data_306
# 
_chem_comp.id                                    306 
_chem_comp.name                                  3-[5-(PIPERIDIN-1-YLMETHYL)-1H-INDOL-2-YL]-6-(1H-PYRAZOL-4-YL)QUINOLIN-2(1H)-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H25 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-08-07 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        423.510 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     306 
_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        ? 
_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 
306 C    C    C 0 1 Y N N 12.416 -4.435 13.423 -11.734 -5.305 -1.829 C    306 1  
306 C1   C1   C 0 1 Y N N 12.070 -3.215 12.791 -12.309 -4.906 -0.613 C1   306 2  
306 C2   C2   C 0 1 Y N N 10.699 -3.086 13.105 -13.241 -5.869 -0.330 C2   306 3  
306 N    N    N 0 1 Y N N 10.304 -4.105 13.920 -13.173 -6.760 -1.360 N    306 4  
306 N3   N3   N 0 1 Y N N 11.324 -5.003 13.982 -12.260 -6.442 -2.294 N3   306 5  
306 C4   C4   C 0 1 Y N N 18.566 -1.424 9.276  -7.647  0.198  1.999  C4   306 6  
306 C5   C5   C 0 1 Y N N 19.398 -2.486 9.731  -6.966  0.873  2.986  C5   306 7  
306 N6   N6   N 0 1 Y N N 19.317 -0.560 8.562  -6.840  0.140  0.895  N6   306 8  
306 C7   C7   C 0 1 Y N N 20.663 -2.275 9.200  -5.696  1.241  2.461  C7   306 9  
306 C8   C8   C 0 1 Y N N 20.614 -1.018 8.418  -5.642  0.769  1.148  C8   306 10 
306 C9   C9   C 0 1 Y N N 21.769 -0.510 7.692  -4.526  0.954  0.324  C9   306 11 
306 C10  C10  C 0 1 Y N N 23.017 -1.270 7.727  -3.434  1.643  0.859  C10  306 12 
306 C11  C11  C 0 1 Y N N 23.058 -2.523 8.497  -3.467  2.121  2.163  C11  306 13 
306 C12  C12  C 0 1 Y N N 21.902 -3.018 9.244  -4.583  1.933  2.979  C12  306 14 
306 C13  C13  C 0 1 N N N 24.303 -3.397 8.460  -2.277  2.857  2.708  C13  306 15 
306 C14  C14  C 0 1 Y N N 12.927 -2.354 11.892 -12.051 -3.768 0.225  C14  306 16 
306 C15  C15  C 0 1 Y N N 12.346 -1.141 11.320 -13.078 -3.230 1.002  C15  306 17 
306 C16  C16  C 0 1 Y N N 13.044 -0.315 10.399 -12.833 -2.124 1.815  C16  306 18 
306 C17  C17  C 0 1 Y N N 14.298 -2.725 11.570 -10.775 -3.203 0.260  C17  306 19 
306 C18  C18  C 0 1 Y N N 15.032 -1.876 10.676 -10.522 -2.094 1.074  C18  306 20 
306 C19  C19  C 0 1 Y N N 14.378 -0.709 10.109 -11.556 -1.562 1.847  C19  306 21 
306 N20  N20  N 0 1 Y N N 15.092 0.131  9.287  -11.301 -0.448 2.661  N20  306 22 
306 C21  C21  C 0 1 Y N N 16.400 -0.101 8.961  -10.069 0.172  2.749  C21  306 23 
306 C22  C22  C 0 1 Y N N 17.121 -1.275 9.578  -8.950  -0.412 1.923  C22  306 24 
306 C23  C23  C 0 1 Y N N 16.378 -2.141 10.437 -9.200  -1.477 1.140  C23  306 25 
306 O    O    O 0 1 N N N 16.931 0.671  8.169  -9.883  1.160  3.460  O    306 26 
306 N24  N24  N 0 1 N N N 24.493 -4.103 7.164  -2.666  4.068  3.431  N24  306 27 
306 C25  C25  C 0 1 N N N 25.453 -5.223 7.265  -3.390  4.987  2.542  C25  306 28 
306 C26  C26  C 0 1 N N N 25.625 -5.900 5.894  -3.847  6.237  3.295  C26  306 29 
