data_KG4 # _chem_comp.id KG4 _chem_comp.name "5'-O-[(R)-(carboxyoxy)(hydroxy)phosphoryl]adenosine" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H14 N5 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-12-03 _chem_comp.pdbx_modified_date 2019-05-17 _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 391.231 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KG4 _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 6N9A _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 KG4 O1A O1 O 0 1 N N N -66.711 31.195 3.582 -3.984 0.987 1.611 O1A KG4 1 KG4 PA P1 P 0 1 N N N -66.072 29.936 4.124 -4.114 0.126 0.257 PA KG4 2 KG4 O2A O2 O 0 1 N N N -65.240 29.272 3.049 -4.974 -1.053 0.503 O2A KG4 3 KG4 O3A O3 O 0 1 N N N -65.108 30.331 5.357 -4.769 1.036 -0.898 O3A KG4 4 KG4 CB C1 C 0 1 N N N -64.340 29.327 6.087 -6.037 1.443 -0.709 CB KG4 5 KG4 O2B O4 O 0 1 N N N -63.759 28.415 5.452 -6.635 1.121 0.298 O2B KG4 6 KG4 O1B O5 O 0 1 N N N -64.278 29.408 7.338 -6.644 2.206 -1.636 O1B KG4 7 KG4 "O5'" O6 O 0 1 N N N -67.236 28.932 4.632 -2.653 -0.364 -0.210 "O5'" KG4 8 KG4 "C5'" C2 C 0 1 N N N -67.183 27.523 4.380 -1.856 -1.273 0.552 "C5'" KG4 9 KG4 "C4'" C3 C 0 1 N N R -68.323 26.781 5.082 -0.533 -1.525 -0.174 "C4'" KG4 10 KG4 "C3'" C4 C 0 1 N N S -68.342 25.291 4.744 0.308 -2.572 0.588 "C3'" KG4 11 KG4 "O3'" O7 O 0 1 N N N -68.465 24.489 5.926 0.155 -3.864 -0.004 "O3'" KG4 12 KG4 "C2'" C5 C 0 1 N N R -69.563 25.098 3.868 1.762 -2.073 0.431 "C2'" KG4 13 KG4 "O2'" O8 O 0 1 N N N -70.172 23.814 4.045 2.551 -3.041 -0.263 "O2'" KG4 14 KG4 "C1'" C6 C 0 1 N N R -70.469 26.232 4.317 1.627 -0.783 -0.408 "C1'" KG4 15 KG4 "O4'" O9 O 0 1 N N N -69.595 27.307 4.680 0.275 -0.328 -0.174 "O4'" KG4 16 KG4 N9 N1 N 0 1 Y N N -71.420 26.604 3.244 2.590 0.224 0.045 N9 KG4 17 KG4 C4 C7 C 0 1 Y N N -72.748 26.510 3.357 3.899 0.332 -0.353 C4 KG4 18 KG4 C5 C8 C 0 1 Y N N -73.298 26.939 2.165 4.424 1.435 0.341 C5 KG4 19 KG4 N7 N2 N 0 1 Y N N -72.281 27.286 1.349 3.428 1.934 1.112 N7 KG4 20 KG4 C8 C9 C 0 1 Y N N -71.124 27.076 2.023 2.349 1.227 0.935 C8 KG4 21 KG4 N3 N3 N 0 1 Y N N -73.559 26.098 4.367 4.685 -0.341 -1.186 N3 KG4 22 KG4 C2 C10 C 0 1 Y N N -74.896 26.096 4.235 5.939 0.017 -1.362 C2 KG4 23 KG4 N1 N4 N 0 1 Y N N -75.499 26.499 3.105 6.477 1.046 -0.733 N1 KG4 24 KG4 C6 C11 C 0 1 Y N N -74.777 26.926 2.047 5.768 1.779 0.119 C6 KG4 25 KG4 N6 N5 N 0 1 N N N -75.397 27.330 0.916 6.341 2.855 0.774 N6 KG4 26 KG4 H1 H1 H 0 1 N N N -66.459 31.313 2.674 -3.433 1.777 1.523 H1 KG4 27 KG4 H2 H2 H 0 1 N N N -63.746 28.697 7.676 -7.556 2.474 -1.456 H2 KG4 28 KG4 H3 H3 H 0 1 N N N -67.259 27.351 3.296 -1.656 -0.846 1.535 H3 KG4 29 KG4 H4 H4 H 0 1 N N N -66.223 27.131 4.747 -2.392 -2.216 0.668 H4 KG4 30 KG4 H5 H5 H 0 1 N N N -68.198 26.893 6.169 -0.719 -1.857 -1.195 H5 KG4 31 KG4 H6 H6 H 