data_A9Y # _chem_comp.id A9Y _chem_comp.name "(3R)-3-[1-(1H-benzimidazol-2-yl)-5-hydroxy-3-methyl-1H-pyrazol-4-yl]-2-benzofuran-1(3H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H14 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-07-13 _chem_comp.pdbx_modified_date 2017-08-04 _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 346.339 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A9Y _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 5XZB _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 A9Y CAH C1 C 0 1 Y N N 115.025 111.108 170.666 4.340 -1.878 0.968 CAH A9Y 1 A9Y CAD C2 C 0 1 Y N N 116.192 111.286 171.398 4.538 -1.426 2.256 CAD A9Y 2 A9Y CAE C3 C 0 1 Y N N 116.267 110.688 172.647 4.126 -0.157 2.622 CAE A9Y 3 A9Y CAI C4 C 0 1 Y N N 115.164 109.968 173.089 3.509 0.670 1.697 CAI A9Y 4 A9Y CAT C5 C 0 1 Y N N 114.066 109.806 172.334 3.306 0.229 0.411 CAT A9Y 5 A9Y CAR C6 C 0 1 Y N N 114.006 110.389 171.135 3.720 -1.051 0.030 CAR A9Y 6 A9Y CAP C7 C 0 1 N N N 112.808 110.110 170.635 3.373 -1.238 -1.390 CAP A9Y 7 A9Y OAB O1 O 0 1 N N N 112.484 110.453 169.505 3.595 -2.245 -2.033 OAB A9Y 8 A9Y OAO O2 O 0 1 N N N 111.949 109.558 171.525 2.775 -0.136 -1.872 OAO A9Y 9 A9Y CAY C8 C 0 1 N N R 112.836 109.121 172.557 2.684 0.855 -0.812 CAY A9Y 10 A9Y CAV C9 C 0 1 Y N N 112.876 107.700 172.528 1.240 1.192 -0.543 CAV A9Y 11 A9Y CAS C10 C 0 1 Y N N 111.897 106.982 172.001 0.212 0.306 -0.475 CAS A9Y 12 A9Y OAC O3 O 0 1 N N N 110.757 107.401 171.395 0.298 -1.039 -0.637 OAC A9Y 13 A9Y CAQ C11 C 0 1 Y N N 113.733 106.775 172.984 0.722 2.471 -0.312 CAQ A9Y 14 A9Y CAA C12 C 0 1 N N N 115.075 106.863 173.714 1.515 3.752 -0.292 CAA A9Y 15 A9Y NAM N1 N 0 1 Y N N 113.230 105.594 172.682 -0.567 2.367 -0.118 NAM A9Y 16 A9Y NAZ N2 N 0 1 Y N N 112.219 105.697 172.161 -0.922 1.015 -0.214 NAZ A9Y 17 A9Y CAU C13 C 0 1 Y N N 111.576 104.624 171.743 -2.200 0.491 -0.066 CAU A9Y 18 A9Y NAL N3 N 0 1 Y N N 112.200 103.464 171.653 -3.322 1.223 0.196 NAL A9Y 19 A9Y CAW C14 C 0 1 Y N N 111.329 102.598 171.168 -4.382 0.337 0.269 CAW A9Y 20 A9Y CAJ C15 C 0 1 Y N N 111.470 101.304 170.909 -5.741 0.481 0.503 CAJ A9Y 21 A9Y CAF C16 C 0 1 Y N N 110.408 100.580 170.397 -6.557 -0.631 0.511 CAF A9Y 22 A9Y CAG C17 C 0 1 Y N N 109.212 101.243 170.171 -6.028 -1.894 0.287 CAG A9Y 23 A9Y CAK C18 C 0 1 Y N N 109.122 102.597 170.460 -4.681 -2.055 0.053 CAK A9Y 24 A9Y CAX C19 C 0 1 Y N N 110.174 103.245 170.950 -3.840 -0.939 0.040 CAX A9Y 25 A9Y NAN N4 N 0 1 Y N N 110.329 104.525 171.299 -2.507 -0.776 -0.162 NAN A9Y 26 A9Y H1 H1 H 0 1 N N N 114.941 111.565 169.691 4.668 -2.867 0.684 H1 A9Y 27 A9Y H2 H2 H 0 1 N N N 117.013 111.870 171.008 5.018 -2.065 2.982 H2 A9Y 28 A9Y H3 H3 H 0 1 N N N 117.154 110.779 173.256 4.284 0.190 3.633 H3 A9Y 29 A9Y H4 H4 H 0 1 N N N 115.191 109.524 174.073 3.187 1.659 1.987 H4 A9Y 30 A9Y H5 H5 H 0 1 N N N 112.428 109.441 173.527 3.232 1.755 -1.092 H5 A9Y 31 A9Y H7 H7 H 0 1 N N N 115.460 105.849 173.898 1.545 4.177 -1.295 H7 A9Y 32 A9Y H8 H8 H 0 1 N N N 115.793 107.421 173.095 1.044 4.460 0.389 H8 A9Y 33 A9Y H9 H9 H 0 1 N N N 114.937 107.382 174.674 2.531 3.545 0.045 H9 A9Y 34 A9Y H10 H10 H 0 1 N N N 113.150 103.277 171.904 -3.367 2.185 0.309 H10 A9Y 35 A9Y H11 H11 H 0 1 N N N 112.415 100.816 171.098 -6.160 1.461 0.679 H11 A9Y 36 A9Y H12 H12 H 0 1 N N N 110.508 99.527 170.179 -7.616 -0.518 0.694 H12 A9Y 37 A9Y H13 H13 H 0 1 N N N 108.360 100.712 169.774 -6.677 -2.757 0.297 H13 A9Y 38 A9Y H14 H14 H 0 1 N N N 108.196 103.125 170.287 -4.275 -3.041 -0.121 H14 A9Y 39 A9Y H6 H6 H 0 1 N N N 110.731 108.351 171.390 0.184 -1.333 -1.551 H6 A9Y 40 # 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 A9Y OAB CAP DOUB N N 1 A9Y CAG CAF DOUB Y N 2 A9Y CAG CAK SING Y N 3 A9Y CAF CAJ SING Y N 4 A9Y CAK CAX DOUB Y N 5 A9Y CAP CAR SING N N 6 A9Y CAP OAO SING N N 7 A9Y CAH CAR DOUB Y N 8 A9Y CAH CAD SING Y N 9 A9Y CAJ CAW DOUB Y N 10 A9Y CAX CAW SING Y N 11 A9Y CAX NAN SING Y N 12 A9Y CAR CAT SING Y N 13 A9Y CAW NAL SING Y N 14 A9Y NAN CAU DOUB Y N 15 A9Y OAC CAS SING N N 16 A9Y CAD CAE DOUB Y N 17 A9Y OAO CAY SING N N 18 A9Y NAL CAU SING Y N 19 A9Y CAU NAZ SING N N 20 A9Y CAS NAZ SING Y N 21 A9Y CAS CAV DOUB Y N 22 A9Y NAZ NAM SING Y N 23 A9Y CAT CAY SING N N 24 A9Y CAT CAI DOUB Y N 25 A9Y CAV CAY SING N N 26 A9Y CAV CAQ SING Y N 27 A9Y CAE CAI SING Y N 28 A9Y NAM CAQ DOUB Y N 29 A9Y CAQ CAA SING N N 30 A9Y CAH H1 SING N N 31 A9Y CAD H2 SING N N 32 A9Y CAE H3 SING N N 33 A9Y CAI H4 SING N N 34 A9Y CAY H5 SING N N 35 A9Y CAA H7 SING N N 36 A9Y CAA H8 SING N N 37 A9Y CAA H9 SING N N 38 A9Y NAL H10 SING N N 39 A9Y CAJ H11 SING N N 40 A9Y CAF H12 SING N N 41 A9Y CAG H13 SING N N 42 A9Y CAK H14 SING N N 43 A9Y OAC H6 SING N N 44 # 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 A9Y SMILES ACDLabs 12.01 "c1c2c(ccc1)C(OC2=O)c3c(C)nn(c3O)c5nc4ccccc4n5" A9Y InChI InChI 1.03 "InChI=1S/C19H14N4O3/c1-10-15(16-11-6-2-3-7-12(11)18(25)26-16)17(24)23(22-10)19-20-13-8-4-5-9-14(13)21-19/h2-9,16,24H,1H3,(H,20,21)/t16-/m1/s1" A9Y InChIKey InChI 1.03 JRMYHMGBFVARON-MRXNPFEDSA-N A9Y SMILES_CANONICAL CACTVS 3.385 "Cc1nn(c(O)c1[C@@H]2OC(=O)c3ccccc23)c4[nH]c5ccccc5n4" A9Y SMILES CACTVS 3.385 "Cc1nn(c(O)c1[CH]2OC(=O)c3ccccc23)c4[nH]c5ccccc5n4" A9Y SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c(c(n(n1)c2[nH]c3ccccc3n2)O)[C@H]4c5ccccc5C(=O)O4" A9Y SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c(c(n(n1)c2[nH]c3ccccc3n2)O)C4c5ccccc5C(=O)O4" # 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 A9Y "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-3-[1-(1H-benzimidazol-2-yl)-5-hydroxy-3-methyl-1H-pyrazol-4-yl]-2-benzofuran-1(3H)-one" A9Y "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{R})-3-[1-(1~{H}-benzimidazol-2-yl)-3-methyl-5-oxidanyl-pyrazol-4-yl]-3~{H}-2-benzofuran-1-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A9Y "Create component" 2017-07-13 RCSB A9Y "Other modification" 2017-07-20 RCSB A9Y "Initial release" 2017-08-09 RCSB #