3,3'-(methylimino)bispropiononitrile

Partition coefficient

Administrative data

Endpoint:

partition coefficient

Type of information:

(Q)SAR

Adequacy of study:

key 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:

Type: QSAR prediction
For full QMRF see 'Any other information on material and methods incl. tables'
For full QPRF see 'Executive summary' under 'Applicant summary and conclusion'

Data source

Reference

Reference 1

Reference Type:

other: EPIWIN calculation

Title:

Unnamed

Year:

2016

Reference 2

Reference Type:

other: Estimation software

Title:

Estimation Programs Interface Suite for Microsoft Windows, v4.11

Author:

US-EPA

Year:

2012

Bibliographic source:

United States Environmental Protection Agency, Washington, DC, USA; November 2012

Materials and methods

Principles of method if other than guideline:

Estimation of log Kow using KOWWIN v1.68

GLP compliance:

no

Type of method:

calculation method (fragments)

Partition coefficient type:

octanol-water

Test material

Test material information

Constituent 1

Reference substance name:

3,3'-(methylimino)bispropiononitrile

EC Number:

216-305-9

EC Name:

3,3'-(methylimino)bispropiononitrile

Cas Number:

1555-58-4

Molecular formula:

C7H11N3

IUPAC Name:

3-[(2-cyanoethyl)(methyl)amino]propanenitrile

Test material form:

liquid

Specific details on test material used for the study:

Name of test material ((from EPISuite CAS inventory)): Propanenitrile, 3,3'-(methylimino)bis-

Results and discussion

Partition coefficient

Key result

Type:

log Pow

Partition coefficient:

-0.94

Temp.:

25 °C

Remarks on result:

other: The substance is within the applicability domain of the model.

Any other information on results incl. tables

KOWWIN Program (v1.68) Results:

Log Kow(version 1.68 estimate): -0.94

SMILES : C(#N)CCN(CCC(#N))C

CHEM : Propanenitrile, 3,3'-(methylimino)bis-

MOL FOR: C7 H11 N3

MOL WT : 137.19

TYPE	NUM	LOGKOW FRAGMENT DESCRIPTION	COEFF	VALUE
Frag	1	-CH3 [aliphatic carbon]	0.5473	0.5473
Frag	4	-CH2- [aliphatic carbon]	0.4911	1.9644
Frag	1	-N< [aliphatic attach]	-1.8323	-1.8323
Frag	2	-C#N [cyano, aliphatic attach]	-0.9218	-1.8436
Const		Equation Constant		0.2290
Log Kow				-0.9352

Applicant's summary and conclusion

Executive summary:

QPRF: KOWWIN v1.68 (01 Nov. 2013)

1.	Substance	See “Test material identity”
2.	General information
2.1	Date of QPRF	See “Data Source (Reference)”
2.2	QPRF author and contact details	See “Data Source (Reference)”
3.	Prediction
3.1	Endpoint (OECD Principle 1)	Endpoint	Octanol-water partition coefficient (log Kow)
		Dependent variable	Octanol-water partition coefficient (log Kow)
3.2	Algorithm (OECD Principle 2)	Model or submodel name	KOWWIN
		Model version	v. 1.68
		Reference to QMRF	QMRF: Estimation of Octanol-Water Partition Coefficient using KOWWIN v1.68 (EPI Suite v4.11)
		Predicted value (model result)	See “Results and discussion”
		Input for prediction	Chemical structure via CAS number or SMILES
		Descriptor values	- Chemical structure - Fragments - Correction factors
3.3	Applicability domain (OECD principle 3)	Domains:
		1) Molecular weight (range of test data set: 18.02 to 719.92 g/mol; On-Line KOWWIN User’s Guide, Ch. 6.2.3 Estimation Domain)	Substance is within range (137.19 g/mol)
		2) Fragments: Number of instances of the identified fragments does not exceed the maximum number as listed in Appendix D (On-Line KOWWIN User’s Guide)	Fulfilled.
		3) Fragments: Substance has a functional group(s) or other structural features not represented in the training set, and for which no fragment coefficient was developed (Appendix D, On-Line KOWWIN User’s Guide)	Not applicable.
		4) Correction factors: Number of instances of the identified correction factor does not exceed the maximum number as listed in Appendix D (On-Line KOWWIN User’s Guide)	Not applicable as no correction factors were used.
3.4	The uncertainty of the prediction (OECD principle 4)	According to REACH Guidance Document R.7a, (Nov. 2012), solubility in water is difficult to model accurately. For this reason, as well as the fact that the experimental error on solubility measurements can be quite high (generally reckoned to be about 0.5 log unit), the prediction of aqueous solubility is not as accurate as is the prediction of octanol/water partitioning.
3.5	The chemical mechanisms according to the model underpinning the predicted result (OECD principle 5)	The water solubility of a substance depends on its affinity for water as well as its affinity for its own crystal structure. In general, substances with high melting points have poor solubility in any solvent.

 

References

- US EPA (2012). On-Line KOWWIN User’s Guide.

Assessment of Applicability Domain of KOWWIN v1.68

Model:	KOWWIN v1.68
Substance:	Propanenitrile, 3,3'-(methylimino)bis-
CAS:	1555-58-4
SMILES:	C(#N)CCN(CCC(#N))C
Molecular Weight:	137.19

Molecular weight	Minimum	Maximum	Average
Training set	18.02	719.92	199.98
Validation set	27.03	991.15	258.98
Assessment of molecular weight	Molecular weight within range of validation set

Appendix D: KOWWIN Fragments, Correction Factors, Coefficients and Frequency

The Tables below lists KOWWIN Fragment and Correction Factor descriptors with their coefficient values (Coef).

Max = maximum number of the fragment or correction factor that occurs in any individual compound

Number = the number of individual compounds having the fragment or correction factor in the dataset

The training dataset includes a total of 2447 compounds.

The validation dataset includes a total of 10946 compounds.

Part 1: Fragments

Fragment	Descriptor	Coef	Training Set		Validation Set		No. of instances of each fragment for the current substance
			Max	Number	Max	Number	.
-CH3	[aliphatic carbon]	0.5473	13	1401	20	7413	1
-CH2-	[aliphatic carbon]	0.4911	18	1083	28	7051	4
-N<	[aliphatic attach]	-1.8323	4	308	6	2304	1
-C#N	[cyano, aliphatic attach]	-0.9218	2	19	3	134	2