data_SMH # _chem_comp.id SMH _chem_comp.name "N-(2-ethoxyethyl)-N-{(2S)-2-hydroxy-3-[(2R)-6-hydroxy-4-oxo-3,4-dihydro-1'H-spiro[chromene-2,3'-piperidin]-1'-yl]propyl}-2,6-dimethylbenzenesulfonamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H38 N2 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-02-10 _chem_comp.pdbx_modified_date 2011-06-04 _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 546.676 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SMH _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 3QKK _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 SMH C1 C1 C 0 1 Y N N 24.757 6.236 7.760 2.441 0.124 -3.484 C1 SMH 1 SMH C2 C2 C 0 1 Y N N 24.338 4.952 8.174 2.394 1.383 -2.895 C2 SMH 2 SMH C3 C3 C 0 1 Y N N 25.120 4.243 9.105 2.963 1.603 -1.657 C3 SMH 3 SMH C4 C4 C 0 1 Y N N 26.297 4.826 9.613 3.589 0.564 -0.983 C4 SMH 4 SMH C5 C5 C 0 1 Y N N 26.717 6.114 9.193 3.632 -0.710 -1.572 C5 SMH 5 SMH C6 C6 C 0 1 Y N N 25.947 6.829 8.247 3.059 -0.925 -2.827 C6 SMH 6 SMH O7 O7 O 0 1 N N N 27.035 4.135 10.532 4.152 0.786 0.229 O7 SMH 7 SMH C8 C8 C 0 1 N N R 27.746 4.861 11.522 4.346 -0.322 1.106 C8 SMH 8 SMH C9 C9 C 0 1 N N N 28.706 5.821 10.780 5.113 -1.429 0.369 C9 SMH 9 SMH C10 C10 C 0 1 N N N 27.965 6.679 9.761 4.287 -1.813 -0.846 C10 SMH 10 SMH C11 C11 C 0 1 N N N 28.605 3.883 12.353 2.990 -0.863 1.561 C11 SMH 11 SMH N12 N12 N 0 1 N N N 27.818 3.024 13.298 2.265 0.183 2.294 N12 SMH 12 SMH C13 C13 C 0 1 N N N 26.865 3.776 14.162 2.997 0.591 3.500 C13 SMH 13 SMH C14 C14 C 0 1 N N N 25.926 4.736 13.374 4.353 1.177 3.101 C14 SMH 14 SMH C15 C15 C 0 1 N N N 26.720 5.630 12.406 5.152 0.123 2.329 C15 SMH 15 SMH O16 O16 O 0 1 N N N 23.956 6.901 6.873 1.875 -0.077 -4.703 O16 SMH 16 SMH O17 O17 O 0 1 N N N 28.482 7.730 9.416 4.172 -2.967 -1.201 O17 SMH 17 SMH C18 C18 C 0 1 N N N 28.699 2.116 14.068 0.903 -0.255 2.628 C18 SMH 18 SMH C19 C19 C 0 1 N N S 29.443 1.071 13.216 0.027 -0.197 1.375 C19 SMH 19 SMH O20 O20 O 0 1 N N N 28.569 0.552 12.222 -0.062 1.154 0.918 O20 SMH 20 SMH C21 C21 C 0 1 N N N 29.959 -0.087 14.093 -1.373 -0.716 1.707 C21 SMH 21 SMH N22 N22 N 0 1 N N N 31.124 -0.790 13.482 -2.189 -0.734 0.490 N22 SMH 22 SMH C23 C23 C 0 1 N N N 30.800 -2.024 12.711 -1.820 -1.607 -0.627 C23 SMH 23 SMH C24 C24 C 0 1 N N N 30.422 -3.184 13.667 -2.156 -3.057 -0.274 C24 SMH 24 SMH C25 C25 C 0 1 Y N N 32.574 1.519 12.652 -2.983 1.821 -0.152 C25 SMH 25 SMH C26 C26 