data_5CD # _chem_comp.id 5CD _chem_comp.name "5'-CHLORO-5'-DEOXYADENOSINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H12 Cl N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-09-30 _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 285.687 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5CD _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 2C2W _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 5CD N9 N9 N 0 1 Y N N 21.871 33.424 -30.170 0.710 0.303 0.048 N9 5CD 1 5CD C8 C8 C 0 1 Y N N 20.885 32.567 -30.430 0.847 1.428 0.805 C8 5CD 2 5CD N7 N7 N 0 1 Y N N 20.954 32.192 -31.708 2.107 1.722 0.942 N7 5CD 3 5CD C5 C5 C 0 1 Y N N 21.990 32.823 -32.255 2.858 0.802 0.288 C5 5CD 4 5CD C4 C4 C 0 1 Y N N 22.578 33.604 -31.277 1.970 -0.116 -0.298 C4 5CD 5 5CD N3 N3 N 0 1 Y N N 23.659 34.344 -31.562 2.461 -1.126 -1.008 N3 5CD 6 5CD C2 C2 C 0 1 Y N N 24.164 34.335 -32.786 3.760 -1.265 -1.167 C2 5CD 7 5CD N1 N1 N 0 1 Y N N 23.619 33.602 -33.748 4.633 -0.425 -0.640 N1 5CD 8 5CD C6 C6 C 0 1 Y N N 22.536 32.837 -33.525 4.235 0.615 0.085 C6 5CD 9 5CD N6 N6 N 0 1 N N N 21.997 32.097 -34.498 5.157 1.490 0.633 N6 5CD 10 5CD "O2'" O2* O 0 1 N N N 21.175 36.265 -28.577 -0.528 -2.735 0.191 "O2'" 5CD 11 5CD "C2'" C2* C 0 1 N N R 20.915 34.863 -28.440 -0.911 -1.450 0.687 "C2'" 5CD 12 5CD "C3'" C3* C 0 1 N N S 20.703 34.481 -26.965 -2.450 -1.355 0.815 "C3'" 5CD 13 5CD "O3'" O3* O 0 1 N N N 20.685 35.658 -26.147 -3.064 -2.577 0.399 "O3'" 5CD 14 5CD "C4'" C4* C 0 1 N N S 21.946 33.652 -26.625 -2.835 -0.203 -0.139 "C4'" 5CD 15 5CD "C5'" C5* C 0 1 N N N 21.607 32.573 -25.574 -3.982 0.620 0.451 "C5'" 5CD 16 5CD CL CL CL 0 0 N N N 20.258 31.540 -26.142 -4.447 1.921 -0.707 CL 5CD 17 5CD "O4'" O4* O 0 1 N N N 22.297 33.036 -27.879 -1.641 0.602 -0.247 "O4'" 5CD 18 5CD "C1'" C1* C 0 1 N N R 22.158 34.067 -28.866 -0.551 -0.342 -0.327 "C1'" 5CD 19 5CD H8 H8 H 0 1 N N N 20.131 32.222 -29.703 0.030 1.994 1.228 H8 5CD 20 5CD H2 H2 H 0 1 N N N 25.053 34.948 -33.010 4.126 -2.097 -1.750 H2 5CD 21 5CD H6N1 1H6N H 0 0 N N N 22.400 32.107 -35.435 6.106 1.348 0.489 H6N1 5CD 22 5CD H6N2 2H6N H 0 0 N N N 21.175 31.517 -34.329 4.854 2.248 1.157 H6N2 5CD 23 5CD "H2'" H2* H 0 1 N N N 20.406 36.757 -28.314 -0.833 -3.386 0.838 "H2'" 5CD 24 5CD HA HA H 0 1 N N N 20.031 34.567 -29.052 -0.435 -1.256 1.648 HA 5CD 25 5CD "H3'" H3* H 0 1 N N N 19.771 33.883 -26.833 -2.735 -1.115 1.839 "H3'" 5CD 26 5CD HB HB H 0 1 N N N 20.554 35.422 -25.236 -4.020 -2.437 0.441 HB 5CD 27 5CD "H4'" H4* H 0 1 N N N 22.771 34.309 -26.264 -3.116 -0.597 -1.116 "H4'" 5CD 28 5CD "H5'1" 1H5* H 0 0 N N N 21.393 33.021 -24.576 -4.839 -0.029 0.633 "H5'1" 5CD 29 5CD "H5'2" 2H5* H 0 0 N N N 22.503 31.969 -25.298 -3.660 1.068 1.391 "H5'2" 5CD 30 5CD "H1'" H1* H 0 1 N N N 23.065 34.714 -28.916 -0.481 -0.756 -1.333 "H1'" 5CD 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 5CD N9 C8 SING Y N 1 5CD N9 C4 SING Y N 2 5CD N9 "C1'" SING N N 3 5CD C8 N7 DOUB Y N 4 5CD C8 H8 SING N N 5 5CD N7 C5 SING Y N 6 5CD C5 C4 DOUB Y N 7 5CD C5 C6 SING Y N 8 5CD C4 N3 SING Y N 9 5CD N3 C2 DOUB Y N 10 5CD C2 N1 SING Y N 11 5CD C2 H2 SING N N 12 5CD N1 C6 DOUB Y N 13 5CD C6 N6 SING N N 14 5CD N6 H6N1 SING N N 15 5CD N6 H6N2 SING N N 16 5CD "O2'" "C2'" SING N N 17 5CD "O2'" "H2'" SING N N 18 5CD "C2'" "C3'" SING N N 19 5CD "C2'" "C1'" SING N N 20 5CD "C2'" HA SING N N 21 5CD "C3'" "O3'" SING N N 22 5CD "C3'" "C4'" SING N N 23 5CD "C3'" "H3'" SING N N 24 5CD "O3'" HB SING N N 25 5CD "C4'" "C5'" SING N N 26 5CD "C4'" "O4'" SING N N 27 5CD "C4'" "H4'" SING N N 28 5CD "C5'" CL SING N N 29 5CD "C5'" "H5'1" SING N N 30 5CD "C5'" "H5'2" SING N N 31 5CD "O4'" "C1'" SING N N 32 5CD "C1'" "H1'" 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 5CD SMILES ACDLabs 10.04 "ClCC3OC(n2cnc1c(ncnc12)N)C(O)C3O" 5CD SMILES_CANONICAL CACTVS 3.341 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CCl)[C@@H](O)[C@H]3O" 5CD SMILES CACTVS 3.341 "Nc1ncnc2n(cnc12)[CH]3O[CH](CCl)[CH](O)[CH]3O" 5CD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CCl)O)O)N" 5CD SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CCl)O)O)N" 5CD InChI InChI 1.03 "InChI=1S/C10H12ClN5O3/c11-1-4-6(17)7(18)10(19-4)16-3-15-5-8(12)13-2-14-9(5)16/h2-4,6-7,10,17-18H,1H2,(H2,12,13,14)/t4-,6-,7-,10-/m1/s1" 5CD InChIKey InChI 1.03 IYSNPOMTKFZDHZ-KQYNXXCUSA-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 5CD "SYSTEMATIC NAME" ACDLabs 10.04 "5'-chloro-5'-deoxyadenosine" 5CD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(chloromethyl)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 5CD "Create component" 2005-09-30 EBI 5CD "Modify descriptor" 2011-06-04 RCSB #