化学键的高选择性拓扑指数及应用
|
摘要
基于分子和原子的高选择性拓扑指数,提出了化学键的高选择性拓扑指数bATID.分别采用300余万个化学键的虚拟数据集和实际数据集检验bATID的唯一性,未发现简并,即bATID具有较强的化学键区分能力.进一步将bATID应用于有机化合物的化学键识别,获得了较好结果.如,利用bATID可识别出富勒烯C_(60)的90个化学键为30个6∶6键和60个5∶6键.研究还表明,bATID的化学键识别可应用于手性中心自动设定和自同构群穷举生成的顶点置换.
On the basis of highly selective topological indices of molecules and atoms,a highly selective topological index of chemical bonds——bATID was suggested. More than 3 million chemical bonds in virtual and real data sets were individually used to test the uniqueness of bATID,and no degenerates,which indicates that bATID possesses strong identification ability of chemical bonds. Further,the bATID was applied to the identification of bonds of organic compounds,and satisfactory results were obtained. For example,the 90 chemical bonds of fullerene C_(60) were successfully identified by bATID as 30 of 6 ∶ 6 chemical bonds and 60 of 5 ∶ 6 chemical bonds. The research also indicates that the bond identification of bATID can be applied to the automatic identification of chiral centers and atomic permutation for the enumeration generation of automorphic group.
On the basis of highly selective topological indices of molecules and atoms,a highly selective topological index of chemical bonds——bATID was suggested. More than 3 million chemical bonds in virtual and real data sets were individually used to test the uniqueness of bATID,and no degenerates,which indicates that bATID possesses strong identification ability of chemical bonds. Further,the bATID was applied to the identification of bonds of organic compounds,and satisfactory results were obtained. For example,the 90 chemical bonds of fullerene C_(60) were successfully identified by bATID as 30 of 6 ∶ 6 chemical bonds and 60 of 5 ∶ 6 chemical bonds. The research also indicates that the bond identification of bATID can be applied to the automatic identification of chiral centers and atomic permutation for the enumeration generation of automorphic group.
引文
[1]Ruddigkeit L.,Deursen R.V.,Blum L.C.,Reymond J.L.,J.Chem.Inf.Model.,2012,52(11),2864-2875
[2]Contreras M.L.,Alvarez J.,Guajardo D.,Rozas R.,J.Chem.Inf.Model.,2006,46(6),2288-2298
[3]Nicolaou K.C.,Snyder S.A.,Angew.Chem.Int.Ed.,2005,44(7),1012-1044
[4]Elyashberg M.,Williams A.J.,Blinov K.,Nat.Prod.Rep.,2010,27(9),1296-1328
[5]Razinger M.,Balasubramanian M.,Perdih M.,Munk M.E.,J.Chem.In.Comput.Sci.,1993,33(6),812-825
[6]Bohanec S.,Perdih M.,J.Chem.Inf.Comput.Sci.,1993,33(5),719-726
[7]Yu M.,Huang J.J.,Ma M.,Fu R.Y.,Yan Y.,Zhang F.S.,Yin J.F.,Xie N.N.,Chem.J.Chinese Universities,2018,39(2),234-240(余敏,黄晶晶,马敏,付瑞燕,鄢嫣,张福生,殷俊峰,谢宁宁.高等学校化学学报,2018,39(2),234-240)
[8]Chen M.Y.,Xiao K.X.,Zhao T.F.,Zhou Y.M.,Zhang Q.Y.,Aires-de-Sousa J.,J.Mol.Liq.,2018,254,231-240
[9]Pereira F.,Xiao K.X.,Latino D.A.R.S.,Wu C.C.,Zhang Q.Y.,Aires-de-Sousa J.,J.Chem.Inf.Model.,2017,57(1),11-21
