data_649 # _chem_comp.id 649 _chem_comp.name "5'-O-[(11-phenoxyundecanoyl)sulfamoyl]adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H38 N6 O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-01-24 _chem_comp.pdbx_modified_date 2016-04-01 _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 606.691 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 649 _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 5HM3 _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 649 C15 C1 C 0 1 N N N 9.008 -0.829 -14.230 0.207 -2.798 -0.032 C15 649 1 649 C16 C2 C 0 1 N N N 9.639 -0.008 -13.111 1.364 -3.325 0.819 C16 649 2 649 C13 C3 C 0 1 N N N 6.768 -1.701 -15.075 -2.209 -2.163 -0.020 C13 649 3 649 C17 C4 C 0 1 N N N 11.137 0.158 -13.250 2.605 -3.431 -0.030 C17 649 4 649 C11 C5 C 0 1 N N N 4.857 -2.598 -13.710 -4.626 -1.528 -0.008 C11 649 5 649 C10 C6 C 0 1 N N N 3.430 -2.340 -13.253 -5.885 -1.420 0.854 C10 649 6 649 C2 C7 C 0 1 Y N N -2.069 -5.730 -7.074 -14.058 1.215 -1.028 C2 649 7 649 C1 C8 C 0 1 Y N N -0.752 -6.096 -7.347 -12.885 1.094 -1.750 C1 649 8 649 C6 C9 C 0 1 Y N N -0.102 -5.582 -8.455 -11.737 0.637 -1.133 C6 649 9 649 C5 C10 C 0 1 Y N N -0.771 -4.686 -9.289 -11.761 0.299 0.213 C5 649 10 649 C4 C11 C 0 1 Y N N -2.086 -4.314 -9.017 -12.939 0.422 0.935 C4 649 11 649 C3 C12 C 0 1 Y N N -2.745 -4.836 -7.907 -14.084 0.885 0.315 C3 649 12 649 O2 O1 O 0 1 N N N 11.827 -0.726 -13.713 2.567 -3.116 -1.201 O2 649 13 649 C14 C13 C 0 1 N N N 7.495 -0.915 -13.996 -1.052 -2.690 0.831 C14 649 14 649 C12 C14 C 0 1 N N N 5.254 -1.735 -14.882 -3.469 -2.055 0.842 C12 649 15 649 C9 C15 C 0 1 N N N 3.114 -3.279 -12.081 -7.042 -0.893 0.003 C9 649 16 649 C8 C16 C 0 1 N N N 1.748 -2.949 -11.509 -8.301 -0.785 0.865 C8 649 17 649 C7 C17 C 0 1 N N N 1.257 -4.041 -10.594 -9.458 -0.257 0.015 C7 649 18 649 O1 O2 O 0 1 N N N -0.180 -4.134 -10.386 -10.635 -0.157 0.820 O1 649 19 649 N6 N1 N 0 1 N N N 11.641 1.306 -12.793 3.756 -3.876 0.511 N6 649 20 649 S S1 S 0 1 N N N 13.107 1.672 -13.005 5.119 -3.993 -0.422 S 649 21 649 O4 O3 O 0 1 N N N 13.967 0.892 -12.124 6.154 -4.453 0.435 O4 649 22 649 O3 O4 O 0 1 N N N 13.212 3.100 -12.692 4.735 -4.671 -1.610 O3 649 23 649 O5 O5 O 0 1 N N N 13.575 1.357 -14.415 5.502 -2.580 -0.839 O5 649 24 649 C18 C18 C 0 1 N N N 12.938 1.935 -15.547 6.099 -1.808 0.205 C18 649 25 649 C19 C19 C 0 1 N N R 13.622 1.462 -16.815 6.441 -0.414 -0.324 C19 649 26 649 O6 O6 O 0 1 N N N 13.516 