data_F2R # _chem_comp.id F2R _chem_comp.name ADP-ribosyl-L-arginine _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H35 N9 O15 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-08-28 _chem_comp.pdbx_modified_date 2018-11-23 _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 715.501 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F2R _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 6HH4 _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 F2R N1 N1 N 0 1 N N N -9.681 1.251 11.219 -5.459 1.657 -3.887 N1 F2R 1 F2R C1 C1 C 0 1 N N N -8.930 0.163 11.008 -5.479 1.779 -2.589 C1 F2R 2 F2R N2 N2 N 0 1 N N N -7.635 0.272 10.736 -6.183 0.879 -1.825 N2 F2R 3 F2R C2 C2 C 0 1 N N N -7.019 1.554 10.370 -6.911 -0.218 -2.469 C2 F2R 4 F2R C3 C3 C 0 1 N N N -5.787 1.791 11.196 -7.604 -1.067 -1.401 C3 F2R 5 F2R C4 C4 C 0 1 N N N -6.112 1.929 12.678 -8.364 -2.212 -2.073 C4 F2R 6 F2R C5 C5 C 0 1 N N S -5.041 2.678 13.478 -9.056 -3.061 -1.005 C5 F2R 7 F2R N3 N3 N 0 1 N N N -3.936 1.744 13.829 -8.043 -3.709 -0.162 N3 F2R 8 F2R C6 C6 C 0 1 N N N -5.669 3.295 14.736 -9.904 -4.114 -1.672 C6 F2R 9 F2R O1 O1 O 0 1 N N N -6.407 4.293 14.556 -9.493 -5.246 -1.771 O1 F2R 10 F2R O2 O2 O 0 1 N N N -5.451 2.737 15.850 -11.114 -3.794 -2.155 O2 F2R 11 F2R N4 N4 N 0 1 N N N -9.522 -1.051 11.045 -4.796 2.807 -1.985 N4 F2R 12 F2R C7 C7 C 0 1 N N S -10.813 -1.315 11.655 -4.913 3.015 -0.540 C7 F2R 13 F2R O3 O3 O 0 1 N N N -11.788 -0.486 11.067 -3.848 2.338 0.137 O3 F2R 14 F2R C8 C8 C 0 1 N N R -12.350 -1.129 9.898 -3.028 3.288 0.836 C8 F2R 15 F2R C9 C9 C 0 1 N N N -13.850 -0.923 9.871 -2.546 2.700 2.163 C9 F2R 16 F2R O4 O4 O 0 1 N N N -14.125 0.460 9.921 -1.607 1.653 1.907 O4 F2R 17 F2R P1 P1 P 0 1 N N N -15.658 0.922 10.161 -0.894 0.809 3.079 P1 F2R 18 F2R O5 O5 O 0 1 N N N -16.043 0.548 11.566 -2.002 -0.043 3.878 O5 F2R 19 F2R O6 O6 O 0 1 N N N -16.491 0.555 9.000 -0.217 1.737 4.012 O6 F2R 20 F2R O7 O7 O 0 1 N N N -15.321 2.461 10.178 0.191 -0.191 2.435 O7 F2R 21 F2R P2 P2 P 0 1 N N N -15.958 3.809 9.570 1.415 -1.049 3.034 P2 F2R 22 F2R O8 O8 O 0 1 N N N -15.138 4.835 10.277 0.846 -2.396 3.709 O8 F2R 23 F2R O9 O9 O 0 1 N N N -17.452 3.814 9.580 2.126 -0.248 4.055 O9 F2R 24 F2R O10 O10 O 0 1 N N N -15.507 3.670 8.046 2.433 -1.433 1.847 O10 F2R 25 F2R C10 C10 C 0 1 N N N -14.109 3.388 7.688 3.674 -2.104 2.073 C10 F2R 26 F2R C11 C11 C 0 1 N N R -13.644 4.379 6.654 4.391 -2.313 0.738 C11 F2R 27 F2R O11 O11 O 0 1 N N N -14.343 4.128 5.414 4.852 -1.050 0.211 O11 F2R 28 F2R C12 