data_O4A # _chem_comp.id O4A _chem_comp.name "N-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-(8-methyl[1]benzopyrano[4,3-c]pyrazol-1(4H)-yl)acetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H19 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-06-07 _chem_comp.pdbx_modified_date 2019-08-23 _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 377.393 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O4A _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 6P89 _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 O4A C2 C1 C 0 1 Y N N -8.983 26.596 12.341 2.933 -0.888 0.141 C2 O4A 1 O4A C3 C2 C 0 1 Y N N -9.098 27.980 12.734 3.006 0.554 -0.167 C3 O4A 2 O4A C11 C3 C 0 1 Y N N -15.363 24.586 16.561 -3.687 0.347 0.483 C11 O4A 3 O4A C12 C4 C 0 1 Y N N -14.003 24.598 16.444 -2.470 -0.055 -0.045 C12 O4A 4 O4A C13 C5 C 0 1 N N N -8.100 27.234 10.108 4.689 -0.525 1.906 C13 O4A 5 O4A C14 C6 C 0 1 Y N N -9.851 28.542 13.810 2.067 1.206 -0.948 C14 O4A 6 O4A C16 C7 C 0 1 Y N N -16.190 24.261 15.527 -4.872 -0.131 -0.064 C16 O4A 7 O4A C17 C8 C 0 1 Y N N -13.435 24.291 15.235 -2.435 -0.932 -1.120 C17 O4A 8 O4A C21 C9 C 0 1 Y N N -8.219 30.200 12.235 4.202 2.616 0.147 C21 O4A 9 O4A C22 C10 C 0 1 Y N N -15.627 23.943 14.247 -4.833 -1.008 -1.138 C22 O4A 10 O4A C23 C11 C 0 1 Y N N -9.775 29.926 14.055 2.196 2.563 -1.179 C23 O4A 11 O4A C24 C12 C 0 1 Y N N -14.244 23.963 14.114 -3.621 -1.406 -1.666 C24 O4A 12 O4A C25 C13 C 0 1 Y N N -8.959 30.724 13.296 3.257 3.261 -0.629 C25 O4A 13 O4A C26 C14 C 0 1 N N N -17.043 24.344 17.983 -4.941 1.879 1.801 C26 O4A 14 O4A C27 C15 C 0 1 N N N -18.007 24.750 16.846 -6.071 0.836 1.748 C27 O4A 15 O4A C28 C16 C 0 1 N N N -10.662 30.547 15.102 1.181 3.283 -2.029 C28 O4A 16 O4A C5 C17 C 0 1 Y N N -8.497 26.217 11.087 3.743 -1.408 1.134 C5 O4A 17 O4A C6 C18 C 0 1 N N N -9.791 25.205 14.320 1.215 -1.800 -1.438 C6 O4A 18 O4A C7 C19 C 0 1 Y N N -8.473 24.816 11.023 3.488 -2.761 1.217 C7 O4A 19 O4A C8 C20 C 0 1 N N N -11.330 25.130 14.188 -0.134 -1.477 -0.849 C8 O4A 20 O4A C9 C21 C 0 1 Y N N -8.307 28.834 11.943 4.096 1.255 0.383 C9 O4A 21 O4A N1 N1 N 0 1 Y N N -9.240 25.397 12.995 2.206 -1.898 -0.364 N1 O4A 22 O4A N15 N2 N 0 1 N N N -11.987 24.323 15.122 -1.206 -1.338 -1.654 N15 O4A 23 O4A N4 N3 N 0 1 Y N N -8.932 24.310 12.209 2.569 -3.068 0.328 N4 O4A 24 O4A O10 O1 O 0 1 N N N -7.627 28.432 10.809 5.037 0.604 1.108 O10 O4A 25 O4A O18 O2 O 0 1 N N N -15.816 24.940 17.791 -3.704 1.206 1.539 O18 O4A 26 O4A O19 O3 O 0 1 N N N -17.499 24.195 15.595 -6.077 0.252 0.441 O19 O4A 27 O4A O20 O4 O 0 1 N N N -11.939 25.748 13.340 -0.255 -1.341 0.351 O20 O4A 28 O4A H32 H1 H 0 1 N N N -13.383 24.846 17.293 -1.548 0.314 0.381 H32 O4A 29 O4A H33 H2 H 0 1 N N N -8.964 27.495 9.480 4.196 -0.188 2.818 H33 O4A 30 O4A H34 H3 H 0 1 N N N -7.293 26.837 9.475 5.590 -1.082 2.162 H34 O4A 31 O4A H35 H4 H 0 1 N N N -10.472 27.912 14.429 1.240 0.658 -1.374 H35 O4A 32 O4A H37 H5 H 0 1 N N N -7.584 30.843 11.644 5.025 3.174 0.569 H37 O4A 33 O4A H38 H6 H 0 1 N N N -16.261 23.695 13.409 -5.754 -1.382 -1.562 H38 O4A 34 O4A H39 H7 H 0 1 N N N -13.787 23.730 13.164 -3.594 -2.089 -2.503 H39 O4A 35 O4A H40 H8 H 0 1 N N N -8.887 31.777 13.523 3.348 4.322 -0.808 H40 O4A 