3-methylthiazolidine-2-thione

Adsorption / desorption

Administrative data

Endpoint:

adsorption / desorption: screening

Type of information:

(Q)SAR

Adequacy of study:

supporting study

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

results derived from a valid (Q)SAR model and falling into its applicability domain, with adequate and reliable documentation / justification

Justification for type of information:

1. SOFTWARE
EPIWIN software by US-EPA

2. MODEL (incl. version number)
KOCWIN v2.00

3. SMILES
CN1CCSC1=S

4. SCIENTIFIC VALIDITY OF THE (Q)SAR MODEL
- Defined endpoint: log Koc – soil adsorption coefficient of organic compounds
- Unambiguous algorithm: log Koc  =  0.5213 MCI  +  0.60 + ΣPfN  
MCI – molecular connectivity index, ΣPfN - summation of the products of all applicable correction factor coefficients available in the data set multiplied by the number of times (N) that factor is counted for the structure.
- Defined domain of applicability: Currently, there is no universally accepted definition of model domain. The training set of the model contains diverse molecules, so that the fragment library is abundant. It is however possible that a compound has functional groups or other structural features that are not represented in the training set and for which no fragment coefficients were developed. Additionally, there can be more instances of a given fragment than the maximum for all training set compounds. These points should be taken into consideration while interpreting test results.
Molecular weight limits of the training set: 32 - 665 g/mol
Log Kow limits: -2.11-9.10
- Appropriate measures of goodness-of-fit and robustness and predictivity: for the statistics, training data set has been split up into two subsets: the one containing non-polar substances with no fragments subjected to corrections (i.e. those with ΣPfN = 0) and the one containing the remaining ones. For the non-polar set: N = 69 compounds, correlation coefficient R2 = 0.967, standard deviation sd = 0.247 and average deviation ad = 0.199. For the second set: N = 447 compounds, correlation coefficient R2 = 0.9, standard deviation sd = 0.34 and average deviation ad = 0.273. For the external validation data set: N = 158 compounds, correlation coefficient R2 = 0.85, standard deviation sd = 0.583 and average deviation ad = 0.459. For the 516 compounds in the training set, 93% are within 0.6 log units and 100% within 1 log unit.
- Mechanistic interpretation: The methodology and relationship between the forst order molecular connectivity index (MCI) and adsorption coefficient is outlined in the reference paper: Meylan, W., P.H. Howard and R.S. Boethling, "Molecular Topology/Fragment Contribution Method for Predicting Soil Sorption Coefficients", Environ. Sci. Technol. 26: 1560-7 (1992). MCI was initially successfully used to predict soil sorption coefficients for non-polar organics, and the developed new estimation method based on MCIand series of statistically derived fragment contribution factors made it useful also for the polar ones.

5. APPLICABILITY DOMAIN
Molecular weight of ca. 133.24 in molecular weight limits of the training set: 32 - 665 g/mol; log Kow of 0.59 in log Kow limits: -2.11-9.10; applicability domain fulfilled

6. ADEQUACY OF THE RESULT
The organic substance 3-methylthiazolidine-2-thione lies within the applicability domain with a molecular weight of 133.24 and a log Kow of 0.59; the result seems reasonable and considering the low log kow (0.59) and the quite low log koc as calculated in this QSAR, it is considered as adequate and acceptable to use this result for risk assessment purposes.

Data source

Reference

Title:

EPI Suite Version 4.10

Year:

2012

Bibliographic source:

KOCWIN - Meylan and Howard (1992)

Materials and methods

Test guideline

Guideline:

other: REACH guidance on QSARs Chapter R.6

Version / remarks:

May 2008

Principles of method if other than guideline:

Meylan, W., P.H. Howard and R.S. Boethling, "Molecular Topology/Fragment Contribution Method for Predicting Soil Sorption Coefficients", Environ. Sci. Technol. 26: 1560-7 (1992).

GLP compliance:

no

Type of method:

other: calculation method

Media:

soil

Test material

Test material information

Constituent 1

Reference substance name:

3-methylthiazolidine-2-thione

EC Number:

217-614-1

EC Name:

3-methylthiazolidine-2-thione

Cas Number:

1908-87-8

Molecular formula:

C4H7NS2

IUPAC Name:

3-methyl-1,3-thiazolidine-2-thione

Specific details on test material used for the study:

SMILES: CN1CCSC1=S

Results and discussion

Adsorption coefficient

Adsorption coefficient 1

Type:

Koc

Value:

124.4 L/kg

Temp.:

25 °C

Remarks on result:

other: MCI based estimate

Adsorption coefficient 2

Type:

log Koc

Value:

2.09 dimensionless

Temp.:

25 °C

Remarks on result:

other: MCI based estimate

Applicant's summary and conclusion

Validity criteria fulfilled:

not applicable

Conclusions:

The study report describes a scientifically accepted calculation method for the soil adsorption coefficient using the US-EPA software KOCWIN v2.00. No GLP criteria are applicable for the usage of this tool and the QSAR estimation is easily repeatable. The result (Koc = 124.4 L/kg; log Koc = 2.09) is adequate for the regulatory purpose.