data_B5U # _chem_comp.id B5U _chem_comp.name "6-(3,4-dimethylphenyl)-3-[[4-[3-(4-methylpiperazin-1-yl)propoxy]phenyl]amino]pyrazine-2-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H34 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-09 _chem_comp.pdbx_modified_date 2014-09-05 _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 474.598 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B5U _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 4B6C _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 B5U C1 C1 C 0 1 N N N -3.547 27.116 63.784 8.086 4.913 0.195 C1 B5U 1 B5U C2 C2 C 0 1 Y N N -3.665 25.666 64.197 7.146 3.737 0.132 C2 B5U 2 B5U C3 C3 C 0 1 Y N N -2.839 24.722 63.585 5.779 3.948 0.088 C3 B5U 3 B5U C4 C4 C 0 1 Y N N -2.912 23.377 63.907 4.914 2.874 0.030 C4 B5U 4 B5U C5 C5 C 0 1 Y N N -3.799 22.917 64.876 5.420 1.575 0.016 C5 B5U 5 B5U C6 C6 C 0 1 Y N N -4.638 23.850 65.490 6.797 1.369 0.060 C6 B5U 6 B5U C7 C7 C 0 1 Y N N -4.617 25.211 65.158 7.653 2.450 0.112 C7 B5U 7 B5U C8 C8 C 0 1 N N N -5.585 26.128 65.869 9.143 2.229 0.154 C8 B5U 8 B5U C9 C9 C 0 1 Y N N -3.881 21.470 65.220 4.495 0.417 -0.046 C9 B5U 9 B5U C10 C10 C 0 1 Y N N -4.944 20.902 65.943 3.120 0.629 -0.195 C10 B5U 10 B5U N11 N11 N 0 1 Y N N -5.009 19.585 66.219 2.294 -0.397 -0.251 N11 B5U 11 B5U C12 C12 C 0 1 Y N N -4.002 18.819 65.753 2.764 -1.637 -0.166 C12 B5U 12 B5U C13 C13 C 0 1 Y N N -2.889 19.376 65.041 4.144 -1.853 -0.016 C13 B5U 13 B5U N14 N14 N 0 1 Y N N -2.890 20.690 64.741 4.973 -0.816 0.034 N14 B5U 14 B5U C15 C15 C 0 1 N N N -1.770 18.553 64.432 4.672 -3.230 0.079 C15 B5U 15 B5U O16 O16 O 0 1 N N N -1.810 17.322 64.423 3.934 -4.178 -0.106 O16 B5U 16 B5U N17 N17 N 0 1 N N N -0.795 19.239 63.845 5.972 -3.434 0.370 N17 B5U 17 B5U N18 N18 N 0 1 N N N -4.036 17.449 65.967 1.897 -2.712 -0.224 N18 B5U 18 B5U C19 C19 C 0 1 Y N N -5.040 16.606 66.492 0.515 -2.502 -0.143 C19 B5U 19 B5U C20 C20 C 0 1 Y N N -5.899 17.026 67.519 -0.318 -3.520 0.303 C20 B5U 20 B5U C21 C21 C 0 1 Y N N -6.811 16.141 68.085 -1.681 -3.312 0.383 C21 B5U 21 B5U C22 C22 C 0 1 Y N N -6.874 14.820 67.616 -2.218 -2.086 0.017 C22 B5U 22 B5U C23 C23 C 0 1 Y N N -6.030 14.402 66.589 -1.387 -1.069 -0.429 C23 B5U 23 B5U C24 C24 C 0 1 Y N N -5.109 15.290 66.036 -0.023 -1.274 -0.504 C24 B5U 24 B5U O25 O25 O 0 1 N N N -7.819 13.923 68.062 -3.560 -1.882 0.096 O25 B5U 25 B5U C26 C26 C 0 1 N N N -8.694 14.242 69.172 -4.045 -0.596 -0.296 C26 B5U 26 B5U C27 C27 C 0 1 N N N -9.426 12.992 69.606 -5.566 -0.556 -0.141 C27 B5U 27 B5U C28 C28 C 0 1 N N N -10.600 12.524 68.751 -6.085 0.821 -0.561 C28 B5U 28 B5U N29 N29 N 0 1 N N N -11.606 13.575 68.419 -7.546 0.860 -0.412 N29 B5U 29 B5U C30 C30 C 0 1 N N N -12.764 13.524 69.327 -8.106 2.073 -1.024 C30 B5U 30 B5U C31 C31 C 0 1 N N N -13.757 14.628 68.988 -9.632 2.037 -0.918 C31 B5U 31 B5U N32 N32 N 0 1 N N N -14.224 14.512 67.608 -10.020 1.937 0.496 N32 B5U 32 B5U C33 C33 C 0 1 N N N -13.080 14.525 66.695 -9.460 0.724 1.108 C33 B5U 33 B5U C34 C34 C 0 1 N N N -12.080 13.431 67.036 -7.934 0.760 1.002 C34 B5U 34 B5U C35 C35 C 0 1 N N N -15.150 15.599 67.286 -11.481 1.976 0.645 C35 B5U 35 B5U H11C H11C H 0 0 N N N -4.222 27.313 62.938 8.276 5.172 1.236 H11C B5U 36 B5U H12C H12C H 0 0 N N N -3.822 27.762 64.631 9.026 4.654 -0.293 H12C B5U 37 B5U H13C H13C H 0 0 N N N -2.511 27.328 63.483 7.635 5.766 -0.315 H13C B5U 38 B5U H3 H3 H 0 1 N N N -2.126 25.048 62.842 5.389 4.955 0.100 H3 B5U 39 B5U H4 H4 H 0 1 N N N -2.270 22.673 63.398 3.848 3.040 -0.003 H4 B5U 40 B5U H6 H6 H 0 1 N N N -5.328 23.510 66.248 7.194 0.364 0.049 H6 B5U 41 B5U H81C H81C H 0 0 N N N -6.520 26.192 65.294 9.470 2.147 1.191 H81C B5U 42 B5U H82C H82C H 0 0 N N N -5.798 25.730 66.872 9.389 1.310 -0.378 H82C B5U 43 B5U H83C H83C H 0 0 N N N -5.141 27.130 65.959 9.649 3.070 -0.320 H83C B5U 44 B5U H10 H10 H 0 1 N N N -5.739 21.546 66.290 2.735 1.635 -0.264 H10 B5U 45 B5U H18 H18 H 0 1 N N N -3.198 16.972 65.702 2.245 -3.612 -0.321 H18 B5U 46 B5U H171 H171 H 0 0 N N N -0.057 18.756 63.373 6.561 -2.678 0.518 H171 B5U 47 B5U H172 H172 H 0 0 N N N -0.799 20.239 63.875 6.319 -4.338 0.433 H172 B5U 48 B5U H20 H20 H 0 1 N N N -5.852 18.045 67.873 0.100 -4.474 0.587 H20 B5U 49 B5U H24 H24 H 0 1 N N N -4.446 14.957 65.251 0.624 -0.480 -0.847 H24 B5U 50 B5U H21 H21 H 0 1 N N N -7.466 16.468 68.879 -2.328 -4.103 0.729 H21 B5U 51 B5U H23 H23 H 0 1 N N N -6.090 13.388 66.221 -1.806 -0.115 -0.713 H23 B5U 52 B5U H261 H261 H 0 0 N N N -8.097 14.628 70.011 -3.595 0.170 0.335 H261 B5U 53 B5U H262 H262 H 0 0 N N N -9.422 15.004 68.858 -3.781 -0.410 -1.337 H262 B5U 54 B5U H271 H271 H 0 0 N N N -8.692 12.174 69.632 -6.016 -1.322 -0.772 H271 B5U 55 B5U H272 H272 H 0 0 N N N -9.810 13.172 70.621 -5.830 -0.742 0.900 H272 B5U 56 B5U H281 H281 H 0 0 N N N -10.197 12.129 67.807 -5.635 1.587 0.070 H281 B5U 57 B5U H282 H282 H 0 0 N N N -11.116 11.719 69.294 -5.821 1.007 -1.602 H282 B5U 58 B5U H301 H301 H 0 0 N N N -13.260 12.547 69.226 -7.726 2.952 -0.503 H301 B5U 59 B5U H302 H302 H 0 0 N N N -12.418 13.654 70.363 -7.815 2.118 -2.074 H302 B5U 60 B5U H341 H341 H 0 0 N N N -11.222 13.499 66.351 -7.518 -0.152 1.429 H341 B5U 61 B5U H342 H342 H 0 0 N N N -12.564 12.450 66.920 -7.552 1.624 1.546 H342 B5U 62 B5U H311 H311 H 0 0 N N N -14.620 14.555 69.666 -10.048 2.950 -1.345 H311 B5U 63 B5U H312 H312 H 0 0 N N N -13.268 15.604 69.121 -10.014 1.173 -1.462 H312 B5U 64 B5U H331 H331 H 0 0 N N N -13.441 14.371 65.668 -9.751 0.679 2.158 H331 B5U 65 B5U H332 H332 H 0 0 N N N -12.579 15.502 66.765 -9.841 -0.155 0.587 H332 B5U 66 B5U H351 H351 H 0 0 N N N -15.490 15.495 66.245 -11.924 1.142 0.101 H351 B5U 67 B5U H352 H352 H 0 0 N N N -16.017 15.554 67.961 -11.741 1.900 1.701 H352 B5U 68 B5U H353 H353 H 0 0 N N N -14.639 16.565 67.410 -11.862 2.915 0.243 H353 B5U 69 # 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 B5U C1 C2 SING N N 1 B5U C2 C3 SING Y N 2 B5U C2 C7 DOUB Y N 3 B5U