data_2FN # _chem_comp.id 2FN _chem_comp.name "N-(2-{[5-(5-chlorothiophen-2-yl)-1,2-oxazol-3-yl]methoxy}-6-[3-(beta-D-glucopyranosyloxy)propoxy]phenyl)-1-(propan-2-yl)piperidine-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C32 H42 Cl N3 O10 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-10-09 _chem_comp.pdbx_modified_date 2013-10-25 _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 696.208 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2FN _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 4N3L _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 2FN C2 C2 C 0 1 Y N N 15.570 27.816 11.585 9.135 -1.297 -1.501 C2 2FN 1 2FN C4 C4 C 0 1 Y N N 16.411 26.796 11.343 9.921 -0.318 -1.035 C4 2FN 2 2FN C5 C5 C 0 1 Y N N 16.308 25.798 12.252 9.255 0.773 -0.522 C5 2FN 3 2FN C6 C6 C 0 1 Y N N 15.404 26.038 13.218 7.898 0.679 -0.571 C6 2FN 4 2FN O8 O8 O 0 1 Y N N 14.375 25.667 15.305 7.264 2.849 0.543 O8 2FN 5 2FN C7 C7 C 0 1 Y N N 15.051 25.235 14.217 6.958 1.702 -0.091 C7 2FN 6 2FN O31 O31 O 0 1 N N N 10.605 19.219 13.408 -0.476 -0.548 0.675 O31 2FN 7 2FN C21 C21 C 0 1 N N N 10.929 20.292 12.911 0.448 -0.648 -0.105 C21 2FN 8 2FN C22 C22 C 0 1 N N N 9.876 21.185 12.237 0.976 -2.009 -0.477 C22 2FN 9 2FN C30 C30 C 0 1 N N N 9.555 20.563 10.882 2.490 -2.051 -0.250 C30 2FN 10 2FN C29 C29 C 0 1 N N N 8.466 21.340 10.147 2.784 -1.829 1.235 C29 2FN 11 2FN N25 N25 N 0 1 N N N 7.840 22.360 11.002 2.123 -2.873 2.028 N25 2FN 12 2FN C26 C26 C 0 1 N N N 6.649 22.925 10.329 2.496 -2.774 3.445 C26 2FN 13 2FN C28 C28 C 0 1 N N N 7.018 23.644 9.034 1.772 -3.863 4.240 C28 2FN 14 2FN C27 C27 C 0 1 N N N 5.627 21.837 10.011 4.008 -2.956 3.589 C27 2FN 15 2FN C24 C24 C 0 1 N N N 7.429 21.754 12.276 0.664 -2.822 1.862 C24 2FN 16 2FN C23 C23 C 0 1 N N N 8.615 21.214 13.082 0.307 -3.074 0.396 C23 2FN 17 2FN N20 N20 N 0 1 N N N 12.202 20.717 12.870 1.003 0.459 -0.637 N20 2FN 18 2FN C19 C19 C 0 1 Y N N 13.143 19.910 13.384 0.590 1.729 -0.204 C19 2FN 19 2FN C14 C14 C 0 1 Y N N 13.835 20.241 14.555 1.535 2.686 0.151 C14 2FN 20 2FN O13 O13 O 0 1 N N N 13.518 21.407 15.192 2.861 2.394 0.078 O13 2FN 21 2FN C12 C12 C 0 1 N N N 14.659 22.001 15.838 3.770 3.378 0.575 C12 2FN 22 2FN C11 C11 C 0 1 Y N N 14.687 23.470 15.397 5.184 2.883 0.412 C11 2FN 23 2FN N9 N9 N 0 1 Y N N 14.151 24.466 16.095 6.270 3.484 0.811 N9 2FN 24 2FN C10 C10 C 0 1 Y N N 15.223 23.907 14.255 5.589 1.682 -0.200 C10 2FN 25 2FN S3 S3 S 0 1 Y N N 14.663 27.477 12.968 7.445 -0.857 -1.298 S3 2FN 26 2FN CL1 CL1 CL 0 0 N N N 15.409 29.282 10.645 9.701 -2.779 -2.206 CL1 2FN 27 2FN C18 C18 C 0 1 Y N N 13.433 18.732 12.698 -0.766 2.036 -0.134 C18 2FN 28 2FN C17 C17 C 0 1 Y N N 14.415 17.863 13.187 -1.168 3.291 0.295 C17 2FN 29 2FN C16 C16 C 0 1 Y N N 15.102 18.197 14.361 -0.225 4.237 