data_0BM # _chem_comp.id 0BM _chem_comp.name "N-(methylsulfonyl)-D-phenylalanyl-N-[(1-carbamimidoylpiperidin-4-yl)methyl]-L-prolinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H34 N6 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-09-30 _chem_comp.pdbx_modified_date 2011-10-07 _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 478.608 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0BM _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 3TU7 _chem_comp.pdbx_subcomponent_list "03S DPN PRO 03N" _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 0BM S10 S10 S 0 1 N N N 25.188 6.825 23.570 3.394 2.460 0.481 S10 03S 1 0BM O11 O11 O 0 1 N N N 25.409 6.422 24.921 2.150 2.281 1.143 O11 03S 2 0BM O12 O12 O 0 1 N N N 24.825 8.180 23.298 3.682 3.658 -0.226 O12 03S 3 0BM C13 C13 C 0 1 N N N 23.973 5.780 22.872 4.769 2.026 1.582 C13 03S 4 0BM N9 N9 N 0 1 N N N 26.611 6.578 22.799 3.410 1.283 -0.684 N DPN 5 0BM C8 C8 C 0 1 N N R 27.344 5.320 22.869 3.126 -0.108 -0.324 CA DPN 6 0BM C15 C15 C 0 1 N N N 26.948 4.506 21.628 1.667 -0.400 -0.559 C DPN 7 0BM O16 O16 O 0 1 N N N 26.881 5.078 20.554 1.018 0.308 -1.301 O DPN 8 0BM C7 C7 C 0 1 N N N 28.843 5.650 22.874 3.978 -1.042 -1.186 CB DPN 9 0BM C6 C6 C 0 1 Y N N 29.715 4.423 22.955 5.435 -0.835 -0.862 CG DPN 10 0BM C1 C1 C 0 1 Y N N 30.478 4.019 21.863 6.171 0.107 -1.555 CD1 DPN 11 0BM C5 C5 C 0 1 Y N N 29.770 3.662 24.119 6.035 -1.585 0.133 CD2 DPN 12 0BM C2 C2 C 0 1 Y N N 31.269 2.882 21.931 7.508 0.297 -1.257 CE1 DPN 13 0BM C4 C4 C 0 1 Y N N 30.564 2.525 24.187 7.371 -1.395 0.431 CE2 DPN 14 0BM C3 C3 C 0 1 Y N N 31.313 2.135 23.095 8.108 -0.456 -0.266 CZ DPN 15 0BM N17 N17 N 0 1 N N N 26.609 3.204 21.760 1.081 -1.446 0.056 N PRO 16 0BM C21 C21 C 0 1 N N S 26.212 2.404 20.594 -0.326 -1.847 -0.087 CA PRO 17 0BM C22 C22 C 0 1 N N N 24.849 2.867 20.089 -1.226 -0.739 0.399 C PRO 18 0BM O23 O23 O 0 1 N N N 24.005 3.295 20.875 -0.746 0.294 0.813 O PRO 19 0BM C20 C20 C 0 1 N N N 26.133 0.969 21.150 -0.534 -3.109 0.777 CB PRO 20 0BM C19 C19 C 0 1 N N N 26.806 1.014 22.499 0.903 -3.678 0.912 CG PRO 21 0BM C18 C18 C 0 1 N N N 26.543 2.404 22.993 1.748 -2.383 0.979 CD PRO 22 0BM N24 N24 N 0 1 N N N 24.643 2.810 18.779 -2.564 -0.898 0.373 N24 03N 23 0BM C25 C25 C 0 1 N N N 23.413 3.318 18.188 -3.439 0.178 0.845 C25 03N 24 0BM C26 C26 C 0 1 N N N 23.426 4.701 17.550 -4.900 -0.255 0.709 C26 03N 25 0BM C27 C27 C 0 1 N N N 24.225 4.734 16.250 -5.242 -0.437 -0.772 C27 03N 26 0BM C28 C28 C 0 1 N N N 24.070 6.075 15.515 -6.695 -0.905 -0.902 C28 03N 27 0BM N29 N29 N 0 1 N N N 24.414 7.215 16.383 -7.563 0.047 -0.195 N29 03N 28 0BM C30 C30 C 0 1 N N N 23.699 7.231 17.677 -7.267 0.363 1.209 C30 03N 29 0BM C31 C31 C 0 1 N N N 23.834 5.893 18.417 -5.808 0.816 1.316 C31 03N 30 0BM C32 C32 C 0 1 N N N 24.886 8.420 15.747 -8.631 0.630 -0.835 C32 03N 31 0BM N33 N33 N 0 1 N N N 