data_G9B # _chem_comp.id G9B _chem_comp.name "N-[3-(2-{3-amino-6-[1-(1-methylpiperidin-4-yl)-1H-pyrazol-4-yl]pyrazin-2-yl}-1H-benzimidazol-1-yl)phenyl]propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H31 N9 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-09-16 _chem_comp.pdbx_modified_date 2016-01-08 _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 521.616 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G9B _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 4V0G _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 G9B C1 C1 C 0 1 Y N N -7.042 -8.746 -5.583 4.921 -0.337 0.471 C1 G9B 1 G9B C2 C2 C 0 1 Y N N -6.739 -7.428 -5.415 5.386 -1.591 0.037 C2 G9B 2 G9B C3 C3 C 0 1 Y N N -7.972 -9.389 -4.784 5.823 0.614 0.928 C3 G9B 3 G9B C4 C4 C 0 1 Y N N -7.354 -6.682 -4.431 6.758 -1.865 0.071 C4 G9B 4 G9B C5 C5 C 0 1 Y N N -8.601 -8.649 -3.794 7.170 0.322 0.952 C5 G9B 5 G9B C6 C6 C 0 1 Y N N -8.291 -7.303 -3.618 7.630 -0.916 0.523 C6 G9B 6 G9B N7 N7 N 0 1 Y N N -6.308 -9.200 -6.595 3.546 -0.364 0.327 N7 G9B 7 G9B C8 C8 C 0 1 Y N N -5.538 -8.171 -7.040 3.217 -1.596 -0.176 C8 G9B 8 G9B N9 N9 N 0 1 Y N N -5.812 -7.064 -6.312 4.304 -2.309 -0.348 N9 G9B 9 G9B C10 C10 C 0 1 Y N N -6.374 -10.596 -7.052 2.657 0.673 0.637 C10 G9B 10 G9B C11 C11 C 0 1 Y N N -5.673 -11.565 -6.346 1.925 1.285 -0.371 C11 G9B 11 G9B C12 C12 C 0 1 Y N N -7.132 -10.951 -8.151 2.502 1.086 1.954 C12 G9B 12 G9B C13 C13 C 0 1 Y N N -5.711 -12.893 -6.742 1.045 2.311 -0.060 C13 G9B 13 G9B C14 C14 C 0 1 Y N N -7.176 -12.278 -8.550 1.625 2.108 2.261 C14 G9B 14 G9B C15 C15 C 0 1 Y N N -6.470 -13.246 -7.851 0.899 2.723 1.259 C15 G9B 15 G9B N16 N16 N 0 1 N N N -4.977 -13.839 -5.988 0.306 2.931 -1.073 N16 G9B 16 G9B C17 C17 C 0 1 N N N -4.866 -15.206 -6.143 0.023 4.246 -0.993 C17 G9B 17 G9B C18 C18 C 0 1 N N N -3.995 -15.964 -5.164 -0.871 4.889 -2.022 C18 G9B 18 G9B O19 O19 O 0 1 N N N -5.416 -15.806 -7.033 0.488 4.913 -0.093 O19 G9B 19 G9B C20 C20 C 0 1 N N N -2.697 -16.345 -5.852 -1.028 6.377 -1.702 C20 G9B 20 G9B C21 C21 C 0 1 Y N N -4.542 -8.166 -8.166 1.845 -2.050 -0.483 C21 G9B 21 G9B N22 N22 N 0 1 Y N N -4.283 -9.373 -8.825 0.802 -1.302 -0.138 N22 G9B 22 G9B C23 C23 C 0 1 Y N N -3.881 -7.015 -8.578 1.639 -3.271 -1.147 C23 G9B 23 G9B C24 C24 