data_BLI # _chem_comp.id BLI _chem_comp.name "4-OXO-2-PHENYLMETHANESULFONYL-OCTAHYDRO-PYRROLO[1,2-A]PYRAZINE-6-CARBOXYLIC ACID [1-(N-HYDROXYCARBAMIMIDOYL)-PIPERIDIN-4-YLMETHYL]-AMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H32 N6 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-11-08 _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 492.592 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BLI _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 1JWT _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 BLI N1 N1 N 0 1 N N N 17.735 -13.996 22.235 0.824 -1.274 -0.501 N1 BLI 1 BLI C1 C1 C 0 1 N N S 18.821 -14.648 21.529 1.510 -1.537 0.782 C1 BLI 2 BLI C2 C2 C 0 1 N N N 19.785 -15.363 22.463 3.008 -1.725 0.578 C2 BLI 3 BLI N3 N3 N 0 1 N N N 19.068 -16.200 23.419 3.494 -0.748 -0.404 N3 BLI 4 BLI C4 C4 C 0 1 N N N 17.627 -15.966 23.579 2.907 -0.738 -1.749 C4 BLI 5 BLI C5 C5 C 0 1 N N N 17.171 -14.524 23.325 1.404 -0.796 -1.622 C5 BLI 6 BLI O11 O11 O 0 1 N N N 16.334 -13.940 24.023 0.703 -0.398 -2.528 O11 BLI 7 BLI C01 C01 C 0 1 N N S 17.186 -12.834 21.538 -0.580 -1.661 -0.299 C01 BLI 8 BLI C09 C09 C 0 1 N N N 15.642 -12.958 21.239 -1.394 -0.455 0.094 C09 BLI 9 BLI O09 O09 O 0 1 N N N 15.083 -14.022 21.413 -0.862 0.630 0.191 O09 BLI 10 BLI N10 N10 N 0 1 N N N 14.984 -11.857 20.801 -2.713 -0.583 0.338 N10 BLI 11 BLI C03 C03 C 0 1 N N N 18.092 -12.775 20.282 -0.606 -2.705 0.835 C03 BLI 12 BLI C06 C06 C 0 1 N N N 19.381 -13.508 20.681 0.870 -2.854 1.276 C06 BLI 13 BLI S1 S1 S 0 1 N N N 19.642 -17.790 23.803 4.688 0.326 0.001 S1 BLI 14 BLI O2 O2 O 0 1 N N N 19.908 -18.402 22.511 4.442 1.415 -0.879 O2 BLI 15 BLI C02 C02 C 0 1 N N N 21.235 -17.576 24.622 6.208 -0.560 -0.441 C02 BLI 16 BLI O1 O1 O 0 1 N N N 18.642 -18.324 24.648 4.541 0.445 1.409 O1 BLI 17 BLI "C1'" "C1'" C 0 1 N N N 13.569 -11.931 20.464 -3.505 0.589 0.721 "C1'" BLI 18 BLI "C2'" "C2'" C 0 1 N N N 12.844 -11.954 21.780 -4.961 0.172 0.938 "C2'" BLI 19 BLI "C3'" "C3'" C 0 1 N N N 11.943 -10.747 21.903 -5.761 1.369 1.458 "C3'" BLI 20 BLI "C7'" "C7'" C 0 1 N N N 11.378 -10.711 23.313 -7.210 0.940 1.707 "C7'" BLI 21 BLI "C4'" "C4'" C 0 1 N N N 12.054 -13.241 21.971 -5.558 -0.306 -0.387 "C4'" BLI 22 BLI "C5'" "C5'" C 0 1 N N N 11.482 -13.218 23.389 -7.007 -0.758 -0.156 "C5'" BLI 23 BLI "N1'" "N1'" N 0 1 N N N 10.782 -11.975 23.758 -7.746 0.344 0.475 "N1'" BLI 24 BLI "C6'" "C6'" C 0 1 N N N 10.452 -11.881 25.114 -8.923 0.808 -0.076 "C6'" BLI 25 BLI "N2'" "N2'" N 0 1 N N N 9.871 -12.869 25.670 -9.551 1.911 0.466 "N2'" BLI 26 BLI "N3'" "N3'" N 0 1 N N N 10.695 -10.801 25.888 -9.440 0.206 -1.106 "N3'" BLI 27 BLI "O3'" "O3'" O 0 1 N N N 10.313 -9.437 25.698 -10.648 0.682 -1.672 "O3'" BLI 28 BLI C6B C6* C 0 1 Y N N 21.217 -16.467 25.631 7.402 0.304 -0.126 C6B BLI 29 BLI C1B C1* C 0 1 Y N N 22.183 -15.471 25.622 7.997 0.233 1.120 C1B BLI 30 BLI C2B C2* C 0 1 Y N N 21.910 -14.286 26.262 9.093 1.026 1.408 C2B BLI 31 BLI C3B C3* C 0 1 Y N N 20.722 -14.148 26.954 9.593 