[10]Masand V.H.,Rastija V.,Chemom.Intell.Lab.Syst.,2017,169,12-18
[11]Lazzus J.A.,MATCH-Commun.Math.Co.,2017,78,529-564
[12]Wang N.N.,Deng Z.K.,Huang C.,Dong J.,Zhu M.F.,Yao Z.J.,Chen A.F.,Lu A.P.,Mi Q.,Cao D.S.,Chemom.Intell.Lab.Syst.,2017,170,84-95
[13]Tarko L.,MATCH-Commun.Math.Co.,2017,77,245-272
[14]Wang X.L.,Li Q.,Li M.H.,Li Y.,Chem.Res.Chinese Universities,2018,34(3),397-407
[15]Zhang Q.Y.,Wu C.C.,Zheng F.F.,Zhao T.F.,Zhou Y.M.,Xu L.,J.Chem.Inf.Model.,2015,55(7),1308-1315
[16]Zhang Q.Y.,Xiao K.X.,Chen M.Y.,Xu L.,J.Chemometr.,2017,e2928
[17]Randic'M.,J.Chem.Inf.Comput.Sci.,1984,24,164-175
[18]Hu C.Y.,Xu L.,J.Chem.Inf.Comput.Sci.,1996,36,82-90
[19]Zhang Q.Y.,Wu C.C.,Suo J.J.,Zhou Y.M.,Xu L.,J.Chemometr.,2016,30(2),70-74
[20]Xiao K.X.,Chen M.Y.,Zhao T.F.,Zhang Q.Y.,Chemom.Intell.Lab.Syst.,2018,178,56-64
[21]Xiao K.X.,Chen M.Y.,Zhao T.F.,Zhou Y.M.,Liu X.Q.,Zhang Q.Y.,Xu L.,Chemom.Intell.Lab.Syst.,2017,169,100-109
[22]Kroto H.W.,Heath J.R.,O’Brien S.C.,Curl R.F.,Smalley R.E.,Nature,1985,318,162-163
[2]Contreras M.L.,Alvarez J.,Guajardo D.,Rozas R.,J.Chem.Inf.Model.,2006,46(6),2288-2298
[3]Nicolaou K.C.,Snyder S.A.,Angew.Chem.Int.Ed.,2005,44(7),1012-1044
[4]Elyashberg M.,Williams A.J.,Blinov K.,Nat.Prod.Rep.,2010,27(9),1296-1328
[5]Razinger M.,Balasubramanian M.,Perdih M.,Munk M.E.,J.Chem.In.Comput.Sci.,1993,33(6),812-825
[6]Bohanec S.,Perdih M.,J.Chem.Inf.Comput.Sci.,1993,33(5),719-726
[7]Yu M.,Huang J.J.,Ma M.,Fu R.Y.,Yan Y.,Zhang F.S.,Yin J.F.,Xie N.N.,Chem.J.Chinese Universities,2018,39(2),234-240(余敏,黄晶晶,马敏,付瑞燕,鄢嫣,张福生,殷俊峰,谢宁宁.高等学校化学学报,2018,39(2),234-240)
[8]Chen M.Y.,Xiao K.X.,Zhao T.F.,Zhou Y.M.,Zhang Q.Y.,Aires-de-Sousa J.,J.Mol.Liq.,2018,254,231-240
[9]Pereira F.,Xiao K.X.,Latino D.A.R.S.,Wu C.C.,Zhang Q.Y.,Aires-de-Sousa J.,J.Chem.Inf.Model.,2017,57(1),11-21
[10]Masand V.H.,Rastija V.,Chemom.Intell.Lab.Syst.,2017,169,12-18
[11]Lazzus J.A.,MATCH-Commun.Math.Co.,2017,78,529-564
[12]Wang N.N.,Deng Z.K.,Huang C.,Dong J.,Zhu M.F.,Yao Z.J.,Chen A.F.,Lu A.P.,Mi Q.,Cao D.S.,Chemom.Intell.Lab.Syst.,2017,170,84-95
[13]Tarko L.,MATCH-Commun.Math.Co.,2017,77,245-272
[14]Wang X.L.,Li Q.,Li M.H.,Li Y.,Chem.Res.Chinese Universities,2018,34(3),397-407
[15]Zhang Q.Y.,Wu C.C.,Zheng F.F.,Zhao T.F.,Zhou Y.M.,Xu L.,J.Chem.Inf.Model.,2015,55(7),1308-1315
[16]Zhang Q.Y.,Xiao K.X.,Chen M.Y.,Xu L.,J.Chemometr.,2017,e2928
[17]Randic'M.,J.Chem.Inf.Comput.Sci.,1984,24,164-175
[18]Hu C.Y.,Xu L.,J.Chem.Inf.Comput.Sci.,1996,36,82-90
[19]Zhang Q.Y.,Wu C.C.,Suo J.J.,Zhou Y.M.,Xu L.,J.Chemometr.,2016,30(2),70-74
[20]Xiao K.X.,Chen M.Y.,Zhao T.F.,Zhang Q.Y.,Chemom.Intell.Lab.Syst.,2018,178,56-64
[21]Xiao K.X.,Chen M.Y.,Zhao T.F.,Zhou Y.M.,Liu X.Q.,Zhang Q.Y.,Xu L.,Chemom.Intell.Lab.Syst.,2017,169,100-109
[22]Kroto H.W.,Heath J.R.,O’Brien S.C.,Curl R.F.,Smalley R.E.,Nature,1985,318,162-163