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

ID: ALA303056

PubChem CID: 10035337

Max Phase: Preclinical

Molecular Formula: C10H10N4

Molecular Weight: 186.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1[nH]c2cccnc2c1C#N

Standard InChI:  InChI=1S/C10H10N4/c1-14(2)10-7(6-11)9-8(13-10)4-3-5-12-9/h3-5,13H,1-2H3

Standard InChI Key:  YXXSSFJVAKKUSO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
    3.1792    0.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6667   -0.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792   -0.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4000    0.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4000   -0.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4417    1.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6917    2.0208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4917   -0.2167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6792    0.6083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6792   -1.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667    0.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9042   -0.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9042    0.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9667   -0.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  1  1  0
  5  4  1  0
  6  1  1  0
  7  6  3  0
  8  2  1  0
  9  4  2  0
 10  5  2  0
 11  9  1  0
 12  8  1  0
 13  8  1  0
 14 11  2  0
  3  5  1  0
 14 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA303056

   2-Dimethylamino-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: 186.22

Molecular Weight (Monoisotopic): 186.0905

AlogP: 1.50

#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: 12.42

CX Basic pKa: 2.71

CX LogP: 1.29

CX LogD: 1.29

Aromatic Rings: 2

Heavy Atoms: 14

QED Weighted: 0.73

Np Likeness Score: -1.21

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