data_DZL # _chem_comp.id DZL _chem_comp.name "2-ethyl-N-[(1S,3R)-5-oxidanyl-2-adamantyl]-4-[(2R)-oxolan-2-yl]-1,3-thiazole-5-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H28 N2 O3 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 376.513 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DZL _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 4C7K _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 DZL C1 C1 C 0 1 N N N -24.932 23.628 12.395 4.923 -3.439 0.892 C1 DZL 1 DZL C2 C2 C 0 1 N N N -25.693 24.895 12.121 4.388 -3.015 -0.477 C2 DZL 2 DZL C3 C3 C 0 1 Y N N -25.651 25.805 13.272 3.399 -1.891 -0.303 C3 DZL 3 DZL N4 N4 N 0 1 Y N N -26.482 26.812 13.397 3.702 -0.633 -0.307 N4 DZL 4 DZL C5 C5 C 0 1 Y N N -26.233 27.515 14.546 2.724 0.222 -0.143 C5 DZL 5 DZL C6 C6 C 0 1 Y N N -25.194 27.012 15.306 1.504 -0.351 0.011 C6 DZL 6 DZL S7 S7 S 0 1 Y N N -24.503 25.635 14.543 1.716 -2.098 -0.080 S7 DZL 7 DZL C8 C8 C 0 1 N N N -24.655 27.442 16.562 0.235 0.357 0.211 C8 DZL 8 DZL O9 O9 O 0 1 N N N -23.460 27.425 16.801 0.217 1.573 0.251 O9 DZL 9 DZL N10 N10 N 0 1 N N N -25.641 27.822 17.437 -0.910 -0.340 0.351 N10 DZL 10 DZL C11 C11 C 0 1 N N N -25.403 28.210 18.801 -2.178 0.367 0.551 C11 DZL 11 DZL C12 C12 C 0 1 N N R -26.424 27.528 19.724 -3.164 -0.549 1.277 C12 DZL 12 DZL C13 C13 C 0 1 N N N -27.845 28.051 19.444 -3.407 -1.805 0.437 C13 DZL 13 DZL C14 C14 C 0 1 N N N -27.900 29.570 19.648 -3.988 -1.405 -0.921 C14 DZL 14 DZL C15 C15 C 0 1 N N N -26.909 30.241 18.690 -3.001 -0.488 -1.648 C15 DZL 15 DZL C16 C16 C 0 1 N N S -25.485 29.735 18.976 -2.758 0.767 -0.807 C16 DZL 16 DZL C17 C17 C 0 1 N N N -25.099 30.066 20.426 -4.082 1.505 -0.598 C17 DZL 17 DZL C18 C18 C 0 1 N N N -26.080 29.365 21.379 -5.068 0.589 0.128 C18 DZL 18 DZL C19 C19 C 0 1 N N N -27.499 29.896 21.099 -5.311 -0.666 -0.712 C19 DZL 19 DZL C20 C20 C 0 1 N N N -26.037 27.843 21.174 -4.488 0.189 1.486 C20 DZL 20 DZL O21 O21 O 0 1 N N N -25.689 29.637 22.716 -6.305 1.278 0.323 O21 DZL 21 DZL C22 C22 C 0 1 N N R -27.118 28.671 14.826 2.936 1.714 -0.126 C22 DZL 22 DZL C23 C23 C 0 1 N N N -27.821 29.210 13.599 3.572 2.138 1.212 C23 DZL 23 DZL C24 C24 C 0 1 N N N -29.269 28.852 13.770 4.895 2.829 0.801 C24 DZL 24 DZL C25 C25 C 0 1 N N N -29.351 28.094 15.070 4.619 3.207 -0.677 C25 DZL 25 DZL O26 O26 O 0 1 N N N -28.126 28.306 15.764 3.848 2.090 -1.171 O26 DZL 26 DZL H11C H11C H 0 0 N N N -24.984 22.971 11.514 5.416 -2.592 1.368 H11C DZL 27 DZL H12C H12C H 0 0 N N N -23.881 23.871 12.610 4.096 -3.777 1.517 H12C DZL 28 DZL H13C H13C H 0 0 N N N -25.374 23.115 13.262 5.639 -4.252 0.767 H13C DZL 29 DZL H21C H21C H 0 0 N N N -25.248 25.399 11.250 5.215 -2.678 -1.102 H21C DZL 30 DZL H22C H22C H 0 0 N N N -26.741 24.643 11.902 3.895 -3.863 -0.953 H22C DZL 31 DZL H22 H22 H 0 1 N N N -26.507 29.481 15.250 1.983 2.225 -0.262 H22 DZL 32 DZL H10 H10 H 0 1 N N N -26.584 27.830 17.105 -0.895 -1.309 0.319 H10 DZL 33 DZL H11 H11 H 0 1 N N N -24.397 27.884 19.104 -2.004 1.262 1.149 H11 DZL 34 DZL H12 H12 H 0 1 N N N -26.395 26.440 19.563 -2.750 -0.834 2.244 H12 DZL 35 DZL H16 H16 H 0 1 N N N -24.778 30.222 18.288 -2.056 1.420 -1.325 H16 DZL 36 DZL H131 H131 H 0 0 N N N -28.122 27.814 18.406 -2.464 -2.331 0.288 H131 DZL 37 DZL H132 H132 H 0 0 N N N -28.553 27.566 20.132 -4.110 -2.458 0.954 H132 DZL 38 DZL H201 H201 H 0 0 N N N -26.747 27.357 21.860 -5.190 -0.464 2.003 H201 DZL 39 DZL H202 H202 H 0 0 N N N -25.021 27.472 21.374 -4.314 1.083 2.085 H202 DZL 40 DZL H14 H14 H 0 1 N N N -28.918 29.937 19.451 -4.161 -2.299 -1.520 H14 DZL 41 DZL H151 H151 H 0 0 N N N -27.182 29.997 17.653 -2.059 -1.014 -1.796 H151 DZL 42 DZL H152 H152 H 0 0 N N N -26.945 31.331 18.832 -3.415 -0.203 -2.615 H152 DZL 43 DZL H191 H191 H 0 0 N N N -27.517 30.986 21.247 -5.725 -0.382 -1.680 H191 DZL 44 DZL H192 H192 H 0 0 N N N -28.210 29.420 21.790 -6.014 -1.320 -0.195 H192 DZL 45 DZL H171 H171 H 0 0 N N N -24.076 29.713 20.625 -3.909 2.400 0.000 H171 DZL 46 DZL H172 H172 H 0 0 N N N -25.148 31.154 20.581 -4.496 1.790 -1.566 H172 DZL 47 DZL H21 H21 H 0 1 N N N -26.289 29.208 23.315 -6.979 0.756 0.779 H21 DZL 48 DZL H231 H231 H 0 0 N N N -27.701 30.302 13.537 2.923 2.838 1.738 H231 DZL 49 DZL H232 H232 H 0 0 N N N -27.416 28.744 12.689 3.774 1.264 1.832 H232 DZL 50 DZL H241 H241 H 0 0 N N N -29.886 29.761 13.817 5.072 3.720 1.404 H241 DZL 51 DZL H242 H242 H 0 0 N N N -29.609 28.221 12.936 5.734 2.138 0.876 H242 DZL 52 DZL H251 H251 H 0 0 N N N -30.193 28.468 15.671 4.040 4.128 -0.735 H251 DZL 53 DZL H252 H252 H 0 0 N N N -29.490 27.021 14.872 5.553 3.303 -1.229 H252 DZL 54 # 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 DZL C1 C2 SING N N 1 DZL C2 C3 SING N N 2 DZL C3 N4 DOUB Y N 3 DZL C3 S7 SING Y N 4 DZL N4 C5 SING Y N 5 DZL C5 C6 DOUB Y N 6 DZL C5 C22 SING N N 7 DZL C6 S7 SING Y N 8 DZL C6 C8 SING N N 9 DZL C8 O9 DOUB N N 10 DZL C8 N10 