1.889 0.451 C3B BLI 32 BLI C4B C4* C 0 1 Y N N 19.859 -15.221 27.125 8.998 1.959 -0.795 C4B BLI 33 BLI C5B C5* C 0 1 Y N N 20.135 -16.401 26.496 7.906 1.163 -1.085 C5B BLI 34 BLI H11 1H1 H 0 1 N N N 18.527 -15.495 20.892 1.320 -0.730 1.490 H11 BLI 35 BLI H21 1H2 H 0 1 N N N 20.358 -14.607 23.020 3.525 -1.576 1.526 H21 BLI 36 BLI H22 2H2 H 0 1 N N N 20.455 -15.998 21.865 3.201 -2.734 0.214 H22 BLI 37 BLI H41 1H4 H 0 1 N N N 17.392 -16.185 24.631 3.194 0.177 -2.267 H41 BLI 38 BLI H42 2H4 H 0 1 N N N 17.102 -16.613 22.861 3.260 -1.604 -2.309 H42 BLI 39 BLI H011 1H01 H 0 0 N N N 17.207 -11.902 22.122 -0.981 -2.097 -1.214 H011 BLI 40 BLI H101 1H10 H 0 0 N N N 15.473 -10.989 20.709 -3.139 -1.452 0.261 H101 BLI 41 BLI H031 1H03 H 0 0 N N N 18.290 -11.739 19.969 -1.215 -2.347 1.665 H031 BLI 42 BLI H032 2H03 H 0 0 N N N 17.609 -13.268 19.426 -0.989 -3.656 0.465 H032 BLI 43 BLI H061 1H06 H 0 0 N N N 19.991 -13.840 19.828 0.942 -2.935 2.361 H061 BLI 44 BLI H062 2H06 H 0 0 N N N 20.070 -12.864 21.248 1.333 -3.714 0.792 H062 BLI 45 BLI H021 1H02 H 0 0 N N N 21.977 -17.318 23.852 6.268 -1.485 0.132 H021 BLI 46 BLI H022 2H02 H 0 0 N N N 21.490 -18.513 25.139 6.198 -0.791 -1.506 H022 BLI 47 BLI "H1'1" "1H1'" H 0 0 N N N 13.341 -12.821 19.859 -3.455 1.335 -0.072 "H1'1" BLI 48 BLI "H1'2" "2H1'" H 0 0 N N N 13.264 -11.061 19.865 -3.106 1.011 1.643 "H1'2" BLI 49 BLI "H2'1" "1H2'" H 0 0 N N N 13.599 -11.916 22.579 -5.002 -0.636 1.668 "H2'1" BLI 50 BLI "H3'1" "1H3'" H 0 0 N N N 11.125 -10.811 21.170 -5.741 2.169 0.718 "H3'1" BLI 51 BLI "H3'2" "2H3'" H 0 0 N N N 12.519 -9.830 21.708 -5.321 1.724 2.390 "H3'2" BLI 52 BLI "H7'1" "1H7'" H 0 0 N N N 10.572 -9.963 23.313 -7.807 1.809 1.982 "H7'1" BLI 53 BLI "H7'2" "2H7'" H 0 0 N N N 12.201 -10.465 24.000 -7.240 0.204 2.511 "H7'2" BLI 54 BLI "H4'1" "1H4'" H 0 0 N N N 12.701 -14.119 21.828 -5.539 0.510 -1.110 "H4'1" BLI 55 BLI "H4'2" "2H4'" H 0 0 N N N 11.240 -13.300 21.234 -4.973 -1.144 -0.768 "H4'2" BLI 56 BLI "H5'1" "1H5'" H 0 0 N N N 12.340 -13.306 24.072 -7.018 -1.632 0.496 "H5'1" BLI 57 BLI "H5'2" "2H5'" H 0 0 N N N 10.761 -14.044 23.472 -7.470 -1.007 -1.111 "H5'2" BLI 58 BLI HN21 1HN2 H 0 0 N N N 9.627 -13.722 25.209 -9.210 2.311 1.281 HN21 BLI 59 BLI HN22 2HN2 H 0 0 N N N 9.694 -12.669 26.634 -10.330 2.288 0.029 HN22 BLI 60 BLI HO31 1HO3 H 0 0 N N N 10.228 -9.011 26.543 -10.856 0.101 -2.417 HO31 BLI 61 BLI H1A1 1H1* H 0 0 N N N 23.129 -15.624 25.123 7.606 -0.441 1.867 H1A1 BLI 62 BLI H2A1 1H2* H 0 0 N N N 22.617 -13.471 26.224 9.557 0.971 2.382 H2A1 BLI 63 BLI H3A1 1H3* H 0 0 N N N 20.460 -13.186 27.370 10.448 2.508 0.677 H3A1 BLI 64 BLI H4A1 1H4* H 0 0 N N N 18.981 -15.124 27.747 9.389 2.633 -1.542 H4A1 BLI 65 BLI H5A1 1H5* H 0 0 N N N 19.519 -17.271 26.670 7.441 1.218 -2.058 H5A1 BLI 66 # 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 BLI N1 C1 SING N N 1 BLI N1 C5 SING N N 2 BLI N1 C01 SING N N 3 BLI C1 C2 SING N N 4 BLI C1 C06 SING N N 5 BLI C1 H11 SING N N 6 BLI C2 N3 SING N N 7 BLI C2 H21 