data_6CR # _chem_comp.id 6CR _chem_comp.name "6-chloro-9-(beta-D-ribofuranosyl)-9H-purin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H12 Cl N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-01-20 _chem_comp.pdbx_modified_date 2012-09-21 _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 301.686 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6CR _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 4DAE _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 6CR N1 N1 N 0 1 Y N N -52.276 22.116 25.568 -3.764 0.795 -0.328 N1 6CR 1 6CR C2 C2 C 0 1 Y N N -52.067 22.506 24.304 -2.830 1.676 -0.662 C2 6CR 2 6CR N3 N3 N 0 1 Y N N -51.434 21.694 23.405 -1.539 1.385 -0.619 N3 6CR 3 6CR C4 C4 C 0 1 Y N N -50.976 20.462 23.744 -1.134 0.182 -0.235 C4 6CR 4 6CR C5 C5 C 0 1 Y N N -51.198 19.993 25.119 -2.096 -0.781 0.127 C5 6CR 5 6CR C6 C6 C 0 1 Y N N -51.887 20.913 26.027 -3.446 -0.426 0.066 C6 6CR 6 6CR N7 N7 N 0 1 Y N N -50.693 18.764 25.214 -1.421 -1.906 0.474 N7 6CR 7 6CR C8 C8 C 0 1 Y N N -50.176 18.448 23.998 -0.143 -1.700 0.350 C8 6CR 8 6CR N9 N9 N 0 1 Y N N -50.369 19.452 23.120 0.086 -0.427 -0.084 N9 6CR 9 6CR "C1'" "C1'" C 0 1 N N R -49.876 19.413 21.749 1.395 0.179 -0.342 "C1'" 6CR 10 6CR CL1 CL1 CL 0 0 N N N -52.156 20.471 27.747 -4.681 -1.567 0.500 CL1 6CR 11 6CR "C2'" "C2'" C 0 1 N N R -50.424 20.520 20.861 1.913 0.899 0.922 "C2'" 6CR 12 6CR "O2'" "O2'" O 0 1 N N N -51.147 19.972 19.756 1.649 2.301 0.843 "O2'" 6CR 13 6CR N20 N20 N 0 1 N N N -52.508 23.737 23.969 -3.217 2.943 -1.069 N20 6CR 14 6CR "C3'" "C3'" C 0 1 N N S -49.214 21.282 20.376 3.434 0.630 0.910 "C3'" 6CR 15 6CR "O3'" "O3'" O 0 1 N N N -48.789 20.627 19.175 4.160 1.858 0.822 "O3'" 6CR 16 6CR "C4'" "C4'" C 0 1 N N R -48.120 21.003 21.398 3.655 -0.221 -0.360 "C4'" 6CR 17 6CR "O4'" "O4'" O 0 1 N N N -48.530 19.802 22.068 2.377 -0.844 -0.613 "O4'" 6CR 18 6CR "C5'" "C5'" C 0 1 N N N -47.928 22.138 22.404 4.726 -1.285 -0.109 "C5'" 6CR 19 6CR "O5'" "O5'" O 0 1 N N N -46.904 21.785 23.336 4.998 -1.983 -1.326 "O5'" 6CR 20 6CR H8 H8 H 0 1 N N N -49.678 17.518 23.766 0.625 -2.429 0.561 H8 6CR 21 6CR "H1'" "H1'" H 0 1 N N N -49.954 18.420 21.282 1.331 0.875 -1.179 "H1'" 6CR 22 6CR "H2'" "H2'" H 0 1 N N N -51.066 21.185 21.457 1.457 0.475 1.817 "H2'" 6CR 23 6CR "HO2'" "HO2'" H 0 0 N N N -51.481 20.677 19.214 1.954 2.803 1.612 "HO2'" 6CR 24 6CR HN20 HN20 H 0 0 N N N -52.936 24.166 24.764 -4.159 3.173 -1.106 HN20 6CR 25 6CR HN2A HN2A H 0 0 N N