data_8DP # _chem_comp.id 8DP _chem_comp.name "8-demethyl-8-aminoriboflavin-5'-phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H19 N5 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2016-12-06 _chem_comp.pdbx_modified_date 2017-12-15 _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 456.324 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8DP _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 5MLD _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 8DP C4 C1 C 0 1 N N N 173.938 2.122 241.735 -0.125 0.888 -0.564 C4 8DP 1 8DP C5 C2 C 0 1 N N N 175.221 2.048 242.539 0.574 0.535 0.724 C5 8DP 2 8DP C8 C3 C 0 1 Y N N 173.487 2.234 246.381 3.974 2.963 0.408 C8 8DP 3 8DP N3 N1 N 0 1 Y N N 174.854 -1.442 245.032 4.393 -1.100 -0.140 N3 8DP 4 8DP C2 C4 C 0 1 N N S 172.966 3.986 240.337 -2.526 0.383 -0.202 C2 8DP 5 8DP N2 N2 N 0 1 N N N 173.003 3.512 246.864 3.861 4.338 0.588 N2 8DP 6 8DP N1 N3 N 1 1 Y N N 175.106 0.824 243.433 1.897 -0.019 0.426 N1 8DP 7 8DP C6 C5 C 0 1 Y N N 174.534 0.903 244.659 2.960 0.788 0.333 C6 8DP 8 8DP O6 O1 O 0 1 N N N 173.760 4.413 242.491 -1.817 2.043 -1.809 O6 8DP 9 8DP N4 N4 N 0 1 N N N 176.125 -0.449 241.770 0.964 -2.172 0.339 N4 8DP 10 8DP C12 C6 C 0 1 Y N N 174.406 -0.245 245.474 4.277 0.215 0.035 C12 8DP 11 8DP C13 C7 C 0 1 Y N N 175.552 -0.370 242.994 2.049 -1.316 0.248 C13 8DP 12 8DP C14 C8 C 0 1 Y N N 175.419 -1.509 243.796 3.323 -1.865 -0.040 C14 8DP 13 8DP C15 C9 C 0 1 N N N 175.889 -2.728 243.291 3.420 -3.331 -0.229 C15 8DP 14 8DP C16 C10 C 0 1 N N N 176.557 -1.622 241.342 1.112 -3.495 0.159 C16 8DP 15 8DP C1 C11 C 0 1 N N N 171.816 5.007 240.467 -3.932 0.984 -0.170 C1 8DP 16 8DP C3 C12 C 0 1 N N S 173.130 3.421 241.744 -1.510 1.479 -0.533 C3 8DP 17 8DP C7 C13 C 0 1 Y N N 174.071 2.143 245.111 2.849 2.173 0.514 C7 8DP 18 8DP C9 C14 C 0 1 Y N N 173.359 1.071 247.196 5.228 2.409 0.118 C9 8DP 19 8DP O1 O2 O 0 1 N N N 168.869 5.637 240.964 -7.256 -1.192 0.197 O1 8DP 20 8DP P1 P1 P 0 1 N N N 169.540 5.849 239.596 -6.476 0.213 0.107 P1 8DP 21 8DP O2 O3 O 0 1 N N N 168.594 5.569 238.380 -6.916 0.946 -1.101 O2 8DP 22 8DP O3 O4 O 0 1 N N N 170.080 7.297 239.514 -6.801 1.092 1.416 O3 8DP 23 8DP O4 O5 O 0 1 N N N 170.820 4.852 239.415 -4.891 -0.058 0.023 O4 8DP 24 8DP O5 O6 O 0 1 N N N 172.707 3.022 239.365 -2.219 -0.180 1.075 O5 8DP 25 8DP O7 O7 O 0 1 N N N 173.524 1.180 241.046 0.428 0.700 -1.622 O7 8DP 26 8DP C10 C15 C 0 1 N N N 172.726 1.159 248.564 6.425 3.317 0.008 C10 8DP 27 8DP C11 C16 C 0 1 Y N N 173.811 -0.152 246.745 5.389 1.074 -0.066 C11 8DP 28 8DP O8 O8 O 0 1 N N N 175.777 -3.926 244.041 4.486 -3.858 -0.477 O8 8DP 29 8DP N5 N5 N 0 1 N N N 176.453 -2.742 242.075 2.294 -4.067 -0.116 N5 8DP 30 8DP O9 O9 O 0 1 N N N 177.159 -1.770 240.079 0.130 -4.206 0.249 O9 8DP 31 8DP H1 H1 H 0 1 N N N 176.085 1.946 241.866 0.684 1.431 1.334 H1 8DP 32 8DP H2 H2 H 0 1 N N N 175.338 2.955 243.151 -0.016 -0.204 1.266 H2 8DP 33 8DP H3 H3 H 0 1 N N N 173.882 4.539 240.081 -2.480 -0.395 -0.963 H3 8DP 34 8DP H4 H4 H 0 1 N N N 172.619 3.399 247.780 4.646 4.903 0.511 H4 8DP 35 8DP H5 H5 H 0 1 N N N 173.761 4.164 246.898 2.998 4.732 0.789 H5 8DP 36 8DP H6 H6 H 0 1 N N N 173.886 4.108 243.382 -1.795 1.406 -2.536 H6 8DP 37 8DP H7 H7 H 0 1 N N N 176.220 0.367 241.199 0.085 -1.811 0.535 H7 8DP 38 