C 0 1 Y N N 32.651 2.696 13.442 -2.850 2.092 -1.502 C26 SMH 26 SMH C27 C27 C 0 1 Y N N 32.515 3.960 12.840 -2.421 3.339 -1.917 C27 SMH 27 SMH C28 C28 C 0 1 Y N N 32.300 4.045 11.448 -2.125 4.314 -0.984 C28 SMH 28 SMH C29 C29 C 0 1 Y N N 32.216 2.883 10.649 -2.258 4.044 0.365 C29 SMH 29 SMH C30 C30 C 0 1 Y N N 32.348 1.619 11.254 -2.693 2.799 0.780 C30 SMH 30 SMH C31 C31 C 0 1 N N N 32.253 0.386 10.362 -2.838 2.504 2.251 C31 SMH 31 SMH C32 C32 C 0 1 N N N 32.865 2.634 14.949 -3.172 1.028 -2.519 C32 SMH 32 SMH S33 S33 S 0 1 N N N 32.735 -0.117 13.481 -3.529 0.232 0.378 S33 SMH 33 SMH O34 O34 O 0 1 N N N 33.140 0.130 14.865 -4.317 -0.295 -0.681 O34 SMH 34 SMH O35 O35 O 0 1 N N N 33.595 -1.000 12.695 -4.017 0.397 1.702 O35 SMH 35 SMH O36 O36 O 0 1 N N N 30.386 -4.405 12.941 -3.571 -3.198 -0.136 O36 SMH 36 SMH C37 C37 C 0 1 N N N 30.351 -6.771 12.913 -5.519 -4.555 0.316 C37 SMH 37 SMH C38 C38 C 0 1 N N N 30.577 -5.528 13.777 -3.994 -4.522 0.195 C38 SMH 38 SMH H2 H2 H 0 1 N N N 23.429 4.520 7.781 1.908 2.197 -3.413 H2 SMH 39 SMH H3 H3 H 0 1 N N N 24.819 3.257 9.428 2.920 2.586 -1.211 H3 SMH 40 SMH H6 H6 H 0 1 N N N 26.259 7.804 7.904 3.098 -1.903 -3.282 H6 SMH 41 SMH H9 H9 H 0 1 N N N 29.185 6.482 11.517 6.088 -1.058 0.053 H9 SMH 42 SMH H9A H9A H 0 1 N N N 29.466 5.225 10.254 5.238 -2.293 1.022 H9A SMH 43 SMH H11 H11 H 0 1 N N N 29.135 3.220 11.654 2.408 -1.166 0.690 H11 SMH 44 SMH H11A H11A H 0 0 N N N 29.315 4.477 12.947 3.142 -1.724 2.213 H11A SMH 45 SMH H13 H13 H 0 1 N N N 26.237 3.046 14.694 2.420 1.343 4.038 H13 SMH 46 SMH H13A H13A H 0 0 N N N 27.451 4.379 14.872 3.151 -0.276 4.142 H13A SMH 47 SMH H14 H14 H 0 1 N N N 25.209 4.135 12.795 4.200 2.052 2.470 H14 SMH 48 SMH H14A H14A H 0 0 N N N 25.391 5.376 14.091 4.903 1.466 3.997 H14A SMH 49 SMH H15 H15 H 0 1 N N N 27.275 6.368 13.004 5.341 -0.735 2.973 H15 SMH 50 SMH H15A H15A H 0 0 N N N 26.001 6.126 11.737 6.100 0.551 2.004 H15A SMH 51 SMH HO16 HO16 H 0 0 N N N 24.340 7.746 6.672 2.476 0.076 -5.446 HO16 SMH 52 SMH H18 H18 H 0 1 N N N 29.453 2.732 14.579 0.932 -1.278 3.003 H18 SMH 53 SMH H18A H18A H 0 0 N N N 28.073 1.575 14.793 0.488 0.401 3.392 H18A SMH 54 SMH H19 H19 H 0 1 N N N 30.303 1.564 12.739 0.468 -0.816 0.594 H19 SMH 55 SMH HO20 HO20 H 0 0 N N N 29.031 -0.092 11.698 -0.413 1.770 1.577 HO20 SMH 56 SMH H21 H21 H 0 1 N N N 30.270 0.324 15.065 -1.300 -1.727 2.110 H21 SMH 57 SMH H21A H21A H 0 0 N N N 29.144 -0.814 14.226 -1.837 -0.063 2.446 H21A SMH 58 SMH H23 H23 H 0 1 N N N 29.951 -1.818 12.043 -2.374 -1.312 -1.517 H23 SMH 59 SMH H23A H23A H 0 0 N N N 31.679 -2.319 12.119 -0.750 -1.518 -0.818 H23A SMH 60 SMH H24 H24 H 0 1 N N N 31.171 -3.257 14.469 -1.801 -3.716 -1.066 H24 SMH 61 SMH H24A H24A H 0 0 N N N 29.432 -2.989 14.106 -1.671 -3.325 0.665 H24A SMH 62 SMH H27 H27 H 0 1 N N N 32.575 4.857 13.438 -2.317 3.550 -2.971 H27 SMH 63 SMH H28 H28 H 0 1 N N N 32.198 5.015 10.985 -1.789 5.288 -1.309 H28 SMH 64 SMH H29 H29 H 0 1 N N N 32.052 2.964 9.585 -2.026 4.806 1.094 H29 SMH 65 SMH H31 H31 H 0 1 N N N 31.206 0.053 10.306 -3.862 2.707 2.563 H31 SMH 66 SMH H31A H31A H 0 0 N N N 32.613 0.635 9.353 -2.602 1.456 2.437 H31A SMH 67 SMH H31B H31B H 0 0 N N N 32.871 -0.420 10.784 -2.153 3.136 2.818 H31B SMH 68 SMH H32 H32 H 0 1 N N N 33.943 2.655 15.168 -4.243 1.033 -2.723 H32 SMH 69 SMH H32A H32A H 0 0 N N N 32.377 3.498 15.424 -2.625 1.229 -3.440 H32A SMH 70 SMH H32B H32B H 0 0 N N N 32.429 1.704 15.343 -2.882 0.052 -2.129 H32B SMH 71 SMH H37 H37 H 0 1 N N N 30.490 -7.674 13.525 -5.966 -4.258 -0.633 H37 SMH 72 SMH H37A H37A H 0 0 N N N 29.328 -6.756 12.509 -5.842 -5.565 0.568 H37A SMH 73 SMH H37B H37B H 0 0 N N N 31.073 -6.776 12.083 -5.837 -3.866 1.099 H37B SMH 74 SMH H38 H38 H 0 1 N N N 31.597 -5.529 14.188 -3.677 -5.211 -0.588 H38 SMH 75 SMH H38A H38A H 0 0 N N N 29.862 -5.508 14.613 -3.548 -4.820 1.143 H38A SMH 76 # 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 SMH O16 C1 SING N N 1 SMH C1 C2 DOUB Y N 2 SMH C1 C6 SING Y N 3 SMH C2 C3 SING Y N 4 SMH C2 H2 SING N N 5 SMH C3 C4 DOUB Y N 6 SMH C3 H3 SING N N 7 SMH C5 C4 SING Y N 8 SMH C4 O7 SING N N 9 SMH C6 C5 DOUB Y N 10 SMH C5 C10 SING N N 11 SMH C6 H6 SING N N 12 SMH O7 C8 SING N N 13 SMH C9 C8 SING N N 14 SMH C8 C11 SING N N 15 SMH C8 C15 SING N N 16 SMH C10 C9 SING N N 17 SMH C9 H9 SING N N 18 SMH C9 H9A SING N N 19 SMH O17 C10 DOUB N N 20 SMH C11 N12 SING N N 21 SMH C11 H11 SING N N 22 SMH C11 H11A SING N N 23 SMH N12 C18 SING N N 24 SMH N12 C13 SING N N 25 SMH C14 C13 SING N N 26 SMH C13 H13 SING N N 27 SMH C13 H13A SING N N 28 SMH C15 C14 SING N N 29 SMH C14 H14 SING N N 30 SMH C14 H14A SING N N 31 SMH C15 H15 SING N N 32 SMH C15 H15A SING N N 33 SMH O16 HO16 SING N N 34 SMH C19 C18 SING N N 35 SMH C18 H18 SING N N 36 SMH C18 H18A SING N N 37 SMH O20 C19 SING N N 38 SMH C19 C21 SING N N 39 SMH C19 H19 SING N N 40 SMH O20 HO20 SING