0.071 -16.969 5.233 0.303 -0.630 O6 649 27 649 C22 C20 C 0 1 N N R 13.373 -0.282 -18.348 5.481 1.694 -0.331 C22 649 28 649 C21 C21 C 0 1 N N R 13.375 1.025 -19.123 6.305 1.640 0.981 C21 649 29 649 O7 O7 O 0 1 N N N 14.687 1.294 -19.629 7.108 2.813 1.127 O7 649 30 649 C20 C22 C 0 1 N N S 12.980 2.027 -18.067 7.192 0.387 0.757 C20 649 31 649 O8 O8 O 0 1 N N N 13.451 3.331 -18.319 8.488 0.770 0.292 O8 649 32 649 N1 N2 N 0 1 Y N N 12.111 -0.989 -18.617 4.220 2.409 -0.123 N1 649 33 649 C25 C23 C 0 1 Y N N 11.919 -1.788 -19.657 4.017 3.758 -0.273 C25 649 34 649 N3 N3 N 0 1 Y N N 12.730 -2.169 -20.667 4.781 4.789 -0.617 N3 649 35 649 C26 C24 C 0 1 Y N N 12.307 -3.003 -21.632 4.281 6.005 -0.674 C26 649 36 649 N4 N4 N 0 1 Y N N 11.068 -3.516 -21.648 3.017 6.265 -0.398 N4 649 37 649 C27 C25 C 0 1 Y N N 10.195 -3.193 -20.674 2.176 5.298 -0.045 C27 649 38 649 N5 N5 N 0 1 N N N 8.954 -3.697 -20.693 0.853 5.581 0.243 N5 649 39 649 C24 C26 C 0 1 Y N N 10.635 -2.270 -19.598 2.663 3.982 0.030 C24 649 40 649 N2 N6 N 0 1 Y N N 10.063 -1.751 -18.502 2.120 2.782 0.344 N2 649 41 649 C23 C27 C 0 1 Y N N 10.986 -0.956 -17.905 3.031 1.857 0.250 C23 649 42 649 H1 H1 H 0 1 N N N 9.439 -1.841 -14.232 0.464 -1.814 -0.424 H1 649 43 649 H2 H2 H 0 1 N N N 9.204 -0.345 -15.198 0.023 -3.483 -0.859 H2 649 44 649 H3 H3 H 0 1 N N N 9.177 0.990 -13.110 1.548 -2.640 1.647 H3 649 45 649 H4 H4 H 0 1 N N N 9.432 -0.509 -12.154 1.107 -4.309 1.212 H4 649 46 649 H5 H5 H 0 1 N N N 7.144 -2.735 -15.067 -1.953 -1.179 -0.413 H5 649 47 649 H6 H6 H 0 1 N N N 6.985 -1.239 -16.049 -2.393 -2.848 -0.848 H6 649 48 649 H7 H7 H 0 1 N N N 4.948 -3.654 -14.003 -4.810 -2.213 -0.836 H7 649 49 649 H8 H8 H 0 1 N N N 5.539 -2.390 -12.872 -4.369 -0.544 -0.401 H8 649 50 649 H9 H9 H 0 1 N N N 3.328 -1.294 -12.928 -6.142 -2.404 1.247 H9 649 51 649 H10 H10 H 0 1 N N N 2.734 -2.535 -14.082 -5.701 -0.735 1.682 H10 649 52 649 H11 H11 H 0 1 N N N -2.571 -6.141 -6.211 -14.955 1.573 -1.512 H11 649 53 649 H12 H12 H 0 1 N N N -0.237 -6.783 -6.692 -12.867 1.357 -2.797 H12 649 54 649 H13 H13 H 0 1 N N N 0.915 -5.872 -8.672 -10.821 0.542 -1.698 H13 649 55 649 H14 H14 H 0 1 N N N -2.595 -3.619 -9.669 -12.961 0.160 1.982 H14 649 56 649 H15 H15 H 0 1 N N N -3.765 -4.553 -7.693 -15.001 0.981 0.877 H15 649 57 649 H16 H16 H 0 1 N N N 7.086 0.106 -13.971 -1.309 -3.674 1.224 H16 649 58 649 H17 H17 H 0 1 N N N 7.318 -1.405 -13.027 -0.868 -2.005 1.659 H17 649 59 649 H18 H18 H 0 1 N N N 