C 0 1 Y N N -3.381 -9.449 -9.880 -0.429 -1.714 -0.416 C24 G9B 24 G9B N25 N25 N 0 1 Y N N -2.983 -7.077 -9.630 0.405 -3.675 -1.420 N25 G9B 25 G9B C26 C26 C 0 1 Y N N -2.735 -8.284 -10.278 -0.629 -2.931 -1.070 C26 G9B 26 G9B N27 N27 N 0 1 N N N -4.104 -5.783 -7.946 2.723 -4.053 -1.515 N27 G9B 27 G9B C28 C28 C 0 1 Y N N -3.123 -10.748 -10.578 -1.594 -0.881 -0.031 C28 G9B 28 G9B C29 C29 C 0 1 Y N N -2.202 -11.050 -11.557 -2.909 -1.220 -0.166 C29 G9B 29 G9B C30 C30 C 0 1 Y N N -3.784 -11.931 -10.370 -1.545 0.403 0.547 C30 G9B 30 G9B N31 N31 N 0 1 Y N N -2.346 -12.354 -11.874 -3.646 -0.193 0.301 N31 G9B 31 G9B N32 N32 N 0 1 Y N N -3.263 -12.874 -11.186 -2.772 0.809 0.740 N32 G9B 32 G9B C33 C33 C 0 1 N N N -1.553 -13.084 -12.890 -5.109 -0.134 0.343 C33 G9B 33 G9B C34 C34 C 0 1 N N N -2.045 -12.837 -14.284 -5.611 -0.814 1.620 C34 G9B 34 G9B C35 C35 C 0 1 N N N -1.617 -14.646 -12.653 -5.686 -0.863 -0.873 C35 G9B 35 G9B C36 C36 C 0 1 N N N -1.211 -13.595 -15.321 -7.141 -0.804 1.630 C36 G9B 36 G9B C37 C37 C 0 1 N N N -0.769 -15.366 -13.713 -7.214 -0.852 -0.792 C37 G9B 37 G9B N38 N38 N 0 1 N N N -1.237 -15.048 -15.076 -7.644 -1.514 0.447 N38 G9B 38 G9B C39 C39 C 0 1 N N N -0.437 -15.766 -16.087 -9.106 -1.645 0.493 C39 G9B 39 G9B H3 H3 H 0 1 N N N -8.201 -10.435 -4.927 5.471 1.579 1.262 H3 G9B 40 G9B H4 H4 H 0 1 N N N -7.112 -5.638 -4.297 7.126 -2.824 -0.260 H4 G9B 41 G9B H5 H5 H 0 1 N N N -9.335 -9.119 -3.156 7.873 1.061 1.308 H5 G9B 42 G9B H6 H6 H 0 1 N N N -8.784 -6.737 -2.842 8.688 -1.131 0.548 H6 G9B 43 G9B H11 H11 H 0 1 N N N -5.093 -11.281 -5.480 2.041 0.963 -1.395 H11 G9B 44 G9B H12 H12 H 0 1 N N N -7.686 -10.201 -8.695 3.069 0.607 2.739 H12 G9B 45 G9B H14 H14 H 0 1 N N N -7.764 -12.560 -9.411 1.506 2.426 3.286 H14 G9B 46 G9B H15 H15 H 0 1 N N N -6.510 -14.277 -8.170 0.214 3.522 1.502 H15 G9B 47 G9B HN16 HN16 H 0 0 N N N -4.458 -13.458 -5.223 -0.004 2.414 -1.833 HN16 G9B 48 G9B H18 H18 H 0 1 N N N -3.778 -15.328 -4.293 -0.427 4.775 -3.011 H18 G9B 49 G9B H18A H18A H 0 0 N N N -4.518 -16.873 -4.832 -1.849 4.408 -2.005 H18A G9B 50 G9B H20 H20 H 0 1 N N N -2.057 -16.897 -5.148 -1.675 6.842 -2.447 H20 G9B 51 G9B H20A H20A H 0 0 N N N -2.916 -16.980 -6.723 -1.472 6.491 -0.714 H20A G9B 52 G9B H20B H20B H 0 0 N N N -2.177 -15.434 -6.184 -0.050 6.858 -1.720 H20B G9B 53 G9B H26 H26 H 0 1 N N N -2.033 -8.316 -11.098 -1.631 -3.263 -1.294 H26 G9B 54 G9B HN27 HN27 H 0 0 N N N -3.541 -5.079 -8.379 3.625 -3.722 -1.387 HN27 G9B 55 G9B HN2A HN2A H 0 0 N N N -5.069 -5.536 -8.029 2.578 -4.932 -1.900 HN2A G9B 56 G9B H29 H29 H 0 1 N N N -1.491 -10.365 -11.994 -3.290 -2.145 -0.573 H29 G9B 57 G9B H30 H30 H 0 1 N N N -4.590 -12.084 -9.668 -0.649 0.956 0.789 H30 G9B 58 G9B H33 H33 H 0 1 N N N -0.500 -12.773 -12.821 -5.433 0.906 0.333 H33 G9B 59 G9B H34 H34 H 0 1 N N N -3.091 -13.168 -14.357 -5.253 -1.843 1.650 H34 G9B 60 G9B H34A H34A H 0 0 N N N -1.986 -11.760 -14.497 -5.238 -0.274 2.491 H34A G9B 61 G9B H35 H35 H 0 1 N N N -1.227 -14.880 -11.652 -5.366 -0.358 -1.785 H35 G9B 62 G9B H35A H35A H 0 0 N N N -2.661 -14.985 -12.728 -5.329 -1.893 -0.884 H35A G9B 63 G9B H36 H36 H 0 1 N N N -1.618 -13.394 -16.323 -7.502 -1.300 2.531 H36 G9B 64 G9B H36A H36A H 0 0 N N N -0.170 -13.242 -15.270 -7.498 0.226 1.615 H36A G9B 65 G9B H37 H37 H 0 1 N N N 0.279 -15.049 -13.610 -7.570 0.178 -0.795 H37 G9B 66 G9B H37A H37A H 0 0 N N N -0.841 -16.452 -13.553 -7.627 -1.382 -1.649 H37A G9B 67 G9B H39 H39 H 0 1 N N N -0.472 -16.846 -15.883 -9.559 -0.654 0.525 H39 G9B 68 G9B H39A H39A H 0 0 N N N -0.848 -15.568 -17.088 -9.452 -2.174 -0.395 H39A G9B 69 G9B H39B H39B H 0 0 N N N 0.606 -15.418 -16.044 -9.393 -2.204 1.384 H39B G9B 70 # 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 G9B C1 C2 DOUB Y N 1 G9B C1 C3 SING Y N 2 G9B C1 N7 SING Y N 3 G9B C2 C4 SING Y N 4 G9B C2 N9 SING Y N 5 G9B C3 C5 DOUB Y N 6 G9B C4 C6 DOUB Y N 7 G9B C5 C6 SING Y N 8 G9B N7 C8 SING Y N 9 G9B N7 C10 SING N N 10 G9B C8 N9 DOUB Y N 11 G9B C8 C21 SING N N 12 G9B C10 C11 DOUB Y N 13 G9B C10 C12 SING Y N 14 G9B C11 C13 SING Y N 15 G9B C12 C14 DOUB Y N 16 G9B C13 C15 DOUB Y N 17 G9B C13 N16 SING N N 18 G9B C14 C15 SING Y N 19 G9B N16 C17 SING N N 20 G9B C17 C18 SING N N 21 G9B C17 O19 DOUB N N 22 G9B C18 C20 SING N N 23 G9B C21 N22 DOUB Y N 24 G9B C21 C23 SING Y N 25 G9B N22 C24 SING Y N 26 G9B C23 N25 DOUB Y N 27 G9B C23 N27 SING N N 28 G9B C24 C26 DOUB Y N 29 G9B C24 C28 SING N N 30 G9B N25 C26 SING Y N 31 G9B C28 C29 DOUB Y N 32 G9B C28 C30 SING Y N 33 G9B C29 N31 SING Y N 34 G9B C30 N32 DOUB Y N 35 G9B N31 N32 SING Y N 36 