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

ID: ALA2270906

PubChem CID: 10896759

Max Phase: Preclinical

Molecular Formula: C20H11Cl3F3N5OS

Molecular Weight: 532.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)c(-c2nnc(Nc3cccc(C(F)(F)F)c3)s2)nn1-c1cc(Cl)c(Cl)cc1Cl

Standard InChI:  InChI=1S/C20H11Cl3F3N5OS/c1-9-5-16(32)17(30-31(9)15-8-13(22)12(21)7-14(15)23)18-28-29-19(33-18)27-11-4-2-3-10(6-11)20(24,25)26/h2-8H,1H3,(H,27,29)

Standard InChI Key:  WHLLPEZRJDILRC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   22.4787  -16.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6471  -16.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2345  -17.5165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6481  -18.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4786  -18.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8875  -17.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7167  -17.5173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1316  -18.2372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9599  -18.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3724  -17.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9589  -16.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1319  -16.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1974  -17.5191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3729  -18.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0691  -19.7235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7076  -20.2460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4010  -19.7996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1913  -19.0012    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.1799  -20.0971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3095  -20.9201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6634  -21.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7885  -22.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5519  -22.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1972  -22.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0754  -21.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7208  -16.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9648  -22.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0866  -23.1569    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.6105  -21.8274    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.6746  -22.7497    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.8940  -18.9465    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.4095  -17.5144    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.2359  -16.0905    0.0000 Cl  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
 11 12  2  0
 12  7  1  0
 10 13  2  0
  9 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  1  0
 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
 24 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
  5 31  1  0
  3 32  1  0
  2 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270906

   6-Methyl-1-(2,4,5-trichlorophenyl)-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: 532.76

Molecular Weight (Monoisotopic): 530.9702

AlogP: 6.78

#Rotatable Bonds: 4

Polar Surface Area: 72.70

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.40

CX Basic pKa: ┄

CX LogP: 7.21

CX LogD: 7.21

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.29

Np Likeness Score: -2.06

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