data_BM9 # _chem_comp.id BM9 _chem_comp.name ;[S-(R*,R*)]-1-(AMINOIMINOMETHYL)-N-[[1-[N-[(2-NAPHTHALENYLSULFONYL)-L-SERYL]-3-PYRROLIDINYL]METHYL]-3-PIPERIDENECARBOXA MIDE ; _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H34 N6 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms BMS-189090 _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 530.640 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BM9 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1BMN _chem_comp.pdbx_subcomponent_list "01M P2Y SER NAS" _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 BM9 C27 C27 C 0 1 N N N 59.395 21.630 19.809 4.464 1.147 0.223 C27 01M 1 BM9 O28 O28 O 0 1 N N N 60.205 21.739 20.573 4.247 2.079 0.968 O28 01M 2 BM9 C29 C29 C 0 1 N N S 59.487 20.358 18.991 5.828 0.505 0.197 C29 01M 3 BM9 C30 C30 C 0 1 N N N 60.678 19.597 19.377 5.704 -0.974 0.578 C30 01M 4 BM9 N31 N31 N 0 1 N N N 60.614 18.439 18.656 7.052 -1.551 0.674 N31 01M 5 BM9 C32 C32 C 0 1 N N N 60.396 18.560 17.455 8.041 -0.896 1.541 C32 01M 6 BM9 C33 C33 C 0 1 N N N 59.492 19.193 16.990 8.138 0.582 1.150 C33 01M 7 BM9 C34 C34 C 0 1 N N N 59.469 20.479 17.564 6.744 1.211 1.200 C34 01M 8 BM9 C35 C35 C 0 1 N N N 60.597 17.169 19.220 7.381 -2.683 -0.034 C35 01M 9 BM9 N37 N37 N 0 1 N N N 60.640 16.904 20.528 6.469 -3.311 -0.719 N37 01M 10 BM9 N36 N36 N 0 1 N N N 60.612 16.054 18.363 8.674 -3.151 -0.018 N36 01M 11 BM9 N26 N26 N 0 1 N N N 58.586 22.453 20.090 3.486 0.684 -0.581 NA P2Y 12 BM9 C25 C25 C 0 1 N N N 58.568 23.545 21.260 2.161 1.308 -0.555 C P2Y 13 BM9 C24 C24 C 0 1 N N S 57.503 22.948 22.254 1.211 0.524 -1.462 CA P2Y 14 BM9 N20 N20 N 0 1 N N N 57.952 21.817 22.897 -0.146 1.082 -1.368 N P2Y 15 BM9 C21 C21 C 0 1 N N N 58.230 22.328 24.153 -0.545 1.582 -2.697 CD P2Y 16 BM9 C22 C22 C 0 1 N N N 57.925 23.843 24.140 0.314 0.771 -3.699 CG P2Y 17 BM9 C23 C23 C 0 1 N N N 57.079 24.095 23.251 1.658 0.654 -2.934 CB P2Y 18 BM9 N14 N14 N 0 1 N N N 57.895 18.722 23.734 -2.844 1.762 1.057 N SER 19 BM9 C15 C15 C 0 1 N N S 58.778 19.589 23.569 -2.227 1.846 -0.269 CA SER 20 BM9 C18 C18 C 0 1 N N N 58.023 20.727 22.661 -0.898 1.135 -0.251 C SER 21 BM9 O19 O19 O 0 1 N N N 57.440 20.250 21.473 -0.505 0.610 0.770 O SER 22 BM9 C16 C16 C 0 1 N N N 59.917 19.235 22.726 -2.014 3.315 -0.641 CB SER 23 BM9 O17 O17 O 0 1 N N N 60.785 18.122 23.417 -1.067 3.901 0.254 