data_PR2
# 
_chem_comp.id                                    PR2 
_chem_comp.name                                  "THIENO[3,2-B]PYRIDINE-2-SULFONIC ACID [2-OXO-1-(1H-PYRROLO[2,3-C]PYRIDIN-2-YLMETHYL)-PYRROLIDIN-3-YL]-AMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H17 N5 O3 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         RPR208707 
_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                        427.500 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PR2 
_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        1F0S 
_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 
PR2 C16  C16  C 0 1 Y N N 7.606  1.094  19.354 -1.206 0.643  4.194  C16  PR2 1  
PR2 C17  C17  C 0 1 Y N N 8.938  0.856  18.918 -1.961 1.475  4.992  C17  PR2 2  
PR2 C18  C18  C 0 1 Y N N 9.156  0.332  17.601 -3.332 1.271  5.033  C18  PR2 3  
PR2 C19  C19  C 0 1 Y N N 8.009  0.076  16.781 -3.872 0.244  4.274  C19  PR2 4  
PR2 N20  N20  N 0 1 Y N N 6.731  0.314  17.228 -3.132 -0.533 3.524  N20  PR2 5  
PR2 C21  C21  C 0 1 Y N N 6.523  0.821  18.514 -1.794 -0.393 3.435  C21  PR2 6  
PR2 C25  C25  C 0 1 Y N N 5.224  1.083  19.041 -0.853 -1.172 2.647  C25  PR2 7  
PR2 C26  C26  C 0 1 Y N N 5.417  1.585  20.358 0.454  -0.874 2.699  C26  PR2 8  
PR2 S27  S27  S 0 1 Y N N 7.060  1.695  20.824 0.521  0.508  3.821  S27  PR2 9  
PR2 N28  N28  N 0 1 N N N 5.436  6.689  22.361 1.671  1.602  -1.629 N28  PR2 10 
PR2 C29  C29  C 0 1 N N N 4.853  5.524  22.729 1.225  1.303  -0.397 C29  PR2 11 
PR2 C30  C30  C 0 1 N N S 5.198  4.504  21.670 2.287  0.546  0.370  C30  PR2 12 
PR2 C31  C31  C 0 1 N N N 5.691  5.329  20.478 3.587  0.803  -0.426 C31  PR2 13 
PR2 C32  C32  C 0 1 N N N 6.176  6.613  21.104 3.036  1.105  -1.838 C32  PR2 14 
PR2 N37  N37  N 0 1 N N N 4.038  3.731  21.246 1.976  -0.884 0.402  N37  PR2 15 
PR2 S38  S38  S 0 1 N N N 4.094  2.100  21.329 1.786  -1.658 1.853  S38  PR2 16 
PR2 O39  O39  O 0 1 N N N 2.817  1.798  20.762 1.326  -2.965 1.536  O39  PR2 17 
PR2 O40  O40  O 0 1 N N N 4.366  1.809  22.710 2.953  -1.357 2.607  O40  PR2 18 
PR2 O41  O41  O 0 1 N N N 4.184  5.326  23.737 0.130  1.592  0.034  O41  PR2 19 
PR2 C1   C1   C 0 1 N N N 5.397  7.956  23.094 0.897  2.339  -2.631 C1   PR2 20 
PR2 C5   C5   C 0 1 Y N N 8.287  7.737  25.313 -1.576 0.057  -4.162 C5   PR2 21 
PR2 C2   C2   C 0 1 Y N N 8.834  8.658  24.327 -0.522 -0.068 -5.091 C2   PR2 22 
PR2 C3   C3   C 0 1 Y N N 10.164 9.155  24.465 -0.694 -0.915 -6.190 C3   PR2 23 
PR2 C4   C4   C 0 1 Y N N 10.916 8.711  25.594 -1.876 -1.588 -6.321 C4   PR2 24 
PR2 N5   N5   N 0 1 Y N N 10.361 7.844  26.498 -2.847 -1.451 -5.434 N5   PR2 25 
PR2 C6   C6   C 0 1 Y N N 9.103  7.343  26.415 -2.740 -0.667 -4.380 C6   PR2 26 
PR2 C27  C27  C 0 1 Y N N 7.836  8.877  23.364 0.547  0.800  -4.609 C27  PR2 27 
PR2 C28  C28  C 0 1 Y N N 6.739  8.099  23.783 0.110  1.367  -3.471 C28  PR2 28 
PR2 N29  N29  N 0 1 Y N N 7.001  7.433  24.923 -1.156 0.937  -3.192 N29  PR2 29 
PR2 H171 1H17 H 0 0 N N N 9.786  1.073  19.588 -1.499 2.264  5.568  H171 PR2 30 
PR2 H181 1H18 H 0 0 N N N 10.175 0.131  17.229 -3.965 1.898  5.644  H181 PR2 31 
PR2 H191 1H19 H 0 0 N N N 8.114  -0.322 15.758 -4.939 0.079  4.302  H191 PR2 32 
PR2 H251 1H25 H 0 0 N N N 4.258  0.927  18.530 -1.203 -1.985 2.028  H251 PR2 33 
PR2 H301 1H30 H 0 0 N N N 5.946  3.776  22.062 2.378  0.939  1.383  H301 PR2 34 
PR2 H311 1H31 H 0 0 N N N 6.448  4.812  19.843 4.127  1.661  -0.027 H311 PR2 35 
PR2 H312 2H31 H 0 0 N N N 4.934  5.468  19.671 4.220  -0.084 -0.436 H312 PR2 36 
PR2 H321 1H32 H 0 0 N N N 6.069  7.511  20.452 3.646  1.864  -2.326 H321 PR2 37 
PR2 H322 2H32 H 0 0 N N N 7.283  6.679  21.217 3.014  0.194  -2.437 H322 PR2 38 
PR2 H371 1H37 H 0 0 N N N 3.794  4.002  20.293 1.880  -1.378 -0.427 H371 PR2 39 
