data_XNC # _chem_comp.id XNC _chem_comp.name "(11S)-11-[4-(benzyloxy)-2-fluorophenyl]-3,3-dimethyl-10-[(6-methylpyridin-2-yl)carbonyl]-2,3,4,5,10,11-hexahydrothiopyrano[3,2-b][1,5]benzodiazepin-6-ol 1,1-dioxide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H32 F N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-03-23 _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 613.698 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XNC _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 3GNW _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 XNC O35 O35 O 0 1 N N N 27.209 6.840 40.146 2.863 0.457 2.646 O35 XNC 1 XNC C16 C16 C 0 1 N N N 28.235 6.429 39.628 2.696 1.008 1.576 C16 XNC 2 XNC C17 C17 C 0 1 Y N N 29.210 5.728 40.502 3.493 2.205 1.226 C17 XNC 3 XNC C43 C43 C 0 1 Y N N 29.629 4.439 40.216 4.434 2.697 2.128 C43 XNC 4 XNC C42 C42 C 0 1 Y N N 30.543 3.833 41.074 5.173 3.819 1.787 C42 XNC 5 XNC C41 C41 C 0 1 Y N N 31.046 4.534 42.185 4.945 4.410 0.554 C41 XNC 6 XNC C40 C40 C 0 1 Y N N 30.644 5.834 42.448 3.994 3.868 -0.294 C40 XNC 7 XNC C44 C44 C 0 1 N N N 31.151 6.608 43.635 3.743 4.507 -1.636 C44 XNC 8 XNC N39 N39 N 0 1 Y N N 29.720 6.416 41.604 3.310 2.799 0.052 N39 XNC 9 XNC N7 N7 N 0 1 N N N 28.499 6.620 38.261 1.788 0.524 0.704 N7 XNC 10 XNC C4 C4 C 0 1 Y N N 29.796 6.532 37.685 1.605 1.163 -0.521 C4 XNC 11 XNC C3 C3 C 0 1 Y N N 30.828 7.374 38.126 1.098 2.449 -0.614 C3 XNC 12 XNC C2 C2 C 0 1 Y N N 32.089 7.319 37.548 0.887 3.008 -1.863 C2 XNC 13 XNC C8 C8 C 0 1 N N S 27.378 6.922 37.346 1.026 -0.650 1.051 C8 XNC 14 XNC C9 C9 C 0 1 N N N 26.906 5.641 36.709 1.284 -1.879 0.199 C9 XNC 15 XNC S12 S12 S 0 1 N N N 25.201 5.508 36.712 0.597 -3.365 0.895 S12 XNC 16 XNC O32 O32 O 0 1 N N N 24.659 6.679 36.027 -0.765 -3.042 1.137 O32 XNC 17 XNC O33 O33 O 0 1 N N N 24.674 5.504 38.056 1.474 -3.688 1.966 O33 XNC 18 XNC C13 C13 C 0 1 N N N 24.763 3.964 35.888 0.734 -4.594 -0.431 C13 XNC 19 XNC C14 C14 C 0 1 N N N 25.762 3.566 34.806 2.143 -4.436 -1.026 C14 XNC 20 XNC C37 C37 C 0 1 N N N 25.344 2.190 34.231 3.182 -4.420 0.096 C37 XNC 21 XNC C38 C38 C 0 1 N N N 25.835 4.618 33.666 2.434 -5.591 -1.986 C38 XNC 22 XNC C15 C15 C 0 1 N N N 27.125 3.433 35.527 2.177 -3.122 -1.777 C15 XNC 23 XNC C10 C10 C 0 1 N N N 27.702 4.677 36.187 1.951 -1.896 -0.920 C10 XNC 24 XNC N11 N11 N 0 1 N N N 29.090 4.711 36.160 2.537 -0.768 -1.488 N11 XNC 25 XNC C5 C5 C 0 1 Y N N 30.043 5.616 36.656 1.936 0.460 -1.668 