data_21T # _chem_comp.id 21T _chem_comp.name "4-[4-(2-adamantylcarbamoyl)-5-tert-butyl-pyrazol-1-yl]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H31 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-03-07 _chem_comp.pdbx_modified_date 2014-09-05 _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 421.532 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 21T _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 4P38 _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 21T C1 C1 C 0 1 N N N -6.198 55.866 17.781 -1.488 2.624 0.788 C1 21T 1 21T C2 C2 C 0 1 N N N -6.974 55.177 18.876 -1.195 1.592 -0.303 C2 21T 2 21T C3 C3 C 0 1 N N N -7.251 53.750 18.464 -2.397 1.490 -1.245 C3 21T 3 21T C7 C4 C 0 1 Y N N -9.936 57.259 19.865 0.060 -1.535 1.268 C7 21T 4 21T C8 C5 C 0 1 Y N N -9.882 54.851 17.395 -3.235 -0.586 0.361 C8 21T 5 21T C9 C6 C 0 1 Y N N -9.330 55.078 16.149 -4.047 0.123 1.240 C9 21T 6 21T C10 C7 C 0 1 Y N N -9.687 54.305 15.078 -5.398 0.232 0.997 C10 21T 7 21T C11 C8 C 0 1 Y N N -10.620 53.308 15.228 -5.953 -0.370 -0.136 C11 21T 8 21T C12 C9 C 0 1 Y N N -11.205 53.086 16.469 -5.134 -1.082 -1.017 C12 21T 9 21T C13 C10 C 0 1 Y N N -10.842 53.871 17.556 -3.784 -1.187 -0.766 C13 21T 10 21T C14 C11 C 0 1 N N N -10.998 52.497 14.054 -7.400 -0.256 -0.400 C14 21T 11 21T C15 C12 C 0 1 N N N -7.684 57.554 21.000 1.587 0.435 0.608 C15 21T 12 21T C16 C13 C 0 1 N N N -5.580 58.769 21.159 3.879 0.541 -0.211 C16 21T 13 21T C19 C14 C 0 1 N N N -3.676 59.882 19.241 5.675 -1.774 -0.185 C19 21T 14 21T C20 C15 C 0 1 N N N -2.732 60.592 20.190 7.025 -1.065 -0.309 C20 21T 15 21T C21 C16 C 0 1 N N N -3.200 60.392 21.615 6.803 0.446 -0.384 C21 21T 16 21T C22 C17 C 0 1 N N N -3.215 58.909 21.938 6.092 0.921 0.886 C22 21T 17 21T C24 C18 C 0 1 N N N -5.543 60.269 20.824 4.590 0.067 -1.480 C24 21T 18 21T C4 C19 C 0 1 N N N -6.131 55.136 20.128 0.039 2.024 -1.097 C4 21T 19 21T C5 C20 C 0 1 Y N N -8.291 55.932 19.138 -0.939 0.249 0.331 C5 21T 20 21T C6 C21 C 0 1 Y N N -8.591 56.951 20.064 0.286 -0.248 0.727 C6 21T 21 21T N1 N1 N 0 1 Y N N -10.513 56.548 18.921 -1.218 -1.786 1.193 N1 21T 22 21T N2 N2 N 0 1 Y N N -9.509 55.714 18.474 -1.863 -0.690 0.609 N2 21T 23 21T O1 O1 O 0 1 N N N -10.728 53.005 12.929 -8.110 0.363 0.367 O1 21T 24 21T O2 O2 O 0 1 N N N -11.559 51.389 14.277 -7.933 -0.837 -1.492 O2 21T 25 21T O3 O3 O 0 1 N N N -7.907 57.593 22.194 1.758 1.515 1.140 O3 21T 26 21T N3 N3 N 0 1 N N N -6.592 58.104 20.377 2.587 -0.138 -0.092 N3 21T 27 21T C17 C22 C 0 1 N N N -4.168 58.181 20.978 4.742 0.212 1.010 C17 21T 28 21T C18 C23 C 0 1 N N N -3.692 58.399 19.552 4.964 -1.300 1.084 C18 21T 29 21T C23 C24 C 0 1 N N