data_SM5
# 
_chem_comp.id                                    SM5 
_chem_comp.name                                  "(1E)-5-(1-piperidin-4-yl-3-pyridin-4-yl-1H-pyrazol-4-yl)-2,3-dihydro-1H-inden-1-one oxime" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H23 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-06-05 
_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                        373.451 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SM5 
_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        3D4Q 
_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 
SM5 C18  C18  C 0 1 N N N 87.586 6.922  -7.593 -4.239 0.550  -0.188 C18  SM5 1  
SM5 N4   N4   N 0 1 Y N N 86.167 7.295  -7.637 -2.870 0.029  -0.147 N4   SM5 2  
SM5 C14  C14  C 0 1 Y N N 81.653 4.649  -5.764 2.888  0.005  1.128  C14  SM5 3  
SM5 C13  C13  C 0 1 Y N N 82.700 5.510  -6.141 1.563  -0.348 1.020  C13  SM5 4  
SM5 C12  C12  C 0 1 Y N N 82.544 6.422  -7.184 0.743  0.296  0.094  C12  SM5 5  
SM5 C17  C17  C 0 1 Y N N 81.194 6.488  -7.952 1.268  1.296  -0.723 C17  SM5 6  
SM5 C16  C16  C 0 1 Y N N 80.159 5.586  -7.535 2.597  1.652  -0.618 C16  SM5 7  
SM5 C15  C15  C 0 1 Y N N 80.438 4.684  -6.441 3.419  1.015  0.311  C15  SM5 8  
SM5 C11  C11  C 0 1 Y N N 81.833 9.324  -7.586 0.863  -2.664 -0.837 C11  SM5 9  
SM5 N3   N3   N 0 1 Y N N 85.721 8.580  -8.012 -2.505 -1.319 -0.240 N3   SM5 10 
SM5 C10  C10  C 0 1 Y N N 80.914 10.389 -7.865 1.579  -3.843 -0.863 C10  SM5 11 
SM5 C8   C8   C 0 1 Y N N 82.503 11.555 -9.134 -0.091 -4.970 0.263  C8   SM5 12 
SM5 C22  C22  C 0 1 N N N 89.870 7.405  -7.860 -5.674 2.468  -0.893 C22  SM5 13 
SM5 C7   C7   C 0 1 Y N N 83.576 10.479 -8.910 -0.871 -3.835 0.338  C7   SM5 14 
SM5 C5   C5   C 0 1 Y N N 85.143 6.404  -7.306 -1.750 0.768  -0.019 C5   SM5 15 
SM5 C6   C6   C 0 1 Y N N 83.212 9.405  -8.144 -0.392 -2.646 -0.222 C6   SM5 16 
SM5 C1   C1   C 0 1 Y N N 83.734 7.164  -7.461 -0.685 -0.084 -0.023 C1   SM5 17 
SM5 C19  C19  C 0 1 N N N 87.774 5.460  -8.012 -4.759 0.736  1.240  C19  SM5 18 
SM5 C20  C20  C 0 1 N N N 89.232 4.946  -7.725 -6.166 1.336  1.192  C20  SM5 19 
SM5 C2   C2   C 0 1 Y N N 84.057 8.433  -7.878 -1.194 -1.401 -0.165 C2   SM5 20 
SM5 N9   N9   N 0 1 Y N N 81.227 11.493 -8.619 1.091  -4.944 -0.322 N9   SM5 21 
SM5 N21  N21  N 0 1 N N N 90.210 5.955  -8.209 -6.125 2.628  0.495  N21  SM5 22 
SM5 C23  C23  C 0 1 N N N 88.415 7.728  -8.282 -4.251 1.901  -0.908 C23  SM5 23 
SM5 C24  C24  C 0 1 N N N 78.745 5.356  -8.039 3.395  2.687  -1.375 C24  SM5 24 
SM5 C25  C25  C 0 1 N N N 78.178 4.123  -7.048 4.823  2.625  -0.818 C25  SM5 25 
SM5 C26  C26  C 0 1 N N N 79.362 3.842  -6.114 4.791  1.555  0.246  C26  SM5 26 
