data_OYW # _chem_comp.id OYW _chem_comp.name "4-Cl-Bn7GpppG mRNA 5' cap analog" _chem_comp.type "RNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C27 H33 Cl N10 O18 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "[[(2~{R},3~{S},4~{R},5~{R})-5-[2-azanyl-7-[(4-chlorophenyl)methyl]-6-oxidanylidene-1~{H}-purin-9-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] phosphono hydrogen phosphate" _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2020-04-08 _chem_comp.pdbx_modified_date 2021-03-13 _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 913.981 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OYW _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6YLV _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBE # # 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 OYW C1 CAZ C 0 1 Y N N -53.134 85.988 17.984 6.314 0.048 -0.148 C1 OYW 1 OYW C2 CBE C 0 1 N N N -56.844 88.313 18.611 9.037 -1.190 3.144 C2 OYW 2 OYW C3 CBG C 0 1 N N N -56.529 86.025 18.760 8.770 -2.239 1.053 C3 OYW 3 OYW C4 CBH C 0 1 Y N N -55.235 86.156 18.450 7.809 -1.253 0.726 C4 OYW 4 OYW C5 CBI C 0 1 Y N N -54.753 87.380 18.232 7.517 -0.263 1.671 C5 OYW 5 OYW C6 CBK C 0 1 N N R -52.574 88.405 17.622 5.947 1.717 1.710 C6 OYW 6 OYW C7 CBM C 0 1 N N R -52.273 89.255 18.866 6.827 2.975 1.496 C7 OYW 7 OYW C8 CBO C 0 1 N N S -51.090 88.444 19.353 5.789 4.119 1.601 C8 OYW 8 OYW C9 CBP C 0 1 N N R -50.283 88.311 18.051 4.439 3.431 1.319 C9 OYW 9 OYW C10 CBQ C 0 1 N N N -49.157 87.301 18.301 3.763 4.086 0.113 C10 OYW 10 OYW C11 CBZ C 0 1 N N N -54.176 83.812 18.435 7.046 -1.798 -1.597 C11 OYW 11 OYW C12 CCA C 0 1 Y N N -54.199 83.231 17.173 6.106 -2.966 -1.443 C12 OYW 12 OYW C13 CCB C 0 1 Y N N -53.030 82.355 15.257 3.915 -3.907 -1.658 C13 OYW 13 OYW C14 CCC C 0 1 Y N N -53.007 82.935 16.521 4.777 -2.836 -1.800 C14 OYW 14 OYW C15 CCD C 0 1 Y N N -54.247 82.071 14.648 4.383 -5.109 -1.159 C15 OYW 15 OYW C16 CCE C 0 1 Y N N -55.414 82.946 16.564 6.575 -4.169 -0.949 C16 OYW 16 OYW C17 CCF C 0 1 Y N N -55.436 82.367 15.302 5.714 -5.241 -0.807 C17 OYW 17 OYW N1 NBA N 1 1 Y N N -54.223 85.293 18.300 7.046 -1.005 -0.366 N1 OYW 18 OYW N2 NBC N 0 1 N N N -55.551 88.454 18.300 8.146 -0.269 2.853 N2 OYW 19 OYW N3 NBD N 0 1 N N N -57.631 89.382 18.689 9.656 -1.155 4.369 N3 OYW 20 OYW N4 NBF N 0 1 N N