data_199
# 
_chem_comp.id                                    199 
_chem_comp.name                                  N-{5-[4-(4-METHYLPIPERAZIN-1-YL)PHENYL]-1H-PYRROLO[2,3-B]PYRIDIN-3-YL}NICOTINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H24 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-07-01 
_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                        412.487 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     199 
_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        1ZYS 
_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 
199 C01  C01  C 0 1 Y N N 3.627  8.047  18.573 -0.785 1.291  -0.060 C01  199 1  
199 C02  C02  C 0 1 Y N N 2.504  8.565  19.313 0.325  2.134  -0.083 C02  199 2  
199 C03  C03  C 0 1 Y N N 2.694  9.718  20.125 0.128  3.517  -0.083 C03  199 3  
199 N04  N04  N 0 1 Y N N 3.847  10.404 20.255 -1.079 4.037  -0.056 N04  199 4  
199 C05  C05  C 0 1 Y N N 4.893  9.905  19.561 -2.168 3.279  -0.028 C05  199 5  
199 N06  N06  N 0 1 Y N N 6.182  10.383 19.507 -3.511 3.571  0.003  N06  199 6  
199 C07  C07  C 0 1 Y N N 6.962  9.569  18.671 -4.246 2.410  0.024  C07  199 7  
199 C08  C08  C 0 1 Y N N 6.173  8.569  18.186 -3.419 1.347  0.008  C08  199 8  
199 C09  C09  C 0 1 Y N N 4.844  8.763  18.739 -2.050 1.875  -0.027 C09  199 9  
199 N10  N10  N 0 1 N N N 6.482  7.517  17.320 -3.794 -0.007 0.021  N10  199 10 
199 C11  C11  C 0 1 Y N N -0.418 6.358  18.269 3.986  1.637  0.608  C11  199 11 
199 C12  C12  C 0 1 Y N N -1.497 6.844  19.113 4.259  0.517  -0.168 C12  199 12 
199 C13  C13  C 0 1 Y N N -1.206 7.903  20.027 3.250  -0.072 -0.921 C13  199 13 
199 C14  C14  C 0 1 Y N N 0.088  8.468  20.091 1.973  0.447  -0.891 C14  199 14 
199 C15  C15  C 0 1 Y N N 1.150  7.962  19.248 1.697  1.570  -0.113 C15  199 15 
199 C16  C16  C 0 1 Y N N 0.869  6.886  18.341 2.712  2.163  0.637  C16  199 16 
199 C17  C17  C 0 1 N N N 7.710  7.385  16.780 -5.098 -0.345 0.053  C17  199 17 
199 O18  O18  O 0 1 N N N 8.616  8.174  16.938 -5.950 0.522  0.071  O18  199 18 
199 C19  C19  C 0 1 Y N N 7.336  4.016  14.895 -7.162 -3.480 0.111  C19  199 19 
199 C20  C20  C 0 1 Y N N 8.684  3.897  14.463 -6.142 -4.415 0.088  C20  199 20 
199 N21  N21  N 0 1 Y N N 9.658  4.834  14.730 -4.877 -4.043 0.057  N21  199 21 
199 C22  C22  C 0 1 Y N N 9.298  5.937  15.453 -4.526 -2.774 0.040  C22  199 22 
199 C23  C23  C 0 1 Y N N 7.986  6.172  15.960 -5.493 -1.769 0.066  C23  199 23 
199 C24  C24  C 0 1 Y N N 6.975  5.194  15.681 -6.845 -2.133 0.100  C24  199 24 
199 C25  C25  C 0 1 N N N -3.697 6.453  20.198 5.824  -0.528 1.151  C25  199 25 
199 C26  C26  C 0 1 N N N -5.154 6.040  19.873 7.179  -1.236 1.165  C26  199 26 
199 N27  N27  N 0 1 N N N -5.196 4.630  19.376 7.139  -2.396 0.267  N27  199 27 
199 C28  C28  C 0 1 N N N -4.272 4.362  18.227 6.865  -1.883 -1.081 C28  199 28 
