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

ID: ALA2270910

PubChem CID: 11092284

Max Phase: Preclinical

Molecular Formula: C20H12Cl2F3N5OS

Molecular Weight: 498.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)c(-c2nnc(Nc3cccc(C(F)(F)F)c3)s2)nn1-c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C20H12Cl2F3N5OS/c1-10-7-16(31)17(29-30(10)15-6-5-12(21)9-14(15)22)18-27-28-19(32-18)26-13-4-2-3-11(8-13)20(23,24)25/h2-9H,1H3,(H,26,28)

Standard InChI Key:  YFMBGURPJWBCQQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   21.3315  -24.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9188  -25.4342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3324  -26.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1630  -26.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5719  -25.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4011  -25.4351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8160  -26.1549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6445  -26.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0570  -25.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6434  -24.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8163  -24.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8821  -25.4369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0574  -26.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7536  -27.6414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3921  -28.1639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0856  -27.7176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8759  -26.9190    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.8646  -28.0151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9941  -28.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3481  -29.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4731  -30.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2366  -30.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8819  -29.9565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7601  -29.1390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4053  -24.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5785  -26.8644    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.0938  -25.4322    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.6494  -30.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7713  -31.0749    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.2952  -29.7454    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.3594  -30.6677    0.0000 F   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
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
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 10 13  2  0
  9 14  1  0
 14 15  2  0
 15 16  1  0
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 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 12 26  1  0
  5 27  1  0
  3 28  1  0
 24 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270910

   1-(2,4-Dichlorophenyl)-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: 498.32

Molecular Weight (Monoisotopic): 497.0092

AlogP: 6.13

#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: 6.61

CX LogD: 6.61

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.37

Np Likeness Score: -2.28

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