PR2 H11  1H1  H 0 1 N N N 5.136  8.829  22.451 0.213  3.024  -2.131 H11  PR2 40 
PR2 H12  2H1  H 0 1 N N N 4.532  8.034  23.793 1.576  2.905  -3.270 H12  PR2 41 
PR2 H31  1H3  H 0 1 N N N 10.593 9.854  23.728 0.091  -1.036 -6.920 H31  PR2 42 
PR2 H41  1H4  H 0 1 N N N 11.951 9.046  25.772 -2.020 -2.245 -7.166 H41  PR2 43 
PR2 H61  1H6  H 0 1 N N N 8.761  6.650  27.202 -3.561 -0.588 -3.683 H61  PR2 44 
PR2 H271 1H27 H 0 0 N N N 7.900  9.521  22.471 1.508  0.956  -5.077 H271 PR2 45 
PR2 H29  H29  H 0 1 N N N 6.347  6.813  25.401 -1.681 1.212  -2.424 H29  PR2 46 
# 
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 
PR2 C16 C17  SING Y N 1  
PR2 C16 C21  DOUB Y N 2  
PR2 C16 S27  SING Y N 3  
PR2 C17 C18  DOUB Y N 4  
PR2 C17 H171 SING N N 5  
PR2 C18 C19  SING Y N 6  
PR2 C18 H181 SING N N 7  
PR2 C19 N20  DOUB Y N 8  
PR2 C19 H191 SING N N 9  
PR2 N20 C21  SING Y N 10 
PR2 C21 C25  SING Y N 11 
PR2 C25 C26  DOUB Y N 12 
PR2 C25 H251 SING N N 13 
PR2 C26 S27  SING Y N 14 
PR2 C26 S38  SING N N 15 
PR2 N28 C29  SING N N 16 
PR2 N28 C32  SING N N 17 
PR2 N28 C1   SING N N 18 
PR2 C29 C30  SING N N 19 
PR2 C29 O41  DOUB N N 20 
PR2 C30 C31  SING N N 21 
PR2 C30 N37  SING N N 22 
PR2 C30 H301 SING N N 23 
PR2 C31 C32  SING N N 24 
PR2 C31 H311 SING N N 25 
PR2 C31 H312 SING N N 26 
PR2 C32 H321 SING N N 27 
PR2 C32 H322 SING N N 28 
PR2 N37 S38  SING N N 29 
PR2 N37 H371 SING N N 30 
PR2 S38 O39  DOUB N N 31 
PR2 S38 O40  DOUB N N 32 
PR2 C1  C28  SING N N 33 
PR2 C1  H11  SING N N 34 
PR2 C1  H12  SING N N 35 
PR2 C5  C2   DOUB Y N 36 
PR2 C5  C6   SING Y N 37 
PR2 C5  N29  SING Y N 38 
PR2 C2  C3   SING Y N 39 
PR2 C2  C27  SING Y N 40 
PR2 C3  C4   DOUB Y N 41 
PR2 C3  H31  SING N N 42 
PR2 C4  N5   SING Y N 43 
PR2 C4  H41  SING N N 44 
PR2 N5  C6   DOUB Y N 45 
PR2 C6  H61  SING N N 46 
PR2 C27 C28  DOUB Y N 47 
PR2 C27 H271 SING N N 48 
PR2 C28 N29  SING Y N 49 
PR2 N29 H29  SING N N 50 
# 
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 
PR2 SMILES           ACDLabs              10.04 O=C3N(Cc2cc1ccncc1n2)CCC3NS(=O)(=O)c5sc4cccnc4c5                                                                                                               
PR2 InChI            InChI                1.02b InChI=1/C19H17N5O3S2/c25-19-14(23-29(26,27)18-9-15-17(28-18)2-1-5-21-15)4-7-24(19)11-13-8-12-3-6-20-10-16(12)22-13/h1-3,5-6,8-10,14,22-23H,4,7,11H2/t14-/m0/s1 
PR2 InChIKey         InChI                1.02b PLXOQMHGHDZMSX-AWEZNQCLBT                                                                                                                                      
PR2 SMILES_CANONICAL CACTVS               3.341 O=C1[C@H](CCN1Cc2[nH]c3cnccc3c2)N[S](=O)(=O)c4sc5cccnc5c4                                                                                                      
PR2 SMILES           CACTVS               3.341 O=C1[CH](CCN1Cc2[nH]c3cnccc3c2)N[S](=O)(=O)c4sc5cccnc5c4                                                                                                       
PR2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc(s2)S(=O)(=O)N[C@H]3CCN(C3=O)Cc4cc5ccncc5[nH]4)nc1                                                                                                    
PR2 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc(s2)S(=O)(=O)NC3CCN(C3=O)Cc4cc5ccncc5[nH]4)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 
PR2 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(3S)-2-oxo-1-(1H-pyrrolo[2,3-c]pyridin-2-ylmethyl)pyrrolidin-3-yl]thieno[3,2-b]pyridine-2-sulfonamide 
PR2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(3S)-2-oxo-1-(1H-pyrrolo[5,4-c]pyridin-2-ylmethyl)pyrrolidin-3-yl]thieno[4,5-b]pyridine-2-sulfonamide 
# 