199 C29  C29  C 0 1 N N N -2.822 4.868  18.564 5.510  -1.174 -1.095 C29  199 29 
199 N30  N30  N 0 1 N N N -2.820 6.280  19.022 5.550  -0.014 -0.196 N30  199 30 
199 C31  C31  C 0 1 N N N -6.614 4.313  18.964 8.498  -2.955 0.237  C31  199 31 
199 H01  H01  H 0 1 N N N 3.550  7.177  17.938 -0.667 0.217  -0.065 H01  199 32 
199 H03  H03  H 0 1 N N N 1.842  10.074 20.685 0.986  4.173  -0.105 H03  199 33 
199 H06  H06  H 0 1 N N N 6.514  11.192 19.992 -3.885 4.466  0.009  H06  199 34 
199 H07  H07  H 0 1 N N N 8.009  9.711  18.450 -5.324 2.357  0.051  H07  199 35 
199 H10  H10  H 0 1 N N N 5.775  6.846  17.095 -3.114 -0.699 0.006  H10  199 36 
199 H11  H11  H 0 1 N N N -0.620 5.564  17.565 4.772  2.096  1.189  H11  199 37 
199 H13  H13  H 0 1 N N N -1.984 8.276  20.677 3.465  -0.942 -1.524 H13  199 38 
199 H14  H14  H 0 1 N N N 0.285  9.282  20.773 1.189  -0.013 -1.473 H14  199 39 
199 H16  H16  H 0 1 N N N 1.654  6.486  17.716 2.499  3.033  1.241  H16  199 40 
199 H19  H19  H 0 1 N N N 6.603  3.262  14.651 -8.193 -3.798 0.137  H19  199 41 
199 H20  H20  H 0 1 N N N 8.961  3.022  13.893 -6.387 -5.467 0.097  H20  199 42 
199 H22  H22  H 0 1 N N N 10.057 6.679  15.653 -3.479 -2.509 0.014  H22  199 43 
199 H24  H24  H 0 1 N N N 5.967  5.325  16.045 -7.621 -1.382 0.117  H24  199 44 
199 H251 1H25 H 0 0 N N N -3.690 7.514  20.487 5.841  0.301  1.859  H251 199 45 
199 H252 2H25 H 0 0 N N N -3.322 5.823  21.018 5.043  -1.232 1.437  H252 199 46 
199 H261 1H26 H 0 0 N N N -5.549 6.707  19.092 7.404  -1.569 2.179  H261 199 47 
199 H262 2H26 H 0 0 N N N -5.764 6.120  20.785 7.954  -0.545 0.831  H262 199 48 
199 H281 1H28 H 0 0 N N N -4.641 4.896  17.339 7.646  -1.178 -1.366 H281 199 49 
199 H282 2H28 H 0 0 N N N -4.241 3.280  18.032 6.848  -2.711 -1.789 H282 199 50 
199 H291 1H29 H 0 0 N N N -2.216 4.805  17.648 5.285  -0.841 -2.108 H291 199 51 
199 H292 2H29 H 0 0 N N N -2.406 4.238  19.364 4.736  -1.865 -0.761 H292 199 52 
199 H311 1H31 H 0 0 N N N -6.632 3.358  18.419 9.207  -2.172 -0.031 H311 199 53 
199 H312 2H31 H 0 0 N N N -6.994 5.114  18.313 8.749  -3.351 1.221  H312 199 54 
199 H313 3H31 H 0 0 N N N -7.248 4.236  19.860 8.545  -3.756 -0.500 H313 199 55 
# 
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 
199 C01 C02  DOUB Y N 1  
199 C01 C09  SING Y N 2  
199 C01 H01  SING N N 3  
199 C02 C03  SING Y N 4  
199 C02 C15  SING N N 5  
199 C03 N04  DOUB Y N 6  
199 C03 H03  SING N N 7  
199 N04 C05  SING Y N 8  
199 C05 N06  SING Y N 9  
199 C05 C09  DOUB Y N 10 
199 N06 C07  SING Y N 11 
199 N06 H06  SING N N 12 
199 C07 C08  DOUB Y N 13 
199 C07 H07  SING N N 14 
199 C08 C09  SING Y N 15 
199 C08 N10  SING N N 16 
199 N10 C17  SING N N 17 
199 N10 H10  SING N N 18 
199 C11 C12  SING Y N 19 
199 C11 C16  DOUB Y N 20 
199 C11 H11  SING N N 21 
199 C12 C13  DOUB Y N 22 
199 C12 N30  SING N N 23 
199 C13 C14  SING Y N 24 
199 C13 H13  SING N N 25 