SM5 N27  N27  N 0 1 N N N 79.441 3.046  -5.183 5.791  1.178  0.976  N27  SM5 27 
SM5 O28  O28  O 0 1 N N N 78.230 2.344  -5.028 7.059  1.785  0.806  O28  SM5 28 
SM5 H18  H18  H 0 1 N N N 87.880 7.052  -6.541 -4.880 -0.152 -0.720 H18  SM5 29 
SM5 H14  H14  H 0 1 N N N 81.793 3.958  -4.946 3.521  -0.494 1.846  H14  SM5 30 
SM5 H13  H13  H 0 1 N N N 83.641 5.464  -5.613 1.158  -1.123 1.654  H13  SM5 31 
SM5 H17  H17  H 0 1 N N N 81.042 7.183  -8.765 0.634  1.791  -1.444 H17  SM5 32 
SM5 H11  H11  H 0 1 N N N 81.531 8.480  -6.983 1.269  -1.767 -1.281 H11  SM5 33 
SM5 H10  H10  H 0 1 N N N 79.916 10.318 -7.458 2.551  -3.866 -1.332 H10  SM5 34 
SM5 H8   H8   H 0 1 N N N 82.766 12.414 -9.733 -0.452 -5.893 0.692  H8   SM5 35 
SM5 H122 H122 H 0 0 N N N 89.974 7.551  -6.775 -6.343 1.783  -1.416 H122 SM5 36 
SM5 H222 H222 H 0 0 N N N 90.558 8.075  -8.397 -5.684 3.437  -1.392 H222 SM5 37 
SM5 H7   H7   H 0 1 N N N 84.565 10.565 -9.335 -1.837 -3.864 0.818  H7   SM5 38 
SM5 H5   H5   H 0 1 N N N 85.275 5.377  -6.998 -1.703 1.843  0.071  H5   SM5 39 
SM5 H119 H119 H 0 0 N N N 87.578 5.376  -9.091 -4.792 -0.230 1.744  H119 SM5 40 
SM5 H219 H219 H 0 0 N N N 87.075 4.845  -7.426 -4.095 1.408  1.785  H219 SM5 41 
SM5 H120 H120 H 0 0 N N N 89.363 4.795  -6.643 -6.832 0.657  0.660  H120 SM5 42 
SM5 H220 H220 H 0 0 N N N 89.397 3.992  -8.247 -6.533 1.483  2.208  H220 SM5 43 
SM5 H123 H123 H 0 0 N N N 88.186 8.780  -8.057 -3.579 2.592  -0.398 H123 SM5 44 
SM5 H223 H223 H 0 0 N N N 88.290 7.565  -9.363 -3.923 1.768  -1.939 H223 SM5 45 
SM5 H24  H24  H 0 1 N N N 78.130 6.264  -7.948 3.398  2.452  -2.439 H24  SM5 46 
SM5 H25  H25  H 0 1 N N N 77.286 4.435  -6.486 5.525  2.355  -1.607 H25  SM5 47 
SM5 HO28 HO28 H 0 0 N N N 78.071 2.186  -4.105 7.743  1.437  1.395  HO28 SM5 48 
SM5 H121 H121 H 0 0 N N N 90.251 5.884  -9.206 -5.544 3.288  0.990  H121 SM5 49 
SM5 H22  H22  H 0 1 N N N 78.708 5.098  -9.108 2.972  3.678  -1.212 H22  SM5 50 
SM5 H23  H23  H 0 1 N N N 77.861 3.234  -7.613 5.099  3.583  -0.378 H23  SM5 51 
# 
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 
SM5 C18 H18  SING N N 1  
SM5 N4  C18  SING N N 2  
SM5 N4  C5   SING Y N 3  
SM5 C14 H14  SING N N 4  
SM5 C13 C14  SING Y N 5  
SM5 C13 H13  SING N N 6  
SM5 C12 C13  DOUB Y N 7  
SM5 C17 C16  DOUB Y N 8  
SM5 C17 C12  SING Y N 9  
SM5 C17 H17  SING N N 10 
SM5 C16 C15  SING Y N 11 
SM5 C15 C26  SING N N 12 
SM5 C15 C14  DOUB Y N 13 
SM5 C11 H11  SING N N 14 
SM5 N3  C2   DOUB Y N 15 
SM5 N3  N4   SING Y N 16 
SM5 C10 C11  SING Y N 17 
SM5 C10 H10  SING N N 18 
SM5 C8  C7   DOUB Y N 19 
SM5 C8  N9   SING Y N 20 
SM5 C8  H8   SING N N 21 
SM5 C22 H122 SING N N 22 
SM5 C22 H222 SING N N 23 
SM5 C7  C6   SING Y N 24 
