data_RRR
# 
_chem_comp.id                                    RRR 
_chem_comp.name                                  4-{[(E)-2-(5-CHLOROTHIEN-2-YL)VINYL]SULFONYL}-1-(1H-PYRROLO[3,2-C]PYRIDIN-2-YLMETHYL)PIPERAZIN-2-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H17 Cl N4 O3 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-01-29 
_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                        436.936 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RRR 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1NFW 
_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 
RRR N10  N10  N  0 1 Y N N 5.840  2.297  18.842 1.855  -5.206 2.876  N10  RRR 1  
RRR C4   C4   C  0 1 Y N N 6.969  1.644  18.392 3.113  -5.658 3.204  C4   RRR 2  
RRR C5   C5   C  0 1 Y N N 7.962  1.750  19.442 3.929  -5.447 2.092  C5   RRR 3  
RRR C6   C6   C  0 1 Y N N 9.232  1.140  19.215 5.273  -5.827 2.170  C6   RRR 4  
RRR N1   N1   N  0 1 Y N N 9.468  0.491  18.040 5.763  -6.385 3.303  N1   RRR 5  
RRR C2   C2   C  0 1 Y N N 8.558  0.377  17.037 4.932  -6.568 4.354  C2   RRR 6  
RRR C3   C3   C  0 1 Y N N 7.260  0.956  17.176 3.588  -6.228 4.381  C3   RRR 7  
RRR C12  C12  C  0 1 Y N N 7.395  2.473  20.511 3.119  -4.854 1.085  C12  RRR 8  
RRR C11  C11  C  0 1 Y N N 6.084  2.784  20.083 1.871  -4.728 1.607  C11  RRR 9  
RRR C13  C13  C  0 1 N N N 4.998  3.539  20.834 0.620  -4.169 0.992  C13  RRR 10 
RRR N14  N14  N  0 1 N N N 5.316  4.827  21.473 0.486  -2.739 1.235  N14  RRR 11 
RRR C17  C17  C  0 1 N N N 4.970  5.020  22.795 1.024  -1.823 0.335  C17  RRR 12 
RRR O44  O44  O  0 1 N N N 4.415  4.169  23.486 1.593  -2.142 -0.713 O44  RRR 13 
RRR C18  C18  C  0 1 N N N 5.310  6.401  23.389 0.820  -0.358 0.633  C18  RRR 14 
RRR N19  N19  N  0 1 N N S 5.910  7.413  22.390 0.524  -0.061 2.048  N19  RRR 15 
RRR C20  C20  C  0 1 N N N 6.676  6.935  21.442 -0.549 -0.934 2.572  C20  RRR 16 
RRR C21  C21  C  0 1 N N N 5.984  5.836  20.615 -0.017 -2.351 2.549  C21  RRR 17 
RRR S28  S28  S  0 1 N N N 6.631  8.791  23.390 0.394  1.599  2.444  S28  RRR 18 
RRR O37  O37  O  0 1 N N N 5.696  8.938  24.477 1.615  2.255  2.008  O37  RRR 19 
RRR O45  O45  O  0 1 N N N 6.596  9.664  22.259 -0.021 1.695  3.833  O45  RRR 20 
RRR C29  C29  C  0 1 N N N 8.255  8.688  23.988 -0.906 2.172  1.454  C29  RRR 21 
RRR C30  C30  C  0 1 N N N 8.457  7.960  25.092 -1.231 3.466  1.562  C30  RRR 22 
RRR C31  C31  C  0 1 Y N N 9.759  7.691  25.707 -2.300 4.131  0.796  C31  RRR 23 
RRR C35  C35  C  0 1 Y N N 9.848  6.900  26.916 -3.115 3.556  -0.099 C35  RRR 24 
RRR C34  C34  C  0 1 Y N N 11.198 6.725  27.346 -4.016 4.524  -0.630 C34  RRR 25 
RRR C33  C33  C  0 1 Y N N 12.122 7.387  26.453 -3.810 5.774  -0.089 C33  RRR 26 
RRR CL36 CL36 CL 0 0 N N N ?      ?      ?      -4.657 7.222  -0.437 CL36 RRR 27 
RRR S32  S32  S  0 1 Y N N 11.315 8.193  25.154 -2.534 5.777  1.054  S32  RRR 28 
RRR H10  H10  H  0 1 N N N 4.961  2.403  18.335 1.054  -5.232 3.492  H10  RRR 29 
RRR H6   H6   H  0 1 N N N 10.044 1.170  19.960 5.974  -5.700 1.354  H6   RRR 30 
RRR H2   H2   H  0 1 N N N 8.865  -0.172 16.131 5.397  -7.020 5.225  H2   RRR 31 
RRR H3   H3   H  0 1 N N N 6.508  0.874  16.372 2.962  -6.394 5.248  H3   RRR 32 
RRR H12  H12  H  0 1 N N N 7.871  2.736  21.470 3.433  -4.559 0.092  H12  RRR 33 
RRR H131 1H13 H  0 0 N N N 4.130  3.686  20.149 0.619  -4.329 -0.092 H131 RRR 34 
RRR H132 2H13 H  0 0 N N N 4.560  2.860  21.602 -0.270 -4.662 1.395  H132 RRR 35 
RRR H181 1H18 H  0 0 N N N 4.412  6.837  23.885 1.741  0.165  0.353  H181 RRR 36 
RRR H182 2H18 H  0 0 N N N 5.983  6.285  24.270 -0.000 0.000  0.000  H182 RRR 37 
RRR H201 1H20 H  0 0 N N N 7.054  7.751  20.784 -1.448 -0.837 1.952  H201 RRR 38 
