data_MM5 # _chem_comp.id MM5 _chem_comp.name "1,1'-[1,4-PHENYLENEBIS(METHYLENE)]BIS[1,4,8,11-TETRAAZACYCLOTETRADECANE]NI(II)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H48 N8 Ni2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "NICKEL(II)XYLYLBICYCLAM" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-06-19 _chem_comp.pdbx_modified_date 2023-09-23 _chem_comp.pdbx_ambiguous_flag Y _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 614.121 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MM5 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag Y _chem_comp.pdbx_model_coordinates_db_code ? _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal MM5 C13 C13 C 0 1 N N N 0.606 30.031 1.772 ? ? ? C13 MM5 1 MM5 N14 N14 N 0 1 N N N -0.251 28.858 1.950 ? ? ? N14 MM5 2 MM5 C1 C1 C 0 1 N N N -0.088 27.642 1.163 ? ? ? C1 MM5 3 MM5 NI1 NI1 NI 0 0 N N N -1.686 28.994 3.349 ? ? ? NI1 MM5 4 MM5 C12 C12 C 0 1 N N N 0.453 31.009 2.961 ? ? ? C12 MM5 5 MM5 N11 N11 N 0 1 N N N -0.780 30.749 3.711 ? ? ? N11 MM5 6 MM5 C10 C10 C 0 1 N N N -1.338 31.705 4.666 ? ? ? C10 MM5 7 MM5 C9 C9 C 0 1 N N N -1.934 30.876 5.805 ? ? ? C9 MM5 8 MM5 C8 C8 C 0 1 N N N -3.333 30.351 5.494 ? ? ? C8 MM5 9 MM5 N7 N7 N 0 1 N N N -3.134 29.125 4.735 ? ? ? N7 MM5 10 MM5 C6 C6 C 0 1 N N N -3.962 27.935 4.921 ? ? ? C6 MM5 11 MM5 C5 C5 C 0 1 N N N -3.886 27.043 3.663 ? ? ? C5 MM5 12 MM5 N4 N4 N 0 1 N N N -2.604 27.245 2.988 ? ? ? N4 MM5 13 MM5 C3 C3 C 0 1 N N N -2.014 26.250 2.099 ? ? ? C3 MM5 14 MM5 C2 C2 C 0 1 N N N -0.503 26.503 2.098 ? ? ? C2 MM5 15 MM5 C4 C4 C 0 1 Y N N ? ? ? ? ? ? C4 MM5 16 MM5 C7 C7 C 0 1 Y N N ? ? ? ? ? ? C7 MM5 17 MM5 C11 C11 C 0 1 Y N N ? ? ? ? ? ? C11 MM5 18 MM5 C14 C14 C 0 1 Y N N ? ? ? ? ? ? C14 MM5 19 MM5 C15 C15 C 0 1 Y N N ? ? ? ? ? ? C15 MM5 20 MM5 C16 C16 C 0 1 Y N N ? ? ? ? ? ? C16 MM5 21 MM5 C17 C17 C 0 1 N N N ? ? ? ? ? ? C17 MM5 22 MM5 N1 N1 N 0 1 N N N ? ? ? ? ? ? N1 MM5 23 MM5 C18 C18 C 0 1 N N N ? ? ? ? ? ? C18 MM5 24 MM5 C19 C19 C 0 1 N N N ? ? ? ? ? ? C19 MM5 25 MM5 N2 N2 N 0 1 N N N ? ? ? ? ? ? N2 MM5 26 MM5 C20 C20 C 0 1 N N N ? ? ? ? ? ? C20 MM5 27 MM5 C21 C21 C 0 