2-Amino-6-((2-hydroxyethyl)amino)-4-(pyridin-3-yl)pyridine-3,5-dicarbonitrile

ID: ALA4541251

PubChem CID: 155551596

Max Phase: Preclinical

Molecular Formula: C14H12N6O

Molecular Weight: 280.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1c(N)nc(NCCO)c(C#N)c1-c1cccnc1

Standard InChI:  InChI=1S/C14H12N6O/c15-6-10-12(9-2-1-3-18-8-9)11(7-16)14(19-4-5-21)20-13(10)17/h1-3,8,21H,4-5H2,(H3,17,19,20)

Standard InChI Key:  PBLMBFZMZGQHIP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    4.8687  -22.1756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8676  -22.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5756  -23.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2853  -22.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2824  -22.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5738  -21.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5714  -20.9495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9864  -21.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6925  -21.3483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5784  -24.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5782  -25.0344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1595  -23.4031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4522  -22.9940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7441  -23.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9901  -23.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9901  -24.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6976  -24.6271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4056  -24.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4017  -23.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6936  -22.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367  -22.9929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  8  9  3  0
  5  8  1  0
 10 11  3  0
  3 10  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  4 15  1  0
 14 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4541251

   ---

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: 280.29

Molecular Weight (Monoisotopic): 280.1073

AlogP: 0.87

#Rotatable Bonds: 4

Polar Surface Area: 131.64

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.46

CX LogP: 0.04

CX LogD: 0.04

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.76

Np Likeness Score: -1.16

References

1. Betti M, Catarzi D, Varano F, Falsini M, Varani K, Vincenzi F, Pasquini S, di Cesare Mannelli L, Ghelardini C, Lucarini E, Dal Ben D, Spinaci A, Bartolucci G, Menicatti M, Colotta V..  (2019)  Modifications on the Amino-3,5-dicyanopyridine Core To Obtain Multifaceted Adenosine Receptor Ligands with Antineuropathic Activity.,  62  (15): [PMID:31306001] [10.1021/acs.jmedchem.9b00106]

Source

Source(1):

• Scientific Literature