N -4.590 60.970 21.772 5.940 0.775 -1.604 C23 21T 30 21T C25 C25 C 0 1 N N N -5.070 60.456 19.397 4.812 -1.445 -1.405 C25 21T 31 21T H1 H1 H 0 1 N N N -5.993 56.906 18.075 -0.666 2.639 1.503 H1 21T 32 21T H2 H2 H 0 1 N N N -5.247 55.337 17.617 -1.594 3.610 0.336 H2 21T 33 21T H3 H3 H 0 1 N N N -6.788 55.857 16.852 -2.412 2.358 1.301 H3 21T 34 21T H4 H4 H 0 1 N N N -7.817 53.242 19.259 -2.488 2.412 -1.819 H4 21T 35 21T H5 H5 H 0 1 N N N -7.839 53.744 17.534 -2.255 0.651 -1.926 H5 21T 36 21T H6 H6 H 0 1 N N N -6.299 53.225 18.299 -3.304 1.335 -0.661 H6 21T 37 21T H7 H7 H 0 1 N N N -10.457 58.014 20.435 0.814 -2.195 1.669 H7 21T 38 21T H8 H8 H 0 1 N N N -8.610 55.873 16.019 -3.617 0.587 2.115 H8 21T 39 21T H9 H9 H 0 1 N N N -9.234 54.479 14.113 -6.027 0.782 1.680 H9 21T 40 21T H10 H10 H 0 1 N N N -11.941 52.304 16.588 -5.559 -1.549 -1.893 H10 21T 41 21T H11 H11 H 0 1 N N N -11.306 53.716 18.519 -3.149 -1.733 -1.449 H11 21T 42 21T H12 H12 H 0 1 N N N -5.841 58.676 22.224 3.721 1.618 -0.264 H12 21T 43 21T H13 H13 H 0 1 N N N -3.334 60.033 18.207 5.833 -2.851 -0.132 H13 21T 44 21T H14 H14 H 0 1 N N N -1.719 60.179 20.076 7.640 -1.300 0.560 H14 21T 45 21T H15 H15 H 0 1 N N N -2.718 61.667 19.957 7.531 -1.403 -1.214 H15 21T 46 21T H16 H16 H 0 1 N N N -2.511 60.907 22.301 7.765 0.951 -0.472 H16 21T 47 21T H17 H17 H 0 1 N N N -3.557 58.763 22.973 6.707 0.687 1.755 H17 21T 48 21T H18 H18 H 0 1 N N N -2.200 58.500 21.826 5.934 1.998 0.832 H18 21T 49 21T H19 H19 H 0 1 N N N -6.552 60.692 20.937 3.975 0.301 -2.349 H19 21T 50 21T H20 H20 H 0 1 N N N -6.691 54.635 20.931 0.815 2.359 -0.408 H20 21T 51 21T H21 H21 H 0 1 N N N -5.203 54.581 19.927 0.410 1.181 -1.680 H21 21T 52 21T H22 H22 H 0 1 N N N -5.885 56.162 20.438 -0.228 2.841 -1.768 H22 21T 53 21T H23 H23 H 0 1 N N N -11.762 50.965 13.452 -8.885 -0.735 -1.623 H23 21T 54 21T H24 H24 H 0 1 N N N -6.499 58.044 19.383 2.450 -0.999 -0.517 H24 21T 55 21T H25 H25 H 0 1 N N N -4.181 57.106 21.210 4.236 0.550 1.914 H25 21T 56 21T H26 H26 H 0 1 N N N -4.373 57.887 18.857 4.003 -1.805 1.173 H26 21T 57 21T H27 H27 H 0 1 N N N -2.677 57.990 19.439 5.579 -1.534 1.954 H27 21T 58 21T H28 H28 H 0 1 N N N -4.568 62.045 21.540 5.782 1.852 -1.657 H28 21T 59 21T H29 H29 H 0 1 N N N -4.932 60.825 22.808 6.446 0.437 -2.509 H29 21T 60 21T H30 H30 H 0 1 N N N -5.053 61.529 19.155 5.318 -1.783 -2.310 H30 21T 61 21T H31 H31 H 0 1 N N N -5.758 59.937 18.713 3.850 -1.950 -1.317 H31 21T 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 21T O1 C14 DOUB N N 1 21T C14 O2 SING N N 2 21T C14 C11 SING N N 3 21T C10 C11 DOUB Y N 4 21T C10 C9 SING Y N 5 21T C11 C12 SING Y N 6 21T C9 C8 DOUB Y N 7 21T C12 