data_K5M # _chem_comp.id K5M _chem_comp.name "4-[3-(methylsulfonyl)phenoxy]-N-[(1S,3S,5S)-2-oxobicyclo[3.1.0]hexan-3-yl]butanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H21 N O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-10-31 _chem_comp.pdbx_modified_date 2019-03-29 _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 351.417 _chem_comp.one_letter_code ? _chem_comp.three_letter_code K5M _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 6MWZ _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 K5M C10 C1 C 0 1 Y N N 12.228 -22.563 9.398 2.747 0.449 -0.030 C10 K5M 1 K5M C13 C2 C 0 1 Y N N 10.925 -23.777 7.196 5.264 1.560 -0.321 C13 K5M 2 K5M C21 C3 C 0 1 N N N 20.736 -19.739 11.202 -6.965 0.994 0.856 C21 K5M 3 K5M C22 C4 C 0 1 N N S 21.488 -19.296 10.094 -8.231 0.231 0.411 C22 K5M 4 K5M C24 C5 C 0 1 N N N 21.727 -17.954 9.357 -8.288 -1.277 0.667 C24 K5M 5 K5M C02 C6 C 0 1 N N N 19.112 -19.275 9.478 -6.282 -0.512 -0.890 C02 K5M 6 K5M C03 C7 C 0 1 N N S 19.205 -19.195 10.868 -5.804 0.056 0.442 C03 K5M 7 K5M C05 C8 C 0 1 N N N 16.795 -19.439 11.676 -3.374 0.177 0.307 C05 K5M 8 K5M C06 C9 C 0 1 N N N 15.694 -20.350 12.274 -2.096 0.955 0.126 C06 K5M 9 K5M C07 C10 C 0 1 N N N 14.348 -20.255 11.480 -0.902 0.003 0.214 C07 K5M 10 K5M C08 C11 C 0 1 N N N 14.106 -21.226 10.277 0.396 0.793 0.031 C08 K5M 11 K5M C11 C12 C 0 1 Y N N 12.008 -23.949 9.359 2.884 1.813 -0.245 C11 K5M 12 K5M C12 C13 C 0 1 Y N N 11.371 -24.556 8.264 4.142 2.365 -0.390 C12 K5M 13 K5M C14 C14 C 0 1 Y N N 11.134 -22.398 7.244 5.130 0.202 -0.101 C14 K5M 14 K5M C16 C15 C 0 1 N N N 11.124 -19.591 6.216 7.020 -0.811 1.741 C16 K5M 15 K5M C19 C16 C 0 1 Y N N 11.771 -21.799 8.333 3.875 -0.356 0.045 C19 K5M 16 K5M C23 C17 C 0 1 N N S 20.551 -18.871 8.921 -7.780 -0.729 -0.705 C23 K5M 17 K5M N04 N1 N 0 1 N N N 18.146 -20.003 11.483 -4.561 0.812 0.266 N04 K5M 18 K5M O01 O1 O 0 1 N N N 18.242 -19.561 8.732 -5.620 -0.738 -1.874 O01 K5M 19 K5M O09 O2 O 0 1 N N N 12.875 -21.924 10.502 1.511 -0.097 0.113 O09 K5M 20 K5M O17 O3 O 0 1 N N N 10.956 -21.781 4.576 6.099 -2.107 -0.402 O17 K5M 21 K5M O18 O4 O 0 1 N N N 9.100 -21.326 5.815 7.535 -0.129 -0.786 O18 K5M 22 K5M O20 O5 O 0 1 N N N 16.560 -18.311 11.360 -3.333 -1.022 0.488 O20 K5M 23 K5M S15 S1 S 0 1 N N N 10.565 -21.302 5.905 6.563 -0.821 -0.014 S15 K5M 24 K5M H131 H1 H 0 0 N N N 10.429 -24.231 6.351 6.246 1.994 -0.435 H131 K5M 25 K5M H212 H2 H 0 0 N N N 20.756 -20.836 11.278 -6.890 1.949 0.337 H212 K5M 26 K5M H211 H3 H 0 0 N N N 21.115 -19.299 12.136 -6.968 1.145 1.936 H211 K5M 27 K5M H221 H4 H 0 0 N N N 22.207 -20.053 9.748 -9.160 0.797 0.335 H221 K5M 28 K5M H241 H5 H 0 0 N N N 22.603 -17.836 8.702 -7.558 -1.697 1.358 H241 K5M 29 K5M H242 H6 H 0 0 N N N 21.521 -17.002 9.869 -9.271 -1.747 0.680 H242 K5M 30 K5M H031 H7 H 0 0 N N N 19.136 -18.153 11.213 -5.671 -0.740 1.176 H031 K5M 31 K5M H061 H8 H 0 0 N N N 15.512 -20.048 13.316 -2.102 1.441 -0.850 H061 K5M 32 K5M H062 H9 H 0 0 N N N 16.046 -21.392 12.251 -2.017 1.710 0.908 H062 K5M 33 K5M H071 H10 H 0 0 N N N 14.278 -19.230 11.086 -0.896 -0.484 1.190 H071 K5M 34 K5M H072 H11 H 0 0 N N N 13.536 -20.427 12.201 -0.981 -0.753 -0.568 H072 K5M 35 