SM5 C7  H7   SING N N 25 
SM5 C5  H5   SING N N 26 
SM5 C6  C2   SING N N 27 
SM5 C6  C11  DOUB Y N 28 
SM5 C1  C5   DOUB Y N 29 
SM5 C1  C12  SING N N 30 
SM5 C19 C20  SING N N 31 
SM5 C19 C18  SING N N 32 
SM5 C19 H119 SING N N 33 
SM5 C19 H219 SING N N 34 
SM5 C20 H120 SING N N 35 
SM5 C20 H220 SING N N 36 
SM5 C2  C1   SING Y N 37 
SM5 N9  C10  DOUB Y N 38 
SM5 N21 C22  SING N N 39 
SM5 N21 C20  SING N N 40 
SM5 C23 C22  SING N N 41 
SM5 C23 C18  SING N N 42 
SM5 C23 H123 SING N N 43 
SM5 C23 H223 SING N N 44 
SM5 C24 C16  SING N N 45 
SM5 C24 C25  SING N N 46 
SM5 C24 H24  SING N N 47 
SM5 C25 C26  SING N N 48 
SM5 C25 H25  SING N N 49 
SM5 C26 N27  DOUB N N 50 
SM5 N27 O28  SING N N 51 
SM5 O28 HO28 SING N N 52 
SM5 N21 H121 SING N E 53 
SM5 C24 H22  SING N N 54 
SM5 C25 H23  SING N N 55 
# 
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 
SM5 SMILES           ACDLabs              10.04 n4c(c1ccncc1)c(c3ccc2\C(=N\O)CCc2c3)cn4C5CCNCC5                                                                                                                    
SM5 InChI            InChI                1.02b InChI=1/C22H23N5O/c28-26-21-4-2-16-13-17(1-3-19(16)21)20-14-27(18-7-11-24-12-8-18)25-22(20)15-5-9-23-10-6-15/h1,3,5-6,9-10,13-14,18,24,28H,2,4,7-8,11-12H2/b26-21+ 
SM5 InChIKey         InChI                1.02b KWEFZSZCLBHIEQ-YYADALCUBI                                                                                                                                          
SM5 SMILES_CANONICAL CACTVS               3.341 O/N=C/1CCc2cc(ccc/12)c3cn(nc3c4ccncc4)C5CCNCC5                                                                                                                     
SM5 SMILES           CACTVS               3.341 ON=C1CCc2cc(ccc12)c3cn(nc3c4ccncc4)C5CCNCC5                                                                                                                        
SM5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc\2c(cc1c3cn(nc3c4ccncc4)C5CCNCC5)CC/C2=N\O                                                                                                                     
SM5 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1c3cn(nc3c4ccncc4)C5CCNCC5)CCC2=NO                                                                                                                        
# 
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 
SM5 "SYSTEMATIC NAME" ACDLabs              10.04 "(1E)-5-(1-piperidin-4-yl-3-pyridin-4-yl-1H-pyrazol-4-yl)-2,3-dihydro-1H-inden-1-one oxime"       
SM5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (NE)-N-[5-(1-piperidin-4-yl-3-pyridin-4-yl-pyrazol-4-yl)-2,3-dihydroinden-1-ylidene]hydroxylamine 
# 
