data_5CF # _chem_comp.id 5CF _chem_comp.name ;5-fluorocytidine 5'-(dihydrogen phosphate) ; _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C9 H13 F N3 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-10-05 _chem_comp.pdbx_modified_date 2011-06-04 _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 341.187 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5CF _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 3JXR _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 5CF OP3 OP3 O 0 1 N Y N 17.385 7.462 0.708 -4.850 1.915 -1.416 OP3 5CF 1 5CF P P P 0 1 N N N 16.529 7.170 -0.602 -4.335 1.068 -0.148 P 5CF 2 5CF N1 N1 N 0 1 N N N 12.670 4.555 1.790 2.135 -0.149 -0.239 N1 5CF 3 5CF C2 C2 C 0 1 N N N 11.374 4.310 2.292 2.005 0.724 0.776 C2 5CF 4 5CF O2 O2 O 0 1 N N N 11.051 3.143 2.589 0.985 0.717 1.446 O2 5CF 5 5CF N3 N3 N 0 1 N N N 10.557 5.387 2.402 2.970 1.596 1.062 N3 5CF 6 5CF C4 C4 C 0 1 N N N 10.898 6.610 2.071 4.089 1.626 0.351 C4 5CF 7 5CF N4 N4 N 0 1 N N N 10.027 7.628 2.224 5.080 2.531 0.658 N4 5CF 8 5CF C5 C5 C 0 1 N N N 12.227 6.828 1.557 4.259 0.724 -0.721 C5 5CF 9 5CF F5 F5 F 0 1 N N N 12.539 8.024 1.036 5.392 0.738 -1.457 F5 5CF 10 5CF C6 C6 C 0 1 N N N 13.054 5.801 1.413 3.268 -0.157 -1.000 C6 5CF 11 5CF "C1'" "C1'" C 0 1 N N R 13.606 3.437 1.685 1.059 -1.100 -0.525 "C1'" 5CF 12 5CF "C2'" "C2'" C 0 1 N N R 13.389 2.562 0.489 0.844 -2.059 0.674 "C2'" 5CF 13 5CF "O2'" "O2'" O 0 1 N N N 13.822 1.277 0.789 1.724 -3.182 0.593 "O2'" 5CF 14 5CF "C3'" "C3'" C 0 1 N N S 14.229 3.303 -0.507 -0.629 -2.495 0.480 "C3'" 5CF 15 5CF "O3'" "O3'" O 0 1 N N N 14.461 2.524 -1.601 -0.693 -3.762 -0.178 "O3'" 5CF 16 5CF "C4'" "C4'" C 0 1 N N R 15.469 3.513 0.352 -1.236 -1.393 -0.409 "C4'" 5CF 17 5CF "O4'" "O4'" O 0 1 N N N 14.932 3.917 1.610 -0.207 -0.415 -0.644 "O4'" 5CF 18 5CF "C5'" "C5'" C 0 1 N N N 16.402 4.603 -0.124 -2.422 -0.742 0.305 "C5'" 5CF 19 5CF "O5'" "O5'" O 0 1 N N N 15.731 5.851 -0.307 -3.049 0.196 -0.572 "O5'" 5CF 20 5CF OP1 OP1 O 0 1 N N N 15.474 8.197 -0.722 -3.932 2.075 1.042 OP1 5CF 21 5CF OP2 OP2 O 0 1 N N N 17.493 6.957 -1.674 -5.413 0.165 0.314 OP2 5CF 22 5CF HOP3 HOP3 H 0 0 N Y N 18.310 7.431 0.496 -5.625 2.465 -1.234 HOP3 5CF 23 5CF HN4 HN4 H 0 1 N N N 9.114 7.454 2.592 4.960 3.150 1.395 HN4 5CF 24 5CF HN4A HN4A H 0 0 N N N 10.294 8.557 1.969 5.897 2.551 0.136 HN4A 5CF 25 5CF H6 H6 H 0 1 N N N 14.037 5.957 0.994 3.374 -0.858 -1.814 H6 5CF 26 5CF "H1'" "H1'" H 0 1 N N N 13.428 2.834 2.588 1.277 -1.664 -1.433 "H1'" 5CF 27 5CF "H2'" "H2'" H 0 1 N N N 12.359 2.407 0.135 0.973 -1.533 1.620 "H2'" 5CF 28 5CF "HO2'" "HO2'" H 0 0 N N N 13.689 0.713 0.036 1.627 -3.811 1.321 "HO2'" 5CF 29 5CF "H3'" "H3'" H 0 1 N N N 13.807 4.226 -0.931 -1.143 -2.537 1.440 "H3'" 5CF 30 5CF "HO3'" "HO3'" H 0 0 N N N 14.994 3.004 -2.225 -0.273 -4.482 0.312 "HO3'" 5CF 31 5CF "H4'" "H4'" H 0 1 N N N 16.076 2.596 0.349 -1.561 -1.820 -1.358 "H4'" 5CF 32 5CF "H5'" "H5'" H 0 1 N N N 17.193 4.739 0.628 -3.141 -1.510 0.590 "H5'" 5CF 33 5CF "H5'A" "H5'A" H 0 0 N N N 16.836 4.295 -1.087 -2.069 -0.225 1.198 "H5'A" 5CF 34 5CF HOP1 HOP1 H 0 0 N N N 15.555 8.638 -1.559 -3.229 2.697 0.809 HOP1 5CF 35 # 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 5CF P OP3 SING N N 1 5CF OP3 HOP3 SING N N 2 5CF OP2 P DOUB N N 3 5CF OP1 P SING N N 4 5CF P "O5'" SING N N 5 5CF C6 N1 SING N N 6 5CF "C1'" N1 SING N N 7 5CF N1 C2 SING N N 8 5CF C2 N3 SING N N 9 5CF C2 O2 DOUB N N 10 5CF C4 N3 DOUB N N 11 5CF C5 C4 SING N N 12 5CF C4 N4 SING N N 13 5CF N4 HN4 SING N N 14 5CF N4 HN4A SING N N 15 5CF F5 C5 SING N N 16 5CF C6 C5 DOUB N N 17 5CF C6 H6 SING N N 18 5CF "C2'" "C1'" SING N N 19 5CF "O4'" "C1'" SING N N 20 5CF "C1'" "H1'" SING N N 21 5CF "C3'" "C2'" SING N N 22 5CF "C2'" "O2'" SING N N 23 5CF "C2'" "H2'" SING N N 24 5CF "O2'" "HO2'" SING N N 25 5CF "O3'" "C3'" SING N N 26 5CF "C3'" "C4'" SING N N 27 5CF "C3'" "H3'" SING N N 28 5CF "O3'" "HO3'" SING N N 29 5CF "C5'" "C4'" SING N N 30 5CF "C4'" "O4'" SING N N 31 5CF "C4'" "H4'" SING N N 32 5CF "O5'" "C5'" SING N N 33 5CF "C5'" "H5'" SING N N 34 5CF "C5'" "H5'A" SING N N 35 5CF OP1 HOP1 SING N N 36 # 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 5CF SMILES ACDLabs 11.02 "O=P(O)(O)OCC2OC(N1C(=O)N=C(N)C(F)=C1)C(O)C2O" 5CF SMILES_CANONICAL CACTVS 3.352 "NC1=NC(=O)N(C=C1F)[C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O" 5CF SMILES CACTVS 3.352 "NC1=NC(=O)N(C=C1F)[CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O" 5CF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C1=C(C(=NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)N)F" 5CF SMILES "OpenEye OEToolkits" 1.7.0 "C1=C(C(=NC(=O)N1C2C(C(C(O2)COP(=O)(O)O)O)O)N)F" 5CF InChI InChI 1.03 "InChI=1S/C9H13FN3O8P/c10-3-1-13(9(16)12-7(3)11)8-6(15)5(14)4(21-8)2-20-22(17,18)19/h1,4-6,8,14-15H,2H2,(H2,11,12,16)(H2,17,18,19)/t4-,5-,6-,8-/m1/s1" 5CF InChIKey InChI 1.03 VLZKLBLFWAHHJM-UAKXSSHOSA-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 5CF "SYSTEMATIC NAME" ACDLabs 11.02 ;5-fluorocytidine 5'-(dihydrogen phosphate) ; 5CF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[(2R,3S,4R,5R)-5-(4-azanyl-5-fluoro-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen 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 5CF "Create component" 2009-10-05 RCSB 5CF "Modify descriptor" 2011-06-04 RCSB #