{
  "schema_version": "1.2",
  "description": "Fragment contributions (Vi, Mi) and interaction corrections (δi) for alicyclic and saturated heterocyclic compounds",
  "categories": [
    {
      "category_id": "alicyclic_carbon_skeleton",
      "category_name_ru": "C, CH, CH₂-содержащие фрагменты (алициклические)",
      "fragments": [
        {
          "id": "ring_ch2_flanked_c_c",
          "display_name_ru": "(Cc)–CH₂–(Cc)",
          "smarts": "[CX4H2;R](-[C;R])-[C;R]",
          "vi": 16.60,
          "mi": 14.03,
          "priority": 60,
          "type": "base",
          "notes_ru": "Метилен в окружении атомов углерода цикла"
        },
        {
          "id": "ring_ch2_flanked_c_n",
          "display_name_ru": "(Cc)–CH₂–(Nc)",
          "smarts": "[CX4H2;R](-[C;R])-[N;R]",
          "vi": 17.00,
          "mi": 14.03,
          "priority": 65,
          "type": "base",
          "notes_ru": ""
        },
        {
          "id": "ring_ch2_flanked_n_n",
          "display_name_ru": "(Nc)–CH₂–(Nc)",
          "smarts": "[CX4H2;R](-[N;R])-[N;R]",
          "vi": 19.92,
          "mi": 14.03,
          "priority": 65,
          "type": "base",
          "notes_ru": ""
        },
        {
          "id": "ring_ch2_flanked_o_c",
          "display_name_ru": "(Oc)–CH₂–(Cc)",
          "smarts": "[CX4H2;R](-[O;R])-[C;R]",
          "vi": 17.30,
          "mi": 14.03,
          "priority": 65,
          "type": "base",
          "notes_ru": ""
        },
        {
          "id": "ring_ch2_flanked_o_n",
          "display_name_ru": "(Oc)–CH₂–(Nc)",
          "smarts": "[CX4H2;R](-[O;R])-[N;R]",
          "vi": 17.77,
          "mi": 14.03,
          "priority": 65,
          "type": "base",
          "notes_ru": ""
        },
        {
          "id": "ring_ch2_flanked_o_o",
          "display_name_ru": "(Oc)–CH₂–(Oc)",
          "smarts": "[CX4H2;R](-[O;R])-[O;R]",
          "vi": 19.09,
          "mi": 14.03,
          "priority": 65,
          "type": "base",
          "notes_ru": "Метилендиокси в цикле"
        },
        {
          "id": "ring_ch_methine",
          "display_name_ru": "(Cc)>CH–(Cc)",
          "smarts": "[CX4H1;R](-[C;R])(-[C;R])-[!#1]",
          "vi": 5.47,
          "mi": 13.02,
          "priority": 60,
          "type": "base",
          "notes_ru": "Метин цикла"
        },
        {
          "id": "ring_ch_methine_flanked_n_c",
          "display_name_ru": "(Nc)>CH–(Cc)",
          "smarts": "[CX4H1;R](-[N;R])(-[C;R])-[!#1]",
          "vi": 14.34,
          "mi": 13.02,
          "priority": 65,
          "type": "base",
          "notes_ru": ""
        },
        {
          "id": "ring_ch_methine_flanked_n_n",
          "display_name_ru": "(Nc)>CH–(Nc)",
          "smarts": "[CX4H1;R](-[N;R])(-[N;R])-[!#1]",
          "vi": 17.06,
          "mi": 13.02,
          "priority": 65,
          "type": "base",
          "notes_ru": ""
        },
        {
          "id": "ring_ch_methine_flanked_o_c",
          "display_name_ru": "(Oc)>CH–(Cc)",
          "smarts": "[CX4H1;R](-[O;R])(-[C;R])-[!#1]",
          "vi": 10.28,
          "mi": 13.02,
          "priority": 65,
          "type": "base",
          "notes_ru": ""
        },
        {
          "id": "ring_ch_methine_flanked_c_no",
          "display_name_ru": "(Cc)>CH–(Nc,Oc)",
          "smarts": "[CX4H1;R](-[C;R])(-[N,O;R])-[!#1]",
