data_6LC # _chem_comp.id 6LC _chem_comp.name "9-[(5E)-7-carbamimidamido-5,6,7-trideoxy-beta-D-ribo-hept-5-enofuranosyl]-9H-purin-6-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H18 N8 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-04-29 _chem_comp.pdbx_modified_date 2017-05-05 _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 334.334 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6LC _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 5JMQ _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 6LC "C6'" C1 C 0 1 N N N -19.680 7.254 -17.172 -3.111 0.349 0.885 "C6'" 6LC 1 6LC "C5'" C2 C 0 1 N N N -20.895 7.631 -16.827 -2.720 1.554 0.551 "C5'" 6LC 2 6LC "C4'" C3 C 0 1 N N R -21.302 9.061 -16.906 -1.262 1.924 0.640 "C4'" 6LC 3 6LC "O4'" O1 O 0 1 N N N -22.196 9.246 -18.020 -0.460 0.750 0.895 "O4'" 6LC 4 6LC "C3'" C4 C 0 1 N N S -22.070 9.564 -15.681 -0.759 2.458 -0.720 "C3'" 6LC 5 6LC "O3'" O2 O 0 1 N N N -21.834 10.948 -15.435 -0.748 3.887 -0.723 "O3'" 6LC 6 6LC "C2'" C5 C 0 1 N N R -23.518 9.271 -16.075 0.680 1.906 -0.830 "C2'" 6LC 7 6LC "O2'" O3 O 0 1 N N N -24.426 10.108 -15.367 1.623 2.977 -0.906 "O2'" 6LC 8 6LC "C1'" C6 C 0 1 N N R -23.485 9.617 -17.563 0.876 1.104 0.475 "C1'" 6LC 9 6LC N9 N1 N 0 1 Y N N -24.480 8.918 -18.374 1.666 -0.103 0.219 N9 6LC 10 6LC C8 C7 C 0 1 Y N N -24.713 7.567 -18.403 1.177 -1.336 -0.095 C8 6LC 11 6LC N7 N2 N 0 1 Y N N -25.668 7.208 -19.223 2.158 -2.176 -0.256 N7 6LC 12 6LC C5 C8 C 0 1 Y N N -26.099 8.409 -19.781 3.336 -1.536 -0.057 C5 6LC 13 6LC C6 C9 C 0 1 Y N N -27.087 8.711 -20.728 4.688 -1.919 -0.100 C6 6LC 14 6LC N6 N3 N 0 1 N N N -27.893 7.798 -21.289 5.045 -3.224 -0.391 N6 6LC 15 6LC N1 N4 N 0 1 Y N N -27.247 10.006 -21.072 5.614 -0.999 0.147 N1 6LC 16 6LC C2 C10 C 0 1 Y N N -26.477 10.928 -20.487 5.282 0.248 0.426 C2 6LC 17 6LC N3 N5 N 0 1 Y N N -25.519 10.762 -19.572 4.030 0.652 0.477 N3 6LC 18 6LC C4 C11 C 0 1 Y N N -25.369 9.468 -19.259 3.035 -0.198 0.244 C4 6LC 19 6LC "C7'" C12 C 0 1 N N N -19.173 5.841 -17.137 -4.569 -0.022 0.796 "C7'" 6LC 20 6LC "N8'" N6 N 0 1 N N N -17.727 5.696 -17.073 -4.720 -1.216 -0.039 "N8'" 6LC 21 6LC "C9'" C13 C 0 1 N N N -17.007 5.823 -15.965 -5.969 -1.744 -0.265 "C9'" 6LC 22 6LC N10 N7 N 0 1 N N N -15.703 5.624 -15.987 -7.019 -1.181 0.263 N10+ 6LC 23 6LC N11 N8 N 0 1 N N N -17.607 6.143 -14.832 -6.110 -2.865 -1.049 "N10'" 6LC 24 6LC H1 H1 H 0 1 N N N -18.996 8.021 -17.506 -2.388 -0.380 1.220 H1 6LC 25 6LC H2 H2 H 0 1 N N N -21.604 6.893 -16.483 -3.442 2.281 0.212 H2 6LC 26 6LC H3 H3 H 0 1 N N N -20.406 9.685 -17.039 -1.107 2.668 1.421 H3 6LC 27 6LC H4 H4 H 0 1 N N N -21.799 8.957 -14.805 -1.379 2.079 -1.532 H4 6LC 28 6LC H5 H5 H 0 1 N N N -22.326 11.222 -14.670 -1.620 4.287 -0.596 H5 6LC 29 6LC H6 H6 H 0 1 N N N -23.746 8.204 -15.934 0.774 1.254 -1.699 H6 6LC 30 6LC H7 H7 H 0 1 N N N -24.425 9.870 -14.447 1.507 3.550 -1.677 H7 6LC 31 6LC H8 H8 H 0 1 N N N -23.624 10.703 -17.672 1.361 1.722 1.231 H8 6LC 32 6LC H9 H9 H 0 1 N N N -24.158 6.862 -17.802 0.130 -1.580 -0.194 H9 6LC 33 6LC H10 H10 H 0 1 N N N -28.527 8.252 -21.915 