data_RFL # _chem_comp.id RFL _chem_comp.name 8-DEMETHYL-8-DIMETHYLAMINO-FLAVIN-ADENINE-DINUCLEOTIDE _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H36 N10 O15 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-10-25 _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 814.591 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RFL _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 1D7L _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 RFL PA PA P 0 1 N N S 23.036 97.066 59.275 1.527 -0.673 3.479 PA RFL 1 RFL OA1 OA1 O 0 1 N N N 22.184 97.719 58.251 3.021 -1.192 3.177 OA1 RFL 2 RFL OA2 OA2 O 0 1 N N N 24.457 96.757 58.959 0.627 -1.835 3.651 OA2 RFL 3 RFL "O5'" "O5'" O 0 1 N N N 23.015 97.985 60.580 1.527 0.208 4.826 "O5'" RFL 4 RFL "C5'" "C5'" C 0 1 N N N 23.867 97.761 61.720 1.990 -0.641 5.877 "C5'" RFL 5 RFL "C4'" "C4'" C 0 1 N N R 24.264 99.069 62.467 2.014 0.139 7.192 "C4'" RFL 6 RFL "O4'" "O4'" O 0 1 N N N 25.249 98.736 63.469 0.685 0.571 7.528 "O4'" RFL 7 RFL "C1'" "C1'" C 0 1 N N R 26.217 99.768 63.509 0.583 0.538 8.968 "C1'" RFL 8 RFL N9 N9 N 0 1 Y N N 27.468 99.331 64.187 -0.819 0.465 9.384 N9 RFL 9 RFL C4 C4 C 0 1 Y N N 27.819 99.610 65.492 -1.343 0.943 10.559 C4 RFL 10 RFL N3 N3 N 0 1 Y N N 27.171 100.409 66.359 -0.850 1.578 11.617 N3 RFL 11 RFL C2 C2 C 0 1 Y N N 27.790 100.420 67.519 -1.633 1.922 12.618 C2 RFL 12 RFL N1 N1 N 0 1 Y N N 28.885 99.780 67.886 -2.928 1.666 12.625 N1 RFL 13 RFL C6 C6 C 0 1 Y N N 29.511 98.990 67.005 -3.512 1.039 11.608 C6 RFL 14 RFL N6 N6 N 0 1 N N N 30.553 98.243 67.357 -4.870 0.775 11.625 N6 RFL 15 RFL C5 C5 C 0 1 Y N N 28.957 98.901 65.738 -2.717 0.652 10.516 C5 RFL 16 RFL N7 N7 N 0 1 Y N N 29.349 98.190 64.626 -2.955 0.016 9.343 N7 RFL 17 RFL C8 C8 C 0 1 Y N N 28.444 98.473 63.743 -1.842 -0.093 8.677 C8 RFL 18 RFL "C2'" "C2'" C 0 1 N N R 26.368 100.156 62.060 1.338 -0.758 9.355 "C2'" RFL 19 RFL "O2'" "O2'" O 0 1 N N N 27.002 101.423 61.919 1.833 -0.681 10.693 "O2'" RFL 20 RFL "C3'" "C3'" C 0 1 N N S 24.949 100.084 61.539 2.506 -0.770 8.334 "C3'" RFL 21 RFL "O3'" "O3'" O 0 1 N N N 24.292 101.361 61.542 3.695 -0.243 8.927 "O3'" RFL 22 RFL OA3 OA3 O 0 1 N N N 22.383 95.688 59.859 1.012 0.226 2.248 OA3 RFL 23 RFL PF PF P 0 1 N N S 20.893 95.261 60.147 1.038 -0.713 0.941 PF RFL 24 RFL OF1 OF1 