0.652 C16 2FN 30 2FN C15 C15 C 0 1 Y N N 14.816 19.379 15.043 1.122 3.939 0.578 C15 2FN 31 2FN O32 O32 O 0 1 N N N 12.702 18.510 11.565 -1.694 1.107 -0.486 O32 2FN 32 2FN C33 C33 C 0 1 N N N 12.626 17.155 11.110 -3.066 1.492 -0.391 C33 2FN 33 2FN C34 C34 C 0 1 N N N 11.529 17.075 10.035 -3.955 0.325 -0.825 C34 2FN 34 2FN C35 C35 C 0 1 N N N 11.735 15.840 9.151 -5.425 0.737 -0.723 C35 2FN 35 2FN O36 O36 O 0 1 N N N 12.871 16.018 8.284 -6.255 -0.353 -1.128 O36 2FN 36 2FN C37 C37 C 0 1 N N R 12.896 14.984 7.275 -7.655 -0.071 -1.070 C37 2FN 37 2FN C46 C46 C 0 1 N N R 12.765 15.584 5.834 -8.439 -1.256 -1.639 C46 2FN 38 2FN O47 O47 O 0 1 N N N 11.978 14.732 4.982 -8.096 -1.438 -3.015 O47 2FN 39 2FN C44 C44 C 0 1 N N S 14.154 15.755 5.249 -9.939 -0.971 -1.518 C44 2FN 40 2FN O45 O45 O 0 1 N N N 14.888 16.603 6.134 -10.679 -2.103 -1.980 O45 2FN 41 2FN C42 C42 C 0 1 N N S 14.866 14.390 5.156 -10.279 -0.702 -0.049 C42 2FN 42 2FN O42 O42 O 0 1 N N N 14.573 13.733 3.919 -11.662 -0.364 0.067 O42 2FN 43 2FN C39 C39 C 0 1 N N R 14.432 13.439 6.295 -9.424 0.462 0.460 C39 2FN 44 2FN O38 O38 O 0 1 N N N 14.136 14.205 7.471 -8.041 0.145 0.289 O38 2FN 45 2FN C40 C40 C 0 1 N N N 15.495 12.350 6.511 -9.714 0.699 1.943 C40 2FN 46 2FN O41 O41 O 0 1 N N N 16.276 12.193 5.320 -9.005 1.856 2.388 O41 2FN 47 2FN H1 H1 H 0 1 N N N 17.098 26.775 10.510 10.999 -0.379 -1.061 H1 2FN 48 2FN H2 H2 H 0 1 N N N 16.897 24.894 12.206 9.768 1.632 -0.114 H2 2FN 49 2FN H3 H3 H 0 1 N N N 10.272 22.203 12.105 0.758 -2.209 -1.527 H3 2FN 50 2FN H4 H4 H 0 1 N N N 9.212 19.529 11.037 2.877 -3.023 -0.557 H4 2FN 51 2FN H5 H5 H 0 1 N N N 10.467 20.559 10.267 2.967 -1.267 -0.838 H5 2FN 52 2FN H6 H6 H 0 1 N N N 8.913 21.836 9.273 3.860 -1.872 1.403 H6 2FN 53 2FN H7 H7 H 0 1 N N N 7.692 20.634 9.812 2.408 -0.851 1.538 H7 2FN 54 2FN H9 H9 H 0 1 N N N 6.175 23.654 11.003 2.210 -1.794 3.828 H9 2FN 55 2FN H10 H10 H 0 1 N N N 7.755 24.432 9.249 1.974 -4.835 3.791 H10 2FN 56 2FN H11 H11 H 0 1 N N N 7.449 22.923 8.324 2.129 -3.857 5.271 H11 2FN 57 2FN H12 H12 H 0 1 N N N 6.116 24.096 8.596 0.700 -3.671 4.226 H12 2FN 58 2FN H13 H13 H 0 1 N N N 5.352 21.310 10.936 4.523 -2.181 3.022 H13 2FN 59 2FN H14 H14 H 0 1 N N N 4.730 22.295 9.569 4.284 -2.882 4.641 H14 2FN 60 2FN H15 H15 H 0 1 N N N 6.063 21.122 9.298 4.293 -3.936 3.206 H15 2FN 61 2FN H16 H16 H 0 1 N N N 6.912 22.516 12.878 0.201 -3.588 2.486 H16 2FN 62 2FN H17 H17 H 0 1 N N N 6.739 20.923 12.065 0.299 -1.840 2.162 H17 2FN 63 2FN H18 H18 H 0 1 N N N 8.385 20.193 13.421 -0.775 -3.021 0.271 H18 2FN 64 2FN H19 H19 H 0 1 N N N 8.782 21.862 13.955 0.660 -4.062 0.100 H19 2FN 65 2FN H20 H20 H 0 1 N N N 12.440 21.602 12.471 1.687 0.378 -1.320 H20 2FN 66 2FN H21 H21 H 0 1 N N N 14.556 21.933 16.931 3.643 4.305 0.016 H21 2FN 67 2FN H22 H22 H 0 1 N