data_P5B # _chem_comp.id P5B _chem_comp.name "N-(ETHYLSULFONYL)TRYPTOPHYL-N~1~-{4-[AMINO(IMINO)METHYL]BENZYL}GLUTAMAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H33 N7 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-[2-ETHANESULFONYLAMINO-3-(1H-INDOL-3-YL)-PROPIONYLAMINO]-PENTANEDIOIC ACID 5-AMIDE 1-(4-CARBAMIM IDOYL-BENZYLAMIDE)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-12-15 _chem_comp.pdbx_modified_date 2021-03-01 _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 555.649 _chem_comp.one_letter_code ? _chem_comp.three_letter_code P5B _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 1WUN _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 P5B C14 C14 C 0 1 N N N 35.773 7.068 10.113 -1.235 -0.305 0.927 C14 P5B 1 P5B O1 O1 O 0 1 N N N 34.852 7.277 10.882 -0.919 -0.621 2.054 O1 P5B 2 P5B N5 N5 N 0 1 N N N 35.795 7.551 8.835 -0.287 -0.125 -0.013 N5 P5B 3 P5B C15 C15 C 0 1 N N S 34.675 8.358 8.386 1.126 -0.312 0.326 C15 P5B 4 P5B C18 C18 C 0 1 N N N 34.797 8.672 6.900 1.489 -1.793 0.200 C18 P5B 5 P5B C19 C19 C 0 1 N N N 36.062 9.451 6.514 0.712 -2.599 1.243 C19 P5B 6 P5B C20 C20 C 0 1 N N N 33.373 7.594 8.705 1.981 0.496 -0.615 C20 P5B 7 P5B O5 O5 O 0 1 N N N 33.308 6.373 8.578 1.461 1.163 -1.485 O5 P5B 8 P5B N6 N6 N 0 1 N N N 32.369 8.384 9.136 3.323 0.478 -0.492 N6 P5B 9 P5B C21 C21 C 0 1 N N N 31.126 7.734 9.431 4.153 1.264 -1.407 C21 P5B 10 P5B C16 C16 C 0 1 Y N N 31.755 6.625 11.595 6.327 0.050 -1.649 C16 P5B 11 P5B C17 C17 C 0 1 Y N N 31.520 6.372 12.946 7.658 -0.132 -1.333 C17 P5B 12 P5B C22 C22 C 0 1 Y N N 30.461 6.991 13.633 8.277 0.718 -0.416 C22 P5B 13 P5B C23 C23 C 0 1 Y N N 29.588 7.830 12.927 7.544 1.746 0.176 C23 P5B 14 P5B C24 C24 C 0 1 Y N N 29.795 8.071 11.558 6.216 1.921 -0.152 C24 P5B 15 P5B C25 C25 C 0 1 Y N N 30.883 7.474 10.890 5.606 1.072 -1.058 C25 P5B 16 P5B C26 C26 C 0 1 N N N 30.296 6.754 15.073 9.704 0.528 -0.072 C26 P5B 17 P5B N1 N1 N 0 1 N N N 30.944 5.752 15.658 10.386 -0.434 -0.627 N1 P5B 18 P5B C2 C2 C 0 1 N N N 35.909 9.844 5.066 1.069 -4.058 1.118 C2 P5B 19 P5B O2 O2 O 0 1 N N N 35.641 9.030 4.212 1.867 -4.418 0.279 O2 P5B 20 P5B N3 N3 N 0 1 N N N 35.996 11.139 4.828 0.502 -4.963 1.940 N3 P5B 21 P5B C1 C1 C 0 1 N N N 37.974 7.125 11.296 -3.212 -1.361 -0.134 C1 P5B 22 P5B N4 N4 N 0 1 N N N 36.552 5.174 11.479 -3.460 0.111 1.803 N4 P5B 23 P5B C5 C5 