data_5BE # _chem_comp.id 5BE _chem_comp.name "3-methyl-5-[5-(1-methylethyl)-1H-benzimidazol-2-yl]-N-(1-methylpiperidin-4-yl)-1H-pyrazole-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H28 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-06-23 _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 380.487 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5BE _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 3NLB _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 5BE C1 C1 C 0 1 N N N 3.730 -6.951 14.055 3.034 3.458 -0.760 C1 5BE 1 5BE C2 C2 C 0 1 Y N N 2.351 -3.124 19.451 -1.116 -1.941 -0.133 C2 5BE 2 5BE C3 C3 C 0 1 Y N N 3.670 -2.662 19.327 0.067 -2.819 -0.147 C3 5BE 3 5BE C4 C4 C 0 1 Y N N 4.707 -3.297 18.692 1.378 -2.450 0.158 C4 5BE 4 5BE C5 C5 C 0 1 Y N N 5.778 -2.430 18.888 2.175 -3.602 0.015 C5 5BE 5 5BE N6 N6 N 0 1 Y N N 5.383 -1.394 19.631 1.408 -4.594 -0.349 N6 5BE 6 5BE N7 N7 N 0 1 Y N N 4.169 -1.534 19.911 0.088 -4.142 -0.453 N7 5BE 7 5BE C8 C8 C 0 1 N N N 7.213 -2.606 18.378 3.663 -3.677 0.242 C8 5BE 8 5BE C9 C9 C 0 1 N N N 4.807 -4.565 17.818 1.841 -1.109 0.554 C9 5BE 9 5BE O10 O10 O 0 1 N N N 5.905 -4.848 17.321 1.864 -0.796 1.729 O10 5BE 10 5BE N11 N11 N 0 1 N N N 3.712 -5.226 17.500 2.238 -0.228 -0.386 N11 5BE 11 5BE C12 C12 C 0 1 N N N 3.748 -6.378 16.556 2.698 1.106 0.008 C12 5BE 12 5BE C13 C13 C 0 1 N N N 3.726 -5.837 15.100 2.496 2.081 -1.156 C13 5BE 13 5BE N14 N14 N 0 1 N N N 2.536 -7.815 14.290 4.461 3.351 -0.430 N14 5BE 14 5BE C15 C15 C 0 1 N N N 2.576 -8.438 15.631 4.676 2.456 0.715 C15 5BE 15 5BE C16 C16 C 0 1 N N N 2.549 -7.331 16.755 4.186 1.049 0.363 C16 5BE 16 5BE N17 N17 N 0 1 Y N N 1.480 -2.460 20.203 -1.107 -0.665 0.173 N17 5BE 17 5BE N18 N18 N 0 1 Y N N 1.774 -4.217 18.923 -2.393 -2.332 -0.443 N18 5BE 18 5BE C19 C19 C 0 1 Y N N 0.523 -4.250 19.380 -3.201 -1.221 -0.310 C19 5BE 19 5BE C20 C20 C 0 1 Y N N 0.352 -3.137 20.190 -2.356 -0.167 0.085 C20 5BE 20 5BE C21 C21 C 0 1 Y N N -0.852 -2.920 20.866 -2.900 1.106 0.298 C21 5BE 21 5BE C22 C22 C 0 1 Y N N -1.912 -3.791 20.703 -4.239 1.311 0.125 C22 5BE 22 5BE C23 C23 C 0 1 Y N N -1.765 -4.899 19.861 -5.072 0.270 -0.261 C23 5BE 23 5BE C24 C24 C 0 1 Y N N -0.551 -5.138 19.191 -4.559 -0.990 -0.483 C24 5BE 24 5BE C25 C25 C 0 1 N N N -3.220 -3.441 21.463 -4.818 2.683 0.356 C25 5BE 25 5BE C26 C26 C 0 1 N N N -3.326 -4.364 22.709 -5.471 3.184 -0.934 C26 5BE 26 5BE C27 C27 C 0 1 N N N -4.491 -3.454 20.597 -5.869 