data_SK1 # _chem_comp.id SK1 _chem_comp.name "N-(BENZYLSULFONYL)-D-SERYL-N-{4-[AMINO(IMINO)METHYL]BENZYL}-L-ALANINAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H27 N5 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 461.535 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SK1 _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 SK1 N3 N3 N 0 1 N N N 28.462 8.149 29.675 -3.627 -0.163 -0.456 N3 SK1 1 SK1 N5 N5 N 0 1 N N N 34.276 4.721 26.791 -10.413 -0.847 1.757 N5 SK1 2 SK1 C18 C18 C 0 1 N N N 33.113 4.297 27.325 -9.919 -0.128 0.690 C18 SK1 3 SK1 N4 N4 N 0 1 N N N 33.043 2.972 27.518 -10.668 0.761 0.102 N4 SK1 4 SK1 C14 C14 C 0 1 Y N N 32.025 5.116 27.668 -8.538 -0.366 0.213 C14 SK1 5 SK1 C13 C13 C 0 1 Y N N 31.947 6.471 27.300 -8.036 0.360 -0.867 C13 SK1 6 SK1 C12 C12 C 0 1 Y N N 30.748 7.168 27.535 -6.748 0.134 -1.307 C12 SK1 7 SK1 C17 C17 C 0 1 Y N N 29.666 6.593 28.234 -5.955 -0.810 -0.680 C17 SK1 8 SK1 C16 C16 C 0 1 Y N N 29.808 5.280 28.694 -6.450 -1.538 0.388 C16 SK1 9 SK1 C15 C15 C 0 1 Y N N 30.962 4.550 28.402 -7.734 -1.317 0.841 C15 SK1 10 SK1 C11 C11 C 0 1 N N N 28.380 7.343 28.495 -4.549 -1.052 -1.166 C11 SK1 11 SK1 C10 C10 C 0 1 N N N 28.802 9.482 29.600 -2.308 -0.203 -0.728 C10 SK1 12 SK1 O5 O5 O 0 1 N N N 29.000 10.097 28.581 -1.884 -0.975 -1.561 O5 SK1 13 SK1 C8 C8 C 0 1 N N S 28.936 10.155 30.941 -1.359 0.712 0.003 C8 SK1 14 SK1 N2 N2 N 0 1 N N N 29.927 11.178 30.975 0.007 0.477 -0.469 N2 SK1 15 SK1 C7 C7 C 0 1 N N N 31.239 10.804 30.781 1.055 0.767 0.327 C7 SK1 16 SK1 O4 O4 O 0 1 N N N 31.551 9.639 30.630 0.866 1.223 1.435 O4 SK1 17 SK1 C5 C5 C 0 1 N N R 32.279 11.906 30.737 2.461 0.525 -0.159 C5 SK1 18 SK1 C6 C6 C 0 1 N N N 33.028 12.085 32.066 2.715 1.354 -1.419 C6 SK1 19 SK1 O3 O3 O 0 1 N N N 32.073 12.021 33.098 2.433 2.729 -1.150 O3 SK1 20 SK1 N1 N1 N 0 1 N N N 33.306 11.651 29.785 3.412 0.918 0.884 N1 SK1 21 SK1 S1 S1 S 0 1 N N N 33.207 11.783 28.152 4.818 0.067 1.085 S1 SK1 22 SK1 O1 O1 O 0 1 N N N 34.583 11.501 27.712 4.364 -1.277 1.171 O1 SK1 23 SK1 O2 O2 O 0 1 N N N 32.760 13.135 27.921 5.432 0.728 2.183 O2 SK1 24 SK1 C1 C1 C 0 1 N N N 31.921 10.655 27.594 5.712 0.373 -0.464 C1 SK1 25 SK1 C4 C4 C 0 1 Y N N 31.874 10.907 26.103 7.035 -0.348 -0.432 C4 SK1 26 SK1 C19 C19 C 0 1 Y N N 32.573 10.088 25.210 7.127 -1.644 -0.904 C19 SK1 27 SK1 C20 C20 C 0 1 Y N N 32.679 10.511 23.883 8.340 -2.306 -0.874 C20 SK1 28 SK1 C21 C21 C 0 1 Y N N 32.101 11.715 23.459 9.461 -1.672 -0.373 C21 SK1 29 SK1 C2 