8DP H8 H8 H 0 1 N N N 172.236 6.022 240.410 -4.003 1.699 0.649 H8 8DP 39 8DP H9 H9 H 0 1 N N N 171.326 4.866 241.442 -4.132 1.492 -1.114 H9 8DP 40 8DP H10 H10 H 0 1 N N N 172.132 3.208 242.154 -1.556 2.258 0.229 H10 8DP 41 8DP H11 H11 H 0 1 N N N 174.163 3.020 244.488 1.890 2.618 0.735 H11 8DP 42 8DP H12 H12 H 0 1 N N N 167.968 5.364 240.836 -8.218 -1.105 0.250 H12 8DP 43 8DP H13 H13 H 0 1 N N N 169.728 7.724 238.742 -6.539 0.672 2.247 H13 8DP 44 8DP H14 H14 H 0 1 N N N 172.924 2.162 239.706 -2.240 0.457 1.802 H14 8DP 45 8DP H15 H15 H 0 1 N N N 171.642 0.990 248.479 6.895 3.419 0.986 H15 8DP 46 8DP H16 H16 H 0 1 N N N 173.165 0.394 249.221 7.141 2.891 -0.696 H16 8DP 47 8DP H17 H17 H 0 1 N N N 172.909 2.157 248.989 6.107 4.297 -0.346 H17 8DP 48 8DP H18 H18 H 0 1 N N N 173.709 -1.031 247.363 6.367 0.671 -0.285 H18 8DP 49 8DP H19 H19 H 0 1 N N N 176.803 -3.603 241.707 2.340 -5.028 -0.237 H19 8DP 50 # 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 8DP O2 P1 DOUB N N 1 8DP O5 C2 SING N N 2 8DP O4 P1 SING N N 3 8DP O4 C1 SING N N 4 8DP O3 P1 SING N N 5 8DP P1 O1 SING N N 6 8DP O9 C16 DOUB N N 7 8DP C2 C1 SING N N 8 8DP C2 C3 SING N N 9 8DP O7 C4 DOUB N N 10 8DP C16 N4 SING N N 11 8DP C16 N5 SING N N 12 8DP C4 C3 SING N N 13 8DP C4 C5 SING N N 14 8DP C3 O6 SING N N 15 8DP N4 C13 SING N N 16 8DP N5 C15 SING N N 17 8DP C5 N1 SING N N 18 8DP C13 N1 DOUB Y N 19 8DP C13 C14 SING Y N 20 8DP C15 C14 SING N N 21 8DP C15 O8 DOUB N N 22 8DP N1 C6 SING Y N 23 8DP C14 N3 DOUB Y N 24 8DP C6 C7 DOUB Y N 25 8DP C6 C12 SING Y N 26 8DP N3 C12 SING Y N 27 8DP C7 C8 SING Y N 28 8DP C12 C11 DOUB Y N 29 8DP C8 N2 SING N N 30 8DP C8 C9 DOUB Y N 31 8DP C11 C9 SING Y N 32 8DP C9 C10 SING N N 33 8DP C5 H1 SING N N 34 8DP C5 H2 SING N N 35 8DP C2 H3 SING N N 36 8DP N2 H4 SING N N 37 8DP N2 H5 SING N N 38 8DP O6 H6 SING N N 39 8DP N4 H7 SING N N 40 8DP C1 H8 SING N N 41 8DP C1 H9 SING N N 42 8DP C3 H10 SING N N 43 8DP C7 H11 SING N N 44 8DP O1 H12 SING N N 45 8DP O3 H13 SING N N 46 8DP O5 H14 SING N N 47 8DP C10 H15 SING N N 48 8DP C10 H16 SING N N 49 8DP C10 H17 SING N N 50 8DP C11 H18 SING N N 51 8DP N5 H19 SING N N 52 # 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 8DP InChI InChI 1.03 "InChI=1S/C16H18N5O9P/c1-6-2-8-9(3-7(6)17)21(14-12(18-8)15(25)20-16(26)19-14)4-10(22)13(24)11(23)5-30-31(27,28)29/h2-3,11,13,23-24H,4-5H2,1H3,(H5,17,19,20,25,26,27,28,29)/p+1/t11-,13+/m0/s1" 8DP InChIKey InChI 1.03 SDTLZDHOYFRAPQ-WCQYABFASA-O 8DP SMILES_CANONICAL CACTVS 3.385 "Cc1cc2nc3C(=O)NC(=O)Nc3[n+](CC(=O)[C@@H](O)[C@@H](O)CO[P](O)(O)=O)c2cc1N" 8DP SMILES CACTVS 3.385 "Cc1cc2nc3C(=O)NC(=O)Nc3[n+](CC(=O)[CH](O)[CH](O)CO[P](O)(O)=O)c2cc1N" 8DP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cc2c(cc1N)[n+](c3c(n2)C(=O)NC(=O)N3)CC(=O)[C@H]([C@H](COP(=O)(O)O)O)O" 8DP SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cc2c(cc1N)[n+](c3c(n2)C(=O)NC(=O)N3)CC(=O)C(C(COP(=O)(O)O)O)O" # 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 8DP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(2~{S},3~{S})-5-[8-azanyl-7-methyl-2,4-bis(oxidanylidene)-1~{H}-benzo[g]pteridin-10-ium-10-yl]-2,3-bis(oxidanyl)-4-oxidanylidene-pentyl] 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 8DP "Create component" 2016-12-06 EBI 8DP "Initial release" 2017-12-20 RCSB #