N-ethyl-N-[(4S,6S)-6-methyl-7,7-dioxido-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]acetamide

Skin irritation / corrosion

Administrative data

Endpoint:

skin irritation / corrosion

Remarks:

other: QSAR Toolbox prediction based on read-across

Type of information:

(Q)SAR

Adequacy of study:

key study

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: QSAR Toolbox prediction based on read-across

Justification for type of information:

QSAR prediction: migrated from IUCLID 5.6

Data source

Reference

Reference Type:

other: QSAR report

Title:

Unnamed

Year:

2011

Materials and methods

Principles of method if other than guideline:

QSAR Toolbox prediction based on read-across

GLP compliance:

no

Test material

Test material information

Constituent 1

Reference substance name:

N-ethyl-N-[(2S,4S)-2-methyl-1,1-dioxo-2H,3H,4H-1λ⁶-thieno[2,3-b]thiopyran-4-yl]acetamide

EC Number:

700-247-0

Cas Number:

403848-04-4

Molecular formula:

C12H17NO3S2

IUPAC Name:

N-ethyl-N-[(2S,4S)-2-methyl-1,1-dioxo-2H,3H,4H-1λ⁶-thieno[2,3-b]thiopyran-4-yl]acetamide

Details on test material:

SMILES: C12=C(C=CS1)C(N(C(C)=O)CC)CC(C)S2(=O)=O
log KoW: 0,827

Results and discussion

Any other information on results incl. tables

3.1. Category definition:
		a. Category hypothesis:								.
			Empirical and mode of action grouping.
		b. Applicability domain of the category:
			The category is described by the following scheme
			1) Referential boundary:
			The target chemical should be classified as 1-Sulfinyl-1-thioalkene derivative [C=C(S)S(=O)] OR Aliphatic Carbon [CH] OR Aliphatic Carbon [-CH2-] OR Aliphatic Carbon [-CH3] OR Alkenyl sufide [-S=C] OR Alkyl sulfinylalkyl sulfide [CSCS(=O)] OR Alpha-dithioether [C-S-C-S-C] OR Amide, aliphatic attach [-C(=O)N] OR Amino, aliphatic attach [-N<] OR Aromatic Sulfur OR Carbonyl, aliphatic attach [-C(=O)-] OR Miscellaneous sulfide (=S) or oxide (=O) OR Olefinic carbon [=CH- or =C<] OR Suflur {v+4} or {v+6} by Organic functional groups (US EPA)
			2) Referential boundary:
			The target chemical should be classified as (!Undefined)Group All Lipid Solubility <0.01g/kg AND (!Undefined)Group CNS Surface Tension > 62 mN/m AND Group All Melting Point > 200 C AND Group CNS Melting Point > 120 C AND Group CNS Melting Point > 50 C by Skin irritation/corrosion Exclusion rules by BfR
			3) Referential boundary:
			The target chemical should be classified as (!Undefined)Group All Melting Point > 200 C OR (!Undefined)Group C Melting Point > 55 C OR (!Undefined)Group C Surface Tension > 62 mN/m OR (!Undefined)Group C Vapour Pressure < 0.0001 Pa OR (!Undefined)Group CHal Melting Point > 65 C OR (!Undefined)Group CN Lipid Solubility < 0.4 g/kg OR (!Undefined)Group CN Melting Point > 180 C OR (!Undefined)Group CN Vapour Pressure < 0.001 Pa OR (!Undefined)Group CNHal Lipid Solubility < 4 g/kg OR (!Undefined)Group CNHal Lipid Solubility < 400 g/kg OR (!Undefined)Group CNS Melting Point > 120 C OR (!Undefined)Group CNS Melting Point > 50 C OR Exclusion rules not met OR Group All log Kow < -3.1 OR Group All log Kow > 9 OR Group C Aqueous Solubility < 0.0001 g/L OR Group C Melting Point > 55 C OR Group C Molecular Weight > 350 g/mol OR Group C Vapour Pressure < 0.0001 Pa OR Group CHal log Kow > 4.5 OR Group CHal Melting Point > 65 C OR Group CHal Molecular Weight > 280 g/mol OR Group CHal Molecular Weight > 370 g/mol OR Group CN Aqueous Solubility < 0.0001 g/L OR Group CN Aqueous Solubility < 0.1 g/L OR Group CN log Kow > 4.5 OR Group CN log Kow > 5.5 OR Group CN Melting Point > 180 C OR Group CN Molecular Weight > 290 g/mol OR Group CN Molecular Weight > 540 g/mol OR Group CN Vapour Pressure < 0.001 Pa OR Group CNHal Aqueous Solubility < 0.001 g/L OR Group CNHal Aqueous Solubility < 0.1 g/L OR Group CNHal log Kow > 3.8 OR Group CNHal Molecular Weight > 370 g/mol OR Group CNHal Molecular Weight > 380 g/mol OR Group CNS log Kow < 0.5 OR Group CNS log Kow < -2 OR Group CNS Molecular Weight > 620 g/mol by Skin irritation/corrosion Exclusion rules by BfR
			4) Referential boundary:
			The target chemical should be classified as Inclusion rules not met by Skin irritation/corrosion Inclusion rules by BfR
			5) Referential boundary:
			The target chemical should be classified as Aldehydes OR Allyl halides,sulfonates OR Disulfides OR Halogenated alkanes OR Phenols by Skin irritation/corrosion Inclusion rules by BfR
			6) Referential boundary:
