data_A7A # _chem_comp.id A7A _chem_comp.name "(R)-{1-[(2,5-dimethylphenyl)methyl]-6-(1-methyl-1H-pyrazol-4-yl)-1H-benzimidazol-2-yl}(pyridin-4-yl)methanol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H25 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-07-08 _chem_comp.pdbx_modified_date 2019-12-20 _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 423.510 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A7A _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 5WD3 _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 A7A O O1 O 0 1 N N N -10.999 1.815 16.015 3.534 0.164 1.933 O A7A 1 A7A C19 C1 C 0 1 N N R -10.809 0.943 17.087 3.054 0.312 0.595 C19 A7A 2 A7A C20 C2 C 0 1 Y N N -10.123 -0.286 16.569 3.780 1.450 -0.075 C20 A7A 3 A7A C24 C3 C 0 1 Y N N -8.951 -0.749 17.143 4.087 1.398 -1.427 C24 A7A 4 A7A C23 C4 C 0 1 Y N N -8.381 -1.946 16.698 4.754 2.460 -2.007 C23 A7A 5 A7A N4 N1 N 0 1 Y N N -8.976 -2.678 15.718 5.097 3.513 -1.292 N4 A7A 6 A7A C22 C5 C 0 1 Y N N -10.131 -2.270 15.162 4.822 3.597 -0.005 C22 A7A 7 A7A C21 C6 C 0 1 Y N N -10.726 -1.067 15.580 4.153 2.576 0.643 C21 A7A 8 A7A C8 C7 C 0 1 Y N N -12.120 0.482 17.572 1.576 0.606 0.621 C8 A7A 9 A7A N1 N2 N 0 1 Y N N -13.208 0.423 16.799 1.000 1.463 1.413 N1 A7A 10 A7A C9 C8 C 0 1 Y N N -14.194 -0.153 17.532 -0.336 1.480 1.174 C9 A7A 11 A7A C14 C9 C 0 1 Y N N -13.682 -0.477 18.793 -0.580 0.551 0.147 C14 A7A 12 A7A N N3 N 0 1 Y N N -12.405 -0.111 18.796 0.650 0.018 -0.184 N A7A 13 A7A C7 C10 C 0 1 N N N -11.494 -0.229 19.957 0.910 -0.995 -1.211 C7 A7A 14 A7A C6 C11 C 0 1 Y N N -11.195 -1.672 20.347 0.920 -2.362 -0.576 C6 A7A 15 A7A C4 C12 C 0 1 Y N N -11.102 -1.971 21.679 1.269 -3.469 -1.326 C4 A7A 16 A7A C5 C13 C 0 1 N N N -11.353 -0.904 22.715 1.641 -3.309 -2.777 C5 A7A 17 A7A C3 C14 C 0 1 Y N N -10.834 -3.253 22.074 1.278 -4.723 -0.743 C3 A7A 18 A7A C2 C15 C 0 1 Y N N -10.630 -4.250 21.139 0.937 -4.870 0.588 C2 A7A 19 A7A C25 C16 C 0 1 Y N N -10.949 -2.667 19.392 0.585 -2.507 0.757 C25 A7A 20 A7A C1 C17 C 0 1 Y N N -10.666 -3.958 19.804 0.586 -3.762 1.337 C1 A7A 21 A7A C C18 C 0 1 N N N -10.395 -5.077 18.812 0.221 -3.921 2.791 C A7A 22 A7A C13 C19 C 0 1 Y N N -14.501 -1.075 19.755 -1.872 0.350 -0.312 C13 A7A 23 A7A C12 C20 C 0 1 Y N N -15.845 -1.369 19.443 -2.920 1.073 0.247 C12 A7A 24 A7A C11 C21 C 0 1 Y N N -16.344 -1.034 18.195 -2.671 1.996 1.267 C11 A7A 25 A7A C10 C22 C 0 1 Y N N -15.523 -0.446 17.238 -1.402 2.198 1.725 C10 A7A 26 A7A C15 C23 C 0 1 Y N N -16.676 -2.081 