N -57.337 87.091 18.843 9.363 -2.180 2.266 N4 OYW 21 OYW N5 NBJ N 0 1 Y N N -53.469 87.271 17.924 6.570 0.541 1.098 N5 OYW 22 OYW O1 "O5'" O 0 1 N N N -46.874 86.222 15.940 -3.586 1.015 -3.580 O1 OYW 23 OYW O2 OAU O 0 1 N N N -45.460 88.138 16.806 -1.824 -0.772 -3.308 O2 OYW 24 OYW O3 OAV O 0 1 N N N -44.392 85.984 16.418 -3.692 -0.403 -1.495 O3 OYW 25 OYW O4 OAX O 0 1 N N N -46.105 86.285 18.373 -1.810 1.402 -1.829 O4 OYW 26 OYW O5 OAY O 0 1 N N N -51.318 87.876 17.182 4.715 2.049 1.034 O5 OYW 27 OYW O6 OBB O 0 1 N N N -57.001 84.771 18.991 9.055 -3.120 0.260 O6 OYW 28 OYW O7 OBL O 0 1 N N N -51.851 90.560 18.448 7.815 3.087 2.522 O7 OYW 29 OYW O8 OBN O 0 1 N N N -50.365 89.167 20.359 5.799 4.684 2.913 O8 OYW 30 OYW O9 OBR O 0 1 N N N -49.720 86.056 18.721 2.464 3.521 -0.070 O9 OYW 31 OYW O10 OBS O 0 1 N N N -48.635 84.595 16.926 2.153 3.839 -2.554 O10 OYW 32 OYW O11 OBT O 0 1 N N N -49.962 83.619 18.728 1.039 5.512 -1.028 O11 OYW 33 OYW O12 OBV O 0 1 N N N -47.706 84.515 19.383 0.154 3.045 -1.233 O12 OYW 34 OYW O13 OBW O 0 1 N N N -45.308 84.471 20.012 -1.982 3.945 -2.473 O13 OYW 35 OYW O14 OBY O 0 1 N N N -45.863 83.810 17.713 -0.345 2.406 -3.623 O14 OYW 36 OYW P1 PAW P 0 1 N N N -45.633 86.670 16.856 -2.746 0.326 -2.575 P1 OYW 37 OYW P2 PBU P 0 1 N N N -48.966 84.664 18.371 1.467 3.976 -1.250 P2 OYW 38 OYW P3 PBX P 0 1 N N N -46.175 84.732 18.840 -0.982 2.693 -2.318 P3 OYW 39 OYW CL1 CL1 CL 0 0 N N N -54.287 81.352 13.082 3.300 -6.455 -0.979 CL1 OYW 40 OYW H1 H1 H 0 1 N N N -52.150 85.580 17.807 5.611 0.472 -0.851 H1 OYW 41 OYW H2 H2 H 0 1 N N N -53.021 89.043 16.846 5.772 1.548 2.772 H2 OYW 42 OYW H3 H3 H 0 1 N N N -53.108 89.261 19.582 7.293 2.961 0.510 H3 OYW 43 OYW H4 H4 H 0 1 N N N -51.414 87.455 19.708 5.991 4.887 0.854 H4 OYW 44 OYW H5 H5 H 0 1 N N N -49.869 89.286 17.753 3.794 3.510 2.194 H5 OYW 45 OYW H6 H6 H 0 1 N N N -48.586 87.151 17.373 3.673 5.159 0.285 H6 OYW 46 OYW H7 H7 H 0 1 N N N -48.488 87.684 19.085 4.364 3.911 -0.780 H7 OYW 47 OYW H8 H8 H 0 1 N N N -55.047 83.469 19.013 8.053 -2.165 -1.793 H8 OYW 48 OYW H9 H9 H 0 1 N N N -53.252 83.520 18.956 6.718 -1.175 -2.430 H9 OYW 49 OYW H10 H10 H 0 1 N N N -52.104 82.126 14.750 2.877 -3.805 -1.937 H10 OYW 50 OYW H11 H11 H 0 1 N N N -52.063 83.156 16.996 4.412 -1.897 -2.190 H11 OYW 51 OYW H12 H12 H 0 1 N N N -56.340 83.174 17.071 7.615 -4.271 -0.674 H12 OYW 52 OYW H13 H13 H 0 1 N N N -56.381 82.146 14.828 6.080 -6.179 -0.418 H13 OYW 53 OYW H14 H14 H 0 1 N N N -57.256 90.293 18.515 10.315 -1.828 4.598 H14 OYW 54 OYW H15 H15 H 0 1 N N N -58.598 89.275 18.922 9.434 -0.456 5.004 H15 OYW 55 OYW H17 H17 H 0 1 N N N -46.122 88.516 16.239 -1.246 -1.263 -2.708 H17 OYW 56 OYW H19 H19 H 0 1 N N N -51.663 91.092 19.212 8.391 3.859 2.432 H19 OYW 57 OYW H20 H20 H 0 1 N N N -50.892 89.229 21.147 6.644 5.079 3.165 H20 OYW 58 OYW H21 H21 H 0 1 N N N -50.186 83.116 17.954 0.584 5.677 -0.191 H21 OYW 59 OYW H22 H22 H 0 1 N N N -44.714 83.757 19.814 -2.435 4.190 -1.655 H22 OYW 60 OYW O15 O1 O 0 1 N N N ? ? ? -6.153 -0.762 0.012 O15 OYW 61 OYW C18 C2 C 0 1 N N N ? ? ? -7.339 -1.340 0.597 C18 OYW 62 OYW C19 C3 C 0 1 N N N ? ? ? -7.786 -2.388 -0.454 C19 OYW 63 OYW C20 C4 C 0 1 N N N ? ? ? -6.431 -2.937 -0.962 C20 OYW 64 OYW C21 C5 C 0 1 N N N ? ? ? -5.416 -1.837 -0.594 C21 OYW 65 OYW C22 C6 C 0 1 N N N ? ? ? -4.710 -1.338 -1.857 C22 OYW 66 OYW O16 O2 O 0 1 N N N ? ? ? -6.105 -4.160 -0.297 O16 OYW 67 OYW O17 O3 O 0 1 N N N ? ? ? -8.559 -3.424 0.156 O17 OYW 68 OYW H23 H23 H 0 1 N N N ? ? ? -7.102 -1.824 1.545 H23 OYW 69 OYW H24 H24 H 0 1 N N N ? ? ? -8.342 -1.915 -1.263 H24 OYW 70 OYW H25 H25 H 0 1 N N N ? ? ? -6.459 -3.085 -2.041 H25 OYW 71 OYW H26 H26 H 0 1 N N N ? ? ? -4.684 -2.229 0.112 H26 OYW 72 OYW H27 H27 H 0 1 N N N ? ? ? -5.435 -0.851 -2.509 H27 OYW 73 OYW H28 H28 H 0 1 N N N ? ? ? -4.260 -2.182 -2.379 H28 OYW 74 OYW H29 H29 H 0 1 N N N ? ? ? -6.744 -4.871 -0.447 H29 OYW 75 OYW H30 H30 H 0 1 N N N ? ? ? -8.862 -4.104 -0.461 H30 OYW 76 OYW N6 N1 N 0 1 Y N N ? ? ? -8.374 -0.320 0.781 N6 OYW 77 OYW N7 N2 N 0 1 Y N N ? ? ? -9.519 1.517 0.513 N7 OYW 78 OYW C23 C1 C 0 1 Y N N ? ? ? -10.133 0.815 1.497 C23 OYW 79 OYW C24 C7 C 0 1 Y N N ? ? ? -9.405 -0.366 1.680 C24 OYW 80 OYW C25 C9 C 0 1 Y N N ? ? ? -8.483 0.853 0.092 C25 OYW 81 OYW N8 N3 N 0 1 N N N ? ? ? -11.612 0.099 3.212 N8 OYW 82 OYW C26 C10 C 0 1 N N N ? ? ? -11.274 1.039 2.301 C26 OYW 83 OYW C27 C8 C 0 1 N N N ? ? ? -10.858 -1.029 3.349 C27 OYW 84 OYW N9 N4 N 0 1 N N N ? ? ? -9.797 -1.250 2.605 N9 OYW 85 OYW N10 N5 N 0 1 N N N ? ? ? -11.225 -1.966 4.282 N10 OYW 86 OYW H18 H18 H 0 1 N N N ? ? ? -7.810 1.180 -0.687 H18 OYW 87 OYW H31 H31 H 0 1 N N N ? ? ? -12.391 0.230 3.775 H31 OYW 88 OYW H34 H34 H 0 1 N N N ? ? ? -12.010 -1.821 4.833 H34 OYW 89 OYW H35 H35 H 0 1 N N N ? ? ? -10.698 -2.773 4.391 H35 OYW 90 OYW H16 H16 H 0 1 N N N -58.302 86.974 19.077 10.025 -2.845 2.512 H16 OYW 91 OYW O18 O18 O 0 1 N N N ? ? ? -11.938 2.054 2.177 O18 OYW 92 # # 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 OYW CL1 C15 SING N N 1 OYW C15 C13 DOUB Y N 2 OYW C15 C17 SING Y N 3 OYW C13 C14 SING Y N 4 OYW C17 C16 DOUB Y N 5 OYW O1 P1 DOUB N N 6 OYW O3 P1 SING N N 7 OYW C14 C12 DOUB Y N 8 OYW C16 C12 SING Y N 9 OYW O2 P1 SING N N 10 OYW P1 O4 SING N N 11 OYW O10 P2 DOUB N N 12 OYW C12 C11 SING N N 13 OYW O5 C6 SING N N 14 OYW O5 C9 SING N N 15 OYW C6 N5 SING N N 16 OYW C6 C7 SING N N 17 OYW O14 P3 DOUB N N 18 OYW N5 C1 SING Y N 19 OYW N5 C5 SING Y N 20 OYW C1 N1 DOUB Y N 21 OYW C9 C10 SING N N 22 OYW C9 C8 SING N N 23 OYW C5 N2 SING N N 24 OYW C5 C4 DOUB Y N 25 OYW N1 C11 SING N N 26 OYW N1 C4 SING Y N 27 OYW N2 C2 DOUB N N 28 OYW C10 O9 SING N N 29 OYW P2 O9 SING N N 30 OYW P2 O11 SING N N 31 OYW P2 O12 SING N N 32 OYW O4 P3 SING N N 33 OYW O7 C7 SING N N 34 OYW C4 C3 SING N N 35 OYW C2 N3 SING N N 36 OYW C2 N4 SING N N 37 OYW C3 N4 SING N N 38 OYW C3 O6 DOUB N N 39 OYW P3 O12 SING N N 40 OYW P3 O13 SING N N 41 OYW C7 C8 SING N N 42 OYW C8 O8 SING N N 43 OYW C1 H1 SING N N 44 OYW C6 H2 SING N N 45 OYW C7 H3 SING N N 46 OYW C8 H4 SING N N 47 OYW C9 H5 SING N N 48 OYW C10 H6 SING N N 49 OYW C10 H7 SING N N 50 OYW C11 H8 SING N N 51 OYW C11 H9 SING N N 52 OYW C13 H10 SING N N 53 OYW C14 H11 SING N N 54 OYW C16 H12 SING N N 55 OYW C17 H13 SING N N 56 OYW N3 H14 SING N N 57 OYW N3 H15 SING N N 58 OYW O2 H17 SING N N 59 OYW O7 H19 SING N N 60 OYW O8 H20 SING N N 61 OYW O11 H21 SING N N 62 OYW O13 H22 SING N N 63 OYW O15 C18 SING N N 64 OYW C18 C19 SING N N 65 OYW C19 C20 SING N N 66 OYW C20 C21 SING N N 67 OYW C21 O15 SING N N 68 OYW C22 O3 SING N N 69 OYW O16 C20 SING N N 70 OYW O17 C19 SING N N 71 OYW C21 C22 SING N N 72 OYW C18 H23 SING N N 73 OYW C19 H24 SING N N 74 OYW C20 H25 SING N N 75 OYW C21 H26 SING N N 76 OYW C22 H27 SING N N 77 OYW C22 H28 SING N N 78 OYW O16 H29 SING N N 79 OYW O17 H30 SING N N 80 OYW N6 C18 SING N N 81 OYW N7 C23 SING Y N 82 OYW C23 C24 DOUB Y N 83 OYW C24 N6 SING Y N 84 OYW N6 C25 SING Y N 85 OYW C25 N7 DOUB