data_ME5 # _chem_comp.id ME5 _chem_comp.name "5-CHLORO-N-((1R,2S)-2-(4-(2-OXOPYRIDIN-1(2H)-YL)BENZAMIDO) CYCLOPENTYL)THIOPHENE-2-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H20 Cl N3 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-04-10 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 441.931 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ME5 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye OEToolkits" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 ME5 C1 C1 C 0 1 N N N 8.546 44.945 63.380 3.117 -4.340 -1.325 C1 ME5 1 ME5 C2 C2 C 0 1 N N N 9.296 43.886 65.500 5.410 -5.317 -1.754 C2 ME5 2 ME5 C3 C3 C 0 1 N N N 9.564 44.538 64.259 4.588 -4.282 -1.519 C3 ME5 3 ME5 C7 C7 C 0 1 N N N 7.149 42.147 59.358 1.666 -6.228 2.417 C7 ME5 4 ME5 C8 C8 C 0 1 N N N 5.043 45.616 63.487 0.531 -1.659 -1.307 C8 ME5 5 ME5 C10 C10 C 0 1 N N N 4.384 44.505 64.269 0.812 -0.722 -0.130 C10 ME5 6 ME5 C12 C12 C 0 1 N N N 4.938 43.419 63.377 0.978 -1.615 1.102 C12 ME5 7 ME5 C13 C13 C 0 1 N N N 5.391 43.979 62.047 0.687 -3.037 0.623 C13 ME5 8 ME5 C14 C14 C 0 1 N N N 8.210 41.169 57.333 3.796 -6.895 3.269 C14 ME5 9 ME5 C15 C15 C 0 1 N N N 9.856 38.188 57.539 3.574 -10.138 5.006 C15 ME5 10 ME5 C16 C16 C 0 1 N N N 8.065 39.826 57.909 3.179 -7.924 3.980 C16 ME5 11 ME5 C19 C19 C 0 1 N N N 6.232 45.116 62.669 1.059 -3.019 -0.862 C19 ME5 12 ME5 C21 C21 C 0 1 N N N 7.952 38.356 55.976 5.157 -8.338 5.423 C21 ME5 13 ME5 C22 C22 C 0 1 N N N 6.927 40.807 59.931 1.032 -7.239 3.109 C22 ME5 14 ME5 C24 C24 C 0 1 N N N 8.561 37.323 55.074 5.942 -9.334 6.216 C24 ME5 15 ME5 C17 C17 C 0 1 N N N 6.516 43.281 60.036 0.851 -5.313 1.577 C17 ME5 16 ME5 C44 C44 C 0 1 N N N 7.767 42.334 58.069 3.031 -6.037 2.479 C44 ME5 17 ME5 N2 N2 N 0 1 N N N 8.644 38.753 57.183 3.975 -8.816 4.802 N2 ME5 18 ME5 C18 C18 C 0 1 N N N 7.376 39.642 59.194 1.797 -8.096 3.900 C18 ME5 19 ME5 C23 C23 C 0 1 N N N 10.450 37.196 56.683 4.277 -11.001 5.746 C23 ME5 20 ME5 C26 C26 C 0 1 N N N 9.823 36.776 55.480 5.500 -10.585 6.363 C26 ME5 21 ME5 O1 O1 O 0 1 N N N 6.873 38.887 55.713 5.579 -7.181 5.413 O1 ME5 22 ME5 N4 N4 N 0 1 N N N 6.104 42.990 61.285 1.370 -4.041 1.389 N4 ME5 23 ME5 O2 O2 O 0 1 N N N 6.344 44.383 59.535 -0.219 -5.710 1.122 O2 ME5 24 ME5 N1 N1 N 0 1 N N N 7.246 44.547 63.636 2.480 -3.125 -1.094 N1 ME5 25 ME5 O3 O3 O 0 1 N N N 8.865 45.654 62.418 2.549 -5.429 -1.355 O3 ME5 26 ME5 C4 C4 C 0 1 N N N 10.537 43.602 66.150 6.752 -4.856 -1.885 C4 ME5 27 ME5 S1 S1 S 0 1 N N N 11.217 44.782 63.913 5.323 -2.768 -1.443 S1 ME5 28 ME5 C5 C5 C 0 1 N N N 11.683 44.044 65.368 6.847 -3.490 -1.738 C5 ME5 29 ME5 CL1 CL1 CL 0 0 N N N 13.413 43.857 65.783 8.258 -2.520 -1.819 CL1 ME5 30 ME5 H2 H2 H 0 1 N N N 8.316 43.646 65.885 5.110 -6.354 -1.836 H2 ME5 31 ME5 H81 1H8 H 0 1 N N N 5.400 46.379 64.194 -0.553 -1.718 -1.466 H81 ME5 32 ME5 H82 2H8 H 0 1 N N N 4.299 46.028 62.789 0.987 -1.297 -2.234 H82 ME5 33 ME5 H101 1H10 H 0 0 N N N 4.680 44.438 65.326 -0.000 -0.000 0.000 H101 ME5 34 ME5 H102 2H10 H 0 0 N N N 3.295 44.550 64.419 1.732 -0.152 -0.304 H102 ME5 35 ME5 H121 1H12 H 0 0 N N N 5.799 42.952 63.878 2.001 -1.524 1.490 H121 ME5 36 ME5 H122 2H12 H 0 0 N N N 4.144 42.681 63.192 0.301 -1.319 1.911 H122 ME5 37 ME5 H13 H13 H 0 1 N N N 4.653 44.300 61.298 -0.386 -3.237 0.727 H13 ME5 38 ME5 H14 H14 H 0 1 N N N 8.650 41.288 56.354 4.872 -6.751 3.323 H14 ME5 