C 0 1 N N R 36.992 6.218 10.574 -2.689 -0.112 0.578 C5 P5B 24 P5B S1 S1 S 0 1 N N N 36.391 3.586 10.849 -3.785 1.654 2.308 S1 P5B 25 P5B O4 O4 O 0 1 N N N 35.754 3.792 9.596 -4.508 1.446 3.513 O4 P5B 26 P5B O3 O3 O 0 1 N N N 35.724 2.865 11.877 -2.503 2.267 2.292 O3 P5B 27 P5B C9 C9 C 0 1 N N N 37.975 2.960 10.598 -4.852 2.303 0.992 C9 P5B 28 P5B C8 C8 C 0 1 N N N 38.444 2.650 12.024 -5.245 3.745 1.318 C8 P5B 29 P5B N2 N2 N 0 1 N N N 29.483 7.490 15.825 10.312 1.369 0.834 N2 P5B 30 P5B C10 C10 C 0 1 Y N N 41.432 4.588 14.669 -6.441 0.626 -3.955 C10 P5B 31 P5B C7 C7 C 0 1 Y N N 41.885 4.729 13.312 -7.140 0.079 -2.901 C7 P5B 32 P5B C3 C3 C 0 1 Y N N 41.122 5.368 12.340 -6.449 -0.478 -1.829 C3 P5B 33 P5B C4 C4 C 0 1 Y N N 39.823 5.890 12.693 -5.042 -0.470 -1.836 C4 P5B 34 P5B C11 C11 C 0 1 Y N N 39.382 5.778 14.021 -4.355 0.084 -2.918 C11 P5B 35 P5B C6 C6 C 0 1 Y N N 40.164 5.127 15.038 -5.053 0.627 -3.960 C6 P5B 36 P5B N7 N7 N 0 1 Y N N 41.338 5.643 11.004 -6.846 -1.085 -0.659 N7 P5B 37 P5B C13 C13 C 0 1 Y N N 40.261 6.273 10.492 -5.748 -1.462 0.065 C13 P5B 38 P5B C12 C12 C 0 1 Y N N 39.288 6.451 11.489 -4.628 -1.122 -0.592 C12 P5B 39 P5B HN5 HN5 H 0 1 N N N 36.600 7.323 8.251 -0.539 0.128 -0.915 HN5 P5B 40 P5B H15 H15 H 0 1 N N N 34.666 9.338 8.918 1.301 0.019 1.350 H15 P5B 41 P5B H181 1H18 H 0 0 N N N 33.887 9.207 6.541 1.231 -2.147 -0.798 H181 P5B 42 P5B H182 2H18 H 0 0 N N N 34.719 7.737 6.298 2.559 -1.921 0.366 H182 P5B 43 P5B H191 1H19 H 0 0 N N N 37.003 8.889 6.719 0.969 -2.246 2.241 H191 P5B 44 P5B H192 2H19 H 0 0 N N N 36.266 10.318 7.185 -0.358 -2.472 1.077 H192 P5B 45 P5B HN6 HN6 H 0 1 N N N 32.535 9.386 9.231 3.738 -0.055 0.204 HN6 P5B 46 P5B H211 1H21 H 0 0 N N N 31.038 6.787 8.850 3.979 0.933 -2.431 H211 P5B 47 P5B H212 2H21 H 0 0 N N N 30.276 8.309 8.994 3.895 2.319 -1.317 H212 P5B 48 P5B H16 H16 H 0 1 N N N 32.619 6.160 11.091 5.847 -0.608 -2.359 H16 P5B 49 P5B H17 H17 H 0 1 N N N 32.183 5.671 13.480 8.220 -0.930 -1.795 H17 P5B 50 P5B H23 H23 H 0 1 N N N 28.738 8.301 13.449 8.018 2.408 0.887 H23 P5B 51 P5B H24 H24 H 0 1 N N N 29.103 8.730 11.007 5.648 2.718 0.306 H24 P5B 52 P5B HN1 HN1 H 0 1 N N N 30.527 4.937 15.209 11.321 -0.558 -0.402 HN1 P5B 53 P5B HN31 1HN3 H 0 0 N N N 35.893 11.405 3.849 -0.136 -4.676 2.612 HN31 P5B 54 P5B HN32 2HN3 H 0 0 N N N 36.222 11.825 5.548 0.732 -5.902 1.860 HN32 P5B 55 