2.613 1.465 C27 5BE 27 5BE C28 C28 C 0 1 N N N 2.423 -8.908 13.261 5.044 4.675 -0.179 C28 5BE 28 5BE H1 H1 H 0 1 N N N 3.685 -6.517 13.045 2.905 4.151 -1.591 H1 5BE 29 5BE H1A H1A H 0 1 N N N 4.649 -7.549 14.148 2.487 3.826 0.108 H1A 5BE 30 5BE HN7 HN7 H 0 1 N N N 3.640 -0.907 20.483 -0.679 -4.681 -0.703 HN7 5BE 31 5BE H8 H8 H 0 1 N N N 7.830 -1.762 18.720 3.859 -3.931 1.284 H8 5BE 32 5BE H8A H8A H 0 1 N N N 7.628 -3.546 18.770 4.092 -4.443 -0.405 H8A 5BE 33 5BE H8B H8B H 0 1 N N N 7.210 -2.636 17.278 4.115 -2.712 0.012 H8B 5BE 34 5BE HN11 HN11 H 0 0 N N N 2.839 -4.948 17.901 2.219 -0.478 -1.323 HN11 5BE 35 5BE H12 H12 H 0 1 N N N 4.668 -6.948 16.753 2.129 1.447 0.872 H12 5BE 36 5BE H13 H13 H 0 1 N N N 4.620 -5.215 14.947 1.433 2.158 -1.385 H13 5BE 37 5BE H13A H13A H 0 0 N N N 2.813 -5.239 14.966 3.033 1.718 -2.032 H13A 5BE 38 5BE H15 H15 H 0 1 N N N 1.701 -9.094 15.750 5.738 2.422 0.954 H15 5BE 39 5BE H15A H15A H 0 0 N N N 3.500 -9.027 15.727 4.121 2.829 1.576 H15A 5BE 40 5BE H16 H16 H 0 1 N N N 2.617 -7.808 17.744 4.331 0.389 1.218 H16 5BE 41 5BE H16A H16A H 0 0 N N N 1.610 -6.761 16.689 4.750 0.670 -0.489 H16A 5BE 42 5BE HN18 HN18 H 0 0 N N N 2.201 -4.878 18.306 -2.676 -3.222 -0.706 HN18 5BE 43 5BE H21 H21 H 0 1 N N N -0.954 -2.066 21.520 -2.262 1.923 0.599 H21 5BE 44 5BE H23 H23 H 0 1 N N N -2.593 -5.579 19.724 -6.128 0.449 -0.393 H23 5BE 45 5BE H24 H24 H 0 1 N N N -0.445 -5.993 18.540 -5.211 -1.795 -0.789 H24 5BE 46 5BE H25 H25 H 0 1 N N N -3.154 -2.390 21.781 -4.024 3.368 0.651 H25 5BE 47 5BE H26 H26 H 0 1 N N N -4.248 -4.131 23.261 -4.723 3.235 -1.725 H26 5BE 48 5BE H26A H26A H 0 0 N N N -3.349 -5.415 22.386 -6.266 2.499 -1.229 H26A 5BE 49 5BE H26B H26B H 0 0 N N N -2.456 -4.200 23.362 -5.891 4.177 -0.767 H26B 5BE 50 5BE H27 H27 H 0 1 N N N -5.361 -3.196 21.218 -5.404 2.256 2.384 H27 5BE 51 5BE H27A H27A H 0 0 N N N -4.389 -2.719 19.785 -6.288 3.605 1.633 H27A 5BE 52 5BE H27B H27B H 0 0 N N N -4.632 -4.457 20.168 -6.664 1.927 1.171 H27B 5BE 53 5BE H28 H28 H 0 1 N N N 1.533 -9.519 13.471 4.527 5.148 0.655 H28 5BE 54 5BE H28A H28A H 0 0 N N N 2.333 -8.461 12.260 6.102 4.567 0.062 H28A 5BE 55 5BE H28B H28B H 0 0 N N N 3.321 -9.543 13.300 4.937 5.294 -1.071 H28B 5BE 56 # 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 5BE C1 C13 SING N N 1 5BE C1 N14 SING N N 2 5BE C2 C3 SING Y N 3 5BE C2 N17 DOUB Y N 4 5BE C2 N18 SING Y N 5 5BE C3 C4 DOUB Y N 6 5BE C3 N7 SING Y N 7 5BE C4 C5 SING Y N 8 5BE C4 