N -51.737 24.296 23.664 -2.547 3.599 -1.316 HN2A 6CR 26 6CR "H3'" "H3'" H 0 1 N N N -49.411 22.357 20.253 3.731 0.073 1.799 "H3'" 6CR 27 6CR "HO3'" "HO3'" H 0 0 N N N -48.025 21.070 18.826 5.120 1.748 0.811 "HO3'" 6CR 28 6CR "H4'" "H4'" H 0 1 N N N -47.171 20.835 20.867 3.940 0.415 -1.198 "H4'" 6CR 29 6CR "H5'" "H5'" H 0 1 N N N -47.637 23.055 21.870 5.638 -0.805 0.246 "H5'" 6CR 30 6CR "H5'A" "H5'A" H 0 0 N N N -48.870 22.312 22.944 4.370 -1.989 0.642 "H5'A" 6CR 31 6CR "HO5'" "HO5'" H 0 0 N N N -46.786 22.491 23.960 5.669 -2.674 -1.242 "HO5'" 6CR 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 6CR C2 N1 DOUB Y N 1 6CR N1 C6 SING Y N 2 6CR N3 C2 SING Y N 3 6CR N20 C2 SING N N 4 6CR N3 C4 DOUB Y N 5 6CR N9 C4 SING Y N 6 6CR C4 C5 SING Y N 7 6CR C5 N7 SING Y N 8 6CR C5 C6 DOUB Y N 9 6CR C6 CL1 SING N N 10 6CR C8 N7 DOUB Y N 11 6CR N9 C8 SING Y N 12 6CR C8 H8 SING N N 13 6CR "C1'" N9 SING N N 14 6CR "C2'" "C1'" SING N N 15 6CR "C1'" "O4'" SING N N 16 6CR "C1'" "H1'" SING N N 17 6CR "O2'" "C2'" SING N N 18 6CR "C3'" "C2'" SING N N 19 6CR "C2'" "H2'" SING N N 20 6CR "O2'" "HO2'" SING N N 21 6CR N20 HN20 SING N N 22 6CR N20 HN2A SING N N 23 6CR "O3'" "C3'" SING N N 24 6CR "C3'" "C4'" SING N N 25 6CR "C3'" "H3'" SING N N 26 6CR "O3'" "HO3'" SING N N 27 6CR "C4'" "O4'" SING N N 28 6CR "C4'" "C5'" SING N N 29 6CR "C4'" "H4'" SING N N 30 6CR "C5'" "O5'" SING N N 31 6CR "C5'" "H5'" SING N N 32 6CR "C5'" "H5'A" SING N N 33 6CR "O5'" "HO5'" SING N N 34 # 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 6CR SMILES ACDLabs 12.01 "Clc3nc(nc1c3ncn1C2OC(C(O)C2O)CO)N" 6CR InChI InChI 1.03 "InChI=1S/C10H12ClN5O4/c11-7-4-8(15-10(12)14-7)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6-,9-/m1/s1" 6CR InChIKey InChI 1.03 TXWHPSZYRUHEGT-UUOKFMHZSA-N 6CR SMILES_CANONICAL CACTVS 3.370 "Nc1nc(Cl)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2n1" 6CR SMILES CACTVS 3.370 "Nc1nc(Cl)c2ncn([CH]3O[CH](CO)[CH](O)[CH]3O)c2n1" 6CR SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)nc(nc2Cl)N" 6CR SMILES "OpenEye OEToolkits" 1.7.6 "c1nc2c(n1C3C(C(C(O3)CO)O)O)nc(nc2Cl)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 6CR "SYSTEMATIC NAME" ACDLabs 12.01 "6-chloro-9-(beta-D-ribofuranosyl)-9H-purin-2-amine" 6CR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,3R,4S,5R)-2-(2-azanyl-6-chloranyl-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6CR "Create component" 2012-01-20 RCSB 6CR "Initial release" 2012-09-21 RCSB #