RRR H202 2H20 H  0 0 N N N 7.645  6.572  21.856 -0.801 -0.655 3.600  H202 RRR 39 
RRR H211 1H21 H  0 0 N N N 6.697  5.354  19.906 0.815  -2.464 3.254  H211 RRR 40 
RRR H212 2H21 H  0 0 N N N 5.271  6.274  19.877 -0.810 -3.049 2.838  H212 RRR 41 
RRR H29  H29  H  0 1 N N N 9.215  9.110  23.646 -1.398 1.478  0.785  H29  RRR 42 
RRR H30  H30  H  0 1 N N N 7.515  7.567  25.510 -0.676 4.108  2.242  H30  RRR 43 
RRR H35  H35  H  0 1 N N N 8.981  6.476  27.451 -3.105 2.512  -0.388 H35  RRR 44 
RRR H34  H34  H  0 1 N N N 11.487 6.156  28.245 -4.774 4.308  -1.372 H34  RRR 45 
# 
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 
RRR N10 C4   SING Y N 1  
RRR N10 C11  SING Y N 2  
RRR N10 H10  SING N N 3  
RRR C4  C5   DOUB Y N 4  
RRR C4  C3   SING Y N 5  
RRR C5  C6   SING Y N 6  
RRR C5  C12  SING Y N 7  
RRR C6  N1   DOUB Y N 8  
RRR C6  H6   SING N N 9  
RRR N1  C2   SING Y N 10 
RRR C2  C3   DOUB Y N 11 
RRR C2  H2   SING N N 12 
RRR C3  H3   SING N N 13 
RRR C12 C11  DOUB Y N 14 
RRR C12 H12  SING N N 15 
RRR C11 C13  SING N N 16 
RRR C13 N14  SING N N 17 
RRR C13 H131 SING N N 18 
RRR C13 H132 SING N N 19 
RRR N14 C17  SING N N 20 
RRR N14 C21  SING N N 21 
RRR C17 O44  DOUB N N 22 
RRR C17 C18  SING N N 23 
RRR C18 N19  SING N N 24 
RRR C18 H181 SING N N 25 
RRR C18 H182 SING N N 26 
RRR N19 C20  SING N N 27 
RRR N19 S28  SING N N 28 
RRR C20 C21  SING N N 29 
RRR C20 H201 SING N N 30 
RRR C20 H202 SING N N 31 
RRR C21 H211 SING N N 32 
RRR C21 H212 SING N N 33 
RRR S28 O37  DOUB N N 34 
RRR S28 O45  DOUB N N 35 
RRR S28 C29  SING N N 36 
RRR C29 C30  DOUB N E 37 
RRR C29 H29  SING N N 38 
RRR C30 C31  SING N N 39 
RRR C30 H30  SING N N 40 
RRR C31 C35  DOUB Y N 41 
RRR C31 S32  SING Y N 42 
RRR C35 C34  SING Y N 43 
RRR C35 H35  SING N N 44 
RRR C34 C33  DOUB Y N 45 
RRR C34 H34  SING N N 46 
RRR C33 CL36 SING N N 47 
RRR C33 S32  SING Y N 48 
# 
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 
RRR SMILES           ACDLabs              10.04 Clc4sc(/C=C/S(=O)(=O)N3CC(=O)N(Cc2cc1cnccc1n2)CC3)cc4                                                                                          
RRR InChI            InChI                1.02b InChI=1/C18H17ClN4O3S2/c19-17-2-1-15(27-17)4-8-28(25,26)23-7-6-22(18(24)12-23)11-14-9-13-10-20-5-3-16(13)21-14/h1-5,8-10,21H,6-7,11-12H2/b8-4+ 
RRR InChIKey         InChI                1.02b PLWVUIRWJVKSSD-XBXARRHUBF                                                                                                                      
RRR SMILES_CANONICAL CACTVS               3.341 Clc1sc(cc1)/C=C/[S](=O)(=O)N2CCN(Cc3[nH]c4ccncc4c3)C(=O)C2                                                                                     
RRR SMILES           CACTVS               3.341 Clc1sc(cc1)C=C[S](=O)(=O)N2CCN(Cc3[nH]c4ccncc4c3)C(=O)C2                                                                                       
RRR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(sc1\C=C\S(=O)(=O)[N@]2CCN(C(=O)C2)Cc3cc4cnccc4[nH]3)Cl                                                                                    
RRR SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(sc1C=CS(=O)(=O)N2CCN(C(=O)C2)Cc3cc4cnccc4[nH]3)Cl                                                                                         
# 
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 
RRR "SYSTEMATIC NAME" ACDLabs              10.04 4-{[(E)-2-(5-chlorothiophen-2-yl)ethenyl]sulfonyl}-1-(1H-pyrrolo[3,2-c]pyridin-2-ylmethyl)piperazin-2-one    
RRR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4S)-4-[(E)-2-(5-chlorothiophen-2-yl)ethenyl]sulfonyl-1-(1H-pyrrolo[4,5-c]pyridin-2-ylmethyl)piperazin-2-one 
# 