24.724 9.636 16.522 -9.500 1.430 -0.132 N33 03N 32 0BM N34 N34 N 0 1 N N N 25.437 8.536 14.579 -8.819 0.424 -2.108 N34 03N 33 0BM H113 H113 H 0 0 N N N 23.013 5.940 23.385 4.599 1.034 2.002 H113 03S 34 0BM H213 H213 H 0 0 N N N 23.861 6.012 21.803 5.701 2.025 1.017 H213 03S 35 0BM H313 H313 H 0 0 N N N 24.281 4.731 22.989 4.834 2.756 2.389 H313 03S 36 0BM HN9 HN9 H 0 1 N N N 27.234 7.265 23.172 3.608 1.516 -1.605 H DPN 37 0BM H8 H8 H 0 1 N N N 27.115 4.738 23.774 3.364 -0.267 0.728 HA DPN 38 0BM H17 H17 H 0 1 N N N 29.055 6.283 23.748 3.703 -2.076 -0.982 HB2 DPN 39 0BM H27 H27 H 0 1 N N N 29.083 6.184 21.943 3.806 -0.822 -2.240 HB3 DPN 40 0BM H1 H1 H 0 1 N N N 30.454 4.598 20.952 5.702 0.696 -2.330 HD1 DPN 41 0BM H5 H5 H 0 1 N N N 29.188 3.959 24.979 5.458 -2.318 0.678 HD2 DPN 42 0BM H2 H2 H 0 1 N N N 31.852 2.579 21.074 8.083 1.033 -1.800 HE1 DPN 43 0BM H4 H4 H 0 1 N N N 30.596 1.944 25.097 7.839 -1.981 1.209 HE2 DPN 44 0BM H3 H3 H 0 1 N N N 31.931 1.251 23.149 9.153 -0.309 -0.034 HZ DPN 45 0BM H21 H21 H 0 1 N N N 26.907 2.490 19.745 -0.543 -2.072 -1.131 HA PRO 46 0BM H120 H120 H 0 0 N N N 26.648 0.264 20.481 -0.937 -2.845 1.755 HB2 PRO 47 0BM H220 H220 H 0 0 N N N 25.086 0.647 21.248 -1.185 -3.821 0.269 HB3 PRO 48 0BM H119 H119 H 0 0 N N N 27.885 0.818 22.414 1.008 -4.262 1.826 HG2 PRO 49 0BM H219 H219 H 0 0 N N N 26.384 0.261 23.181 1.172 -4.271 0.038 HG3 PRO 50 0BM H118 H118 H 0 0 N N N 27.295 2.725 23.729 2.768 -2.578 0.650 HD2 PRO 51 0BM H218 H218 H 0 0 N N N 25.560 2.485 23.480 1.745 -1.984 1.993 HD3 PRO 52 0BM HN24 HN24 H 0 0 N N N 25.344 2.411 18.188 -2.948 -1.725 0.041 HN24 03N 53 0BM H125 H125 H 0 0 N N N 23.132 2.610 17.394 -3.219 0.392 1.890 H125 03N 54 0BM H225 H225 H 0 0 N N N 22.669 3.354 18.997 -3.268 1.073 0.247 H225 03N 55 0BM H26 H26 H 0 1 N N N 22.352 4.848 17.366 -5.049 -1.199 1.234 H26 03N 56 0BM H127 H127 H 0 0 N N N 25.289 4.583 16.487 -5.116 0.511 -1.294 H127 03N 57 0BM H227 H227 H 0 0 N N N 23.863 3.929 15.594 -4.578 -1.184 -1.209 H227 03N 58 0BM H128 H128 H 0 0 N N N 24.741 6.080 14.643 -6.974 -0.941 -1.956 H128 03N 59 0BM H228 H228 H 0 0 N N N 23.024 6.181 15.190 -6.801 -1.895 -0.460 H228 03N 60 0BM H130 H130 H 0 0 N N N 24.124 8.027 18.306 -7.924 1.164 1.549 H130 03N 61 0BM H230 H230 H 0 0 N N N 22.633 7.425 17.489 -7.421 -0.524 1.824 H230 03N 62 0BM H131 H131 H 0 0 N N N 23.184 5.918 19.304 -5.548 0.962 2.364 H131 03N 63 0BM H231 H231 H 0 0 N N N 24.885 5.764 18.715 -5.677 1.753 0.774 H231 03N 64 0BM H133 H133 H 0 0 N N N 25.032 10.511 16.149 -9.321 1.641 0.798 H133 03N 65 0BM H233 H233 H 0 0 N N N 24.304 9.599 17.429 -10.293 1.783 -0.565 H233 03N 66 0BM H134 H134 H 0 0 N N N 25.681 9.484 14.372 -9.573 0.836 -2.560 H134 03N 67 # 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 0BM C1 C2 DOUB Y N 1 0BM C1 C6 SING Y N 2 0BM C1 H1 SING N N 3 0BM C2 C3 SING Y N 4 0BM C2 H2 SING N N 5 0BM