data_CFB # _chem_comp.id CFB _chem_comp.name "2-CHLORO-9-(2-DEOXY-2-FLUORO-B -D-ARABINOFURANOSYL)-9H-PURIN-6-AMINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H11 Cl F N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms CLOFARABINE _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-07-14 _chem_comp.pdbx_modified_date 2021-03-01 _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 303.677 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CFB _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 ? _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 CFB "O5'" "O5'" O 0 1 N N N 69.900 38.128 20.409 -5.153 1.077 -1.676 "O5'" CFB 1 CFB "C5'" "C5'" C 0 1 N N N 70.501 37.550 21.571 -4.849 0.490 -0.408 "C5'" CFB 2 CFB "C4'" "C4'" C 0 1 N N R 70.363 36.025 21.530 -3.568 -0.337 -0.523 "C4'" CFB 3 CFB "O4'" "O4'" O 0 1 N N N 68.992 35.711 21.232 -2.436 0.522 -0.782 "O4'" CFB 4 CFB "C3'" "C3'" C 0 1 N N R 71.206 35.386 20.421 -3.244 -1.020 0.825 "C3'" CFB 5 CFB "O3'" "O3'" O 0 1 N N N 71.882 34.243 20.950 -3.693 -2.377 0.819 "O3'" CFB 6 CFB "C2'" "C2'" C 0 1 N N S 70.170 34.935 19.392 -1.701 -0.960 0.916 "C2'" CFB 7 CFB F F F 0 1 N N N 69.892 35.917 18.452 -1.304 -0.220 2.035 F CFB 8 CFB "C1'" "C1'" C 0 1 N N R 69.010 34.597 20.328 -1.278 -0.244 -0.386 "C1'" CFB 9 CFB N9 N9 N 0 1 Y N N 67.700 34.486 19.645 -0.140 0.644 -0.133 N9 CFB 10 CFB C8 C8 C 0 1 Y N N 66.797 35.457 19.533 -0.206 1.972 0.169 C8 CFB 11 CFB N7 N7 N 0 1 Y N N 65.700 34.987 18.943 0.994 2.450 0.331 N7 CFB 12 CFB C5 C5 C 0 1 Y N N 65.906 33.702 18.671 1.902 1.461 0.148 C5 CFB 13 CFB C4 C4 C 0 1 Y N N 67.185 33.384 19.109 1.185 0.292 -0.157 C4 CFB 14 CFB N3 N3 N 0 1 Y N N 67.658 32.142 18.939 1.853 -0.834 -0.387 N3 CFB 15 CFB C2 C2 C 0 1 Y N N 66.904 31.202 18.350 3.170 -0.856 -0.335 C2 CFB 16 CFB CL CL CL 0 0 N N N 67.555 29.618 18.112 3.994 -2.352 -0.644 CL CFB 17 CFB N1 N1 N 0 1 Y N N 65.662 31.479 17.925 3.886 0.219 -0.057 N1 CFB 18 CFB C6 C6 C 0 1 Y N N 65.142 32.707 18.072 3.305 1.389 0.187 C6 CFB 19 CFB N6 N6 N 0 1 N N N 63.903 32.958 17.660 4.063 2.510 0.477 N6 CFB 20 CFB "H5'" "H5'" H 0 1 N N N 68.971 38.256 20.563 -5.965 1.588 -1.560 "H5'" CFB 21 CFB "H5'1" "1H5'" H 0 0 N N N 69.994 37.934 22.468 -5.672 -0.155 -0.100 "H5'1" CFB 22 CFB "H5'2" "2H5'" H 0 0 N N N 71.568 37.818 21.599 -4.709 1.278 0.332 "H5'2" CFB 23 CFB "H4'" "H4'" H 0 1 N N N 70.700 35.637 22.503 -3.667 -1.082 -1.312 "H4'" CFB 24 CFB "H3'" "H3'" H 0 1 N N N 71.962 36.065 20.000 -3.698 -0.472 1.650 "H3'" CFB 25 CFB H1 H1 H 0 1 N N N 72.032 33.613 20.255 -3.465 -2.751 1.681 H1 