4.359 -3.886 -0.570 H10 6LC 34 6LC H11 H11 H 0 1 N N N -27.343 7.134 -21.795 5.981 -3.476 -0.418 H11 6LC 35 6LC H12 H12 H 0 1 N N N -26.654 11.947 -20.797 6.067 0.964 0.619 H12 6LC 36 6LC H13 H13 H 0 1 N N N -19.602 5.349 -16.252 -4.954 -0.226 1.795 H13 6LC 37 6LC H14 H14 H 0 1 N N N -19.525 5.332 -18.047 -5.127 0.804 0.354 H14 6LC 38 6LC H15 H15 H 0 1 N N N -17.242 5.486 -17.922 -3.938 -1.635 -0.432 H15 6LC 39 6LC H16 H16 H 0 1 N N N -15.290 5.746 -15.084 -7.901 -1.553 0.103 H16 6LC 40 6LC H17 H17 H 0 1 N N N -17.073 6.234 -13.992 -5.328 -3.283 -1.442 H17 6LC 41 6LC H18 H18 H 0 1 N N N -18.595 6.294 -14.815 -6.991 -3.237 -1.209 H18 6LC 42 # 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 6LC N6 C6 SING N N 1 6LC N1 C6 DOUB Y N 2 6LC N1 C2 SING Y N 3 6LC C6 C5 SING Y N 4 6LC C2 N3 DOUB Y N 5 6LC C5 C4 DOUB Y N 6 6LC C5 N7 SING Y N 7 6LC N3 C4 SING Y N 8 6LC C4 N9 SING Y N 9 6LC N7 C8 DOUB Y N 10 6LC C8 N9 SING Y N 11 6LC N9 "C1'" SING N N 12 6LC "O4'" "C1'" SING N N 13 6LC "O4'" "C4'" SING N N 14 6LC "C1'" "C2'" SING N N 15 6LC "C6'" "C7'" SING N N 16 6LC "C6'" "C5'" DOUB N E 17 6LC "C7'" "N8'" SING N N 18 6LC "N8'" "C9'" SING N N 19 6LC "C4'" "C5'" SING N N 20 6LC "C4'" "C3'" SING N N 21 6LC "C2'" "C3'" SING N N 22 6LC "C2'" "O2'" SING N N 23 6LC N10 "C9'" DOUB N N 24 6LC "C9'" N11 SING N N 25 6LC "C3'" "O3'" SING N N 26 6LC "C6'" H1 SING N N 27 6LC "C5'" H2 SING N N 28 6LC "C4'" H3 SING N N 29 6LC "C3'" H4 SING N N 30 6LC "O3'" H5 SING N N 31 6LC "C2'" H6 SING N N 32 6LC "O2'" H7 SING N N 33 6LC "C1'" H8 SING N N 34 6LC C8 H9 SING N N 35 6LC N6 H10 SING N N 36 6LC N6 H11 SING N N 37 6LC C2 H12 SING N N 38 6LC "C7'" H13 SING N N 39 6LC "C7'" H14 SING N N 40 6LC "N8'" H15 SING N N 41 6LC N10 H16 SING N N 42 6LC N11 H17 SING N N 43 6LC N11 H18 SING N N 44 # 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 6LC SMILES ACDLabs 12.01 "C(CN/C(N)=N)=[C@H]C1C(O)C(O)C(O1)n2cnc3c2ncnc3N" 6LC InChI InChI 1.03 "InChI=1S/C13H18N8O3/c14-10-7-11(19-4-18-10)21(5-20-7)12-9(23)8(22)6(24-12)2-1-3-17-13(15)16/h1-2,4-6,8-9,12,22-23H,3H2,(H2,14,18,19)(H4,15,16,17)/b2-1+/t6-,8-,9-,12-/m1/s1" 6LC InChIKey InChI 1.03 FHVPFJNCKGYEAI-PVCWFOJLSA-N 6LC SMILES_CANONICAL CACTVS 3.385 "NC(=N)NC\C=C\[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23" 6LC SMILES CACTVS 3.385 "NC(=N)NCC=C[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23" 6LC SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "[H]/N=C(/N)\NC/C=C/[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O" 6LC SMILES "OpenEye OEToolkits" 2.0.4 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)C=CCNC(=N)N)O)O)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 6LC "SYSTEMATIC NAME" ACDLabs 12.01 "9-[(5E)-7-carbamimidamido-5,6,7-trideoxy-beta-D-ribo-hept-5-enofuranosyl]-9H-purin-6-amine" 6LC "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "1-[(~{E})-3-[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]prop-2-enyl]guanidine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6LC "Create component" 2016-04-29 EBI 6LC "Initial release" 2017-05-10 RCSB #