G9B N31 C33 SING N N 37 G9B C33 C34 SING N N 38 G9B C33 C35 SING N N 39 G9B C34 C36 SING N N 40 G9B C35 C37 SING N N 41 G9B C36 N38 SING N N 42 G9B C37 N38 SING N N 43 G9B N38 C39 SING N N 44 G9B C3 H3 SING N N 45 G9B C4 H4 SING N N 46 G9B C5 H5 SING N N 47 G9B C6 H6 SING N N 48 G9B C11 H11 SING N N 49 G9B C12 H12 SING N N 50 G9B C14 H14 SING N N 51 G9B C15 H15 SING N N 52 G9B N16 HN16 SING N N 53 G9B C18 H18 SING N N 54 G9B C18 H18A SING N N 55 G9B C20 H20 SING N N 56 G9B C20 H20A SING N N 57 G9B C20 H20B SING N N 58 G9B C26 H26 SING N N 59 G9B N27 HN27 SING N N 60 G9B N27 HN2A SING N N 61 G9B C29 H29 SING N N 62 G9B C30 H30 SING N N 63 G9B C33 H33 SING N N 64 G9B C34 H34 SING N N 65 G9B C34 H34A SING N N 66 G9B C35 H35 SING N N 67 G9B C35 H35A SING N N 68 G9B C36 H36 SING N N 69 G9B C36 H36A SING N N 70 G9B C37 H37 SING N N 71 G9B C37 H37A SING N N 72 G9B C39 H39 SING N N 73 G9B C39 H39A SING N N 74 G9B C39 H39B SING N N 75 # 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 G9B SMILES ACDLabs 12.01 "O=C(Nc1cccc(c1)n2c6ccccc6nc2c5nc(c3cn(nc3)C4CCN(C)CC4)cnc5N)CC" G9B InChI InChI 1.03 "InChI=1S/C29H31N9O/c1-3-26(39)33-20-7-6-8-22(15-20)38-25-10-5-4-9-23(25)35-29(38)27-28(30)31-17-24(34-27)19-16-32-37(18-19)21-11-13-36(2)14-12-21/h4-10,15-18,21H,3,11-14H2,1-2H3,(H2,30,31)(H,33,39)" G9B InChIKey InChI 1.03 KKUKNIKTWVWHBF-UHFFFAOYSA-N G9B SMILES_CANONICAL CACTVS 3.385 "CCC(=O)Nc1cccc(c1)n2c3ccccc3nc2c4nc(cnc4N)c5cnn(c5)C6CCN(C)CC6" G9B SMILES CACTVS 3.385 "CCC(=O)Nc1cccc(c1)n2c3ccccc3nc2c4nc(cnc4N)c5cnn(c5)C6CCN(C)CC6" G9B SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCC(=O)Nc1cccc(c1)n2c3ccccc3nc2c4c(ncc(n4)c5cnn(c5)C6CCN(CC6)C)N" G9B SMILES "OpenEye OEToolkits" 1.7.6 "CCC(=O)Nc1cccc(c1)n2c3ccccc3nc2c4c(ncc(n4)c5cnn(c5)C6CCN(CC6)C)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 G9B "SYSTEMATIC NAME" ACDLabs 12.01 "N-[3-(2-{3-amino-6-[1-(1-methylpiperidin-4-yl)-1H-pyrazol-4-yl]pyrazin-2-yl}-1H-benzimidazol-1-yl)phenyl]propanamide" G9B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[3-[2-[3-azanyl-6-[1-(1-methylpiperidin-4-yl)pyrazol-4-yl]pyrazin-2-yl]benzimidazol-1-yl]phenyl]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G9B "Create component" 2014-09-16 EBI G9B "Initial release" 2016-01-13 RCSB #