C12 C 0 1 N N R -14.530 5.341 4.710 5.897 -1.387 -0.727 C12 F2R 29 F2R N5 N5 N 0 1 Y N N -15.954 5.570 4.470 6.765 -0.230 -0.960 N5 F2R 30 F2R C13 C13 C 0 1 Y N N -17.004 4.836 4.963 6.945 0.826 -0.118 C13 F2R 31 F2R N6 N6 N 0 1 Y N N -18.172 5.259 4.553 7.785 1.673 -0.639 N6 F2R 32 F2R C14 C14 C 0 1 Y N N -17.876 6.340 3.736 8.196 1.215 -1.846 C14 F2R 33 F2R C15 C15 C 0 1 Y N N -18.698 7.225 3.017 9.073 1.689 -2.836 C15 F2R 34 F2R N7 N7 N 0 1 N N N -20.029 7.136 2.983 9.741 2.890 -2.675 N7 F2R 35 F2R N8 N8 N 0 1 Y N N -18.077 8.202 2.307 9.245 0.957 -3.932 N8 F2R 36 F2R C16 C16 C 0 1 Y N N -16.735 8.272 2.327 8.613 -0.191 -4.095 C16 F2R 37 F2R N9 N9 N 0 1 Y N N -15.866 7.509 2.980 7.783 -0.674 -3.194 N9 F2R 38 F2R C17 C17 C 0 1 Y N N -16.509 6.547 3.678 7.551 -0.014 -2.064 C17 F2R 39 F2R C18 C18 C 0 1 N N R -13.834 6.428 5.520 6.688 -2.524 -0.044 C18 F2R 40 F2R O12 O12 O 0 1 N N N -12.522 6.507 5.001 7.108 -3.491 -1.009 O12 F2R 41 F2R C19 C19 C 0 1 N N S -13.913 5.856 6.937 5.675 -3.148 0.941 C19 F2R 42 F2R O13 O13 O 0 1 N N N -12.963 6.393 7.845 5.438 -4.519 0.615 O13 F2R 43 F2R C20 C20 C 0 1 N N S -11.898 -2.584 9.969 -3.949 4.507 1.091 C20 F2R 44 F2R O14 O14 O 0 1 N N N -10.968 -2.754 8.931 -3.188 5.709 1.224 O14 F2R 45 F2R C21 C21 C 0 1 N N R -11.275 -2.713 11.371 -4.793 4.520 -0.215 C21 F2R 46 F2R O15 O15 O 0 1 N N N -10.222 -3.677 11.500 -4.103 5.210 -1.259 O15 F2R 47 F2R H1 H1 H 0 1 N N N -10.639 1.018 11.387 -5.024 2.332 -4.431 H1 F2R 48 F2R H3 H3 H 0 1 N N N -7.061 -0.545 10.782 -6.198 0.969 -0.859 H3 F2R 49 F2R H4 H4 H 0 1 N N N -6.744 1.534 9.305 -7.658 0.192 -3.148 H4 F2R 50 F2R H5 H5 H 0 1 N N N -7.738 2.367 10.548 -6.212 -0.838 -3.029 H5 F2R 51 F2R H6 H6 H 0 1 N N N -5.100 0.943 11.060 -6.856 -1.476 -0.721 H6 F2R 52 F2R H7 H7 H 0 1 N N N -5.301 2.716 10.851 -8.303 -0.446 -0.840 H7 F2R 53 F2R H8 H8 H 0 1 N N N -7.062 2.474 12.775 -9.111 -1.802 -2.753 H8 F2R 54 F2R H9 H9 H 0 1 N N N -6.222 0.921 13.104 -7.664 -2.832 -2.633 H9 F2R 55 F2R H10 H10 H 0 1 N N N -4.641 3.490 12.853 -9.689 -2.423 -0.387 H10 F2R 56 F2R H11 H11 H 0 1 N N N -3.238 2.234 14.351 -7.444 -4.306 -0.712 H11 F2R 57 F2R H12 H12 H 0 1 N N N -4.298 0.992 14.380 -7.503 -3.024 0.346 H12 F2R 58 F2R H14 H14 H 0 1 N N N -5.933 3.191 16.532 -11.621 -4.503 -2.574 H14 F2R 59 F2R H15 H15 H 0 1 N N N -9.039 -1.819 10.624 -4.237 3.396 -2.516 H15 F2R 60 F2R H16 H16 H 0 1 N N N -10.763 -1.155 12.742 -5.873 2.637 -0.189 H16 F2R 61 F2R H17 H17 H 0 1 N N N -11.920 -0.677 8.992 -2.178 3.579 0.219 