data_AUN # _chem_comp.id AUN _chem_comp.name "(2~{S})-~{N}-[5-(4-bromophenyl)-1~{H}-imidazol-2-yl]-2-[4-(1-methylimidazol-4-yl)phenoxy]propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H20 Br N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-23 _chem_comp.pdbx_modified_date 2018-03-23 _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 466.331 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AUN _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 5OU3 _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 AUN C10 C1 C 0 1 Y N N 127.898 -15.910 -1.801 -7.990 -1.023 -0.192 C10 AUN 1 AUN N12 N1 N 0 1 Y N N 126.156 -16.406 -0.601 -10.082 -0.826 -0.800 N12 AUN 2 AUN C13 C2 C 0 1 N N N 125.206 -17.070 0.239 -11.355 -0.281 -1.279 C13 AUN 3 AUN C21 C3 C 0 1 Y N N 135.236 -13.929 1.274 3.476 1.672 -0.328 C21 AUN 4 AUN C22 C4 C 0 1 Y N N 135.907 -15.101 0.927 3.418 2.978 -0.701 C22 AUN 5 AUN C24 C5 C 0 1 Y N N 135.284 -13.167 2.615 4.685 0.824 -0.267 C24 AUN 6 AUN C26 C6 C 0 1 Y N N 135.125 -11.080 3.837 7.054 0.556 -0.553 C26 AUN 7 AUN C01 C7 C 0 1 N N N 133.384 -13.399 -4.821 -2.446 2.357 1.767 C01 AUN 8 AUN C02 C8 C 0 1 N N S 133.948 -14.783 -4.539 -2.129 1.389 0.625 C02 AUN 9 AUN O03 O1 O 0 1 N N N 132.957 -15.858 -4.648 -2.609 0.085 0.960 O03 AUN 10 AUN C04 C9 C 0 1 Y N N 131.708 -15.868 -3.912 -3.912 -0.183 0.681 C04 AUN 11 AUN C05 C10 C 0 1 Y N N 131.495 -16.811 -2.900 -4.413 -1.463 0.875 C05 AUN 12 AUN C06 C11 C 0 1 Y N N 130.254 -16.849 -2.191 -5.735 -1.738 0.593 C06 AUN 13 AUN C07 C12 C 0 1 Y N N 129.262 -15.960 -2.522 -6.568 -0.730 0.113 C07 AUN 14 AUN C08 C13 C 0 1 Y N N 129.467 -15.023 -3.548 -6.062 0.554 -0.081 C08 AUN 15 AUN C09 C14 C 0 1 Y N N 130.683 -14.996 -4.241 -4.741 0.825 0.208 C09 AUN 16 AUN C11 C15 C 0 1 Y N N 127.306 -16.885 -1.003 -8.908 -0.138 -0.663 C11 AUN 17 AUN C14 C16 C 0 1 Y N N 125.992 -15.133 -1.116 -9.849 -2.102 -0.422 C14 AUN 18 AUN N15 N2 N 0 1 Y N N 127.079 -14.848 -1.854 -8.603 -2.216 -0.057 N15 AUN 19 AUN C16 C17 C 0 1 N N N 134.656 -14.895 -3.153 -0.639 1.336 0.411 C16 AUN 20 AUN O17 O2 O 0 1 N N N 135.729 -15.471 -3.067 -0.032 0.306 0.620 O17 AUN 21 AUN N18 N3 N 0 1 N N N 134.056 -14.319 -1.993 0.021 2.432 -0.014 N18 AUN 22 AUN C19 C18 C 0 1 Y N N 134.686 -14.420 -0.757 1.393 2.382 -0.212 C19 AUN 23 AUN N20 N4 N 0 1 Y N N 134.500 -13.538 0.257 2.184 1.294 -0.013 N20 AUN 24 AUN N23 N5 N 0 1 Y N N 135.556 -15.387 -0.332 2.143 3.379 -0.622 N23 AUN 25 AUN C25 C19 C 0 1 Y N N 135.092 -11.785 2.616 5.930 1.352 -0.613 C25 AUN 26 AUN C27 C20 C 0 1 Y N N 135.357 -11.766 5.014 6.950 -0.765 -0.150 C27 AUN 27 AUN C29 C21 C 0 1 Y N N 135.558 -13.144 5.010 5.719 -1.293 0.199 C29 AUN 28 AUN C30 C22 C 0 1 Y N N 135.521 -13.862 3.781 4.587 -0.507 0.143 C30 AUN 29 AUN BR1 BR1 BR 0 0 N N N 135.414 -10.840 6.658 8.496 -1.852 -0.078 BR1 AUN 30 AUN H1 H1 H 0 1 N N N 125.585 -18.068 0.505 -11.413 -0.392 -2.362 H1 AUN 31 AUN H2 H2 H 0 1 N N N 125.052 -16.481 1.155 -12.179 -0.821 -0.813 H2 AUN 32 AUN H3 H3 H 0 1 N N N 124.251 -17.171 -0.297 -11.419 0.775 -1.018 H3 AUN 33 AUN H4 H4 H 0 1 N N N 136.580 -15.668 1.553 4.255 3.588 -1.007 H4 AUN 34 AUN H5 H5 H 0 1 N N N 134.970 -10.011 3.852 8.017 0.962 -0.825 H5 AUN 35 AUN H6 H6 H 0 1 N N N 134.183 -12.649 -4.720 -2.080 3.352 1.512 H6 AUN 36 AUN H7 H7 H 0 1 N N N 132.980 -13.369 -5.844 -3.524 