular Weight (Monoisotopic): 211.0997

AlogP: 2.39

#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: 2.33

CX LogD: 2.33

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.58

Np Likeness Score: 0.90

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]

2. Bensasson RV, Dinkova-Kostova AT, Zheng S, Saito A, Li W, Zoete V, Honda T..  (2016)  Electron affinity of tricyclic, bicyclic, and monocyclic compounds containing cyanoenones correlates with their potency as inducers of a cytoprotective enzyme.,  26  (17): [PMID:27460172] [10.1016/j.bmcl.2016.07.028]

Source

Source(1):

• Scientific Literature