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 2011-06-04 _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 Y 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 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" 199 InChI InChI 1.03 "InChI=1S/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)" 199 InChIKey InChI 1.03 YJWJKKXGAPWLGT-UHFFFAOYSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 199 "Create component" 2005-07-01 RCSB 199 "Modify aromatic_flag" 2011-06-04 RCSB 199 "Modify descriptor" 2011-06-04 RCSB #