1-(2,4-dichlorophenyl)-3-(5-(2-fluorophenylamino)-1,3,4-thiadiazol-2-yl)-6-methylpyridazin-4(1H)-one

ID: ALA2270909

PubChem CID: 11812373

Max Phase: Preclinical

Molecular Formula: C19H12Cl2FN5OS

Molecular Weight: 448.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)c(-c2nnc(Nc3ccccc3F)s2)nn1-c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C19H12Cl2FN5OS/c1-10-8-16(28)17(26-27(10)15-7-6-11(20)9-12(15)21)18-24-25-19(29-18)23-14-5-3-2-4-13(14)22/h2-9H,1H3,(H,23,25)

Standard InChI Key:  ZHVVDMQYVHUDHX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   13.3494  -25.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5180  -25.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1053  -26.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5189  -26.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3494  -26.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7583  -26.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5874  -26.2043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0023  -26.9242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8307  -26.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2432  -26.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8296  -25.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0026  -25.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0682  -26.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2436  -27.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9399  -28.4106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5784  -28.9330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2717  -28.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0620  -27.6882    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.0507  -28.7842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1802  -29.6071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5342  -30.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6592  -30.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4227  -31.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0679  -30.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9461  -29.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5916  -24.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7648  -27.6335    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.2804  -26.2015    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.5916  -29.3943    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
 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
  5 27  1  0
  3 28  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270909

   1-(2,4-Dichlorophenyl)-3-[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]-6-methylpyridazin-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: 448.31

Molecular Weight (Monoisotopic): 447.0124

AlogP: 5.25

#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: 7.89

CX Basic pKa: ┄

CX LogP: 5.88

CX LogD: 5.76

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -2.40

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