data_5IN # _chem_comp.id 5IN _chem_comp.name "N-(BENZYLSULFONYL)-L-SERYL-N~1~-{4-[AMINO(IMINO)METHYL]BENZYL}-O-BENZYL-L-SERINAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H33 N5 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-02-25 _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 567.657 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5IN _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 1VJ9 _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 5IN C1 C1 C 0 1 N N N 26.954 13.356 31.673 1.963 -2.794 1.325 C1 5IN 1 5IN O2 O2 O 0 1 N N N 27.772 12.234 32.014 1.516 -1.723 0.491 O2 5IN 2 5IN C3 C3 C 0 1 N N N 27.810 11.352 30.907 1.385 -0.573 1.330 C3 5IN 3 5IN C4 C4 C 0 1 N N S 29.080 10.488 30.934 0.907 0.615 0.494 C4 5IN 4 5IN N5 N5 N 0 1 N N N 30.226 11.378 30.958 -0.443 0.347 -0.009 N5 5IN 5 5IN C6 C6 C 0 1 N N N 31.537 10.876 30.994 -1.515 0.622 0.760 C6 5IN 6 5IN C7 C7 C 0 1 N N R 32.673 11.903 31.009 -2.904 0.346 0.244 C7 5IN 7 5IN N8 N8 N 0 1 N N N 33.638 11.760 29.954 -3.888 0.727 1.260 N8 5IN 8 5IN S9 S9 S 0 1 N N N 33.490 12.020 28.329 -5.346 1.365 0.802 S9 5IN 9 5IN C10 C10 C 0 1 N N N 32.171 10.960 27.708 -6.137 -0.006 -0.084 C10 5IN 10 5IN C11 C11 C 0 1 Y N N 32.015 11.202 26.153 -7.496 0.428 -0.570 C11 5IN 11 5IN C12 C12 C 0 1 Y N N 31.018 12.155 25.794 -7.631 1.007 -1.818 C12 5IN 12 5IN C13 C13 C 0 1 Y N N 30.772 12.454 24.421 -8.877 1.405 -2.264 C13 5IN 13 5IN C14 C14 C 0 1 Y N N 31.528 11.792 23.426 -9.989 1.223 -1.462 C14 5IN 14 5IN C15 C15 C 0 1 Y N N 32.522 10.844 23.777 -9.854 0.643 -0.215 C15 5IN 15 5IN C16 C16 C 0 1 Y N N 32.767 10.547 25.141 -8.608 0.241 0.230 C16 5IN 16 5IN O17 O17 O 0 1 N N N 33.092 13.395 28.200 -5.982 1.621 2.046 O17 5IN 17 5IN O18 O18 O 0 1 N N N 34.854 11.718 27.843 -4.968 2.411 -0.083 O18 5IN 18 5IN C19 C19 C 0 1 N N N 33.527 11.878 32.287 -3.045 -1.145 -0.068 C19 5IN 19 5IN O20 O20 O 0 1 N N N 32.669 12.099 33.380 -2.706 -1.909 1.091 O20 5IN 20 5IN O21 O21 O 0 1 N N N 31.778 9.683 31.007 -1.363 1.091 1.868 O21 5IN 21 5IN C22 C22 C 0 1 N N N 29.022 9.598 29.721 1.844 0.822 -0.668 C22 5IN 22 5IN O23 O23 O 0 1 N N N 29.253 10.054 28.628 1.425 0.752 -1.805 O23 5IN 23 5IN N24 N24 N 0 1 N N N 28.687 8.286 29.985 3.147 1.085 -0.445 N24 5IN 24 5IN C25 C25 C 0 1 N N N 28.577 7.327 