data_A6Y # _chem_comp.id A6Y _chem_comp.name "(S)-{1-[(2,5-dimethylphenyl)methyl]-1H-benzimidazol-2-yl}(pyridin-4-yl)methanol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H21 N3 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 343.422 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A6Y _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 5WD2 _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 A6Y C7 C1 C 0 1 Y N N -14.548 -0.532 19.716 3.047 1.840 -0.153 C7 A6Y 1 A6Y C6 C2 C 0 1 Y N N -15.910 -0.773 19.562 3.448 2.912 -0.923 C6 A6Y 2 A6Y C11 C3 C 0 1 Y N N -9.016 -0.397 16.831 -2.946 -0.939 -0.217 C11 A6Y 3 A6Y C5 C4 C 0 1 Y N N -16.546 -0.558 18.343 2.514 3.807 -1.422 C5 A6Y 4 A6Y C4 C5 C 0 1 Y N N -15.832 -0.101 17.266 1.183 3.644 -1.161 C4 A6Y 5 A6Y C3 C6 C 0 1 Y N N -14.478 0.149 17.391 0.753 2.566 -0.384 C3 A6Y 6 A6Y N2 N1 N 0 1 Y N N -13.522 0.604 16.440 -0.466 2.143 0.039 N2 A6Y 7 A6Y C12 C7 C 0 1 Y N N -8.332 -1.602 16.624 -4.023 -0.961 -1.082 C12 A6Y 8 A6Y C20 C8 C 0 1 Y N N -10.047 -2.310 15.084 -4.468 1.265 -0.689 C20 A6Y 9 A6Y C24 C9 C 0 1 N N N -11.420 0.225 19.396 1.533 -0.434 1.553 C24 A6Y 10 A6Y C28 C10 C 0 1 Y N N -11.125 -2.723 21.880 2.632 -3.259 -0.697 C28 A6Y 11 A6Y C26 C11 C 0 1 Y N N -11.249 -1.176 20.007 1.495 -1.646 0.659 C26 A6Y 12 A6Y C27 C12 C 0 1 Y N N -11.314 -1.425 21.388 2.667 -2.147 0.123 C27 A6Y 13 A6Y C29 C13 C 0 1 Y N N -10.876 -3.780 21.016 1.425 -3.866 -0.988 C29 A6Y 14 A6Y C31 C14 C 0 1 Y N N -10.991 -2.245 19.148 0.288 -2.257 0.373 C31 A6Y 15 A6Y C32 C15 C 0 1 N N N -10.548 -4.684 18.685 -1.063 -4.031 -0.763 C32 A6Y 16 A6Y O22 O1 O 0 1 N N N -10.261 2.106 17.088 -1.868 0.971 2.591 O22 A6Y 17 A6Y C9 C16 C 0 1 N N S -11.030 1.131 16.386 -1.465 0.305 1.393 C9 A6Y 18 A6Y C10 C17 C 0 1 Y N N -10.239 -0.132 16.158 -2.629 0.241 0.438 C10 A6Y 19 A6Y N19 N2 N 0 1 Y N N -8.845 -2.552 15.758 -4.743 0.124 -1.291 N19 A6Y 20 A6Y C21 C18 C 0 1 Y N N -10.749 -1.111 15.292 -3.408 1.361 0.193 C21 A6Y 21 A6Y C2 C19 C 0 1 Y N N -12.335 0.757 17.140 -0.331 1.064 0.753 C2 A6Y 22 A6Y N3 N3 N 0 1 Y N N -12.535 0.244 18.412 0.982 0.719 0.837 N3 A6Y 23 A6Y C8 C20 C 0 1 Y N N -13.839 -0.073 18.635 1.699 1.655 0.118 C8 A6Y 24 A6Y C25 C21 C 0 1 N N N -11.564 -0.315 22.381 3.983 -1.481 0.435 C25 A6Y 25 A6Y C30 C22 C 0 1 Y N N -10.810 -3.546 19.643 0.253 -3.365 -0.452 C30 A6Y 26 A6Y H1 H1 H 0 1 N N N -14.061 -0.702 20.665 3.779 1.146 0.234 H1 A6Y 27 A6Y H2 H2 H 0 1 N N N -16.483 -1.133 20.403 4.497 3.055 -1.138 H2 A6Y 28 A6Y H3 H3 H 0 1 N N N -8.609 0.338 17.509 -2.361 -1.832 -0.050 H3 A6Y 29 A6Y H4 H4 H 0 1 N N N -17.604 -0.752 18.245 2.842 4.643 -2.023 H4 A6Y 30 A6Y H5 H5 H 0 1 N N N -16.327 0.064 16.320 0.464 4.350 -1.551 H5 A6Y 31 A6Y H6 H6 H 0 1 N N N -7.403 -1.790 17.141 -4.279 -1.878 -1.593 H6 A6Y 32 A6Y H7 H7 H 0 1 N N N -10.437 -3.049 14.400 -5.080 2.133 -0.886 H7 A6Y 33 A6Y H8 H8 H 0 1 N N N -10.487 0.513 18.889 0.940 -0.623 2.448 H8 A6Y 34 A6Y H9 H9 H 0 1 N N N -11.637 0.944 20.200 2.564 -0.225 1.839 H9 A6Y 35 A6Y H10 H10 H 0 1 N N N -11.174 -2.903 22.944 3.548 -3.650 -1.116 H10 A6Y 36 A6Y H11 H11 H 0 1 N N N -10.734 -4.778 21.405 1.397 -4.732 -1.633 H11 A6Y 37 A6Y H12 H12 H 0 1 N N N -10.930 -2.068 18.084 -0.627 -1.868 0.795 H12 A6Y 38 A6Y H13 H13 H 0 1 N N N -9.464 -4.791 18.529 -1.503 -3.570 -1.648 H13 A6Y 39 A6Y H14 H14 H 0 1 N N N -10.951 -5.617 19.105 -0.898 -5.092 -0.950 H14 A6Y 40 A6Y H15 H15 H 0 1 N N N -11.038 -4.473 17.723 -1.740 -3.912 0.083 H15 A6Y 41 A6Y H16 H16 H 0 1 N N N -10.783 2.889 17.217 -2.174 1.878 2.453 H16 A6Y 42 A6Y H17 H17 H 0 1 N N N -11.318 1.536 15.405 -1.136 -0.706 1.633 H17 A6Y 43 A6Y H18 H18 H 0 1 N N N -11.686 -0.942 14.783 -3.188 2.298 0.683 H18 A6Y 44 A6Y H19 H19 H 0 1 N N N -12.646 -0.212 22.552 4.393 -1.900 1.353 H19 A6Y 45 A6Y H20 H20 H 0 1 N N N -11.063 -0.553 23.331 4.679 -1.652 -0.386 H20 A6Y 46 A6Y H21 H21 H 0 1 N N N -11.165 0.630 21.983 3.827 -0.410 0.561 H21 A6Y 47 # # 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 A6Y C20 C21 DOUB Y N 1 A6Y C20 N19 SING Y N 2 A6Y C21 C10 SING Y N 3 A6Y N19 C12 DOUB Y N 4 A6Y C10 C9 SING N N 5 A6Y C10 C11 DOUB Y N 6 A6Y C9 O22 SING N N 7 A6Y C9 C2 SING N N 8 A6Y N2 C2 DOUB Y N 9 A6Y N2 C3 SING Y N 10 A6Y C12 C11 SING Y N 11 A6Y C2 N3 SING Y N 12 A6Y C4 C3 DOUB Y N 13 A6Y C4 C5 SING Y N 14 A6Y C3 C8 SING Y N 15 A6Y C5 C6 DOUB Y N 16 A6Y N3 C8 SING Y N 17 A6Y N3 C24 SING N N 18 A6Y C8 C7 DOUB Y N 19 A6Y C32 C30 SING N N 20 A6Y C31 C30 DOUB Y N 21 A6Y C31 C26 SING Y N 22 A6Y C24 C26 SING N N 23 A6Y C6 C7 SING Y N 24 A6Y C30 C29 SING Y N 25 A6Y C26 C27 DOUB Y N 26 A6Y C29 C28 DOUB Y N 27 A6Y C27 C28 SING Y N 28 A6Y C27 C25 SING N N 29 A6Y C7 H1 SING N N 30 A6Y C6 H2 SING N N 31 A6Y C11 H3 SING N N 32 A6Y C5 H4 SING N N 33 A6Y C4 H5 SING N N 34 A6Y C12 H6 SING N N 35 A6Y C20 H7 SING N N 36 A6Y C24 H8 SING N N 37 A6Y C24 H9 SING N N 38 A6Y C28 H10 SING N N 39 A6Y C29 H11 SING N N 40 A6Y C31 H12 SING N N 41 A6Y C32 H13 SING N N 42 A6Y C32 H14 SING N N 43 A6Y C32 H15 SING N N 44 A6Y O22 H16 SING N N 45 A6Y C9 H17 SING N N 46 A6Y C21 H18 SING N N 47 A6Y C25 H19 SING N N 48 A6Y C25 H20 SING N N 49 A6Y C25 H21 SING N N 50 # # 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 A6Y SMILES ACDLabs 12.01 "c1cccc3c1n(Cc2c(ccc(c2)C)C)c(n3)C(O)c4ccncc4" A6Y InChI InChI 1.03 "InChI=1S/C22H21N3O/c1-15-7-8-16(2)18(13-15)14-25-20-6-4-3-5-19(20)24-22(25)21(26)17-9-11-23-12-10-17/h3-13,21,26H,14H2,1-2H3/t21-/m0/s1" A6Y InChIKey InChI 1.03 MKABLXAUPLCAHG-NRFANRHFSA-N A6Y SMILES_CANONICAL CACTVS 3.385 "Cc1ccc(C)c(Cn2c3ccccc3nc2[C@@H](O)c4ccncc4)c1" A6Y SMILES CACTVS 3.385 "Cc1ccc(C)c(Cn2c3ccccc3nc2[CH](O)c4ccncc4)c1" A6Y SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccc(c(c1)Cn2c3ccccc3nc2[C@H](c4ccncc4)O)C" A6Y SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccc(c(c1)Cn2c3ccccc3nc2C(c4ccncc4)O)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 A6Y "SYSTEMATIC NAME" ACDLabs 12.01 "(S)-{1-[(2,5-dimethylphenyl)methyl]-1H-benzimidazol-2-yl}(pyridin-4-yl)methanol" A6Y "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(~{S})-[1-[(2,5-dimethylphenyl)methyl]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 A6Y "Create component" 2017-07-08 RCSB A6Y "Initial release" 2019-12-25 RCSB ##