data_L8P # _chem_comp.id L8P _chem_comp.name "({[(2S)-1-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C8 H14 N3 O6 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms Cidofovir _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-02-01 _chem_comp.pdbx_modified_date 2020-06-17 _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 279.187 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L8P _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 2L8P _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 L8P P P P 0 1 N N N -9.286 -2.410 0.542 1.048 2.057 -0.079 P L8P 1 L8P N1 N1 N 0 1 N N N -4.404 -2.907 -1.391 -0.891 -1.343 0.455 N1 L8P 2 L8P C2 C2 C 0 1 N N N -3.195 -2.456 -1.805 -1.418 -1.216 -0.776 C2 L8P 3 L8P O2 O2 O 0 1 N N N -2.947 -2.234 -2.973 -0.833 -1.698 -1.732 O2 L8P 4 L8P N3 N3 N 0 1 N N N -2.184 -2.242 -0.964 -2.568 -0.573 -0.969 N3 L8P 5 L8P C4 C4 C 0 1 N N N -2.259 -2.463 0.335 -3.225 -0.039 0.053 C4 L8P 6 L8P N4 N4 N 0 1 N N N -1.304 -2.264 1.216 -4.413 0.622 -0.158 N4 L8P 7 L8P C5 C5 C 0 1 N N N -3.581 -2.899 0.911 -2.699 -0.155 1.356 C5 L8P 8 L8P C6 C6 C 0 1 N N N -4.709 -3.126 -0.100 -1.529 -0.812 1.536 C6 L8P 9 L8P "C1'" "C1'" C 0 1 N N N -5.464 -3.253 -2.364 0.373 -2.062 0.636 "C1'" L8P 10 L8P "C2'" "C2'" C 0 1 N N S -6.426 -2.094 -2.694 1.540 -1.079 0.515 "C2'" L8P 11 L8P "C3'" "C3'" C 0 1 N N N -7.352 -2.450 -3.902 2.860 -1.830 0.705 "C3'" L8P 12 L8P "O3'" "O3'" O 0 1 N N N -6.642 -2.785 -5.097 2.932 -2.910 -0.229 "O3'" L8P 13 L8P "C4'" "C4'" C 0 1 N N N -8.369 -2.408 -1.049 2.148 0.811 -0.827 "C4'" L8P 14 L8P "O4'" "O4'" O 0 1 N N N -7.154 -1.684 -1.482 1.519 -0.472 -0.778 "O4'" L8P 15 L8P OP1 OP1 O 0 1 N N N -10.954 -2.741 0.286 1.792 3.484 -0.055 OP1 L8P 16 L8P OP2 OP2 O 0 1 N N N -8.796 -3.539 1.422 -0.194 2.161 -0.877 OP2 L8P 17 L8P H5 H5 H 0 1 N N N -3.725 -3.043 1.972 -3.222 0.275 2.198 H5 L8P 18 L8P H6 H6 H 0 1 N N N -5.694 -3.444 0.207 -1.107 -0.914 2.524 H6 L8P 19 L8P "H1'" "H1'" H 0 1 N N N -4.976 -3.563 -3.299 0.389 -2.525 1.623 "H1'" L8P 20 L8P "H3'" "H3'" H 0 1 N N N -7.966 -3.317 -3.616 3.693 -1.148 0.536 "H3'" L8P 21 L8P "H4'" "H4'" H 0 1 N N N -8.073 -3.462 -1.158 2.347 1.078 -1.865 "H4'" L8P 22 L8P "H1'A" "H1'A" H 0 0 N N N -6.059 -4.075 -1.938 0.466 -2.832 -0.129 "H1'A" L8P 23 L8P "H2'" "H2'" H 0 1 N N N -5.848 -1.219 -3.024 1.447 -0.309 1.281 "H2'" L8P 24 L8P "H3'A" "H3'A" H 0 0 N N N -7.984 -1.575 -4.116 2.912 -2.223 1.720 "H3'A" L8P 25 L8P "H4'A" "H4'A" H 0 0 N N N -9.127 -2.055 -1.764 3.087 0.776 -0.275 "H4'A" L8P 