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                    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                        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 InChI            InChI                1.02b InChI=1/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                1.02b AUHWQSZMVMMRLM-UHFFFAOYAK                                                                                                            
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                                                                                        
# 
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 
# 
