data_I5S # _chem_comp.id I5S _chem_comp.name "ISOQUINOLINE-5-SULFONIC ACID (2-(2-(4-CHLOROBENZYLOXY)ETHYLAMINO)ETHYL)AMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 Cl N3 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-09-12 _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 419.925 _chem_comp.one_letter_code ? _chem_comp.three_letter_code I5S _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 2C1A _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 I5S CL1 CL1 CL 0 0 N N N 12.980 14.464 -0.200 8.468 -2.411 -0.166 CL1 I5S 1 I5S C2 C2 C 0 1 Y N N 13.467 13.215 0.860 7.367 -1.112 0.173 C2 I5S 2 I5S C3 C3 C 0 1 Y N N 12.806 13.007 2.061 7.477 0.085 -0.511 C3 I5S 3 I5S C4 C4 C 0 1 Y N N 13.232 11.996 2.901 6.601 1.119 -0.241 C4 I5S 4 I5S C5 C5 C 0 1 Y N N 14.341 11.232 2.539 5.614 0.957 0.714 C5 I5S 5 I5S C6 C6 C 0 1 N N N 14.761 10.112 3.444 4.659 2.084 1.008 C6 I5S 6 I5S O7 O7 O 0 1 N N N 13.741 9.145 3.136 3.517 1.977 0.155 O7 I5S 7 I5S C8 C8 C 0 1 N N N 14.237 7.840 3.224 2.654 3.068 0.481 C8 I5S 8 I5S C9 C9 C 0 1 N N N 13.163 6.767 3.045 1.406 3.012 -0.401 C9 I5S 9 I5S N10 N10 N 0 1 N N N 11.837 7.279 2.638 0.637 1.800 -0.086 N10 I5S 10 I5S C13 C13 C 0 1 N N N 11.099 7.846 3.753 -0.541 1.808 -0.963 C13 I5S 11 I5S C14 C14 C 0 1 N N N 9.589 7.832 3.442 -1.391 0.566 -0.686 C14 I5S 12 I5S N15 N15 N 0 1 N N N 8.971 8.668 4.478 -2.566 0.574 -1.561 N15 I5S 13 I5S S16 S16 S 0 1 N N N 8.736 10.257 4.179 -3.456 -0.808 -1.764 S16 I5S 14 I5S O17 O17 O 0 1 N N N 8.488 10.699 5.478 -2.513 -1.838 -2.030 O17 I5S 15 I5S O18 O18 O 0 1 N N N 9.734 10.766 3.312 -4.541 -0.449 -2.609 O18 I5S 16 I5S C19 C19 C 0 1 Y N N 7.311 10.293 3.149 -4.174 -1.207 -0.206 C19 I5S 17 I5S C20 C20 C 0 1 Y N N 7.490 10.408 1.791 -3.830 -2.359 0.435 C20 I5S 18 I5S C21 C21 C 0 1 Y N N 6.402 10.405 0.890 -4.388 -2.690 1.668 C21 I5S 19 I5S C22 C22 C 0 1 Y N N 5.124 10.348 1.360 -5.294 -1.872 2.271 C22 I5S 20 I5S C23 C23 C 0 1 Y N N 4.892 10.274 2.748 -5.673 -0.676 1.642 C23 I5S 21 I5S C24 C24 C 0 1 Y N N 3.563 10.200 3.242 -6.603 0.206 2.216 C24 I5S 22 I5S N25 N25 N 0 1 Y N N 3.313 10.108 4.529 -6.927 1.313 1.589 N25 I5S 23 I5S C26 C26 C 0 1 Y N N 4.310 10.100 5.427 -6.410 1.651 0.416 C26 I5S 24 I5S C27 C27 C 0 1 Y N N 5.646 10.175 5.040 -5.501 0.864 -0.224 C27 I5S 25 I5S C28 C28 C 0 1 Y N N 5.983 10.265 3.671 -5.100 -0.338 0.388 C28 I5S 26 I5S C29 C29 C 0 1 Y N N 14.990 11.429 1.329 5.503 -0.240 1.398 C29 I5S 27 I5S C30 C30 C 0 1 Y N N 14.562 12.435 0.489 6.375 -1.276 1.124 C30 I5S 28 I5S H3 H3 H 0 1 N N N 11.949 13.642 2.343 8.249 0.212 -1.257 H3 I5S 29 I5S H4 H4 H 0 1 N N N 12.701 11.796 3.847 6.687 2.053 -0.775 H4 I5S 30 I5S H6C1 1H6C H 0 0 N N N 14.872 10.374 4.522 4.341 2.028 2.050 H6C1 I5S 31 I5S H6C2 2H6C H 0 0 N N N 15.813 9.762 3.328 5.156 3.038 0.832 H6C2 I5S 32 I5S H8C1 1H8C H 0 0 N N N 14.788 7.691 4.181 2.362 2.999 1.529 H8C1 I5S 33 I5S H8C2 2H8C H 0 0 N N N 15.073 7.686 2.503 3.177 4.009 0.311 H8C2 I5S 34 I5S H9C1 1H9C H 0 0 N N N 13.072 6.153 3.971 0.790 3.892 -0.216 H9C1 I5S 35 I5S H9C2 2H9C H 0 0 N N N 13.512 5.987 2.329 1.703 2.991 -1.450 H9C2 I5S 36 I5S H10 H10 H 0 1 N N N 11.293 6.557 2.165 1.204 1.015 -0.369 H10 I5S 37 I5S H131 1H13 H 0 0 N N N 11.462 8.866 4.021 -1.132 2.703 -0.770 H131 I5S 38 