data_RRP
# 
_chem_comp.id                                    RRP 
_chem_comp.name                                  "3-({4-[(6-CHLORO-1-BENZOTHIEN-2-YL)SULFONYL]-2-OXOPIPERAZIN-1-YL}METHYL)BENZENECARBOXIMIDAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H19 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                     2003-01-27 
_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                        462.973 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RRP 
_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        1NFU 
_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 
RRP N29  N29  N  0 1 N N N 7.799  0.405  16.650 2.688  -0.870 6.846  N29  RRP 1  
RRP C28  C28  C  0 1 N N N 6.681  1.007  17.069 1.837  0.055  7.184  C28  RRP 2  
RRP N30  N30  N  0 1 N N N 5.650  1.152  16.209 2.172  0.979  8.150  N30  RRP 3  
RRP C27  C27  C  0 1 Y N N 6.545  1.510  18.455 0.510  0.116  6.530  C27  RRP 4  
RRP C26  C26  C  0 1 Y N N 5.679  2.602  18.749 0.171  -0.813 5.547  C26  RRP 5  
RRP C24  C24  C  0 1 Y N N 5.538  3.089  20.077 -1.069 -0.755 4.946  C24  RRP 6  
RRP C22  C22  C  0 1 Y N N 6.273  2.472  21.115 -1.971 0.229  5.307  C22  RRP 7  
RRP C23  C23  C  0 1 Y N N 7.130  1.395  20.835 -1.637 1.158  6.276  C23  RRP 8  
RRP C25  C25  C  0 1 Y N N 7.272  0.911  19.518 -0.402 1.107  6.889  C25  RRP 9  
RRP C21  C21  C  0 1 N N N 4.613  4.255  20.366 -1.441 -1.764 3.889  C21  RRP 10 
RRP N2   N2   N  0 1 N N N 5.240  5.303  21.203 -1.043 -1.260 2.573  N2   RRP 11 
RRP C8   C8   C  0 1 N N N 4.905  5.424  22.545 -1.932 -0.535 1.891  C8   RRP 12 
RRP O1   O1   O  0 1 N N N 4.095  4.698  23.119 -2.986 -0.261 2.426  O1   RRP 13 
RRP C4   C4   C  0 1 N N N 5.616  6.542  23.320 -1.685 -0.034 0.495  C4   RRP 14 
RRP N1   N1   N  0 1 N N S 5.986  7.724  22.497 -0.262 -0.214 0.169  N1   RRP 15 
RRP C7   C7   C  0 1 N N N 6.882  7.266  21.399 0.367  -1.483 0.572  C7   RRP 16 
RRP C2   C2   C  0 1 N N N 6.223  6.193  20.516 0.292  -1.590 2.096  C2   RRP 17 
RRP S4   S4   S  0 1 N N N 6.522  9.010  23.370 0.596  0.960  -0.619 S4   RRP 18 
RRP O8   O8   O  0 1 N N N 6.724  10.046 22.406 -0.101 2.175  -0.380 O8   RRP 19 
RRP O9   O9   O  0 1 N N N 5.537  9.296  24.399 1.960  0.720  -0.304 O9   RRP 20 
RRP C1   C1   C  0 1 Y N N 8.018  8.590  24.092 0.443  0.654  -2.348 C1   RRP 21 
RRP C3   C3   C  0 1 Y N N 8.047  7.973  25.379 -0.491 1.111  -3.192 C3   RRP 22 
RRP C6   C6   C  0 1 Y N N 9.429  7.715  25.738 -0.429 0.735  -4.597 C6   RRP 23 
RRP C5   C5   C  0 1 Y N N 10.310 8.150  24.719 0.647  -0.114 -4.931 C5   RRP 24 
RRP S2   S2   S  0 1 Y N N 9.561  8.839  23.384 1.491  -0.345 -3.388 S2   RRP 25 
RRP C10  C10  C  0 1 Y N N 11.731 7.948  24.943 0.849  -0.570 -6.216 C10  RRP 26 
RRP C14  C14  C  0 1 Y N N 12.176 7.338  26.130 -0.022 -0.189 -7.218 C14  RRP 27 
RRP CL   CL   CL 0 0 N N N 13.871 7.112  26.329 0.214  -0.752 -8.844 CL   RRP 28 
RRP C15  C15  C  0 1 Y N N 11.261 6.915  27.138 -1.089 0.646  -6.915 C15  RRP 29 
RRP C11  C11  C  0 1 Y N N 9.867  7.114  26.923 -1.298 1.101  -5.651 C11  RRP 30 
RRP H29  H29  H  0 1 N N N 7.827  -0.563 16.969 2.452  -1.521 6.166  H29  RRP 31 
RRP H301 1H30 H  0 0 N N N 4.797  1.611  16.528 3.041  0.939  8.578  H301 RRP 32 
RRP H302 2H30 H  0 0 N N N 5.407  0.236  15.831 1.540  1.671  8.399  H302 RRP 33 
RRP H26  H26  H  0 1 N N N 5.107  3.078  17.934 0.873  -1.583 5.265  H26  RRP 34 
RRP H22  H22  H  0 1 N N N 6.177  2.834  22.152 -2.939 0.273  4.830  H22  RRP 35 
RRP H23  H23  H  0 1 N N N 7.696  0.925  21.656 -2.345 1.925  6.554  H23  RRP 36 
RRP H25  H25  H  0 1 N N N 7.951  0.064  19.319 -0.143 1.832  7.647  H25  RRP 37 
RRP H211 1H21 H  0 0 N N N 4.214  4.689  19.419 -0.928 -2.704 4.089  H211 RRP 38 
RRP H212 2H21 H  0 0 N N N 3.659  3.901  20.821 -2.518 -1.927 3.906  H212 RRP 39 
RRP H41  1H4  H  0 1 N N N 5.003  6.856  24.197 -1.942 1.022  0.433  H41  RRP 40 
RRP H42  2H4  H  0 1 N N N 6.512  6.139  23.846 -2.295 -0.603 -0.206 H42  RRP 41 
