data_PR1
# 
_chem_comp.id                                    PR1 
_chem_comp.name                                  4-HYDROXY-3-[2-OXO-3-(THIENO[3,2-B]PYRIDINE-2-SULFONYLAMINO)-PYRROLIDIN-1-YLMETHYL]-BENZAMIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H19 N5 O4 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         RPR131247 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-05-22 
_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                        445.515 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PR1 
_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        1F0T 
_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 
PR1 C1   C1   C 0 1 Y N N 13.772 -3.411  25.088 0.728  -0.681 5.624  C1   PR1 1  
PR1 C2   C2   C 0 1 Y N N 14.156 -3.544  23.751 -0.517 -0.094 5.666  C2   PR1 2  
PR1 C3   C3   C 0 1 Y N N 13.300 -4.134  22.822 -0.894 0.811  4.682  C3   PR1 3  
PR1 C4   C4   C 0 1 Y N N 12.044 -4.601  23.221 -0.016 1.129  3.653  C4   PR1 4  
PR1 C5   C5   C 0 1 Y N N 11.670 -4.462  24.563 1.233  0.550  3.608  C5   PR1 5  
PR1 C6   C6   C 0 1 Y N N 12.510 -3.868  25.527 1.612  -0.364 4.591  C6   PR1 6  
PR1 C10  C10  C 0 1 N N N 12.042 -3.698  27.027 2.951  -0.992 4.542  C10  PR1 7  
PR1 N11  N11  N 0 1 N N N 10.764 -3.951  27.377 3.775  -0.695 3.578  N11  PR1 8  
PR1 N12  N12  N 0 1 N N N 12.909 -3.296  27.969 3.326  -1.891 5.517  N12  PR1 9  
PR1 C13  C13  C 0 1 N N N 11.048 -5.279  22.225 -0.429 2.113  2.589  C13  PR1 10 
PR1 O44  O44  O 0 1 N N N 13.683 -4.257  21.551 -2.122 1.387  4.727  O44  PR1 11 
PR1 C16  C16  C 0 1 Y N N 12.872 -13.039 24.135 0.908  0.958  -4.477 C16  PR1 12 
PR1 C17  C17  C 0 1 Y N N 13.897 -13.494 24.952 1.565  1.920  -5.214 C17  PR1 13 
PR1 C18  C18  C 0 1 Y N N 15.064 -14.069 24.421 2.906  1.715  -5.505 C18  PR1 14 
PR1 C19  C19  C 0 1 Y N N 15.243 -14.211 23.027 3.514  0.558  -5.043 C19  PR1 15 
PR1 N20  N20  N 0 1 Y N N 14.289 -13.793 22.154 2.868  -0.339 -4.345 N20  PR1 16 
PR1 C21  C21  C 0 1 Y N N 13.065 -13.194 22.623 1.564  -0.207 -4.024 C21  PR1 17 
PR1 C25  C25  C 0 1 Y N N 11.969 -12.688 21.920 0.724  -1.113 -3.257 C25  PR1 18 
PR1 C26  C26  C 0 1 Y N N 10.967 -12.159 22.815 -0.563 -0.799 -3.050 C26  PR1 19 
PR1 S27  S27  S 0 1 Y N N 11.372 -12.288 24.485 -0.747 0.771  -3.872 S27  PR1 20 
PR1 N28  N28  N 0 1 N N N 11.090 -6.751  22.217 -1.279 1.438  1.604  N28  PR1 21 
PR1 C29  C29  C 0 1 N N N 10.001 -7.552  22.319 -0.815 0.740  0.554  C29  PR1 22 
PR1 C30  C30  C 0 1 N N S 10.484 -8.976  22.311 -1.969 0.171  -0.242 C30  PR1 23 
PR1 C31  C31  C 0 1 N N N 11.778 -8.886  21.517 -3.182 0.287  0.709  C31  PR1 24 
PR1 C32  C32  C 0 1 N N N 12.314 -7.501  21.851 -2.746 1.444  1.635  C32  PR1 25 
