data_214 # _chem_comp.id 214 _chem_comp.name "6-[4-((2R)-2-(1H-1,2,3-BENZOTRIAZOL-1-YL)-3-{4-[DIFLUORO(PHOSPHONO)METHYL]PHENYL}-2-PHENYLPROPYL)PHENYL]-2-METHYLQUINOLIN-8-YLPHOSPHONIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C38 H32 F2 N4 O6 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-08-19 _chem_comp.pdbx_modified_date 2011-06-04 _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 740.628 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 214 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1Q6S _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 214 C1 C1 C 0 1 Y N N 22.272 31.813 49.590 -5.568 3.681 1.818 C1 214 1 214 C2 C2 C 0 1 Y N N 22.437 30.431 49.802 -4.780 3.278 2.880 C2 214 2 214 C3 C3 C 0 1 Y N N 23.516 29.934 50.568 -3.547 2.698 2.644 C3 214 3 214 C4 C4 C 0 1 Y N N 24.474 30.843 51.145 -3.103 2.521 1.347 C4 214 4 214 C5 C5 C 0 1 Y N N 24.270 32.258 50.903 -3.889 2.929 0.286 C5 214 5 214 C6 C6 C 0 1 Y N N 23.182 32.741 50.133 -5.124 3.505 0.521 C6 214 6 214 C10 C10 C 0 1 Y N N 24.943 31.271 55.418 -2.724 -1.030 -0.276 C10 214 7 214 C11 C11 C 0 1 Y N N 24.323 30.673 54.302 -2.943 -0.279 0.863 C11 214 8 214 C12 C12 C 0 1 Y N N 22.944 30.976 54.050 -4.216 -0.178 1.391 C12 214 9 214 C13 C13 C 0 1 Y N N 22.237 31.859 54.886 -5.273 -0.820 0.773 C13 214 10 214 C14 C14 C 0 1 Y N N 22.897 32.451 55.996 -5.055 -1.570 -0.368 C14 214 11 214 C15 C15 C 0 1 Y N N 24.253 32.140 56.246 -3.780 -1.675 -0.892 C15 214 12 214 C20 C20 C 0 1 Y N N 28.897 30.460 52.869 1.147 0.965 2.204 C20 214 13 214 C21 C21 C 0 1 Y N N 27.885 31.409 53.159 0.672 2.079 1.536 C21 214 14 214 C22 C22 C 0 1 Y N N 28.077 32.239 54.296 1.437 2.682 0.554 C22 214 15 214 C23 C23 C 0 1 Y N N 29.220 32.127 55.085 2.681 2.174 0.236 C23 214 16 214 C24 C24 C 0 1 Y N N 30.230 31.186 54.793 3.164 1.051 0.905 C24 214 17 214 C25 C25 C 0 1 Y N N 30.051 30.351 53.670 2.387 0.445 1.890 C25 214 18 214 C30 C30 C 0 1 N N R 25.686 30.334 52.026 -1.760 1.889 1.090 C30 214 19 214 N31 N31 N 0 1 Y N N 26.430 29.269 51.264 -1.453 1.959 -0.340 N31 214 20 214 C32 C32 C 0 1 N N N 26.633 31.566 52.315 -0.684 2.638 1.880 C32 214 21 214 C35 C35 C 0 1 N N N 25.075 29.745 53.363 -1.791 0.425 1.534 C35 214 22 214 C40 C40 C 0 1 Y N N 27.853 28.501 47.377 -0.808 4.946 -3.097 C40 214 23 214 C41 C41 C 0 1 Y N N 27.997 27.654 48.493 -0.769 3.617 -3.400 C41 214 24 214 C42 C42 C 0 1 Y N N 27.477 28.035 49.709 -1.000 2.665 -2.398 C42 214 25 214 C43 C43 C 0 1 Y N N 26.796 29.293 49.879 -1.276 3.098 -1.089 C43 214 26 214 C44 C44 C 0 1 Y N N 26.653 30.135 48.760 -1.306 4.458 -0.801 C44 214 27 214 C45 C45 C 0 1 Y N N 27.183 29.745 47.509 -1.075 5.373 -1.803 C45 214 28 214 N46 N46 N 0 1 Y