			The target chemical should be classified as Group 14 - Carbon C AND Group 15 - Nitrogen N AND Group 16 - Oxygen O AND Group 16 - Sulfur S by Chemical elements
			7) Referential boundary:
			The target chemical should be classified as Group 1 - Alkali Earth Li,Na,K,Rb,Cs,Fr OR Group 14 - Metalloids Si,Ge OR Group 15 - Phosphorus P OR Group 17 - Halogens F,Cl,Br,I,At by Chemical elements
			8) Similarity boundary:
			Target: C12=C(C=CS1)C(N(C(C)=O)CC)CC(C)S2(=O)=O Threshold=50%, Dice(Atom pairs)
			9) Parametric boundary:
			The target chemical should have a value of log Kow which is >= 0.776
			10) Parametric boundary:
			The target chemical should have a value of log Kow which is <=2.56
		c. Endpoints covered:								.
			Not provided by the user
		d. Category members:
			The list of the category members is available in						Appendix 1
			The category shown with respect to the descriptorlog Kow
3.2. Category justification:										.
		Not provided by the user
3.3. Data matrix:
		The data matrix is available in					Appendix 2
	Section 4			-		Prediction
4.1. Defined Endpoint (OECD Principle 1):
		a. Endpoint (e.g. Acute toxicity to fish):								.
			"Primary Irritation Index"
		b. Dependent variable (e.g. LC50):								.
			Log Kow
		c. Units:								.
			Not applicable
		d. Duration:								.
			Not provided by the user
		e. Species:								.
			rabbit
4.2. Unambiguous algorithm (OECD Principle 2):
		a. Prediction approach:
			Read-across among category members Experimental values for the target substance (if any) were not used in prediction calculations
		b. Calculation approach:
			Taking average value from the 5 nearest neighbours
		c. Model name:
			Not applicable
		d. Model version:
			Not applicable
		e. Reference to QMRF:
			Not applicable
		f. Input for prediction (target chemical):
			SMILES
		g. Descriptor and endpoint values for target chemical (if applicable):
			Descriptor(s)
			log Kow					0,827
			Endpoint
			"Primary Irritation Index"					-
		h. Predicted value (model result):
			0,687
		i. Predicted value (comments):								.
			Not provided by the user
4.3. Applicability domain (OECD Principle 3):
		The target substance falls within applicability domain (see Section 3.1.b for detailed description of the domain)
4.4. Uncertainty of the prediction (OECD Principle 4):										.
		1.82E-02 -1.36;(95.0%)
4.5. Chemical and biological mechanisms (OECD Principle 5):
		Profiling results for the target substance:
			DNA binding by OASIS
					alpha,beta - unsaturated functional compounds
			DNA binding by OECD
					Aliphatic tertiary amines
					Iminium Ion Formation
					SN2 at an sp3 Carbon atom
					Sulfonic esters
			Estrogen Receptor Binding
					Without OH or NH2 group
			OECD HPV Chemical Categories
					(N/A)
			Protein binding by OASIS
					Michael addition on activated vinyl or azomethine groups
			Superfragments
					No superfragment
			Toxic hazard classification by Cramer (original)
					High (Class III)
			Toxic hazard classification by Cramer (with extensions)
					High (Class III)
			US-EPA New Chemical Categories
					(N/A)
		Comments:
			Not provided by the user							.
	Section 5			-		Adequacy
5.1. Regulatory purpose:										.
		REACH Regulation. Classification and labelling
5.2. Approach for regulatory interpretation of the model result:										.
		Not provided by the user
5.3. Outcome:										.
		Not irritant
5.4. Conclusion:										.
		Not irritant

	Endpoint & descriptor values
		Descriptor(s)	Endpoint(s)
		log Kow	"Primary Irritation Index"
		-	-
Target chemical		0,827	-
Chemical No. 1		0,778	0,00
Chemical No. 2		2,34	0,560
Chemical No. 3		2,56	1,00 2,00

Data matrix
NOTE: Experimental values are reported in bold font Calculated values are reported in regular font
		Section	PHYSICO-CHEMICAL PROPERTIES
				Physico-chemical properties
				Melting / freezing point
				°C
0	Target chemical			-
	Chemical No. 1			-
	Chemical No. 2			-
	Chemical No. 3			-
		Section	PHYSICO-CHEMICAL PROPERTIES
				Physico-chemical properties
				Water solubility
				mg/L
0	Target chemical			-
	Chemical No. 1			1,34E+05
	Chemical No. 2			-
	Chemical No. 3			0,300

Applicant's summary and conclusion

Interpretation of results:

not irritating

Remarks:

Migrated information Criteria used for interpretation of results: EU

Conclusions:

Not irritating

Executive summary:

QSAR Toolbox prediction based on read-across: Not irritating