PR1 N37  N37  N 0 1 N N N 9.895  -10.012 21.557 -1.720 -1.230 -0.586 N37  PR1 26 
PR1 S38  S38  S 0 1 N N N 9.480  -11.417 22.247 -1.781 -1.718 -2.168 S38  PR1 27 
PR1 O39  O39  O 0 1 N N N 8.680  -11.028 23.366 -1.329 -3.065 -2.174 O39  PR1 28 
PR1 O40  O40  O 0 1 N N N 8.938  -12.176 21.167 -3.036 -1.269 -2.662 O40  PR1 29 
PR1 O41  O41  O 0 1 N N N 8.843  -7.199  22.395 0.357  0.583  0.287  O41  PR1 30 
PR1 H11  1H1  H 0 1 N N N 14.469 -2.942  25.801 1.020  -1.385 6.388  H11  PR1 31 
PR1 H21  1H2  H 0 1 N N N 15.144 -3.179  23.425 -1.202 -0.339 6.465  H21  PR1 32 
PR1 H51  1H5  H 0 1 N N N 10.678 -4.833  24.871 1.915  0.798  2.808  H51  PR1 33 
PR1 H111 1H11 H 0 0 N N N 10.115 -3.209  27.112 3.511  -0.062 2.892  H111 PR1 34 
PR1 H121 1H12 H 0 0 N N N 12.607 -3.186  28.937 4.204  -2.303 5.485  H121 PR1 35 
PR1 H122 2H12 H 0 0 N N N 13.328 -2.418  27.663 2.714  -2.109 6.237  H122 PR1 36 
PR1 H131 1H13 H 0 0 N N N 10.008 -4.923  22.415 -0.983 2.932  3.047  H131 PR1 37 
PR1 H132 2H13 H 0 0 N N N 11.202 -4.882  21.194 0.458  2.506  2.094  H132 PR1 38 
PR1 H441 1H44 H 0 0 N N N 13.099 -4.659  20.918 -2.032 2.200  5.243  H441 PR1 39 
PR1 H171 1H17 H 0 0 N N N 13.781 -13.396 26.044 1.052  2.807  -5.554 H171 PR1 40 
PR1 H181 1H18 H 0 0 N N N 15.852 -14.414 25.110 3.463  2.441  -6.080 H181 PR1 41 
PR1 H191 1H19 H 0 0 N N N 16.157 -14.662 22.606 4.558  0.393  -5.267 H191 PR1 42 
PR1 H251 1H25 H 0 0 N N N 11.904 -12.703 20.819 1.133  -2.032 -2.862 H251 PR1 43 
PR1 H301 1H30 H 0 0 N N N 10.369 -9.253  23.384 -2.133 0.761  -1.143 H301 PR1 44 
PR1 H311 1H31 H 0 0 N N N 12.496 -9.716  21.712 -3.324 -0.633 1.274  H311 PR1 45 
PR1 H312 2H31 H 0 0 N N N 11.662 -9.083  20.425 -4.086 0.548  0.158  H312 PR1 46 
PR1 H321 1H32 H 0 0 N N N 12.924 -7.031  21.045 -3.103 1.269  2.650  H321 PR1 47 
PR1 H322 2H32 H 0 0 N N N 13.117 -7.486  22.623 -3.128 2.393  1.259  H322 PR1 48 
PR1 H371 1H37 H 0 0 N N N 10.507 -10.216 20.767 -1.519 -1.873 0.111  H371 PR1 49 
# 
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 
PR1 C1  C2   DOUB Y N 1  
PR1 C1  C6   SING Y N 2  
PR1 C1  H11  SING N N 3  
PR1 C2  C3   SING Y N 4  
PR1 C2  H21  SING N N 5  
PR1 C3  C4   DOUB Y N 6  
PR1 C3  O44  SING N N 7  
PR1 C4  C5   SING Y N 8  
PR1 C4  C13  SING N N 9  
PR1 C5  C6   DOUB Y N 10 
PR1 C5  H51  SING N N 11 
PR1 C6  C10  SING N N 12 
PR1 C10 N11  DOUB N N 13 
PR1 C10 N12  SING N N 14 
PR1 N11 H111 SING N N 15 
PR1 N12 H121 SING N N 16 
PR1 N12 H122 SING N N 17 
PR1 C13 N28  SING N N 18 
PR1 C13 H131 SING N N 19 
PR1 C13 H132 SING N N 20 
PR1 O44 H441 SING N N 21 
PR1 C16 C17  SING Y N 22 
PR1 C16 C21  DOUB Y N 23 
PR1 C16 S27  SING Y N 24 
PR1 C17 C18  DOUB Y N 25 
PR1 C17 H171 SING N N 26 
