data_LCA # _chem_comp.id LCA _chem_comp.name "[(1R,3R,4R,7S)-7-HYDROXY-3-(ADENIN-9-YL)-2,5-DIOXABICYCLO[2.2.1]HEPT-1-YL]METHYL DIHYDROGEN PHOSPHATE" _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C11 H14 N5 O7 P" _chem_comp.mon_nstd_parent_comp_id A _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-06-27 _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 359.232 _chem_comp.one_letter_code A _chem_comp.three_letter_code LCA _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 1H0Q _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 LCA P P P 0 1 N N N 1.277 -0.193 5.360 1.007 -0.233 -4.687 P LCA 1 LCA O1P O1P O 0 1 N N N 1.665 0.774 6.411 1.421 -1.530 -5.547 O1P LCA 2 LCA "O5'" O5* O 0 1 N N N 2.583 -0.535 4.482 0.252 -0.700 -3.344 "O5'" LCA 3 LCA "C5'" C5* C 0 1 N N N 3.842 -0.812 5.068 -0.088 0.488 -2.627 "C5'" LCA 4 LCA "C3'" C3* C 0 1 N N S 5.097 -0.032 2.946 -1.294 1.289 -0.408 "C3'" LCA 5 LCA "C6'" C6* C 0 1 N N N 6.254 -1.514 4.378 -2.166 -0.647 -1.489 "C6'" LCA 6 LCA N9 N9 N 0 1 Y N N 4.151 -1.983 0.783 0.087 -0.145 1.927 N9 LCA 7 LCA C8 C8 C 0 1 Y N N 2.821 -1.641 0.871 1.143 0.702 1.769 C8 LCA 8 LCA C4 C4 C 0 1 Y N N 4.389 -2.134 -0.579 -0.014 -0.429 3.266 C4 LCA 9 LCA N7 N7 N 0 1 Y N N 2.190 -1.608 -0.265 1.690 0.952 2.923 N7 LCA 10 LCA C5 C5 C 0 1 Y N N 3.170 -1.936 -1.193 1.018 0.287 3.894 C5 LCA 11 LCA C6 C6 C 0 1 Y N N 3.128 -2.105 -2.596 1.153 0.171 5.287 C6 LCA 12 LCA "C2'" C2* C 0 1 N N R 6.012 -0.988 2.189 -1.975 0.314 0.624 "C2'" LCA 13 LCA N6 N6 N 0 1 N N N 2.007 -1.993 -3.315 2.155 0.849 5.960 N6 LCA 14 LCA "C4'" C4* C 0 1 N N R 4.827 -1.150 3.946 -0.812 0.113 -1.332 "C4'" LCA 15 LCA "C1'" C1* C 0 1 N N R 5.083 -2.184 1.934 -0.779 -0.658 0.864 "C1'" LCA 16 LCA C2 C2 C 0 1 Y N N 5.391 -2.535 -2.555 -0.664 -1.249 5.312 C2 LCA 17 LCA N1 N1 N 0 1 Y N N 4.265 -2.394 -3.248 0.294 -0.599 5.945 N1 LCA 18 LCA "O4'" O4* O 0 1 N N N 4.349 -2.226 3.148 -0.063 -0.701 -0.386 "O4'" LCA 19 LCA O2P O2P O 0 1 N N N 0.180 0.140 4.427 2.223 0.530 -4.329 O2P LCA 20 LCA N3 N3 N 0 1 Y N N 5.559 -2.440 -1.226 -0.825 -1.176 4.007 N3 LCA 21 LCA "O3'" O3* O 0 1 N N N 5.767 1.097 3.489 -2.237 2.146 -1.055 "O3'" LCA 22 LCA OXT OXT O 0 1 N Y N 0.909 -1.588 6.085 0.025 0.697 -5.558 OXT LCA 23 LCA "O2'" O2* O 0 1 N N N 6.976 -1.400 3.155 -2.867 -0.437 -0.246 "O2'" LCA 24 LCA H1P H1P H 0 1 N N N 0.895 0.976 6.929 1.869 -1.206 -6.341 H1P LCA 25 LCA "H5'1" 1H5* H 0 0 N N N 3.757 -1.659 5.748 -0.740 1.108 -3.241 "H5'1" LCA 26 LCA "H5'2" 2H5* H 0 0 N N N 4.196 0.062 5.617 0.820 1.040 -2.388 "H5'2" LCA 27 LCA "H3'" H3* H 0 1 N N N 4.200 0.244 2.389 -0.465 1.846 0.027 "H3'" LCA 28 LCA "H6'1" 1H6* H 0 0 N N N 6.632 -0.797 5.108 -2.738 -0.233 -2.319 "H6'1" LCA 29 LCA "H6'2" 2H6* H 0 0 N N N 6.297 -2.530 4.772 -1.986 -1.710 -1.646 "H6'2" LCA 30 LCA H8 H8 H 0 1 N