C5 XNC 26 XNC C6 C6 C 0 1 Y N N 31.311 5.555 36.107 1.703 1.010 -2.920 C6 XNC 27 XNC O36 O36 O 0 1 N N N 31.604 4.678 35.105 1.987 0.302 -4.046 O36 XNC 28 XNC C1 C1 C 0 1 Y N N 32.318 6.404 36.551 1.175 2.292 -3.010 C1 XNC 29 XNC C18 C18 C 0 1 Y N N 27.867 8.041 36.396 -0.439 -0.307 0.951 C18 XNC 30 XNC C23 C23 C 0 1 Y N N 28.125 9.301 36.920 -1.049 0.417 1.961 C23 XNC 31 XNC F34 F34 F 0 1 N N N 27.937 9.496 38.223 -0.333 0.815 3.035 F34 XNC 32 XNC C22 C22 C 0 1 Y N N 28.555 10.346 36.100 -2.394 0.733 1.871 C22 XNC 33 XNC C21 C21 C 0 1 Y N N 28.735 10.129 34.733 -3.128 0.323 0.768 C21 XNC 34 XNC C20 C20 C 0 1 Y N N 28.479 8.856 34.205 -2.512 -0.402 -0.243 C20 XNC 35 XNC C19 C19 C 0 1 Y N N 28.042 7.826 35.030 -1.169 -0.711 -0.151 C19 XNC 36 XNC O24 O24 O 0 1 N N N 29.179 11.170 33.958 -4.448 0.632 0.676 O24 XNC 37 XNC C25 C25 C 0 1 N N N 29.440 11.041 32.543 -5.141 0.177 -0.488 C25 XNC 38 XNC C26 C26 C 0 1 Y N N 28.132 10.929 31.772 -6.583 0.609 -0.414 C26 XNC 39 XNC C31 C31 C 0 1 Y N N 28.023 10.031 30.726 -6.968 1.827 -0.943 C31 XNC 40 XNC C30 C30 C 0 1 Y N N 26.826 9.888 30.034 -8.290 2.224 -0.876 C30 XNC 41 XNC C29 C29 C 0 1 Y N N 25.729 10.663 30.382 -9.229 1.402 -0.280 C29 XNC 42 XNC C28 C28 C 0 1 Y N N 25.835 11.580 31.440 -8.844 0.184 0.249 C28 XNC 43 XNC C27 C27 C 0 1 Y N N 27.030 11.707 32.137 -7.523 -0.214 0.177 C27 XNC 44 XNC H43 H43 H 0 1 N N N 29.255 3.916 39.348 4.585 2.210 3.081 H43 XNC 45 XNC H42 H42 H 0 1 N N N 30.867 2.820 40.886 5.909 4.223 2.466 H42 XNC 46 XNC H41 H41 H 0 1 N N N 31.755 4.053 42.842 5.504 5.286 0.258 H41 XNC 47 XNC H44 H44 H 0 1 N N N 31.275 5.928 44.491 4.401 4.059 -2.381 H44 XNC 48 XNC H44A H44A H 0 0 N N N 32.120 7.066 43.387 2.705 4.347 -1.926 H44A XNC 49 XNC H44B H44B H 0 0 N N N 30.429 7.396 43.894 3.942 5.577 -1.571 H44B XNC 50 XNC H3 H3 H 0 1 N N N 30.639 8.074 38.926 0.868 3.010 0.280 H3 XNC 51 XNC H2 H2 H 0 1 N N N 32.875 7.983 37.877 0.494 4.011 -1.942 H2 XNC 52 XNC H8 H8 H 0 1 N N N 26.477 7.314 37.841 1.242 -0.902 2.089 H8 XNC 53 XNC H13 H13 H 0 1 N N N 24.733 3.165 36.643 0.611 -5.598 -0.024 H13 XNC 54 XNC H13A H13A H 0 0 N N N 23.787 4.112 35.402 -0.019 -4.405 -1.195 H13A XNC 55 XNC H37 H37 H 0 1 N N N 25.245 2.264 33.138 3.130 -5.356 0.653 H37 XNC 56 XNC H37A H37A H 0 0 N N N 26.110 1.441 34.480 4.178 -4.307 -0.333 H37A XNC 57 XNC H37B H37B H 0 0 N N N 24.380 1.888 34.667 2.980 -3.586 0.767 H37B XNC 58 XNC H38 H38 H 0 1 N N N 25.852 5.629 34.100 