data_8LA # _chem_comp.id 8LA _chem_comp.name "N-[4-chloro-3-(alpha-D-ribofuranosyloxy)phenyl]-N'-{2-[3-(prop-1-en-2-yl)phenyl]propan-2-yl}urea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H29 Cl N2 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-13 _chem_comp.pdbx_modified_date 2017-03-03 _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 476.950 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8LA _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 5URS _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 8LA C1 C1 C 0 1 Y N N 21.647 -18.209 11.833 5.297 -0.557 -0.384 C1 8LA 1 8LA C2 C2 C 0 1 Y N N 21.607 -19.462 12.438 6.525 -1.158 -0.594 C2 8LA 2 8LA C3 C3 C 0 1 Y N N 20.778 -20.462 11.926 7.693 -0.494 -0.260 C3 8LA 3 8LA C4 C4 C 0 1 Y N N 19.983 -20.211 10.813 7.639 0.771 0.286 C4 8LA 4 8LA C5 C5 C 0 1 Y N N 20.024 -18.952 10.214 6.403 1.383 0.501 C5 8LA 5 8LA C6 C6 C 0 1 Y N N 20.847 -17.959 10.729 5.229 0.711 0.156 C6 8LA 6 8LA C10 C7 C 0 1 N N N 23.913 -16.635 10.323 1.677 -1.263 -0.121 C10 8LA 7 8LA C11 C8 C 0 1 N N N 22.520 -17.100 12.347 4.030 -1.286 -0.751 C11 8LA 8 8LA C12 C9 C 0 1 N N N 23.669 -17.680 13.170 3.728 -1.068 -2.235 C12 8LA 9 8LA C13 C10 C 0 1 N N N 21.687 -16.219 13.273 4.207 -2.782 -0.481 C13 8LA 10 8LA C17 C11 C 0 1 Y N N 25.051 -15.769 8.350 -0.613 -1.373 0.516 C17 8LA 11 8LA C18 C12 C 0 1 Y N N 25.067 -14.652 7.513 -0.734 -2.734 0.267 C18 8LA 12 8LA C19 C13 C 0 1 Y N N 25.926 -14.562 6.427 -1.986 -3.310 0.164 C19 8LA 13 8LA C20 C14 C 0 1 Y N N 26.792 -15.611 6.169 -3.121 -2.533 0.309 C20 8LA 14 8LA C21 C15 C 0 1 Y N N 26.795 -16.813 7.033 -3.005 -1.172 0.559 C21 8LA 15 8LA C22 C16 C 0 1 Y N N 25.918 -16.837 8.111 -1.751 -0.593 0.668 C22 8LA 16 8LA C24 C17 C 0 1 N N R 27.700 -18.630 5.578 -3.927 0.984 0.955 C24 8LA 17 8LA C25 C18 C 0 1 N N R 26.887 -19.904 5.755 -5.269 1.639 1.333 C25 8LA 18 8LA C26 C19 C 0 1 N N S 27.820 -20.794 6.565 -5.514 2.677 0.211 C26 8LA 19 8LA C27 C20 C 0 1 N N R 29.211 -20.327 6.140 -4.613 2.141 -0.930 C27 8LA 20 8LA C29 C21 C 0 1 N N N 29.841 -21.333 5.187 -4.224 3.270 -1.886 C29 8LA 21 8LA C7 C22 C 0 1 N N N 19.179 -18.626 9.018 6.338 2.741 1.080 C7 8LA 22 8LA C8 C23 C 0 1 N N N 19.298 -17.445 8.438 6.907 3.912 0.321 C8 8LA 23 8LA C9 C24 C 0 1 N N N 18.309 -19.506 8.559 5.778 2.930 2.267 C9 8LA 24 8LA N3 N1 N 0 1 N N N 22.974 -16.297 11.215 2.920 -0.772 0.054 N3 8LA 25 8LA N4 N2 N 0 1 N N N 24.159 -15.726 9.383 0.655 -0.790 0.620 N4 8LA 26 8LA O1 O1 O 0 1 N N N 27.667 -17.855 6.786 -4.121 -0.409 0.700 O1 8LA 27 8LA O2 O2 O 0 1 N N N 24.509 -17.689 10.378 1.477 -2.132 -0.947 O2 8LA 28 8LA O3 O3 O 0 1 N N N 29.050 -19.083 5.444 -3.453 1.637 -0.234 O3 8LA 29 8LA O4 O4 O 0 1 N N N 25.639 -19.643 6.410 -6.315 0.665 1.350 O4 8LA 30 8LA O5 O5 O 0 1 N N N 27.643 -20.639 7.979 -6.887 2.687 -0.184 O5 8LA 31 8LA O6 O6 O 0 1 N N N 31.053 -20.798 4.650 -3.493 2.730 -2.989 O6 8LA 32 8LA CL CL1 CL 0 0 N N N 27.928 -15.529 4.801 -4.692 -3.261 0.179 CL 8LA 33 8LA H1 H1 H 0 1 N N N 22.219 -19.661 13.306 6.573 -2.149 -1.021 H1 8LA 34 8LA H2 H2 H 0 1 N N N 20.754 -21.434 12.396 8.648 -0.969 -0.427 H2 8LA 35 8LA H3 H3 H 0 1 N N N 19.340 -20.983 10.416 8.550 1.288 0.547 H3 8LA 36 8LA H4 H4 H 0 1 N N N 20.864 -16.984 10.265 4.270 1.179 0.320 H4 8LA 37 8LA H5 H5 H 0 1 N N N 23.262 -18.271 14.003 4.555 -1.450 -2.834 H5 8LA 38 8LA H6 H6 H 0 1 N N N 24.288 -18.326 12.530 2.812 -1.595 -2.501 H6 8LA 39 8LA H7 H7 H 0 1 N N N 24.285 -16.860 13.569 3.603 -0.002 -2.427 H7 8LA 40 8LA H8 H8 H 0 1 N N N 21.339 -16.814 14.131 4.422 -2.937 0.576 H8 8LA 41 8LA H9 H9 H 0 1 N N N 22.302 -15.381 13.633 3.291 -3.309 -0.747 H9 8LA 42 8LA H10 H10 H 0 1 N N N 20.819 -15.826 12.723 5.033 -3.164 -1.081 H10 8LA 43 8LA H11 H11 H 0 1 N N N 24.391 -13.834 7.717 0.150 -3.342 0.153 H11 8LA 44 8LA H12 H12 H 0 1 N N N 25.919 -13.688 5.793 -2.079 -4.368 -0.030 H12 8LA 45 8LA H13 H13 H 0 1 N N N 25.907 -17.692 8.771 -1.659 0.466 0.862 H13 8LA 46 8LA H14 H14 H 0 1 N N N 27.357 -18.059 4.702 -3.209 1.116 1.765 H14 8LA 47 8LA H15 H15 H 0 1 N N N 26.715 -20.363 4.770 -5.194 2.132 2.302 H15 8LA 48 8LA H16 H16 H 0 1 N N N 27.679 -21.843 6.266 -5.195 3.671 0.525 H16 8LA 49 8LA H17 H17 H 0 1 N N N 29.849 -20.204 7.028 -5.115 1.338 -1.470 H17 8LA 50 8LA H18 H18 H 0 1 N N N 29.141 -21.546 4.366 -5.125 3.762 -2.253 H18 8LA 51 8LA H19 H19 H 0 1 N N N 30.062 -22.263 5.731 -3.604 3.995 -1.359 H19 8LA 52 8LA H20 H20 H 0 1 N N N 20.067 -16.856 8.959 6.134 4.344 -0.315 H20 8LA 53 8LA H21 H21 H 0 1 N N N 19.590 -17.581 7.386 7.260 4.665 1.026 H21 8LA 54 8LA H22 H22 H 0 1 N N N 18.336 -16.915 8.486 7.739 3.574 -0.297 H22 8LA 55 8LA H23 H23 H 0 1 N N N 18.203 -20.465 9.045 5.731 3.922 2.690 H23 8LA 56 8LA H24 H24 H 0 1 N N N 17.703 -19.267 7.698 5.370 2.090 2.811 H24 8LA 57 8LA H25 H25 H 0 1 N N N 22.540 -15.404 11.094 3.079 -0.079 0.713 H25 8LA 58 8LA H26 H26 H 0 1 N N N 23.612 -14.891 9.441 0.799 -0.046 1.225 H26 8LA 59 8LA H27 H27 H 0 1 N N N 25.155 -20.455 6.506 -6.183 -0.043 1.995 H27 8LA 60 8LA H28 H28 H 0 1 N N N 28.245 -21.213 8.439 -7.499 2.929 0.524 H28 8LA 61 8LA H29 H29 H 0 1 N N N 31.442 -21.429 4.056 -3.214 3.391 -3.637 H29 8LA 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 8LA O6 C29 SING N N 1 8LA CL C20 SING N N 2 8LA C29 C27 SING N N 3 8LA O3 C24 SING N N 4 8LA O3 C27 SING N N 5 8LA C24 C25 SING N N 6 8LA C24 O1 SING N N 7 8LA C25 O4 SING N N 8 8LA C25 C26 SING N N 9 8LA C27 C26 SING N N 10 8LA C20 C19 