4.894 -0.710 -14.707 -3.725 -3.039 1.235 H18 649 60 649 H19 H19 H 0 1 N N N 4.788 -2.137 -15.794 -3.285 -1.370 1.670 H19 649 61 649 H20 H20 H 0 1 N N N 3.119 -4.320 -12.436 -6.785 0.091 -0.389 H20 649 62 649 H21 H21 H 0 1 N N N 3.877 -3.155 -11.298 -7.226 -1.577 -0.825 H21 649 63 649 H22 H22 H 0 1 N N N 1.815 -2.009 -10.941 -8.558 -1.769 1.258 H22 649 64 649 H23 H23 H 0 1 N N N 1.033 -2.827 -12.336 -8.117 -0.100 1.693 H23 649 65 649 H24 H24 H 0 1 N N N 1.594 -5.001 -11.012 -9.202 0.726 -0.378 H24 649 66 649 H25 H25 H 0 1 N N N 1.725 -3.885 -9.611 -9.642 -0.942 -0.813 H25 649 67 649 H26 H26 H 0 1 N N N 11.045 1.940 -12.301 3.786 -4.128 1.447 H26 649 68 649 H27 H27 H 0 1 N N N 13.003 3.031 -15.483 5.401 -1.720 1.037 H27 649 69 649 H28 H28 H 0 1 N N N 11.881 1.631 -15.567 7.010 -2.301 0.545 H28 649 70 649 H29 H29 H 0 1 N N N 14.678 1.768 -16.786 7.058 -0.498 -1.219 H29 649 71 649 H30 H30 H 0 1 N N N 14.223 -0.898 -18.676 6.059 2.161 -1.128 H30 649 72 649 H31 H31 H 0 1 N N N 12.626 0.995 -19.928 5.653 1.507 1.845 H31 649 73 649 H32 H32 H 0 1 N N N 14.679 2.112 -20.112 7.642 2.826 1.934 H32 649 74 649 H33 H33 H 0 1 N N N 11.886 2.022 -17.949 7.271 -0.194 1.676 H33 649 75 649 H34 H34 H 0 1 N N N 13.169 3.910 -17.621 8.980 1.326 0.912 H34 649 76 649 H35 H35 H 0 1 N N N 12.990 -3.270 -22.424 4.930 6.821 -0.957 H35 649 77 649 H36 H36 H 0 1 N N N 8.846 -4.288 -21.492 0.528 6.493 0.188 H36 649 78 649 H37 H37 H 0 1 N N N 8.798 -4.230 -19.861 0.249 4.866 0.500 H37 649 79 649 H38 H38 H 0 1 N N N 10.833 -0.388 -16.999 2.869 0.806 0.442 H38 649 80 # 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 649 N4 C26 DOUB Y N 1 649 N4 C27 SING Y N 2 649 C26 N3 SING Y N 3 649 N5 C27 SING N N 4 649 C27 C24 DOUB Y N 5 649 N3 C25 DOUB Y N 6 649 C25 C24 SING Y N 7 649 C25 N1 SING Y N 8 649 O7 C21 SING N N 9 649 C24 N2 SING Y N 10 649 C21 C22 SING N N 11 649 C21 C20 SING N N 12 649 N1 C22 SING N N 13 649 N1 C23 SING Y N 14 649 N2 C23 DOUB Y N 15 649 C22 O6 SING N N 16 649 O8 C20 SING N N 17 649 C20 C19 SING N N 18 649 O6 C19 SING N N 19 649 C19 C18 SING N N 20 649 C18 O5 SING N N 21 649 C13 C12 SING N N 22 649 C13 C14 SING N N 23 649 C12 C11 SING N N 24 649 O5 S SING N N 25 649 C15 C14 SING N N 26 649 C15 C16 SING N N 27 649 O2 C17 DOUB N N 28 649 C11 C10 SING N N 29 649 C10 C9 SING N N 30 649 C17 C16 SING N N 31 649 C17 N6 SING N N 32 649 S N6 SING N N 33 649 S O3 DOUB N N 34 649 S O4 DOUB N N 35 649 C9 C8 SING N N 36 