1.699 -5.588 -2.792 H38 XNC 59 XNC H38A H38A H 0 0 N N N 26.749 4.457 33.076 3.433 -5.473 -2.405 H38A XNC 60 XNC H38B H38B H 0 0 N N N 24.955 4.514 33.014 2.375 -6.536 -1.446 H38B XNC 61 XNC H15 H15 H 0 1 N N N 26.993 2.684 36.322 3.149 -3.028 -2.263 H15 XNC 62 XNC H15A H15A H 0 0 N N N 27.841 3.177 34.732 1.411 -3.147 -2.551 H15A XNC 63 XNC HN11 HN11 H 0 0 N N N 29.496 3.928 35.689 3.456 -0.854 -1.787 HN11 XNC 64 XNC HO36 HO36 H 0 0 N N N 31.672 5.148 34.282 1.252 -0.239 -4.367 HO36 XNC 65 XNC H1 H1 H 0 1 N N N 33.299 6.343 36.103 0.989 2.730 -3.979 H1 XNC 66 XNC H22 H22 H 0 1 N N N 28.748 11.321 36.523 -2.871 1.297 2.658 H22 XNC 67 XNC H20 H20 H 0 1 N N N 28.622 8.674 33.150 -3.082 -0.722 -1.102 H20 XNC 68 XNC H19 H19 H 0 1 N N N 27.837 6.853 34.610 -0.689 -1.272 -0.940 H19 XNC 69 XNC H25 H25 H 0 1 N N N 29.990 11.927 32.195 -4.679 0.606 -1.377 H25 XNC 70 XNC H25A H25A H 0 0 N N N 30.036 10.133 32.370 -5.090 -0.910 -0.540 H25A XNC 71 XNC H31 H31 H 0 1 N N N 28.878 9.434 30.444 -6.234 2.469 -1.409 H31 XNC 72 XNC H30 H30 H 0 1 N N N 26.750 9.175 29.227 -8.590 3.176 -1.288 H30 XNC 73 XNC H29 H29 H 0 1 N N N 24.799 10.562 29.842 -10.262 1.712 -0.226 H29 XNC 74 XNC H28 H28 H 0 1 N N N 24.985 12.188 31.713 -9.577 -0.458 0.715 H28 XNC 75 XNC H27 H27 H 0 1 N N N 27.107 12.404 32.958 -7.223 -1.168 0.586 H27 XNC 76 # 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 XNC O35 C16 DOUB N N 1 XNC C16 C17 SING N N 2 XNC C16 N7 SING N N 3 XNC C17 C43 DOUB Y N 4 XNC C17 N39 SING Y N 5 XNC C43 C42 SING Y N 6 XNC C42 C41 DOUB Y N 7 XNC C41 C40 SING Y N 8 XNC C40 C44 SING N N 9 XNC C40 N39 DOUB Y N 10 XNC N7 C4 SING N N 11 XNC N7 C8 SING N N 12 XNC C4 C3 DOUB Y N 13 XNC C4 C5 SING Y N 14 XNC C3 C2 SING Y N 15 XNC C2 C1 DOUB Y N 16 XNC C8 C9 SING N N 17 XNC C8 C18 SING N N 18 XNC C9 S12 SING N N 19 XNC C9 C10 DOUB N N 20 XNC S12 O32 DOUB N N 21 XNC S12 O33 DOUB N N 22 XNC S12 C13 SING N N 23 XNC C13 C14 SING N N 24 XNC C14 C37 SING N N 25 XNC C14 C38 SING N N 26 XNC C14 C15 SING N N 27 XNC C15 C10 SING N N 28 XNC C10 N11 SING N N 29 XNC N11 C5 SING N N 30 XNC C5 C6 DOUB Y N 31 XNC C6 O36 SING N N 32 XNC C6 C1 SING Y N 33 XNC C18 C23 DOUB Y N 34 XNC C18 C19 SING Y N 35 XNC C23 F34 SING N N 36 XNC C23 C22 SING Y N 37 XNC C22 C21 DOUB Y N 38 XNC C21 C20 SING Y N 39 XNC C21 O24 SING N N 40 XNC C20 C19 DOUB Y N 41 XNC O24 C25 SING N N 42 XNC C25 C26 SING N N 43 XNC C26 C31 DOUB Y N 44 XNC C26 C27 SING Y N 45 XNC C31 C30 SING