2-Azepan-1-yl-1H-pyrrolo[3,2-b]pyridine-3-carbonitrile

ID: ALA61989

PubChem CID: 10083014

Max Phase: Preclinical

Molecular Formula: C14H16N4

Molecular Weight: 240.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1c(N2CCCCCC2)[nH]c2cccnc12

Standard InChI:  InChI=1S/C14H16N4/c15-10-11-13-12(6-5-7-16-13)17-14(11)18-8-3-1-2-4-9-18/h5-7,17H,1-4,8-9H2

Standard InChI Key:  DXERLGMEXBZTLS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    3.2417   -2.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7542   -2.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7542   -3.5042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9750   -2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0667   -2.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9750   -3.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0167   -1.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2818   -0.6091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542   -2.0167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4167   -2.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4292   -3.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542   -3.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417   -2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417   -3.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2292   -1.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2375   -3.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8750   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8750   -3.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  2  1  0
  5  1  1  0
  6  3  1  0
  7  2  1  0
  8  7  3  0
  9  4  2  0
 10  5  1  0
 11  5  1  0
 12  6  2  0
 13  9  1  0
 14 12  1  0
 15 10  1  0
 16 11  1  0
 17 15  1  0
 18 16  1  0
  6  4  1  0
 18 17  1  0
 14 13  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA61989

   2-Azepan-1-yl-1H-pyrrolo[3,2-b]pyridine-3-carbonitrile

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: 240.31

Molecular Weight (Monoisotopic): 240.1375

AlogP: 2.81

#Rotatable Bonds: 1

Polar Surface Area: 55.71

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.38

CX Basic pKa: 2.59

CX LogP: 2.59

CX LogD: 2.59

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.83

Np Likeness Score: -1.20

References

1. Turner SC, Carroll WA, White TK, Gopalakrishnan M, Coghlan MJ, Shieh CC, Zhang XF, Parihar AS, Buckner SA, Milicic I, Sullivan JP..  (2003)  The discovery of a new class of large-conductance Ca2+-activated K+ channel opener targeted for overactive bladder: synthesis and structure-activity relationships of 2-amino-4-azaindoles.,  13  (12): [PMID:12781183] [10.1016/s0960-894x(03)00324-x]

Source

Source(1):

• Scientific Literature