Y N 86 OYW N8 C26 SING N N 87 OYW C27 N9 DOUB N N 88 OYW N9 C24 SING N N 89 OYW C23 C26 SING N N 90 OYW N8 C27 SING N N 91 OYW N10 C27 SING N N 92 OYW C25 H18 SING N N 93 OYW N8 H31 SING N N 94 OYW N10 H34 SING N N 95 OYW N10 H35 SING N N 96 OYW N4 H16 SING N N 97 OYW C26 O18 DOUB N N 98 # # 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 OYW InChI InChI 1.03 "InChI=1S/C27H32ClN10O18P3/c28-11-3-1-10(2-4-11)5-36-9-38(21-15(36)23(44)35-27(30)33-21)25-19(42)17(40)13(54-25)7-52-58(47,48)56-59(49,50)55-57(45,46)51-6-12-16(39)18(41)24(53-12)37-8-31-14-20(37)32-26(29)34-22(14)43/h1-4,8-9,12-13,16-19,24-25,39-42H,5-7H2,(H8-,29,30,32,33,34,35,43,44,45,46,47,48,49,50)/p+1/t12?,13-,16?,17-,18?,19-,24?,25-/m1/s1" OYW InChIKey InChI 1.03 YLIRYFJCSIVXAE-AGNUKMHHSA-O OYW SMILES_CANONICAL CACTVS 3.385 "NC1=Nc2n(cnc2C(=O)N1)C3OC(CO[P](O)(=O)O[P](O)(=O)O[P](O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)n5c[n+](Cc6ccc(Cl)cc6)c7C(=O)NC(=Nc57)N)C(O)C3O" OYW SMILES CACTVS 3.385 "NC1=Nc2n(cnc2C(=O)N1)C3OC(CO[P](O)(=O)O[P](O)(=O)O[P](O)(=O)OC[CH]4O[CH]([CH](O)[CH]4O)n5c[n+](Cc6ccc(Cl)cc6)c7C(=O)NC(=Nc57)N)C(O)C3O" OYW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C[n+]2cn(c3c2C(=O)NC(=N3)N)[C@H]4[C@@H]([C@@H]([C@H](O4)COP(=O)(O)OP(=O)(O)OP(=O)(O)OCC5C(C(C(O5)n6cnc7c6N=C(NC7=O)N)O)O)O)O)Cl" OYW SMILES "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C[n+]2cn(c3c2C(=O)NC(=N3)N)C4C(C(C(O4)COP(=O)(O)OP(=O)(O)OP(=O)(O)OCC5C(C(C(O5)n6cnc7c6N=C(NC7=O)N)O)O)O)O)Cl" # _pdbx_chem_comp_identifier.comp_id OYW _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "[[(2~{R},3~{S},4~{R},5~{R})-5-[2-azanyl-7-[(4-chlorophenyl)methyl]-6-oxidanylidene-1~{H}-purin-7-ium-9-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [[5-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] hydrogen phosphate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OYW "Create component" 2020-04-08 PDBE OYW "Other modification" 2020-06-02 PDBE OYW "Initial release" 2020-06-10 RCSB OYW "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id OYW _pdbx_chem_comp_synonyms.name "[[(2~{R},3~{S},4~{R},5~{R})-5-[2-azanyl-7-[(4-chlorophenyl)methyl]-6-oxidanylidene-1~{H}-purin-9-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] phosphono hydrogen phosphate" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##