SING N N 11 DZL N10 C11 SING N N 12 DZL C11 C12 SING N N 13 DZL C11 C16 SING N N 14 DZL C12 C13 SING N N 15 DZL C12 C20 SING N N 16 DZL C13 C14 SING N N 17 DZL C14 C15 SING N N 18 DZL C14 C19 SING N N 19 DZL C15 C16 SING N N 20 DZL C16 C17 SING N N 21 DZL C17 C18 SING N N 22 DZL C18 C19 SING N N 23 DZL C18 C20 SING N N 24 DZL C18 O21 SING N N 25 DZL C22 C23 SING N N 26 DZL C22 O26 SING N N 27 DZL C23 C24 SING N N 28 DZL C24 C25 SING N N 29 DZL C25 O26 SING N N 30 DZL C1 H11C SING N N 31 DZL C1 H12C SING N N 32 DZL C1 H13C SING N N 33 DZL C2 H21C SING N N 34 DZL C2 H22C SING N N 35 DZL C22 H22 SING N N 36 DZL N10 H10 SING N N 37 DZL C11 H11 SING N N 38 DZL C12 H12 SING N N 39 DZL C16 H16 SING N N 40 DZL C13 H131 SING N N 41 DZL C13 H132 SING N N 42 DZL C20 H201 SING N N 43 DZL C20 H202 SING N N 44 DZL C14 H14 SING N N 45 DZL C15 H151 SING N N 46 DZL C15 H152 SING N N 47 DZL C19 H191 SING N N 48 DZL C19 H192 SING N N 49 DZL C17 H171 SING N N 50 DZL C17 H172 SING N N 51 DZL O21 H21 SING N N 52 DZL C23 H231 SING N N 53 DZL C23 H232 SING N N 54 DZL C24 H241 SING N N 55 DZL C24 H242 SING N N 56 DZL C25 H251 SING N N 57 DZL C25 H252 SING N N 58 # 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 DZL SMILES ACDLabs 12.01 "O=C(c1sc(nc1C2OCCC2)CC)NC5C4CC3CC5CC(O)(C3)C4" DZL InChI InChI 1.03 "InChI=1S/C20H28N2O3S/c1-2-15-21-17(14-4-3-5-25-14)18(26-15)19(23)22-16-12-6-11-7-13(16)10-20(24,8-11)9-12/h11-14,16,24H,2-10H2,1H3,(H,22,23)/t11-,12-,13+,14-,16-,20-/m1/s1" DZL InChIKey InChI 1.03 VIJAQTISDPENBI-XMNAQTDRSA-N DZL SMILES_CANONICAL CACTVS 3.385 "CCc1sc(C(=O)NC2[C@@H]3CC4C[C@H]2CC(O)(C4)C3)c(n1)[C@H]5CCCO5" DZL SMILES CACTVS 3.385 "CCc1sc(C(=O)NC2[CH]3CC4C[CH]2CC(O)(C4)C3)c(n1)[CH]5CCCO5" DZL SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCc1nc(c(s1)C(=O)NC2[C@@H]3CC4C[C@H]2CC(C3)(C4)O)[C@H]5CCCO5" DZL SMILES "OpenEye OEToolkits" 1.9.2 "CCc1nc(c(s1)C(=O)NC2C3CC4CC2CC(C4)(C3)O)C5CCCO5" # 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 DZL "SYSTEMATIC NAME" ACDLabs 12.01 "2-ethyl-N-[(1R,2s,3S,5S,7S)-5-hydroxytricyclo[3.3.1.1~3,7~]dec-2-yl]-4-[(2R)-tetrahydrofuran-2-yl]-1,3-thiazole-5-carboxamide" DZL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-ethyl-N-[(1S,3R)-5-oxidanyl-2-adamantyl]-4-[(2R)-oxolan-2-yl]-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 DZL "Create component" 2013-09-23 EBI DZL "Initial release" 2014-03-05 RCSB DZL "Modify descriptor" 2014-09-05 RCSB #