          "vi": 10.01,
          "mi": 13.02,
          "priority": 65,
          "type": "base",
          "notes_ru": ""
        },
        {
          "id": "ring_ch_methine_flanked_o_n_mixed",
          "display_name_ru": "(Oc)>CH–(Nc) / (Cc)",
          "smarts": "[CX4H1;R](-[O;R])(-[N,C;R])-[!#1]",
          "vi": 12.76,
          "mi": 13.02,
          "priority": 64,
          "type": "base",
          "notes_ru": "Усредненный вклад"
        },
        {
          "id": "ring_bridgehead_ch",
          "display_name_ru": "(Ac)>CH–",
          "smarts": "[CX4H1;R](-[*;R])(-[*;R])-[!#1]",
          "vi": 5.38,
          "mi": 13.02,
          "priority": 55,
          "type": "base",
          "notes_ru": "Узловой метин (общий)"
        },
        {
          "id": "ring_quaternary_c",
          "display_name_ru": "(Cc)(Cc)>C–(Ac)",
          "smarts": "[CX4H0;R](-[C;R])(-[C;R])(-[*;R])-[!#1]",
          "vi": -5.63,
          "mi": 12.01,
          "priority": 70,
          "type": "base",
          "notes_ru": "Четвертичный углерод в цикле"
        },
        {
          "id": "ring_alkene_ch_ch",
          "display_name_ru": "(Ac)–CH=CH–(Ac)",
          "smarts": "[CX3H1;R](-[*;R])=[CX3H1;R](-[*;R])",
          "vi": 27.89,
          "mi": 26.04,
          "priority": 75,
          "type": "base",
          "notes_ru": "Двойная связь в цикле (дизамещенная)"
        },
        {
          "id": "ring_alkene_ch_c_subst",
          "display_name_ru": "(Ac)–CH=C<(C,Ac)(Ac)",
          "smarts": "[CX3H1;R](-[*;R])=[CX3H0;R](-[*;R])(-[!#1])",
          "vi": 13.98,
          "mi": 25.03,
          "priority": 78,
          "type": "base",
          "notes_ru": "Двойная связь в цикле (тризамещенная)"
        },
        {
          "id": "ring_alkene_quat_c_c",
          "display_name_ru": "(Cc)(Cc)>C=",
          "smarts": "[CX3H0;R](=[!#1])(-[C;R])(-[C;R])",
          "vi": -2.92,
          "mi": 12.01,
          "priority": 75,
          "type": "base",
          "notes_ru": "Четвертичный углерод при двойной связи в цикле"
        },
        {
          "id": "ring_alkene_tetrasubst",
          "display_name_ru": "(C,Ac)(Ac)>C=C<(C,Ac)(Ac)",
          "smarts": "[CX3H0;R](-[*;R])(-[!#1])=[CX3H0;R](-[*;R])(-[!#1])",
          "vi": -1.75,
          "mi": 24.02,
          "priority": 80,
          "type": "base",
          "notes_ru": "Тетразамещенная двойная связь в цикле"
        },
        {
          "id": "cyclopropene_double_bond",
          "display_name_ru": "C=C (циклопропен)",
          "smarts": "[CX3H1;R3]=[CX3H1;R3]",
          "vi": 26.50,
          "mi": 24.02,
          "priority": 90,
          "type": "base",
          "notes_ru": "Фрагмент двойной связи в трехчленном цикле"
        },
        {
          "id": "cyclopropane_quat_c",
          "display_name_ru": ">C< (циклопропан)",
          "smarts": "[CX4H0;R3]",
          "vi": -8.90,
          "mi": 12.01,
          "priority": 90,
          "type": "base",
          "notes_ru": "Четвертичный углерод в трехчленном цикле"
        },
        {
          "id": "cyclobutane_quat_c",
          "display_name_ru": ">C< (циклобутан)",
          "smarts": "[CX4H0;r4]",
          "vi": -5.52,
          "mi": 12.01,
          "priority": 85,
          "type": "base",
          "notes_ru": "Четвертичный углерод в четырехчленном цикле"
        },
        {
