data_M51 # _chem_comp.id M51 _chem_comp.name "{(2S,4S)-4-[4-(3-methyl-1-phenyl-1H-pyrazol-5-yl)piperazin-1-yl]pyrrolidin-2-yl}(1,3-thiazolidin-3-yl)methanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H30 N6 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Teneligliptin _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-08 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 426.578 _chem_comp.one_letter_code ? _chem_comp.three_letter_code M51 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3VJK _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 M51 C1 C1 C 0 1 Y N N 47.414 63.495 34.859 -3.851 -2.179 1.029 C1 M51 1 M51 C2 C2 C 0 1 Y N N 46.138 63.700 34.290 -5.171 -2.250 1.482 C2 M51 2 M51 N3 N3 N 0 1 Y N N 46.183 64.461 33.179 -5.768 -1.120 1.198 N3 M51 3 M51 N4 N4 N 0 1 Y N N 47.552 64.754 33.023 -4.850 -0.284 0.552 N4 M51 4 M51 C5 C5 C 0 1 Y N N 48.286 64.203 34.017 -3.670 -0.956 0.457 C5 M51 5 M51 C6 C6 C 0 1 Y N N 47.889 65.528 31.984 -5.100 1.014 0.086 C6 M51 6 M51 C7 C7 C 0 1 Y N N 48.804 66.588 32.034 -4.587 1.425 -1.137 C7 M51 7 M51 C8 C8 C 0 1 Y N N 49.098 67.380 30.925 -4.836 2.705 -1.594 C8 M51 8 M51 C9 C9 C 0 1 Y N N 48.443 67.156 29.719 -5.595 3.576 -0.834 C9 M51 9 M51 C10 C10 C 0 1 Y N N 47.503 66.134 29.634 -6.107 3.170 0.385 C10 M51 10 M51 C11 C11 C 0 1 Y N N 47.243 65.351 30.754 -5.866 1.890 0.844 C11 M51 11 M51 C12 C12 C 0 1 N N N 44.947 63.071 34.965 -5.801 -3.428 2.178 C12 M51 12 M51 N13 N13 N 0 1 N N N 49.670 64.270 34.215 -2.495 -0.482 -0.119 N13 M51 13 M51 C14 C14 C 0 1 N N N 50.565 63.925 33.097 -2.058 -1.354 -1.218 C14 M51 14 M51 C15 C15 C 0 1 N N N 51.879 64.699 33.274 -0.811 -0.756 -1.874 C15 M51 15 M51 N16 N16 N 0 1 N N N 52.416 64.487 34.632 0.249 -0.612 -0.866 N16 M51 16 M51 C17 C17 C 0 1 N N N 51.526 64.835 35.753 -0.189 0.259 0.233 C17 M51 17 M51 C18 C18 C 0 1 N N N 50.200 64.068 35.582 -1.436 -0.338 0.889 C18 M51 18 M51 C19 C19 C 0 1 N N S 53.733 65.132 34.773 1.489 -0.111 -1.474 C19 M51 19 M51 C20 C20 C 0 1 N N N 54.676 64.800 33.618 2.013 -1.099 -2.538 C20 M51 20 M51 N21 N21 N 0 1 N N N 55.985 64.993 34.219 3.481 -1.139 -2.411 N21 M51 21 M51 C22 C22 C 0 1 N N S 55.944 65.126 35.674 3.887 -0.207 -1.337 C22 M51 22 M51 C23 C23 C 0 1 N N N 54.532 64.654 35.995 2.637 -0.080 -0.431 C23 M51 23 M51 C24 C24 C 0 1 N N N 57.039 64.351 36.376 5.044 -0.776 -0.558 C24 M51 24 M51 N25 N25 N 0 1 N N N 57.539 64.816 37.516 5.807 0.034 0.203 N25 M51 25 M51 C26 C26 C 0 1 N N N 57.034 66.043 38.159 6.937 -0.459 0.976 C26 M51 26 M51 C27 C27 C 0 1 N N N 57.811 66.371 39.441 7.646 0.647 1.790 C27 M51 27 M51 S28 S28 S 0 1 N N N 58.603 64.869 39.852 6.304 1.900 1.942 S28 M51 28 M51 C29 C29 C 0 1 N N N 58.627 64.153 38.231 5.562 1.485 