OG SER 24 BM9 S11 S11 S 0 1 N N N 56.700 18.260 25.093 -4.488 1.625 1.197 S NAS 25 BM9 O13 O13 O 0 1 N N N 57.185 18.485 26.506 -4.765 1.533 2.588 O1S NAS 26 BM9 O12 O12 O 0 1 N N N 56.630 16.856 25.036 -5.047 2.626 0.358 O2S NAS 27 BM9 C2 C2 C 0 1 Y N N 55.454 20.323 25.107 -4.984 -1.033 1.284 C1 NAS 28 BM9 C1 C1 C 0 1 Y N N 55.537 19.117 24.681 -4.944 0.075 0.495 C2 NAS 29 BM9 C8 C8 C 0 1 Y N N 54.582 18.626 23.783 -5.265 0.003 -0.860 C3 NAS 30 BM9 C7 C7 C 0 1 Y N N 53.588 19.399 23.341 -5.627 -1.177 -1.432 C4 NAS 31 BM9 C6 C6 C 0 1 Y N N 52.539 21.567 23.470 -6.049 -3.579 -1.205 C5 NAS 32 BM9 C5 C5 C 0 1 Y N N 52.357 22.783 23.936 -6.089 -4.688 -0.415 C6 NAS 33 BM9 C4 C4 C 0 1 Y N N 53.193 23.279 24.861 -5.769 -4.615 0.939 C7 NAS 34 BM9 C3 C3 C 0 1 Y N N 54.262 22.519 25.253 -5.407 -3.435 1.512 C8 NAS 35 BM9 C9 C9 C 0 1 Y N N 54.424 21.148 24.732 -5.354 -2.270 0.729 C9 NAS 36 BM9 C10 C10 C 0 1 Y N N 53.524 20.725 23.812 -5.679 -2.343 -0.649 C10 NAS 37 BM9 H29 H29 H 0 1 N N N 58.546 19.843 19.236 6.250 0.589 -0.804 H29 01M 38 BM9 H301 H301 H 0 0 N N N 61.595 20.157 19.140 5.199 -1.063 1.539 H301 01M 39 BM9 H302 H302 H 0 0 N N N 60.677 19.387 20.457 5.135 -1.501 -0.187 H302 01M 40 BM9 H321 H321 H 0 0 N N N 61.304 19.032 17.052 7.726 -0.979 2.582 H321 01M 41 BM9 H322 H322 H 0 0 N N N 60.233 17.533 17.095 9.012 -1.373 1.412 H322 01M 42 BM9 H331 H331 H 0 0 N N N 59.629 19.281 15.902 8.796 1.100 1.847 H331 01M 43 BM9 H332 H332 H 0 0 N N N 58.541 18.682 17.201 8.539 0.665 0.140 H332 01M 44 BM9 H341 H341 H 0 0 N N N 58.556 21.006 17.250 6.813 2.269 0.946 H341 01M 45 BM9 H342 H342 H 0 0 N N N 60.350 21.047 17.231 6.333 1.105 2.204 H342 01M 46 BM9 HN7 HN7 H 0 1 N N N 60.678 15.921 20.710 6.701 -4.110 -1.219 HN7 01M 47 BM9 HN61 HN61 H 0 0 N N N 60.653 15.131 18.745 9.336 -2.729 0.552 HN61 01M 48 BM9 HN62 HN62 H 0 0 N N N 60.582 16.185 17.372 8.924 -3.904 -0.577 HN62 01M 49 BM9 HN6 HN6 H 0 1 N N N 57.781 22.466 19.496 3.660 -0.061 -1.176 HNA1 P2Y 50 BM9 H251 H251 H 0 0 N N N 58.275 24.539 20.891 2.236 2.336 -0.910 H1 P2Y 51 BM9 H252 H252 H 0 0 N N N 59.555 23.658 21.733 1.776 1.303 0.465 H2 P2Y 52 BM9 H24 H24 H 0 1 N N N 56.621 22.606 21.692 1.200 -0.527 -1.172 HA P2Y 53 BM9 H211 H211 H 0 0 N N N 57.604 21.827 24.907 -1.605 1.396 -2.869 HD3 P2Y 54 BM9 H212 H212 H 0 0 N N N 59.290 22.162 24.397 -0.326 2.646 -2.783 HD2 