C9 SING N N 9 5BE C5 N6 DOUB Y N 10 5BE C5 C8 SING N N 11 5BE N6 N7 SING Y N 12 5BE C9 O10 DOUB N N 13 5BE C9 N11 SING N N 14 5BE N11 C12 SING N N 15 5BE C12 C13 SING N N 16 5BE C12 C16 SING N N 17 5BE N14 C15 SING N N 18 5BE N14 C28 SING N N 19 5BE C15 C16 SING N N 20 5BE N17 C20 SING Y N 21 5BE N18 C19 SING Y N 22 5BE C19 C20 DOUB Y N 23 5BE C19 C24 SING Y N 24 5BE C20 C21 SING Y N 25 5BE C21 C22 DOUB Y N 26 5BE C22 C23 SING Y N 27 5BE C22 C25 SING N N 28 5BE C23 C24 DOUB Y N 29 5BE C25 C26 SING N N 30 5BE C25 C27 SING N N 31 5BE C1 H1 SING N N 32 5BE C1 H1A SING N N 33 5BE N7 HN7 SING N N 34 5BE C8 H8 SING N N 35 5BE C8 H8A SING N N 36 5BE C8 H8B SING N N 37 5BE N11 HN11 SING N N 38 5BE C12 H12 SING N N 39 5BE C13 H13 SING N N 40 5BE C13 H13A SING N N 41 5BE C15 H15 SING N N 42 5BE C15 H15A SING N N 43 5BE C16 H16 SING N N 44 5BE C16 H16A SING N N 45 5BE N18 HN18 SING N N 46 5BE C21 H21 SING N N 47 5BE C23 H23 SING N N 48 5BE C24 H24 SING N N 49 5BE C25 H25 SING N N 50 5BE C26 H26 SING N N 51 5BE C26 H26A SING N N 52 5BE C26 H26B SING N N 53 5BE C27 H27 SING N N 54 5BE C27 H27A SING N N 55 5BE C27 H27B SING N N 56 5BE C28 H28 SING N N 57 5BE C28 H28A SING N N 58 5BE C28 H28B 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 5BE SMILES ACDLabs 12.01 "O=C(c3c(c2nc1cc(ccc1n2)C(C)C)nnc3C)NC4CCN(C)CC4" 5BE SMILES_CANONICAL CACTVS 3.370 "CC(C)c1ccc2[nH]c(nc2c1)c3[nH]nc(C)c3C(=O)NC4CCN(C)CC4" 5BE SMILES CACTVS 3.370 "CC(C)c1ccc2[nH]c(nc2c1)c3[nH]nc(C)c3C(=O)NC4CCN(C)CC4" 5BE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1c(c([nH]n1)c2[nH]c3ccc(cc3n2)C(C)C)C(=O)NC4CCN(CC4)C" 5BE SMILES "OpenEye OEToolkits" 1.7.0 "Cc1c(c([nH]n1)c2[nH]c3ccc(cc3n2)C(C)C)C(=O)NC4CCN(CC4)C" 5BE InChI InChI 1.03 "InChI=1S/C21H28N6O/c1-12(2)14-5-6-16-17(11-14)24-20(23-16)19-18(13(3)25-26-19)21(28)22-15-7-9-27(4)10-8-15/h5-6,11-12,15H,7-10H2,1-4H3,(H,22,28)(H,23,24)(H,25,26)" 5BE InChIKey InChI 1.03 PFGGMNGDLVJXNC-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 5BE "SYSTEMATIC NAME" ACDLabs 12.01 "3-methyl-N-(1-methylpiperidin-4-yl)-5-[5-(propan-2-yl)-1H-benzimidazol-2-yl]-1H-pyrazole-4-carboxamide" 5BE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "3-methyl-N-(1-methylpiperidin-4-yl)-5-(5-propan-2-yl-1H-benzimidazol-2-yl)-1H-pyrazole-4-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 5BE "Create component" 2010-06-23 PDBJ 5BE "Modify aromatic_flag" 2011-06-04 RCSB 5BE "Modify descriptor" 2011-06-04 RCSB #