N N 41 SMH N22 C21 SING N N 42 SMH C21 H21 SING N N 43 SMH C21 H21A SING N N 44 SMH C23 N22 SING N N 45 SMH S33 N22 SING N N 46 SMH C23 C24 SING N N 47 SMH C23 H23 SING N N 48 SMH C23 H23A SING N N 49 SMH O36 C24 SING N N 50 SMH C24 H24 SING N N 51 SMH C24 H24A SING N N 52 SMH C30 C25 DOUB Y N 53 SMH C25 C26 SING Y N 54 SMH C25 S33 SING N N 55 SMH C27 C26 DOUB Y N 56 SMH C26 C32 SING N N 57 SMH C28 C27 SING Y N 58 SMH C27 H27 SING N N 59 SMH C29 C28 DOUB Y N 60 SMH C28 H28 SING N N 61 SMH C29 C30 SING Y N 62 SMH C29 H29 SING N N 63 SMH C31 C30 SING N N 64 SMH C31 H31 SING N N 65 SMH C31 H31A SING N N 66 SMH C31 H31B SING N N 67 SMH C32 H32 SING N N 68 SMH C32 H32A SING N N 69 SMH C32 H32B SING N N 70 SMH O35 S33 DOUB N N 71 SMH S33 O34 DOUB N N 72 SMH O36 C38 SING N N 73 SMH C37 C38 SING N N 74 SMH C37 H37 SING N N 75 SMH C37 H37A SING N N 76 SMH C37 H37B SING N N 77 SMH C38 H38 SING N N 78 SMH C38 H38A SING N N 79 # 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 SMH SMILES ACDLabs 12.01 "O=S(=O)(c1c(cccc1C)C)N(CCOCC)CC(O)CN4CCCC3(Oc2c(cc(O)cc2)C(=O)C3)C4" SMH SMILES_CANONICAL CACTVS 3.370 "CCOCCN(C[C@@H](O)CN1CCC[C@]2(C1)CC(=O)c3cc(O)ccc3O2)[S](=O)(=O)c4c(C)cccc4C" SMH SMILES CACTVS 3.370 "CCOCCN(C[CH](O)CN1CCC[C]2(C1)CC(=O)c3cc(O)ccc3O2)[S](=O)(=O)c4c(C)cccc4C" SMH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCOCCN(C[C@H](C[N@]1CCC[C@]2(C1)CC(=O)c3cc(ccc3O2)O)O)S(=O)(=O)c4c(cccc4C)C" SMH SMILES "OpenEye OEToolkits" 1.7.0 "CCOCCN(CC(CN1CCCC2(C1)CC(=O)c3cc(ccc3O2)O)O)S(=O)(=O)c4c(cccc4C)C" SMH InChI InChI 1.03 "InChI=1S/C28H38N2O7S/c1-4-36-14-13-30(38(34,35)27-20(2)7-5-8-21(27)3)18-23(32)17-29-12-6-11-28(19-29)16-25(33)24-15-22(31)9-10-26(24)37-28/h5,7-10,15,23,31-32H,4,6,11-14,16-19H2,1-3H3/t23-,28+/m0/s1" SMH InChIKey InChI 1.03 ONZIIEDMJXLRAD-NEKDWFFYSA-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 SMH "SYSTEMATIC NAME" ACDLabs 12.01 "N-(2-ethoxyethyl)-N-{(2S)-2-hydroxy-3-[(2R)-6-hydroxy-4-oxo-3,4-dihydro-1'H-spiro[chromene-2,3'-piperidin]-1'-yl]propyl}-2,6-dimethylbenzenesulfonamide" SMH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "N-(2-ethoxyethyl)-N-[(2S)-2-hydroxy-3-[(1'R,2R)-6-hydroxy-4-oxo-spiro[3H-chromene-2,3'-piperidine]-1'-yl]propyl]-2,6-dimethyl-benzenesulfonamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SMH "Create component" 2011-02-10 RCSB SMH "Modify aromatic_flag" 2011-06-04 RCSB SMH "Modify descriptor" 2011-06-04 RCSB #