0 1 N N N -67.434 25.028 4.182 0.023 -2.599 1.640 H6 KG4 32 KG4 H7 H7 H 0 1 N N N -67.698 24.612 6.474 0.662 -4.560 0.436 H7 KG4 33 KG4 H8 H8 H 0 1 N N N -69.284 25.251 2.815 2.198 -1.851 1.404 H8 KG4 34 KG4 H9 H9 H 0 1 N N N -69.574 23.136 3.753 2.668 -3.871 0.218 H9 KG4 35 KG4 H10 H10 H 0 1 N N N -71.035 25.899 5.199 1.774 -1.001 -1.466 H10 KG4 36 KG4 H11 H11 H 0 1 N N N -70.130 27.258 1.641 1.404 1.406 1.427 H11 KG4 37 KG4 H12 H12 H 0 1 N N N -75.504 25.760 5.062 6.551 -0.551 -2.047 H12 KG4 38 KG4 H13 H13 H 0 1 N N N -76.387 27.249 1.031 5.814 3.382 1.395 H13 KG4 39 KG4 H14 H14 H 0 1 N N N -75.160 28.283 0.728 7.270 3.083 0.613 H14 KG4 40 # # 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 KG4 N6 C6 SING N N 1 KG4 N7 C8 DOUB Y N 2 KG4 N7 C5 SING Y N 3 KG4 C8 N9 SING Y N 4 KG4 C6 C5 DOUB Y N 5 KG4 C6 N1 SING Y N 6 KG4 C5 C4 SING Y N 7 KG4 O2A PA DOUB N N 8 KG4 N1 C2 DOUB Y N 9 KG4 N9 C4 SING Y N 10 KG4 N9 "C1'" SING N N 11 KG4 C4 N3 DOUB Y N 12 KG4 O1A PA SING N N 13 KG4 "C2'" "O2'" SING N N 14 KG4 "C2'" "C1'" SING N N 15 KG4 "C2'" "C3'" SING N N 16 KG4 PA "O5'" SING N N 17 KG4 PA O3A SING N N 18 KG4 C2 N3 SING Y N 19 KG4 "C1'" "O4'" SING N N 20 KG4 "C5'" "O5'" SING N N 21 KG4 "C5'" "C4'" SING N N 22 KG4 "O4'" "C4'" SING N N 23 KG4 "C3'" "C4'" SING N N 24 KG4 "C3'" "O3'" SING N N 25 KG4 O3A CB SING N N 26 KG4 O2B CB DOUB N N 27 KG4 CB O1B SING N N 28 KG4 O1A H1 SING N N 29 KG4 O1B H2 SING N N 30 KG4 "C5'" H3 SING N N 31 KG4 "C5'" H4 SING N N 32 KG4 "C4'" H5 SING N N 33 KG4 "C3'" H6 SING N N 34 KG4 "O3'" H7 SING N N 35 KG4 "C2'" H8 SING N N 36 KG4 "O2'" H9 SING N N 37 KG4 "C1'" H10 SING N N 38 KG4 C8 H11 SING N N 39 KG4 C2 H12 SING N N 40 KG4 N6 H13 SING N N 41 KG4 N6 H14 SING N N 42 # # 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 KG4 SMILES ACDLabs 12.01 "OP(OCC1C(O)C(O)C(O1)n3c2ncnc(c2nc3)N)(OC(O)=O)=O" KG4 InChI InChI 1.03 "InChI=1S/C11H14N5O9P/c12-8-5-9(14-2-13-8)16(3-15-5)10-7(18)6(17)4(24-10)1-23-26(21,22)25-11(19)20/h2-4,6-7,10,17-18H,1H2,(H,19,20)(H,21,22)(H2,12,13,14)/t4-,6-,7-,10-/m1/s1" KG4 InChIKey InChI 1.03 ZYLWEGVHTNBJTI-KQYNXXCUSA-N KG4 SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)OC(O)=O)[C@@H](O)[C@H]3O" KG4 SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)OC(O)=O)[CH](O)[CH]3O" KG4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OC(=O)O)O)O)N" KG4 SMILES "OpenEye OEToolkits" 2.0.6 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OC(=O)O)O)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 KG4 "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-[(R)-(carboxyoxy)(hydroxy)phosphoryl]adenosine" KG4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] hydrogen carbonate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KG4 "Create component" 2018-12-03 RCSB KG4 "Initial release" 2019-05-22 RCSB ##