DOUB Y N 11 8LA C20 C21 SING Y N 12 8LA C19 C18 SING Y N 13 8LA C26 O5 SING N N 14 8LA O1 C21 SING N N 15 8LA C21 C22 DOUB Y N 16 8LA C18 C17 DOUB Y N 17 8LA C22 C17 SING Y N 18 8LA C17 N4 SING N N 19 8LA C8 C7 SING N N 20 8LA C9 C7 DOUB N N 21 8LA C7 C5 SING N N 22 8LA N4 C10 SING N N 23 8LA C5 C6 DOUB Y N 24 8LA C5 C4 SING Y N 25 8LA C10 O2 DOUB N N 26 8LA C10 N3 SING N N 27 8LA C6 C1 SING Y N 28 8LA C4 C3 DOUB Y N 29 8LA N3 C11 SING N N 30 8LA C1 C11 SING N N 31 8LA C1 C2 DOUB Y N 32 8LA C3 C2 SING Y N 33 8LA C11 C12 SING N N 34 8LA C11 C13 SING N N 35 8LA C2 H1 SING N N 36 8LA C3 H2 SING N N 37 8LA C4 H3 SING N N 38 8LA C6 H4 SING N N 39 8LA C12 H5 SING N N 40 8LA C12 H6 SING N N 41 8LA C12 H7 SING N N 42 8LA C13 H8 SING N N 43 8LA C13 H9 SING N N 44 8LA C13 H10 SING N N 45 8LA C18 H11 SING N N 46 8LA C19 H12 SING N N 47 8LA C22 H13 SING N N 48 8LA C24 H14 SING N N 49 8LA C25 H15 SING N N 50 8LA C26 H16 SING N N 51 8LA C27 H17 SING N N 52 8LA C29 H18 SING N N 53 8LA C29 H19 SING N N 54 8LA C8 H20 SING N N 55 8LA C8 H21 SING N N 56 8LA C8 H22 SING N N 57 8LA C9 H23 SING N N 58 8LA C9 H24 SING N N 59 8LA N3 H25 SING N N 60 8LA N4 H26 SING N N 61 8LA O4 H27 SING N N 62 8LA O5 H28 SING N N 63 8LA O6 H29 SING N N 64 # 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 8LA SMILES ACDLabs 12.01 "c3(C(C)(C)NC(=O)Nc1ccc(c(c1)OC2C(O)C(O)C(CO)O2)Cl)cccc(c3)/C(C)=C" 8LA InChI InChI 1.03 "InChI=1S/C24H29ClN2O6/c1-13(2)14-6-5-7-15(10-14)24(3,4)27-23(31)26-16-8-9-17(25)18(11-16)32-22-21(30)20(29)19(12-28)33-22/h5-11,19-22,28-30H,1,12H2,2-4H3,(H2,26,27,31)/t19-,20-,21-,22+/m1/s1" 8LA InChIKey InChI 1.03 DGCHEIBDGDMRPM-YSFYHYPLSA-N 8LA SMILES_CANONICAL CACTVS 3.385 "CC(=C)c1cccc(c1)C(C)(C)NC(=O)Nc2ccc(Cl)c(O[C@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2" 8LA SMILES CACTVS 3.385 "CC(=C)c1cccc(c1)C(C)(C)NC(=O)Nc2ccc(Cl)c(O[CH]3O[CH](CO)[CH](O)[CH]3O)c2" 8LA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(=C)c1cccc(c1)C(C)(C)NC(=O)Nc2ccc(c(c2)O[C@@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)Cl" 8LA SMILES "OpenEye OEToolkits" 2.0.6 "CC(=C)c1cccc(c1)C(C)(C)NC(=O)Nc2ccc(c(c2)OC3C(C(C(O3)CO)O)O)Cl" # 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 8LA "SYSTEMATIC NAME" ACDLabs 12.01 "N-[4-chloro-3-(alpha-D-ribofuranosyloxy)phenyl]-N'-{2-[3-(prop-1-en-2-yl)phenyl]propan-2-yl}urea" 8LA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[4-chloranyl-3-[(2~{R},3~{R},4~{S},5~{R})-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]oxy-phenyl]-3-[2-(3-prop-1-en-2-ylphenyl)propan-2-yl]urea" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8LA "Create component" 2017-02-13 RCSB 8LA "Other modification" 2017-02-13 RCSB 8LA "Initial release" 2017-03-08 RCSB #