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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h24H,23H2/b25-22- 
BLI InChIKey         InChI                1.02b DHTSUHWLPAEEQB-QBKZFTRVDN                                                                                                                                                                                     
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                                                                                                                                               
# 
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" 
# 