SING N N 8 BLI C2 H22 SING N N 9 BLI N3 C4 SING N N 10 BLI N3 S1 SING N N 11 BLI C4 C5 SING N N 12 BLI C4 H41 SING N N 13 BLI C4 H42 SING N N 14 BLI C5 O11 DOUB N N 15 BLI C01 C09 SING N N 16 BLI C01 C03 SING N N 17 BLI C01 H011 SING N N 18 BLI C09 O09 DOUB N N 19 BLI C09 N10 SING N N 20 BLI N10 "C1'" SING N N 21 BLI N10 H101 SING N N 22 BLI C03 C06 SING N N 23 BLI C03 H031 SING N N 24 BLI C03 H032 SING N N 25 BLI C06 H061 SING N N 26 BLI C06 H062 SING N N 27 BLI S1 O2 DOUB N N 28 BLI S1 C02 SING N N 29 BLI S1 O1 DOUB N N 30 BLI C02 C6B SING N N 31 BLI C02 H021 SING N N 32 BLI C02 H022 SING N N 33 BLI "C1'" "C2'" SING N N 34 BLI "C1'" "H1'1" SING N N 35 BLI "C1'" "H1'2" SING N N 36 BLI "C2'" "C3'" SING N N 37 BLI "C2'" "C4'" SING N N 38 BLI "C2'" "H2'1" SING N N 39 BLI "C3'" "C7'" SING N N 40 BLI "C3'" "H3'1" SING N N 41 BLI "C3'" "H3'2" SING N N 42 BLI "C7'" "N1'" SING N N 43 BLI "C7'" "H7'1" SING N N 44 BLI "C7'" "H7'2" SING N N 45 BLI "C4'" "C5'" SING N N 46 BLI "C4'" "H4'1" SING N N 47 BLI "C4'" "H4'2" SING N N 48 BLI "C5'" "N1'" SING N N 49 BLI "C5'" "H5'1" SING N N 50 BLI "C5'" "H5'2" SING N N 51 BLI "N1'" "C6'" SING N N 52 BLI "C6'" "N2'" SING N N 53 BLI "C6'" "N3'" DOUB N Z 54 BLI "N2'" HN21 SING N N 55 BLI "N2'" HN22 SING N N 56 BLI "N3'" "O3'" SING N N 57 BLI "O3'" HO31 SING N N 58 BLI C6B C1B DOUB Y N 59 BLI C6B C5B SING Y N 60 BLI C1B C2B SING Y N 61 BLI C1B H1A1 SING N N 62 BLI C2B C3B DOUB Y N 63 BLI C2B H2A1 SING N N 64 BLI C3B C4B SING Y N 65 BLI C3B H3A1 SING N N 66 BLI C4B C5B DOUB Y N 67 BLI C4B H4A1 SING N N 68 BLI C5B H5A1 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 BLI SMILES ACDLabs 10.04 "O=S(=O)(N3CC(=O)N2C(C(=O)NCC1CCN(C(=N\O)/N)CC1)CCC2C3)Cc4ccccc4" BLI SMILES_CANONICAL CACTVS 3.341 "NC(=N/O)/N1CC[C@@H](CC1)CNC(=O)[C@@H]2CC[C@H]3CN(CC(=O)N23)[S](=O)(=O)Cc4ccccc4" BLI SMILES CACTVS 3.341 "NC(=NO)N1CC[CH](CC1)CNC(=O)[CH]2CC[CH]3CN(CC(=O)N23)[S](=O)(=O)Cc4ccccc4" BLI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CS(=O)(=O)[N@]2C[C@@H]3CC[C@H](N3C(=O)C2)C(=O)NCC4CCN(CC4)C(=NO)N" BLI SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)CS(=O)(=O)N2CC3CCC(N3C(=O)C2)C(=O)NCC4CCN(CC4)C(=NO)N" BLI InChI InChI 1.03 "InChI=1S/C22H32N6O5S/c23-22(25-31)26-10-8-16(9-11-26)12-24-21(30)19-7-6-18-13-27(14-20(29)28(18)19)34(32,33)15-17-4-2-1-3-5-17/h1-5,16,18-19,31H,6-15H2,(H2,23,25)(H,24,30)/t18-,19-/m0/s1" BLI InChIKey InChI 1.03 DHTSUHWLPAEEQB-OALUTQOASA-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 BLI "SYSTEMATIC NAME" ACDLabs 10.04 "(6S,8aS)-2-(benzylsulfonyl)-N-{[1-(N'-hydroxycarbamimidoyl)piperidin-4-yl]methyl}-4-oxooctahydropyrrolo[1,2-a]pyrazine-6-carboxamide" BLI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,6S,8aS)-N-[[1-(N'-hydroxycarbamimidoyl)piperidin-4-yl]methyl]-4-oxo-2-(phenylmethylsulfonyl)-1,3,6,7,8,8a-hexahydropyrrolo[5,1-f]pyrazine-6-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 BLI "Create component" 2001-11-08 RCSB BLI "Modify descriptor" 2011-06-04 RCSB #