methyl 2-(2-chloro-4-fluoro-5-(3-thioxotetrahydro-[1,3,4]thiadiazolo[3,4-a]pyridazin-1(3H)-ylideneamino)phenylthio)acetate

ID: ALA2268932

PubChem CID: 76319583

Max Phase: Preclinical

Molecular Formula: C15H15ClFN3O2S3

Molecular Weight: 419.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)CSc1cc(/N=c2\sc(=S)n3n2CCCC3)c(F)cc1Cl

Standard InChI:  InChI=1S/C15H15ClFN3O2S3/c1-22-13(21)8-24-12-7-11(10(17)6-9(12)16)18-14-19-4-2-3-5-20(19)15(23)25-14/h6-7H,2-5,8H2,1H3/b18-14-

Standard InChI Key:  QKAKQVQVRZNCMP-JXAWBTAJSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   32.5515  -10.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5515  -11.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2567  -11.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2567   -9.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9620  -10.4047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9620  -11.2229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7401  -11.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2212  -10.8139    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.7402  -10.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9927   -9.3748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9926  -12.2531    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   35.7921   -9.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3389   -9.8175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1376   -9.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3908   -8.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8393   -8.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0426   -8.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1899   -8.6993    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   36.0845  -10.5941    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.0891   -7.4835    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.8878   -7.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1376   -6.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9363   -6.3600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.5887   -5.9274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.4853   -6.9654    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
 10 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:

   

   ALA2268932

   Methyl 2-[2-chloro-4-fluoro-5-[(3-sulfanylidene-5,6,7,8-tetrahydro-[1,3,4]thiadiazolo[3,4-a]pyridazin-1-ylidene)amino]phenyl]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: 4.16

#Rotatable Bonds: 4

Polar Surface Area: 48.52

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.74

CX LogP: 4.40

CX LogD: 4.40

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.42

Np Likeness Score: -1.58

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