P2Y 55 BM9 H221 H221 H 0 0 N N N 57.526 24.144 25.120 -0.120 -0.212 -3.880 HG3 P2Y 56 BM9 H222 H222 H 0 0 N N N 58.850 24.400 23.933 0.443 1.317 -4.634 HG2 P2Y 57 BM9 H231 H231 H 0 0 N N N 56.037 24.023 23.595 2.207 -0.232 -3.252 HB2 P2Y 58 BM9 H232 H232 H 0 0 N N N 57.165 25.107 22.828 2.260 1.552 -3.072 HB3 P2Y 59 BM9 HN4 HN4 H 0 1 N N N 58.426 17.879 23.643 -2.289 1.787 1.852 H SER 60 BM9 H15 H15 H 0 1 N N N 59.166 19.832 24.569 -2.880 1.375 -1.004 HA SER 61 BM9 H161 H161 H 0 0 N N N 59.548 18.858 21.761 -1.638 3.380 -1.662 HB2 SER 62 BM9 H162 H162 H 0 0 N N N 60.538 20.128 22.564 -2.962 3.848 -0.569 HB3 SER 63 BM9 HO7 HO7 H 0 1 N N N 61.521 17.902 22.859 -0.883 4.833 0.077 HG SER 64 BM9 H2 H2 H 0 1 N N N 56.213 20.699 25.777 -4.733 -0.962 2.332 H1 NAS 65 BM9 H8 H8 H 0 1 N N N 54.651 17.604 23.442 -5.225 0.897 -1.464 H3 NAS 66 BM9 H7 H7 H 0 1 N N N 52.855 19.020 22.644 -5.872 -1.218 -2.483 H4 NAS 67 BM9 H6 H6 H 0 1 N N N 51.826 21.212 22.741 -6.299 -3.651 -2.253 H5 NAS 68 BM9 H5 H5 H 0 1 N N N 51.535 23.383 23.574 -6.373 -5.637 -0.845 H6 NAS 69 BM9 H4 H4 H 0 1 N N N 53.026 24.257 25.287 -5.809 -5.510 1.543 H7 NAS 70 BM9 H3 H3 H 0 1 N N N 54.987 22.923 25.944 -5.162 -3.395 2.563 H8 NAS 71 # # 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 BM9 C1 C2 DOUB Y N 1 BM9 C1 C8 SING Y N 2 BM9 C1 S11 SING N N 3 BM9 C2 C9 SING Y N 4 BM9 C2 H2 SING N N 5 BM9 C3 C4 DOUB Y N 6 BM9 C3 C9 SING Y N 7 BM9 C3 H3 SING N N 8 BM9 C4 C5 SING Y N 9 BM9 C4 H4 SING N N 10 BM9 C5 C6 DOUB Y N 11 BM9 C5 H5 SING N N 12 BM9 C6 C10 SING Y N 13 BM9 C6 H6 SING N N 14 BM9 C7 C8 DOUB Y N 15 BM9 C7 C10 SING Y N 16 BM9 C7 H7 SING N N 17 BM9 C8 H8 SING N N 18 BM9 C9 C10 DOUB Y N 19 BM9 S11 O12 DOUB N N 20 BM9 S11 O13 DOUB N N 21 BM9 S11 N14 SING N N 22 BM9 N14 C15 SING N N 23 BM9 N14 HN4 SING N N 24 BM9 C15 C16 SING N N 25 BM9 C15 C18 SING N N 26 BM9 C15 H15 SING N N 27 BM9 C16 O17 SING N N 28 BM9 C16 H161 SING N N 29 BM9 C16 H162 SING N N 30 BM9 O17 HO7 SING N N 31 BM9 C18 O19 DOUB N N 32 BM9 C18 N20 SING N N 33 BM9 N20 C21 SING N N 34 BM9 N20 C24 SING N N 35 BM9 C21 C22 SING N N 36 BM9 C21 H211 SING N N 37 BM9 C21 H212 SING N N 38 BM9 C22 C23 SING N N 39 BM9 C22 H221 SING N N 40 BM9 C22 H222 SING N N 41 BM9 C23 C24 SING N N 42 BM9 C23 H231 SING N N 43 BM9 C23 H232 SING N N 44 BM9 C24 C25 SING N N 45 BM9 C24 H24 SING N N 46 BM9 C25 N26 