20.334 -4.306 0.864 -0.240 C15 A7A 27 A7A C18 C24 C 0 1 Y N N -16.306 -3.127 21.183 -5.424 1.503 0.210 C18 A7A 28 A7A N3 N4 N 0 1 Y N N -17.401 -3.494 21.850 -6.475 1.029 -0.489 N3 A7A 29 A7A C17 C25 C 0 1 N N N -17.665 -4.528 22.879 -7.871 1.443 -0.329 C17 A7A 30 A7A N2 N5 N 0 1 Y N N -18.506 -2.725 21.496 -6.002 0.072 -1.396 N2 A7A 31 A7A C16 C26 C 0 1 Y N N -18.057 -1.852 20.541 -4.706 -0.027 -1.256 C16 A7A 32 A7A H1 H1 H 0 1 N N N -11.433 2.603 16.320 3.408 0.947 2.485 H1 A7A 33 A7A H2 H2 H 0 1 N N N -10.225 1.401 17.899 3.231 -0.609 0.041 H2 A7A 34 A7A H3 H3 H 0 1 N N N -8.477 -0.186 17.934 3.809 0.538 -2.018 H3 A7A 35 A7A H4 H4 H 0 1 N N N -7.458 -2.293 17.138 4.997 2.427 -3.059 H4 A7A 36 A7A H5 H5 H 0 1 N N N -10.601 -2.867 14.394 5.116 4.477 0.548 H5 A7A 37 A7A H6 H6 H 0 1 N N N -11.655 -0.744 15.134 3.930 2.651 1.697 H6 A7A 38 A7A H7 H7 H 0 1 N N N -10.545 0.269 19.708 0.128 -0.952 -1.969 H7 A7A 39 A7A H8 H8 H 0 1 N N N -11.958 0.276 20.817 1.877 -0.803 -1.674 H8 A7A 40 A7A H9 H9 H 0 1 N N N -12.424 -0.878 22.964 2.724 -3.218 -2.867 H9 A7A 41 A7A H10 H10 H 0 1 N N N -10.772 -1.129 23.621 1.303 -4.182 -3.337 H10 A7A 42 A7A H11 H11 H 0 1 N N N -11.046 0.074 22.316 1.166 -2.414 -3.178 H11 A7A 43 A7A H12 H12 H 0 1 N N N -10.781 -3.488 23.127 1.552 -5.588 -1.329 H12 A7A 44 A7A H13 H13 H 0 1 N N N -10.442 -5.263 21.464 0.944 -5.849 1.042 H13 A7A 45 A7A H14 H14 H 0 1 N N N -10.980 -2.428 18.339 0.311 -1.642 1.343 H14 A7A 46 A7A H15 H15 H 0 1 N N N -9.318 -5.121 18.593 -0.854 -4.081 2.880 H15 A7A 47 A7A H16 H16 H 0 1 N N N -10.721 -6.035 19.243 0.752 -4.777 3.207 H16 A7A 48 A7A H17 H17 H 0 1 N N N -10.951 -4.885 17.882 0.500 -3.019 3.336 H17 A7A 49 A7A H18 H18 H 0 1 N N N -14.107 -1.311 20.732 -2.064 -0.363 -1.100 H18 A7A 50 A7A H19 H19 H 0 1 N N N -17.380 -1.231 17.963 -3.490 2.554 1.695 H19 A7A 51 A7A H20 H20 H 0 1 N N N -15.919 -0.215 16.260 -1.221 2.913 2.514 H20 A7A 52 A7A H21 H21 H 0 1 N N N -15.320 -3.557 21.281 -5.461 2.253 0.987 H21 A7A 53 A7A H22 H22 H 0 1 N N N -18.723 -4.488 23.177 -8.080 2.281 -0.994 H22 A7A 54 A7A H23 H23 H 0 1 N N N -17.438 -5.522 22.466 -8.528 0.610 -0.577 H23 A7A 55 A7A H24 H24 H 0 1 N N N -17.030 -4.342 23.757 -8.044 1.747 0.704 H24 A7A 56 A7A H25 H25 H 0 1 N N N -18.657 -1.112 20.031 -4.056 -0.680 -1.819 H25 A7A 57 # # 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 A7A C22 C21 DOUB Y N 1 A7A C22 N4 SING Y N 2 A7A C21 C20 SING Y N 3 A7A N4 C23 DOUB Y N 4 A7A O C19 SING N N 5 A7A C20 C19 SING N N 6 A7A C20 C24 DOUB