data_CPR # _chem_comp.id CPR _chem_comp.name ;6-CHLOROPURINE RIBOSIDE, 5'-MONOPHOSPHATE ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H13 Cl N4 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 1999-07-08 _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 367.660 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CPR _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1B3O _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 CPR P P P 0 1 N N N 19.859 -9.787 -55.957 -5.073 -1.121 0.152 P CPR 1 CPR O1P O1P O 0 1 N N N 18.457 -9.370 -56.075 -6.012 -0.070 -0.301 O1P CPR 2 CPR O2P O2P O 0 1 N N N 20.677 -9.131 -54.904 -4.676 -2.059 -1.095 O2P CPR 3 CPR O3P O3P O 0 1 N N N 20.505 -9.893 -57.260 -5.777 -2.013 1.292 O3P CPR 4 CPR "O5'" O5* O 0 1 N N N 19.718 -11.279 -55.441 -3.746 -0.434 0.750 "O5'" CPR 5 CPR "C5'" C5* C 0 1 N N N 20.887 -12.058 -55.202 -3.235 0.432 -0.265 "C5'" CPR 6 CPR "C4'" C4* C 0 1 N N R 20.543 -13.170 -54.257 -1.966 1.120 0.242 "C4'" CPR 7 CPR "O4'" O4* O 0 1 N N N 19.396 -13.878 -54.744 -0.909 0.151 0.430 "O4'" CPR 8 CPR "C3'" C3* C 0 1 N N S 21.663 -14.139 -54.377 -1.417 2.100 -0.818 "C3'" CPR 9 CPR "O3'" O3* O 0 1 N N N 22.839 -13.943 -53.644 -1.823 3.438 -0.522 "O3'" CPR 10 CPR "C2'" C2* C 0 1 N N R 20.940 -15.379 -53.915 0.118 1.962 -0.702 "C2'" CPR 11 CPR "O2'" O2* O 0 1 N N N 20.916 -15.451 -52.499 0.707 3.211 -0.333 "O2'" CPR 12 CPR "C1'" C1* C 0 1 N N R 19.542 -15.295 -54.513 0.317 0.915 0.417 "C1'" CPR 13 CPR N9 N9 N 0 1 Y N N 19.211 -16.197 -55.677 1.457 0.049 0.108 N9 CPR 14 CPR C8 C8 C 0 1 Y N N 19.982 -16.645 -56.705 1.403 -1.166 -0.507 C8 CPR 15 CPR N7 N7 N 0 1 Y N N 19.399 -17.522 -57.505 2.601 -1.661 -0.624 N7 CPR 16 CPR C5 C5 C 0 1 Y N N 18.230 -17.662 -56.930 3.500 -0.798 -0.092 C5 CPR 17 CPR C6 C6 C 0 1 Y N N 17.252 -18.552 -57.411 4.889 -0.795 0.061 C6 CPR 18 CPR CL CL CL 0 0 N Y N 17.287 -18.872 -59.156 5.846 -2.128 -0.503 CL CPR 19 CPR N1 N1 N 1 1 Y N N 16.082 -18.437 -56.712 5.459 0.247 0.646 N1 CPR 20 CPR C2 C2 C 0 1 Y N N 15.816 -17.610 -55.680 4.742 1.268 1.080 C2 CPR 21 CPR N3 N3 N 0 1 Y N N 16.844 -16.841 -55.227 3.431 1.312 0.959 N3 CPR 22 CPR C4 C4 C 0 1 Y N N 18.055 -16.819 -55.843 2.775 0.314 0.381 C4 CPR 23 CPR HOP2 2HOP H 0 0 N N N 21.584 -9.401 -54.827 -4.066 -2.729 -0.758 HOP2 CPR 24 CPR HOP3 3HOP H 0 0 N N N 21.412 -10.163 -57.183 -6.566 -2.406 0.893 HOP3 CPR 25 CPR "H5'1" 1H5* H 0 0 N N N 21.351 -12.429 -56.145 -3.984 1.186 -0.510 "H5'1" CPR 26 CPR "H5'2" 2H5* H 0 0 N N N 21.742 -11.441 -54.840 -3.001 -0.151 -1.156 "H5'2" CPR 27 CPR "H4'" H4* H 0 1 N N N 20.364 -12.774 -53.229 -2.168 1.647 1.175 "H4'" CPR 28 CPR "H3'" H3* H 0 1 N N N 22.104 -14.105 -55.400 -1.752 1.812 -1.814 "H3'" CPR 29 CPR "HO3'" *HO3 H 0 0 N N N 23.555 -14.562 -53.720 -1.427 4.006 -1.197 "HO3'" CPR 30 CPR "H2'" H2* H 0 1 N N N 21.452 -16.309 -54.252 0.541 1.603 -1.640 "H2'" CPR 31 CPR "HO2'" *HO2 H 0 0 N N N 20.460 -16.232 -52.207 0.498 3.837 -1.040 "HO2'" CPR 32 CPR "H1'" H1* H 0 1 N N N 18.775 -15.717 -53.822 0.466 1.410 1.377 "H1'" CPR 33 CPR H8 H8 H 0 1 N N N 21.020 -16.316 -56.879 0.498 -1.647 -0.848 H8 CPR 34 CPR HN1 HN1 H 0 1 N N N 15.312 -19.043 -56.995 6.422 0.261 0.758 HN1 CPR 35 CPR H2 H2 H 0 1 N N N 14.810 -17.564 -55.229 5.249 2.097 1.551 H2 CPR 36 # 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 CPR P O1P DOUB N N 1 CPR P O2P SING N N 2 CPR P O3P SING N N 3 CPR P "O5'" SING N N 4 CPR O2P HOP2 SING N N 5 CPR O3P HOP3 SING N N 6 CPR "O5'" "C5'" SING N N 7 CPR "C5'" "C4'" SING N N 8 CPR "C5'" "H5'1" SING N N 9 CPR "C5'" "H5'2" SING N N 10 CPR "C4'" "O4'" SING N N 11 CPR "C4'" "C3'" SING N N 12 CPR "C4'" "H4'" SING N N 13 CPR "O4'" "C1'" SING N N 14 CPR "C3'" "O3'" SING N N 15 CPR "C3'" "C2'" SING N N 16 CPR "C3'" "H3'" SING N N 17 CPR "O3'" "HO3'" SING N N 18 CPR "C2'" "O2'" SING N N 19 CPR "C2'" "C1'" SING N N 20 CPR "C2'" "H2'" SING N N 21 CPR "O2'" "HO2'" SING N N 22 CPR "C1'" N9 SING N N 23 CPR "C1'" "H1'" SING N N 24 CPR N9 C8 SING Y N 25 CPR N9 C4 SING Y N 26 CPR C8 N7 DOUB Y N 27 CPR C8 H8 SING N N 28 CPR N7 C5 SING Y N 29 CPR C5 C6 SING Y N 30 CPR C5 C4 DOUB Y N 31 CPR C6 CL SING N N 32 CPR C6 N1 DOUB Y N 33 CPR N1 C2 SING Y N 34 CPR N1 HN1 SING N N 35 CPR C2 N3 DOUB Y N 36 CPR C2 H2 SING N N 37 CPR N3 C4 SING Y N 38 # 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 CPR SMILES ACDLabs 10.04 "Clc1c2ncn(c2nc[nH+]1)C3OC(C(O)C3O)COP(=O)(O)O" CPR SMILES_CANONICAL CACTVS 3.341 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)n2cnc3c(Cl)[nH+]cnc23" CPR SMILES CACTVS 3.341 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)n2cnc3c(Cl)[nH+]cnc23" CPR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1[nH+]c(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)Cl" CPR SMILES "OpenEye OEToolkits" 1.5.0 "c1[nH+]c(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)O)O)O)Cl" CPR InChI InChI 1.03 "InChI=1S/C10H12ClN4O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,18,19,20)/p+1/t4-,6-,7-,10-/m1/s1" CPR InChIKey InChI 1.03 ALOBOMYIOYNCBS-KQYNXXCUSA-O # 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 CPR "SYSTEMATIC NAME" ACDLabs 10.04 "6-chloro-9-(5-O-phosphono-beta-D-ribofuranosyl)-9H-purin-1-ium" CPR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-chloropurin-1-ium-9-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 CPR "Create component" 1999-07-08 EBI CPR "Modify descriptor" 2011-06-04 RCSB #