RRP H71  1H7  H  0 1 N N N 7.240  8.126  20.786 -0.165 -2.319 0.118  H71  RRP 42 
RRP H72  2H7  H  0 1 N N N 7.860  6.912  21.799 1.409  -1.494 0.253  H72  RRP 43 
RRP H21  1H2  H  0 1 N N N 7.007  5.578  20.015 1.011  -0.902 2.540  H21  RRP 44 
RRP H22A 2H2  H  0 0 N N N 5.747  6.670  19.627 0.539  -2.608 2.397  H22A RRP 45 
RRP H3   H3   H  0 1 N N N 7.158  7.737  25.988 -1.280 1.756  -2.835 H3   RRP 46 
RRP H10  H10  H  0 1 N N N 12.483 8.262  24.200 1.684  -1.219 -6.438 H10  RRP 47 
RRP H15  H15  H  0 1 N N N 11.624 6.442  28.066 -1.768 0.940  -7.702 H15  RRP 48 
RRP H11  H11  H  0 1 N N N 9.124  6.801  27.676 -2.138 1.750  -5.450 H11  RRP 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 
RRP N29 C28  DOUB N N 1  
RRP N29 H29  SING N N 2  
RRP C28 N30  SING N N 3  
RRP C28 C27  SING N N 4  
RRP N30 H301 SING N N 5  
RRP N30 H302 SING N N 6  
RRP C27 C26  DOUB Y N 7  
RRP C27 C25  SING Y N 8  
RRP C26 C24  SING Y N 9  
RRP C26 H26  SING N N 10 
RRP C24 C22  DOUB Y N 11 
RRP C24 C21  SING N N 12 
RRP C22 C23  SING Y N 13 
RRP C22 H22  SING N N 14 
RRP C23 C25  DOUB Y N 15 
RRP C23 H23  SING N N 16 
RRP C25 H25  SING N N 17 
RRP C21 N2   SING N N 18 
RRP C21 H211 SING N N 19 
RRP C21 H212 SING N N 20 
RRP N2  C8   SING N N 21 
RRP N2  C2   SING N N 22 
RRP C8  O1   DOUB N N 23 
RRP C8  C4   SING N N 24 
RRP C4  N1   SING N N 25 
RRP C4  H41  SING N N 26 
RRP C4  H42  SING N N 27 
RRP N1  C7   SING N N 28 
RRP N1  S4   SING N N 29 
RRP C7  C2   SING N N 30 
RRP C7  H71  SING N N 31 
RRP C7  H72  SING N N 32 
RRP C2  H21  SING N N 33 
RRP C2  H22A SING N N 34 
RRP S4  O8   DOUB N N 35 
RRP S4  O9   DOUB N N 36 
RRP S4  C1   SING N N 37 
RRP C1  C3   DOUB Y N 38 
RRP C1  S2   SING Y N 39 
RRP C3  C6   SING Y N 40 
RRP C3  H3   SING N N 41 
RRP C6  C5   DOUB Y N 42 
RRP C6  C11  SING Y N 43 
RRP C5  S2   SING Y N 44 
RRP C5  C10  SING Y N 45 
RRP C10 C14  DOUB Y N 46 
RRP C10 H10  SING N N 47 
RRP C14 CL   SING N N 48 
RRP C14 C15  SING Y N 49 
RRP C15 C11  DOUB Y N 50 
RRP C15 H15  SING N N 51 
RRP C11 H11  SING 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 
RRP SMILES           ACDLabs              10.04 "O=C2N(Cc1cc(C(=[N@H])N)ccc1)CCN(C2)S(=O)(=O)c4sc3cc(Cl)ccc3c4"                                                                                           
RRP SMILES_CANONICAL CACTVS               3.341 "NC(=N)c1cccc(CN2CCN(CC2=O)[S](=O)(=O)c3sc4cc(Cl)ccc4c3)c1"                                                                                               
RRP SMILES           CACTVS               3.341 "NC(=N)c1cccc(CN2CCN(CC2=O)[S](=O)(=O)c3sc4cc(Cl)ccc4c3)c1"                                                                                               
RRP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)C(=N)N)CN2CC[N@@](CC2=O)S(=O)(=O)c3cc4ccc(cc4s3)Cl"                                                                                           
RRP SMILES           "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)C(=N)N)CN2CCN(CC2=O)S(=O)(=O)c3cc4ccc(cc4s3)Cl"                                                                                               
RRP InChI            InChI                1.03  "InChI=1S/C20H19ClN4O3S2/c21-16-5-4-14-9-19(29-17(14)10-16)30(27,28)25-7-6-24(18(26)12-25)11-13-2-1-3-15(8-13)20(22)23/h1-5,8-10H,6-7,11-12H2,(H3,22,23)" 
RRP InChIKey         InChI                1.03  PRMSFVUWLBPPLY-UHFFFAOYSA-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 
RRP "SYSTEMATIC NAME" ACDLabs              10.04 "3-({4-[(6-chloro-1-benzothiophen-2-yl)sulfonyl]-2-oxopiperazin-1-yl}methyl)benzenecarboximidamide"       
RRP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[[(4S)-4-[(6-chloro-1-benzothiophen-2-yl)sulfonyl]-2-oxo-piperazin-1-yl]methyl]benzenecarboximidamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
RRP "Create component"  2003-01-27 RCSB 
RRP "Modify descriptor" 2011-06-04 RCSB 
# 
