data_LA8 # _chem_comp.id LA8 _chem_comp.name "L-ADENOSINE-5'-DIPHOSPHATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H15 N5 O10 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms L-ADP _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-03-08 _chem_comp.pdbx_modified_date 2020-06-17 _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 427.201 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LA8 _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 2YBE _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 LA8 N1 N1 N 0 1 Y N N -11.081 -18.250 23.234 -6.943 1.327 -0.881 N1 LA8 1 LA8 C2 C2 C 0 1 Y N N -10.981 -17.229 22.389 -6.404 0.343 -1.578 C2 LA8 2 LA8 N3 N3 N 0 1 Y N N -10.940 -15.948 22.778 -5.185 -0.098 -1.351 N3 LA8 3 LA8 C4 C4 C 0 1 Y N N -11.042 -15.648 24.070 -4.436 0.441 -0.395 C4 LA8 4 LA8 C5 C5 C 0 1 Y N N -11.147 -16.682 24.996 -4.964 1.491 0.375 C5 LA8 5 LA8 C6 C6 C 0 1 Y N N -11.155 -17.989 24.548 -6.270 1.927 0.095 C6 LA8 6 LA8 N6 N6 N 0 1 N N N -11.207 -18.962 25.454 -6.843 2.958 0.820 N6 LA8 7 LA8 N7 N7 N 0 1 Y N N -11.155 -16.145 26.213 -4.009 1.852 1.265 N7 LA8 8 LA8 C8 C8 C 0 1 Y N N -11.118 -14.766 26.046 -2.955 1.108 1.095 C8 LA8 9 LA8 N9 N9 N 0 1 Y N N -11.045 -14.465 24.728 -3.169 0.222 0.083 N9 LA8 10 LA8 PA PA P 0 1 N N N -5.704 -11.372 22.137 3.523 -0.214 0.623 PA LA8 11 LA8 PB PB P 0 1 N N N -5.096 -8.774 21.992 5.840 1.111 -0.665 PB LA8 12 LA8 "C1'" "C1'" C 0 1 N N S -10.981 -13.075 24.049 -2.219 -0.781 -0.407 "C1'" LA8 13 LA8 O1A O1A O 0 1 N N N -5.616 -11.454 20.423 4.304 -1.452 0.838 O1A LA8 14 LA8 O1B O1B O 0 1 N N N -3.467 -8.532 21.844 6.320 2.141 0.476 O1B LA8 15 LA8 "C2'" "C2'" C 0 1 N N R -10.704 -12.848 21.611 -1.030 -2.706 0.495 "C2'" LA8 16 LA8 "O2'" "O2'" O 0 1 N N N -11.250 -11.923 20.661 -0.891 -3.947 -0.202 "O2'" LA8 17 LA8 O2A O2A O 0 1 N N N -5.188 -12.583 22.798 3.355 0.564 2.022 O2A LA8 18 LA8 O2B O2B O 0 1 N N N -5.819 -8.707 20.659 6.665 -0.116 -0.601 O2B LA8 19 LA8 "C3'" "C3'" C 0 1 N N S -11.757 -13.050 22.719 -2.452 -2.133 0.303 "C3'" LA8 20 LA8 "O3'" "O3'" O 0 1 N N N -12.561 -11.846 22.731 -3.236 -3.002 -0.517 "O3'" LA8 21 LA8 O3A O3A O 0 1 N N N -5.110 -10.113 22.778 4.293 0.731 -0.428 O3A LA8 22 LA8 O3B O3B O 0 1 N N N -5.449 -7.562 22.937 6.009 1.796 -2.112 O3B LA8 23 LA8 "C4'" "C4'" C 0 1 N N S -9.660 -12.075 22.374 -0.105 -1.631 -0.125 "C4'" LA8 24 LA8 "O4'" "O4'" O 0 1 N N N -9.635 -12.767 23.680 -0.869 -0.407 -0.059 "O4'" LA8 25 LA8 "C5'" "C5'" C 0 1 N N N -8.272 -12.205 21.781 1.182 -1.501 0.692 "C5'" LA8 26 LA8 "O5'" "O5'" O 0 1 N N N -7.345 -11.282 22.473 2.069 -0.590 0.041 "O5'" LA8 27 LA8 H2 H2 H 0 1 N N N -10.930 -17.444 21.332 -6.986 -0.117 -2.362 H2 LA8 28 LA8 HN6 HN6 H 0 1 N N N -11.220 -19.848 24.991 -7.745 3.250 0.617 HN6 LA8 29 LA8 HN6A HN6A H 0 0 N N N -10.404 -18.908 26.048 -6.341 3.388 1.530 HN6A LA8 30 LA8 H8 H8 H 0 1 N N N -11.144 -14.043 26.848 -2.044 1.183 1.672 H8 LA8 31 LA8 "H1'" "H1'" H 0 1 N N N -11.403 -12.366 24.776 -2.315 -0.898 -1.486 "H1'" LA8 32 LA8 HO1B HO1B H 0 0 N N N -3.236 -8.486 20.924 5.822 2.970 0.492 HO1B LA8 33 LA8 "H2'" "H2'" H 0 1 N N N -10.372 -13.768 21.107 -0.809 -2.836 1.554 "H2'" LA8 34 LA8 "HO2'" "HO2'" H 0 0 N N N -11.371 -11.077 21.076 -1.449 -4.657 0.145 "HO2'" LA8 35 LA8 HO2A HO2A H 0 0 N N N -5.077 -13.273 22.154 2.852 1.388 1.957 HO2A LA8 36 LA8 "H3'" "H3'" H 0 1 N N N -12.362 -13.957 22.572 -2.935 -1.980 1.268 "H3'" LA8 37 LA8 "HO3'" "HO3'" H 0 0 N N N -12.737 -11.591 23.629 -3.362 -3.886 -0.147 "HO3'" LA8 38 LA8 HO3B HO3B H 0 0 N N N -5.520 -7.869 23.833 6.917 2.052 -2.323 HO3B LA8 39 LA8 "H4'" "H4'" H 0 1 N N N -9.901 -11.002 22.388 0.125 -1.879 -1.161 "H4'" LA8 40 LA8 "H5'" "H5'" H 0 1 N N N -7.918 -13.239 21.904 0.944 -1.128 1.688 "H5'" LA8 41 LA8 "H5'A" "H5'A" H 0 0 N N N -8.308 -11.951 20.711 1.660 -2.477 0.775 "H5'A" LA8 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 LA8 C2 N1 DOUB Y N 1 LA8 N1 C6 SING Y N 2 LA8 C2 N3 SING Y N 3 LA8 C2 H2 SING N N 4 LA8 N3 C4 DOUB Y N 5 LA8 C4 N9 SING Y N 6 LA8 C4 C5 SING Y N 7 LA8 C6 C5 DOUB Y N 8 LA8 C5 N7 SING Y N 9 LA8 C6 N6 SING N N 10 LA8 N6 HN6 SING N N 11 LA8 N6 HN6A SING N N 12 LA8 C8 N7 DOUB Y N 13 LA8 N9 C8 SING Y N 14 LA8 C8 H8 SING N N 15 LA8 "C1'" N9 SING N N 16 LA8 O1A PA DOUB N N 17 LA8 PA "O5'" SING N N 18 LA8 PA O3A SING N N 19 LA8 PA O2A SING N N 20 LA8 O2B PB DOUB N N 21 LA8 O1B PB SING N N 22 LA8 PB O3A SING N N 23 LA8 PB O3B SING N N 24 LA8 "C3'" "C1'" SING N N 25 LA8 "O4'" "C1'" SING N N 26 LA8 "C1'" "H1'" SING N N 27 LA8 O1B HO1B SING N N 28 LA8 "O2'" "C2'" SING N N 29 LA8 "C2'" "C4'" SING N N 30 LA8 "C2'" "C3'" SING N N 31 LA8 "C2'" "H2'" SING N N 32 LA8 "O2'" "HO2'" SING N N 33 LA8 O2A HO2A SING N N 34 LA8 "C3'" "O3'" SING N N 35 LA8 "C3'" "H3'" SING N N 36 LA8 "O3'" "HO3'" SING N N 37 LA8 O3B HO3B SING N N 38 LA8 "C5'" "C4'" SING N N 39 LA8 "C4'" "O4'" SING N N 40 LA8 "C4'" "H4'" SING N N 41 LA8 "C5'" "O5'" SING N N 42 LA8 "C5'" "H5'" SING N N 43 LA8 "C5'" "H5'A" 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 LA8 SMILES ACDLabs 12.01 "O=P(O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O" LA8 SMILES_CANONICAL CACTVS 3.352 "Nc1ncnc2n(cnc12)[C@H]3O[C@@H](CO[P](O)(=O)O[P](O)(O)=O)[C@H](O)[C@@H]3O" LA8 SMILES CACTVS 3.352 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(O)=O)[CH](O)[CH]3O" LA8 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1nc(c2c(n1)n(cn2)[C@@H]3[C@H]([C@H]([C@@H](O3)CO[P@](=O)(O)OP(=O)(O)O)O)O)N" LA8 SMILES "OpenEye OEToolkits" 1.6.1 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)O)O)O)N" LA8 InChI InChI 1.03 "InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m0/s1" LA8 InChIKey InChI 1.03 XTWYTFMLZFPYCI-DEGSGYPDSA-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 LA8 "SYSTEMATIC NAME" ACDLabs 12.01 "9-{5-O-[(S)-hydroxy(phosphonooxy)phosphoryl]-beta-L-ribofuranosyl}-9H-purin-6-amine" LA8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[(2S,3R,4S,5S)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl phosphono hydrogen 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 LA8 "Create component" 2011-03-08 EBI LA8 "Modify aromatic_flag" 2011-06-04 RCSB LA8 "Modify descriptor" 2011-06-04 RCSB LA8 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LA8 _pdbx_chem_comp_synonyms.name L-ADP _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##