1-allyl-1H-pyrrolo[2,3-b]pyridine-3,5-dicarbonitrile

ID: ALA4566794

PubChem CID: 129907722

Max Phase: Preclinical

Molecular Formula: C12H8N4

Molecular Weight: 208.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CCn1cc(C#N)c2cc(C#N)cnc21

Standard InChI:  InChI=1S/C12H8N4/c1-2-3-16-8-10(6-14)11-4-9(5-13)7-15-12(11)16/h2,4,7-8H,1,3H2

Standard InChI Key:  FUDDRRSGUJKPHR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    4.0983   -3.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3527   -2.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6897   -2.3278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2811   -3.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0313   -2.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2362   -2.6407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6902   -3.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9447   -4.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7392   -4.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6880   -1.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3948   -1.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3930   -0.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5812   -4.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0608   -4.9121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3972   -4.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8519   -5.2438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  1  2  2  0
  2  3  1  0
  3  5  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  3 10  1  0
 10 11  1  0
 11 12  2  0
 13 14  3  0
  1 13  1  0
 15 16  3  0
  8 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4566794

   ---

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: 208.22

Molecular Weight (Monoisotopic): 208.0749

AlogP: 1.97

#Rotatable Bonds: 2

Polar Surface Area: 65.40

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.89

CX LogD: 1.89

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.71

Np Likeness Score: -1.63

References

1. Stanton RA, Lu X, Detorio M, Montero C, Hammond ET, Ehteshami M, Domaoal RA, Nettles JH, Feraud M, Schinazi RF..  (2016)  Discovery, characterization, and lead optimization of 7-azaindole non-nucleoside HIV-1 reverse transcriptase inhibitors.,  26  (16): [PMID:27390064] [10.1016/j.bmcl.2016.06.065]

Source

Source(1):

• Scientific Literature