data_MM1 # _chem_comp.id MM1 _chem_comp.name "1,4,8,11-TETRAAZA-CYCLOTETRADECANE CU(II)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H24 Cu N4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms CU-CYCLAM _chem_comp.pdbx_formal_charge ? _chem_comp.pdbx_initial_date 2005-01-17 _chem_comp.pdbx_modified_date 2026-07-31 _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 263.870 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MM1 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details MetalCoord _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1YIK _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB _chem_comp.pdbx_comp_type "metal-containing ligand" _chem_comp.pdbx_pcm ? # 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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 MM1 CU1 CU1 CU ? 0 N N N N N N -1.828 29.984 3.299 -1.824 30.027 3.285 CU1 MM1 1 MM1 C1 C1 C 0 1 N N N N N N -1.664 28.359 0.841 -1.735 28.349 0.782 C1 MM1 2 MM1 C2 C2 C 0 1 N N N N N N -0.357 29.056 0.479 -0.463 29.074 0.370 C2 MM1 3 MM1 C3 C3 C 0 1 N N N N N N -0.379 30.547 0.729 -0.435 30.566 0.664 C3 MM1 4 MM1 N4 N4 N 0 1 N N S N N N -0.321 30.788 2.191 -0.323 30.860 2.103 N4 MM1 5 MM1 C5 C5 C 0 1 N N N N N N -0.246 32.233 2.491 -0.283 32.298 2.428 C5 MM1 6 MM1 C6 C6 C 0 1 N N N N N N -0.543 32.420 3.948 -0.555 32.535 3.890 C6 MM1 7 MM1 N7 N7 N 0 1 N N S N N N -1.810 31.760 4.273 -1.777 31.833 4.326 N7 MM1 8 MM1 C8 C8 C 0 1 N N N N N N -2.046 31.774 5.734 -1.917 31.709 5.787 C8 MM1 9 MM1 C9 C9 C 0 1 N N N N N N -3.319 31.024 6.049 -3.190 30.984 6.195 C9 MM1 10 MM1 C10 C10 C 0 1 N N N N N N -3.246 29.530 5.830 -3.216 29.492 5.906 C10 MM1 11 MM1 N11 N11 N 0 1 N N R N N N -3.334 29.221 4.402 -3.324 29.193 4.467 N11 MM1 12 MM1 C12 C12 C 0 1 N N N N N N -3.462 27.778 4.099 -3.357 27.754 4.146 C12 MM1 13 MM1 C13 C13 C 0 1 N N N N N N -3.123 27.556 2.638 -3.086 27.515 2.684 C13 MM1 14 MM1 N14 N14 N 0 1 N N R N N N -1.848 28.236 2.308 -1.869 28.222 2.244 N14 MM1 15 MM1 H11A 1H1 H 0 0 N N N N N N -1.743 27.366 0.340 -1.732 27.454 0.380 H11A MM1 16 MM1 H12 2H1 H 0 1 N N N N N N -2.536 28.867 0.367 -2.512 28.830 0.425 H12 MM1 17 MM1 H21 1H2 H 0 1 N N N N N N -0.072 28.837 -0.576 -0.327 28.942 -0.593 H21 MM1 18 MM1 H22 2H2 H 0 1 N N N N N N 0.503 28.580 1.006 0.298 28.652 0.823 H22 MM1 19 MM1 H31 1H3 H 0 1 N N N N N N -1.253 31.046 0.250 -1.252 30.980 0.310 H31 MM1 20 MM1 H32 2H3 H 0 1 N N N N N N 0.428 31.083 0.177 0.326 30.966 0.192 H32 MM1 21 MM1 HN4 HN4 H 0 1 N N N N N N 0.512 30.307 2.464 0.465 30.487 2.423 HN4 MM1 22 MM1 H51 1H5 H 0 1 N N N N N N -0.907 32.845 1.834 -0.952 32.782 1.898 H51 MM1 23 MM1 H52 2H5 H 0 1 N N N N N N 0.726 32.687 2.188 0.599 32.659 2.202 H52 MM1 24 MM1 H61 1H6 H 0 1 N N N N N N -0.538 33.495 4.246 -0.658 33.496 4.047 H61 MM1 25 MM1 H62 2H6 H 0 1 N N N N N N 0.294 32.072 4.598 0.216 32.223 4.410 H62 MM1 26 MM1 HN7 HN7 H 0 1 N N N N N N -2.620 32.245 3.942 -2.500 32.315 3.997 HN7 MM1 27 MM1 H81 1H8 H 0 1 N N N N N N -2.054 32.809 6.149 -1.921 32.604 6.188 H81 MM1 28 MM1 H82 2H8 H 0 1 N N N N N N -1.173 31.379 6.305 -1.141 31.227 6.149 H82 MM1 29 MM1 H91 1H9 H 0 1 N N N N N N -4.173 31.457 5.478 -3.950 31.405 5.737 H91 MM1 30 MM1 H92 2H9 H 0 1 N N N N N N -3.650 31.246 7.090 -3.332 31.119 7.158 H92 MM1 31 MM1 H101 1H10 H 0 0 N N N N N N -4.018 28.985 6.422 -3.979 29.093 6.376 H101 MM1 32 MM1 H102 2H10 H 0 0 N N N N N N -2.336 29.085 6.296 -2.401 29.079 6.264 H102 MM1 33 MM1 H11 H11 H 0 1 N N N N N N -4.184 29.676 4.138 -4.113 29.562 4.145 H11 MM1 34 MM1 H121 1H12 H 0 0 N N N N N N -4.464 27.372 4.371 -4.237 27.389 4.374 H121 MM1 35 MM1 H122 2H12 H 0 0 N N N N N N -2.849 27.143 4.780 -2.685 27.275 4.675 H122 MM1 36 MM1 H131 1H13 H 0 0 N N N N N N -3.953 27.871 1.963 -3.860 27.821 2.164 H131 MM1 37 MM1 H132 2H13 H 0 0 N N N N N N -3.101 26.473 2.373 -2.979 26.554 2.529 H132 MM1 38 MM1 H14 H14 H 0 1 N N N N N N -1.058 27.699 2.605 -1.144 27.742 2.570 H14 MM1 39 # 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 _chem_comp_bond.pdbx_metal_coordination_flag _chem_comp_bond.pdbx_metal_pi_flag MM1 CU1 N4 SING N N 1 Y N MM1 CU1 N7 SING N N 2 Y N MM1 CU1 N11 SING N N 3 Y N MM1 CU1 N14 SING N N 4 Y N MM1 C1 C2 SING N N 5 N N MM1 C1 N14 SING N N 6 N N MM1 C1 H11A SING N N 7 N N MM1 C1 H12 SING N N 8 N N MM1 C2 C3 SING N N 9 N N MM1 C2 H21 SING N N 10 N N MM1 C2 H22 SING N N 11 N N MM1 C3 N4 SING N N 12 N N MM1 C3 H31 SING N N 13 N N MM1 C3 H32 SING N N 14 N N MM1 N4 C5 SING N N 15 N N MM1 N4 HN4 SING N N 16 N N MM1 C5 C6 SING N N 17 N N MM1 C5 H51 SING N N 18 N N MM1 C5 H52 SING N N 19 N N MM1 C6 N7 SING N N 20 N N MM1 C6 H61 SING N N 21 N N MM1 C6 H62 SING N N 22 N N MM1 N7 C8 SING N N 23 N N MM1 N7 HN7 SING N N 24 N N MM1 C8 C9 SING N N 25 N N MM1 C8 H81 SING N N 26 N N MM1 C8 H82 SING N N 27 N N MM1 C9 C10 SING N N 28 N N MM1 C9 H91 SING N N 29 N N MM1 C9 H92 SING N N 30 N N MM1 C10 N11 SING N N 31 N N MM1 C10 H101 SING N N 32 N N MM1 C10 H102 SING N N 33 N N MM1 N11 C12 SING N N 34 N N MM1 N11 H11 SING N N 35 N N MM1 C12 C13 SING N N 36 N N MM1 C12 H121 SING N N 37 N N MM1 C12 H122 SING N N 38 N N MM1 C13 N14 SING N N 39 N N MM1 C13 H131 SING N N 40 N N MM1 C13 H132 SING N N 41 N N MM1 N14 H14 SING N N 42 N N # 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 MM1 InChI InChI 1.03 InChI=1S/C10H24N4.Cu/c1-3-11-7-9-13-5-2-6-14-10-8-12-4-1;/h11-14H,1-10H2; MM1 InChIKey InChI 1.03 LXENXYBNGDTDRA-UHFFFAOYSA-N MM1 SMILES_CANONICAL CACTVS 3.385 "[Cu]|1|2|3|N4CCCN|1CCN|2CCCN|3CC4" MM1 SMILES CACTVS 3.385 "[Cu]|1|2|3|N4CCCN|1CCN|2CCCN|3CC4" MM1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "C1C[N@@H]2CC[N@@H]3[Cu]24[N@@H](C1)CC[N@@H]4CCC3" MM1 SMILES "OpenEye OEToolkits" 1.7.5 "C1C[NH]2CC[NH]3[Cu]24[NH](C1)CC[NH]4CCC3" # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id MM1 _pdbx_chem_comp_synonyms.name CU-CYCLAM _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? # loop_ _pdbx_chem_comp_atom_coordination.geometry_id _pdbx_chem_comp_atom_coordination.comp_id _pdbx_chem_comp_atom_coordination.atom_id _pdbx_chem_comp_atom_coordination.number _pdbx_chem_comp_atom_coordination.geometry_calculated _pdbx_chem_comp_atom_coordination.geometry_generic _pdbx_chem_comp_atom_coordination.geometry_abbr _pdbx_chem_comp_atom_coordination.provenance _pdbx_chem_comp_atom_coordination.representative_entry_id 1 MM1 CU1 6 octahedral octahedral OCT MetalCoord 1YIK 2 MM1 CU1 4 "square plane" "square planar" SPL FindGeo 1YIK 2 MM1 CU1 4 square-planar "square planar" SPL MetalCoord 1YIK 3 MM1 CU1 5 "square pyramid" "square pyramidal" SPY FindGeo 1YIK # loop_ _pdbx_chem_comp_atom_coordination_sphere.id _pdbx_chem_comp_atom_coordination_sphere.geometry_id _pdbx_chem_comp_atom_coordination_sphere.comp_id _pdbx_chem_comp_atom_coordination_sphere.atom_id _pdbx_chem_comp_atom_coordination_sphere.descriptor _pdbx_chem_comp_atom_coordination_sphere.provenance _pdbx_chem_comp_atom_coordination_sphere.representative_entry_id 1 1 MM1 CU1 "@OCT{Cu,N,N,N,O,N,O}" MetalCoord 1YIK 2 2 MM1 CU1 "@SPL{Cu,N,N,N,N}" MetalCoord 1YIK # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MM1 "Create component" 2005-01-17 RCSB MM1 "Modify descriptor" 2012-01-05 RCSB MM1 "Modify coordinates" 2012-01-05 RCSB MM1 "Modify synonyms" 2020-06-05 PDBE MM1 "Other modification" 2026-07-17 RCSB MM1 "Other modification" 2026-07-31 RCSB #