data_21F
# 
_chem_comp.id                                    21F 
_chem_comp.name                                  "N-{1-[N-(4-chloro-5-iodo-2-methoxyphenyl)glycyl]piperidin-4-yl}ethanesulfonamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H23 Cl I N3 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-08-15 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        515.794 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     21F 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        4LYH 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
21F C13  C13  C  0 1 N N N N N N 81.008 4.646 188.160 -5.001 -0.496 0.050  C13  21F 1  
21F C17  C17  C  0 1 N N N N N N 83.700 5.587 190.848 -9.125 1.354  -1.288 C17  21F 2  
21F C20  C20  C  0 1 N N N N N N 82.085 4.999 187.157 -4.756 -1.987 0.293  C20  21F 3  
21F C21  C21  C  0 1 N N N N N N 82.123 3.994 186.079 -3.729 -2.503 -0.719 C21  21F 4  
21F C26  C26  C  0 1 Y N N N N N 78.710 7.002 180.534 4.738  -1.847 0.284  C26  21F 5  
21F CL1  CL1  CL 0 0 N N N N N N 77.692 9.403 181.070 6.444  0.253  0.334  CL1  21F 6  
21F C02  C02  C  0 1 Y N N N N N 78.771 8.065 181.373 4.873  -0.473 0.195  C02  21F 7  
21F C03  C03  C  0 1 Y N N N N N 79.653 8.115 182.491 3.759  0.323  -0.005 C03  21F 8  
21F I04  I04  I  0 1 N N N N N N 79.818 9.694 183.738 3.972  2.403  -0.140 I04  21F 9  
21F C05  C05  C  0 1 Y N N N N N 80.505 7.043 182.706 2.506  -0.251 -0.116 C05  21F 10 
21F C06  C06  C  0 1 Y N N N N N 80.479 5.972 181.843 2.365  -1.628 -0.027 C06  21F 11 
21F N07  N07  N  0 1 N N N N N N 81.330 4.860 181.996 1.097  -2.212 -0.140 N07  21F 12 
21F C08  C08  C  0 1 N N N N N N 81.779 4.494 183.326 -0.082 -1.367 -0.352 C08  21F 13 
21F C09  C09  C  0 1 N N N N N N 80.617 3.966 184.119 -1.312 -2.234 -0.438 C09  21F 14 
21F N10  N10  N  0 1 N N N N N N 80.809 3.789 185.456 -2.521 -1.671 -0.632 N10  21F 15 
21F C11  C11  C  0 1 N N N N N N 79.719 3.393 186.371 -2.656 -0.214 -0.762 C11  21F 16 
21F C12  C12  C  0 1 N N N N N N 79.686 4.372 187.466 -3.696 0.277  0.250  C12  21F 17 
21F N14  N14  N  0 1 N N N N N N 80.890 5.771 189.098 -6.008 -0.006 0.994  N14  21F 18 
21F S15  S15  S  0 1 N N N N N N 80.960 5.402 190.707 -7.086 1.160  0.525  S15  21F 19 
21F C16  C16  C  0 1 N N N N N N 82.506 4.674 191.039 -8.079 0.365  -0.767 C16  21F 20 
21F O18  O18  O  0 1 N N N N N N 80.875 6.646 191.380 -7.873 1.397  1.684  O18  21F 21 
21F O19  O19  O  0 1 N N N N N N 79.961 4.394 190.912 -6.273 2.185  -0.030 O19  21F 22 
21F O22  O22  O  0 1 N N N N N N 79.497 3.785 183.601 -1.213 -3.439 -0.333 O22  21F 23 
21F C23  C23  C  0 1 Y N N N N N 79.615 5.933 180.759 3.486  -2.429 0.174  C23  21F 24 
21F O24  O24  O  0 1 N N N N N N 79.686 4.818 179.981 3.352  -3.780 0.260  O24  21F 25 
21F C25  C25  C  0 1 N N N N N N 78.844 4.774 178.819 4.546  -4.538 0.467  C25  21F 26 
21F H131 H131 H  0 0 N N N N N N 81.315 3.743 188.708 -5.358 -0.348 -0.970 H131 21F 27 
21F H171 H171 H  0 0 N N N N N N 84.624 5.037 191.081 -9.722 0.876  -2.065 H171 21F 28 
21F H172 H172 H  0 0 N N N N N N 83.733 5.934 189.805 -9.774 1.661  -0.469 H172 21F 29 
21F H1   H1   H  0 1 N Y N N N N 83.610 6.454 191.519 -8.623 2.228  -1.702 H1   21F 30 
21F H201 H201 H  0 0 N N N N N N 81.870 5.988 186.725 -4.377 -2.133 1.304  H201 21F 31 
21F H202 H202 H  0 0 N N N N N N 83.060 5.025 187.665 -5.692 -2.534 0.173  H202 21F 32 
21F H211 H211 H  0 0 N N N N N N 82.831 4.331 185.307 -3.477 -3.538 -0.488 H211 21F 33 
21F H212 H212 H  0 0 N N N N N N 82.467 3.038 186.500 -4.144 -2.442 -1.725 H212 21F 34 
21F H261 H261 H  0 0 N N N N N N 77.998 6.970 179.723 5.610  -2.467 0.436  H261 21F 35 
21F H051 H051 H  0 0 N N N N N N 81.185 7.049 183.545 1.638  0.372  -0.271 H051 21F 36 
21F H071 H071 H  0 0 N N N N N N 80.847 4.068 181.622 0.999  -3.175 -0.078 H071 21F 37 
21F H081 H081 H  0 0 N N N N N N 82.555 3.718 183.251 -0.185 -0.672 0.481  H081 21F 38 
21F H082 H082 H  0 0 N N N N N N 82.194 5.379 183.829 0.034  -0.808 -1.280 H082 21F 39 
21F H111 H111 H  0 0 N N N N N N 78.758 3.396 185.835 -1.696 0.261  -0.560 H111 21F 40 
21F H112 H112 H  0 0 N N N N N N 79.912 2.387 186.772 -2.983 0.034  -1.771 H112 21F 41 