N N 27.435 27.478 50.958 -1.027 1.317 -2.397 N46 214 29 214 N47 N47 N 0 1 Y N N 26.830 28.152 51.938 -1.287 0.876 -1.217 N47 214 30 214 C52 C52 C 0 1 N N N 22.207 33.434 56.909 -6.206 -2.273 -1.039 C52 214 31 214 F53 F53 F 0 1 N N N 21.167 34.019 56.280 -7.361 -1.492 -0.922 F53 214 32 214 F54 F54 F 0 1 N N N 23.094 34.392 57.287 -5.909 -2.466 -2.393 F54 214 33 214 P55 P55 P 0 1 N N N 21.591 32.606 58.410 -6.481 -3.889 -0.241 P55 214 34 214 O56 O56 O 0 1 N N N 22.762 31.951 59.136 -5.113 -4.737 -0.261 O56 214 35 214 O57 O57 O 0 1 N N N 20.623 31.602 58.043 -6.949 -3.662 1.283 O57 214 36 214 O58 O58 O 0 1 N N N 20.990 33.685 59.282 -7.531 -4.629 -0.975 O58 214 37 214 C61 C61 C 0 1 Y N N 32.157 29.743 55.656 5.528 1.357 0.220 C61 214 38 214 C62 C62 C 0 1 Y N N 35.326 28.464 57.375 9.060 1.084 -0.756 C62 214 39 214 C71 C71 C 0 1 N N N 37.011 29.624 58.775 10.524 -0.925 -1.034 C71 214 40 214 C63 C63 C 0 1 Y N N 34.135 28.470 56.601 7.861 1.666 -0.457 C63 214 41 214 C64 C64 C 0 1 Y N N 33.381 29.679 56.413 6.787 0.829 -0.099 C64 214 42 214 C65 C65 C 0 1 Y N N 33.896 30.904 57.023 6.991 -0.574 -0.062 C65 214 43 214 N66 N66 N 0 1 Y N N 35.068 30.818 57.765 8.190 -1.078 -0.371 N66 214 44 214 C67 C67 C 0 1 Y N N 35.752 29.677 57.947 9.193 -0.302 -0.701 C67 214 45 214 C68 C68 C 0 1 Y N N 31.490 30.995 55.535 4.500 0.501 0.567 C68 214 46 214 C69 C69 C 0 1 Y N N 32.032 32.182 56.136 4.710 -0.887 0.601 C69 214 47 214 C70 C70 C 0 1 Y N N 33.224 32.136 56.874 5.923 -1.417 0.295 C70 214 48 214 P79 P79 P 0 1 N N N 33.870 33.665 57.591 6.166 -3.214 0.349 P79 214 49 214 O80 O80 O 0 1 N N N 34.931 33.297 58.624 5.828 -3.844 -1.093 O80 214 50 214 O81 O81 O 0 1 N N N 32.842 34.488 58.216 7.697 -3.537 0.730 O81 214 51 214 O82 O82 O 0 1 N N N 34.572 34.418 56.457 5.269 -3.803 1.368 O82 214 52 214 H1 H1 H 0 1 N N N 21.419 32.173 48.991 -6.532 4.133 2.002 H1 214 53 214 H2 H2 H 0 1 N N N 21.711 29.728 49.362 -5.127 3.415 3.893 H2 214 54 214 H3 H3 H 0 1 N N N 23.610 28.845 50.714 -2.931 2.383 3.474 H3 214 55 214 H5 H5 H 0 1 N N N 24.972 32.998 51.322 -3.542 2.791 -0.728 H5 214 56 214 H6 H6 H 0 1 N N N 23.046 33.822 49.959 -5.740 3.819 -0.308 H6 214 57 214 H10 H10 H 0 1 N N N 25.999 31.053 55.650 -1.728 -1.112 -0.686 H10 214 58 214 H12 H12 H 0 1 N N N 22.416 30.520 53.195 -4.387 0.408 2.282 H12 214 59 214 H13 H13 H 0 1 N N N 21.178 32.084 54.674 -6.269 -0.737 1.182 H13 214 60 214 H15 H15 H 0 1 N N N 24.784 32.585 57.105 -3.609 -2.261 -1.783 H15 214 61 214 H20 H20 H 0 1 N N N 28.784 29.791 52.000 0.546 0.498 2.970 H20 214 62 214 H22 H22 H 0 1 N N N 27.319 32.990 54.574 1.062 3.551 0.036 H22 214 63 214 H23 H23 H 0 1 N N N 29.327 32.795 55.956 3.277 2.646 -0.531 H23 214 64 