data_5PI # _chem_comp.id 5PI _chem_comp.name "N-(ETHYLSULFONYL)-5-PROPOXY-L-TRYPTOPHYL-N~1~-{4-[AMINO(IMINO)METHYL]BENZYL}-L-GLUTAMAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H39 N7 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;2-[2-ETHANESULFONYLAMINO-3-(5-PROPOXY-1H-INDOL-3-YL)-PROPIONYLAMINO]-PENTANEDIOIC ACID 5-AMIDE 1-(4-CARBAMIMIDOYL-BENZYLAMIDE) ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-12-17 _chem_comp.pdbx_modified_date 2020-06-17 _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 613.728 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5PI _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 1WV7 _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 5PI C14 C14 C 0 1 N N N 35.774 6.979 10.145 -0.048 0.072 0.145 C14 5PI 1 5PI O1 O1 O 0 1 N N N 34.901 7.202 10.975 0.581 1.106 0.069 O1 5PI 2 5PI N5 N5 N 0 1 N N N 35.694 7.398 8.829 -0.317 -0.636 -0.968 N5 5PI 3 5PI C15 C15 C 0 1 N N S 34.566 8.296 8.403 0.150 -0.158 -2.271 C15 5PI 4 5PI C18 C18 C 0 1 N N N 34.574 8.643 6.945 1.541 -0.727 -2.554 C18 5PI 5 5PI C19 C19 C 0 1 N N N 35.895 9.232 6.512 2.511 -0.267 -1.464 C19 5PI 6 5PI C20 C20 C 0 1 N N N 33.182 7.668 8.659 -0.805 -0.611 -3.345 C20 5PI 7 5PI O5 O5 O 0 1 N N N 32.949 6.499 8.418 -1.781 -1.269 -3.050 O5 5PI 8 5PI N6 N6 N 0 1 N N N 32.292 8.482 9.154 -0.575 -0.286 -4.632 N6 5PI 9 5PI C21 C21 C 0 1 N N N 30.979 7.941 9.381 -1.504 -0.727 -5.676 C21 5PI 10 5PI C16 C16 C 0 1 Y N N 31.500 6.526 11.432 -0.167 -1.018 -7.771 C16 5PI 11 5PI C17 C17 C 0 1 Y N N 31.259 6.210 12.769 0.276 -0.573 -8.999 C17 5PI 12 5PI C22 C22 C 0 1 Y N N 30.253 6.884 13.499 -0.139 0.667 -9.481 C22 5PI 13 5PI C23 C23 C 0 1 Y N N 29.420 7.784 12.820 -1.002 1.452 -8.716 C23 5PI 14 5PI C24 C24 C 0 1 Y N N 29.632 8.075 11.482 -1.444 0.994 -7.491 C24 5PI 15 5PI C25 C25 C 0 1 Y N N 30.696 7.490 10.787 -1.023 -0.235 -7.017 C25 5PI 16 5PI C26 C26 C 0 1 N N N 30.139 6.711 14.968 0.333 1.150 -10.798 C26 5PI 17 5PI N1 N1 N 0 1 N N N 30.891 5.826 15.613 -0.079 2.377 -11.271 N1 5PI 18 5PI C2 C2 C 0 1 N N N 35.857 9.684 5.094 3.882 -0.828 -1.742 C2 5PI 19 5PI O2 O2 O 0 1 N N N 35.856 8.905 4.183 4.065 -1.527 -2.716 O2 5PI 20 5PI N3 N3 N 0 1 N N N 35.852 10.984 4.939 4.905 -0.553 -0.908 N3 5PI 21 5PI C1 C1 C 0 1 N N N 38.105 7.027 11.358 0.536 -1.320 2.111 C1 5PI 22 5PI N4 N4 N 0 1 N N N 36.414 5.167 11.451 -0.777 0.726 2.366 N4 5PI 23 5PI C5 C5 C 0 1 N N R 37.017 6.176 10.608 -0.529 -0.418 1.486 C5 5PI 24 5PI S1 S1 S 0 1 N N N 36.506 3.567 10.948 -2.291 0.981 2.986 S1 5PI 25 5PI O4 O4 O 0 1 N N N 36.290 3.722 9.553 -2.098 2.102 3.837 O4 5PI 26 5PI O3 O3 O 0 1 N N N 35.600 