data_8WD # _chem_comp.id 8WD _chem_comp.name "N-{(3-endo)-8-[(trans-4-aminocyclohexyl)sulfonyl]-8-azabicyclo[3.2.1]octan-3-yl}-5-cyclopropyl-1,2-oxazole-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H30 N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-10 _chem_comp.pdbx_modified_date 2018-03-02 _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 422.542 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8WD _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 5V37 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 8WD N01 N1 N 0 1 N N N 24.984 -4.402 14.552 6.441 3.845 0.208 N01 8WD 1 8WD C04 C1 C 0 1 N N N 23.854 -3.878 15.317 5.855 2.516 0.428 C04 8WD 2 8WD C06 C2 C 0 1 N N N 23.677 -2.362 15.126 4.331 2.636 0.502 C06 8WD 3 8WD C09 C3 C 0 1 N N N 22.493 -1.841 15.945 3.720 1.252 0.731 C09 8WD 4 8WD C12 C4 C 0 1 N N N 21.192 -2.585 15.640 4.104 0.328 -0.426 C12 8WD 5 8WD C14 C5 C 0 1 N N N 21.379 -4.107 15.762 5.627 0.207 -0.499 C14 8WD 6 8WD C17 C6 C 0 1 N N N 22.562 -4.604 14.938 6.238 1.591 -0.729 C17 8WD 7 8WD S20 S1 S 0 1 N N N 19.827 -2.091 16.699 3.380 -1.313 -0.154 S20 8WD 8 8WD O21 O1 O 0 1 N N N 20.317 -2.199 18.048 3.557 -2.133 -1.301 O21 8WD 9 8WD O22 O2 O 0 1 N N N 18.650 -2.838 16.309 3.702 -1.791 1.145 O22 8WD 10 8WD N23 N2 N 0 1 N N N 19.556 -0.490 16.372 1.748 -1.040 -0.095 N23 8WD 11 8WD C24 C7 C 0 1 N N S 18.321 -0.048 15.703 0.913 -0.722 1.089 C24 8WD 12 8WD C26 C8 C 0 1 N N N 17.459 0.349 16.912 -0.053 0.377 0.589 C26 8WD 13 8WD C29 C9 C 0 1 N N N 18.488 0.707 17.999 -0.145 0.155 -0.936 C29 8WD 14 8WD C32 C10 C 0 1 N N R 19.872 0.558 17.351 0.775 -1.050 -1.215 C32 8WD 15 8WD C34 C11 C 0 1 N N N 20.398 1.767 16.554 -0.070 -2.326 -1.074 C34 8WD 16 8WD C37 C12 C 0 1 N N N 19.395 2.280 15.504 -0.871 -2.249 0.229 C37 8WD 17 8WD C39 C13 C 0 1 N N N 18.693 1.117 14.771 0.079 -1.972 1.408 C39 8WD 18 8WD N42 N3 N 0 1 N N N 18.400 3.181 16.095 -1.851 -1.165 0.136 N42 8WD 19 8WD C44 C14 C 0 1 N N N 17.521 4.066 15.505 -3.166 -1.433 0.253 C44 8WD 20 8WD O45 O3 O 0 1 N N N 17.547 4.138 14.281 -3.539 -2.575 0.436 O45 8WD 21 8WD C46 C15 C 0 1 Y N N 16.577 4.853 16.292 -4.159 -0.335 0.158 C46 8WD 22 8WD N47 N4 N 0 1 Y N N 15.906 4.273 17.301 -3.910 0.936 -0.036 N47 8WD 23 8WD O48 O4 O 0 1 Y N N 15.080 5.238 17.852 -4.929 1.587 -0.066 O48 8WD 24 8WD C49 C16 C 0 1 Y N N 15.253 6.379 17.158 -6.015 0.820 0.107 C49 8WD 25 8WD C50 C17 C 0 1 Y N N 16.174 6.205 16.171 -5.574 -0.450 0.254 C50 8WD 26 8WD C52 C18 C 0 1 N N N 14.524 7.624 17.477 -7.449 1.283 0.129 C52 8WD 27 8WD C54 C19 C 0 1 N N N 14.035 8.513 16.367 -7.986 