data_6ZD # _chem_comp.id 6ZD _chem_comp.name "5'-O-[(R)-[({2-[(chloroacetyl)amino]ethyl}sulfamoyl)methyl](hydroxy)phosphoryl]guanosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H23 Cl N7 O10 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-07-29 _chem_comp.pdbx_modified_date 2017-04-07 _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 559.876 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6ZD _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 5KYK _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 6ZD C10 C1 C 0 1 N N R -16.546 -38.444 118.920 4.852 -1.503 -1.065 C10 6ZD 1 6ZD C17 C2 C 0 1 Y N N -12.619 -40.778 119.198 6.144 1.893 1.411 C17 6ZD 2 6ZD C20 C3 C 0 1 N N N -11.226 -39.290 121.231 7.863 2.535 -0.614 C20 6ZD 3 6ZD C28 C4 C 0 1 N N N -22.085 -40.638 114.830 -5.451 -0.116 0.259 C28 6ZD 4 6ZD O01 O1 O 0 1 N N N -20.785 -38.055 114.442 -4.386 -2.874 0.527 O01 6ZD 5 6ZD S02 S1 S 0 1 N N N -20.423 -38.706 115.671 -3.751 -1.910 1.357 S02 6ZD 6 6ZD C03 C5 C 0 1 N N N -18.658 -39.142 115.692 -2.334 -1.168 0.501 C03 6ZD 7 6ZD P04 P1 P 0 1 N N N -18.522 -40.755 116.565 -1.023 -2.419 0.300 P04 6ZD 8 6ZD O05 O2 O 0 1 N N N -19.079 -40.579 118.024 0.235 -1.760 -0.459 O05 6ZD 9 6ZD C06 C6 C 0 1 N N N -18.228 -40.923 119.097 1.465 -2.455 -0.675 C06 6ZD 10 6ZD C07 C7 C 0 1 N N R -18.016 -39.727 119.990 2.441 -1.544 -1.421 C07 6ZD 11 6ZD C08 C8 C 0 1 N N S -17.999 -38.630 119.315 3.731 -2.319 -1.753 C08 6ZD 12 6ZD O09 O3 O 0 1 N N N -18.448 -37.487 120.182 3.939 -2.362 -3.167 O09 6ZD 13 6ZD O11 O4 O 0 1 N N N -16.229 -37.124 118.843 6.007 -1.416 -1.902 O11 6ZD 14 6ZD C12 C9 C 0 1 N N R -15.748 -39.107 120.068 4.185 -0.115 -0.895 C12 6ZD 15 6ZD N13 N1 N 0 1 Y N N -14.629 -39.918 119.525 4.805 0.624 0.208 N13 6ZD 16 6ZD C14 C10 C 0 1 Y N N -14.707 -40.797 118.547 4.359 0.671 1.497 C14 6ZD 17 6ZD N15 N2 N 0 1 Y N N -13.505 -41.339 118.324 5.152 1.424 2.204 N15 6ZD 18 6ZD C16 C11 C 0 1 Y N N -13.326 -39.870 119.969 5.928 1.389 0.134 C16 6ZD 19 6ZD C18 C12 C 0 1 N N N -11.145 -40.973 119.432 7.305 2.763 1.623 C18 6ZD 20 6ZD N19 N3 N 0 1 N N N -10.486 -40.230 120.437 8.104 3.033 0.580 N19 6ZD 21 6ZD N21 N4 N 0 1 N N N -10.566 -38.536 122.247 8.713 2.846 -1.641 N21 6ZD 22 6ZD N22 N5 N 0 1 N N N -12.649 -39.104 121.003 6.803 1.724 -0.867 N22 6ZD 23 6ZD O23 O5 O 0 1 N N N -10.517 -41.777 118.752 7.539 3.232 2.726 O23 6ZD 24 6ZD O24 O6 O 0 1 N N N -16.566 -39.845 120.707 2.812 -0.436 -0.585 O24 6ZD 25 6ZD O25 O7 O 0 1 N N N -19.264 -41.834 115.835 -0.596 -2.905 1.631 O25 6ZD 26 6ZD O26 O8 O 0 1 N N N -17.065 -41.115 116.650 -1.587 -3.653 -0.567 O26 6ZD 27 6ZD N27 N6 N 0 1 N N N -21.302 -40.086 115.913 -4.854 -0.680 1.472 N27 6ZD 28 6ZD C29 C13 C 0 1 N N N -22.288 -42.151 115.043 -6.679 0.716 0.634 C29 6ZD 29 6ZD N30 N7 N 0 1 N N N -23.444 -42.377 115.816 -7.276 1.280 -0.579 N30 6ZD 30 6ZD C31 C14 C 0 1 N N N -23.857 -43.708 116.105 -8.377 2.054 -0.491 C31 6ZD 31 6ZD C32 C15 C 0 1 N N N -25.122 -43.945 116.953 -8.991 2.634 -1.739 C32 6ZD 32 6ZD O34 O9 O 0 1 N N N -23.209 -44.662 115.675 -8.873 2.282 0.592 O34 6ZD 33 6ZD O35 O10 O 0 1 N N N -20.721 -37.699 116.646 -3.418 -2.210 2.705 O35 6ZD 34 6ZD H1 H1 H 0 1 N N N -16.344 -38.976 117.979 5.108 -1.933 -0.097 H1 6ZD 35 6ZD H2 H2 H 0 1 N N N -21.559 -40.472 113.879 -4.722 0.520 -0.243 H2 6ZD 36 6ZD H3 H3 H 0 1 N N N -23.065 -40.140 114.799 -5.749 -0.924 -0.409 H3 6ZD 37 6ZD H4 H4 H 0 1 N N N -18.278 -39.234 114.664 -2.648 -0.810 -0.479 H4 6ZD 38 6ZD H5 H5 H 0 1 N N N -18.084 -38.372 116.227 -1.952 -0.333 1.088 H5 6ZD 39 6ZD H6 H6 H 0 1 N N N -18.686 -41.736 119.679 1.895 -2.740 0.286 H6 6ZD 40 6ZD H7 H7 H 0 1 N N N -17.258 -41.258 118.700 1.277 -3.351 -1.268 H7 6ZD 41 6ZD H8 H8 H 0 1 N N N -18.782 -39.726 120.780 1.980 -1.179 -2.338 H8 6ZD 42 6ZD H9 H9 H 0 1 N N N -18.621 -38.672 118.409 3.687 -3.328 -1.343 H9 6ZD 43 6ZD H10 H10 H 0 1 N N N -19.358 -37.611 120.425 4.767 -2.787 -3.430 H10 6ZD 44 6ZD H11 H11 H 0 1 N N N -15.317 -37.031 118.595 6.407 -2.271 -2.111 H11 6ZD 45 6ZD H12 H12 H 0 1 N N N -15.333 -38.308 120.699 4.246 0.456 -1.822 H12 6ZD 46 6ZD H13 H13 H 0 1 N N N -15.608 -41.043 118.005 3.484 0.163 1.872 H13 6ZD 47 6ZD H14 H14 H 0 1 N N N -9.587 -38.662 122.407 9.476 3.424 -1.481 H14 6ZD 48 6ZD H15 H15 H 0 1 N N N -11.083 -37.882 122.799 8.553 2.489 -2.529 H15 6ZD 49 6ZD H16 H16 H 0 1 N N N -13.163 -38.449 121.557 6.664 1.379 -1.763 H16 6ZD 50 6ZD H17 H17 H 0 1 N N N -16.920 -41.951 116.223 -1.885 -3.407 -1.453 H17 6ZD 51 6ZD H18 H18 H 0 1 N N N -21.937 -39.897 116.662 -5.105 -0.334 2.342 H18 6ZD 52 6ZD H19 H19 H 0 1 N N N -22.400 -42.645 114.066 -7.409 0.080 1.136 H19 6ZD 53 6ZD H20 H20 H 0 1 N N N -21.413 -42.566 115.565 -6.381 1.523 1.302 H20 6ZD 54 6ZD H21 H21 H 0 1 N N N -23.974 -41.603 116.161 -6.879 1.097 -1.445 H21 6ZD 55 6ZD H22 H22 H 0 1 N N N -25.533 -44.950 117.129 -8.261 3.270 -2.241 H22 6ZD 56 6ZD H23 H23 H 0 1 N N N -25.408 -43.282 117.783 -9.289 1.827 -2.407 H23 6ZD 57 6ZD CL1 CL1 CL 0 0 N Y N ? ? ? -10.438 3.614 -1.296 CL1 6ZD 58 # 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 6ZD O01 S02 DOUB N N 1 6ZD C28 C29 SING N N 2 6ZD C28 N27 SING N N 3 6ZD C29 N30 SING N N 4 6ZD S02 C03 SING N N 5 6ZD S02 N27 SING N N 6 6ZD S02 O35 DOUB N N 7 6ZD O34 C31 DOUB N N 8 6ZD C03 P04 SING N N 9 6ZD N30 C31 SING