2.928 11.839 -3.102 1.048 1.821 O3 5PI 27 5PI C9 C9 C 0 1 N N N 38.146 2.961 11.124 -2.609 -0.531 3.936 C9 5PI 28 5PI C8 C8 C 0 1 N N N 38.422 2.536 12.524 -3.994 -0.446 4.581 C8 5PI 29 5PI N2 N2 N 0 1 N N N 29.348 7.500 15.708 1.140 0.416 -11.510 N2 5PI 30 5PI C13 C13 C 0 1 Y N N 43.109 4.800 10.856 0.314 -0.458 7.428 C13 5PI 31 5PI C12 C12 C 0 1 Y N N 42.507 4.664 12.152 -0.325 -1.615 7.044 C12 5PI 32 5PI C3 C3 C 0 1 Y N N 41.231 5.169 12.443 -0.358 -1.979 5.703 C3 5PI 33 5PI C4 C4 C 0 1 Y N N 40.482 5.825 11.402 0.266 -1.159 4.746 C4 5PI 34 5PI C27 C27 C 0 1 Y N N 41.074 5.980 10.136 0.908 0.014 5.146 C27 5PI 35 5PI C6 C6 C 0 1 Y N N 42.397 5.486 9.822 0.934 0.356 6.484 C6 5PI 36 5PI N7 N7 N 0 1 Y N N 40.481 5.252 13.602 -0.904 -3.049 5.025 N7 5PI 37 5PI C29 C29 C 0 1 Y N N 39.317 5.894 13.350 -0.647 -2.931 3.687 C29 5PI 38 5PI C28 C28 C 0 1 Y N N 39.248 6.262 11.999 0.055 -1.812 3.452 C28 5PI 39 5PI O6 O6 O 0 1 N N N 43.058 5.644 8.593 1.562 1.495 6.880 O6 5PI 40 5PI C7 C7 C 0 1 N N N 42.279 5.363 7.442 1.413 1.577 8.299 C7 5PI 41 5PI C10 C10 C 0 1 N N N 43.182 5.534 6.222 2.101 2.844 8.811 C10 5PI 42 5PI C11 C11 C 0 1 N N N 42.465 5.175 4.923 1.942 2.931 10.331 C11 5PI 43 5PI HN5 HN5 H 0 1 N N N 36.428 7.062 8.206 -0.821 -1.463 -0.906 HN5 5PI 44 5PI H15 H15 H 0 1 N N N 34.734 9.209 9.021 0.197 0.930 -2.263 H15 5PI 45 5PI H181 1H18 H 0 0 N N N 33.725 9.318 6.685 1.494 -1.816 -2.562 H181 5PI 46 5PI H182 2H18 H 0 0 N N N 34.298 7.763 6.318 1.889 -0.372 -3.524 H182 5PI 47 5PI H191 1H19 H 0 0 N N N 36.735 8.521 6.690 2.559 0.821 -1.456 H191 5PI 48 5PI H192 2H19 H 0 0 N N N 36.216 10.055 7.193 2.163 -0.623 -0.494 H192 5PI 49 5PI HN6 HN6 H 0 1 N N N 32.591 9.439 9.343 0.204 0.239 -4.868 HN6 5PI 50 5PI H211 1H21 H 0 0 N N N 30.782 7.108 8.667 -1.552 -1.816 -5.684 H211 5PI 51 5PI H212 2H21 H 0 0 N N N 30.204 8.672 9.052 -2.496 -0.321 -5.475 H212 5PI 52 5PI H16 H16 H 0 1 N N N 32.317 6.019 10.891 0.154 -1.978 -7.397 H16 5PI 53 5PI H17 H17 H 0 1 N N N 31.866 5.425 13.251 0.945 -1.185 -9.587 H17 5PI 54 5PI H23 H23 H 0 1 N N N 28.583 8.272 13.348 -1.328 2.413 -9.083 H23 5PI 55 5PI H24 H24 H 0 1 N N N 28.951 8.775 10.968 -2.112 1.600 -6.899 H24 5PI 56 5PI HN11 1HN1 H 0 0 N N N 31.868 6.019 15.392 0.230 2.694 -12.134 HN11 5PI 57 5PI HN12 2HN1 H 0 0 N N N 30.813 5.707 16.623 -0.679 2.924 -10.741 HN12 5PI 58 5PI HN31 1HN3 H 0 0 N N N 35.826 11.294 3.968 5.787 -0.914 -1.087 HN31 5PI 59 5PI HN32 2HN3 H 0 0 N N N 35.853 11.647 5.714 4.758 0.005 -0.129 HN32 5PI 60 5PI H11 1H1 H 0 1 N N N 37.613 7.673 12.122 1.459 -0.756 2.241 H11 5PI 61 5PI H12A 2H1 H 0 0 N N N 38.514 7.802 10.668 0.720 -2.172 1.457 H12A 