1.977 -1.124 C54 8WD 28 8WD C57 C20 C 0 1 N N N 15.196 8.941 17.210 -7.704 2.792 0.141 C57 8WD 29 8WD H1 H1 H 0 1 N N N 25.818 -3.916 14.813 7.447 3.792 0.156 H1 8WD 30 8WD H2 H2 H 0 1 N N N 25.093 -5.377 14.744 6.058 4.276 -0.620 H2 8WD 31 8WD H4 H4 H 0 1 N N N 24.040 -4.060 16.386 6.232 2.103 1.364 H4 8WD 32 8WD H5 H5 H 0 1 N N N 24.594 -1.849 15.452 4.058 3.295 1.326 H5 8WD 33 8WD H6 H6 H 0 1 N N N 23.498 -2.152 14.061 3.954 3.049 -0.434 H6 8WD 34 8WD H7 H7 H 0 1 N N N 22.725 -1.960 17.014 4.098 0.839 1.667 H7 8WD 35 8WD H8 H8 H 0 1 N N N 22.350 -0.774 15.718 2.635 1.338 0.784 H8 8WD 36 8WD H9 H9 H 0 1 N N N 20.879 -2.348 14.612 3.726 0.741 -1.361 H9 8WD 37 8WD H10 H10 H 0 1 N N N 20.465 -4.607 15.409 6.005 -0.206 0.436 H10 8WD 38 8WD H11 H11 H 0 1 N N N 21.550 -4.360 16.819 5.900 -0.452 -1.324 H11 8WD 39 8WD H12 H12 H 0 1 N N N 22.354 -4.430 13.872 5.860 2.004 -1.664 H12 8WD 40 8WD H13 H13 H 0 1 N N N 22.693 -5.682 15.114 7.323 1.505 -0.781 H13 8WD 41 8WD H14 H14 H 0 1 N N N 17.849 -0.865 15.138 1.511 -0.389 1.937 H14 8WD 42 8WD H15 H15 H 0 1 N N N 16.825 1.215 16.673 -1.034 0.258 1.049 H15 8WD 43 8WD H16 H16 H 0 1 N N N 16.826 -0.491 17.234 0.351 1.365 0.805 H16 8WD 44 8WD H17 H17 H 0 1 N N N 18.337 1.742 18.340 -1.171 -0.072 -1.225 H17 8WD 45 8WD H18 H18 H 0 1 N N N 18.392 0.022 18.854 0.213 1.036 -1.470 H18 8WD 46 8WD H19 H19 H 0 1 N N N 20.616 0.221 18.088 1.264 -0.977 -2.186 H19 8WD 47 8WD H20 H20 H 0 1 N N N 21.324 1.471 16.039 -0.754 -2.406 -1.919 H20 8WD 48 8WD H21 H21 H 0 1 N N N 20.616 2.583 17.259 0.585 -3.197 -1.051 H21 8WD 49 8WD H22 H22 H 0 1 N N N 19.967 2.844 14.752 -1.389 -3.194 0.392 H22 8WD 50 8WD H23 H23 H 0 1 N N N 17.773 1.501 14.306 0.743 -2.825 1.551 H23 8WD 51 8WD H24 H24 H 0 1 N N N 19.368 0.738 13.989 -0.504 -1.806 2.315 H24 8WD 52 8WD H25 H25 H 0 1 N N N 18.350 3.148 17.093 -1.553 -0.253 -0.010 H25 8WD 53 8WD H26 H26 H 0 1 N N N 16.520 6.936 15.455 -6.159 -1.344 0.410 H26 8WD 54 8WD H27 H27 H 0 1 N N N 13.886 7.592 18.372 -8.138 0.652 0.690 H27 8WD 55 8WD H28 H28 H 0 1 N N N 13.068 9.028 16.461 -7.302 2.099 -1.964 H28 8WD 56 8WD H29 H29 H 0 1 N N N 14.195 8.222 15.318 -9.029 1.803 -1.388 H29 8WD 57 8WD H30 H30 H 0 1 N N N 16.208 8.964 16.780 -8.561 3.153 0.709 H30 8WD 58 8WD H31 H31 H 0 1 N N N 15.081 9.771 17.923 -6.834 3.450 0.133 H31 8WD 59 # 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 8WD O45 C44 DOUB N N 1 8WD N01 C04 SING N N 2 8WD C39 C37 SING N N 3 8WD C39 C24 SING N N 4 8WD C17 C04 SING N N 5 8WD C17 C14 SING N N 6 8WD C06 C04 SING N N 7 8WD C06 C09 SING N N 8 8WD C37 N42 SING N N 9 8WD C37 C34 