data_4PC # _chem_comp.id 4PC _chem_comp.name "3-(2'-DEOXY-5-O-PHOSPHONO-BETA-D-ERYTHRO-PENTOFURANOSYL)-6-METHYL-3,7-DIHYDRO-2H-PYRROLO[2,3-D]PYRIMIDIN-2-ONE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C12 H16 N3 O7 P" _chem_comp.mon_nstd_parent_comp_id DC _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-04-18 _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 345.245 _chem_comp.one_letter_code C _chem_comp.three_letter_code 4PC _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 4PC P P P 0 1 N N N 2.528 2.084 -9.185 -3.968 -1.665 3.118 P 4PC 1 4PC OP1 O1P O 0 1 N N N 2.783 3.477 -8.659 -4.406 -2.599 4.208 OP1 4PC 2 4PC OP2 O2P O 0 1 N N N 2.111 1.850 -10.616 -3.912 -2.311 1.636 OP2 4PC 3 4PC "O5'" O5* O 0 1 N N N 1.425 1.395 -8.205 -2.493 -1.028 3.315 "O5'" 4PC 4 4PC "C5'" C5* C 0 1 N N N 0.979 0.080 -8.502 -2.005 -0.136 2.327 "C5'" 4PC 5 4PC "C4'" C4* C 0 1 N N R -0.069 -0.431 -7.488 -0.611 0.328 2.728 "C4'" 4PC 6 4PC "O4'" O4* O 0 1 N N N 0.461 -0.256 -6.145 0.247 -0.829 2.764 "O4'" 4PC 7 4PC "C3'" C3* C 0 1 N N S -1.434 0.270 -7.545 0.008 1.286 1.720 "C3'" 4PC 8 4PC "O3'" O3* O 0 1 N N N -2.490 -0.646 -7.216 0.965 2.121 2.368 "O3'" 4PC 9 4PC "C2'" C2* C 0 1 N N N -1.354 1.267 -6.416 0.710 0.360 0.754 "C2'" 4PC 10 4PC "C1'" C1* C 0 1 N N R -0.488 0.526 -5.397 1.157 -0.778 1.657 "C1'" 4PC 11 4PC N1 N1 N 0 1 N N N 0.219 1.405 -4.461 1.164 -2.047 0.989 N1 4PC 12 4PC C2 C2 C 0 1 N N N 0.024 1.230 -3.075 2.343 -2.539 0.370 C2 4PC 13 4PC O2 O2 O 0 1 N N N -0.664 0.322 -2.614 3.393 -1.893 0.388 O2 4PC 14 4PC N3 N3 N 0 1 N N N 0.613 2.119 -2.185 2.300 -3.776 -0.267 N3 4PC 15 4PC C4 C4 C 0 1 N N N 1.350 3.044 -2.684 1.187 -4.428 -0.271 C4 4PC 16 4PC C5 C5 C 0 1 N N N 1.642 3.238 -4.121 -0.067 -3.943 0.364 C5 4PC 17 4PC C6 C6 C 0 1 N N N 1.060 2.391 -4.955 -0.019 -2.765 0.970 C6 4PC 18 4PC C14 C14 C 0 1 N N N 2.512 4.385 -4.225 -1.071 -4.955 0.137 C14 4PC 19 4PC C15 C15 C 0 1 N N N 2.706 4.848 -2.968 -0.479 -5.948 -0.566 C15 4PC 20 4PC C16 C16 C 0 1 N N N 3.492 6.030 -2.538 -1.094 -7.210 -1.045 C16 4PC 21 4PC N17 N17 N 0 1 N N N 2.027 4.056 -2.050 0.857 -5.652 -0.815 N17 4PC 22 4PC OP3 O3P O 0 1 N Y N ? ? ? -4.901 -0.360 2.920 OP3 4PC 23 4PC HOP2 2HOP H 0 0 N N N 1.164 1.801 -10.666 -4.684 -2.823 1.313 HOP2 4PC 24 4PC "H5'" 1H5* H 0 1 N N N 1.850 -0.590 -8.452 -1.971 -0.654 1.366 "H5'" 4PC 25 4PC "H5''" 2H5* H 0 0 N N N 0.523 0.084 -9.503 -2.683 0.718 2.254 "H5''" 4PC 26 4PC "H4'" H4* H 0 1 N N N -0.247 -1.483 -7.755 -0.644 0.753 3.736 "H4'" 4PC 27 4PC "H3'" H3* H 0 1 N N N -1.637 0.695 -8.539 -0.722 1.941 1.236 "H3'" 4PC 28 4PC "HO3'" H3T H 0 0 N Y N -2.136 -1.525 -7.143 0.636 3.035 2.314 "HO3'" 4PC 29 4PC "H2'" 1H2* H 0 1 N N N -2.337 1.567 -6.023 -0.003 -0.001 0.003 "H2'" 4PC 30 4PC "H2''" 2H2* H 0 0 N N N -0.896 2.215 -6.735 1.556 0.818 0.232 "H2''" 4PC 31 4PC "H1'" H1* H 0 1 N N N -1.146 -0.093 -4.770 