N N 2.327 -1.433 1.809 1.477 1.106 0.825 H8 LCA 31 LCA "H2'1" 1H2* H 0 0 N N N 6.449 -0.573 1.284 -2.430 0.770 1.503 "H2'1" LCA 32 LCA H61 1H6 H 0 1 N N N 2.021 -2.162 -4.312 2.235 0.765 6.923 H61 LCA 33 LCA H62 2H6 H 0 1 N N N 1.139 -1.785 -2.845 2.778 1.406 5.468 H62 LCA 34 LCA "H1'" H1* H 0 1 N N N 5.650 -3.112 1.873 -1.146 -1.651 1.123 "H1'" LCA 35 LCA H2 H2 H 0 1 N N N 6.248 -2.745 -3.195 -1.341 -1.865 5.885 H2 LCA 36 LCA HB HB H 0 1 N N N 5.935 1.794 2.866 -2.650 2.680 -0.363 HB LCA 37 LCA HA HA H 0 1 N N N 0.660 -2.209 5.410 -0.752 0.163 -5.770 HA LCA 38 # 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 LCA P O1P SING N N 1 LCA P "O5'" SING N N 2 LCA P O2P DOUB N N 3 LCA P OXT SING N N 4 LCA O1P H1P SING N N 5 LCA "O5'" "C5'" SING N N 6 LCA "C5'" "C4'" SING N N 7 LCA "C5'" "H5'1" SING N N 8 LCA "C5'" "H5'2" SING N N 9 LCA "C3'" "C2'" SING N N 10 LCA "C3'" "C4'" SING N N 11 LCA "C3'" "O3'" SING N N 12 LCA "C3'" "H3'" SING N N 13 LCA "C6'" "C4'" SING N N 14 LCA "C6'" "O2'" SING N N 15 LCA "C6'" "H6'1" SING N N 16 LCA "C6'" "H6'2" SING N N 17 LCA N9 C8 SING Y N 18 LCA N9 C4 SING Y N 19 LCA N9 "C1'" SING N N 20 LCA C8 N7 DOUB Y N 21 LCA C8 H8 SING N N 22 LCA C4 C5 DOUB Y N 23 LCA C4 N3 SING Y N 24 LCA N7 C5 SING Y N 25 LCA C5 C6 SING Y N 26 LCA C6 N6 SING N N 27 LCA C6 N1 DOUB Y N 28 LCA "C2'" "C1'" SING N N 29 LCA "C2'" "O2'" SING N N 30 LCA "C2'" "H2'1" SING N N 31 LCA N6 H61 SING N N 32 LCA N6 H62 SING N N 33 LCA "C4'" "O4'" SING N N 34 LCA "C1'" "O4'" SING N N 35 LCA "C1'" "H1'" SING N N 36 LCA C2 N1 SING Y N 37 LCA C2 N3 DOUB Y N 38 LCA C2 H2 SING N N 39 LCA "O3'" HB SING N N 40 LCA OXT HA SING N N 41 # 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 LCA SMILES ACDLabs 10.04 "O=P(O)(O)OCC43OC(n1cnc2c(ncnc12)N)C(OC3)C4O" LCA SMILES_CANONICAL CACTVS 3.341 "Nc1ncnc2n(cnc12)[C@@H]3O[C@]4(CO[C@@H]3[C@@H]4O)CO[P](O)(O)=O" LCA SMILES CACTVS 3.341 "Nc1ncnc2n(cnc12)[CH]3O[C]4(CO[CH]3[CH]4O)CO[P](O)(O)=O" LCA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@H]4[C@@H]([C@@](O3)(CO4)COP(=O)(O)O)O)N" LCA SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C4C(C(O3)(CO4)COP(=O)(O)O)O)N" LCA InChI InChI 1.03 "InChI=1S/C11H14N5O7P/c12-8-5-9(14-3-13-8)16(4-15-5)10-6-7(17)11(23-10,1-21-6)2-22-24(18,19)20/h3-4,6-7,10,17H,1-2H2,(H2,12,13,14)(H2,18,19,20)/t6-,7+,10-,11-/m1/s1" LCA InChIKey InChI 1.03 OBTOXYBRQOXRBH-LRMGWDNHSA-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 LCA "SYSTEMATIC NAME" ACDLabs 10.04 "9-{2,5-anhydro-4-[(phosphonooxy)methyl]-alpha-L-lyxofuranosyl}-9H-purin-6-amine" LCA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(1R,4R,6R,7S)-6-(6-aminopurin-9-yl)-7-hydroxy-2,5-dioxabicyclo[2.2.1]heptan-4-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 LCA "Create component" 2002-06-27 EBI LCA "Modify descriptor" 2011-06-04 RCSB #