data_4YQ # _chem_comp.id 4YQ _chem_comp.name "4-cyclopropyl-2-(2-hydroxyethyloxy)-N-[(1S,3R)-5-oxidanyl-2-adamantyl]-1,3-thiazole-5-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H26 N2 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-23 _chem_comp.pdbx_modified_date 2014-09-05 _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 378.486 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4YQ _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 4C7J _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 4YQ O14 O14 O 0 1 N N N -25.800 -26.537 64.370 -0.519 -2.184 -0.447 O14 4YQ 1 4YQ C13 C13 C 0 1 N N N -24.631 -26.379 64.052 -0.139 -1.031 -0.364 C13 4YQ 2 4YQ C5 C5 C 0 1 Y N N -24.334 -25.648 62.811 1.285 -0.740 -0.195 C5 4YQ 3 4YQ S6 S6 S 0 1 Y N N -25.417 -24.338 62.534 2.009 0.860 -0.056 S6 4YQ 4 4YQ C7 C7 C 0 1 Y N N -24.425 -24.023 61.132 3.561 0.159 0.090 C7 4YQ 5 4YQ O9 O9 O 0 1 N N N -24.721 -22.962 60.289 4.710 0.855 0.243 O9 4YQ 6 4YQ C10 C10 C 0 1 N N N -23.780 -22.396 59.367 4.605 2.280 0.283 C10 4YQ 7 4YQ C11 C11 C 0 1 N N N -23.943 -20.878 59.379 5.998 2.889 0.459 C11 4YQ 8 4YQ O12 O12 O 0 1 N N N -23.477 -20.346 60.626 6.793 2.601 -0.692 O12 4YQ 9 4YQ C4 C4 C 0 1 Y N N -23.206 -25.779 61.858 2.291 -1.661 -0.111 C4 4YQ 10 4YQ N8 N8 N 0 1 Y N N -23.347 -24.797 60.916 3.482 -1.138 0.034 N8 4YQ 11 4YQ C3 C3 C 0 1 N N N -22.171 -26.852 61.905 2.051 -3.147 -0.184 C3 4YQ 12 4YQ C2 C2 C 0 1 N N N -20.827 -26.435 61.327 2.474 -3.991 1.020 C2 4YQ 13 4YQ C1 C1 C 0 1 N N N -21.789 -27.259 60.481 3.278 -4.057 -0.280 C1 4YQ 14 4YQ N15 N15 N 0 1 N N N -23.563 -26.721 64.780 -1.029 -0.021 -0.432 N15 4YQ 15 4YQ C16 C16 C 0 1 N N N -23.624 -27.356 66.084 -2.454 -0.312 -0.607 C16 4YQ 16 4YQ C17 C17 C 0 1 N N R -22.733 -26.498 67.008 -3.144 0.888 -1.259 C17 4YQ 17 4YQ C18 C18 C 0 1 N N N -21.252 -26.501 66.569 -2.980 2.118 -0.364 C18 4YQ 18 4YQ C21 C21 C 0 1 N N S -23.054 -28.755 65.977 -3.090 -0.586 0.758 C21 4YQ 19 4YQ C20 C20 C 0 1 N N N -21.596 -28.747 65.511 -2.927 0.645 1.653 C20 4YQ 20 4YQ C22 C22 C 0 1 N N N -23.181 -29.322 67.402 -4.579 -0.890 0.575 C22 4YQ 21 4YQ C23 C23 C 0 1 N N N -22.296 -28.523 68.375 -5.268 0.310 -0.077 C23 4YQ 22 4YQ C25 C25 C 0 1 N N N -22.749 -27.060 68.440 -4.632 0.584 -1.442 C25 4YQ 23 4YQ O26 O26 O 0 1 N N N -22.356 -29.136 69.689 -6.658 0.027 -0.248 O26 4YQ 24 4YQ C24 C24 C 0 1 N N N -20.849 -28.560 67.882 -5.104 