2-(4-chloro-2-fluoro-5-(prop-2-ynyloxy)phenyl)tetrahydro-1H-[1,2,4]triazolo[1,2-a]pyridazine-1,3(2H)-dithione

ID: ALA2268923

PubChem CID: 76319580

Max Phase: Preclinical

Molecular Formula: C15H13ClFN3OS2

Molecular Weight: 369.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCOc1cc(-n2c(=S)n3n(c2=S)CCCC3)c(F)cc1Cl

Standard InChI:  InChI=1S/C15H13ClFN3OS2/c1-2-7-21-13-9-12(11(17)8-10(13)16)20-14(22)18-5-3-4-6-19(18)15(20)23/h1,8-9H,3-7H2

Standard InChI Key:  UGUYBXRINHSHDV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   22.0518  -21.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0518  -21.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7571  -22.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7571  -20.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4623  -21.1273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4669  -21.9455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2464  -22.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7237  -21.5294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2391  -20.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4873  -20.0916    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.5032  -22.9698    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.5409  -21.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9495  -22.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7659  -22.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1714  -21.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7545  -20.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9394  -20.8175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9886  -21.5119    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.5428  -22.9410    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.1566  -20.0984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9738  -20.0910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3759  -19.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7792  -18.6675    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  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2268923

   2-(4-Chloro-2-fluoro-5-prop-2-ynoxyphenyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,2-a]pyridazine-1,3-dithione

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: 369.87

Molecular Weight (Monoisotopic): 369.0173

AlogP: 4.14

#Rotatable Bonds: 3

Polar Surface Area: 24.02

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.06

CX LogD: 4.06

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.60

Np Likeness Score: -1.48

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