P5B H11A 1H1 H 0 0 N N N 37.557 7.494 12.262 -2.582 -1.578 -0.997 H11A P5B 56 P5B H12 2H1 H 0 1 N N N 38.088 8.104 10.774 -3.190 -2.207 0.553 H12 P5B 57 P5B HN4 HN4 H 0 1 N N N 35.672 5.454 11.912 -3.780 -0.646 2.319 HN4 P5B 58 P5B H5 H5 H 0 1 N N N 37.479 5.750 9.687 -2.793 0.751 -0.079 H5 P5B 59 P5B H91 1H9 H 0 1 N N N 38.654 3.626 10.017 -5.751 1.690 0.917 H91 P5B 60 P5B H92 2H9 H 0 1 N N N 38.031 2.101 9.890 -4.316 2.278 0.043 H92 P5B 61 P5B H81 1H8 H 0 1 N N N 37.765 1.984 12.605 -5.886 4.135 0.527 H81 P5B 62 P5B H82 2H8 H 0 1 N N N 39.470 2.245 11.861 -5.781 3.770 2.267 H82 P5B 63 P5B H83 3H8 H 0 1 N N N 38.388 3.510 12.732 -4.346 4.358 1.393 H83 P5B 64 P5B HN21 1HN2 H 0 0 N N N 28.557 7.461 15.399 9.805 2.086 1.247 HN21 P5B 65 P5B HN22 2HN2 H 0 0 N N N 29.368 7.325 16.825 11.248 1.245 1.059 HN22 P5B 66 P5B H10 H10 H 0 1 N N N 42.052 4.071 15.421 -6.979 1.058 -4.786 H10 P5B 67 P5B H7 H7 H 0 1 N N N 42.865 4.328 13.002 -8.220 0.083 -2.906 H7 P5B 68 P5B H11 H11 H 0 1 N N N 38.399 6.211 14.271 -3.275 0.088 -2.929 H11 P5B 69 P5B H6 H6 H 0 1 N N N 39.800 5.043 16.076 -4.521 1.059 -4.794 H6 P5B 70 P5B HN7 HN7 H 0 1 N N N 42.176 5.413 10.470 -7.767 -1.225 -0.387 HN7 P5B 71 P5B H13 H13 H 0 1 N N N 40.188 6.589 9.438 -5.777 -1.959 1.023 H13 P5B 72 # # 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 P5B C14 O1 DOUB N N 1 P5B C14 N5 SING N N 2 P5B C14 C5 SING N N 3 P5B N5 C15 SING N N 4 P5B N5 HN5 SING N N 5 P5B C15 C18 SING N N 6 P5B C15 C20 SING N N 7 P5B C15 H15 SING N N 8 P5B C18 C19 SING N N 9 P5B C18 H181 SING N N 10 P5B C18 H182 SING N N 11 P5B C19 C2 SING N N 12 P5B C19 H191 SING N N 13 P5B C19 H192 SING N N 14 P5B C20 O5 DOUB N N 15 P5B C20 N6 SING N N 16 P5B N6 C21 SING N N 17 P5B N6 HN6 SING N N 18 P5B C21 C25 SING N N 19 P5B C21 H211 SING N N 20 P5B C21 H212 SING N N 21 P5B C16 C17 SING Y N 22 P5B C16 C25 DOUB Y N 23 P5B C16 H16 SING N N 24 P5B C17 C22 DOUB Y N 25 P5B C17 H17 SING N N 26 P5B C22 C23 SING Y N 27 P5B C22 C26 SING N N 28 P5B C23 C24 DOUB Y N 29 P5B C23 H23 SING N N 30 P5B C24 C25 SING Y N 31 P5B C24 H24 SING N N 32 P5B C26 N1 DOUB N N 33 P5B C26 N2 SING N N 34 P5B N1 HN1 SING N N 35 P5B C2 O2 DOUB N N 36 P5B C2 N3 SING N N 37 P5B N3 HN31 SING N N 38 P5B N3 HN32 SING N N 39 P5B C1 C5 SING N N 40 P5B C1 C12 SING N N 41 P5B C1 H11A SING N N 42 P5B C1 H12 SING N N 43 P5B N4 C5 SING N N 44 P5B