data_76A # _chem_comp.id 76A _chem_comp.name "3-(4'-HYDROXYBIPHENYL-4-YL)-N-(4-HYDROXYCYCLOHEXYL)-1,4-DIHYDROINDENO[1,2-C]PYRAZOLE-6-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H27 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "3-(4'-HYDROXY-BIPHENYL-4-YL)-1,4-DIHYDRO-INDENO[1,2-C]PYRAZOLE-6-CARBOXYLIC ACID (4-HYDROXY-CYCLOHEXYL)-AMIDE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-01-31 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 465.543 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 76A _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 76A O1 O1 O 0 1 N N N -13.496 9.490 -13.867 15.232 -0.756 3.624 O1 76A 1 76A C2 C2 C 0 1 Y N N -9.658 9.395 -16.027 11.363 -1.701 4.794 C2 76A 2 76A C3 C3 C 0 1 Y N N -10.336 8.126 -15.612 12.448 -2.137 5.555 C3 76A 3 76A C4 C4 C 0 1 Y N N -11.625 8.158 -14.887 13.748 -1.819 5.161 C4 76A 4 76A C5 C5 C 0 1 Y N N -12.286 9.456 -14.548 13.963 -1.066 4.007 C5 76A 5 76A C6 C6 C 0 1 Y N N -11.641 10.710 -14.942 12.878 -0.630 3.247 C6 76A 6 76A C7 C7 C 0 1 Y N N -10.366 10.688 -15.660 11.578 -0.947 3.640 C7 76A 7 76A C8 C8 C 0 1 Y N N -5.714 9.614 -18.331 7.415 -2.661 5.987 C8 76A 8 76A C9 C9 C 0 1 Y N N -6.118 8.306 -17.685 8.415 -2.512 6.947 C9 76A 9 76A C10 C10 C 0 1 Y N N -7.394 8.222 -16.935 9.715 -2.195 6.554 C10 76A 10 76A C11 C11 C 0 1 Y N N -8.298 9.416 -16.802 10.014 -2.029 5.201 C11 76A 11 76A C12 C12 C 0 1 Y N N -7.855 10.672 -17.456 9.013 -2.179 4.242 C12 76A 12 76A C13 C13 C 0 1 Y N N -6.618 10.776 -18.189 7.712 -2.496 4.635 C13 76A 13 76A C14 C14 C 0 1 Y N N -4.420 9.853 -19.124 6.074 -2.986 6.392 C14 76A 14 76A N15 N15 N 0 1 Y N N -4.242 10.591 -20.258 5.847 -3.712 7.504 N15 76A 15 76A N16 N16 N 0 1 Y N N -2.963 10.628 -20.723 4.494 -3.812 7.561 N16 76A 16 76A C17 C17 C 0 1 Y N N -2.231 9.861 -19.850 3.906 -3.178 6.531 C17 76A 17 76A C18 C18 C 0 1 Y N N -3.112 9.362 -18.824 4.887 -2.631 5.752 C18 76A 18 76A C19 C19 C 0 1 Y N N -0.927 9.435 -19.631 2.618 -2.899 6.004 C19 76A 19 76A C20 C20 C 0 1 Y N N -0.994 8.603 -18.389 2.869 -2.132 4.831 C20 76A 20 76A C21 C21 C 0 1 N N N -2.350 8.585 -17.941 4.368 -1.893 4.567 C21 76A 21 76A C22 C22 C 0 1 Y N N 0.357 9.633 -20.326 1.349 -3.227 6.424 C22 76A 22 76A C23 C23 C 0 1 Y N N 1.612 8.995 -19.776 0.286 -2.772 5.640 C23 76A 23 76A C24 C24 C 0 1 Y N N 1.553 8.149 -18.511 0.537 -2.021 4.491 C24 76A 24 76A C25 C25 C 0 1 Y N N 0.217 7.975 -17.848 1.809 -1.686 4.061 C25 76A 25 76A C26 C26 C 0 1 N N N 2.702 7.529 -17.917 -0.624 -1.558 3.688 C26 76A 26 76A N27 N27 N 0 1 N N N 3.598 6.864 -18.756 -0.425 -0.401 2.952 N27 76A 27 76A O28 O28 O 0 1 N N N 2.908 7.599 -16.686 -1.675 -2.191 3.731 O28 76A 28 76A C29 C29 C 0 1 N N N 4.840 6.204 -18.246 -1.464 0.188 2.141 C29 76A 29 76A C30 C30 C 0 1 N N N 4.917 4.669 -18.586 -0.861 0.877 0.914 C30 76A 30 76A C31 C31 C 0 1 N