POPs: A QSAR system for developing categories for persistent, bioacculative and toxic chemicals and their metabolites

SAR and QSAR in Environmental Research

Volumn 16, Issue 1-2, 2005, Pages 103-133

  Mekenyan, O G ^a   Dimitrov, S D ^a   Pavlov, T S ^a   Veith, G D ^b  

^a ASSEN ZLATAROV UNIVERSITY   (Bulgaria)

^b International QSAR Foundation   (United States)

Author keywords

Bioaccumulation; Metabolism; PBT profile; Persistence; Toxicity

Indexed keywords

ARTIFICIAL INTELLIGENCE; BIOCHEMISTRY; COMPUTATIONAL CHEMISTRY; DECISION SUPPORT SYSTEMS; INFORMATION MANAGEMENT; METABOLISM; METABOLITES; ORGANIC POLLUTANTS; RISK ASSESSMENT; RISK MANAGEMENT; RISK PERCEPTION;

BIOACCUMULATION POTENTIAL; MISSING DATA; PERSISTENCE; PERSISTENT BIOACCUMULATIVE TOXICANT PROFILE; POTENTIAL HAZARDS; RAPID SCREENING; RISKS ASSESSMENTS; RISKS MANAGEMENT; SIMPLE++; TOXIC CHEMICALS;

TOXICITY;

EID: 18244367106     PISSN: 1062936X     EISSN: 1029046X     Source Type: Journal    
DOI: 10.1080/10629360412331319907     Document Type: Conference Paper

References (49)