5PI 62 5PI HN4 HN4 H 0 1 N N N 35.438 5.410 11.619 -0.054 1.334 2.585 HN4 5PI 63 5PI H5 H5 H 0 1 N N N 37.608 5.770 9.754 -1.452 -0.983 1.356 H5 5PI 64 5PI H91 1H9 H 0 1 N N N 38.897 3.705 10.768 -2.571 -1.393 3.270 H91 5PI 65 5PI H92 2H9 H 0 1 N N N 38.358 2.141 10.399 -1.852 -0.638 4.713 H92 5PI 66 5PI H81 1H8 H 0 1 N N N 37.672 1.792 12.880 -4.185 -1.355 5.151 H81 5PI 67 5PI H82 2H8 H 0 1 N N N 39.463 2.152 12.636 -4.032 0.415 5.247 H82 5PI 68 5PI H83 3H8 H 0 1 N N N 38.210 3.356 13.249 -4.751 -0.339 3.804 H83 5PI 69 5PI HN2 HN2 H 0 1 N N N 29.567 8.322 15.145 1.450 0.733 -12.373 HN2 5PI 70 5PI H13 H13 H 0 1 N N N 44.110 4.381 10.657 0.337 -0.180 8.471 H13 5PI 71 5PI H12 H12 H 0 1 N N N 43.050 4.148 12.962 -0.802 -2.239 7.785 H12 5PI 72 5PI H27 H27 H 0 1 N N N 40.483 6.505 9.366 1.384 0.649 4.414 H27 5PI 73 5PI HN7 HN7 H 0 1 N N N 40.749 4.890 14.517 -1.398 -3.776 5.436 HN7 5PI 74 5PI H29 H29 H 0 1 N N N 38.550 6.086 14.120 -0.964 -3.634 2.931 H29 5PI 75 5PI H71 1H7 H 0 1 N N N 41.351 5.978 7.385 1.870 0.702 8.763 H71 5PI 76 5PI H72 2H7 H 0 1 N N N 41.789 4.362 7.483 0.354 1.611 8.552 H72 5PI 77 5PI H101 1H10 H 0 0 N N N 44.128 4.955 6.335 1.645 3.718 8.347 H101 5PI 78 5PI H102 2H10 H 0 0 N N N 43.610 6.563 6.177 3.161 2.809 8.558 H102 5PI 79 5PI H111 1H11 H 0 0 N N N 41.519 5.754 4.810 2.432 3.834 10.696 H111 5PI 80 5PI H112 2H11 H 0 0 N N N 43.124 5.300 4.032 0.883 2.965 10.584 H112 5PI 81 5PI H113 3H11 H 0 0 N N N 42.037 4.146 4.968 2.399 2.057 10.794 H113 5PI 82 # # 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 5PI C14 O1 DOUB N N 1 5PI C14 N5 SING N N 2 5PI C14 C5 SING N N 3 5PI N5 C15 SING N N 4 5PI N5 HN5 SING N N 5 5PI C15 C18 SING N N 6 5PI C15 C20 SING N N 7 5PI C15 H15 SING N N 8 5PI C18 C19 SING N N 9 5PI C18 H181 SING N N 10 5PI C18 H182 SING N N 11 5PI C19 C2 SING N N 12 5PI C19 H191 SING N N 13 5PI C19 H192 SING N N 14 5PI C20 O5 DOUB N N 15 5PI C20 N6 SING N N 16 5PI N6 C21 SING N N 17 5PI N6 HN6 SING N N 18 5PI C21 C25 SING N N 19 5PI C21 H211 SING N N 20 5PI C21 H212 SING N N 21 5PI C16 C17 DOUB Y N 22 5PI C16 C25 SING Y N 23 5PI C16 H16 SING N N 24 5PI C17 C22 SING Y N 25 5PI C17 H17 SING N N 26 5PI C22 C23 DOUB Y N 27 5PI C22 C26 SING N N 28 5PI C23 C24 SING Y N 29 5PI C23 H23 SING N N 30 5PI C24 C25 DOUB Y N 31 5PI C24 H24 SING N N 32 5PI C26 N1 SING N N 33 5PI C26 N2 DOUB N N 34 5PI N1 HN11 SING N N 35 5PI N1 HN12 SING N N 36 5PI C2 O2 DOUB N N 37 5PI C2 N3 SING N N 38 5PI N3 HN31 SING N N 39 5PI N3 HN32 SING N N 40 5PI C1 C5 SING N N 41 5PI C1 C28 SING N N 42 5PI C1 H11 SING N N 43 5PI C1 H12A SING N N 44 5PI N4 C5 SING N N 45 5PI N4 S1 SING N N 46 5PI