SING N N 47 BM9 C25 H251 SING N N 48 BM9 C25 H252 SING N N 49 BM9 N26 C27 SING N N 50 BM9 N26 HN6 SING N N 51 BM9 C27 O28 DOUB N N 52 BM9 C27 C29 SING N N 53 BM9 C29 C30 SING N N 54 BM9 C29 C34 SING N N 55 BM9 C29 H29 SING N N 56 BM9 C30 N31 SING N N 57 BM9 C30 H301 SING N N 58 BM9 C30 H302 SING N N 59 BM9 N31 C32 SING N N 60 BM9 N31 C35 SING N N 61 BM9 C32 C33 SING N N 62 BM9 C32 H321 SING N N 63 BM9 C32 H322 SING N N 64 BM9 C33 C34 SING N N 65 BM9 C33 H331 SING N N 66 BM9 C33 H332 SING N N 67 BM9 C34 H341 SING N N 68 BM9 C34 H342 SING N N 69 BM9 C35 N37 DOUB N N 70 BM9 C35 N36 SING N N 71 BM9 N37 HN7 SING N N 72 BM9 N36 HN61 SING N N 73 BM9 N36 HN62 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 BM9 SMILES ACDLabs 12.01 "O=C(N2C(CNC(=O)C1CCCN(C(=[N@H])N)C1)CCC2)C(NS(=O)(=O)c4cc3ccccc3cc4)CO" BM9 InChI InChI 1.03 "InChI=1S/C25H34N6O5S/c26-25(27)30-11-3-7-19(15-30)23(33)28-14-20-8-4-12-31(20)24(34)22(16-32)29-37(35,36)21-10-9-17-5-1-2-6-18(17)13-21/h1-2,5-6,9-10,13,19-20,22,29,32H,3-4,7-8,11-12,14-16H2,(H3,26,27)(H,28,33)/t19-,20-,22-/m0/s1" BM9 InChIKey InChI 1.03 JWNJPEKBZMEXIU-ONTIZHBOSA-N BM9 SMILES_CANONICAL CACTVS 3.385 "NC(=N)N1CCC[C@@H](C1)C(=O)NC[C@@H]2CCCN2C(=O)[C@H](CO)N[S](=O)(=O)c3ccc4ccccc4c3" BM9 SMILES CACTVS 3.385 "NC(=N)N1CCC[CH](C1)C(=O)NC[CH]2CCCN2C(=O)[CH](CO)N[S](=O)(=O)c3ccc4ccccc4c3" BM9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "[H]/N=C(\N)/N1CCC[C@@H](C1)C(=O)NC[C@@H]2CCCN2C(=O)[C@H](CO)NS(=O)(=O)c3ccc4ccccc4c3" BM9 SMILES "OpenEye OEToolkits" 1.7.5 "c1ccc2cc(ccc2c1)S(=O)(=O)NC(CO)C(=O)N3CCCC3CNC(=O)C4CCCN(C4)C(=N)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 BM9 "SYSTEMATIC NAME" ACDLabs 12.01 "(3S)-1-carbamimidoyl-N-({(2S)-1-[N-(naphthalen-2-ylsulfonyl)-L-seryl]pyrrolidin-2-yl}methyl)piperidine-3-carboxamide" BM9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(3S)-1-carbamimidoyl-N-[[(2S)-1-[(2S)-3-hydroxy-2-(naphthalen-2-ylsulfonylamino)propanoyl]pyrrolidin-2-yl]methyl]piperidine-3-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BM9 "Create component" 1999-07-08 RCSB BM9 "Modify subcomponent list" 2011-02-22 RCSB BM9 "Modify descriptor" 2011-06-04 RCSB BM9 "Modify descriptor" 2012-01-05 RCSB BM9 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BM9 _pdbx_chem_comp_synonyms.name BMS-189090 _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##