2-((S)-3-Hydroxy-piperidin-1-yl)-1H-pyrrolo[3,2-b]pyridine-3-carbonitrile

ID: ALA59388

PubChem CID: 9881289

Max Phase: Preclinical

Molecular Formula: C13H14N4O

Molecular Weight: 242.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1c(N2CCC[C@H](O)C2)[nH]c2cccnc12

Standard InChI:  InChI=1S/C13H14N4O/c14-7-10-12-11(4-1-5-15-12)16-13(10)17-6-2-3-9(18)8-17/h1,4-5,9,16,18H,2-3,6,8H2/t9-/m0/s1

Standard InChI Key:  CVUKCWHDPHFTBD-VIFPVBQESA-N

Molfile:  

     RDKit          2D

 18 20  0  0  1  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
    4.0667   -2.8375    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
    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
    4.4750   -2.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4792   -3.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3042   -2.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7167   -1.4042    0.0000 O   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
    5.3000   -3.5500    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
    5.7167   -2.8375    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
  2  1  2  0
  3  1  1  0
  4  1  1  0
  5  2  1  0
  6  3  1  0
  7  2  1  0
  8  7  3  0
  9  5  2  0
 10  4  1  0
 11  4  1  0
 12 10  1  0
 12 13  1  1
 14  6  2  0
 15 11  1  0
 16  9  1  0
 17 15  1  0
 18 14  1  0
  6  5  1  0
 17 12  1  0
 18 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA59388

   2-((S)-3-Hydroxy-piperidin-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: 242.28

Molecular Weight (Monoisotopic): 242.1168

AlogP: 1.40

#Rotatable Bonds: 1

Polar Surface Area: 75.94

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.37

CX Basic pKa: 2.58

CX LogP: 1.07

CX LogD: 1.07

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.79

Np Likeness Score: -0.93

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