data_M14
# 
_chem_comp.id                                    M14 
_chem_comp.name                                  2-[3-chloro-5-(3-chloro-5-cyanophenoxy)phenoxy]-N-(2-chloro-4-sulfamoylphenyl)acetamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H14 Cl3 N3 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         N-[4-(aminosulfonyl)-2-chlorophenyl]-2-[3-chloro-5-(3-chloro-5-cyanophenoxy)phenoxy]acetamide 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-02-07 
_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                        526.777 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     M14 
_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        3C6T 
_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 
M14 C    C    C  0 1 Y N N 6.237  9.460  14.260 3.769  0.676  -0.236 C    M14 1  
M14 C1   C1   C  0 1 Y N N 6.329  8.754  13.055 3.713  -0.653 -0.633 C1   M14 2  
M14 C2   C2   C  0 1 Y N N 6.412  7.364  13.047 4.846  -1.441 -0.569 C2   M14 3  
M14 C3   C3   C  0 1 Y N N 6.398  6.694  14.271 6.036  -0.907 -0.111 C3   M14 4  
M14 C4   C4   C  0 1 Y N N 6.318  7.387  15.469 6.096  0.417  0.287  C4   M14 5  
M14 C5   C5   C  0 1 Y N N 6.221  8.765  15.440 4.966  1.210  0.225  C5   M14 6  
M14 C6   C6   C  0 1 Y N N 9.996  12.282 16.974 -4.595 1.493  -0.064 C6   M14 7  
M14 C7   C7   C  0 1 Y N N 10.973 12.590 16.071 -4.649 2.879  -0.102 C7   M14 8  
M14 C8   C8   C  0 1 Y N N 10.563 13.114 14.870 -3.480 3.616  -0.162 C8   M14 9  
M14 C9   C9   C  0 1 Y N N 9.195  13.339 14.559 -2.256 2.973  -0.184 C9   M14 10 
M14 C10  C10  C  0 1 Y N N 8.201  13.008 15.497 -2.198 1.587  -0.146 C10  M14 11 
M14 C11  C11  C  0 1 Y N N 8.637  12.466 16.708 -3.369 0.847  -0.085 C11  M14 12 
M14 C12  C12  C  0 1 Y N N 10.040 12.249 21.699 -5.781 -2.784 -0.798 C12  M14 13 
M14 C13  C13  C  0 1 Y N N 10.136 11.649 20.457 -5.884 -1.411 -0.938 C13  M14 14 
M14 C14  C14  C  0 1 Y N N 10.327 12.421 19.329 -5.642 -0.577 0.146  C14  M14 15 
M14 C15  C15  C  0 1 Y N N 10.420 13.794 19.425 -5.297 -1.118 1.373  C15  M14 16 
M14 C16  C16  C  0 1 Y N N 10.302 14.361 20.685 -5.192 -2.502 1.517  C16  M14 17 
M14 C17  C17  C  0 1 Y N N 10.129 13.619 21.842 -5.438 -3.333 0.422  C17  M14 18 
M14 CL   CL   CL 0 0 N N N 9.816  11.285 23.113 -6.093 -3.819 -2.156 CL   M14 19 
M14 O    O    O  0 1 N N N 10.445 11.750 18.142 -5.744 0.770  0.001  O    M14 20 
M14 CL1  CL1  CL 0 0 N N N 11.872 13.530 13.798 -3.550 5.350  -0.211 CL1  M14 21 
M14 O19  O19  O  0 1 N N N 6.811  13.106 15.451 -0.995 0.956  -0.168 O19  M14 22 
M14 C20  C20  C  0 1 N N N 6.094  13.203 14.227 0.170  1.781  -0.231 C20  M14 23 
M14 C21  C21  C  0 1 N N N 6.169  11.852 13.542 1.401  0.913  -0.247 C21  M14 24 
M14 N    N    N  0 1 N N N 6.156  10.848 14.468 2.624  1.477  -0.305 N    M14 25 
M14 O22  O22  O  0 1 N N N 6.285  11.701 12.345 1.292  -0.294 -0.208 O22  M14 26 
M14 S    S    S  0 1 N N N 6.549  4.922  14.380 7.479  -1.915 -0.031 S    M14 27 
M14 N23  N23  N  0 1 N N N 5.551  4.336  13.124 8.259  -1.770 -1.485 N23  M14 28 
M14 O24  O24  O  0 1 N N N 7.968  4.791  14.033 8.329  -1.322 0.941  O24  M14 29 
M14 O25  O25  O  0 1 N N N 6.043  4.528  15.687 7.025  -3.259 0.049  O25  M14 30 
M14 CL2  CL2  CL 0 0 N N N 6.086  9.677  16.907 5.043  2.871  0.723  CL2  M14 31 
M14 C27  C27  C  0 1 N N N 10.406 15.724 20.813 -4.835 -3.068 2.783  C27  M14 32 
M14 N28  N28  N  0 1 N N N 10.584 16.780 21.136 -4.551 -3.517 3.787  N28  M14 33 
M14 H1   H1   H  0 1 N N N 6.336  9.294  12.120 2.783  -1.071 -0.991 H1   M14 34 
M14 H2   H2   H  0 1 N N N 6.485  6.819  12.118 4.802  -2.474 -0.878 H2   M14 35 
M14 H4   H4   H  0 1 N N N 6.331  6.858  16.410 7.027  0.831  0.645  H4   M14 36 
M14 H7   H7   H  0 1 N N N 12.018 12.429 16.291 -5.604 3.383  -0.086 H7   M14 37 
M14 H9   H9   H  0 1 N N N 8.919  13.763 13.605 -1.344 3.550  -0.232 H9   M14 38 