PR1 C18 C19  SING Y N 27 
PR1 C18 H181 SING N N 28 
PR1 C19 N20  DOUB Y N 29 
PR1 C19 H191 SING N N 30 
PR1 N20 C21  SING Y N 31 
PR1 C21 C25  SING Y N 32 
PR1 C25 C26  DOUB Y N 33 
PR1 C25 H251 SING N N 34 
PR1 C26 S27  SING Y N 35 
PR1 C26 S38  SING N N 36 
PR1 N28 C29  SING N N 37 
PR1 N28 C32  SING N N 38 
PR1 C29 C30  SING N N 39 
PR1 C29 O41  DOUB N N 40 
PR1 C30 C31  SING N N 41 
PR1 C30 N37  SING N N 42 
PR1 C30 H301 SING N N 43 
PR1 C31 C32  SING N N 44 
PR1 C31 H311 SING N N 45 
PR1 C31 H312 SING N N 46 
PR1 C32 H321 SING N N 47 
PR1 C32 H322 SING N N 48 
PR1 N37 S38  SING N N 49 
PR1 N37 H371 SING N N 50 
PR1 S38 O39  DOUB N N 51 
PR1 S38 O40  DOUB N N 52 
# 
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 
PR1 SMILES           ACDLabs              10.04 O=C2N(Cc1cc(C(=[N@H])N)ccc1O)CCC2NS(=O)(=O)c4sc3cccnc3c4                                                                                                                           
PR1 InChI            InChI                1.02b InChI=1/C19H19N5O4S2/c20-18(21)11-3-4-15(25)12(8-11)10-24-7-5-13(19(24)26)23-30(27,28)17-9-14-16(29-17)2-1-6-22-14/h1-4,6,8-9,13,23,25H,5,7,10H2,(H3,20,21)/t13-/m0/s1/f/h20H,21H2 
PR1 InChIKey         InChI                1.02b PQJGWYQPOHCEDO-LQNQVBKXDI                                                                                                                                                          
PR1 SMILES_CANONICAL CACTVS               3.341 NC(=N)c1ccc(O)c(CN2CC[C@H](N[S](=O)(=O)c3sc4cccnc4c3)C2=O)c1                                                                                                                       
PR1 SMILES           CACTVS               3.341 NC(=N)c1ccc(O)c(CN2CC[CH](N[S](=O)(=O)c3sc4cccnc4c3)C2=O)c1                                                                                                                        
PR1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc(s2)S(=O)(=O)N[C@H]3CCN(C3=O)Cc4cc(ccc4O)C(=N)N)nc1                                                                                                                       
PR1 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc(s2)S(=O)(=O)NC3CCN(C3=O)Cc4cc(ccc4O)C(=N)N)nc1                                                                                                                           
# 
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 
PR1 "SYSTEMATIC NAME" ACDLabs              10.04 4-hydroxy-3-({(3S)-2-oxo-3-[(thieno[3,2-b]pyridin-2-ylsulfonyl)amino]pyrrolidin-1-yl}methyl)benzenecarboximidamide 
PR1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-hydroxy-3-[[(3S)-2-oxo-3-(thieno[4,5-b]pyridin-2-ylsulfonylamino)pyrrolidin-1-yl]methyl]benzenecarboximidamide   
# 