214 H25 H25 H 0 1 N N N 30.822 29.605 53.415 2.757 -0.425 2.412 H25 214 65 214 H321 1H32 H 0 0 N N N 26.929 32.012 51.337 -0.867 2.518 2.948 H321 214 66 214 H322 2H32 H 0 0 N N N 26.015 32.380 52.760 -0.717 3.697 1.623 H322 214 67 214 H351 1H35 H 0 0 N N N 24.416 28.883 53.107 -0.856 -0.060 1.255 H351 214 68 214 H352 2H35 H 0 0 N N N 25.886 29.237 53.935 -1.916 0.376 2.616 H352 214 69 214 H40 H40 H 0 1 N N N 28.264 28.191 46.402 -0.628 5.676 -3.873 H40 214 70 214 H41 H41 H 0 1 N N N 28.520 26.686 48.414 -0.559 3.298 -4.410 H41 214 71 214 H44 H44 H 0 1 N N N 26.127 31.099 48.863 -1.514 4.794 0.204 H44 214 72 214 H45 H45 H 0 1 N N N 27.074 30.411 46.637 -1.102 6.430 -1.581 H45 214 73 214 H56 H56 H 0 1 N N N 22.441 31.519 59.919 -4.456 -4.220 0.226 H56 214 74 214 H57 H57 H 0 1 N N N 20.302 31.170 58.826 -7.083 -4.539 1.667 H57 214 75 214 H61 H61 H 0 1 N N N 31.736 28.844 55.175 5.363 2.424 0.195 H61 214 76 214 H62 H62 H 0 1 N N N 35.907 27.539 57.528 9.905 1.698 -1.035 H62 214 77 214 H711 1H71 H 0 0 N N N 37.838 29.182 58.172 11.123 -1.009 -0.128 H711 214 78 214 H712 2H71 H 0 0 N N N 37.349 30.585 59.228 10.365 -1.916 -1.458 H712 214 79 214 H713 3H71 H 0 0 N N N 36.904 28.851 59.571 11.046 -0.300 -1.758 H713 214 80 214 H63 H63 H 0 1 N N N 33.793 27.527 56.142 7.741 2.739 -0.495 H63 214 81 214 H69 H69 H 0 1 N N N 31.520 33.153 56.028 3.897 -1.542 0.874 H69 214 82 214 H80 H80 H 0 1 N N N 35.270 34.100 59.001 6.433 -3.435 -1.727 H80 214 83 214 H81 H81 H 0 1 N N N 33.181 35.291 58.593 7.783 -4.500 0.748 H81 214 84 # 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 214 C1 C2 DOUB Y N 1 214 C1 C6 SING Y N 2 214 C1 H1 SING N N 3 214 C2 C3 SING Y N 4 214 C2 H2 SING N N 5 214 C3 C4 DOUB Y N 6 214 C3 H3 SING N N 7 214 C4 C5 SING Y N 8 214 C4 C30 SING N N 9 214 C5 C6 DOUB Y N 10 214 C5 H5 SING N N 11 214 C6 H6 SING N N 12 214 C10 C11 DOUB Y N 13 214 C10 C15 SING Y N 14 214 C10 H10 SING N N 15 214 C11 C12 SING Y N 16 214 C11 C35 SING N N 17 214 C12 C13 DOUB Y N 18 214 C12 H12 SING N N 19 214 C13 C14 SING Y N 20 214 C13 H13 SING N N 21 214 C14 C15 DOUB Y N 22 214 C14 C52 SING N N 23 214 C15 H15 SING N N 24 214 C20 C21 DOUB Y N 25 214 C20 C25 SING Y N 26 214 C20 H20 SING N N 27 214 C21 C22 SING Y N 28 214 C21 C32 SING N N 29 214 C22 C23 DOUB Y N 30 214 C22 H22 SING N N 31 214 C23 C24 SING Y N 32 214 C23 H23 SING N N 33 214 C24 C25 DOUB Y N 34 214 C24 C68 SING Y N 35 214 C25 H25 SING N N 36 214 C30 N31 SING N N 37 214 C30 C32 SING N N 38 214 C30 C35 SING N N 39 214 N31 C43 SING Y N 40 214 N31 N47 SING Y N 41 214 C32 H321 SING N N 42 214 C32 H322 SING N N 43 214 C35 H351 SING N N 44 214 C35 H352 SING N N 45 214 C40 C41 DOUB Y N 46 214 C40 C45 SING Y N 47 214 