data_087
# 
_chem_comp.id                                    087 
_chem_comp.name                                  "2-chloro-6-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)pyridine-4-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H18 Cl3 N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-10-12 
_chem_comp.pdbx_modified_date                    2012-01-06 
_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                        430.716 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     087 
_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        3U2D 
_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 
087 C1   C1   C  0 1 N N N 5.568  8.367  23.618 6.830  -0.758 2.638  C1   087 1  
087 CL1  CL1  CL 0 0 N N N -4.897 -1.458 23.067 -6.439 -2.699 -0.878 CL1  087 2  
087 C2   C2   C  0 1 Y N N 4.270  7.623  23.530 5.957  -0.423 1.457  C2   087 3  
087 CL2  CL2  CL 0 0 N N N 0.934  6.570  21.884 5.279  0.848  -2.183 CL2  087 4  
087 C3   C3   C  0 1 Y N N 3.360  7.678  22.522 6.390  0.069  0.271  C3   087 5  
087 CL3  CL3  CL 0 0 N N N 3.408  8.650  21.055 8.037  0.419  -0.149 CL3  087 6  
087 C4   C4   C  0 1 Y N N 2.327  6.795  22.875 5.273  0.243  -0.556 C4   087 7  
087 C5   C5   C  0 1 Y N N 2.628  6.223  24.109 4.167  -0.156 0.167  C5   087 8  
087 N6   N6   N  0 1 Y N N 3.851  6.742  24.481 4.609  -0.569 1.406  N6   087 9  
087 C8   C8   C  0 1 N N N 1.911  5.224  24.915 2.778  -0.147 -0.299 C8   087 10 
087 O9   O9   O  0 1 N N N 2.429  4.855  25.970 2.516  0.239  -1.423 O9   087 11 
087 N10  N10  N  0 1 N N N 0.729  4.688  24.495 1.791  -0.566 0.518  N10  087 12 
087 C11  C11  C  0 1 N N N 0.041  3.653  25.279 0.402  -0.557 0.052  C11  087 13 
087 C12  C12  C  0 1 N N N -1.412 3.529  24.783 -0.407 -1.595 0.835  C12  087 14 
087 C13  C13  C  0 1 N N N -2.084 2.259  25.340 -1.869 -1.538 0.387  C13  087 15 
087 N14  N14  N  0 1 N N N -1.229 1.098  25.035 -2.404 -0.192 0.627  N14  087 16 
087 C15  C15  C  0 1 N N N 0.092  1.137  25.664 -1.673 0.816  -0.152 C15  087 17 
087 C16  C16  C  0 1 N N N 0.822  2.341  25.050 -0.205 0.830  0.278  C16  087 18 
087 C17  C17  C  0 1 Y N N -1.829 -0.155 24.987 -3.766 -0.141 0.353  C17  087 19 
087 C18  C18  C  0 1 Y N N -1.317 -1.249 25.695 -4.457 1.054  0.520  C18  087 20 
087 C19  C19  C  0 1 Y N N -1.951 -2.493 25.604 -5.824 1.090  0.241  C19  087 21 
087 C20  C20  C  0 1 Y N N -3.083 -2.582 24.775 -6.441 -0.088 -0.196 C20  087 22 
087 C21  C21  C  0 1 Y N N -3.512 -1.445 24.104 -5.683 -1.234 -0.336 C21  087 23 
087 N22  N22  N  0 1 Y N N -2.887 -0.293 24.220 -4.390 -1.230 -0.068 N22  087 24 
087 C24  C24  C  0 1 N N N -1.440 -3.665 26.367 -6.601 2.340  0.405  C24  087 25 
087 O25  O25  O  0 1 N N N -0.242 -3.848 26.490 -6.049 3.353  0.786  O25  087 26 
087 N26  N26  N  0 1 N N N -2.290 -4.544 26.938 -7.921 2.354  0.131  N26  087 27 
087 H1   H1   H  0 1 N N N 5.407  9.326  24.132 6.927  0.119  3.278  H1   087 28 
087 H1A  H1A  H  0 1 N N N 6.297  7.767  24.182 6.379  -1.573 3.204  H1A  087 29 
087 H1B  H1B  H  0 1 N N N 5.953  8.554  22.605 7.816  -1.062 2.286  H1B  087 30 
087 HN10 HN10 H  0 0 N N N 0.323  5.005  23.638 2.000  -0.874 1.413  HN10 087 31 
087 H11  H11  H  0 1 N N N 0.008  3.894  26.352 0.373  -0.799 -1.010 H11  087 32 
087 H12  H12  H  0 1 N N N -1.980 4.409  25.119 -0.006 -2.590 0.643  H12  087 33 
087 H12A H12A H  0 0 N N N -1.410 3.479  23.684 -0.344 -1.376 1.901  H12A 087 34 
087 H13  H13  H  0 1 N N N -2.208 2.352  26.429 -1.933 -1.771 -0.676 H13  087 35 
087 H13A H13A H  0 0 N N N -3.071 2.126  24.873 -2.451 -2.266 0.953  H13A 087 36 
087 H15  H15  H  0 1 N N N -0.002 1.256  26.754 -1.737 0.572  -1.213 H15  087 37 
