methyl 2-(2-chloro-5-(1,3-dithioxotetrahydro-1H-[1,2,4]triazolo[1,2-a]pyridazin-2(3H)-yl)-4-fluorophenylthio)acetate

ID: ALA2268925

PubChem CID: 76330433

Max Phase: Preclinical

Molecular Formula: C15H15ClFN3O2S3

Molecular Weight: 419.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)CSc1cc(-n2c(=S)n3n(c2=S)CCCC3)c(F)cc1Cl

Standard InChI:  InChI=1S/C15H15ClFN3O2S3/c1-22-13(21)8-25-12-7-11(10(17)6-9(12)16)20-14(23)18-4-2-3-5-19(18)15(20)24/h6-7H,2-5,8H2,1H3

Standard InChI Key:  BGRIWKPFKRVOAX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    2.7157  -26.3854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7157  -27.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4210  -27.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4210  -25.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1263  -26.3854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1308  -27.2036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9103  -27.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3877  -26.7875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9030  -26.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1512  -25.3497    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1671  -28.2279    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2048  -26.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6134  -27.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4299  -27.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8353  -26.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4184  -26.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6033  -26.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6525  -26.7700    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.2067  -28.1991    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.8205  -25.3565    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.6377  -25.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0399  -24.6377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8570  -24.6302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6248  -23.9337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2720  -25.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  9 10  2  0
  7 11  2  0
  8 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
 13 19  1  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2268925

   Methyl 2-[5-[1,3-bis(sulfanylidene)-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,2-a]pyridazin-2-yl]-2-chloro-4-fluorophenyl]sulfanylacetate

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: 419.96

Molecular Weight (Monoisotopic): 418.9999

AlogP: 4.39

#Rotatable Bonds: 4

Polar Surface Area: 41.09

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.93

CX LogD: 3.93

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.42

Np Likeness Score: -1.35

References

1. IHARA T, IIDA T, TAKASUKA S, KOHNO H, SATO Y, NICOLAUS B, BOGER P, WAKABAYASHI K.  (1995)  Peroxidizing Phytotoxic Activity of 1, 3, 4-Thiadiazolidine-2-thiones and 1, 2, 4-Triazolidine-3, 5-dithiones,  20  (1): [10.1584/jpestics.20.41]

Source

Source(1):

• Scientific Literature