Y N 7 A7A C23 C24 SING Y N 8 A7A N1 C9 SING Y N 9 A7A N1 C8 DOUB Y N 10 A7A C19 C8 SING N N 11 A7A C10 C9 DOUB Y N 12 A7A C10 C11 SING Y N 13 A7A C9 C14 SING Y N 14 A7A C8 N SING Y N 15 A7A C11 C12 DOUB Y N 16 A7A C14 N SING Y N 17 A7A C14 C13 DOUB Y N 18 A7A N C7 SING N N 19 A7A C C1 SING N N 20 A7A C25 C1 DOUB Y N 21 A7A C25 C6 SING Y N 22 A7A C12 C13 SING Y N 23 A7A C12 C15 SING N N 24 A7A C1 C2 SING Y N 25 A7A C7 C6 SING N N 26 A7A C15 C16 SING Y N 27 A7A C15 C18 DOUB Y N 28 A7A C6 C4 DOUB Y N 29 A7A C16 N2 DOUB Y N 30 A7A C2 C3 DOUB Y N 31 A7A C18 N3 SING Y N 32 A7A N2 N3 SING Y N 33 A7A C4 C3 SING Y N 34 A7A C4 C5 SING N N 35 A7A N3 C17 SING N N 36 A7A O H1 SING N N 37 A7A C19 H2 SING N N 38 A7A C24 H3 SING N N 39 A7A C23 H4 SING N N 40 A7A C22 H5 SING N N 41 A7A C21 H6 SING N N 42 A7A C7 H7 SING N N 43 A7A C7 H8 SING N N 44 A7A C5 H9 SING N N 45 A7A C5 H10 SING N N 46 A7A C5 H11 SING N N 47 A7A C3 H12 SING N N 48 A7A C2 H13 SING N N 49 A7A C25 H14 SING N N 50 A7A C H15 SING N N 51 A7A C H16 SING N N 52 A7A C H17 SING N N 53 A7A C13 H18 SING N N 54 A7A C11 H19 SING N N 55 A7A C10 H20 SING N N 56 A7A C18 H21 SING N N 57 A7A C17 H22 SING N N 58 A7A C17 H23 SING N N 59 A7A C17 H24 SING N N 60 A7A C16 H25 SING N N 61 # # 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 A7A SMILES ACDLabs 12.01 "OC(c1n(c2c(n1)ccc(c2)c3cnn(c3)C)Cc4c(ccc(c4)C)C)c5ccncc5" A7A InChI InChI 1.03 "InChI=1S/C26H25N5O/c1-17-4-5-18(2)21(12-17)16-31-24-13-20(22-14-28-30(3)15-22)6-7-23(24)29-26(31)25(32)19-8-10-27-11-9-19/h4-15,25,32H,16H2,1-3H3/t25-/m1/s1" A7A InChIKey InChI 1.03 RZGFWGNCSYUEPR-RUZDIDTESA-N A7A SMILES_CANONICAL CACTVS 3.385 "Cn1cc(cn1)c2ccc3nc([C@H](O)c4ccncc4)n(Cc5cc(C)ccc5C)c3c2" A7A SMILES CACTVS 3.385 "Cn1cc(cn1)c2ccc3nc([CH](O)c4ccncc4)n(Cc5cc(C)ccc5C)c3c2" A7A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccc(c(c1)Cn2c3cc(ccc3nc2[C@@H](c4ccncc4)O)c5cnn(c5)C)C" A7A SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccc(c(c1)Cn2c3cc(ccc3nc2C(c4ccncc4)O)c5cnn(c5)C)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 A7A "SYSTEMATIC NAME" ACDLabs 12.01 "(R)-{1-[(2,5-dimethylphenyl)methyl]-6-(1-methyl-1H-pyrazol-4-yl)-1H-benzimidazol-2-yl}(pyridin-4-yl)methanol" A7A "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(~{R})-[1-[(2,5-dimethylphenyl)methyl]-6-(1-methylpyrazol-4-yl)benzimidazol-2-yl]-pyridin-4-yl-methanol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A7A "Create component" 2017-07-08 RCSB A7A "Initial release" 2019-12-25 RCSB ##