N4 HN4 SING N N 47 5PI C5 H5 SING N N 48 5PI S1 O4 DOUB N N 49 5PI S1 O3 DOUB N N 50 5PI S1 C9 SING N N 51 5PI C9 C8 SING N N 52 5PI C9 H91 SING N N 53 5PI C9 H92 SING N N 54 5PI C8 H81 SING N N 55 5PI C8 H82 SING N N 56 5PI C8 H83 SING N N 57 5PI N2 HN2 SING N N 58 5PI C13 C12 DOUB Y N 59 5PI C13 C6 SING Y N 60 5PI C13 H13 SING N N 61 5PI C12 C3 SING Y N 62 5PI C12 H12 SING N N 63 5PI C3 C4 DOUB Y N 64 5PI C3 N7 SING Y N 65 5PI C4 C27 SING Y N 66 5PI C4 C28 SING Y N 67 5PI C27 C6 DOUB Y N 68 5PI C27 H27 SING N N 69 5PI C6 O6 SING N N 70 5PI N7 C29 SING Y N 71 5PI N7 HN7 SING N N 72 5PI C29 C28 DOUB Y N 73 5PI C29 H29 SING N N 74 5PI O6 C7 SING N N 75 5PI C7 C10 SING N N 76 5PI C7 H71 SING N N 77 5PI C7 H72 SING N N 78 5PI C10 C11 SING N N 79 5PI C10 H101 SING N N 80 5PI C10 H102 SING N N 81 5PI C11 H111 SING N N 82 5PI C11 H112 SING N N 83 5PI C11 H113 SING N N 84 # # 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 5PI SMILES ACDLabs 10.04 "O=C(NCc1ccc(C(=[N@H])N)cc1)C(NC(=O)C(NS(=O)(=O)CC)Cc3c2cc(OCCC)ccc2nc3)CCC(=O)N" 5PI SMILES_CANONICAL CACTVS 3.341 "CCCOc1ccc2[nH]cc(C[C@@H](N[S](=O)(=O)CC)C(=O)N[C@@H](CCC(N)=O)C(=O)NCc3ccc(cc3)C(N)=N)c2c1" 5PI SMILES CACTVS 3.341 "CCCOc1ccc2[nH]cc(C[CH](N[S](=O)(=O)CC)C(=O)N[CH](CCC(N)=O)C(=O)NCc3ccc(cc3)C(N)=N)c2c1" 5PI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCOc1ccc2c(c1)c(c[nH]2)C[C@H](C(=O)N[C@@H](CCC(=O)N)C(=O)NCc3ccc(cc3)C(=N)N)NS(=O)(=O)CC" 5PI SMILES "OpenEye OEToolkits" 1.5.0 "CCCOc1ccc2c(c1)c(c[nH]2)CC(C(=O)NC(CCC(=O)N)C(=O)NCc3ccc(cc3)C(=N)N)NS(=O)(=O)CC" 5PI InChI InChI 1.03 "InChI=1S/C29H39N7O6S/c1-3-13-42-21-9-10-23-22(15-21)20(17-33-23)14-25(36-43(40,41)4-2)29(39)35-24(11-12-26(30)37)28(38)34-16-18-5-7-19(8-6-18)27(31)32/h5-10,15,17,24-25,33,36H,3-4,11-14,16H2,1-2H3,(H2,30,37)(H3,31,32)(H,34,38)(H,35,39)/t24-,25+/m0/s1" 5PI InChIKey InChI 1.03 UHMORXPPNXDKHY-LOSJGSFVSA-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 5PI "SYSTEMATIC NAME" ACDLabs 10.04 "N-(ethylsulfonyl)-5-propoxy-D-tryptophyl-N~1~-(4-carbamimidoylbenzyl)-L-glutamamide" 5PI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-N-[(4-carbamimidoylphenyl)methyl]-2-[[(2R)-2-(ethylsulfonylamino)-3-(5-propoxy-1H-indol-3-yl)propanoyl]amino]pentanediamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5PI "Create component" 2004-12-17 RCSB 5PI "Modify descriptor" 2011-06-04 RCSB 5PI "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 5PI _pdbx_chem_comp_synonyms.name "2-[2-ETHANESULFONYLAMINO-3-(5-PROPOXY-1H-INDOL-3-YL)-PROPIONYLAMINO]-PENTANEDIOIC ACID 5-AMIDE 1-(4-CARBAMIMIDOYL-BENZYLAMIDE)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##