N N 10 6ZD O25 P04 DOUB N N 11 6ZD C31 C32 SING N N 12 6ZD P04 O26 SING N N 13 6ZD P04 O05 SING N N 14 6ZD O05 C06 SING N N 15 6ZD N15 C14 DOUB Y N 16 6ZD N15 C17 SING Y N 17 6ZD C14 N13 SING Y N 18 6ZD O23 C18 DOUB N N 19 6ZD O11 C10 SING N N 20 6ZD C10 C08 SING N N 21 6ZD C10 C12 SING N N 22 6ZD C06 C07 SING N N 23 6ZD C17 C18 SING N N 24 6ZD C17 C16 DOUB Y N 25 6ZD C08 C07 SING N N 26 6ZD C08 O09 SING N N 27 6ZD C18 N19 SING N N 28 6ZD N13 C16 SING Y N 29 6ZD N13 C12 SING N N 30 6ZD C16 N22 SING N N 31 6ZD C07 O24 SING N N 32 6ZD C12 O24 SING N N 33 6ZD N19 C20 DOUB N N 34 6ZD N22 C20 SING N N 35 6ZD C20 N21 SING N N 36 6ZD C10 H1 SING N N 37 6ZD C28 H2 SING N N 38 6ZD C28 H3 SING N N 39 6ZD C03 H4 SING N N 40 6ZD C03 H5 SING N N 41 6ZD C06 H6 SING N N 42 6ZD C06 H7 SING N N 43 6ZD C07 H8 SING N N 44 6ZD C08 H9 SING N N 45 6ZD O09 H10 SING N N 46 6ZD O11 H11 SING N N 47 6ZD C12 H12 SING N N 48 6ZD C14 H13 SING N N 49 6ZD N21 H14 SING N N 50 6ZD N21 H15 SING N N 51 6ZD N22 H16 SING N N 52 6ZD O26 H17 SING N N 53 6ZD N27 H18 SING N N 54 6ZD C29 H19 SING N N 55 6ZD C29 H20 SING N N 56 6ZD N30 H21 SING N N 57 6ZD C32 H22 SING N N 58 6ZD C32 H23 SING N N 59 6ZD C32 CL1 SING N N 60 # 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 6ZD SMILES ACDLabs 12.01 "C1(C(C(COP(CS(=O)(NCCNC(CCl)=O)=O)(O)=O)OC1n3c2c(C(N=C(N)N2)=O)nc3)O)O" 6ZD InChI InChI 1.03 "InChI=1S/C15H23ClN7O10PS/c16-3-8(24)18-1-2-20-35(30,31)6-34(28,29)32-4-7-10(25)11(26)14(33-7)23-5-19-9-12(23)21-15(17)22-13(9)27/h5,7,10-11,14,20,25-26H,1-4,6H2,(H,18,24)(H,28,29)(H3,17,21,22,27)/t7-,10-,11-,14-/m1/s1" 6ZD InChIKey InChI 1.03 AYYURYDKBCGXDD-FRJWGUMJSA-N 6ZD SMILES_CANONICAL CACTVS 3.385 "NC1=NC(=O)c2ncn([C@@H]3O[C@H](CO[P](O)(=O)C[S](=O)(=O)NCCNC(=O)CCl)[C@@H](O)[C@H]3O)c2N1" 6ZD SMILES CACTVS 3.385 "NC1=NC(=O)c2ncn([CH]3O[CH](CO[P](O)(=O)C[S](=O)(=O)NCCNC(=O)CCl)[CH](O)[CH]3O)c2N1" 6ZD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(CS(=O)(=O)NCCNC(=O)CCl)O)O)O)NC(=NC2=O)N" 6ZD SMILES "OpenEye OEToolkits" 2.0.5 "c1nc2c(n1C3C(C(C(O3)COP(=O)(CS(=O)(=O)NCCNC(=O)CCl)O)O)O)NC(=NC2=O)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 6ZD "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(R)-[({2-[(chloroacetyl)amino]ethyl}sulfamoyl)methyl](hydroxy)phosphoryl]guanosine" 6ZD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "[(2~{R},3~{S},4~{R},5~{R})-5-(2-azanyl-6-oxidanylidene-3~{H}-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-[2-(2-chloranylethanoylamino)ethylsulfamoylmethyl]phosphinic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6ZD "Create component" 2016-07-29 RCSB 6ZD "Initial release" 2017-04-12 RCSB #