N N 15.582 21.492 15.525 3.568 3.560 1.630 H22 2FN 68 2FN H23 H23 H 0 1 N N N 15.706 23.302 13.502 4.968 0.922 -0.651 H23 2FN 69 2FN H24 H24 H 0 1 N N N 14.641 16.945 12.665 -2.220 3.531 0.350 H24 2FN 70 2FN H25 H25 H 0 1 N N N 15.862 17.531 14.742 -0.543 5.214 0.985 H25 2FN 71 2FN H26 H26 H 0 1 N N N 15.353 19.626 15.947 1.855 4.683 0.854 H26 2FN 72 2FN H27 H27 H 0 1 N N N 12.373 16.493 11.951 -3.297 1.760 0.640 H27 2FN 73 2FN H28 H28 H 0 1 N N N 13.592 16.851 10.681 -3.249 2.349 -1.039 H28 2FN 74 2FN H29 H29 H 0 1 N N N 11.568 17.979 9.409 -3.724 0.056 -1.856 H29 2FN 75 2FN H30 H30 H 0 1 N N N 10.546 17.010 10.525 -3.772 -0.532 -0.177 H30 2FN 76 2FN H31 H31 H 0 1 N N N 10.835 15.680 8.539 -5.656 1.006 0.308 H31 2FN 77 2FN H32 H32 H 0 1 N N N 11.904 14.962 9.791 -5.608 1.594 -1.371 H32 2FN 78 2FN H33 H33 H 0 1 N N N 12.037 14.315 7.431 -7.870 0.823 -1.655 H33 2FN 79 2FN H34 H34 H 0 1 N N N 12.290 16.573 5.915 -8.192 -2.158 -1.080 H34 2FN 80 2FN H35 H35 H 0 1 N N N 11.109 14.628 5.353 -7.158 -1.618 -3.166 H35 2FN 81 2FN H36 H36 H 0 1 N N N 14.083 16.199 4.245 -10.194 -0.098 -2.119 H36 2FN 82 2FN H37 H37 H 0 1 N N N 14.455 17.446 6.197 -10.507 -2.335 -2.903 H37 2FN 83 2FN H38 H38 H 0 1 N N N 15.950 14.559 5.241 -10.070 -1.593 0.543 H38 2FN 84 2FN H39 H39 H 0 1 N N N 15.024 12.897 3.889 -12.263 -1.056 -0.242 H39 2FN 85 2FN H40 H40 H 0 1 N N N 13.511 12.936 5.964 -9.663 1.363 -0.106 H40 2FN 86 2FN H41 H41 H 0 1 N N N 14.999 11.398 6.751 -10.784 0.851 2.084 H41 2FN 87 2FN H42 H42 H 0 1 N N N 16.153 12.641 7.343 -9.392 -0.169 2.519 H42 2FN 88 2FN H43 H43 H 0 1 N N N 16.932 11.519 5.457 -9.142 2.067 3.322 H43 2FN 89 # 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 2FN O42 C42 SING N N 1 2FN O47 C46 SING N N 2 2FN C42 C44 SING N N 3 2FN C42 C39 SING N N 4 2FN C44 C46 SING N N 5 2FN C44 O45 SING N N 6 2FN O41 C40 SING N N 7 2FN C46 C37 SING N N 8 2FN C39 C40 SING N N 9 2FN C39 O38 SING N N 10 2FN C37 O38 SING N N 11 2FN C37 O36 SING N N 12 2FN O36 C35 SING N N 13 2FN C28 C26 SING N N 14 2FN C35 C34 SING N N 15 2FN C27 C26 SING N N 16 2FN C34 C33 SING N N 17 2FN C29 C30 SING N N 18 2FN C29 N25 SING N N 19 2FN C26 N25 SING N N 20 2FN CL1 C2 SING N N 21 2FN C30 C22 SING N N 22 2FN N25 C24 SING N N 23 2FN C33 O32 SING N N 24 2FN C4 C2 DOUB Y N 25 2FN C4 C5 SING Y N 26 2FN O32 C18 SING N N 27 2FN C2 S3 SING Y N 28 2FN C22 C21 SING N N 29 2FN C22 C23 SING N N 30 2FN C5 C6 DOUB Y N 31 2FN C24 C23 SING N N 32 2FN C18 C17 DOUB Y N 33 2FN C18 C19 SING Y N 34 2FN N20 C21 SING N N 35 2FN N20 C19 SING N N 36 2FN C21 O31 DOUB N N 37 2FN S3 C6 SING Y N 38 2FN C17 C16 SING Y N 39 2FN C6 C7 SING N N 40 2FN C19 C14 DOUB Y N 41 2FN C7 C10 DOUB Y N 42 2FN C7 O8 SING Y N 43 2FN C10 C11 SING Y N 44 2FN C16 C15 DOUB Y N 45 2FN C14 C15 SING Y N 46 2FN C14 