N4 S1 SING N N 45 P5B N4 HN4 SING N N 46 P5B C5 H5 SING N N 47 P5B S1 O4 DOUB N N 48 P5B S1 O3 DOUB N N 49 P5B S1 C9 SING N N 50 P5B C9 C8 SING N N 51 P5B C9 H91 SING N N 52 P5B C9 H92 SING N N 53 P5B C8 H81 SING N N 54 P5B C8 H82 SING N N 55 P5B C8 H83 SING N N 56 P5B N2 HN21 SING N N 57 P5B N2 HN22 SING N N 58 P5B C10 C7 DOUB Y N 59 P5B C10 C6 SING Y N 60 P5B C10 H10 SING N N 61 P5B C7 C3 SING Y N 62 P5B C7 H7 SING N N 63 P5B C3 C4 DOUB Y N 64 P5B C3 N7 SING Y N 65 P5B C4 C11 SING Y N 66 P5B C4 C12 SING Y N 67 P5B C11 C6 DOUB Y N 68 P5B C11 H11 SING N N 69 P5B C6 H6 SING N N 70 P5B N7 C13 SING Y N 71 P5B N7 HN7 SING N N 72 P5B C13 C12 DOUB Y N 73 P5B C13 H13 SING N N 74 # # 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 P5B SMILES ACDLabs 10.04 "O=C(NCc1ccc(C(=[N@H])N)cc1)C(NC(=O)C(NS(=O)(=O)CC)Cc3c2ccccc2nc3)CCC(=O)N" P5B SMILES_CANONICAL CACTVS 3.341 "CC[S](=O)(=O)N[C@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CCC(N)=O)C(=O)NCc3ccc(cc3)C(N)=N" P5B SMILES CACTVS 3.341 "CC[S](=O)(=O)N[CH](Cc1c[nH]c2ccccc12)C(=O)N[CH](CCC(N)=O)C(=O)NCc3ccc(cc3)C(N)=N" P5B SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCS(=O)(=O)N[C@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@@H](CCC(=O)N)C(=O)NCc3ccc(cc3)C(=N)N" P5B SMILES "OpenEye OEToolkits" 1.5.0 "CCS(=O)(=O)NC(Cc1c[nH]c2c1cccc2)C(=O)NC(CCC(=O)N)C(=O)NCc3ccc(cc3)C(=N)N" P5B InChI InChI 1.03 "InChI=1S/C26H33N7O5S/c1-2-39(37,38)33-22(13-18-15-30-20-6-4-3-5-19(18)20)26(36)32-21(11-12-23(27)34)25(35)31-14-16-7-9-17(10-8-16)24(28)29/h3-10,15,21-22,30,33H,2,11-14H2,1H3,(H2,27,34)(H3,28,29)(H,31,35)(H,32,36)/t21-,22+/m0/s1" P5B InChIKey InChI 1.03 FJGWLOKDOKYXMU-FCHUYYIVSA-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 P5B "SYSTEMATIC NAME" ACDLabs 10.04 "N-(ethylsulfonyl)-D-tryptophyl-N~1~-(4-carbamimidoylbenzyl)-L-glutamamide" P5B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-N-[(4-carbamimidoylphenyl)methyl]-2-[[(2R)-2-(ethylsulfonylamino)-3-(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 P5B "Create component" 2004-12-15 RCSB P5B "Modify descriptor" 2011-06-04 RCSB P5B "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id P5B _pdbx_chem_comp_synonyms.name "2-[2-ETHANESULFONYLAMINO-3-(1H-INDOL-3-YL)-PROPIONYLAMINO]-PENTANEDIOIC ACID 5-AMIDE 1-(4-CARBAMIM IDOYL-BENZYLAMIDE)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##