          "id": "spiro_cyclopropane_aromatic",
          "display_name_ru": ">C<(Car,het)₂ (спиро-циклопропан)",
          "smarts": "[CX4H0;R3](-[c])-[c]",
          "vi": 26.61,
          "mi": 12.01,
          "priority": 95,
          "type": "base",
          "notes_ru": "Спиро-углерод (циклопропан-ароматика)"
        }
      ]
    },
    {
      "category_id": "alicyclic_nitro_nitramine",
      "category_name_ru": "NNO₂, NHNO₂, NNO-содержащие фрагменты (алициклические)",
      "fragments": [
        {
          "id": "ring_nitramine_secondary",
          "display_name_ru": "(Cc)(Cc)>NNO₂",
          "smarts": "[NX3;R](-[C;R])(-[C;R])-[N](=O)=O",
          "vi": 21.22,
          "mi": 60.00,
          "priority": 90,
          "type": "base",
          "notes_ru": "Вторичный нитрамин в цикле"
        },
        {
          "id": "ring_nitramine_primary_exocyclic",
          "display_name_ru": "(Cc)–NHNO₂",
          "smarts": "[C;R]-[NX3H1]-[N](=O)=O",
          "vi": 31.05,
          "mi": 61.01,
          "priority": 85,
          "type": "base",
          "notes_ru": "Экзоциклический первичный нитрамин"
        },
        {
          "id": "ring_nitrosoamine",
          "display_name_ru": "(Cc)(Cc)>NNO",
          "smarts": "[NX3;R](-[C;R])(-[C;R])-[N]=O",
          "vi": 15.30,
          "mi": 44.01,
          "priority": 90,
          "type": "base",
          "notes_ru": "Нитрозамин в цикле"
        },
        {
          "id": "ring_imino_nitramine_c_linked",
          "display_name_ru": "(Nc)₂C=NNO₂",
          "smarts": "[CX3;R](-[N;R])(-[N;R])=[N]-[N](=O)=O",
          "vi": 40.18,
          "mi": 72.01,
          "priority": 95,
          "type": "base",
          "notes_ru": "Нитрогуанидиновый фрагмент (экзо-NNO2)"
        },
        {
          "id": "ring_imino_nitramine_anion",
          "display_name_ru": "(Nc⁻)₂C=NNO₂",
          "smarts": "[CX3;R](-[N-;R])(-[N-;R])=[N]-[N](=O)=O",
          "vi": 29.18,
          "mi": 72.01,
          "priority": 98,
          "type": "base",
          "notes_ru": "Анионная форма нитрогуанидинового цикла"
        }
      ]
    },
    {
      "category_id": "alicyclic_nitrogen_groups",
      "category_name_ru": "N, NH, CN, NOH-содержащие фрагменты (алициклические)",
      "fragments": [
        {
          "id": "ring_nh_secondary",
          "display_name_ru": "(Cc)–NH–(Cc,Nc)",
          "smarts": "[NX3H1;R](-[C;R])-[C,N;R]",
          "vi": 7.26,
          "mi": 15.02,
          "priority": 75,
          "type": "base",
          "notes_ru": "Вторичный амин в цикле"
        },
        {
          "id": "ring_n_tertiary",
          "display_name_ru": "(Cc)₂>N–(Cc)",
          "smarts": "[NX3H0;R](-[C;R])(-[C;R])-[C;R]",
          "vi": -3.92,
          "mi": 14.01,
          "priority": 70,
          "type": "base",
          "notes_ru": "Третичный амин в цикле (связан с C)"
        },
        {
          "id": "ring_n_tertiary_generic",
          "display_name_ru": "(Cc)₂>N–",
          "smarts": "[NX3H0;R](-[C;R])(-[C;R])-[!#1]",
          "vi": -2.61,
          "mi": 14.01,
          "priority": 68,
          "type": "base",
          "notes_ru": "Третичный амин в цикле (общий)"
        },
        {
          "id": "ring_imine_endo",
          "display_name_ru": "(Ac)–CH=N–(Ac)",
          "smarts": "[CX3H1;R](-[*;R])=[NX2;R]-[*;R]",
          "vi": 20.48,