649 C8 C7 SING N N 37 649 C7 O1 SING N N 38 649 O1 C5 SING N N 39 649 C5 C4 DOUB Y N 40 649 C5 C6 SING Y N 41 649 C4 C3 SING Y N 42 649 C6 C1 DOUB Y N 43 649 C3 C2 DOUB Y N 44 649 C1 C2 SING Y N 45 649 C15 H1 SING N N 46 649 C15 H2 SING N N 47 649 C16 H3 SING N N 48 649 C16 H4 SING N N 49 649 C13 H5 SING N N 50 649 C13 H6 SING N N 51 649 C11 H7 SING N N 52 649 C11 H8 SING N N 53 649 C10 H9 SING N N 54 649 C10 H10 SING N N 55 649 C2 H11 SING N N 56 649 C1 H12 SING N N 57 649 C6 H13 SING N N 58 649 C4 H14 SING N N 59 649 C3 H15 SING N N 60 649 C14 H16 SING N N 61 649 C14 H17 SING N N 62 649 C12 H18 SING N N 63 649 C12 H19 SING N N 64 649 C9 H20 SING N N 65 649 C9 H21 SING N N 66 649 C8 H22 SING N N 67 649 C8 H23 SING N N 68 649 C7 H24 SING N N 69 649 C7 H25 SING N N 70 649 N6 H26 SING N N 71 649 C18 H27 SING N N 72 649 C18 H28 SING N N 73 649 C19 H29 SING N N 74 649 C22 H30 SING N N 75 649 C21 H31 SING N N 76 649 O7 H32 SING N N 77 649 C20 H33 SING N N 78 649 O8 H34 SING N N 79 649 C26 H35 SING N N 80 649 N5 H36 SING N N 81 649 N5 H37 SING N N 82 649 C23 H38 SING N N 83 # 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 649 SMILES ACDLabs 12.01 "C(CCCCCCCCOc1ccccc1)CC(NS(=O)(=O)OCC2OC(C(C2O)O)n3cnc4c3ncnc4N)=O" 649 InChI InChI 1.03 "InChI=1S/C27H38N6O8S/c28-25-22-26(30-17-29-25)33(18-31-22)27-24(36)23(35)20(41-27)16-40-42(37,38)32-21(34)14-10-5-3-1-2-4-6-11-15-39-19-12-8-7-9-13-19/h7-9,12-13,17-18,20,23-24,27,35-36H,1-6,10-11,14-16H2,(H,32,34)(H2,28,29,30)/t20-,23-,24-,27-/m1/s1" 649 InChIKey InChI 1.03 VLRIGNDIFPKPGQ-ZCIWVVNKSA-N 649 SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[S](=O)(=O)NC(=O)CCCCCCCCCCOc4ccccc4)[C@@H](O)[C@H]3O" 649 SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[S](=O)(=O)NC(=O)CCCCCCCCCCOc4ccccc4)[CH](O)[CH]3O" 649 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1ccc(cc1)OCCCCCCCCCCC(=O)NS(=O)(=O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O" 649 SMILES "OpenEye OEToolkits" 2.0.4 "c1ccc(cc1)OCCCCCCCCCCC(=O)NS(=O)(=O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)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 649 "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(11-phenoxyundecanoyl)sulfamoyl]adenosine" 649 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl ~{N}-(11-phenoxyundecanoyl)sulfamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 649 "Create component" 2016-01-24 RCSB 649 "Initial release" 2016-04-06 RCSB #