28.921 4.057 1.285 -1.575 C25 5IN 25 5IN C26 C26 C 0 1 Y N N 29.858 6.574 28.601 5.446 1.561 -1.058 C26 5IN 26 5IN C27 C27 C 0 1 Y N N 29.948 5.203 28.949 6.320 0.512 -0.838 C27 5IN 27 5IN C28 C28 C 0 1 Y N N 31.110 4.458 28.664 7.593 0.758 -0.365 C28 5IN 28 5IN C29 C29 C 0 1 Y N N 32.248 5.048 28.017 7.997 2.068 -0.109 C29 5IN 29 5IN C30 C30 C 0 1 Y N N 32.186 6.436 27.653 7.109 3.121 -0.327 C30 5IN 30 5IN C31 C31 C 0 1 Y N N 30.993 7.178 27.949 5.841 2.863 -0.806 C31 5IN 31 5IN C32 C32 C 0 1 N N N 33.373 4.228 27.755 9.362 2.339 0.398 C32 5IN 32 5IN N33 N33 N 0 1 N N N 33.360 2.920 28.094 10.187 1.353 0.606 N33 5IN 33 5IN N34 N34 N 0 1 N N N 34.517 4.629 27.166 9.758 3.634 0.650 N34 5IN 34 5IN C35 C35 C 0 1 Y N N 26.481 14.044 32.954 2.121 -4.043 0.497 C35 5IN 35 5IN C36 C36 C 0 1 Y N N 25.187 13.749 33.485 3.331 -4.320 -0.112 C36 5IN 36 5IN C37 C37 C 0 1 Y N N 24.747 14.392 34.682 3.476 -5.466 -0.871 C37 5IN 37 5IN C38 C38 C 0 1 Y N N 25.598 15.327 35.346 2.412 -6.335 -1.021 C38 5IN 38 5IN C39 C39 C 0 1 Y N N 26.889 15.621 34.815 1.203 -6.059 -0.411 C39 5IN 39 5IN C40 C40 C 0 1 Y N N 27.333 14.982 33.621 1.059 -4.915 0.352 C40 5IN 40 5IN H11 1H1 H 0 1 N N N 26.106 13.074 31.007 2.922 -2.530 1.772 H11 5IN 41 5IN H12A 2H1 H 0 0 N N N 27.471 14.061 30.981 1.231 -2.971 2.114 H12A 5IN 42 5IN H31A 1H3 H 0 0 N N N 27.706 11.900 29.941 2.352 -0.338 1.776 H31A 5IN 43 5IN H32 2H3 H 0 1 N N N 26.889 10.727 30.848 0.661 -0.779 2.118 H32 5IN 44 5IN H4 H4 H 0 1 N N N 29.164 9.836 31.834 0.893 1.512 1.113 H4 5IN 45 5IN HN5 HN5 H 0 1 N N N 30.106 12.391 30.949 -0.565 -0.028 -0.895 HN5 5IN 46 5IN H7 H7 H 0 1 N N N 32.090 12.848 30.904 -3.075 0.925 -0.664 H7 5IN 47 5IN HN8 HN8 H 0 1 N N N 33.980 10.803 30.038 -3.685 0.606 2.201 HN8 5IN 48 5IN H101 1H10 H 0 0 N N N 31.213 11.103 28.260 -5.520 -0.292 -0.936 H101 5IN 49 5IN H102 2H10 H 0 0 N N N 32.334 9.886 27.958 -6.246 -0.857 0.588 H102 5IN 50 5IN H12 H12 H 0 1 N N N 30.435 12.663 26.581 -6.763 1.149 -2.444 H12 5IN 51 5IN H13 H13 H 0 1 N N N 30.004 13.191 24.131 -8.983 1.858 -3.239 H13 5IN 52 5IN H14 H14 H 0 1 N N N 31.340 12.018 22.363 -10.963 1.534 -1.810 H14 5IN 53 5IN H15 H15 H 0 1 N N N 33.105 10.338 22.989 -10.722 0.501 0.412 H15 5IN 54 5IN H16 H16 H 0 1 N N N 33.540 9.809 25.414 -8.502 -0.212 1.204 H16 