3-[5-[(1-cyclopropyl-4-piperidinyl)oxy]-2-pyridyl]-N-(3-methyl-2-pyridyl)-1,2,4-thiadiazol-5-amine

ID: ALA5196777

PubChem CID: 155230453

Max Phase: Preclinical

Molecular Formula: C21H24N6OS

Molecular Weight: 408.53

Names and Identifiers

Canonical SMILES:  Cc1cccnc1Nc1nc(-c2ccc(OC3CCN(C4CC4)CC3)cn2)ns1

Standard InChI:  InChI=1S/C21H24N6OS/c1-14-3-2-10-22-19(14)24-21-25-20(26-29-21)18-7-6-17(13-23-18)28-16-8-11-27(12-9-16)15-4-5-15/h2-3,6-7,10,13,15-16H,4-5,8-9,11-12H2,1H3,(H,22,24,25,26)

Standard InChI Key:  XXZUVEGAODGIGG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.9436   -3.3571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2888    0.0738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1554    1.4089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1554    2.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9334    2.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9334    3.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3774    3.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3774    2.7570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5560    2.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 28  1  0
 28 23  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5196777

   ---

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: 408.53

Molecular Weight (Monoisotopic): 408.1732

AlogP: 4.05

#Rotatable Bonds: 6

Polar Surface Area: 76.06

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.50

CX Basic pKa: 8.48

CX LogP: 2.00

CX LogD: 2.08

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.66

Np Likeness Score: -1.55

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