data_SM1 # _chem_comp.id SM1 _chem_comp.name "N-(BENZYLSULFONYL)-D-SERYL-N-(4-{[AMINO(IMINO)METHYL]AMINO}BENZYL)-L-ALANINAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H28 N6 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-06-15 _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 476.549 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SM1 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 SM1 N6 N6 N 0 1 N N N 35.215 4.523 27.334 -0.288 0.934 -11.461 N6 SM1 1 SM1 C18 C18 C 0 1 N N N 33.874 4.562 27.521 -0.412 0.353 -10.221 C18 SM1 2 SM1 N5 N5 N 0 1 N N N 33.228 3.391 27.579 -0.175 -0.919 -10.071 N5 SM1 3 SM1 N4 N4 N 0 1 N N N 33.214 5.736 27.650 -0.786 1.115 -9.137 N4 SM1 4 SM1 C14 C14 C 0 1 Y N N 31.915 6.004 27.961 -0.798 0.552 -7.857 C14 SM1 5 SM1 C13 C13 C 0 1 Y N N 31.287 7.054 27.266 0.131 -0.420 -7.516 C13 SM1 6 SM1 C12 C12 C 0 1 Y N N 30.005 7.492 27.657 0.115 -0.974 -6.251 C12 SM1 7 SM1 C17 C17 C 0 1 Y N N 29.346 6.860 28.729 -0.823 -0.561 -5.324 C17 SM1 8 SM1 C16 C16 C 0 1 Y N N 29.945 5.741 29.351 -1.754 0.403 -5.663 C16 SM1 9 SM1 C15 C15 C 0 1 Y N N 31.204 5.277 28.945 -1.741 0.966 -6.924 C15 SM1 10 SM1 C11 C11 C 0 1 N N N 28.034 7.336 29.224 -0.837 -1.167 -3.945 C11 SM1 11 SM1 N3 N3 N 0 1 N N N 28.166 8.219 30.315 0.024 -0.382 -3.057 N3 SM1 12 SM1 C10 C10 C 0 1 N N N 28.445 9.501 30.197 0.166 -0.741 -1.766 C10 SM1 13 SM1 O5 O5 O 0 1 N N N 28.546 10.070 29.100 -0.418 -1.713 -1.339 O5 SM1 14 SM1 C8 C8 C 0 1 N N S 28.659 10.316 31.394 1.052 0.066 -0.853 C8 SM1 15 SM1 C22 C22 C 0 1 N N N 27.434 11.224 31.664 2.482 0.063 -1.397 C22 SM1 16 SM1 N2 N2 N 0 1 N N N 29.759 11.182 31.247 1.039 -0.523 0.487 N2 SM1 17 SM1 C7 C7 C 0 1 N N N 31.008 10.890 30.989 1.212 0.260 1.569 C7 SM1 18 SM1 C5 C5 C 0 1 N N R 32.008 11.949 30.856 1.198 -0.346 2.949 C5 SM1 19 SM1 C6 C6 C 0 1 N N N 32.722 12.272 32.199 2.317 -1.383 3.061 C6 SM1 20 SM1 O3 O3 O 0 1 N N N 31.750 12.583 33.210 3.578 -0.751 2.831 O3 SM1 21 SM1 N1 N1 N 0 1 N N N 33.103 11.594 29.916 1.406 0.705 3.947 N1 SM1 22 SM1 O4 O4 O 0 1 N N N 31.352 9.715 30.848 1.379 1.454 1.434 O4 SM1 23 SM1 O2 O2 O 0 1 N N N 32.388 13.391 28.076 0.857 1.993 5.908 O2 SM1 24 SM1 S1 S1 S 0 1 N N N 32.866 11.936 28.283 0.254 0.991 5.101 S1 SM1 25 SM1 O1 O1 O 0 1 N N N 34.243 11.655 27.612 -0.910 1.244 4.328 O1 SM1 26 SM1 C1 C1 C 0 1 N N N 31.648 10.876 27.604 0.143 -0.594 5.976 C1 SM1 27 SM1 C4 C4 C 0 1 Y N N 31.470 11.088 26.149 -0.882 -0.491 7.075 C4 SM1 28 SM1 C19 C19 C 0 1 Y N N 32.210 10.316 25.216 -2.204 -0.804 6.818 C19 SM1 29 SM1 C20 C20 C 0 1 Y N N 32.093 10.536 23.826 -3.145 -0.709 7.826 C20 SM1 30 SM1 C21 C21 C 0 1 Y N N 31.190 11.514 23.359 -2.765 -0.302 9.091 C21 SM1 31 SM1 C2 C2 C 0 1 Y N N 30.404 12.247 24.278 -1.443 0.009 9.348 C2 SM1 32 SM1 C3 C3 C 0 1 Y N N 30.565 12.062 25.673 -0.501 -0.089 8.341 C3 SM1 33 SM1 H6N1 1H6N H 0 0 N N N 35.707 5.415 27.290 -0.024 0.397 -12.224 H6N1 SM1 34 SM1 H6N2 2H6N H 0 0 N N N 35.713 3.638 27.237 -0.465 1.881 -11.572 H6N2 SM1 35 SM1 H51 H51 H 0 1 N N N 32.209 3.371 27.535 0.088 -1.457 -10.834 H51 SM1 36 SM1 H4 H4 H 0 1 N N N 33.788 6.563 27.486 -1.041 2.043 -9.262 H4 SM1 37 SM1 H13 H13 H 0 1 N N N 31.798 7.535 26.415 0.865 -0.743 -8.238 H13 SM1 38 SM1 H12 H12 H 0 1 N N N 29.520 8.327 27.125 0.838 -1.731 -5.984 H12 SM1 39 SM1 H16 H16 H 0 1 N N N 29.414 5.225 30.168 -2.487 0.724 -4.937 H16 SM1 40 SM1 H15 H15 H 0 1 N N N 31.633 4.361 29.385 -2.465 1.723 -7.186 H15 SM1 41 SM1 H111 1H11 H 0 0 N N N 27.363 6.482 29.475 -1.856 -1.165 -3.557 H111 SM1 42 SM1 H112 2H11 H 0 0 N N N 27.435 7.795 28.403 -0.469 -2.192 -3.995 H112 SM1 43 SM1 H3 H3 H 0 1 N N N 28.038 7.842 31.254 0.492 0.395 -3.399 H3 SM1 44 SM1 H8 H8 H 0 1 N N N 28.827 9.649 32.272 0.685 1.091 -0.803 H8 SM1 45 SM1 H221 1H22 H 0 0 N N N 27.597 11.845 32.576 2.850 -0.961 -1.448 H221 SM1 46 SM1 H222 2H22 H 0 0 N N N 26.489 10.635 31.728 2.492 0.502 -2.395 H222 SM1 47 SM1 H223 3H22 H 0 0 N N N 27.181 11.851 30.777 3.123 0.647 -0.737 H223 SM1 48 SM1 H2 H2 H 0 1 N N N 29.554 12.175 31.357 0.906 -1.477 0.596 H2 SM1 49 SM1 H5 H5 H 0 1 N N N 31.504 12.873 30.487 0.237 -0.828 3.124 H5 SM1 50 SM1 H6C1 1H6C H 0 0 N N N 33.480 13.082 32.085 2.163 -2.166 2.318 H6C1 SM1 51 SM1 H6C2 2H6C H 0 0 N N N 33.407 11.451 32.516 2.308 -1.822 4.059 H6C2 SM1 52 SM1 HA HA H 0 1 N N N 32.186 12.780 34.030 4.254 -1.438 2.911 HA SM1 53 SM1 H1 H1 H 0 1 N N N 33.965 11.160 30.247 2.219 1.235 3.932 H1 SM1 54 SM1 H1C1 1H1C H 0 0 N N N 30.679 10.974 28.147 1.113 -0.839 6.407 H1C1 SM1 55 SM1 H1C2 2H1C H 0 0 N N N 31.871 9.807 27.832 -0.151 -1.375 5.276 H1C2 SM1 56 SM1 H19 H19 H 0 1 N N N 32.890 9.529 25.584 -2.501 -1.122 5.830 H19 SM1 57 SM1 H20 H20 H 0 1 N N N 32.700 9.951 23.115 -4.178 -0.953 7.625 H20 SM1 58 SM1 H21 H21 H 0 1 N N N 31.097 11.707 22.277 -3.500 -0.228 9.878 H21 SM1 59 SM1 HC HC H 0 1 N N N 29.659 12.969 23.905 -1.145 0.328 10.336 HC SM1 60 SM1 HB HB H 0 1 N N N 29.986 12.676 26.384 0.531 0.154 8.542 HB SM1 61 # 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 SM1 N6 C18 SING N N 1 SM1 N6 H6N1 SING N N 2 SM1 N6 H6N2 SING N N 3 SM1 C18 N5 DOUB N Z 4 SM1 C18 N4 SING N N 5 SM1 N5 H51 SING N N 6 SM1 N4 C14 SING N N 7 SM1 N4 