SING N N 10 8WD C44 N42 SING N N 11 8WD C44 C46 SING N N 12 8WD C12 C14 SING N N 13 8WD C12 C09 SING N N 14 8WD C12 S20 SING N N 15 8WD C24 N23 SING N N 16 8WD C24 C26 SING N N 17 8WD C50 C46 SING Y N 18 8WD C50 C49 DOUB Y N 19 8WD C46 N47 DOUB Y N 20 8WD O22 S20 DOUB N N 21 8WD C54 C57 SING N N 22 8WD C54 C52 SING N N 23 8WD N23 S20 SING N N 24 8WD N23 C32 SING N N 25 8WD C34 C32 SING N N 26 8WD S20 O21 DOUB N N 27 8WD C26 C29 SING N N 28 8WD C49 C52 SING N N 29 8WD C49 O48 SING Y N 30 8WD C57 C52 SING N N 31 8WD N47 O48 SING Y N 32 8WD C32 C29 SING N N 33 8WD N01 H1 SING N N 34 8WD N01 H2 SING N N 35 8WD C04 H4 SING N N 36 8WD C06 H5 SING N N 37 8WD C06 H6 SING N N 38 8WD C09 H7 SING N N 39 8WD C09 H8 SING N N 40 8WD C12 H9 SING N N 41 8WD C14 H10 SING N N 42 8WD C14 H11 SING N N 43 8WD C17 H12 SING N N 44 8WD C17 H13 SING N N 45 8WD C24 H14 SING N N 46 8WD C26 H15 SING N N 47 8WD C26 H16 SING N N 48 8WD C29 H17 SING N N 49 8WD C29 H18 SING N N 50 8WD C32 H19 SING N N 51 8WD C34 H20 SING N N 52 8WD C34 H21 SING N N 53 8WD C37 H22 SING N N 54 8WD C39 H23 SING N N 55 8WD C39 H24 SING N N 56 8WD N42 H25 SING N N 57 8WD C50 H26 SING N N 58 8WD C52 H27 SING N N 59 8WD C54 H28 SING N N 60 8WD C54 H29 SING N N 61 8WD C57 H30 SING N N 62 8WD C57 H31 SING N N 63 # 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 8WD SMILES ACDLabs 12.01 "NC1CCC(CC1)S(=O)(=O)N2C3CCC2CC(C3)NC(c5noc(C4CC4)c5)=O" 8WD InChI InChI 1.03 "InChI=1S/C20H30N4O4S/c21-13-3-7-17(8-4-13)29(26,27)24-15-5-6-16(24)10-14(9-15)22-20(25)18-11-19(28-23-18)12-1-2-12/h11-17H,1-10,21H2,(H,22,25)/t13-,14-,15+,16-,17-" 8WD InChIKey InChI 1.03 JYZQPJRVTADXNE-BSBCAUIJSA-N 8WD SMILES_CANONICAL CACTVS 3.385 "N[C@H]1CC[C@@H](CC1)[S](=O)(=O)N2[C@H]3CC[C@@H]2C[C@@H](C3)NC(=O)c4cc(on4)C5CC5" 8WD SMILES CACTVS 3.385 "N[CH]1CC[CH](CC1)[S](=O)(=O)N2[CH]3CC[CH]2C[CH](C3)NC(=O)c4cc(on4)C5CC5" 8WD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1c(onc1C(=O)NC2C[C@H]3CC[C@@H](C2)N3S(=O)(=O)C4CCC(CC4)N)C5CC5" 8WD SMILES "OpenEye OEToolkits" 2.0.6 "c1c(onc1C(=O)NC2CC3CCC(C2)N3S(=O)(=O)C4CCC(CC4)N)C5CC5" # 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 8WD "SYSTEMATIC NAME" ACDLabs 12.01 "N-{(3-endo)-8-[(trans-4-aminocyclohexyl)sulfonyl]-8-azabicyclo[3.2.1]octan-3-yl}-5-cyclopropyl-1,2-oxazole-3-carboxamide" 8WD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[(1~{S},5~{R})-8-(4-azanylcyclohexyl)sulfonyl-8-azabicyclo[3.2.1]octan-3-yl]-5-cyclopropyl-1,2-oxazole-3-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 8WD "Create component" 2017-03-10 RCSB 8WD "Initial release" 2018-03-07 RCSB #