Hexythiazox

ID: ALA1079786

PubChem CID: 177861

Max Phase: Preclinical

Molecular Formula: C17H21ClN2O2S

Molecular Weight: 352.89

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Hexythiazox | Hexythiazox|trans-5-(4-Chlorophenyl)-N-cyclohexyl-4-methyl-2-oxo-3-thiazolidinecarboxamide|SCHEMBL1651194|CHEMBL1079786|HY-B1851|AKOS015889448|(4R,5R)-5-(4-chlorophenyl)-N-cyclohexyl-4-methyl-2-oxo-1,3-thiazolidine-3-carboxamide|BS-42213|CS-0013919|H1699|D95917|(4R,5R)-5-(4-chlorophenyl)-N-cyclohexyl-4-methyl-2-oxothiazolidine-3-carboxamide|trans-5-(4-Chlorophenyl)-N-cyclohexyl-4-methyl-2-oxo-1,3- thiazolidine-3-carboxamide

Canonical SMILES:  C[C@@H]1[C@@H](c2ccc(Cl)cc2)SC(=O)N1C(=O)NC1CCCCC1

Standard InChI:  InChI=1S/C17H21ClN2O2S/c1-11-15(12-7-9-13(18)10-8-12)23-17(22)20(11)16(21)19-14-5-3-2-4-6-14/h7-11,14-15H,2-6H2,1H3,(H,19,21)/t11-,15+/m1/s1

Standard InChI Key:  XGWIJUOSCAQSSV-ABAIWWIYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -4.7598   -9.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7609   -9.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0461  -10.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3297   -9.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3325   -9.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0479   -8.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4757  -10.2893    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6196   -8.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8609   -8.9632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3112   -8.3480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7264   -7.6350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5326   -7.8097    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6853   -9.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3937   -6.8801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4875   -8.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0731   -9.0592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0769   -7.6303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7481   -7.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1574   -8.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9788   -8.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3933   -7.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9801   -6.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1525   -6.9110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
  6  1  1  0
  9 13  1  6
  1  2  2  0
 11 14  2  0
  2  7  1  0
 10 15  1  0
  3  4  2  0
 15 16  2  0
  8  5  1  1
 15 17  1  0
  8  9  1  0
 17 18  1  0
 18 19  1  0
  4  5  1  0
  2  3  1  0
  5  6  2  0
  9 10  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1079786

   HEXYTHIAZOX

Molecule Features

Natural Product: Yes

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: 352.89

Molecular Weight (Monoisotopic): 352.1012

AlogP: 4.98

#Rotatable Bonds: 2

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.59

CX LogD: 4.59

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.82

Np Likeness Score: -0.68

References

1. Vincent F, Nguyen MT, Emerling DE, Kelly MG, Duncton MA..  (2009)  Mining biologically-active molecules for inhibitors of fatty acid amide hydrolase (FAAH): identification of phenmedipham and amperozide as FAAH inhibitors.,  19  (23): [PMID:19850474] [10.1016/j.bmcl.2009.09.086]

2. Besard L, Mommaerts V, Vandeven J, Cuvelier X, Sterk G, Smagghe G..  (2010)  Compatibility of traditional and novel acaricides with bumblebees (Bombus terrestris): a first laboratory assessment of toxicity and sublethal effects.,  66  (7): [PMID:20309850] [10.1002/ps.1943]

3. Kramer T, Nauen R..  (2011)  Monitoring of spirodiclofen susceptibility in field populations of European red mites, Panonychus ulmi (Koch) (Acari: Tetranychidae), and the cross-resistance pattern of a laboratory-selected strain.,  67  (10): [PMID:21520486] [10.1002/ps.2184]

Source

Source(1):

• Scientific Literature