C3 C4 DOUB Y N 6 0BM C3 H3 SING N N 7 0BM C4 H4 SING N N 8 0BM C5 C4 SING Y N 9 0BM C5 H5 SING N N 10 0BM C6 C5 DOUB Y N 11 0BM C7 C6 SING N N 12 0BM C7 H17 SING N N 13 0BM C7 H27 SING N N 14 0BM C8 C7 SING N N 15 0BM C8 H8 SING N N 16 0BM N9 C8 SING N N 17 0BM N9 S10 SING N N 18 0BM N9 HN9 SING N N 19 0BM S10 O11 DOUB N N 20 0BM O12 S10 DOUB N N 21 0BM C13 S10 SING N N 22 0BM C13 H113 SING N N 23 0BM C13 H213 SING N N 24 0BM C13 H313 SING N N 25 0BM C15 N17 SING N N 26 0BM C15 C8 SING N N 27 0BM O16 C15 DOUB N N 28 0BM N17 C18 SING N N 29 0BM C18 H118 SING N N 30 0BM C18 H218 SING N N 31 0BM C19 C18 SING N N 32 0BM C19 H119 SING N N 33 0BM C19 H219 SING N N 34 0BM C20 C19 SING N N 35 0BM C20 H120 SING N N 36 0BM C20 H220 SING N N 37 0BM C21 C20 SING N N 38 0BM C21 N17 SING N N 39 0BM C21 H21 SING N N 40 0BM C22 C21 SING N N 41 0BM C22 O23 DOUB N N 42 0BM N24 C22 SING N N 43 0BM N24 HN24 SING N N 44 0BM C25 N24 SING N N 45 0BM C25 H125 SING N N 46 0BM C25 H225 SING N N 47 0BM C26 C25 SING N N 48 0BM C26 C31 SING N N 49 0BM C26 H26 SING N N 50 0BM C27 C26 SING N N 51 0BM C27 H127 SING N N 52 0BM C27 H227 SING N N 53 0BM C28 C27 SING N N 54 0BM C28 N29 SING N N 55 0BM C28 H128 SING N N 56 0BM C28 H228 SING N N 57 0BM N29 C30 SING N N 58 0BM C30 C31 SING N N 59 0BM C30 H130 SING N N 60 0BM C30 H230 SING N N 61 0BM C31 H131 SING N N 62 0BM C31 H231 SING N N 63 0BM C32 N29 SING N N 64 0BM C32 N33 SING N N 65 0BM N33 H133 SING N N 66 0BM N33 H233 SING N N 67 0BM N34 C32 DOUB N N 68 0BM N34 H134 SING N N 69 # 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 0BM SMILES ACDLabs 12.01 "O=C(NCC1CCN(C(=[N@H])N)CC1)C3N(C(=O)C(NS(=O)(=O)C)Cc2ccccc2)CCC3" 0BM InChI InChI 1.03 "InChI=1S/C22H34N6O4S/c1-33(31,32)26-18(14-16-6-3-2-4-7-16)21(30)28-11-5-8-19(28)20(29)25-15-17-9-12-27(13-10-17)22(23)24/h2-4,6-7,17-19,26H,5,8-15H2,1H3,(H3,23,24)(H,25,29)/t18-,19+/m1/s1" 0BM InChIKey InChI 1.03 UCVAQBJLJIKTFJ-MOPGFXCFSA-N 0BM SMILES_CANONICAL CACTVS 3.370 "C[S](=O)(=O)N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)NCC3CCN(CC3)C(N)=N" 0BM SMILES CACTVS 3.370 "C[S](=O)(=O)N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)NCC3CCN(CC3)C(N)=N" 0BM SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "[H]/N=C(\N)/N1CCC(CC1)CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](Cc3ccccc3)NS(=O)(=O)C" 0BM SMILES "OpenEye OEToolkits" 1.7.2 "CS(=O)(=O)NC(Cc1ccccc1)C(=O)N2CCCC2C(=O)NCC3CCN(CC3)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 0BM "SYSTEMATIC NAME" ACDLabs 12.01 "N-(methylsulfonyl)-D-phenylalanyl-N-[(1-carbamimidoylpiperidin-4-yl)methyl]-L-prolinamide" 0BM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2S)-N-[(1-carbamimidoylpiperidin-4-yl)methyl]-1-[(2R)-2-(methylsulfonylamino)-3-phenyl-propanoyl]pyrrolidine-2-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 0BM "Create component" 2011-09-30 RCSB #