1. UN-ECE (1998) Protocol to the 1979 convention on long range transboundary air pollution on persistent organic pollutants and executive body decision 1998/2 on information to be submitted and the procedure for adding substances to annexes I, II or III to the protocol on persistent organic pollutants. ECE/EB.AIR/60, United Nations, New York and Geneva.
2. European Commission, Classification, Packaging and Labelling of Dangerous Substances in the European Union, Part 1, January 1997, Luxembourg, 179.
3. Bajorath, J. (2002) "Integration of virtual and high-throughput screening", Nat. Rev. 1, 882-894.
4. Walker, J.D. (2003) "Application of QSARs in toxicology: a US Government perspective", J. Mol. Struct. (Theochem) 622, 167-184.
5. Jaworska, J., Dimitrov, S., Nikolova, N., Masscheleyn, P. and Mekenyan, O.G. (2001) "Probabilistic assessment of biodegradability based on metabolic pathways: CATABOL system", SAR QSAR Environ. Res. 13, 307-323.
6. Chemicals Investigation and Testing Institute (1992). Biodegradation and Bioaccumulation Data of Existing Chemicals Based on the CSCL Japan, ISBN 4-98074-101-1. Japan Chemical Industry Ecology-Toxicology and Information Center.
7. Mekenyan, O.G., Dimitrov, S.D., Pavlov, T.S. and Veith, G.D. (2004) "A systems approach to simulating metabolism in computational toxicology. I. The TIMES heuristic modelling framework", Curr. Pharm. Des. 10, 1273-1293.
8. Mekenyan, O.G., Dimitrov, S., Serafimova, R., Thompson, E., Kotov, S., Dimitrova, N. and Walker, J. (2004) "Identification of the structural requirements for mutagenicity, by incorporating molecular flexibility and metabolic activation of chemicals I. TA100 Model", Chem. Res. Toxicol. 17, 753-766.
9. Dimitrov, S., Pavlov, T., Jaworska, J. and Mekenyan, O. (2004) "CATABOL-M: multipathway simulation of abiotic molecular transformations", Proceedings of Quantitative Structure Activity Relationships in Environmental Sciences - XI, Liverpool, May 2004.
10. Veith, G.D., DeFoe, D.L. and Bergstedt, B.V. (1979) "Measuring and estimating the bioconcentration factor of chemicals in fish", J. Fish. Res. Board Can. 36, 1040-1048.
11. Dimitrov, S., Mekenyan, O. and Walker, J. (2002) "Non-Linear models for predicting bioconcentration and acute toxicity of narcotic chemicals", SAR QSAR Environ. Res. 13, 177-184.
12. Dimitrov, S., Breton, R., Mackdonald, D., Walker, J. and Mekenyan, O. (2002) "Quantitative prediction of biodegradability, metabolite distribution and toxicity of stable metabolites", SAR QSAR Environ. Res. 13, 445-455.
13. Dimitrov, S.D., Dimitrova, N.C., Walker, J.D., Veith, G.D. and Mekenyan, O.G. (2002) "Predicting bioconcentration factors of highly hydrophobic chemicals. Effects of molecular size", Pure Appl. Chem. 74, 1823-1830.
14. Dimitrov, S.D., Dimitrova, N.C., Walker, J.D., Veith, G.D. and Mekenyan, O.G. (2003) "Bioconcentration potential predictions based on molecular attributes - an early warning approach for chemicals found in humans, birds, fish and wildlife", QSAR Comb. Sci. 22, 58-68.
15. Dimitrov, S., Parkerton, T., Comber, M., Phillips, R., Veith, G., Dimitrova, N. and Mekenyan, O. (2004) "QSARs and B-profile identification of chemicals". Proceedings of SETAC Europe, Prague, April 2004.
16. Mekenyan, O.G., Ivanov, J., Karabunarliev, S., Bradbury, S., Ankley, G. and Karcher, W. (1997) "A computationally-based hazard identification algorithm that incorporates ligand flexibility", Environ. Sci. Technol. 31, 3702-3711.
17. Mekenyan, O.G., Nikolova, N., Karabunarliev, S., Bradbury, S., Ankley, G. and Hansen, B. (1999) "New developments in a hazard identification algorithm for hormone receptor ligands", Quant. Struct. Act. Relat. 18, 139-153.
18. Mekenyan, O.G., Nikolova, N., Schmieder, P. and Veith, G.D. (2004) "COREPA-M: a multi-dimensional formulation of COREPA", QSAR Comb. Sci. 23, 5-18.
19. Mekenyan, O. (2002) "Dynamic QSAR techniques: applications in drug design and toxicology", Curr. Pharm. Des. 8, 1605-1624.
20. Mekenyan, O., Nikolova, N. and Schmieder, P. (2003) "Dynamic 3D QSAR techniques: application in toxicology", J. Mol. Struct. (Theochem) 622, 147-165.
21. Mekenyan, O.G., Pavlov, T., Grancharov, V. and Veith, G. (2004) "2D-3D Migration of large chemical inventories with conformational multiplication. Application of the genetic algorithm", J. Chem. Inf. Comput. Sci. (submitted).
22. Mekenyan, O.G., Dimitrov, D., Nikolova, N. and Karabunarliev, S. (1999) "Conformational coverage by a genetic algorithm", Chem. Inf. Comput. Sci. 39, 997-1016.
23. Environment Canada. Environmental Categorization with Respect to Inherent Toxicity (iT): "Guidance Numbers" and Interpretation - Internal document. August 11, 1999. Commercial Chemicals Evaluation Branch.
24. Environmental Categorization for Persistence, Bioaccumulation and Inherent Toxicity of Substances on the Domestic Substances List Using QSARs (1999) International QSAR Workshop, November 11-12, Philadelphia, Pennsylvania.
25. Boethling, R.S., Howard, P.M., Meylan, W.M., Stiteler, W.M., Beauman, J.A. and Tirado, N. (1994) "Group contribution method for predicting probability and rate of aerobic biodegradation", Environ. Sci. Technol. 28, 459-465.