1.541 0.817 C24 4YQ 25 4YQ C19 C19 C 0 1 N N N -20.727 -27.940 66.489 -3.616 1.845 1.000 C19 4YQ 26 4YQ H15 H15 H 0 1 N N N -22.659 -26.526 64.400 -0.727 0.898 -0.365 H15 4YQ 27 4YQ H101 H101 H 0 0 N N N -22.757 -22.662 59.671 4.168 2.638 -0.649 H101 4YQ 28 4YQ H102 H102 H 0 0 N N N -23.974 -22.782 58.355 3.971 2.574 1.119 H102 4YQ 29 4YQ H111 H111 H 0 0 N N N -23.358 -20.442 58.555 5.909 3.969 0.578 H111 4YQ 30 4YQ H112 H112 H 0 0 N N N -25.005 -20.624 59.249 6.471 2.464 1.344 H112 4YQ 31 4YQ H12 H12 H 0 1 N N N -23.581 -19.402 60.627 7.691 2.958 -0.649 H12 4YQ 32 4YQ H3 H3 H 0 1 N N N -22.207 -27.619 62.693 1.154 -3.453 -0.723 H3 4YQ 33 4YQ H21C H21C H 0 0 N N N -20.640 -25.380 61.076 2.925 -3.471 1.866 H21C 4YQ 34 4YQ H22C H22C H 0 0 N N N -19.901 -26.891 61.707 1.855 -4.852 1.274 H22C 4YQ 35 4YQ H11C H11C H 0 0 N N N -21.559 -28.310 60.252 3.188 -4.961 -0.882 H11C 4YQ 36 4YQ H12C H12C H 0 0 N N N -22.299 -26.799 59.621 4.258 -3.581 -0.290 H12C 4YQ 37 4YQ H16 H16 H 0 1 N N N -24.653 -27.386 66.471 -2.571 -1.189 -1.244 H16 4YQ 38 4YQ H17 H17 H 0 1 N N N -23.108 -25.464 67.017 -2.691 1.083 -2.231 H17 4YQ 39 4YQ H21 H21 H 0 1 N N N -23.662 -29.356 65.285 -2.599 -1.441 1.223 H21 4YQ 40 4YQ H181 H181 H 0 0 N N N -21.165 -26.027 65.580 -1.920 2.335 -0.234 H181 4YQ 41 4YQ H182 H182 H 0 0 N N N -20.655 -25.936 67.300 -3.471 2.973 -0.829 H182 4YQ 42 4YQ H251 H251 H 0 0 N N N -22.061 -26.483 69.076 -5.123 1.439 -1.906 H251 4YQ 43 4YQ H252 H252 H 0 0 N N N -23.767 -27.002 68.853 -4.748 -0.293 -2.079 H252 4YQ 44 4YQ H19 H19 H 0 1 N N N -19.678 -27.945 66.159 -3.500 2.721 1.637 H19 4YQ 45 4YQ H201 H201 H 0 0 N N N -21.224 -29.781 65.464 -3.380 0.450 2.625 H201 4YQ 46 4YQ H202 H202 H 0 0 N N N -21.537 -28.291 64.512 -1.867 0.861 1.783 H202 4YQ 47 4YQ H221 H221 H 0 0 N N N -24.230 -29.255 67.727 -4.695 -1.766 -0.062 H221 4YQ 48 4YQ H222 H222 H 0 0 N N N -22.863 -30.375 67.403 -5.032 -1.084 1.547 H222 4YQ 49 4YQ H26 H26 H 0 1 N N N -21.811 -28.646 70.293 -7.159 0.746 -0.657 H26 4YQ 50 4YQ H241 H241 H 0 0 N N N -20.216 -27.996 68.583 -5.595 2.396 0.353 H241 4YQ 51 4YQ H242 H242 H 0 0 N N N -20.510 -29.606 67.841 -5.557 1.346 1.790 H242 4YQ 52 # 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 4YQ O14 C13 DOUB N N 1 4YQ C13 C5 SING N N 2 4YQ C13 N15 SING N N 3 4YQ C5 S6 SING Y N 4 4YQ C5 C4 DOUB Y N 5 4YQ S6 C7 SING Y N 6 4YQ C7 O9 SING N N 7 4YQ C7 N8 DOUB Y N 8 4YQ O9 C10 