C13 DOUB Y N 8 21T C8 C13 SING Y N 9 21T C8 N2 SING N N 10 21T C1 C2 SING N N 11 21T C3 C2 SING N N 12 21T N2 N1 SING Y N 13 21T N2 C5 SING Y N 14 21T C2 C5 SING N N 15 21T C2 C4 SING N N 16 21T N1 C7 DOUB Y N 17 21T C5 C6 DOUB Y N 18 21T C19 C25 SING N N 19 21T C19 C18 SING N N 20 21T C19 C20 SING N N 21 21T C25 C24 SING N N 22 21T C18 C17 SING N N 23 21T C7 C6 SING Y N 24 21T C6 C15 SING N N 25 21T C20 C21 SING N N 26 21T N3 C15 SING N N 27 21T N3 C16 SING N N 28 21T C24 C16 SING N N 29 21T C24 C23 SING N N 30 21T C17 C16 SING N N 31 21T C17 C22 SING N N 32 21T C15 O3 DOUB N N 33 21T C21 C23 SING N N 34 21T C21 C22 SING N N 35 21T C1 H1 SING N N 36 21T C1 H2 SING N N 37 21T C1 H3 SING N N 38 21T C3 H4 SING N N 39 21T C3 H5 SING N N 40 21T C3 H6 SING N N 41 21T C7 H7 SING N N 42 21T C9 H8 SING N N 43 21T C10 H9 SING N N 44 21T C12 H10 SING N N 45 21T C13 H11 SING N N 46 21T C16 H12 SING N N 47 21T C19 H13 SING N N 48 21T C20 H14 SING N N 49 21T C20 H15 SING N N 50 21T C21 H16 SING N N 51 21T C22 H17 SING N N 52 21T C22 H18 SING N N 53 21T C24 H19 SING N N 54 21T C4 H20 SING N N 55 21T C4 H21 SING N N 56 21T C4 H22 SING N N 57 21T O2 H23 SING N N 58 21T N3 H24 SING N N 59 21T C17 H25 SING N N 60 21T C18 H26 SING N N 61 21T C18 H27 SING N N 62 21T C23 H28 SING N N 63 21T C23 H29 SING N N 64 21T C25 H30 SING N N 65 21T C25 H31 SING N N 66 # 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 21T SMILES ACDLabs 12.01 "O=C(O)c1ccc(cc1)n2ncc(c2C(C)(C)C)C(=O)NC5C3CC4CC(C3)CC5C4" 21T InChI InChI 1.03 "InChI=1S/C25H31N3O3/c1-25(2,3)22-20(13-26-28(22)19-6-4-16(5-7-19)24(30)31)23(29)27-21-17-9-14-8-15(11-17)12-18(21)10-14/h4-7,13-15,17-18,21H,8-12H2,1-3H3,(H,27,29)(H,30,31)/t14-,15+,17-,18+,21-" 21T InChIKey InChI 1.03 XWBXJBSVYVJAMZ-RCQAVAAASA-N 21T SMILES_CANONICAL CACTVS 3.385 "CC(C)(C)c1n(ncc1C(=O)NC2C3CC4CC(C3)CC2C4)c5ccc(cc5)C(O)=O" 21T SMILES CACTVS 3.385 "CC(C)(C)c1n(ncc1C(=O)NC2C3CC4CC(C3)CC2C4)c5ccc(cc5)C(O)=O" 21T SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)(C)c1c(cnn1c2ccc(cc2)C(=O)O)C(=O)NC3C4CC5CC(C4)CC3C5" 21T SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)(C)c1c(cnn1c2ccc(cc2)C(=O)O)C(=O)NC3C4CC5CC(C4)CC3C5" # 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 21T "SYSTEMATIC NAME" ACDLabs 12.01 "4-{5-tert-butyl-4-[(1R,2s,3S,5r,7r)-tricyclo[3.3.1.1~3,7~]dec-2-ylcarbamoyl]-1H-pyrazol-1-yl}benzoic acid" 21T "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[4-(2-adamantylcarbamoyl)-5-tert-butyl-pyrazol-1-yl]benzoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 21T "Create component" 2014-03-07 RCSB 21T "Initial release" 2014-04-30 RCSB 21T "Modify descriptor" 2014-09-05 RCSB #