1-(2,4-dimethylphenyl)-6-methyl-3-(5-(3-(trifluoromethyl)phenylamino)-1,3,4-thiadiazol-2-yl)pyridazin-4(1H)-one

ID: ALA2270907

PubChem CID: 10928581

Max Phase: Preclinical

Molecular Formula: C22H18F3N5OS

Molecular Weight: 457.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-n2nc(-c3nnc(Nc4cccc(C(F)(F)F)c4)s3)c(=O)cc2C)c(C)c1

Standard InChI:  InChI=1S/C22H18F3N5OS/c1-12-7-8-17(13(2)9-12)30-14(3)10-18(31)19(29-30)20-27-28-21(32-20)26-16-6-4-5-15(11-16)22(23,24)25/h4-11H,1-3H3,(H,26,28)

Standard InChI Key:  RKBLJQYLLYUISO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   31.8304  -15.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4178  -16.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8313  -17.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.8998  -16.5798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3147  -17.2997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1432  -17.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.3150  -15.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3807  -16.5816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   36.3745  -18.0637    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.3632  -19.1597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   36.8467  -20.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9717  -21.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7352  -21.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3805  -21.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2586  -20.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9041  -15.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1480  -21.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2699  -22.2193    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.7936  -20.8899    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.8578  -21.8122    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.0772  -18.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5928  -16.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
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  6  1  1  0
  6  7  1  0
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  8  9  2  0
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 20 21  2  0
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 23 24  1  0
 24 25  2  0
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 12 26  1  0
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 27 28  1  0
 27 29  1  0
 27 30  1  0
  5 31  1  0
  3 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270907

   1-(2,4-Dimethylphenyl)-6-methyl-3-[5-[3-(trifluoromethyl)anilino]-1,3,4-thiadiazol-2-yl]pyridazin-4-one

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: 457.48

Molecular Weight (Monoisotopic): 457.1184

AlogP: 5.44

#Rotatable Bonds: 4

Polar Surface Area: 72.70

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.40

CX Basic pKa: ┄

CX LogP: 6.43

CX LogD: 6.43

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -2.18

References

1. Zou XJ, Jin GY, Zhang ZX..  (2002)  Synthesis, fungicidal activity, and QSAR of pyridazinonethiadiazoles.,  50  (6): [PMID:11879019] [10.1021/jf0109266]

2. Zou XJ, Lai LH, Jin GY, Zhang ZX..  (2002)  Synthesis, fungicidal activity, and 3D-QSAR of pyridazinone-substituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles.,  50  (13): [PMID:12059155] [10.1021/jf0201677]

Source

Source(1):

• Scientific Literature