H17 F2R 62 F2R H18 H18 H 0 1 N N N -14.264 -1.348 8.945 -2.066 3.481 2.754 H18 F2R 63 F2R H19 H19 H 0 1 N N N -14.306 -1.421 10.739 -3.397 2.299 2.713 H19 F2R 64 F2R H20 H20 H 0 1 N N N -16.863 0.068 11.553 -2.486 -0.673 3.327 H20 F2R 65 F2R H21 H21 H 0 1 N N N -15.712 5.456 10.710 0.367 -2.971 3.096 H21 F2R 66 F2R H22 H22 H 0 1 N N N -14.034 2.370 7.279 4.299 -1.501 2.731 H22 F2R 67 F2R H23 H23 H 0 1 N N N -13.477 3.471 8.585 3.484 -3.072 2.538 H23 F2R 68 F2R H24 H24 H 0 1 N N N -12.563 4.246 6.500 3.728 -2.804 0.024 H24 F2R 69 F2R H25 H25 H 0 1 N N N -14.021 5.273 3.737 5.466 -1.735 -1.666 H25 F2R 70 F2R H26 H26 H 0 1 N N N -16.878 3.992 5.625 6.462 0.943 0.841 H26 F2R 71 F2R H27 H27 H 0 1 N N N -20.397 7.857 2.395 9.606 3.415 -1.870 H27 F2R 72 F2R H28 H28 H 0 1 N N N -20.294 6.243 2.620 10.343 3.207 -3.366 H28 F2R 73 F2R H29 H29 H 0 1 N N N -16.302 9.060 1.728 8.782 -0.754 -5.001 H29 F2R 74 F2R H30 H30 H 0 1 N N N -14.378 7.382 5.450 7.547 -2.123 0.494 H30 F2R 75 F2R H31 H31 H 0 1 N N N -12.035 7.174 5.470 7.610 -4.228 -0.634 H31 F2R 76 F2R H32 H32 H 0 1 N N N -14.937 5.974 7.322 6.032 -3.055 1.967 H32 F2R 77 F2R H33 H33 H 0 1 N N N -13.076 5.990 8.698 6.211 -5.089 0.725 H33 F2R 78 F2R H34 H34 H 0 1 N N N -12.761 -3.260 9.872 -4.582 4.346 1.964 H34 F2R 79 F2R H35 H35 H 0 1 N N N -10.653 -3.650 8.931 -3.724 6.498 1.385 H35 F2R 80 F2R H36 H36 H 0 1 N N N -12.081 -2.961 12.077 -5.772 4.964 -0.040 H36 F2R 81 F2R H37 H37 H 0 1 N N N -9.905 -3.682 12.395 -4.588 5.245 -2.095 H37 F2R 82 # 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 F2R N8 C16 DOUB Y N 1 F2R N8 C15 SING Y N 2 F2R C16 N9 SING Y N 3 F2R N9 C17 DOUB Y N 4 F2R N7 C15 SING N N 5 F2R C15 C14 DOUB Y N 6 F2R C17 C14 SING Y N 7 F2R C17 N5 SING Y N 8 F2R C14 N6 SING Y N 9 F2R N5 C12 SING N N 10 F2R N5 C13 SING Y N 11 F2R N6 C13 DOUB Y N 12 F2R C12 O11 SING N N 13 F2R C12 C18 SING N N 14 F2R O12 C18 SING N N 15 F2R O11 C11 SING N N 16 F2R C18 C19 SING N N 17 F2R C11 C19 SING N N 18 F2R C11 C10 SING N N 19 F2R C19 O13 SING N N 20 F2R C10 O10 SING N N 21 F2R O10 P2 SING N N 22 F2R O14 C20 SING N N 23 F2R O6 P1 DOUB N N 24 F2R P2 O9 DOUB N N 25 F2R P2 O7 SING N N 26 F2R P2 O8 SING N N 27 F2R C9 C8 SING N N 28 F2R C9 O4 SING N N 29 F2R C8 C20 SING N N 30 F2R C8 O3 SING N N 31 F2R O4 P1 SING N N 32 F2R C20 C21 SING N N 33 F2R P1 O7 SING N N 34 F2R P1 O5 SING N N 35 F2R C2 N2 SING N N 36 F2R C2 C3 SING N N 37 F2R N2 C1 SING N N 38 F2R C1 N4 SING N N 39 F2R C1 N1 DOUB N N 40 F2R N4 C7 SING N N 41 F2R O3 