5IN 55 5IN H191 1H19 H 0 0 N N N 34.379 12.597 32.253 -4.074 -1.360 -0.357 H191 5IN 56 5IN H192 2H19 H 0 0 N N N 34.127 10.944 32.389 -2.375 -1.410 -0.886 H192 5IN 57 5IN H20 H20 H 0 1 N N N 33.197 12.084 34.170 -2.808 -2.840 0.852 H20 5IN 58 5IN H24 H24 H 0 1 N N N 28.522 8.027 30.958 3.481 1.140 0.463 H24 5IN 59 5IN H251 1H25 H 0 0 N N N 28.178 7.816 28.002 3.716 2.132 -2.171 H251 5IN 60 5IN H252 2H25 H 0 0 N N N 27.751 6.609 29.134 4.072 0.388 -2.194 H252 5IN 61 5IN H27 H27 H 0 1 N N N 29.100 4.708 29.450 6.006 -0.502 -1.037 H27 5IN 62 5IN H28 H28 H 0 1 N N N 31.129 3.394 28.953 8.275 -0.062 -0.194 H28 5IN 63 5IN H30 H30 H 0 1 N N N 33.040 6.924 27.154 7.416 4.138 -0.130 H30 5IN 64 5IN H31 H31 H 0 1 N N N 30.947 8.243 27.667 5.154 3.678 -0.979 H31 5IN 65 5IN H33 H33 H 0 1 N N N 32.500 2.435 27.838 9.908 0.442 0.429 H33 5IN 66 5IN H341 1H34 H 0 0 N N N 34.858 5.425 27.706 10.652 3.812 0.983 H341 5IN 67 5IN H342 2H34 H 0 0 N N N 35.327 4.039 26.977 9.145 4.369 0.492 H342 5IN 68 5IN H36 H36 H 0 1 N N N 24.530 13.027 32.972 4.162 -3.641 0.005 H36 5IN 69 5IN H37 H37 H 0 1 N N N 23.749 14.166 35.094 4.421 -5.682 -1.348 H37 5IN 70 5IN H38 H38 H 0 1 N N N 25.258 15.823 36.271 2.525 -7.230 -1.615 H38 5IN 71 5IN H39 H39 H 0 1 N N N 27.545 16.344 35.329 0.371 -6.738 -0.528 H39 5IN 72 5IN H40 H40 H 0 1 N N N 28.332 15.213 33.215 0.114 -4.699 0.829 H40 5IN 73 # 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 5IN C1 O2 SING N N 1 5IN C1 C35 SING N N 2 5IN C1 H11 SING N N 3 5IN C1 H12A SING N N 4 5IN O2 C3 SING N N 5 5IN C3 C4 SING N N 6 5IN C3 H31A SING N N 7 5IN C3 H32 SING N N 8 5IN C4 N5 SING N N 9 5IN C4 C22 SING N N 10 5IN C4 H4 SING N N 11 5IN N5 C6 SING N N 12 5IN N5 HN5 SING N N 13 5IN C6 C7 SING N N 14 5IN C6 O21 DOUB N N 15 5IN C7 N8 SING N N 16 5IN C7 C19 SING N N 17 5IN C7 H7 SING N N 18 5IN N8 S9 SING N N 19 5IN N8 HN8 SING N N 20 5IN S9 C10 SING N N 21 5IN S9 O17 DOUB N N 22 5IN S9 O18 DOUB N N 23 5IN C10 C11 SING N N 24 5IN C10 H101 SING N N 25 5IN C10 H102 SING N N 26 5IN C11 C12 DOUB Y N 27 5IN C11 C16 SING Y N 28 5IN C12 C13 SING Y N 29 5IN C12 H12 SING N N 30 5IN C13 C14 DOUB Y N 31 5IN C13 H13 SING N N 32 5IN C14 C15 SING Y N 33 5IN C14 H14 SING N N 34 5IN C15 C16 DOUB Y N 35 5IN C15 H15 SING N N 36 5IN C16 H16 SING N N 37 5IN C19 