1 N N N ? ? ? ? ? ? C21 MM5 28 MM5 C22 C22 C 0 1 N N N ? ? ? ? ? ? C22 MM5 29 MM5 N3 N3 N 0 1 N N N ? ? ? ? ? ? N3 MM5 30 MM5 C23 C23 C 0 1 N N N ? ? ? ? ? ? C23 MM5 31 MM5 C24 C24 C 0 1 N N N ? ? ? ? ? ? C24 MM5 32 MM5 N5 N5 N 0 1 N N N ? ? ? ? ? ? N5 MM5 33 MM5 C25 C25 C 0 1 N N N ? ? ? ? ? ? C25 MM5 34 MM5 C26 C26 C 0 1 N N N ? ? ? ? ? ? C26 MM5 35 MM5 C27 C27 C 0 1 N N N ? ? ? ? ? ? C27 MM5 36 MM5 NI2 NI2 NI 0 0 N N N ? ? ? ? ? ? NI2 MM5 37 MM5 C28 C28 C 0 1 N N N ? ? ? ? ? ? C28 MM5 38 MM5 H4 H4 H 0 1 N N N ? ? ? ? ? ? H4 MM5 39 MM5 H7 H7 H 0 1 N N N ? ? ? ? ? ? H7 MM5 40 MM5 H14 H14 H 0 1 N N N ? ? ? ? ? ? H14 MM5 41 MM5 H15 H15 H 0 1 N N N ? ? ? ? ? ? H15 MM5 42 MM5 H171 H171 H 0 0 N N N ? ? ? ? ? ? H171 MM5 43 MM5 H172 H172 H 0 0 N N N ? ? ? ? ? ? H172 MM5 44 MM5 H181 H181 H 0 0 N N N ? ? ? ? ? ? H181 MM5 45 MM5 H182 H182 H 0 0 N N N ? ? ? ? ? ? H182 MM5 46 MM5 H191 H191 H 0 0 N N N ? ? ? ? ? ? H191 MM5 47 MM5 H192 H192 H 0 0 N N N ? ? ? ? ? ? H192 MM5 48 MM5 H201 H201 H 0 0 N N N ? ? ? ? ? ? H201 MM5 49 MM5 H202 H202 H 0 0 N N N ? ? ? ? ? ? H202 MM5 50 MM5 H211 H211 H 0 0 N N N ? ? ? ? ? ? H211 MM5 51 MM5 H212 H212 H 0 0 N N N ? ? ? ? ? ? H212 MM5 52 MM5 H221 H221 H 0 0 N N N ? ? ? ? ? ? H221 MM5 53 MM5 H222 H222 H 0 0 N N N ? ? ? ? ? ? H222 MM5 54 MM5 H231 H231 H 0 0 N N N ? ? ? ? ? ? H231 MM5 55 MM5 H232 H232 H 0 0 N N N ? ? ? ? ? ? H232 MM5 56 MM5 H241 H241 H 0 0 N N N ? ? ? ? ? ? H241 MM5 57 MM5 H242 H242 H 0 0 N N N ? ? ? ? ? ? H242 MM5 58 MM5 H251 H251 H 0 0 N N N ? ? ? ? ? ? H251 MM5 59 MM5 H252 H252 H 0 0 N N N ? ? ? ? ? ? H252 MM5 60 MM5 H261 H261 H 0 0 N N N ? ? ? ? ? ? H261 MM5 61 MM5 H262 H262 H 0 0 N N N ? ? ? ? ? ? H262 MM5 62 MM5 H271 H271 H 0 0 N N N ? ? ? ? ? ? H271 MM5 63 MM5 H272 H272 H 0 0 N N N ? ? ? ? ? ? H272 MM5 64 MM5 H281 H281 H 0 0 N N N ? ? ? ? ? ? H281 MM5 65 MM5 H282 H282 H 0 0 N N N ? ? ? ? ? ? H282 MM5 66 MM5 H51 H51 H 0 1 N N N -3.981 25.987 3.958 ? ? ? H51 MM5 67 MM5 H52 H52 H 0 1 N N N -4.705 27.308 2.978 ? ? ? H52 MM5 68 MM5 H61 H61 H 0 1 N N N -3.599 27.370 5.792 ? ? ? H61 MM5 69 MM5 H62 H62 H 0 1 N N N -5.005 28.239 5.091 ? ? ? H62 MM5 70 