I5S H132 2H13 H 0 0 N N N 11.333 7.333 4.715 -0.219 1.803 -2.005 H132 I5S 39 I5S H141 1H14 H 0 0 N N N 9.154 6.808 3.373 -0.800 -0.329 -0.879 H141 I5S 40 I5S H142 2H14 H 0 0 N N N 9.342 8.149 2.402 -1.713 0.572 0.355 H142 I5S 41 I5S H15 H15 H 0 1 N N N 8.692 8.263 5.372 -2.823 1.388 -2.021 H15 I5S 42 I5S H20 H20 H 0 1 N N N 8.514 10.506 1.393 -3.113 -3.027 -0.021 H20 I5S 43 I5S H21 H21 H 0 1 N N N 6.587 10.449 -0.197 -4.097 -3.610 2.152 H21 I5S 44 I5S H22 H22 H 0 1 N N N 4.274 10.360 0.657 -5.719 -2.142 3.227 H22 I5S 45 I5S H24 H24 H 0 1 N N N 2.721 10.220 2.530 -7.052 -0.026 3.170 H24 I5S 46 I5S H26 H26 H 0 1 N N N 4.065 10.032 6.500 -6.719 2.577 -0.047 H26 I5S 47 I5S H27 H27 H 0 1 N N N 6.442 10.164 5.804 -5.093 1.158 -1.179 H27 I5S 48 I5S H29 H29 H 0 1 N N N 15.840 10.787 1.042 4.732 -0.366 2.143 H29 I5S 49 I5S H30 H30 H 0 1 N N N 15.080 12.621 -0.467 6.289 -2.211 1.658 H30 I5S 50 # 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 I5S CL1 C2 SING N N 1 I5S C2 C3 DOUB Y N 2 I5S C2 C30 SING Y N 3 I5S C3 C4 SING Y N 4 I5S C3 H3 SING N N 5 I5S C4 C5 DOUB Y N 6 I5S C4 H4 SING N N 7 I5S C5 C6 SING N N 8 I5S C5 C29 SING Y N 9 I5S C6 O7 SING N N 10 I5S C6 H6C1 SING N N 11 I5S C6 H6C2 SING N N 12 I5S O7 C8 SING N N 13 I5S C8 C9 SING N N 14 I5S C8 H8C1 SING N N 15 I5S C8 H8C2 SING N N 16 I5S C9 N10 SING N N 17 I5S C9 H9C1 SING N N 18 I5S C9 H9C2 SING N N 19 I5S N10 C13 SING N N 20 I5S N10 H10 SING N N 21 I5S C13 C14 SING N N 22 I5S C13 H131 SING N N 23 I5S C13 H132 SING N N 24 I5S C14 N15 SING N N 25 I5S C14 H141 SING N N 26 I5S C14 H142 SING N N 27 I5S N15 S16 SING N N 28 I5S N15 H15 SING N N 29 I5S S16 O17 DOUB N N 30 I5S S16 O18 DOUB N N 31 I5S S16 C19 SING N N 32 I5S C19 C20 DOUB Y N 33 I5S C19 C28 SING Y N 34 I5S C20 C21 SING Y N 35 I5S C20 H20 SING N N 36 I5S C21 C22 DOUB Y N 37 I5S C21 H21 SING N N 38 I5S C22 C23 SING Y N 39 I5S C22 H22 SING N N 40 I5S C23 C24 DOUB Y N 41 I5S C23 C28 SING Y N 42 I5S C24 N25 SING Y N 43 I5S C24 H24 SING N N 44 I5S N25 C26 DOUB Y N 45 I5S C26 C27 SING Y N 46 I5S C26 H26 SING N N 47 I5S C27 C28 DOUB Y N 48 I5S C27 H27 SING N N 49 I5S C29 C30 DOUB Y N 50 I5S C29 H29 SING N N 51 I5S C30 H30 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 I5S SMILES ACDLabs 10.04 "Clc1ccc(cc1)COCCNCCNS(=O)(=O)c2cccc3c2ccnc3" I5S SMILES_CANONICAL CACTVS 3.341 "Clc1ccc(COCCNCCN[S](=O)(=O)c2cccc3cnccc23)cc1" I5S SMILES CACTVS 3.341 "Clc1ccc(COCCNCCN[S](=O)(=O)c2cccc3cnccc23)cc1" I5S SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc2cnccc2c(c1)S(=O)(=O)NCCNCCOCc3ccc(cc3)Cl" I5S SMILES "OpenEye OEToolkits" 1.5.0 "c1cc2cnccc2c(c1)S(=O)(=O)NCCNCCOCc3ccc(cc3)Cl" I5S InChI InChI 1.03 "InChI=1S/C20H22ClN3O3S/c21-18-6-4-16(5-7-18)15-27-13-12-22-10-11-24-28(25,26)20-3-1-2-17-14-23-9-8-19(17)20/h1-9,14,22,24H,10-13,15H2" I5S InChIKey InChI 1.03 AUHWQSZMVMMRLM-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 I5S "SYSTEMATIC NAME" ACDLabs 10.04 "N-[2-({2-[(4-chlorobenzyl)oxy]ethyl}amino)ethyl]isoquinoline-5-sulfonamide" I5S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[2-[2-[(4-chlorophenyl)methoxy]ethylamino]ethyl]isoquinoline-5-sulfonamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site I5S "Create component" 2005-09-12 EBI I5S "Modify descriptor" 2011-06-04 RCSB #