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 #