MM5 H81 H81 H 0 1 N N N -3.880 30.141 6.425 ? ? ? H81 MM5 71 MM5 H82 H82 H 0 1 N N N -3.894 31.085 4.897 ? ? ? H82 MM5 72 MM5 H91 H91 H 0 1 N N N -1.273 30.018 5.997 ? ? ? H91 MM5 73 MM5 H92 H92 H 0 1 N N N -1.988 31.506 6.705 ? ? ? H92 MM5 74 MM5 H101 H101 H 0 0 N N N -0.547 32.366 5.050 ? ? ? H101 MM5 75 MM5 H102 H102 H 0 0 N N N -2.121 32.310 4.186 ? ? ? H102 MM5 76 MM5 H121 H121 H 0 0 N N N 1.314 30.890 3.635 ? ? ? H121 MM5 77 MM5 H122 H122 H 0 0 N N N 0.428 32.039 2.576 ? ? ? H122 MM5 78 MM5 H131 H131 H 0 0 N N N 0.323 30.547 0.842 ? ? ? H131 MM5 79 MM5 H132 H132 H 0 0 N N N 1.654 29.705 1.706 ? ? ? H132 MM5 80 MM5 H11 H11 H 0 1 N N N -0.736 27.667 0.274 ? ? ? H11 MM5 81 MM5 H12 H12 H 0 1 N N N 0.960 27.522 0.850 ? ? ? H12 MM5 82 MM5 H21 H21 H 0 1 N N N 0.006 25.582 1.777 ? ? ? H21 MM5 83 MM5 H22 H22 H 0 1 N N N -0.189 26.758 3.121 ? ? ? H22 MM5 84 MM5 H31 H31 H 0 1 N N N -2.229 25.236 2.469 ? ? ? H31 MM5 85 MM5 H32 H32 H 0 1 N N N -2.418 26.363 1.082 ? ? ? H32 MM5 86 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal MM5 C13 C12 SING N N 1 MM5 C13 H131 SING N N 2 MM5 C13 H132 SING N N 3 MM5 C13 N14 SING N N 4 MM5 N14 C1 SING N N 5 MM5 N14 NI1 SING N N 6 MM5 C1 H11 SING N N 7 MM5 C1 H12 SING N N 8 MM5 C1 C2 SING N N 9 MM5 NI1 N4 SING N N 10 MM5 NI1 N7 SING N N 11 MM5 NI1 N11 SING N N 12 MM5 C12 N11 SING N N 13 MM5 C12 H121 SING N N 14 MM5 C12 H122 SING N N 15 MM5 N11 C10 SING N N 16 MM5 C10 C9 SING N N 17 MM5 C10 H101 SING N N 18 MM5 C10 H102 SING N N 19 MM5 C9 C8 SING N N 20 MM5 C9 H91 SING N N 21 MM5 C9 H92 SING N N 22 MM5 C8 N7 SING N N 23 MM5 C8 H81 SING N N 24 MM5 C8 H82 SING N N 25 MM5 N7 C6 SING N N 26 MM5 C6 C5 SING N N 27 MM5 C6 H61 SING N N 28 MM5 C6 H62 SING N N 29 MM5 C5 N4 SING N N 30 MM5 C5 H51 SING N N 31 MM5 C5 H52 SING N N 32 MM5 N4 C28 SING N N 33 MM5 N4 C3 SING N N 34 MM5 C3 C2 SING N N 35 MM5 C3 H31 SING N N 36 MM5 C3 H32 SING N N 37 MM5 C2 H21 SING N N 38 MM5 C2 H22 SING N N 39 MM5 C4 H4 SING N N 40 MM5 C4 C7 DOUB Y N 41 MM5 C4 C16 SING Y N 42 MM5 C7 H7 SING N N 43 MM5 C7 C11 SING Y N 44 MM5 C11 C14 DOUB Y N 45 MM5 C11 C28 SING N N 46 MM5 C14 H14 SING N N 