3-(5-isopropoxy-2-pyridyl)-N-(3-isopropyl-2-pyridyl)-1,2,4-thiadiazol-5-amine

ID: ALA5201868

PubChem CID: 155230804

Max Phase: Preclinical

Molecular Formula: C18H21N5OS

Molecular Weight: 355.47

Names and Identifiers

Canonical SMILES:  CC(C)Oc1ccc(-c2nsc(Nc3ncccc3C(C)C)n2)nc1

Standard InChI:  InChI=1S/C18H21N5OS/c1-11(2)14-6-5-9-19-16(14)21-18-22-17(23-25-18)15-8-7-13(10-20-15)24-12(3)4/h5-12H,1-4H3,(H,19,21,22,23)

Standard InChI Key:  FDYZBYYGIIIVAF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.9539    0.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4659   -0.3276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1050   -0.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6206    1.0915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8018    1.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2492    0.5689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4160    1.7254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3907    1.8955    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2076    0.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2076   -0.3255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9216   -0.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6357    0.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9216    0.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3482   -0.7395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3482   -1.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7763   -1.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9187   -1.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 25 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5201868

   ---

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: 355.47

Molecular Weight (Monoisotopic): 355.1467

AlogP: 4.65

#Rotatable Bonds: 6

Polar Surface Area: 72.82

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.35

CX Basic pKa: 3.04

CX LogP: 4.86

CX LogD: 3.89

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.69

Np Likeness Score: -1.68

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