O 0 1 N N N 20.203 96.328 60.883 0.067 -1.977 1.170 OF1 RFL 25 RFL OF2 OF2 O 0 1 N N N 20.913 93.885 60.688 2.419 -1.189 0.703 OF2 RFL 26 RFL O5R O5R O 0 1 N N N 20.259 95.187 58.683 0.532 0.127 -0.334 O5R RFL 27 RFL C5R C5R C 0 1 N N N 20.751 94.328 57.700 0.577 -0.757 -1.456 C5R RFL 28 RFL C4R C4R C 0 1 N N R 20.478 94.861 56.291 0.106 -0.016 -2.709 C4R RFL 29 RFL O4R O4R O 0 1 N N N 21.192 96.114 56.140 0.961 1.103 -2.950 O4R RFL 30 RFL C3R C3R C 0 1 N N S 20.886 93.855 55.152 0.155 -0.963 -3.910 C3R RFL 31 RFL O3R O3R O 0 1 N N N 20.572 92.498 55.498 -0.699 -2.082 -3.669 O3R RFL 32 RFL C2R C2R C 0 1 N N S 20.180 94.168 53.831 -0.315 -0.222 -5.163 C2R RFL 33 RFL O2R O2R O 0 1 N N N 20.372 95.524 53.399 0.539 0.897 -5.404 O2R RFL 34 RFL C1R C1R C 0 1 N N N 20.507 93.142 52.687 -0.267 -1.169 -6.364 C1R RFL 35 RFL N10 N10 N 0 1 N N N 19.973 93.453 51.343 -0.718 -0.459 -7.563 N10 RFL 36 RFL C10 C10 C 0 1 N N N 18.564 93.126 50.989 -2.035 -0.453 -7.917 C10 RFL 37 RFL N1F N1F N 0 1 N N N 17.736 92.540 51.882 -2.959 -1.079 -7.207 N1F RFL 38 RFL C2F C2F C 0 1 N N N 16.428 92.323 51.572 -4.240 -1.064 -7.565 C2F RFL 39 RFL O2F O2F O 0 1 N N N 15.682 91.703 52.321 -5.038 -1.661 -6.864 O2F RFL 40 RFL N3F N3F N 0 1 N N N 15.987 92.752 50.336 -4.708 -0.432 -8.651 N3F RFL 41 RFL C4F C4F C 0 1 N N N 16.768 93.374 49.346 -3.881 0.251 -9.476 C4F RFL 42 RFL O4F O4F O 0 1 N N N 16.182 93.809 48.339 -4.303 0.825 -10.462 O4F RFL 43 RFL C4A C4A C 0 1 N N N 18.172 93.542 49.708 -2.445 0.271 -9.129 C4A RFL 44 RFL N5F N5F N 0 1 N N N 19.026 94.044 48.711 -1.559 0.903 -9.859 N5F RFL 45 RFL C9A C9A C 0 1 Y N N 20.857 94.096 50.388 0.180 0.218 -8.362 C9A RFL 46 RFL C5A C5A C 0 1 Y N N 20.338 94.267 49.085 -0.267 0.902 -9.519 C5A RFL 47 RFL C9F C9F C 0 1 Y N N 22.186 94.514 50.614 1.527 0.234 -8.033 C9F RFL 48 RFL C8F C8F C 0 1 Y N N 23.085 95.071 49.696 2.426 0.917 -8.838 C8F RFL 49 RFL N8M N8M N 0 1 N N N 24.267 95.553 50.252 3.774 0.933 -8.508 N8M RFL 50 RFL CM1 CM1 C 0 1 N N N 25.064 96.671 49.774 3.876 1.551 -7.179 CM1 RFL 51 RFL CM2 CM2 C 0 1 N N N 24.856 95.032 51.494 4.187 -0.468 -8.355 CM2 RFL 52 RFL C6F C6F C 0 1 Y N N 21.235 94.809 48.119 0.668 1.590 -10.322 C6F RFL 53 RFL C7F C7F C 0 1 Y N N 22.543 95.194 48.323 1.982 1.597 -9.980 C7F RFL 54 RFL C7M C7M C 0 1 N N N 