3-(4-chloro-2-fluoro-5-(prop-2-ynyloxy)phenylimino)tetrahydro-[1,3,4]thiadiazolo[3,4-a]pyridazine-1(3H)-thione

ID: ALA2268930

PubChem CID: 76312333

Max Phase: Preclinical

Molecular Formula: C15H13ClFN3OS2

Molecular Weight: 369.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCOc1cc(/N=c2\sc(=S)n3n2CCCC3)c(F)cc1Cl

Standard InChI:  InChI=1S/C15H13ClFN3OS2/c1-2-7-21-13-9-12(11(17)8-10(13)16)18-14-19-5-3-4-6-20(19)15(22)23-14/h1,8-9H,3-7H2/b18-14-

Standard InChI Key:  QORHTUCXBAALLL-JXAWBTAJSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   15.5555  -10.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5555  -11.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2608  -11.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2608  -10.1612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9661  -10.5740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9660  -11.3922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7442  -11.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2252  -10.9831    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.7443  -10.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9968   -9.5440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9967  -12.4223    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.7961   -9.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3430   -9.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1417   -9.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3949   -9.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8433   -8.4308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0467   -8.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0886  -10.7634    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.1940   -8.8685    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.0931   -7.6527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8919   -7.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4408   -8.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9877   -8.6886    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
 13 18  1  0
 15 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:

   

   ALA2268930

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

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: 3.91

#Rotatable Bonds: 3

Polar Surface Area: 31.45

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.56

CX LogP: 4.53

CX LogD: 4.53

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.61

Np Likeness Score: -1.75

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