SING N N 9 4YQ C10 C11 SING N N 10 4YQ C11 O12 SING N N 11 4YQ C4 N8 SING Y N 12 4YQ C4 C3 SING N N 13 4YQ C3 C2 SING N N 14 4YQ C3 C1 SING N N 15 4YQ C2 C1 SING N N 16 4YQ N15 C16 SING N N 17 4YQ C16 C17 SING N N 18 4YQ C16 C21 SING N N 19 4YQ C17 C18 SING N N 20 4YQ C17 C25 SING N N 21 4YQ C18 C19 SING N N 22 4YQ C21 C20 SING N N 23 4YQ C21 C22 SING N N 24 4YQ C20 C19 SING N N 25 4YQ C22 C23 SING N N 26 4YQ C23 C25 SING N N 27 4YQ C23 O26 SING N N 28 4YQ C23 C24 SING N N 29 4YQ C24 C19 SING N N 30 4YQ N15 H15 SING N N 31 4YQ C10 H101 SING N N 32 4YQ C10 H102 SING N N 33 4YQ C11 H111 SING N N 34 4YQ C11 H112 SING N N 35 4YQ O12 H12 SING N N 36 4YQ C3 H3 SING N N 37 4YQ C2 H21C SING N N 38 4YQ C2 H22C SING N N 39 4YQ C1 H11C SING N N 40 4YQ C1 H12C SING N N 41 4YQ C16 H16 SING N N 42 4YQ C17 H17 SING N N 43 4YQ C21 H21 SING N N 44 4YQ C18 H181 SING N N 45 4YQ C18 H182 SING N N 46 4YQ C25 H251 SING N N 47 4YQ C25 H252 SING N N 48 4YQ C19 H19 SING N N 49 4YQ C20 H201 SING N N 50 4YQ C20 H202 SING N N 51 4YQ C22 H221 SING N N 52 4YQ C22 H222 SING N N 53 4YQ O26 H26 SING N N 54 4YQ C24 H241 SING N N 55 4YQ C24 H242 SING N N 56 # 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 4YQ SMILES ACDLabs 12.01 "O=C(c1sc(OCCO)nc1C2CC2)NC5C4CC3CC5CC(O)(C3)C4" 4YQ InChI InChI 1.03 "InChI=1S/C19H26N2O4S/c22-3-4-25-18-21-15(11-1-2-11)16(26-18)17(23)20-14-12-5-10-6-13(14)9-19(24,7-10)8-12/h10-14,22,24H,1-9H2,(H,20,23)/t10-,12-,13+,14-,19-" 4YQ InChIKey InChI 1.03 NJXRHIKVLFLBME-WCUHCKLXSA-N 4YQ SMILES_CANONICAL CACTVS 3.385 "OCCOc1sc(C(=O)NC2[C@@H]3CC4C[C@H]2CC(O)(C4)C3)c(n1)C5CC5" 4YQ SMILES CACTVS 3.385 "OCCOc1sc(C(=O)NC2[CH]3CC4C[CH]2CC(O)(C4)C3)c(n1)C5CC5" 4YQ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C1CC1c2c(sc(n2)OCCO)C(=O)NC3[C@@H]4CC5C[C@H]3CC(C4)(C5)O" 4YQ SMILES "OpenEye OEToolkits" 1.9.2 "C1CC1c2c(sc(n2)OCCO)C(=O)NC3C4CC5CC3CC(C5)(C4)O" # 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 4YQ "SYSTEMATIC NAME" ACDLabs 12.01 "4-cyclopropyl-2-(2-hydroxyethoxy)-N-[(1R,2s,3S,5s,7s)-5-hydroxytricyclo[3.3.1.1~3,7~]dec-2-yl]-1,3-thiazole-5-carboxamide" 4YQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-cyclopropyl-2-(2-hydroxyethyloxy)-N-[(1S,3R)-5-oxidanyl-2-adamantyl]-1,3-thiazole-5-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 4YQ "Create component" 2013-09-23 EBI 4YQ "Initial release" 2014-09-03 RCSB 4YQ "Modify descriptor" 2014-09-05 RCSB #