O20 SING N N 38 5IN C19 H191 SING N N 39 5IN C19 H192 SING N N 40 5IN O20 H20 SING N N 41 5IN C22 O23 DOUB N N 42 5IN C22 N24 SING N N 43 5IN N24 C25 SING N N 44 5IN N24 H24 SING N N 45 5IN C25 C26 SING N N 46 5IN C25 H251 SING N N 47 5IN C25 H252 SING N N 48 5IN C26 C27 DOUB Y N 49 5IN C26 C31 SING Y N 50 5IN C27 C28 SING Y N 51 5IN C27 H27 SING N N 52 5IN C28 C29 DOUB Y N 53 5IN C28 H28 SING N N 54 5IN C29 C30 SING Y N 55 5IN C29 C32 SING N N 56 5IN C30 C31 DOUB Y N 57 5IN C30 H30 SING N N 58 5IN C31 H31 SING N N 59 5IN C32 N33 DOUB N N 60 5IN C32 N34 SING N N 61 5IN N33 H33 SING N N 62 5IN N34 H341 SING N N 63 5IN N34 H342 SING N N 64 5IN C35 C36 DOUB Y N 65 5IN C35 C40 SING Y N 66 5IN C36 C37 SING Y N 67 5IN C36 H36 SING N N 68 5IN C37 C38 DOUB Y N 69 5IN C37 H37 SING N N 70 5IN C38 C39 SING Y N 71 5IN C38 H38 SING N N 72 5IN C39 C40 DOUB Y N 73 5IN C39 H39 SING N N 74 5IN C40 H40 SING N N 75 # 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 5IN SMILES ACDLabs 10.04 "O=S(=O)(NC(C(=O)NC(C(=O)NCc1ccc(C(=[N@H])N)cc1)COCc2ccccc2)CO)Cc3ccccc3" 5IN SMILES_CANONICAL CACTVS 3.341 "NC(=N)c1ccc(CNC(=O)[C@H](COCc2ccccc2)NC(=O)[C@@H](CO)N[S](=O)(=O)Cc3ccccc3)cc1" 5IN SMILES CACTVS 3.341 "NC(=N)c1ccc(CNC(=O)[CH](COCc2ccccc2)NC(=O)[CH](CO)N[S](=O)(=O)Cc3ccccc3)cc1" 5IN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)COC[C@@H](C(=O)NCc2ccc(cc2)C(=N)N)NC(=O)[C@@H](CO)NS(=O)(=O)Cc3ccccc3" 5IN SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)COCC(C(=O)NCc2ccc(cc2)C(=N)N)NC(=O)C(CO)NS(=O)(=O)Cc3ccccc3" 5IN InChI InChI 1.03 "InChI=1S/C28H33N5O6S/c29-26(30)23-13-11-20(12-14-23)15-31-27(35)25(18-39-17-21-7-3-1-4-8-21)32-28(36)24(16-34)33-40(37,38)19-22-9-5-2-6-10-22/h1-14,24-25,33-34H,15-19H2,(H3,29,30)(H,31,35)(H,32,36)/t24-,25+/m1/s1" 5IN InChIKey InChI 1.03 RLZYVXBJYQEXBP-RPBOFIJWSA-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 5IN "SYSTEMATIC NAME" ACDLabs 10.04 "N-(benzylsulfonyl)-D-seryl-O-benzyl-N-(4-carbamimidoylbenzyl)-L-serinamide" 5IN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-N-[(4-carbamimidoylphenyl)methyl]-2-[[(2R)-3-hydroxy-2-(phenylmethylsulfonylamino)propanoyl]amino]-3-phenylmethoxy-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 5IN "Create component" 2004-02-25 RCSB 5IN "Modify descriptor" 2011-06-04 RCSB #