2.395 1.922 H7 AUN 37 AUN H8 H8 H 0 1 N N N 132.581 -13.177 -4.103 -1.959 2.014 2.680 H8 AUN 38 AUN H9 H9 H 0 1 N N N 134.722 -14.971 -5.298 -2.616 1.732 -0.288 H9 AUN 39 AUN H10 H10 H 0 1 N N N 132.275 -17.516 -2.652 -3.766 -2.245 1.247 H10 AUN 40 AUN H11 H11 H 0 1 N N N 130.099 -17.570 -1.402 -6.123 -2.735 0.743 H11 AUN 41 AUN H12 H12 H 0 1 N N N 128.685 -14.322 -3.803 -6.706 1.338 -0.453 H12 AUN 42 AUN H13 H13 H 0 1 N N N 130.824 -14.286 -5.043 -4.350 1.821 0.062 H13 AUN 43 AUN H14 H14 H 0 1 N N N 127.718 -17.854 -0.761 -8.742 0.906 -0.885 H14 AUN 44 AUN H15 H15 H 0 1 N N N 125.144 -14.485 -0.954 -10.579 -2.898 -0.422 H15 AUN 45 AUN H16 H16 H 0 1 N N N 133.181 -13.842 -2.069 -0.464 3.255 -0.182 H16 AUN 46 AUN H17 H17 H 0 1 N N N 133.908 -12.733 0.235 1.896 0.418 0.289 H17 AUN 47 AUN H19 H19 H 0 1 N N N 134.919 -11.259 1.689 6.012 2.382 -0.927 H19 AUN 48 AUN H20 H20 H 0 1 N N N 135.742 -13.667 5.937 5.644 -2.324 0.512 H20 AUN 49 AUN H21 H21 H 0 1 N N N 135.676 -14.931 3.763 3.627 -0.920 0.417 H21 AUN 50 # 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 AUN C01 C02 SING N N 1 AUN O03 C02 SING N N 2 AUN O03 C04 SING N N 3 AUN C02 C16 SING N N 4 AUN C09 C04 DOUB Y N 5 AUN C09 C08 SING Y N 6 AUN C04 C05 SING Y N 7 AUN C08 C07 DOUB Y N 8 AUN C16 O17 DOUB N N 9 AUN C16 N18 SING N N 10 AUN C05 C06 DOUB Y N 11 AUN C07 C06 SING Y N 12 AUN C07 C10 SING N N 13 AUN N18 C19 SING N N 14 AUN N15 C10 SING Y N 15 AUN N15 C14 DOUB Y N 16 AUN C10 C11 DOUB Y N 17 AUN C14 N12 SING Y N 18 AUN C11 N12 SING Y N 19 AUN C19 N23 DOUB Y N 20 AUN C19 N20 SING Y N 21 AUN N12 C13 SING N N 22 AUN N23 C22 SING Y N 23 AUN N20 C21 SING Y N 24 AUN C22 C21 DOUB Y N 25 AUN C21 C24 SING N N 26 AUN C24 C25 DOUB Y N 27 AUN C24 C30 SING Y N 28 AUN C25 C26 SING Y N 29 AUN C30 C29 DOUB Y N 30 AUN C26 C27 DOUB Y N 31 AUN C29 C27 SING Y N 32 AUN C27 BR1 SING N N 33 AUN C13 H1 SING N N 34 AUN C13 H2 SING N N 35 AUN C13 H3 SING N N 36 AUN C22 H4 SING N N 37 AUN C26 H5 SING N N 38 AUN C01 H6 SING N N 39 AUN C01 H7 SING N N 40 AUN C01 H8 SING N N 41 AUN C02 H9 SING N N 42 AUN C05 H10 SING N N 43 AUN C06 H11 SING N N 44 AUN C08 H12 SING N N 45 AUN C09 H13 SING N N 46 AUN C11 H14 SING N N 47 AUN C14 H15 SING N N 48 AUN N18 H16 SING N N 49 AUN N20 H17 SING N N 50 AUN C25 H19 SING N N 51 AUN C29 H20 SING N N 52 AUN C30 H21 SING N N 53 # 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 AUN InChI InChI 1.03 "InChI=1S/C22H20BrN5O2/c1-14(30-18-9-5-16(6-10-18)20-12-28(2)13-25-20)21(29)27-22-24-11-19(26-22)15-3-7-17(23)8-4-15/h3-14H,1-2H3,(H2,24,26,27,29)/t14-/m0/s1" AUN InChIKey InChI 1.03 NCECUTFKDWLGRR-AWEZNQCLSA-N AUN SMILES_CANONICAL CACTVS 3.385 "C[C@H](Oc1ccc(cc1)c2cn(C)cn2)C(=O)Nc3[nH]c(cn3)c4ccc(Br)cc4" AUN SMILES CACTVS 3.385 "C[CH](Oc1ccc(cc1)c2cn(C)cn2)C(=O)Nc3[nH]c(cn3)c4ccc(Br)cc4" AUN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H](C(=O)Nc1[nH]c(cn1)c2ccc(cc2)Br)Oc3ccc(cc3)c4cn(cn4)C" AUN SMILES "OpenEye OEToolkits" 2.0.6 "CC(C(=O)Nc1[nH]c(cn1)c2ccc(cc2)Br)Oc3ccc(cc3)c4cn(cn4)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 AUN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-~{N}-[5-(4-bromophenyl)-1~{H}-imidazol-2-yl]-2-[4-(1-methylimidazol-4-yl)phenoxy]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 AUN "Create component" 2017-08-23 EBI AUN "Initial release" 2018-03-28 RCSB #