C7 SING N N 42 F2R C3 C4 SING N N 43 F2R C21 O15 SING N N 44 F2R C21 C7 SING N N 45 F2R C4 C5 SING N N 46 F2R C5 N3 SING N N 47 F2R C5 C6 SING N N 48 F2R O1 C6 DOUB N N 49 F2R C6 O2 SING N N 50 F2R N1 H1 SING N N 51 F2R N2 H3 SING N N 52 F2R C2 H4 SING N N 53 F2R C2 H5 SING N N 54 F2R C3 H6 SING N N 55 F2R C3 H7 SING N N 56 F2R C4 H8 SING N N 57 F2R C4 H9 SING N N 58 F2R C5 H10 SING N N 59 F2R N3 H11 SING N N 60 F2R N3 H12 SING N N 61 F2R O2 H14 SING N N 62 F2R N4 H15 SING N N 63 F2R C7 H16 SING N N 64 F2R C8 H17 SING N N 65 F2R C9 H18 SING N N 66 F2R C9 H19 SING N N 67 F2R O5 H20 SING N N 68 F2R O8 H21 SING N N 69 F2R C10 H22 SING N N 70 F2R C10 H23 SING N N 71 F2R C11 H24 SING N N 72 F2R C12 H25 SING N N 73 F2R C13 H26 SING N N 74 F2R N7 H27 SING N N 75 F2R N7 H28 SING N N 76 F2R C16 H29 SING N N 77 F2R C18 H30 SING N N 78 F2R O12 H31 SING N N 79 F2R C19 H32 SING N N 80 F2R O13 H33 SING N N 81 F2R C20 H34 SING N N 82 F2R O14 H35 SING N N 83 F2R C21 H36 SING N N 84 F2R O15 H37 SING N N 85 # 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 F2R InChI InChI 1.03 ;InChI=1S/C21H35N9O15P2/c22-8(20(35)36)2-1-3-25-21(24)29-18-14(33)12(31)9(43-18)4-41-46(37,38)45-47(39,40)42-5-10-13(32)15(34)19(44-10)30-7-28-11-16(23)26-6-27-17(11)30/h6-10,12-15,18-19,31-34H,1-5,22H2,(H,35,36)(H,37,38)(H,39,40)(H2,23,26,27)(H3,24,25,29)/t8-,9+,10+,12+,13+,14+,15+,18-,19+/m0/s1 ; F2R InChIKey InChI 1.03 IWVSYNGKNZFSSA-PTDVUUCPSA-N F2R SMILES_CANONICAL CACTVS 3.385 "N[C@@H](CCCNC(=N)N[C@H]1O[C@H](CO[P](O)(=O)O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4c(N)ncnc34)[C@@H](O)[C@H]1O)C(O)=O" F2R SMILES CACTVS 3.385 "N[CH](CCCNC(=N)N[CH]1O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4c(N)ncnc34)[CH](O)[CH]1O)C(O)=O" F2R SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "[H]/N=C(\NCCC[C@@H](C(=O)O)N)/N[C@@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)(O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)O)O" F2R SMILES "OpenEye OEToolkits" 2.0.6 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)NC(=N)NCCCC(C(=O)O)N)O)O)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 F2R "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 ;(2~{S})-5-[[~{N}-[(2~{S},3~{R},4~{S},5~{R})-5-[[[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]oxymethyl]-3,4-bis(oxidanyl)oxolan-2-yl]carbamimidoyl]amino]-2-azanyl-pentanoic acid ; # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site F2R "Create component" 2018-08-28 EBI F2R "Initial release" 2018-11-28 RCSB #