data_BKP # _chem_comp.id BKP _chem_comp.name "5'-O-[(S)-hydroxy{[(S)-hydroxy{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]oxy}phosphoryl]guanosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H17 N5 O17 P4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-14 _chem_comp.pdbx_modified_date 2019-01-11 _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 603.160 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BKP _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 6ANH _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 BKP PB P1 P 0 1 N N N 6.996 17.541 -15.748 3.730 -1.813 -0.446 PB BKP 1 BKP O1B O1 O 0 1 N N N 8.256 16.685 -15.750 3.641 -1.571 -1.904 O1B BKP 2 BKP O2B O2 O 0 1 N N N 6.709 17.821 -14.305 4.688 -3.078 -0.170 O2B BKP 3 BKP O3B O3 O 0 1 N N N 7.328 18.895 -16.624 4.339 -0.511 0.278 O3B BKP 4 BKP O3A O4 O 0 1 N N N 5.750 16.620 -16.332 2.261 -2.115 0.138 O3A BKP 5 BKP PA P2 P 0 1 N N N 6.016 15.265 -17.218 1.032 -3.036 -0.345 PA BKP 6 BKP O1A O5 O 0 1 N N N 6.183 15.743 -18.670 0.895 -2.943 -1.816 O1A BKP 7 BKP O2A O6 O 0 1 N N N 7.137 14.389 -16.624 1.311 -4.565 0.073 O2A BKP 8 BKP "O5'" O7 O 0 1 N N N 4.777 14.206 -17.098 -0.326 -2.528 0.354 "O5'" BKP 9 BKP "C5'" C1 C 0 1 N N N 3.643 14.433 -16.326 -1.611 -3.075 0.048 "C5'" BKP 10 BKP "C4'" C2 C 0 1 N N R 2.592 14.399 -17.344 -2.678 -2.369 0.886 "C4'" BKP 11 BKP "O4'" O8 O 0 1 N N N 1.720 13.669 -16.479 -2.784 -0.993 0.485 "O4'" BKP 12 BKP "C3'" C3 C 0 1 N N S 1.949 15.740 -17.639 -4.052 -3.024 0.644 "C3'" BKP 13 BKP "O3'" O9 O 0 1 N N N 1.667 15.866 -19.016 -4.580 -3.545 1.865 "O3'" BKP 14 BKP "C2'" C4 C 0 1 N N R 0.572 15.745 -16.879 -4.937 -1.867 0.121 "C2'" BKP 15 BKP "O2'" O10 O 0 1 N N N -0.511 16.291 -17.733 -6.246 -1.928 0.692 "O2'" BKP 16 BKP "C1'" C5 C 0 1 N N R 0.246 14.311 -16.836 -4.171 -0.618 0.627 "C1'" BKP 17 BKP N9 N1 N 0 1 Y N N -0.727 14.142 -15.617 -4.478 0.548 -0.205 N9 BKP 18 BKP C8 C6 C 0 1 Y N N -0.692 14.310 -14.299 -3.749 0.994 -1.268 C8 BKP 19 BKP N7 N2 N 0 1 Y N N -1.861 13.975 -13.782 -4.316 2.053 -1.772 N7 BKP 20 BKP C5 C7 C 0 1 Y N N -2.668 13.588 -14.772 -5.432 2.339 -1.062 C5 BKP 21 BKP C6 C8 C 0 1 N N N -4.008 13.127 -14.820 -6.462 3.379 -1.141 C6 BKP 22 BKP O6 O11 O 0 1 N N N -4.777 12.984 -13.685 -6.411 4.242 -2.003 O6 BKP 23 BKP N1 N3 N 0 1 N N N -4.523 12.790 -15.991 -7.463 3.362 -0.246 N1 BKP 24 BKP C2 C9 C 0 1 N N N -3.819 12.881 -17.113 -7.530 2.438 0.688 C2 BKP 25 BKP N2 N4 N 0 1 N N N -4.515 12.478 -18.319 -8.574 2.471 1.573 N2 BKP 26 BKP N3 N5 N 0 1 N N N -2.543 13.356 -17.133 -6.604 1.451 0.807 N3 BKP 27 BKP C4 C10 C 0 1 Y N N -1.945 13.700 -15.970 -5.546 1.380 -0.063 C4 BKP 28 BKP PD P3 P 0 1 N N N 9.498 21.657 -14.592 5.929 3.347 0.726 PD BKP 29 BKP PG P4 P 0 1 N N N 8.822 19.667 -16.600 5.512 0.529 -0.092 PG BKP 30 BKP O1G O12 O 0 1 N N N 9.989 18.853 -16.123 6.943 -0.166 0.154 O1G BKP 31 BKP O2G O13 O 0 1 N N N 9.186 20.248 -17.950 5.392 0.922 -1.514 O2G BKP 32 BKP O3G O14 O 0 1 N N N 8.487 20.923 -15.590 5.383 1.837 0.838 O3G BKP 33 BKP O4A O15 O 0 1 N N N 10.720 22.111 -15.376 5.709 3.851 -0.648 O4A BKP 34 BKP O4B O16 O 0 1 N N N 9.808 20.648 -13.506 5.140 4.282 1.773 O4B BKP 35 BKP O4G O17 O 0 1 N N N 8.710 22.868 -14.072 7.503 3.375 1.063 O4G BKP 36 BKP H1 H1 H 0 1 N N N 7.369 17.404 -13.764 4.792 -3.295 0.767 H1 BKP 37 BKP H2 H2 H 0 1 N N N 7.816 14.258 -17.275 1.412 -4.701 1.025 H2 BKP 38 BKP H3 H3 H 0 1 N N N 3.686 15.411 -15.824 -1.825 -2.930 -1.010 H3 BKP 39 BKP H4 H4 H 0 1 N N N 3.502 13.642 -15.575 -1.615 -4.141 0.277 H4 BKP 40 BKP H5 H5 H 0 1 N N N 2.880 13.856 -18.256 -2.419 -2.428 1.943 H5 BKP 41 BKP H6 H6 H 0 1 N N N 2.581 16.561 -17.269 -3.973 -3.812 -0.105 H6 BKP 42 BKP H7 H7 H 0 1 N N N 1.265 16.711 -19.181 -5.444 -3.969 1.771 H7 BKP 43 BKP H8 H8 H 0 1 N N N 0.640 16.220 -15.889 -4.988 -1.877 -0.968 H8 BKP 44 BKP H9 H9 H 0 1 N N N -1.330 16.283 -17.251 -6.732 -2.736 0.477 H9 BKP 45 BKP H10 H10 H 0 1 N N N -0.163 13.905 -17.773 -4.410 -0.419 1.672 H10 BKP 46 BKP H11 H11 H 0 1 N N N 0.160 14.665 -13.738 -2.841 0.540 -1.635 H11 BKP 47 BKP H12 H12 H 0 1 N N N -5.461 12.159 -18.267 -9.246 3.168 1.504 H12 BKP 48 BKP H13 H13 H 0 1 N N N -4.049 12.519 -19.203 -8.642 1.799 2.269 H13 BKP 49 BKP H14 H14 H 0 1 N N N -2.053 13.450 -18.000 -6.694 0.790 1.511 H14 BKP 50 BKP H15 H15 H 0 1 N N N 10.684 18.886 -16.769 7.090 -0.449 1.067 H15 BKP 51 BKP H16 H16 H 0 1 N N N 10.740 20.465 -13.500 5.418 5.208 1.761 H16 BKP 52 BKP H17 H17 H 0 1 N N N 9.143 23.669 -14.344 7.721 3.057 1.949 H17 BKP 53 # 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 BKP "O3'" "C3'" SING N N 1 BKP O1A PA DOUB N N 2 BKP N2 C2 SING N N 3 BKP O2G PG DOUB N N 4 BKP "O2'" "C2'" SING N N 5 BKP "C3'" "C4'" SING N N 6 BKP "C3'" "C2'" SING N N 7 BKP "C4'" "O4'" SING N N 8 BKP "C4'" "C5'" SING N N 9 BKP PA "O5'" SING N N 10 BKP PA O2A SING N N 11 BKP PA O3A SING N N 12 BKP N3 C2 SING N N 13 BKP N3 C4 SING N N 14 BKP C2 N1 DOUB N N 15 BKP "O5'" "C5'" SING N N 16 BKP "C2'" "C1'" SING N N 17 BKP "C1'" "O4'" SING N N 18 BKP "C1'" N9 SING N N 19 BKP O3B PG SING N N 20 BKP O3B PB SING N N 21 BKP PG O1G SING N N 22 BKP PG O3G SING N N 23 BKP O3A PB SING N N 24 BKP N1 C6 SING N N 25 BKP C4 N9 SING Y N 26 BKP C4 C5 DOUB Y N 27 BKP O1B PB DOUB N N 28 BKP PB O2B SING N N 29 BKP N9 C8 SING Y N 30 BKP O3G PD SING N N 31 BKP O4A PD DOUB N N 32 BKP C6 C5 SING N N 33 BKP C6 O6 DOUB N N 34 BKP C5 N7 SING Y N 35 BKP PD O4G SING N N 36 BKP PD O4B SING N N 37 BKP C8 N7 DOUB Y N 38 BKP O2B H1 SING N N 39 BKP O2A H2 SING N N 40 BKP "C5'" H3 SING N N 41 BKP "C5'" H4 SING N N 42 BKP "C4'" H5 SING N N 43 BKP "C3'" H6 SING N N 44 BKP "O3'" H7 SING N N 45 BKP "C2'" H8 SING N N 46 BKP "O2'" H9 SING N N 47 BKP "C1'" H10 SING N N 48 BKP C8 H11 SING N N 49 BKP N2 H12 SING N N 50 BKP N2 H13 SING N N 51 BKP N3 H14 SING N N 52 BKP O1G H15 SING N N 53 BKP O4B H16 SING N N 54 BKP O4G H17 SING N N 55 # 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 BKP SMILES ACDLabs 12.01 "P(O)(=O)(OP(O)(OP(O)(O)=O)=O)OP(OCC1OC(C(C1O)O)n2cnc3C(=O)N=C(N)Nc23)(O)=O" BKP InChI InChI 1.03 "InChI=1S/C10H17N5O17P4/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(29-9)1-28-34(22,23)31-36(26,27)32-35(24,25)30-33(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H,26,27)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1" BKP InChIKey InChI 1.03 KDFXXNGTULMGMF-UUOKFMHZSA-N BKP SMILES_CANONICAL CACTVS 3.385 "NC1=NC(=O)c2ncn([C@@H]3O[C@H](CO[P](O)(=O)O[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)[C@@H](O)[C@H]3O)c2N1" BKP SMILES CACTVS 3.385 "NC1=NC(=O)c2ncn([CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)[CH](O)[CH]3O)c2N1" BKP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)NC(=NC2=O)N" BKP SMILES "OpenEye OEToolkits" 2.0.6 "c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)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 BKP "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(S)-hydroxy{[(S)-hydroxy{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]oxy}phosphoryl]guanosine" BKP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[[(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-oxidanyl-phosphoryl] [oxidanyl(phosphonooxy)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 BKP "Create component" 2017-08-14 RCSB BKP "Initial release" 2019-01-16 RCSB #