26 L8P HN4 HN4 H 0 1 N N N -0.416 -1.912 0.920 -4.772 0.700 -1.056 HN4 L8P 27 L8P HN4A HN4A H 0 0 N N N -1.465 -2.465 2.182 -4.891 1.011 0.591 HN4A L8P 28 L8P O6 O6 O 0 1 N N N -9.224 -0.975 1.489 0.683 1.616 1.426 O6 L8P 29 L8P H12 H12 H 0 1 N N N -7.262 -2.989 -5.787 3.744 -3.430 -0.166 H12 L8P 30 L8P H13 H13 H 0 1 N N N -11.193 -3.539 0.742 1.264 4.197 0.331 H13 L8P 31 L8P H14 H14 H 0 1 N N N -8.900 -1.182 2.358 1.451 1.528 2.007 H14 L8P 32 # # 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 L8P P "C4'" SING N N 1 L8P P OP1 SING N N 2 L8P P OP2 DOUB N N 3 L8P N1 C2 SING N N 4 L8P N1 C6 SING N N 5 L8P N1 "C1'" SING N N 6 L8P C2 O2 DOUB N N 7 L8P C2 N3 SING N N 8 L8P N3 C4 DOUB N N 9 L8P C4 N4 SING N N 10 L8P C4 C5 SING N N 11 L8P N4 HN4 SING N N 12 L8P N4 HN4A SING N N 13 L8P C5 C6 DOUB N N 14 L8P C5 H5 SING N N 15 L8P C6 H6 SING N N 16 L8P "C1'" "C2'" SING N N 17 L8P "C1'" "H1'" SING N N 18 L8P "C1'" "H1'A" SING N N 19 L8P "C2'" "C3'" SING N N 20 L8P "C2'" "O4'" SING N N 21 L8P "C2'" "H2'" SING N N 22 L8P "C3'" "O3'" SING N N 23 L8P "C3'" "H3'" SING N N 24 L8P "C3'" "H3'A" SING N N 25 L8P "C4'" "O4'" SING N N 26 L8P "C4'" "H4'" SING N N 27 L8P "C4'" "H4'A" SING N N 28 L8P P O6 SING N N 29 L8P "O3'" H12 SING N N 30 L8P OP1 H13 SING N N 31 L8P O6 H14 SING N N 32 # # 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 L8P SMILES ACDLabs 12.01 "O=P(O)(O)COC(CN1C=CC(=NC1=O)N)CO" L8P SMILES_CANONICAL CACTVS 3.370 "NC1=NC(=O)N(C[C@@H](CO)OC[P](O)(O)=O)C=C1" L8P SMILES CACTVS 3.370 "NC1=NC(=O)N(C[CH](CO)OC[P](O)(O)=O)C=C1" L8P SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C1=CN(C(=O)N=C1N)C[C@@H](CO)OCP(=O)(O)O" L8P SMILES "OpenEye OEToolkits" 1.7.0 "C1=CN(C(=O)N=C1N)CC(CO)OCP(=O)(O)O" L8P InChI InChI 1.03 "InChI=1S/C8H14N3O6P/c9-7-1-2-11(8(13)10-7)3-6(4-12)17-5-18(14,15)16/h1-2,6,12H,3-5H2,(H2,9,10,13)(H2,14,15,16)/t6-/m0/s1" L8P InChIKey InChI 1.03 VWFCHDSQECPREK-LURJTMIESA-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 L8P "SYSTEMATIC NAME" ACDLabs 12.01 "({[(2S)-1-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonic acid" L8P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(2S)-1-(4-azanyl-2-oxo-pyrimidin-1-yl)-3-hydroxy-propan-2-yl]oxymethylphosphonic 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 L8P "Create component" 2011-02-01 RCSB L8P "Modify descriptor" 2011-06-04 RCSB L8P "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id L8P _pdbx_chem_comp_synonyms.name Cidofovir _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##