199 C14 C15  DOUB Y N 26 
199 C14 H14  SING N N 27 
199 C15 C16  SING Y N 28 
199 C16 H16  SING N N 29 
199 C17 O18  DOUB N N 30 
199 C17 C23  SING N N 31 
199 C19 C20  SING Y N 32 
199 C19 C24  DOUB Y N 33 
199 C19 H19  SING N N 34 
199 C20 N21  DOUB Y N 35 
199 C20 H20  SING N N 36 
199 N21 C22  SING Y N 37 
199 C22 C23  DOUB Y N 38 
199 C22 H22  SING N N 39 
199 C23 C24  SING Y N 40 
199 C24 H24  SING N N 41 
199 C25 C26  SING N N 42 
199 C25 N30  SING N N 43 
199 C25 H251 SING N N 44 
199 C25 H252 SING N N 45 
199 C26 N27  SING N N 46 
199 C26 H261 SING N N 47 
199 C26 H262 SING N N 48 
199 N27 C28  SING N N 49 
199 N27 C31  SING N N 50 
199 C28 C29  SING N N 51 
199 C28 H281 SING N N 52 
199 C28 H282 SING N N 53 
199 C29 N30  SING N N 54 
199 C29 H291 SING N N 55 
199 C29 H292 SING N N 56 
199 C31 H311 SING N N 57 
199 C31 H312 SING N N 58 
199 C31 H313 SING N N 59 
# 
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 
199 SMILES           ACDLabs              10.04 O=C(c1cccnc1)Nc3c2cc(cnc2nc3)c4ccc(cc4)N5CCN(C)CC5                                                                                                                        
199 InChI            InChI                1.02b InChI=1/C24H24N6O/c1-29-9-11-30(12-10-29)20-6-4-17(5-7-20)19-13-21-22(16-27-23(21)26-15-19)28-24(31)18-3-2-8-25-14-18/h2-8,13-16H,9-12H2,1H3,(H,26,27)(H,28,31)/f/h27-28H 
199 InChIKey         InChI                1.02b YJWJKKXGAPWLGT-VEORKLDJCY                                                                                                                                                 
199 SMILES_CANONICAL CACTVS               3.341 CN1CCN(CC1)c2ccc(cc2)c3cnc4[nH]cc(NC(=O)c5cccnc5)c4c3                                                                                                                     
199 SMILES           CACTVS               3.341 CN1CCN(CC1)c2ccc(cc2)c3cnc4[nH]cc(NC(=O)c5cccnc5)c4c3                                                                                                                     
199 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN1CCN(CC1)c2ccc(cc2)c3cc4c(c[nH]c4nc3)NC(=O)c5cccnc5                                                                                                                     
199 SMILES           "OpenEye OEToolkits" 1.5.0 CN1CCN(CC1)c2ccc(cc2)c3cc4c(c[nH]c4nc3)NC(=O)c5cccnc5                                                                                                                     
# 
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 
199 "SYSTEMATIC NAME" ACDLabs              10.04 N-{5-[4-(4-methylpiperazin-1-yl)phenyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}pyridine-3-carboxamide 
199 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[5-[4-(4-methylpiperazin-1-yl)phenyl]-1H-pyrrolo[5,4-b]pyridin-3-yl]pyridine-3-carboxamide 
# 