          "mi": 27.03,
          "priority": 80,
          "type": "base",
          "notes_ru": "Эндоциклический имин"
        },
        {
          "id": "ring_imine_exo",
          "display_name_ru": "(C,Ac)₂C=N–(Ac)",
          "smarts": "[CX3;R](-[*;R])(-[*;R])=[NX2]-[*]",
          "vi": 10.54,
          "mi": 26.02,
          "priority": 80,
          "type": "base",
          "notes_ru": "Экзоциклический имин"
        },
        {
          "id": "ring_azo",
          "display_name_ru": "(Cc)–N=N–(Cc)",
          "smarts": "[N;R](-[C;R])=[N;R]-[C;R]",
          "vi": 24.82,
          "mi": 28.01,
          "priority": 85,
          "type": "base",
          "notes_ru": "Азо-группа в цикле"
        },
        {
          "id": "ring_oxime",
          "display_name_ru": "(Cc)₂>C=NOH",
          "smarts": "[CX3;R](-[C;R])(-[C;R])=[N]-[OH]",
          "vi": 18.37,
          "mi": 43.02,
          "priority": 85,
          "type": "base",
          "notes_ru": "Оксим на циклическом углероде"
        }
      ]
    },
    {
      "category_id": "alicyclic_nitro_compounds",
      "category_name_ru": "NO₂, ONO₂, NO-содержащие фрагменты (алициклические)",
      "fragments": [
        {
          "id": "ring_ch_nitro",
          "display_name_ru": "(Cc)₂>CHNO₂",
          "smarts": "[CX4H1;R](-[C;R])(-[C;R])-[N](=O)=O",
          "vi": 28.40,
          "mi": 59.02,
          "priority": 85,
          "type": "base",
          "notes_ru": "Метин цикла с нитрогруппой"
        },
        {
          "id": "ring_nitro_group",
          "display_name_ru": "(Cc)–NO₂",
          "smarts": "[N;$(N-[C;R])](=O)=O",
          "vi": 25.64,
          "mi": 46.01,
          "priority": 70,
          "type": "base",
          "notes_ru": "Нитрогруппа на кольце (инкремент)"
        },
        {
          "id": "ring_tertiary_c_nitro",
          "display_name_ru": "(Cc)₃–CNO₂",
          "smarts": "[CX4H0;R](-[C;R])(-[C;R])(-[C;R])-[N](=O)=O",
          "vi": 23.25,
          "mi": 58.01,
          "priority": 90,
          "type": "base",
          "notes_ru": "Третичный углерод цикла с нитрогруппой"
        },
        {
          "id": "ring_gem_dinitro",
          "display_name_ru": "(Cc)₂>C(NO₂)₂",
          "smarts": "[CX4H0;R](-[C;R])(-[C;R])([N](=O)=O)[N](=O)=O",
          "vi": 44.47,
          "mi": 104.00,
          "priority": 95,
          "type": "base",
          "notes_ru": "Гем-динитро фрагмент в цикле"
        },
        {
          "id": "ring_ch_nitrate",
          "display_name_ru": "(Cc)₂>CHONO₂",
          "smarts": "[CX4H1;R](-[C;R])(-[C;R])-[O]-[N](=O)=O",
          "vi": 38.27,
          "mi": 75.01,
          "priority": 88,
          "type": "base",
          "notes_ru": "Нитрат на циклическом метине"
        },
        {
          "id": "ring_tertiary_c_nitroso",
          "display_name_ru": "(Cc)₃–CNO",
          "smarts": "[CX4H0;R](-[C;R])(-[C;R])(-[C;R])-[N]=O",
          "vi": 11.57,
          "mi": 42.01,
          "priority": 90,
          "type": "base",
          "notes_ru": "Нитрозогруппа на третичном углероде цикла"
        }
      ]
    },
    {
      "category_id": "alicyclic_oxygen_sulfur_fluorine",
      "category_name_ru": "O, CO, F, S-содержащие фрагменты (алициклические)",
      "fragments": [
        {
          "id": "ring_ether",
          "display_name_ru": "(Cc)–O–(Cc)",
          "smarts": "[C;R]-[O;R]-[C;R]",