H4 SING N N 8 SM1 C14 C13 DOUB Y N 9 SM1 C14 C15 SING Y N 10 SM1 C13 C12 SING Y N 11 SM1 C13 H13 SING N N 12 SM1 C12 C17 DOUB Y N 13 SM1 C12 H12 SING N N 14 SM1 C17 C16 SING Y N 15 SM1 C17 C11 SING N N 16 SM1 C16 C15 DOUB Y N 17 SM1 C16 H16 SING N N 18 SM1 C15 H15 SING N N 19 SM1 C11 N3 SING N N 20 SM1 C11 H111 SING N N 21 SM1 C11 H112 SING N N 22 SM1 N3 C10 SING N N 23 SM1 N3 H3 SING N N 24 SM1 C10 O5 DOUB N N 25 SM1 C10 C8 SING N N 26 SM1 C8 C22 SING N N 27 SM1 C8 N2 SING N N 28 SM1 C8 H8 SING N N 29 SM1 C22 H221 SING N N 30 SM1 C22 H222 SING N N 31 SM1 C22 H223 SING N N 32 SM1 N2 C7 SING N N 33 SM1 N2 H2 SING N N 34 SM1 C7 C5 SING N N 35 SM1 C7 O4 DOUB N N 36 SM1 C5 C6 SING N N 37 SM1 C5 N1 SING N N 38 SM1 C5 H5 SING N N 39 SM1 C6 O3 SING N N 40 SM1 C6 H6C1 SING N N 41 SM1 C6 H6C2 SING N N 42 SM1 O3 HA SING N N 43 SM1 N1 S1 SING N N 44 SM1 N1 H1 SING N N 45 SM1 O2 S1 DOUB N N 46 SM1 S1 O1 DOUB N N 47 SM1 S1 C1 SING N N 48 SM1 C1 C4 SING N N 49 SM1 C1 H1C1 SING N N 50 SM1 C1 H1C2 SING N N 51 SM1 C4 C19 DOUB Y N 52 SM1 C4 C3 SING Y N 53 SM1 C19 C20 SING Y N 54 SM1 C19 H19 SING N N 55 SM1 C20 C21 DOUB Y N 56 SM1 C20 H20 SING N N 57 SM1 C21 C2 SING Y N 58 SM1 C21 H21 SING N N 59 SM1 C2 C3 DOUB Y N 60 SM1 C2 HC SING N N 61 SM1 C3 HB SING N N 62 # 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 SM1 SMILES ACDLabs 10.04 "O=S(=O)(NC(C(=O)NC(C(=O)NCc1ccc(NC(=[N@H])N)cc1)C)CO)Cc2ccccc2" SM1 SMILES_CANONICAL CACTVS 3.341 "C[C@H](NC(=O)[C@@H](CO)N[S](=O)(=O)Cc1ccccc1)C(=O)NCc2ccc(NC(N)=N)cc2" SM1 SMILES CACTVS 3.341 "C[CH](NC(=O)[CH](CO)N[S](=O)(=O)Cc1ccccc1)C(=O)NCc2ccc(NC(N)=N)cc2" SM1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(/N)\Nc1ccc(cc1)CNC(=O)[C@H](C)NC(=O)[C@@H](CO)NS(=O)(=O)Cc2ccccc2" SM1 SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(N)Nc1ccc(cc1)CNC(=O)C(C)NC(=O)C(CO)NS(=O)(=O)Cc2ccccc2" SM1 InChI InChI 1.03 "InChI=1S/C21H28N6O5S/c1-14(19(29)24-11-15-7-9-17(10-8-15)26-21(22)23)25-20(30)18(12-28)27-33(31,32)13-16-5-3-2-4-6-16/h2-10,14,18,27-28H,11-13H2,1H3,(H,24,29)(H,25,30)(H4,22,23,26)/t14-,18+/m0/s1" SM1 InChIKey InChI 1.03 GIFIGLJPDYSYDF-KBXCAEBGSA-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 SM1 "SYSTEMATIC NAME" ACDLabs 10.04 "N-(benzylsulfonyl)-D-seryl-N-(4-carbamimidamidobenzyl)-L-alaninamide" SM1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-N-[(2S)-1-[(4-carbamimidamidophenyl)methylamino]-1-oxo-propan-2-yl]-3-hydroxy-2-(phenylmethylsulfonylamino)propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SM1 "Create component" 2004-06-15 EBI SM1 "Modify descriptor" 2011-06-04 RCSB #