O13 SING N N 47 2FN O13 C12 SING N N 48 2FN O8 N9 SING Y N 49 2FN C11 C12 SING N N 50 2FN C11 N9 DOUB Y N 51 2FN C4 H1 SING N N 52 2FN C5 H2 SING N N 53 2FN C22 H3 SING N N 54 2FN C30 H4 SING N N 55 2FN C30 H5 SING N N 56 2FN C29 H6 SING N N 57 2FN C29 H7 SING N N 58 2FN C26 H9 SING N N 59 2FN C28 H10 SING N N 60 2FN C28 H11 SING N N 61 2FN C28 H12 SING N N 62 2FN C27 H13 SING N N 63 2FN C27 H14 SING N N 64 2FN C27 H15 SING N N 65 2FN C24 H16 SING N N 66 2FN C24 H17 SING N N 67 2FN C23 H18 SING N N 68 2FN C23 H19 SING N N 69 2FN N20 H20 SING N N 70 2FN C12 H21 SING N N 71 2FN C12 H22 SING N N 72 2FN C10 H23 SING N N 73 2FN C17 H24 SING N N 74 2FN C16 H25 SING N N 75 2FN C15 H26 SING N N 76 2FN C33 H27 SING N N 77 2FN C33 H28 SING N N 78 2FN C34 H29 SING N N 79 2FN C34 H30 SING N N 80 2FN C35 H31 SING N N 81 2FN C35 H32 SING N N 82 2FN C37 H33 SING N N 83 2FN C46 H34 SING N N 84 2FN O47 H35 SING N N 85 2FN C44 H36 SING N N 86 2FN O45 H37 SING N N 87 2FN C42 H38 SING N N 88 2FN O42 H39 SING N N 89 2FN C39 H40 SING N N 90 2FN C40 H41 SING N N 91 2FN C40 H42 SING N N 92 2FN O41 H43 SING N N 93 # 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 2FN SMILES ACDLabs 12.01 "Clc5sc(c1onc(c1)COc4cccc(OCCCOC2OC(CO)C(O)C(O)C2O)c4NC(=O)C3CCN(C(C)C)CC3)cc5" 2FN InChI InChI 1.03 ;InChI=1S/C32H42ClN3O10S/c1-18(2)36-11-9-19(10-12-36)31(41)34-27-21(42-13-4-14-43-32-30(40)29(39)28(38)24(16-37)45-32)5-3-6-22(27)44-17-20-15-23(46-35-20)25-7-8-26(33)47-25/h3,5-8,15,18-19,24,28-30,32,37-40H,4,9-14,16-17H2,1-2H3,(H,34,41)/t24-,28-,29+,30-,32-/m1/s1 ; 2FN InChIKey InChI 1.03 OSTBNMJDSAVEFJ-JFJWUYLVSA-N 2FN SMILES_CANONICAL CACTVS 3.385 "CC(C)N1CCC(CC1)C(=O)Nc2c(OCCCO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cccc2OCc4cc(on4)c5sc(Cl)cc5" 2FN SMILES CACTVS 3.385 "CC(C)N1CCC(CC1)C(=O)Nc2c(OCCCO[CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O)cccc2OCc4cc(on4)c5sc(Cl)cc5" 2FN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(C)N1CCC(CC1)C(=O)Nc2c(cccc2OCc3cc(on3)c4ccc(s4)Cl)OCCCO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O" 2FN SMILES "OpenEye OEToolkits" 1.7.6 "CC(C)N1CCC(CC1)C(=O)Nc2c(cccc2OCc3cc(on3)c4ccc(s4)Cl)OCCCOC5C(C(C(C(O5)CO)O)O)O" # 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 2FN "SYSTEMATIC NAME" ACDLabs 12.01 "N-(2-{[5-(5-chlorothiophen-2-yl)-1,2-oxazol-3-yl]methoxy}-6-[3-(beta-D-glucopyranosyloxy)propoxy]phenyl)-1-(propan-2-yl)piperidine-4-carboxamide" 2FN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[2-[[5-(5-chloranylthiophen-2-yl)-1,2-oxazol-3-yl]methoxy]-6-[3-[(2R,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxypropoxy]phenyl]-1-propan-2-yl-piperidine-4-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 2FN "Create component" 2013-10-09 RCSB 2FN "Initial release" 2013-10-30 RCSB #