306 C27  C27  C 0 1 N N N 24.287 -6.430 5.379  -2.673  6.941  3.965  C27  306 30 
306 C28  C28  C 0 1 N N N 23.344 -5.242 5.269  -1.880  5.958  4.820  C28  306 31 
306 C29  C29  C 0 1 N N N 23.200 -4.596 6.645  -1.485  4.717  4.018  C29  306 32 
306 H    H    H 0 1 N N N 13.412 -4.852 13.454 -10.956 -4.822 -2.403 H    306 33 
306 H2   H2   H 0 1 N N N 10.056 -2.294 12.750 -13.933 -6.007 0.489  H2   306 34 
306 HN   HN   H 0 1 N N N 9.423  -4.179 14.388 -13.715 -7.605 -1.488 HN   306 35 
306 H5   H5   H 0 1 N N N 19.100 -3.304 10.370 -7.339  1.083  3.980  H5   306 36 
306 HN6  HN6  H 0 1 N N N 18.979 0.302  8.185  -7.080  -0.299 0.016  HN6  306 37 
306 H9   H9   H 0 1 N N N 21.705 0.414  7.136  -4.505  0.579  -0.694 H9   306 38 
306 H10  H10  H 0 1 N N N 23.891 -0.919 7.199  -2.556  1.799  0.237  H10  306 39 
306 H12  H12  H 0 1 N N N 21.973 -3.928 9.822  -4.598  2.311  3.998  H12  306 40 
306 H131 1H13 H 0 0 N N N 24.214 -4.154 9.253  -1.711  2.220  3.396  H131 306 41 
306 H132 2H13 H 0 0 N N N 25.170 -2.735 8.601  -1.595  3.152  1.903  H132 306 42 
306 H15  H15  H 0 1 N N N 11.344 -0.861 11.610 -14.069 -3.674 0.969  H15  306 43 
306 H16  H16  H 0 1 N N N 12.590 0.556  9.949  -13.640 -1.712 2.415  H16  306 44 
306 H17  H17  H 0 1 N N N 14.748 -3.612 11.991 -9.990  -3.638 -0.352 H17  306 45 
306 HN20 HN20 H 0 0 N N N 14.639 0.941  8.914  -12.069 -0.075 3.211  HN20 306 46 
306 H23  H23  H 0 1 N N N 16.856 -2.993 10.897 -8.413  -1.916 0.532  H23  306 47 
306 H251 1H25 H 0 0 N N N 25.075 -5.960 7.988  -4.276  4.484  2.137  H251 306 48 
306 H252 2H25 H 0 0 N N N 26.426 -4.833 7.598  -2.762  5.278  1.689  H252 306 49 
306 H261 1H26 H 0 0 N N N 26.329 -6.739 5.994  -4.588  5.958  4.055  H261 306 50 
306 H262 2H26 H 0 0 N N N 26.010 -5.158 5.179  -4.344  6.926  2.602  H262 306 51 
306 H271 1H27 H 0 0 N N N 23.879 -7.176 6.077  -2.017  7.371  3.198  H271 306 52 
306 H272 2H27 H 0 0 N N N 24.412 -6.919 4.402  -3.033  7.771  4.582  H272 306 53 
306 H281 1H28 H 0 0 N N N 23.753 -4.510 4.557  -0.981  6.449  5.209  H281 306 54 
306 H282 2H28 H 0 0 N N N 22.360 -5.579 4.911  -2.483  5.660  5.687  H282 306 55 
306 H291 1H29 H 0 0 N N N 22.507 -3.746 6.563  -0.764  4.993  3.238  H291 306 56 
306 H292 2H29 H 0 0 N N N 22.822 -5.359 7.342  -0.981  4.016  4.694  H292 306 57 
# 
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 
306 C   C1   SING Y N 1  
306 C   N3   DOUB Y N 2  
306 C   H    SING N N 3  
306 C1  C14  SING N N 4  
306 C1  C2   DOUB Y N 5  
306 C2  N    SING Y N 6  
306 C2  H2   SING N N 7  
306 N   N3   SING Y N 8  
306 N   HN   SING N N 9  
306 C4  N6   SING Y N 10 
306 C4  C22  SING N N 11 
306 C4  C5   DOUB Y N 12 
306 C5  C7   SING Y N 13 
306 C5  H5   SING N N 14 
306 N6  C8   SING Y N 15 
306 N6  HN6  SING N N 16 
306 C7  C8   DOUB Y N 17 
306 C7  C12  SING Y N 18 
306 C8  C9   SING Y N 19 
306 C9  C10  DOUB Y N 20 
306 C9  H9   SING N N 21 
306 C10 C11  SING Y N 22 
306 C10 H10  SING N N 23 
306 C11 C13  SING N N 24 
306 C11 C12  DOUB Y N 25 