K5M H081 H12 H 0 0 N N N 14.935 -21.946 10.208 0.390 1.279 -0.945 H081 K5M 36 K5M H082 H13 H 0 0 N N N 14.042 -20.650 9.342 0.475 1.548 0.813 H082 K5M 37 K5M H111 H14 H 0 0 N N N 12.335 -24.560 10.187 2.008 2.442 -0.299 H111 K5M 38 K5M H121 H15 H 0 0 N N N 11.226 -25.626 8.249 4.249 3.427 -0.557 H121 K5M 39 K5M H161 H16 H 0 0 N N N 10.808 -19.278 7.222 7.907 -1.427 1.889 H161 K5M 40 K5M H163 H17 H 0 0 N N N 12.221 -19.545 6.146 7.230 0.211 2.056 H163 K5M 41 K5M H162 H18 H 0 0 N N N 10.680 -18.919 5.467 6.197 -1.212 2.333 H162 K5M 42 K5M H191 H19 H 0 0 N N N 11.910 -20.728 8.347 3.771 -1.417 0.217 H191 K5M 43 K5M H231 H20 H 0 0 N N N 20.786 -19.420 7.997 -8.375 -0.906 -1.600 H231 K5M 44 K5M H041 H21 H 0 0 N N N 18.340 -20.940 11.773 -4.594 1.771 0.122 H041 K5M 45 # # 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 K5M O17 S15 DOUB N N 1 K5M O18 S15 DOUB N N 2 K5M S15 C16 SING N N 3 K5M S15 C14 SING N N 4 K5M C13 C14 DOUB Y N 5 K5M C13 C12 SING Y N 6 K5M C14 C19 SING Y N 7 K5M C12 C11 DOUB Y N 8 K5M C19 C10 DOUB Y N 9 K5M O01 C02 DOUB N N 10 K5M C23 C24 SING N N 11 K5M C23 C02 SING N N 12 K5M C23 C22 SING N N 13 K5M C24 C22 SING N N 14 K5M C11 C10 SING Y N 15 K5M C10 O09 SING N N 16 K5M C02 C03 SING N N 17 K5M C22 C21 SING N N 18 K5M C08 O09 SING N N 19 K5M C08 C07 SING N N 20 K5M C03 C21 SING N N 21 K5M C03 N04 SING N N 22 K5M O20 C05 DOUB N N 23 K5M C07 C06 SING N N 24 K5M N04 C05 SING N N 25 K5M C05 C06 SING N N 26 K5M C13 H131 SING N N 27 K5M C21 H212 SING N N 28 K5M C21 H211 SING N N 29 K5M C22 H221 SING N N 30 K5M C24 H241 SING N N 31 K5M C24 H242 SING N N 32 K5M C03 H031 SING N N 33 K5M C06 H061 SING N N 34 K5M C06 H062 SING N N 35 K5M C07 H071 SING N N 36 K5M C07 H072 SING N N 37 K5M C08 H081 SING N N 38 K5M C08 H082 SING N N 39 K5M C11 H111 SING N N 40 K5M C12 H121 SING N N 41 K5M C16 H161 SING N N 42 K5M C16 H163 SING N N 43 K5M C16 H162 SING N N 44 K5M C19 H191 SING N N 45 K5M C23 H231 SING N N 46 K5M N04 H041 SING N N 47 # # 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 K5M SMILES ACDLabs 12.01 "c3(OCCCC(NC2CC1CC1C2=O)=O)cccc(c3)S(C)(=O)=O" K5M InChI InChI 1.03 "InChI=1S/C17H21NO5S/c1-24(21,22)13-5-2-4-12(10-13)23-7-3-6-16(19)18-15-9-11-8-14(11)17(15)20/h2,4-5,10-11,14-15H,3,6-9H2,1H3,(H,18,19)/t11-,14-,15-/m0/s1" K5M InChIKey InChI 1.03 MNLBJMNPVMBTLW-CQDKDKBSSA-N K5M SMILES_CANONICAL CACTVS 3.385 "C[S](=O)(=O)c1cccc(OCCCC(=O)N[C@H]2C[C@@H]3C[C@@H]3C2=O)c1" K5M SMILES CACTVS 3.385 "C[S](=O)(=O)c1cccc(OCCCC(=O)N[CH]2C[CH]3C[CH]3C2=O)c1" K5M SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CS(=O)(=O)c1cccc(c1)OCCCC(=O)N[C@H]2C[C@@H]3C[C@@H]3C2=O" K5M SMILES "OpenEye OEToolkits" 2.0.6 "CS(=O)(=O)c1cccc(c1)OCCCC(=O)NC2CC3CC3C2=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 K5M "SYSTEMATIC NAME" ACDLabs 12.01 "4-[3-(methylsulfonyl)phenoxy]-N-[(1S,3S,5S)-2-oxobicyclo[3.1.0]hexan-3-yl]butanamide" K5M "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "4-(3-methylsulfonylphenoxy)-~{N}-[(1~{S},3~{S},5~{S})-2-oxidanylidene-3-bicyclo[3.1.0]hexanyl]butanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site K5M "Create component" 2018-10-31 RCSB K5M "Initial release" 2019-04-03 RCSB ##