N N 6.247 3.984 -18.063 -1.934 1.554 0.067 C31 76A 31 76A C32 C32 C 0 1 N N N 7.602 4.718 -18.466 -2.777 2.523 0.894 C32 76A 32 76A C33 C33 C 0 1 N N N 7.489 6.330 -18.295 -3.381 1.834 2.116 C33 76A 33 76A C34 C34 C 0 1 N N N 6.130 6.943 -18.816 -2.311 1.159 2.968 C34 76A 34 76A O35 O35 O 0 1 N N N 8.683 4.249 -17.586 -3.835 3.040 0.094 O35 76A 35 76A H35 H35 H 0 1 N N N 9.481 4.148 -18.091 -3.491 3.110 -0.810 H35 76A 36 76A H32 H32 H 0 1 N N N 7.806 4.484 -19.521 -2.161 3.371 1.214 H32 76A 37 76A H331 1H33 H 0 0 N N N 7.577 6.564 -17.224 -4.124 1.093 1.794 H331 76A 38 76A H332 2H33 H 0 0 N N N 8.292 6.772 -18.903 -3.936 2.565 2.717 H332 76A 39 76A H341 1H34 H 0 0 N N N 6.115 6.861 -19.913 -1.668 1.925 3.421 H341 76A 40 76A H342 2H34 H 0 0 N N N 6.088 7.986 -18.468 -2.788 0.626 3.799 H342 76A 41 76A H29 H29 H 0 1 N N N 4.805 6.288 -17.150 -2.095 -0.645 1.810 H29 76A 42 76A H301 1H30 H 0 0 N N N 4.061 4.167 -18.112 -0.317 0.147 0.303 H301 76A 43 76A H302 2H30 H 0 0 N N N 4.904 4.572 -19.682 -0.123 1.625 1.232 H302 76A 44 76A H311 1H31 H 0 0 N N N 6.197 3.961 -16.964 -1.470 2.090 -0.770 H311 76A 45 76A H312 2H31 H 0 0 N N N 6.285 2.992 -18.536 -2.583 0.796 -0.390 H312 76A 46 76A H27 H27 H 0 1 N N N 3.402 6.827 -19.736 0.453 0.104 3.015 H27 76A 47 76A H23 H23 H 0 1 N N N 2.555 9.140 -20.282 -0.731 -3.013 5.941 H23 76A 48 76A H22 H22 H 0 1 N N N 0.401 10.231 -21.224 1.171 -3.812 7.318 H22 76A 49 76A H25 H25 H 0 1 N N N 0.146 7.374 -16.953 1.985 -1.100 3.165 H25 76A 50 76A H211 1H21 H 0 0 N N N -2.414 9.001 -16.925 4.677 -2.353 3.626 H211 76A 51 76A H212 2H21 H 0 0 N N N -2.729 7.553 -17.919 4.607 -0.827 4.606 H212 76A 52 76A H16 H16 H 0 1 N N N -2.627 11.112 -21.531 4.076 -4.324 8.329 H16 76A 53 76A H13 H13 H 0 1 N N N -6.347 11.718 -18.642 6.943 -2.609 3.875 H13 76A 54 76A H12 H12 H 0 1 N N N -8.486 11.545 -17.380 9.230 -2.053 3.184 H12 76A 55 76A H10 H10 H 0 1 N N N -7.679 7.287 -16.476 10.485 -2.081 7.313 H10 76A 56 76A H9 H9 H 0 1 N N N -5.480 7.439 -17.770 8.198 -2.638 8.005 H9 76A 57 76A H7 H7 H 0 1 N N N -9.911 11.627 -15.940 10.743 -0.600 3.036 H7 76A 58 76A H6 H6 H 0 1 N N N -12.108 11.654 -14.702 13.040 -0.043 2.347 H6 76A 59 76A HO1 HO1 H 0 1 N N N -13.333 9.498 -12.931 15.336 0.206 3.553 HO1 76A 60 76A H4 H4 H 0 1 N N N -12.096 7.230 -14.598 14.589 -2.162 5.757 H4 76A 61 76A H3 H3 H 0 1 N N N -9.878 7.176 -15.845 12.296 -2.726 6.456 H3 76A 62 # # 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 76A O1 C5 SING N N 1 76A O1 HO1 SING N N 2 76A C2 C11 SING Y N 3 76A C2 C7 DOUB Y N 4 76A C2 C3 SING Y N 5 76A C3 C4 DOUB Y N 6 76A C3 H3 SING N N 7 76A C4 C5 SING Y N 8 76A C4 H4 SING N N 9 76A C5 C6 DOUB Y N 10 76A C6 C7 SING Y N 11 76A C6 H6 SING N N 12 76A C7 H7 SING N N 13 76A C8 C14 SING Y N 14 76A C8 C13 SING Y N 15 76A C8 C9 DOUB Y N 16 76A C9 C10 SING Y N 17 76A C9 H9 SING