39 ME5 H15 H15 H 0 1 N N N 10.351 38.489 58.450 2.650 -10.437 4.521 H15 ME5 40 ME5 H19 H19 H 0 1 N N N 6.793 45.791 62.005 0.590 -3.840 -1.412 H19 ME5 41 ME5 H22 H22 H 0 1 N N N 6.437 40.695 60.887 -0.044 -7.382 3.056 H22 ME5 42 ME5 H24 H24 H 0 1 N N N 8.073 37.007 54.164 6.865 -9.002 6.678 H24 ME5 43 ME5 H44 H44 H 0 1 N N N 7.897 43.325 57.660 3.522 -5.237 1.930 H44 ME5 44 ME5 H18 H18 H 0 1 N N N 7.206 38.650 59.585 1.306 -8.895 4.449 H18 ME5 45 ME5 H23 H23 H 0 1 N N N 11.397 36.759 56.963 3.943 -12.022 5.886 H23 ME5 46 ME5 H26 H26 H 0 1 N N N 10.304 36.033 54.861 6.058 -11.311 6.944 H26 ME5 47 ME5 HN4 HN4 H 0 1 N N N 6.293 42.091 61.680 2.231 -3.766 1.849 HN4 ME5 48 ME5 HN1 HN1 H 0 1 N N N 7.000 43.939 64.391 3.034 -2.272 -1.022 HN1 ME5 49 ME5 H4 H4 H 0 1 N N N 10.616 43.115 67.111 7.601 -5.500 -2.078 H4 ME5 50 # 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 ME5 C1 O3 DOUB N N 1 ME5 C1 N1 SING N N 2 ME5 C1 C3 SING N N 3 ME5 C2 C3 DOUB N N 4 ME5 C2 C4 SING N N 5 ME5 C2 H2 SING N N 6 ME5 C3 S1 SING N N 7 ME5 C7 C44 DOUB N N 8 ME5 C7 C22 SING N N 9 ME5 C7 C17 SING N N 10 ME5 C8 C19 SING N N 11 ME5 C8 C10 SING N N 12 ME5 C8 H81 SING N N 13 ME5 C8 H82 SING N N 14 ME5 C10 C12 SING N N 15 ME5 C10 H101 SING N N 16 ME5 C10 H102 SING N N 17 ME5 C12 C13 SING N N 18 ME5 C12 H121 SING N N 19 ME5 C12 H122 SING N N 20 ME5 C13 N4 SING N N 21 ME5 C13 C19 SING N N 22 ME5 C13 H13 SING N N 23 ME5 C14 C16 DOUB N N 24 ME5 C14 C44 SING N N 25 ME5 C14 H14 SING N N 26 ME5 C15 C23 DOUB N N 27 ME5 C15 N2 SING N N 28 ME5 C15 H15 SING N N 29 ME5 C16 N2 SING N N 30 ME5 C16 C18 SING N N 31 ME5 C19 N1 SING N N 32 ME5 C19 H19 SING N N 33 ME5 C21 C24 SING N N 34 ME5 C21 O1 DOUB N N 35 ME5 C21 N2 SING N N 36 ME5 C22 C18 DOUB N N 37 ME5 C22 H22 SING N N 38 ME5 C24 C26 DOUB N N 39 ME5 C24 H24 SING N N 40 ME5 C17 O2 DOUB N N 41 ME5 C17 N4 SING N N 42 ME5 C44 H44 SING N N 43 ME5 C18 H18 SING N N 44 ME5 C23 C26 SING N N 45 ME5 C23 H23 SING N N 46 ME5 C26 H26 SING N N 47 ME5 N4 HN4 SING N N 48 ME5 N1 HN1 SING N N 49 ME5 C4 C5 DOUB N N 50 ME5 C4 H4 SING N N 51 ME5 S1 C5 SING N N 52 ME5 C5 CL1 SING N N 53 # 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 ME5 SMILES ACDLabs 10.04 "O=C(NC3CCCC3NC(=O)c2ccc(N1C=CC=CC1=O)cc2)c4sc(Cl)cc4" ME5 SMILES_CANONICAL CACTVS 3.341 "Clc1sc(cc1)C(=O)N[C@@H]2CCC[C@@H]2NC(=O)c3ccc(cc3)N4C=CC=CC4=O" ME5 SMILES CACTVS 3.341 "Clc1sc(cc1)C(=O)N[CH]2CCC[CH]2NC(=O)c3ccc(cc3)N4C=CC=CC4=O" ME5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)N[C@H]2CCC[C@H]2NC(=O)c3ccc(s3)Cl)N4C=CC=CC4=O" ME5 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(=O)NC2CCCC2NC(=O)c3ccc(s3)Cl)N4C=CC=CC4=O" ME5 InChI InChI 1.03 "InChI=1S/C22H20ClN3O3S/c23-19-12-11-18(30-19)22(29)25-17-5-3-4-16(17)24-21(28)14-7-9-15(10-8-14)26-13-2-1-6-20(26)27/h1-2,6-13,16-17H,3-5H2,(H,24,28)(H,25,29)/t16-,17+/m0/s1" ME5 InChIKey InChI 1.03 QCPYHSAHOYXXQK-DLBZAZTESA-N # 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 ME5 "SYSTEMATIC NAME" ACDLabs 10.04 "5-chloro-N-[(1R,2S)-2-({[4-(2-oxopyridin-1(2H)-yl)phenyl]carbonyl}amino)cyclopentyl]thiophene-2-carboxamide" ME5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-chloro-N-[(1R,2S)-2-[[4-(2-oxopyridin-1-yl)phenyl]carbonylamino]cyclopentyl]thiophene-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ME5 "Create component" 2007-04-10 EBI ME5 "Modify descriptor" 2011-06-04 RCSB #