CFB 26 CFB "H2'" "H2'" H 0 1 N N N 70.471 34.100 18.742 -1.281 -1.965 0.956 "H2'" CFB 27 CFB "H1'" "H1'" H 0 1 N N N 69.157 33.614 20.800 -1.025 -0.974 -1.155 "H1'" CFB 28 CFB H8 H8 H 0 1 N N N 66.934 36.474 19.870 -1.118 2.543 0.261 H8 CFB 29 CFB HN61 1HN6 H 0 0 N N N 63.888 33.823 17.158 5.031 2.447 0.504 HN61 CFB 30 CFB HN62 2HN6 H 0 0 N N N 63.295 33.021 18.451 3.628 3.359 0.649 HN62 CFB 31 # # 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 CFB "O5'" "C5'" SING N N 1 CFB "O5'" "H5'" SING N N 2 CFB "C5'" "C4'" SING N N 3 CFB "C5'" "H5'1" SING N N 4 CFB "C5'" "H5'2" SING N N 5 CFB "C4'" "O4'" SING N N 6 CFB "C4'" "C3'" SING N N 7 CFB "C4'" "H4'" SING N N 8 CFB "O4'" "C1'" SING N N 9 CFB "C3'" "O3'" SING N N 10 CFB "C3'" "C2'" SING N N 11 CFB "C3'" "H3'" SING N N 12 CFB "O3'" H1 SING N N 13 CFB "C2'" F SING N N 14 CFB "C2'" "C1'" SING N N 15 CFB "C2'" "H2'" SING N N 16 CFB "C1'" N9 SING N N 17 CFB "C1'" "H1'" SING N N 18 CFB N9 C8 SING Y N 19 CFB N9 C4 SING Y N 20 CFB C8 N7 DOUB Y N 21 CFB C8 H8 SING N N 22 CFB N7 C5 SING Y N 23 CFB C5 C4 DOUB Y N 24 CFB C5 C6 SING Y N 25 CFB C4 N3 SING Y N 26 CFB N3 C2 DOUB Y N 27 CFB C2 CL SING N N 28 CFB C2 N1 SING Y N 29 CFB N1 C6 DOUB Y N 30 CFB C6 N6 SING N N 31 CFB N6 HN61 SING N N 32 CFB N6 HN62 SING N N 33 # # 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 CFB SMILES ACDLabs 10.04 "Clc1nc(c2ncn(c2n1)C3OC(C(O)C3F)CO)N" CFB SMILES_CANONICAL CACTVS 3.341 "Nc1nc(Cl)nc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@@H]3F" CFB SMILES CACTVS 3.341 "Nc1nc(Cl)nc2n(cnc12)[CH]3O[CH](CO)[CH](O)[CH]3F" CFB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(nc(nc2n1[C@H]3[C@H]([C@@H]([C@H](O3)CO)O)F)Cl)N" CFB SMILES "OpenEye OEToolkits" 1.5.0 "c1nc2c(nc(nc2n1C3C(C(C(O3)CO)O)F)Cl)N" CFB InChI InChI 1.03 "InChI=1S/C10H11ClFN5O3/c11-10-15-7(13)5-8(16-10)17(2-14-5)9-4(12)6(19)3(1-18)20-9/h2-4,6,9,18-19H,1H2,(H2,13,15,16)/t3-,4+,6-,9-/m1/s1" CFB InChIKey InChI 1.03 WDDPHFBMKLOVOX-AYQXTPAHSA-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 CFB "SYSTEMATIC NAME" ACDLabs 10.04 "2-chloro-9-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-9H-purin-6-amine" CFB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,4S,5R)-5-(6-amino-2-chloro-purin-9-yl)-4-fluoro-2-(hydroxymethyl)oxolan-3-ol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CFB "Create component" 2005-07-14 RCSB CFB "Modify descriptor" 2011-06-04 RCSB CFB "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id CFB _pdbx_chem_comp_synonyms.name CLOFARABINE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##