0.306 C29 M51 29 M51 O30 O30 O 0 1 N N N 57.474 63.328 35.871 5.289 -1.963 -0.615 O30 M51 30 M51 H1 H1 H 0 1 N N N 47.662 62.924 35.741 -3.105 -2.955 1.120 H1 M51 31 M51 H7 H7 H 0 1 N N N 49.301 66.800 32.969 -3.994 0.745 -1.731 H7 M51 32 M51 H8 H8 H 0 1 N N N 49.834 68.167 31.002 -4.437 3.025 -2.545 H8 M51 33 M51 H9 H9 H 0 1 N N N 48.662 67.769 28.857 -5.788 4.576 -1.193 H9 M51 34 M51 H10 H10 H 0 1 N N N 46.980 65.950 28.707 -6.699 3.852 0.976 H10 M51 35 M51 H11 H11 H 0 1 N N N 46.505 64.567 30.671 -6.270 1.571 1.794 H11 M51 36 M51 H12 H12 H 0 1 N N N 44.034 63.320 34.405 -5.662 -3.331 3.255 H12 M51 37 M51 H12A H12A H 0 0 N N N 45.075 61.979 34.990 -6.867 -3.458 1.951 H12A M51 38 M51 H12B H12B H 0 0 N N N 44.863 63.454 35.993 -5.331 -4.349 1.833 H12B M51 39 M51 H14 H14 H 0 1 N N N 50.765 62.843 33.099 -1.824 -2.343 -0.826 H14 M51 40 M51 H14A H14A H 0 0 N N N 50.094 64.202 32.142 -2.855 -1.434 -1.957 H14A M51 41 M51 H15 H15 H 0 1 N N N 52.612 64.343 32.535 -0.468 -1.416 -2.671 H15 M51 42 M51 H15A H15A H 0 0 N N N 51.691 65.772 33.122 -1.052 0.222 -2.290 H15A M51 43 M51 H17 H17 H 0 1 N N N 51.999 64.553 36.705 0.608 0.340 0.973 H17 M51 44 M51 H17A H17A H 0 0 N N N 51.333 65.918 35.753 -0.423 1.249 -0.159 H17A M51 45 M51 H18 H18 H 0 1 N N N 49.468 64.440 36.314 -1.779 0.321 1.686 H18 M51 46 M51 H18A H18A H 0 0 N N N 50.377 62.995 35.748 -1.194 -1.317 1.305 H18A M51 47 M51 H19 H19 H 0 1 N N N 53.465 66.197 34.835 1.332 0.876 -1.908 H19 M51 48 M51 H20 H20 H 0 1 N N N 54.537 63.770 33.258 1.598 -2.091 -2.359 H20 M51 49 M51 H20A H20A H 0 0 N N N 54.518 65.464 32.756 1.736 -0.752 -3.533 H20A M51 50 M51 HN21 HN21 H 0 0 N N N 56.551 64.200 33.994 3.802 -2.076 -2.216 HN21 M51 51 M51 H22 H22 H 0 1 N N N 56.141 66.147 36.033 4.151 0.763 -1.757 H22 M51 52 M51 H23 H23 H 0 1 N N N 54.155 65.097 36.929 2.644 0.864 0.114 H23 M51 53 M51 H23A H23A H 0 0 N N N 54.483 63.562 36.114 2.564 -0.924 0.255 H23A M51 54 M51 H26 H26 H 0 1 N N N 57.143 66.881 37.455 6.583 -1.227 1.663 H26 M51 55 M51 H26A H26A H 0 0 N N N 55.974 65.898 38.415 7.659 -0.909 0.294 H26A M51 56 M51 H27 H27 H 0 1 N N N 58.542 67.175 39.271 7.950 0.279 2.770 H27 M51 57 M51 H27A H27A H 0 0 N N N 57.136 66.700 40.245 8.498 1.051 1.243 H27A M51 58 M51 H29 H29 H 0 1 N N N 58.466 63.066 38.276 6.068 2.021 -0.497 H29 M51 59 M51 H29A H29A H 0 0 N N N 59.592 64.330 37.734 4.493 1.698 0.301 H29A M51 60 # # 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 M51 C1 C2 SING Y N 1 M51 C1 C5 DOUB Y N 2 M51 C2 N3 DOUB Y N 3 M51 C2 C12 SING N N 4 M51 N3 N4 SING Y N 5 M51 N4 C5 SING Y N 6 M51 N4 C6 SING N N 7 M51 C5 N13 SING N N 8 M51 C6 C7 DOUB Y N 9 M51 C6 C11 SING Y N 10 M51 C7 C8 SING Y N 11 M51 C8 C9 DOUB Y N 12 M51 C9 C10 SING