C2 C 0 1 Y N N 31.326 12.483 24.341 9.369 -0.376 0.099 C2 SK1 30 SK1 C3 C3 C 0 1 Y N N 31.130 12.010 25.647 8.157 0.288 0.065 C3 SK1 31 SK1 C22 C22 C 0 1 N N N 27.606 10.772 31.385 -1.748 2.168 -0.264 C22 SK1 32 SK1 H3 H3 H 0 1 N N N 28.270 7.739 30.566 -3.966 0.455 0.211 H3 SK1 33 SK1 H5N1 1H5N H 0 0 N N N 34.503 5.672 26.579 -9.855 -1.509 2.195 H5N1 SK1 34 SK1 H5N2 2H5N H 0 0 N N N 34.876 3.936 26.640 -11.318 -0.691 2.070 H5N2 SK1 35 SK1 H4 H4 H 0 1 N N N 32.154 2.742 27.914 -11.573 0.917 0.415 H4 SK1 36 SK1 H13 H13 H 0 1 N N N 32.792 6.967 26.845 -8.654 1.098 -1.357 H13 SK1 37 SK1 H12 H12 H 0 1 N N N 30.652 8.179 27.167 -6.357 0.696 -2.143 H12 SK1 38 SK1 H16 H16 H 0 1 N N N 29.020 4.828 29.279 -5.826 -2.274 0.873 H16 SK1 39 SK1 H15 H15 H 0 1 N N N 31.042 3.529 28.746 -8.118 -1.882 1.677 H15 SK1 40 SK1 H111 1H11 H 0 0 N N N 28.192 8.008 27.639 -4.495 -0.852 -2.236 H111 SK1 41 SK1 H112 2H11 H 0 0 N N N 27.567 6.614 28.623 -4.273 -2.089 -0.976 H112 SK1 42 SK1 H8 H8 H 0 1 N N N 29.247 9.353 31.627 -1.413 0.512 1.073 H8 SK1 43 SK1 H2 H2 H 0 1 N N N 29.679 12.134 31.134 0.158 0.112 -1.356 H2 SK1 44 SK1 H5 H5 H 0 1 N N N 31.688 12.798 30.482 2.589 -0.533 -0.387 H5 SK1 45 SK1 H6C1 1H6C H 0 0 N N N 33.557 13.049 32.086 3.757 1.249 -1.720 H6C1 SK1 46 SK1 H6C2 2H6C H 0 0 N N N 33.776 11.288 32.191 2.067 1.002 -2.222 H6C2 SK1 47 SK1 HA HA H 0 1 N N N 32.515 12.007 33.939 2.606 3.215 -1.968 HA SK1 48 SK1 H1 H1 H 0 1 N N N 34.029 12.295 30.034 3.219 1.677 1.456 H1 SK1 49 SK1 H1C1 1H1C H 0 0 N N N 30.954 10.823 28.091 5.120 0.008 -1.303 H1C1 SK1 50 SK1 H1C2 2H1C H 0 0 N N N 32.170 9.608 27.822 5.884 1.443 -0.578 H1C2 SK1 51 SK1 H19 H19 H 0 1 N N N 33.016 9.159 25.536 6.251 -2.140 -1.296 H19 SK1 52 SK1 H20 H20 H 0 1 N N N 33.215 9.900 23.172 8.412 -3.319 -1.243 H20 SK1 53 SK1 H21 H21 H 0 1 N N N 32.253 12.055 22.445 10.409 -2.189 -0.349 H21 SK1 54 SK1 HC HC H 0 1 N N N 30.890 13.418 24.021 10.245 0.120 0.491 HC SK1 55 SK1 HB HB H 0 1 N N N 30.413 12.489 26.297 8.085 1.300 0.434 HB SK1 56 SK1 H221 1H22 H 0 0 N N N 26.781 10.097 31.114 -1.062 2.830 0.265 H221 SK1 57 SK1 H222 2H22 H 0 0 N N N 27.467 11.742 30.885 -1.694 2.368 -1.334 H222 SK1 58 SK1 H223 3H22 H 0 0 N N N 27.616 10.920 32.475 -2.764 2.343 0.088 H223 SK1 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 SK1 N3 C11 SING N N 1 SK1 N3 C10 SING N N 2 SK1 N3 H3 SING N N 3 SK1 N5 C18 SING N N 4 SK1 N5 H5N1 SING N N 5 SK1 N5 H5N2 SING N N 6 SK1 C18 N4 DOUB N E 7 SK1 C18 C14 SING N N 8 SK1 