36 O4A H42 H9 H 0 1 N N N -17.459 24.669 18.948 -5.114 2.648 1.048 H42 O4A 37 O4A H41 H10 H 0 1 N N N -16.921 23.251 17.985 -4.907 2.335 2.790 H41 O4A 38 O4A H44 H11 H 0 1 N N N -18.056 25.847 16.774 -5.893 0.064 2.496 H44 O4A 39 O4A H43 H12 H 0 1 N N N -19.011 24.351 17.049 -7.028 1.321 1.940 H43 O4A 40 O4A H46 H13 H 0 1 N N N -11.621 30.834 14.647 0.374 3.652 -1.396 H46 O4A 41 O4A H47 H14 H 0 1 N N N -10.842 29.820 15.908 1.659 4.122 -2.534 H47 O4A 42 O4A H45 H15 H 0 1 N N N -10.171 31.440 15.516 0.775 2.595 -2.771 H45 O4A 43 O4A H29 H16 H 0 1 N N N -9.407 24.269 14.753 1.161 -2.750 -1.970 H29 O4A 44 O4A H30 H17 H 0 1 N N N -9.512 26.050 14.967 1.507 -1.012 -2.131 H30 O4A 45 O4A H31 H18 H 0 1 N N N -8.146 24.232 10.176 3.964 -3.453 1.897 H31 O4A 46 O4A H36 H19 H 0 1 N N N -11.442 23.749 15.733 -1.125 -1.519 -2.604 H36 O4A 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 O4A C13 O10 SING N N 1 O4A C13 C5 SING N N 2 O4A O10 C9 SING N N 3 O4A C7 C5 SING Y N 4 O4A C7 N4 DOUB Y N 5 O4A C5 C2 DOUB Y N 6 O4A C9 C21 DOUB Y N 7 O4A C9 C3 SING Y N 8 O4A N4 N1 SING Y N 9 O4A C21 C25 SING Y N 10 O4A C2 C3 SING N N 11 O4A C2 N1 SING Y N 12 O4A C3 C14 DOUB Y N 13 O4A N1 C6 SING N N 14 O4A C25 C23 DOUB Y N 15 O4A O20 C8 DOUB N N 16 O4A C14 C23 SING Y N 17 O4A C23 C28 SING N N 18 O4A C24 C22 DOUB Y N 19 O4A C24 C17 SING Y N 20 O4A C8 C6 SING N N 21 O4A C8 N15 SING N N 22 O4A C22 C16 SING Y N 23 O4A N15 C17 SING N N 24 O4A C17 C12 DOUB Y N 25 O4A C16 O19 SING N N 26 O4A C16 C11 DOUB Y N 27 O4A O19 C27 SING N N 28 O4A C12 C11 SING Y N 29 O4A C11 O18 SING N N 30 O4A C27 C26 SING N N 31 O4A O18 C26 SING N N 32 O4A C12 H32 SING N N 33 O4A C13 H33 SING N N 34 O4A C13 H34 SING N N 35 O4A C14 H35 SING N N 36 O4A C21 H37 SING N N 37 O4A C22 H38 SING N N 38 O4A C24 H39 SING N N 39 O4A C25 H40 SING N N 40 O4A C26 H42 SING N N 41 O4A C26 H41 SING N N 42 O4A C27 H44 SING N N 43 O4A C27 H43 SING N N 44 O4A C28 H46 SING N N 45 O4A C28 H47 SING N N 46 O4A C28 H45 SING N N 47 O4A C6 H29 SING N N 48 O4A C6 H30 SING N N 49 O4A C7 H31 SING N N 50 O4A N15 H36 SING N N 51 # # 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 O4A SMILES ACDLabs 12.01 "c32c1cc(C)ccc1OCc2cnn3CC(Nc5cc4OCCOc4cc5)=O" O4A InChI InChI 1.03 "InChI=1S/C21H19N3O4/c1-13-2-4-17-16(8-13)21-14(12-28-17)10-22-24(21)11-20(25)23-15-3-5-18-19(9-15)27-7-6-26-18/h2-5,8-10H,6-7,11-12H2,1H3,(H,23,25)" O4A InChIKey InChI 1.03 YHHIKABCYPQVLY-UHFFFAOYSA-N O4A SMILES_CANONICAL CACTVS 3.385 "Cc1ccc2OCc3cnn(CC(=O)Nc4ccc5OCCOc5c4)c3c2c1" O4A SMILES CACTVS 3.385 "Cc1ccc2OCc3cnn(CC(=O)Nc4ccc5OCCOc5c4)c3c2c1" O4A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1ccc2c(c1)-c3c(cnn3CC(=O)Nc4ccc5c(c4)OCCO5)CO2" O4A SMILES "OpenEye OEToolkits" 2.0.7 "Cc1ccc2c(c1)-c3c(cnn3CC(=O)Nc4ccc5c(c4)OCCO5)CO2" # # 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 O4A "SYSTEMATIC NAME" ACDLabs 12.01 "N-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-(8-methyl[1]benzopyrano[4,3-c]pyrazol-1(4H)-yl)acetamide" O4A "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-(8-methyl-4~{H}-chromeno[4,3-c]pyrazol-1-yl)ethanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site O4A "Create component" 2019-06-07 RCSB O4A "Initial release" 2019-08-28 RCSB ##