1-tert-butyl-5-formyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

ID: ALA4532532

Cas Number: 1221723-77-8

PubChem CID: 47002146

Max Phase: Preclinical

Molecular Formula: C13H13N3O

Molecular Weight: 227.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)n1cc(C#N)c2cc(C=O)cnc21

Standard InChI:  InChI=1S/C13H13N3O/c1-13(2,3)16-7-10(5-14)11-4-9(8-17)6-15-12(11)16/h4,6-8H,1-3H3

Standard InChI Key:  OTBGTILLAONBGQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    4.6225   -8.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8768   -7.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2139   -7.2144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8053   -8.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5555   -7.6975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7604   -7.5273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2143   -8.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4688   -8.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2633   -9.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9236   -9.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1238   -9.3502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2121   -6.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9190   -5.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5035   -5.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2056   -5.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1054   -9.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5850   -9.7987    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
  8 10  1  0
 10 11  2  0
  3 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 16 17  3  0
  1 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532532

   1-tert-butyl-5-formyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

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: 227.27

Molecular Weight (Monoisotopic): 227.1059

AlogP: 2.48

#Rotatable Bonds: 1

Polar Surface Area: 58.68

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.68

CX LogP: 2.07

CX LogD: 2.07

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.70

Np Likeness Score: -0.94

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