47 MM5 C14 C15 SING Y N 48 MM5 C15 H15 SING N N 49 MM5 C15 C16 DOUB Y N 50 MM5 C16 C17 SING N N 51 MM5 C17 H171 SING N N 52 MM5 C17 H172 SING N N 53 MM5 C17 N1 SING N N 54 MM5 N1 C18 SING N N 55 MM5 N1 C27 SING N N 56 MM5 N1 NI2 SING N N 57 MM5 C18 H181 SING N N 58 MM5 C18 H182 SING N N 59 MM5 C18 C19 SING N N 60 MM5 C19 H191 SING N N 61 MM5 C19 H192 SING N N 62 MM5 C19 N2 SING N N 63 MM5 N2 C20 SING N N 64 MM5 N2 NI2 SING N N 65 MM5 C20 H201 SING N N 66 MM5 C20 H202 SING N N 67 MM5 C20 C21 SING N N 68 MM5 C21 H211 SING N N 69 MM5 C21 H212 SING N N 70 MM5 C21 C22 SING N N 71 MM5 C22 H221 SING N N 72 MM5 C22 H222 SING N N 73 MM5 C22 N3 SING N N 74 MM5 N3 C23 SING N N 75 MM5 N3 NI2 SING N N 76 MM5 C23 H231 SING N N 77 MM5 C23 H232 SING N N 78 MM5 C23 C24 SING N N 79 MM5 C24 H241 SING N N 80 MM5 C24 H242 SING N N 81 MM5 C24 N5 SING N N 82 MM5 N5 C25 SING N N 83 MM5 N5 NI2 SING N N 84 MM5 C25 H251 SING N N 85 MM5 C25 H252 SING N N 86 MM5 C25 C26 SING N N 87 MM5 C26 H261 SING N N 88 MM5 C26 H262 SING N N 89 MM5 C26 C27 SING N N 90 MM5 C27 H271 SING N N 91 MM5 C27 H272 SING N N 92 MM5 C28 H281 SING N N 93 MM5 C28 H282 SING N N 94 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor MM5 InChI InChI 1.06 "InChI=1S/C28H48N8.2Ni/c1-9-29-15-17-31-13-3-21-35(23-19-33-11-1)25-27-5-7-28(8-6-27)26-36-22-4-14-32-18-16-30-10-2-12-34-20-24-36;;/h5-8H,1-4,9-26H2;;/q-6;2*+3" MM5 InChIKey InChI 1.06 XVYSAVBBVPTNSF-UHFFFAOYSA-N MM5 SMILES_CANONICAL CACTVS 3.385 "C1CN(CCN2CCCN3CCN(C1)[Ni]23)Cc4ccc(CN5CCCN6CCN7CCCN(CC5)[Ni]67)cc4" MM5 SMILES CACTVS 3.385 "C1CN(CCN2CCCN3CCN(C1)[Ni]23)Cc4ccc(CN5CCCN6CCN7CCCN(CC5)[Ni]67)cc4" MM5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C[N]23CCCN4[Ni]25N(CCCN5CC3)CC4)C[N]67CCCN8[Ni]69N(CCCN9CC7)CC8" MM5 SMILES "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C[N]23CCCN4[Ni]25N(CCCN5CC3)CC4)C[N]67CCCN8[Ni]69N(CCCN9CC7)CC8" # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MM5 _pdbx_chem_comp_synonyms.name "NICKEL(II)XYLYLBICYCLAM" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MM5 "Modify synonyms" 2021-03-01 PDBE MM5 "Modify descriptor" 2023-09-23 RCSB #