N-(5-methoxypyridin-2-yl)-3-(pyridin-2-yl)-1,2,4-thiadiazol-5-amine

ID: ALA5206302

PubChem CID: 155230713

Max Phase: Preclinical

Molecular Formula: C13H11N5OS

Molecular Weight: 285.33

Names and Identifiers

Canonical SMILES:  COc1ccc(Nc2nc(-c3ccccn3)ns2)nc1

Standard InChI:  InChI=1S/C13H11N5OS/c1-19-9-5-6-11(15-8-9)16-13-17-12(18-20-13)10-4-2-3-7-14-10/h2-8H,1H3,(H,15,16,17,18)

Standard InChI Key:  APKDVSXQQFZYAY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -2.5020   -0.1977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0636    0.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4642    1.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3067    1.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7469    0.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3445   -0.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2248    0.4159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8010   -0.3123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0226   -0.1342    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0971    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6631    1.0442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8268    1.1205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5579    0.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5579   -0.1422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2877   -0.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0175   -0.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0175    0.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2877    1.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7469   -0.5652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7469   -1.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  7  2  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
 12 10  1  0
 13 12  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 13  2  0
 19 16  1  0
 20 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5206302

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 285.33

Molecular Weight (Monoisotopic): 285.0684

AlogP: 2.75

#Rotatable Bonds: 4

Polar Surface Area: 72.82

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.67

CX Basic pKa: 2.12

CX LogP: 2.87

CX LogD: 2.69

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: -2.04

References

1. Hawryluk N, Robinson D, Shen Y, Kyne G, Bedore M, Menon S, Canan S, von Geldern T, Townson S, Gokool S, Ehrens A, Koschel M, Lhermitte-Vallarino N, Martin C, Hoerauf A, Hernandez G, Dalvie D, Specht S, Hübner MP, Scandale I..  (2022)  Discovery of Substituted Di(pyridin-2-yl)-1,2,4-thiadiazol-5-amines as Novel Macrofilaricidal Compounds for the Treatment of Human Filarial Infections.,  65  (16.0): [PMID:35972896] [10.1021/acs.jmedchem.2c00960]

Source

Source(1):

• Scientific Literature