H-Bond Contribution to Octanol-Water Partition Coefficients of Polar Compounds
A quantitative description of the hydrogen bond contribution to logP is presented for carbonyl and hydroxyl compounds. A two parameter Eq. correlating the hydrophobicity with molecular volume and sum of free energy H‐bond acceptor ability is derived for carbonyl compounds. If compounds with hydroxyl...
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| Veröffentlicht in: | Quantitative structure-activity relationships 1995, Vol.14 (5), p.433-436 |
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| container_title | Quantitative structure-activity relationships |
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| creator | Raevsky, Oleg A. Schaper, Klaus-J. Seydel, Joachim K. |
| description | A quantitative description of the hydrogen bond contribution to logP is presented for carbonyl and hydroxyl compounds. A two parameter Eq. correlating the hydrophobicity with molecular volume and sum of free energy H‐bond acceptor ability is derived for carbonyl compounds. If compounds with hydroxyl groups are included also H‐bond donor abilities have to be considered. It can be concluded that hydrogen bonds play a very important role for the formation/presentation of hydrophobic properties of polar compounds. A quantitative description of the hydrogen bond contribution to logP values of such compounds is possible by means of free energy H‐bond acceptor and donor factor values only. Negative logP values result from the negative contribution of H‐bond acceptor ability. |
| doi_str_mv | 10.1002/qsar.19950140504 |
| format | Article |
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A two parameter Eq. correlating the hydrophobicity with molecular volume and sum of free energy H‐bond acceptor ability is derived for carbonyl compounds. If compounds with hydroxyl groups are included also H‐bond donor abilities have to be considered. It can be concluded that hydrogen bonds play a very important role for the formation/presentation of hydrophobic properties of polar compounds. A quantitative description of the hydrogen bond contribution to logP values of such compounds is possible by means of free energy H‐bond acceptor and donor factor values only. 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Struct.-Act. Relat</addtitle><description>A quantitative description of the hydrogen bond contribution to logP is presented for carbonyl and hydroxyl compounds. A two parameter Eq. correlating the hydrophobicity with molecular volume and sum of free energy H‐bond acceptor ability is derived for carbonyl compounds. If compounds with hydroxyl groups are included also H‐bond donor abilities have to be considered. It can be concluded that hydrogen bonds play a very important role for the formation/presentation of hydrophobic properties of polar compounds. A quantitative description of the hydrogen bond contribution to logP values of such compounds is possible by means of free energy H‐bond acceptor and donor factor values only. Negative logP values result from the negative contribution of H‐bond acceptor ability.</description><subject>H-bond</subject><subject>H-bond donor and acceptor factors</subject><subject>molecular volume</subject><subject>partition coefficients</subject><issn>0931-8771</issn><issn>1521-3838</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1995</creationdate><recordtype>article</recordtype><recordid>eNqFkE1LAzEQhoMoWKt3j_sHUjOb3c3m4KEu2gql9aOy4CWk2QSi201NUrT_3taK6Enm8MLMPO_hQegcyAAISS_egvQD4DwnkJGcZAeoB3kKmJa0PEQ9wingkjE4RichvBAC2yE9NB3jK9c1SeW66O1iHa3rkuiSmYqycy2uZdQ-uZM-2q9T5bQxVlndxZA4k9y5Vvrtdrly664Jp-jIyDbos-_so6eb63k1xpPZ6LYaTrCilGZYmQIITyVQmWquwBCQimdcF5TprGRl0ZQlz3JFFAMALvNUygbShYEiZVrRPiL7XuVdCF4bsfJ2Kf1GABE7H2LnQ_zysUUu98i7bfXm339x_zh8-MvjPW9D1B8_vPSvomCU5aKejkTNi-qZ1XNR009TL3UD</recordid><startdate>1995</startdate><enddate>1995</enddate><creator>Raevsky, Oleg A.</creator><creator>Schaper, Klaus-J.</creator><creator>Seydel, Joachim K.</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>1995</creationdate><title>H-Bond Contribution to Octanol-Water Partition Coefficients of Polar Compounds</title><author>Raevsky, Oleg A. ; Schaper, Klaus-J. ; Seydel, Joachim K.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3334-cf61092a13a2e9c1f01ac949e637e48786d88945c0c71119a52aad12bf1627ec3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1995</creationdate><topic>H-bond</topic><topic>H-bond donor and acceptor factors</topic><topic>molecular volume</topic><topic>partition coefficients</topic><toplevel>online_resources</toplevel><creatorcontrib>Raevsky, Oleg A.</creatorcontrib><creatorcontrib>Schaper, Klaus-J.</creatorcontrib><creatorcontrib>Seydel, Joachim K.</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>Quantitative structure-activity relationships</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Raevsky, Oleg A.</au><au>Schaper, Klaus-J.</au><au>Seydel, Joachim K.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>H-Bond Contribution to Octanol-Water Partition Coefficients of Polar Compounds</atitle><jtitle>Quantitative structure-activity relationships</jtitle><addtitle>Quant. Struct.-Act. Relat</addtitle><date>1995</date><risdate>1995</risdate><volume>14</volume><issue>5</issue><spage>433</spage><epage>436</epage><pages>433-436</pages><issn>0931-8771</issn><eissn>1521-3838</eissn><abstract>A quantitative description of the hydrogen bond contribution to logP is presented for carbonyl and hydroxyl compounds. A two parameter Eq. correlating the hydrophobicity with molecular volume and sum of free energy H‐bond acceptor ability is derived for carbonyl compounds. If compounds with hydroxyl groups are included also H‐bond donor abilities have to be considered. It can be concluded that hydrogen bonds play a very important role for the formation/presentation of hydrophobic properties of polar compounds. A quantitative description of the hydrogen bond contribution to logP values of such compounds is possible by means of free energy H‐bond acceptor and donor factor values only. Negative logP values result from the negative contribution of H‐bond acceptor ability.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/qsar.19950140504</doi><tpages>4</tpages></addata></record> |
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| language | eng |
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| source | Wiley Blackwell Single Titles |
| subjects | H-bond H-bond donor and acceptor factors molecular volume partition coefficients |
| title | H-Bond Contribution to Octanol-Water Partition Coefficients of Polar Compounds |
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