C40 H40 SING N N 48 214 C41 C42 SING Y N 49 214 C41 H41 SING N N 50 214 C42 C43 DOUB Y N 51 214 C42 N46 SING Y N 52 214 C43 C44 SING Y N 53 214 C44 C45 DOUB Y N 54 214 C44 H44 SING N N 55 214 C45 H45 SING N N 56 214 N46 N47 DOUB Y N 57 214 C52 F53 SING N N 58 214 C52 F54 SING N N 59 214 C52 P55 SING N N 60 214 P55 O56 SING N N 61 214 P55 O57 SING N N 62 214 P55 O58 DOUB N N 63 214 O56 H56 SING N N 64 214 O57 H57 SING N N 65 214 C61 C64 DOUB Y N 66 214 C61 C68 SING Y N 67 214 C61 H61 SING N N 68 214 C62 C63 DOUB Y N 69 214 C62 C67 SING Y N 70 214 C62 H62 SING N N 71 214 C71 C67 SING N N 72 214 C71 H711 SING N N 73 214 C71 H712 SING N N 74 214 C71 H713 SING N N 75 214 C63 C64 SING Y N 76 214 C63 H63 SING N N 77 214 C64 C65 SING Y N 78 214 C65 N66 SING Y N 79 214 C65 C70 DOUB Y N 80 214 N66 C67 DOUB Y N 81 214 C68 C69 DOUB Y N 82 214 C69 C70 SING Y N 83 214 C69 H69 SING N N 84 214 C70 P79 SING N N 85 214 P79 O80 SING N N 86 214 P79 O81 SING N N 87 214 P79 O82 DOUB N N 88 214 O80 H80 SING N N 89 214 O81 H81 SING N N 90 # 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 214 SMILES ACDLabs 10.04 "O=P(O)(O)c1c7nc(ccc7cc(c1)c2ccc(cc2)CC(c3ccccc3)(n5nnc4ccccc45)Cc6ccc(cc6)C(F)(F)P(=O)(O)O)C" 214 SMILES_CANONICAL CACTVS 3.341 "Cc1ccc2cc(cc(c2n1)[P](O)(O)=O)c3ccc(C[C@](Cc4ccc(cc4)C(F)(F)[P](O)(O)=O)(n5nnc6ccccc56)c7ccccc7)cc3" 214 SMILES CACTVS 3.341 "Cc1ccc2cc(cc(c2n1)[P](O)(O)=O)c3ccc(C[C](Cc4ccc(cc4)C(F)(F)[P](O)(O)=O)(n5nnc6ccccc56)c7ccccc7)cc3" 214 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1ccc2cc(cc(c2n1)P(=O)(O)O)c3ccc(cc3)C[C@@](Cc4ccc(cc4)C(F)(F)P(=O)(O)O)(c5ccccc5)n6c7ccccc7nn6" 214 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1ccc2cc(cc(c2n1)P(=O)(O)O)c3ccc(cc3)CC(Cc4ccc(cc4)C(F)(F)P(=O)(O)O)(c5ccccc5)n6c7ccccc7nn6" 214 InChI InChI 1.03 "InChI=1S/C38H32F2N4O6P2/c1-25-11-16-29-21-30(22-35(36(29)41-25)51(45,46)47)28-17-12-26(13-18-28)23-37(31-7-3-2-4-8-31,44-34-10-6-5-9-33(34)42-43-44)24-27-14-19-32(20-15-27)38(39,40)52(48,49)50/h2-22H,23-24H2,1H3,(H2,45,46,47)(H2,48,49,50)/t37-/m1/s1" 214 InChIKey InChI 1.03 SZXQFEXBARNEFM-DIPNUNPCSA-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 214 "SYSTEMATIC NAME" ACDLabs 10.04 "(6-{4-[(2R)-2-(1H-benzotriazol-1-yl)-3-{4-[difluoro(phosphono)methyl]phenyl}-2-phenylpropyl]phenyl}-2-methylquinolin-8-yl)phosphonic acid" 214 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[4-[(2R)-2-(benzotriazol-1-yl)-3-[4-(2-methyl-8-phosphono-quinolin-6-yl)phenyl]-2-phenyl-propyl]phenyl]-difluoro-methyl]phosphonic 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 214 "Create component" 2003-08-19 RCSB 214 "Modify aromatic_flag" 2011-06-04 RCSB 214 "Modify descriptor" 2011-06-04 RCSB #