Y N 13 M51 C10 C11 DOUB Y N 14 M51 N13 C14 SING N N 15 M51 N13 C18 SING N N 16 M51 C14 C15 SING N N 17 M51 C15 N16 SING N N 18 M51 N16 C17 SING N N 19 M51 N16 C19 SING N N 20 M51 C17 C18 SING N N 21 M51 C19 C20 SING N N 22 M51 C19 C23 SING N N 23 M51 C20 N21 SING N N 24 M51 N21 C22 SING N N 25 M51 C22 C23 SING N N 26 M51 C22 C24 SING N N 27 M51 C24 N25 SING N N 28 M51 C24 O30 DOUB N N 29 M51 N25 C26 SING N N 30 M51 N25 C29 SING N N 31 M51 C26 C27 SING N N 32 M51 C27 S28 SING N N 33 M51 S28 C29 SING N N 34 M51 C1 H1 SING N N 35 M51 C7 H7 SING N N 36 M51 C8 H8 SING N N 37 M51 C9 H9 SING N N 38 M51 C10 H10 SING N N 39 M51 C11 H11 SING N N 40 M51 C12 H12 SING N N 41 M51 C12 H12A SING N N 42 M51 C12 H12B SING N N 43 M51 C14 H14 SING N N 44 M51 C14 H14A SING N N 45 M51 C15 H15 SING N N 46 M51 C15 H15A SING N N 47 M51 C17 H17 SING N N 48 M51 C17 H17A SING N N 49 M51 C18 H18 SING N N 50 M51 C18 H18A SING N N 51 M51 C19 H19 SING N N 52 M51 C20 H20 SING N N 53 M51 C20 H20A SING N N 54 M51 N21 HN21 SING N N 55 M51 C22 H22 SING N N 56 M51 C23 H23 SING N N 57 M51 C23 H23A SING N N 58 M51 C26 H26 SING N N 59 M51 C26 H26A SING N N 60 M51 C27 H27 SING N N 61 M51 C27 H27A SING N N 62 M51 C29 H29 SING N N 63 M51 C29 H29A SING N N 64 # # 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 M51 SMILES ACDLabs 12.01 "O=C(N1CCSC1)C5NCC(N4CCN(c3cc(nn3c2ccccc2)C)CC4)C5" M51 InChI InChI 1.03 "InChI=1S/C22H30N6OS/c1-17-13-21(28(24-17)18-5-3-2-4-6-18)26-9-7-25(8-10-26)19-14-20(23-15-19)22(29)27-11-12-30-16-27/h2-6,13,19-20,23H,7-12,14-16H2,1H3/t19-,20-/m0/s1" M51 InChIKey InChI 1.03 WGRQANOPCQRCME-PMACEKPBSA-N M51 SMILES_CANONICAL CACTVS 3.370 "Cc1cc(N2CCN(CC2)[C@@H]3CN[C@@H](C3)C(=O)N4CCSC4)n(n1)c5ccccc5" M51 SMILES CACTVS 3.370 "Cc1cc(N2CCN(CC2)[CH]3CN[CH](C3)C(=O)N4CCSC4)n(n1)c5ccccc5" M51 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1cc(n(n1)c2ccccc2)N3CCN(CC3)[C@H]4C[C@H](NC4)C(=O)N5CCSC5" M51 SMILES "OpenEye OEToolkits" 1.7.2 "Cc1cc(n(n1)c2ccccc2)N3CCN(CC3)C4CC(NC4)C(=O)N5CCSC5" # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier M51 "SYSTEMATIC NAME" ACDLabs 12.01 "{(2S,4S)-4-[4-(3-methyl-1-phenyl-1H-pyrazol-5-yl)piperazin-1-yl]pyrrolidin-2-yl}(1,3-thiazolidin-3-yl)methanone" M51 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[(2S,4S)-4-[4-(5-methyl-2-phenyl-pyrazol-3-yl)piperazin-1-yl]pyrrolidin-2-yl]-(1,3-thiazolidin-3-yl)methanone" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site M51 "Create component" 2011-11-08 PDBJ M51 "Initial release" 2012-10-19 RCSB M51 "Modify synonyms" 2016-08-17 PDBJ M51 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id M51 _pdbx_chem_comp_synonyms.name Teneligliptin _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##