C3 C4 DOUB Y N 4 B5U C4 C5 SING Y N 5 B5U C5 C6 DOUB Y N 6 B5U C5 C9 SING N N 7 B5U C6 C7 SING Y N 8 B5U C7 C8 SING N N 9 B5U C9 C10 SING Y N 10 B5U C9 N14 DOUB Y N 11 B5U C10 N11 DOUB Y N 12 B5U N11 C12 SING Y N 13 B5U C12 C13 DOUB Y N 14 B5U C12 N18 SING N N 15 B5U C13 N14 SING Y N 16 B5U C13 C15 SING N N 17 B5U C15 O16 DOUB N N 18 B5U C15 N17 SING N N 19 B5U N18 C19 SING N N 20 B5U C19 C20 SING Y N 21 B5U C19 C24 DOUB Y N 22 B5U C20 C21 DOUB Y N 23 B5U C21 C22 SING Y N 24 B5U C22 C23 DOUB Y N 25 B5U C22 O25 SING N N 26 B5U C23 C24 SING Y N 27 B5U O25 C26 SING N N 28 B5U C26 C27 SING N N 29 B5U C27 C28 SING N N 30 B5U C28 N29 SING N N 31 B5U N29 C30 SING N N 32 B5U N29 C34 SING N N 33 B5U C30 C31 SING N N 34 B5U C31 N32 SING N N 35 B5U N32 C33 SING N N 36 B5U N32 C35 SING N N 37 B5U C33 C34 SING N N 38 B5U C1 H11C SING N N 39 B5U C1 H12C SING N N 40 B5U C1 H13C SING N N 41 B5U C3 H3 SING N N 42 B5U C4 H4 SING N N 43 B5U C6 H6 SING N N 44 B5U C8 H81C SING N N 45 B5U C8 H82C SING N N 46 B5U C8 H83C SING N N 47 B5U C10 H10 SING N N 48 B5U N18 H18 SING N N 49 B5U N17 H171 SING N N 50 B5U N17 H172 SING N N 51 B5U C20 H20 SING N N 52 B5U C24 H24 SING N N 53 B5U C21 H21 SING N N 54 B5U C23 H23 SING N N 55 B5U C26 H261 SING N N 56 B5U C26 H262 SING N N 57 B5U C27 H271 SING N N 58 B5U C27 H272 SING N N 59 B5U C28 H281 SING N N 60 B5U C28 H282 SING N N 61 B5U C30 H301 SING N N 62 B5U C30 H302 SING N N 63 B5U C34 H341 SING N N 64 B5U C34 H342 SING N N 65 B5U C31 H311 SING N N 66 B5U C31 H312 SING N N 67 B5U C33 H331 SING N N 68 B5U C33 H332 SING N N 69 B5U C35 H351 SING N N 70 B5U C35 H352 SING N N 71 B5U C35 H353 SING N N 72 # 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 B5U SMILES ACDLabs 12.01 "O=C(N)c2nc(c1ccc(c(c1)C)C)cnc2Nc4ccc(OCCCN3CCN(CC3)C)cc4" B5U InChI InChI 1.03 "InChI=1S/C27H34N6O2/c1-19-5-6-21(17-20(19)2)24-18-29-27(25(31-24)26(28)34)30-22-7-9-23(10-8-22)35-16-4-11-33-14-12-32(3)13-15-33/h5-10,17-18H,4,11-16H2,1-3H3,(H2,28,34)(H,29,30)" B5U InChIKey InChI 1.03 SMJHCUSNBTWDKM-UHFFFAOYSA-N B5U SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CCCOc2ccc(Nc3ncc(nc3C(N)=O)c4ccc(C)c(C)c4)cc2)CC1" B5U SMILES CACTVS 3.385 "CN1CCN(CCCOc2ccc(Nc3ncc(nc3C(N)=O)c4ccc(C)c(C)c4)cc2)CC1" B5U SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1ccc(cc1C)c2cnc(c(n2)C(=O)N)Nc3ccc(cc3)OCCCN4CCN(CC4)C" B5U SMILES "OpenEye OEToolkits" 1.9.2 "Cc1ccc(cc1C)c2cnc(c(n2)C(=O)N)Nc3ccc(cc3)OCCCN4CCN(CC4)C" # 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 B5U "SYSTEMATIC NAME" ACDLabs 12.01 "6-(3,4-dimethylphenyl)-3-({4-[3-(4-methylpiperazin-1-yl)propoxy]phenyl}amino)pyrazine-2-carboxamide" B5U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "6-(3,4-dimethylphenyl)-3-[[4-[3-(4-methylpiperazin-1-yl)propoxy]phenyl]amino]pyrazine-2-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 B5U "Create component" 2012-08-09 EBI B5U "Initial release" 2013-01-18 RCSB B5U "Modify descriptor" 2014-09-05 RCSB #