2.163 -0.604 2.054 "H1'" 4PC 32 4PC H6 H6 H 0 1 N N N 1.239 2.467 -6.017 -0.877 -2.324 1.462 H6 4PC 33 4PC H14 H14 H 0 1 N N N 2.929 4.796 -5.133 -2.094 -4.911 0.470 H14 4PC 34 4PC H161 1H16 H 0 0 N N N 4.262 6.252 -3.292 -1.534 -7.759 -0.208 H161 4PC 35 4PC H162 2H16 H 0 0 N N N 3.974 5.818 -1.572 -0.341 -7.842 -1.523 H162 4PC 36 4PC H163 3H16 H 0 0 N N N 2.823 6.897 -2.432 -1.878 -6.997 -1.776 H163 4PC 37 4PC H17 H17 H 0 1 N N N 2.031 4.203 -1.061 1.462 -6.277 -1.329 H17 4PC 38 4PC HOP3 3HOP H 0 0 N N N -0.160 -0.876 -0.331 -5.874 -0.475 2.871 HOP3 4PC 39 # 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 4PC P OP1 DOUB N N 1 4PC P OP2 SING N N 2 4PC P "O5'" SING N N 3 4PC P OP3 SING N N 4 4PC OP2 HOP2 SING N N 5 4PC "O5'" "C5'" SING N N 6 4PC "C5'" "C4'" SING N N 7 4PC "C5'" "H5'" SING N N 8 4PC "C5'" "H5''" SING N N 9 4PC "C4'" "O4'" SING N N 10 4PC "C4'" "C3'" SING N N 11 4PC "C4'" "H4'" SING N N 12 4PC "O4'" "C1'" SING N N 13 4PC "C3'" "O3'" SING N N 14 4PC "C3'" "C2'" SING N N 15 4PC "C3'" "H3'" SING N N 16 4PC "O3'" "HO3'" SING N N 17 4PC "C2'" "C1'" SING N N 18 4PC "C2'" "H2'" SING N N 19 4PC "C2'" "H2''" SING N N 20 4PC "C1'" N1 SING N N 21 4PC "C1'" "H1'" SING N N 22 4PC N1 C2 SING N N 23 4PC N1 C6 SING N N 24 4PC C2 O2 DOUB N N 25 4PC C2 N3 SING N N 26 4PC N3 C4 DOUB N N 27 4PC C4 C5 SING N N 28 4PC C4 N17 SING N N 29 4PC C5 C6 DOUB N N 30 4PC C5 C14 SING N N 31 4PC C6 H6 SING N N 32 4PC C14 C15 DOUB N N 33 4PC C14 H14 SING N N 34 4PC C15 C16 SING N N 35 4PC C15 N17 SING N N 36 4PC C16 H161 SING N N 37 4PC C16 H162 SING N N 38 4PC C16 H163 SING N N 39 4PC N17 H17 SING N N 40 4PC OP3 HOP3 SING N N 41 # 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 4PC SMILES ACDLabs 10.04 "O=C1N=C3C(=CN1C2OC(C(O)C2)COP(=O)(O)O)C=C(N3)C" 4PC SMILES_CANONICAL CACTVS 3.341 "CC1=CC2=CN([C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3)C(=O)N=C2N1" 4PC SMILES CACTVS 3.341 "CC1=CC2=CN([CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3)C(=O)N=C2N1" 4PC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=CC2=CN(C(=O)N=C2N1)[C@H]3C[C@@H]([C@H](O3)COP(=O)(O)O)O" 4PC SMILES "OpenEye OEToolkits" 1.5.0 "CC1=CC2=CN(C(=O)N=C2N1)C3CC(C(O3)COP(=O)(O)O)O" 4PC InChI InChI 1.03 "InChI=1S/C12H16N3O7P/c1-6-2-7-4-15(12(17)14-11(7)13-6)10-3-8(16)9(22-10)5-21-23(18,19)20/h2,4,8-10,16H,3,5H2,1H3,(H,13,14,17)(H2,18,19,20)/t8-,9+,10+/m0/s1" 4PC InChIKey InChI 1.03 VOKZMFPBFFRNPZ-IVZWLZJFSA-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 4PC "SYSTEMATIC NAME" ACDLabs 10.04 "3-(2-deoxy-5-O-phosphono-beta-D-erythro-pentofuranosyl)-6-methyl-3,7-dihydro-2H-pyrrolo[2,3-d]pyrimidin-2-one" 4PC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-(6-methyl-2-oxo-7H-pyrrolo[2,3-d]pyrimidin-3-yl)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 4PC "Create component" 2006-04-18 RCSB 4PC "Modify descriptor" 2011-06-04 RCSB #