21F H121 H121 H  0 0 N N N N N N 78.979 4.004 188.224 -3.876 1.341  0.100  H121 21F 42 
21F H122 H122 H  0 0 N N N N N N 79.319 5.324 187.054 -3.326 0.109  1.262  H122 21F 43 
21F H141 H141 H  0 0 N N N N N N 81.633 6.410 188.901 -6.044 -0.365 1.895  H141 21F 44 
21F H161 H161 H  0 0 N N N N N N 82.627 3.810 190.369 -8.581 -0.510 -0.354 H161 21F 45 
21F H162 H162 H  0 0 N N N N N N 82.504 4.330 192.084 -7.430 0.057  -1.587 H162 21F 46 
21F H251 H251 H  0 0 N N N N N N 79.002 3.824 178.287 5.234  -4.365 -0.361 H251 21F 47 
21F H252 H252 H  0 0 N N N N N N 77.791 4.851 179.126 5.015  -4.230 1.401  H252 21F 48 
21F H253 H253 H  0 0 N N N N N N 79.094 5.613 178.153 4.298  -5.599 0.517  H253 21F 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 
21F C13 C20  SING N N 1  
21F C13 C12  SING N N 2  
21F C13 N14  SING N N 3  
21F C17 C16  SING N N 4  
21F C20 C21  SING N N 5  
21F C21 N10  SING N N 6  
21F C26 C02  DOUB Y N 7  
21F C26 C23  SING Y N 8  
21F CL1 C02  SING N N 9  
21F C02 C03  SING Y N 10 
21F C03 I04  SING N N 11 
21F C03 C05  DOUB Y N 12 
21F C05 C06  SING Y N 13 
21F C06 N07  SING N N 14 
21F C06 C23  DOUB Y N 15 
21F N07 C08  SING N N 16 
21F C08 C09  SING N N 17 
21F C09 N10  SING N N 18 
21F C09 O22  DOUB N N 19 
21F N10 C11  SING N N 20 
21F C11 C12  SING N N 21 
21F N14 S15  SING N N 22 
21F S15 C16  SING N N 23 
21F S15 O18  DOUB N N 24 
21F S15 O19  DOUB N N 25 
21F C23 O24  SING N N 26 
21F O24 C25  SING N N 27 
21F C13 H131 SING N N 28 
21F C17 H171 SING N N 29 
21F C17 H172 SING N N 30 
21F C17 H1   SING N N 31 
21F C20 H201 SING N N 32 
21F C20 H202 SING N N 33 
21F C21 H211 SING N N 34 
21F C21 H212 SING N N 35 
21F C26 H261 SING N N 36 
21F C05 H051 SING N N 37 
21F N07 H071 SING N N 38 
21F C08 H081 SING N N 39 
21F C08 H082 SING N N 40 
21F C11 H111 SING N N 41 
21F C11 H112 SING N N 42 
21F C12 H121 SING N N 43 
21F C12 H122 SING N N 44 
21F N14 H141 SING N N 45 
21F C16 H161 SING N N 46 
21F C16 H162 SING N N 47 
21F C25 H251 SING N N 48 
21F C25 H252 SING N N 49 
21F C25 H253 SING N N 50 
# 
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 
21F SMILES           ACDLabs              12.01 "O=C(N1CCC(NS(=O)(=O)CC)CC1)CNc2cc(I)c(Cl)cc2OC"                                                                                    
21F InChI            InChI                1.03  "InChI=1S/C16H23ClIN3O4S/c1-3-26(23,24)20-11-4-6-21(7-5-11)16(22)10-19-14-9-13(18)12(17)8-15(14)25-2/h8-9,11,19-20H,3-7,10H2,1-2H3" 
21F InChIKey         InChI                1.03  IECPGMHQJFPFAZ-UHFFFAOYSA-N                                                                                                         
21F SMILES_CANONICAL CACTVS               3.385 "CC[S](=O)(=O)NC1CCN(CC1)C(=O)CNc2cc(I)c(Cl)cc2OC"                                                                                  
21F SMILES           CACTVS               3.385 "CC[S](=O)(=O)NC1CCN(CC1)C(=O)CNc2cc(I)c(Cl)cc2OC"                                                                                  
21F SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCS(=O)(=O)NC1CCN(CC1)C(=O)CNc2cc(c(cc2OC)Cl)I"                                                                                    
21F SMILES           "OpenEye OEToolkits" 1.7.6 "CCS(=O)(=O)NC1CCN(CC1)C(=O)CNc2cc(c(cc2OC)Cl)I"                                                                                    
# 
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 
21F "SYSTEMATIC NAME" ACDLabs              12.01 "N-{1-[N-(4-chloro-5-iodo-2-methoxyphenyl)glycyl]piperidin-4-yl}ethanesulfonamide"                 
21F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[1-[2-[(4-chloranyl-5-iodanyl-2-methoxy-phenyl)amino]ethanoyl]piperidin-4-yl]ethanesulfonamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
21F "Create component"         2013-08-15 RCSB 
21F "Modify leaving atom flag" 2013-08-16 RCSB 
21F "Initial release"          2013-11-27 RCSB 
21F "Modify PCM"               2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            21F 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C17 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