Y N 46 XNC C30 C29 DOUB Y N 47 XNC C29 C28 SING Y N 48 XNC C28 C27 DOUB Y N 49 XNC C43 H43 SING N N 50 XNC C42 H42 SING N N 51 XNC C41 H41 SING N N 52 XNC C44 H44 SING N N 53 XNC C44 H44A SING N N 54 XNC C44 H44B SING N N 55 XNC C3 H3 SING N N 56 XNC C2 H2 SING N N 57 XNC C8 H8 SING N N 58 XNC C13 H13 SING N N 59 XNC C13 H13A SING N N 60 XNC C37 H37 SING N N 61 XNC C37 H37A SING N N 62 XNC C37 H37B SING N N 63 XNC C38 H38 SING N N 64 XNC C38 H38A SING N N 65 XNC C38 H38B SING N N 66 XNC C15 H15 SING N N 67 XNC C15 H15A SING N N 68 XNC N11 HN11 SING N N 69 XNC O36 HO36 SING N N 70 XNC C1 H1 SING N N 71 XNC C22 H22 SING N N 72 XNC C20 H20 SING N N 73 XNC C19 H19 SING N N 74 XNC C25 H25 SING N N 75 XNC C25 H25A SING N N 76 XNC C31 H31 SING N N 77 XNC C30 H30 SING N N 78 XNC C29 H29 SING N N 79 XNC C28 H28 SING N N 80 XNC C27 H27 SING N N 81 # 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 XNC SMILES ACDLabs 10.04 "Fc2cc(OCc1ccccc1)ccc2C5C6=C(Nc3c(O)cccc3N5C(=O)c4nc(ccc4)C)CC(CS6(=O)=O)(C)C" XNC SMILES_CANONICAL CACTVS 3.341 "Cc1cccc(n1)C(=O)N2[C@@H](c3ccc(OCc4ccccc4)cc3F)C5=C(CC(C)(C)C[S]5(=O)=O)Nc6c(O)cccc26" XNC SMILES CACTVS 3.341 "Cc1cccc(n1)C(=O)N2[CH](c3ccc(OCc4ccccc4)cc3F)C5=C(CC(C)(C)C[S]5(=O)=O)Nc6c(O)cccc26" XNC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cccc(n1)C(=O)N2c3cccc(c3NC4=C([C@@H]2c5ccc(cc5F)OCc6ccccc6)S(=O)(=O)CC(C4)(C)C)O" XNC SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cccc(n1)C(=O)N2c3cccc(c3NC4=C(C2c5ccc(cc5F)OCc6ccccc6)S(=O)(=O)CC(C4)(C)C)O" XNC InChI InChI 1.03 "InChI=1S/C34H32FN3O5S/c1-21-9-7-12-26(36-21)33(40)38-28-13-8-14-29(39)30(28)37-27-18-34(2,3)20-44(41,42)32(27)31(38)24-16-15-23(17-25(24)35)43-19-22-10-5-4-6-11-22/h4-17,31,37,39H,18-20H2,1-3H3/t31-/m0/s1" XNC InChIKey InChI 1.03 CLEOWFBQYYBWRR-HKBQPEDESA-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 XNC "SYSTEMATIC NAME" ACDLabs 10.04 "(11S)-11-[4-(benzyloxy)-2-fluorophenyl]-3,3-dimethyl-10-[(6-methylpyridin-2-yl)carbonyl]-2,3,4,5,10,11-hexahydrothiopyrano[3,2-b][1,5]benzodiazepin-6-ol 1,1-dioxide" XNC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(5S)-5-(2-fluoro-4-phenylmethoxy-phenyl)-10-hydroxy-2,2-dimethyl-4,4-dioxo-1,3,5,11-tetrahydrothiopyrano[2,3-c][1,5]benzodiazepin-6-yl]-(6-methylpyridin-2-yl)methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XNC "Create component" 2009-03-23 PDBJ XNC "Modify aromatic_flag" 2011-06-04 RCSB XNC "Modify descriptor" 2011-06-04 RCSB #