26. European Communities (1996) Technical Guidance document in support of Commission Directive 93/67/EEC on the risk assessment for new notified substances and Commission Regulation (EEC) No 1488/94 on risk assessment for existing chemicals. ECB, Ispra, Italia.
27. Stuijs, J. and van den Berg, R. (1995) "Standardized biodegradability tests: extrapolation to aerobic environments", Water Res. 29, 255-261.
28. Meylan, W.M., Howard, P.H., Boethling, R.S., Aronson, D., Printup, H. and Gouchie, S. (1999) "Improved method for estimating bioconcentration/ bioaccumulation factor from octanol/water partition coefficient", Environ. Toxicol. Chem. 18, 664-672.
29. Connell, D.W. and Hawker, D.W. (1988) "Use of polynomial expressions to describe the bioconcentration of hydrophobic chemicals by fish", Ecotoxicol. Environ. Saf. 16, 242-257.
30. Veith, G.D. and Mekenyan, O. (1993) "A QSAR approach for estimating the aquatic toxicity of soft electrophiles [QSAR for electrophiles]", Quant. Struct. Act. Relat. 12, 349-356.
31. Mekenyan, O.G. and Veith, G. (1994) "A relationship between descriptors for hydrophobicity and soft electrophilicity in predictive toxicology", SAR QSAR Environ. Res. 1, 335-344.
32. Mekenyan, O.G. and Veith, G.D. (1994) "The electronic factor in QSAR: MO-parameters, competing interactions, reactivity and toxicity", SAR QSAR Environ. Res. 2, 129-143.
33. Karabunarliev, S.H., Mekenyan, O.G., Karcher, W., Russom, C.L. and Bradbury, S.P. (1996) "Quantum-chemical descriptors for estimating the acute toxicity of electrophiles to the fathead minnow (Pimephales promelas). An analysis based on molecular mechanism", Quant. Struct. Act. Relat. 15, 302-310.
34. Karabunarliev, S.H., Mekenyan, O.G., Karcher, W., Russom, C.L. and Bradbury, S.P. (1996) "Quantum-chemical descriptors for estimating the acute toxicity of substituted benzenes to the guppy (Poecilia reticulata) and fathead minnow (Pimephales promelas)", Quant. Struct. Act. Relat. 15, 311-320.
35. Dimitrov, S.D., Mekenyan, O.G. and Schultz, T.W. (2000) "Interspecies modeling of narcotics toxicity to aquatic animals Bull", Environ. Toxicol. 65, 399-406.
36. Schultz, T.W. and Mekenyan, O.G. (2004) "Response-surface analyses: a comparison of two approaches to predicting acute toxicity", In: Walker, J., ed., Quantitative Structure Activity Relationships in Environmental Sciences - VIII (SETAC Press, Pensacola, FL, USA), (in press).
37. Karabunarliev, S., Nikolova, N., Nikolov, N. and Mekenyan, O.G. (2003) "Rule interpreter: a chemicals language that implements decision rules based on molecular structure", J. Mol. Struct. (Theochem) 622, 53-62.
38. Brooke, L.T., Call, D.J. and Geiger, D.L. (1984-1990) Acute toxicities of organic chemicals to fathead minnows (Pimephales promelas) (Center for Lake Superior Environmental Studies (CLSES), University of Wisconsin, Superior), Vols. I-V, Superior, Wisconsin.
39. Ankley, G., Bradbury, S.P., Hermens, J., Mekenyan, O.G. and Tollefsen, K.E. (1997) "Current approaches to the use of structure activity relationships (SARs) in identifying the hazards of endocrine-disrupting chemicals to wildlife", Proceedings of the EMWAT Workshop, The Netherlands, April 1997, SETAC-Europe, pp 19-40.
40. Bradbury, S., Kamenska, V., Schmieder, P., Ankley, G. and Mekenyan, O. (2000) "A computationally-based identification algorithm for estrogen receptor ligands. Part I. Predicting hER binding affinity", Toxicol. Sci. 58, 253-269.
41. Mekenyan, O.G., Kamenska, V., Schmieder, P., Ankley, G. and Bradbury, S. (2000) "A computationally-based identification algorithm for estrogen receptor ligands. Part II. Evaluation of a hER binding affinity model", Toxicol. Sci. 58, 270-281.
42. Mekenyan, O., Kamenska, V., Serafimova, R., Poellinger, L., Brower, A. and Walker, J. (2002) "Development and validation of an average mammalian estrogen receptor-based QSAR model", SAR QSAR Environ. Res. 13, 579-595.
43. Schmieder, P.K., Aptula, A.O., Routledge, E.J., Sumpter, J.P. and Mekenyan, O.G. (2000) "Estrogenicity of alkylphenolic compounds: a 3-D structure activity evaluation of gene activation", Environ. Toxicol. Chem. 19, 1727-1740.
44. Schmieder, P., Koleva, Y. and Mekenyan, O. (2002) "A reactivity pattern for discrimination of ER agonism and antagonism based on 3-D molecular attributes", SAR QSAR Environ. Res. 13, 353-364.
45. Serafimova, R., Walker, J. and Mekenyan, O. (2002) "Androgen receptor binding affinity of pesticide "active" formulation ingredients. QSAR evaluation by COREPA method", SAR QSAR Environ. Res. 13, 127-134.
46. Ankley, G.T., Mekenyan, O., Kamenska, V., Schmieder, P. and Bradbury, S. (2002) "Reactivity profiles of ligands of mammalian retinoic acid receptors: a preliminary corepa analysis", SAR QSAR Environ. Res. 13, 365-377.
47. Dimitrov, S., Dimitrova, G., Comber, M., Low, L., Phillips, R., Patlewicz, G., Kern, P., Niemela, J. and Mekenyan, O. (2004) "Skin sensitization: modeling based on skin metabolism simulation and formation of protein conjugates", Proceedings of SETAC Europe, Prague, April 2004.
48. Lerche, D., van derPlassche, E., Schwegler, A. and Balk, F. (2002) "Selecting chemical substances for the UN-ECE POP protocol", Chemosphere 47, 617-630.
49. Tyle, H., Larsen, H.S., Wedebye, L., Sijm, D., Krog, T. and Niemelä, J. (2002) Identification of potential PBTs and vPvBs by use of QSARs (Danish EPA, Copenhagen), June 27.