          "vi": 5.05,
          "mi": 15.99,
          "priority": 70,
          "type": "base",
          "notes_ru": "Циклический эфир"
        },
        {
          "id": "ring_peroxide_ether",
          "display_name_ru": "(Cc)–O–(Oc)",
          "smarts": "[C;R]-[O;R]-[O;R]",
          "vi": 6.52,
          "mi": 15.99,
          "priority": 75,
          "type": "base",
          "notes_ru": "Пероксидный мостик"
        },
        {
          "id": "ring_ketone",
          "display_name_ru": "(Cc)(Ac)>C=O",
          "smarts": "[CX3;R](=[O])(-[C;R])-[*;R]",
          "vi": 12.41,
          "mi": 28.01,
          "priority": 80,
          "type": "base",
          "notes_ru": "Циклический кетон"
        },
        {
          "id": "ring_carbonate",
          "display_name_ru": "(Oc)₂>C=O",
          "smarts": "[CX3;R](=[O])(-[O;R])-[O;R]",
          "vi": 16.69,
          "mi": 28.01,
          "priority": 85,
          "type": "base",
          "notes_ru": "Циклический карбонат"
        },
        {
          "id": "ring_urea",
          "display_name_ru": "(Nc)₂>C=O",
          "smarts": "[CX3;R](=[O])(-[N;R])-[N;R]",
          "vi": 13.34,
          "mi": 28.01,
          "priority": 85,
          "type": "base",
          "notes_ru": "Циклическая мочевина"
        },
        {
          "id": "ring_gem_difluoroamino",
          "display_name_ru": "(Cc)₂>C(NF₂)₂",
          "smarts": "[CX4;R](-[C;R])(-[C;R])([NX3](F)F)[NX3](F)F",
          "vi": 62.13,
          "mi": 116.03,
          "priority": 95,
          "type": "base",
          "notes_ru": "Гем-бис(дифторамино) в цикле"
        },
        {
          "id": "ring_sulfone",
          "display_name_ru": "(Ac)₂>SO₂",
          "smarts": "[SX4;R](=O)(=O)(-[*;R])-[*;R]",
          "vi": 25.36,
          "mi": 64.05,
          "priority": 85,
          "type": "base",
          "notes_ru": "Циклический сульфон"
        }
      ]
    },
    {
      "category_id": "alicyclic_interactions",
      "category_name_ru": "Поправки на взаимодействие фрагментов для алициклических соединений",
      "description_ru": "На каждое взаимодействие",
      "fragments": [
        {
          "id": "cage_gem_dinitro_interaction",
          "display_name_ru": "(Cc)₂C(NO₂)₂ … (Cc)₂C(NO₂)₂ (положение 2,4 в каркасных структурах)",
          "smarts": "[CX4;R]([N](=O)=O)([N](=O)=O)-[*;R]-[CX4;R]([N](=O)=O)([N](=O)=O)",
          "delta_vi": 8.18,
          "priority": 100,
          "type": "correction",
          "notes_ru": "Взаимодействие гем-динитрогрупп через один атом в каркасе"
        },
        {
          "id": "vicinal_urea_carbonyl_amide_nh",
          "display_name_ru": "(Nc)₂C=O … (Cc)NH (положение виц.)",
          "smarts": "[CX3;R](=[O])(-[N;R])-[N;R]-[CX4;R]-[NX3H1;R]",
          "delta_vi": -2.35,
          "priority": 98,
          "type": "correction",
          "notes_ru": "Вицинальное взаимодействие карбонила мочевины и NH группы"
        },
        {
          "id": "vicinal_urea_carbonyl_nitramine",
          "display_name_ru": "(Nc)₂C=O … (Cc)NNO₂ (положение виц.)",
          "smarts": "[CX3;R](=[O])(-[N;R])-[N;R]-[CX4;R]-[NX3](-[!#1])-[N](=O)=O",
          "delta_vi": 2.29,
          "priority": 98,
          "type": "correction",
          "notes_ru": "Вицинальное взаимодействие карбонила мочевины и нитрамина"
        }
      ]
    }
  ]
}