M14 H11  H11  H  0 1 N N N 7.909  12.183 17.454 -3.325 -0.232 -0.055 H11  M14 39 
M14 H13  H13  H  0 1 N N N 10.061 10.575 20.369 -6.153 -0.987 -1.894 H13  M14 40 
M14 H15  H15  H  0 1 N N N 10.579 14.406 18.549 -5.108 -0.470 2.216  H15  M14 41 
M14 H17  H17  H  0 1 N N N 10.067 14.091 22.811 -5.358 -4.405 0.529  H17  M14 42 
M14 H20  H20  H  0 1 N N N 5.045  13.469 14.424 0.139  2.385  -1.138 H20  M14 43 
M14 H20A H20A H  0 0 N N N 6.530  13.984 13.587 0.198  2.437  0.640  H20A M14 44 
M14 HN   HN   H  0 1 N N N 6.078  11.139 15.422 2.710  2.440  -0.394 HN   M14 45 
M14 HN23 HN23 H  0 0 N N N 4.618  4.221  13.465 7.889  -1.202 -2.179 HN23 M14 46 
M14 HN2A HN2A H  0 0 N N N 5.551  4.989  12.366 9.085  -2.254 -1.643 HN2A M14 47 
# 
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 
M14 C   C1   DOUB Y N 1  
M14 C   C5   SING Y N 2  
M14 C   N    SING N N 3  
M14 C1  C2   SING Y N 4  
M14 C2  C3   DOUB N N 5  
M14 C3  C4   SING Y N 6  
M14 C3  S    SING N N 7  
M14 C4  C5   DOUB Y N 8  
M14 C5  CL2  SING N N 9  
M14 C6  C7   DOUB Y N 10 
M14 C6  C11  SING N N 11 
M14 C6  O    SING N N 12 
M14 C7  C8   SING Y N 13 
M14 C8  C9   DOUB Y N 14 
M14 C8  CL1  SING N N 15 
M14 C9  C10  SING Y N 16 
M14 C10 C11  DOUB N N 17 
M14 C10 O19  SING Y N 18 
M14 C12 C13  DOUB N N 19 
M14 C12 C17  SING Y N 20 
M14 C12 CL   SING N N 21 
M14 C13 C14  SING Y N 22 
M14 C14 C15  DOUB N N 23 
M14 C14 O    SING N N 24 
M14 C15 C16  SING Y N 25 
M14 C16 C17  DOUB Y N 26 
M14 C16 C27  SING N N 27 
M14 O19 C20  SING Y N 28 
M14 C20 C21  SING N N 29 
M14 C21 N    SING Y N 30 
M14 C21 O22  DOUB N N 31 
M14 S   N23  SING Y N 32 
M14 S   O24  DOUB N N 33 
M14 S   O25  DOUB Y N 34 
M14 C27 N28  TRIP N N 35 
M14 C1  H1   SING N N 36 
M14 C2  H2   SING N N 37 
M14 C4  H4   SING N N 38 
M14 C7  H7   SING N N 39 
M14 C9  H9   SING N N 40 
M14 C11 H11  SING N N 41 
M14 C13 H13  SING N N 42 
M14 C15 H15  SING N N 43 
M14 C17 H17  SING N N 44 
M14 C20 H20  SING N N 45 
M14 C20 H20A SING N N 46 
M14 N   HN   SING N N 47 
M14 N23 HN23 SING N N 48 
M14 N23 HN2A SING N N 49 
# 
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 
M14 SMILES           ACDLabs              10.04 Clc3cc(ccc3NC(=O)COc2cc(Oc1cc(C#N)cc(Cl)c1)cc(Cl)c2)S(=O)(=O)N                                                                                                           
M14 InChI            InChI                1.02b InChI=1/C21H14Cl3N3O5S/c22-13-3-12(10-25)4-16(6-13)32-17-7-14(23)5-15(8-17)31-11-21(28)27-20-2-1-18(9-19(20)24)33(26,29)30/h1-9H,11H2,(H,27,28)(H2,26,29,30)/f/h27H,26H2 
M14 InChIKey         InChI                1.02b GYBNBRVJAPRVLI-AEPMWGQWCQ                                                                                                                                                
M14 SMILES_CANONICAL CACTVS               3.341 N[S](=O)(=O)c1ccc(NC(=O)COc2cc(Cl)cc(Oc3cc(Cl)cc(c3)C#N)c2)c(Cl)c1                                                                                                       
M14 SMILES           CACTVS               3.341 N[S](=O)(=O)c1ccc(NC(=O)COc2cc(Cl)cc(Oc3cc(Cl)cc(c3)C#N)c2)c(Cl)c1                                                                                                       
M14 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1S(=O)(=O)N)Cl)NC(=O)COc2cc(cc(c2)Cl)Oc3cc(cc(c3)Cl)C#N                                                                                                         
M14 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(c(cc1S(=O)(=O)N)Cl)NC(=O)COc2cc(cc(c2)Cl)Oc3cc(cc(c3)Cl)C#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 
M14 "SYSTEMATIC NAME" ACDLabs              10.04 2-[3-chloro-5-(3-chloro-5-cyanophenoxy)phenoxy]-N-(2-chloro-4-sulfamoylphenyl)acetamide    
M14 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[3-chloro-5-(3-chloro-5-cyano-phenoxy)phenoxy]-N-(2-chloro-4-sulfamoyl-phenyl)ethanamide 
# 