N N 18 76A C10 C11 DOUB Y N 19 76A C10 H10 SING N N 20 76A C11 C12 SING Y N 21 76A C12 C13 DOUB Y N 22 76A C12 H12 SING N N 23 76A C13 H13 SING N N 24 76A C14 C18 SING Y N 25 76A C14 N15 DOUB Y N 26 76A N15 N16 SING Y N 27 76A N16 C17 SING Y N 28 76A N16 H16 SING N N 29 76A C17 C19 SING Y N 30 76A C17 C18 DOUB Y N 31 76A C18 C21 SING N N 32 76A C19 C22 SING Y N 33 76A C19 C20 DOUB Y N 34 76A C20 C25 SING Y N 35 76A C20 C21 SING N N 36 76A C21 H211 SING N N 37 76A C21 H212 SING N N 38 76A C22 C23 DOUB Y N 39 76A C22 H22 SING N N 40 76A C23 C24 SING Y N 41 76A C23 H23 SING N N 42 76A C24 C26 SING N N 43 76A C24 C25 DOUB Y N 44 76A C25 H25 SING N N 45 76A C26 N27 SING N N 46 76A C26 O28 DOUB N N 47 76A N27 C29 SING N N 48 76A N27 H27 SING N N 49 76A C29 C34 SING N N 50 76A C29 C30 SING N N 51 76A C29 H29 SING N N 52 76A C30 C31 SING N N 53 76A C30 H301 SING N N 54 76A C30 H302 SING N N 55 76A C31 C32 SING N N 56 76A C31 H311 SING N N 57 76A C31 H312 SING N N 58 76A C32 O35 SING N N 59 76A C32 C33 SING N N 60 76A C32 H32 SING N N 61 76A C33 C34 SING N N 62 76A C33 H331 SING N N 63 76A C33 H332 SING N N 64 76A C34 H341 SING N N 65 76A C34 H342 SING N N 66 76A O35 H35 SING N N 67 # # 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 76A SMILES ACDLabs 10.04 "O=C(NC1CCC(O)CC1)c2cc6c(cc2)c3c(c(nn3)c5ccc(c4ccc(O)cc4)cc5)C6" 76A SMILES_CANONICAL CACTVS 3.341 "O[C@H]1CC[C@@H](CC1)NC(=O)c2ccc3c(Cc4c3[nH]nc4c5ccc(cc5)c6ccc(O)cc6)c2" 76A SMILES CACTVS 3.341 "O[CH]1CC[CH](CC1)NC(=O)c2ccc3c(Cc4c3[nH]nc4c5ccc(cc5)c6ccc(O)cc6)c2" 76A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1c2ccc(cc2)O)c3c4c([nH]n3)-c5ccc(cc5C4)C(=O)NC6CCC(CC6)O" 76A SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1c2ccc(cc2)O)c3c4c([nH]n3)-c5ccc(cc5C4)C(=O)NC6CCC(CC6)O" 76A InChI InChI 1.03 "InChI=1S/C29H27N3O3/c33-23-10-5-18(6-11-23)17-1-3-19(4-2-17)27-26-16-21-15-20(7-14-25(21)28(26)32-31-27)29(35)30-22-8-12-24(34)13-9-22/h1-7,10-11,14-15,22,24,33-34H,8-9,12-13,16H2,(H,30,35)(H,31,32)/t22-,24-" 76A InChIKey InChI 1.03 VKPCXCHYSBVEMW-HCGLCNNCSA-N # # 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 76A "SYSTEMATIC NAME" ACDLabs 10.04 "3-(4'-hydroxybiphenyl-4-yl)-N-(trans-4-hydroxycyclohexyl)-1,4-dihydroindeno[1,2-c]pyrazole-6-carboxamide" 76A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-(4-hydroxycyclohexyl)-3-[4-(4-hydroxyphenyl)phenyl]-1,4-dihydroindeno[2,1-d]pyrazole-6-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 76A "Create component" 2007-01-31 RCSB 76A "Modify aromatic_flag" 2011-06-04 RCSB 76A "Modify descriptor" 2011-06-04 RCSB 76A "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 76A _pdbx_chem_comp_synonyms.name "3-(4'-HYDROXY-BIPHENYL-4-YL)-1,4-DIHYDRO-INDENO[1,2-C]PYRAZOLE-6-CARBOXYLIC ACID (4-HYDROXY-CYCLOHEXYL)-AMIDE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##