306 C12 H12  SING N N 26 
306 C13 N24  SING N N 27 
306 C13 H131 SING N N 28 
306 C13 H132 SING N N 29 
306 C14 C15  DOUB Y N 30 
306 C14 C17  SING Y N 31 
306 C15 C16  SING Y N 32 
306 C15 H15  SING N N 33 
306 C16 C19  DOUB Y N 34 
306 C16 H16  SING N N 35 
306 C17 C18  DOUB Y N 36 
306 C17 H17  SING N N 37 
306 C18 C19  SING Y N 38 
306 C18 C23  SING Y N 39 
306 C19 N20  SING Y N 40 
306 N20 C21  SING Y N 41 
306 N20 HN20 SING N N 42 
306 C21 O    DOUB N N 43 
306 C21 C22  SING Y N 44 
306 C22 C23  DOUB Y N 45 
306 C23 H23  SING N N 46 
306 N24 C29  SING N N 47 
306 N24 C25  SING N N 48 
306 C25 C26  SING N N 49 
306 C25 H251 SING N N 50 
306 C25 H252 SING N N 51 
306 C26 C27  SING N N 52 
306 C26 H261 SING N N 53 
306 C26 H262 SING N N 54 
306 C27 C28  SING N N 55 
306 C27 H271 SING N N 56 
306 C27 H272 SING N N 57 
306 C28 C29  SING N N 58 
306 C28 H281 SING N N 59 
306 C28 H282 SING N N 60 
306 C29 H291 SING N N 61 
306 C29 H292 SING N N 62 
# 
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 
306 SMILES           ACDLabs              10.04 O=C2Nc6ccc(c1cnnc1)cc6C=C2c4cc3cc(ccc3n4)CN5CCCCC5                                                                                                                                   
306 InChI            InChI                1.02b InChI=1/C26H25N5O/c32-26-22(12-20-11-18(5-7-24(20)30-26)21-14-27-28-15-21)25-13-19-10-17(4-6-23(19)29-25)16-31-8-2-1-3-9-31/h4-7,10-15,29H,1-3,8-9,16H2,(H,27,28)(H,30,32)/f/h27,30H 
306 InChIKey         InChI                1.02b JRWKQEATLFJZFB-IGBJZSFZCX                                                                                                                                                            
306 SMILES_CANONICAL CACTVS               3.341 O=C1Nc2ccc(cc2C=C1c3[nH]c4ccc(CN5CCCCC5)cc4c3)c6c[nH]nc6                                                                                                                             
306 SMILES           CACTVS               3.341 O=C1Nc2ccc(cc2C=C1c3[nH]c4ccc(CN5CCCCC5)cc4c3)c6c[nH]nc6                                                                                                                             
306 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1CN3CCCCC3)cc([nH]2)C4=Cc5cc(ccc5NC4=O)c6c[nH]nc6                                                                                                                           
306 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1CN3CCCCC3)cc([nH]2)C4=Cc5cc(ccc5NC4=O)c6c[nH]nc6                                                                                                                           
# 
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 
306 "SYSTEMATIC NAME" ACDLabs              10.04 3-[5-(piperidin-1-ylmethyl)-1H-indol-2-yl]-6-(1H-pyrazol-4-yl)quinolin-2(1H)-one 
306 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[5-(piperidin-1-ylmethyl)-1H-indol-2-yl]-6-(1H-pyrazol-4-yl)-1H-quinolin-2-one 
# 