087 H15A H15A H  0 0 N N N 0.644  0.207  25.464 -2.112 1.798  0.022  H15A 087 38 
087 H16  H16  H  0 1 N N N 0.929  2.176  23.968 -0.139 1.088  1.335  H16  087 39 
087 H16A H16A H  0 0 N N N 1.813  2.432  25.519 0.341  1.566  -0.312 H16A 087 40 
087 H18  H18  H  0 1 N N N -0.436 -1.133 26.309 -3.944 1.942  0.860  H18  087 41 
087 H20  H20  H  0 1 N N N -3.609 -3.518 24.662 -7.497 -0.100 -0.422 H20  087 42 
087 HN26 HN26 H  0 0 N N N -1.932 -5.326 27.449 -8.362 1.546  -0.174 HN26 087 43 
087 HN2A HN2A H  0 0 N N N -3.278 -4.414 26.850 -8.430 3.173  0.238  HN2A 087 44 
087 HN6  HN6  H  0 1 N N N 4.350  6.509  25.315 4.049  -0.906 2.122  HN6  087 45 
# 
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 
087 C1  C2   SING N N 1  
087 C1  H1   SING N N 2  
087 C1  H1A  SING N N 3  
087 C1  H1B  SING N N 4  
087 CL1 C21  SING N N 5  
087 C2  C3   DOUB Y N 6  
087 C2  N6   SING Y N 7  
087 CL2 C4   SING N N 8  
087 C3  C4   SING Y N 9  
087 CL3 C3   SING N N 10 
087 C4  C5   DOUB Y N 11 
087 C5  N6   SING Y N 12 
087 C5  C8   SING N N 13 
087 N10 C8   SING N N 14 
087 C8  O9   DOUB N N 15 
087 N10 C11  SING N N 16 
087 N10 HN10 SING N N 17 
087 C12 C11  SING N N 18 
087 C16 C11  SING N N 19 
087 C11 H11  SING N N 20 
087 C12 C13  SING N N 21 
087 C12 H12  SING N N 22 
087 C12 H12A SING N N 23 
087 N14 C13  SING N N 24 
087 C13 H13  SING N N 25 
087 C13 H13A SING N N 26 
087 C17 N14  SING N N 27 
087 N14 C15  SING N N 28 
087 C16 C15  SING N N 29 
087 C15 H15  SING N N 30 
087 C15 H15A SING N N 31 
087 C16 H16  SING N N 32 
087 C16 H16A SING N N 33 
087 N22 C17  DOUB Y N 34 
087 C17 C18  SING Y N 35 
087 C19 C18  DOUB Y N 36 
087 C18 H18  SING N N 37 
087 C20 C19  SING Y N 38 
087 C19 C24  SING N N 39 
087 C21 C20  DOUB Y N 40 
087 C20 H20  SING N N 41 
087 C21 N22  SING Y N 42 
087 C24 O25  DOUB N N 43 
087 C24 N26  SING N N 44 
087 N26 HN26 SING N N 45 
087 N26 HN2A SING N N 46 
087 N6  HN6  SING N N 47 
# 
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 
087 SMILES           ACDLabs              12.01 "Clc1c(Cl)c(nc1C(=O)NC3CCN(c2nc(Cl)cc(C(=O)N)c2)CC3)C"                                                                                              
087 InChI            InChI                1.03  "InChI=1S/C17H18Cl3N5O2/c1-8-13(19)14(20)15(22-8)17(27)23-10-2-4-25(5-3-10)12-7-9(16(21)26)6-11(18)24-12/h6-7,10,22H,2-5H2,1H3,(H2,21,26)(H,23,27)" 
087 InChIKey         InChI                1.03  DDZQOAWVENUEIU-UHFFFAOYSA-N                                                                                                                         
087 SMILES_CANONICAL CACTVS               3.370 "Cc1[nH]c(C(=O)NC2CCN(CC2)c3cc(cc(Cl)n3)C(N)=O)c(Cl)c1Cl"                                                                                           
087 SMILES           CACTVS               3.370 "Cc1[nH]c(C(=O)NC2CCN(CC2)c3cc(cc(Cl)n3)C(N)=O)c(Cl)c1Cl"                                                                                           
087 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1c(c(c([nH]1)C(=O)NC2CCN(CC2)c3cc(cc(n3)Cl)C(=O)N)Cl)Cl"                                                                                         
087 SMILES           "OpenEye OEToolkits" 1.7.2 "Cc1c(c(c([nH]1)C(=O)NC2CCN(CC2)c3cc(cc(n3)Cl)C(=O)N)Cl)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 
087 "SYSTEMATIC NAME" ACDLabs              12.01 "2-chloro-6-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)pyridine-4-carboxamide"         
087 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "2-[4-[[3,4-bis(chloranyl)-5-methyl-1H-pyrrol-2-yl]carbonylamino]piperidin-1-yl]-6-chloranyl-pyridine-4-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
087 "Create component" 2011-10-12 RCSB 
# 