N4 H4 SING N N 9 SK1 C14 C13 DOUB Y N 10 SK1 C14 C15 SING Y N 11 SK1 C13 C12 SING Y N 12 SK1 C13 H13 SING N N 13 SK1 C12 C17 DOUB Y N 14 SK1 C12 H12 SING N N 15 SK1 C17 C16 SING Y N 16 SK1 C17 C11 SING N N 17 SK1 C16 C15 DOUB Y N 18 SK1 C16 H16 SING N N 19 SK1 C15 H15 SING N N 20 SK1 C11 H111 SING N N 21 SK1 C11 H112 SING N N 22 SK1 C10 O5 DOUB N N 23 SK1 C10 C8 SING N N 24 SK1 C8 N2 SING N N 25 SK1 C8 C22 SING N N 26 SK1 C8 H8 SING N N 27 SK1 N2 C7 SING N N 28 SK1 N2 H2 SING N N 29 SK1 C7 O4 DOUB N N 30 SK1 C7 C5 SING N N 31 SK1 C5 C6 SING N N 32 SK1 C5 N1 SING N N 33 SK1 C5 H5 SING N N 34 SK1 C6 O3 SING N N 35 SK1 C6 H6C1 SING N N 36 SK1 C6 H6C2 SING N N 37 SK1 O3 HA SING N N 38 SK1 N1 S1 SING N N 39 SK1 N1 H1 SING N N 40 SK1 S1 O1 DOUB N N 41 SK1 S1 O2 DOUB N N 42 SK1 S1 C1 SING N N 43 SK1 C1 C4 SING N N 44 SK1 C1 H1C1 SING N N 45 SK1 C1 H1C2 SING N N 46 SK1 C4 C19 DOUB Y N 47 SK1 C4 C3 SING Y N 48 SK1 C19 C20 SING Y N 49 SK1 C19 H19 SING N N 50 SK1 C20 C21 DOUB Y N 51 SK1 C20 H20 SING N N 52 SK1 C21 C2 SING Y N 53 SK1 C21 H21 SING N N 54 SK1 C2 C3 DOUB Y N 55 SK1 C2 HC SING N N 56 SK1 C3 HB SING N N 57 SK1 C22 H221 SING N N 58 SK1 C22 H222 SING N N 59 SK1 C22 H223 SING N N 60 # 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 SK1 SMILES ACDLabs 10.04 "O=S(=O)(NC(C(=O)NC(C(=O)NCc1ccc(C(=[N@H])N)cc1)C)CO)Cc2ccccc2" SK1 SMILES_CANONICAL CACTVS 3.341 "C[C@H](NC(=O)[C@@H](CO)N[S](=O)(=O)Cc1ccccc1)C(=O)NCc2ccc(cc2)C(N)=N" SK1 SMILES CACTVS 3.341 "C[CH](NC(=O)[CH](CO)N[S](=O)(=O)Cc1ccccc1)C(=O)NCc2ccc(cc2)C(N)=N" SK1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(\c1ccc(cc1)CNC(=O)[C@H](C)NC(=O)[C@@H](CO)NS(=O)(=O)Cc2ccccc2)/N" SK1 SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(c1ccc(cc1)CNC(=O)C(C)NC(=O)C(CO)NS(=O)(=O)Cc2ccccc2)N" SK1 InChI InChI 1.03 "InChI=1S/C21H27N5O5S/c1-14(20(28)24-11-15-7-9-17(10-8-15)19(22)23)25-21(29)18(12-27)26-32(30,31)13-16-5-3-2-4-6-16/h2-10,14,18,26-27H,11-13H2,1H3,(H3,22,23)(H,24,28)(H,25,29)/t14-,18+/m0/s1" SK1 InChIKey InChI 1.03 QJNHUFOFEMCMGR-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 SK1 "SYSTEMATIC NAME" ACDLabs 10.04 "N-(benzylsulfonyl)-D-seryl-N-(4-carbamimidoylbenzyl)-L-alaninamide" SK1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-N-[(4-carbamimidoylphenyl)methyl]-2-[[(2R)-3-hydroxy-2-(phenylmethylsulfonylamino)propanoyl]amino]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 SK1 "Create component" 2004-06-15 EBI SK1 "Modify descriptor" 2011-06-04 RCSB #