23.355 95.405 46.997 2.974 2.335 -10.842 C7M RFL 55 RFL HOA1 HOA1 H 0 0 N N N 21.276 97.916 58.452 3.574 -0.405 3.073 HOA1 RFL 56 RFL "H5'1" "1H5'" H 0 0 N N N 23.401 97.031 62.422 1.322 -1.496 5.974 "H5'1" RFL 57 RFL "H5'2" "2H5'" H 0 0 N N N 24.774 97.183 61.426 2.996 -0.991 5.644 "H5'2" RFL 58 RFL "HC4'" "HC4'" H 0 0 N N N 23.328 99.508 62.884 2.672 1.003 7.098 "HC4'" RFL 59 RFL "HC1'" "HC1'" H 0 0 N N N 25.921 100.649 64.124 1.068 1.410 9.407 "HC1'" RFL 60 RFL HC21 1HC2 H 0 0 N N N 27.325 101.054 68.292 -1.200 2.434 13.464 HC21 RFL 61 RFL HN61 1HN6 H 0 0 N N N 31.030 97.641 66.685 -5.408 1.047 12.385 HN61 RFL 62 RFL HN62 2HN6 H 0 0 N N N 30.271 97.666 68.150 -5.284 0.317 10.877 HN62 RFL 63 RFL HC81 1HC8 H 0 0 N N N 28.498 98.035 62.732 -1.743 -0.559 7.708 HC81 RFL 64 RFL "HC2'" "HC2'" H 0 0 N N N 27.041 99.490 61.471 0.700 -1.632 9.228 "HC2'" RFL 65 RFL "HO2'" "HO2'" H 0 0 N N N 27.097 101.667 61.005 2.290 -1.514 10.871 "HO2'" RFL 66 RFL "HC3'" "HC3'" H 0 0 N N N 24.910 99.773 60.468 2.681 -1.782 7.966 "HC3'" RFL 67 RFL "HO3'" "HO3'" H 0 0 N N N 24.715 101.988 60.968 3.917 -0.821 9.669 "HO3'" RFL 68 RFL HOF1 HOF1 H 0 0 N N N 19.305 96.070 61.056 -0.820 -1.624 1.322 HOF1 RFL 69 RFL H5R1 1H5R H 0 0 N N N 21.835 94.116 57.851 -0.074 -1.610 -1.272 H5R1 RFL 70 RFL H5R2 2H5R H 0 0 N N N 20.352 93.294 57.827 1.599 -1.105 -1.603 H5R2 RFL 71 RFL HC4R HC4R H 0 0 N N N 19.378 95.006 56.181 -0.915 0.332 -2.562 HC4R RFL 72 RFL HO4R HO4R H 0 0 N N N 21.022 96.444 55.265 1.854 0.751 -3.074 HO4R RFL 73 RFL HC3R HC3R H 0 0 N N N 21.988 93.974 55.032 1.177 -1.311 -4.056 HC3R RFL 74 RFL HO3R HO3R H 0 0 N N N 20.818 91.890 54.810 -1.592 -1.730 -3.545 HO3R RFL 75 RFL HC2R HC2R H 0 0 N N N 19.094 94.050 54.055 -1.337 0.126 -5.016 HC2R RFL 76 RFL HO2R HO2R H 0 0 N N N 19.933 95.718 52.578 1.431 0.545 -5.528 HO2R RFL 77 RFL H1R1 1H1R H 0 0 N N N 21.609 92.989 52.625 -0.919 -2.022 -6.180 H1R1 RFL 78 RFL H1R2 2H1R H 0 0 N N N 20.176 92.122 52.993 0.755 -1.517 -6.510 H1R2 RFL 79 RFL HN3F HN3F H 0 0 N N N 14.998 92.595 50.137 -5.657 -0.465 -8.849 HN3F RFL 80 RFL HC9F HC9F H 0 0 N N N 22.571 94.389 51.639 1.876 -0.284 -7.152 HC9F RFL 81 RFL HM11 1HM1 H 0 0 N N N 26.010 97.057 50.219 4.922 1.585 -6.874 HM11 RFL 82 RFL HM12 2HM1 H 0 0 N N N 25.291 96.453 48.704 3.474 2.563 -7.218 HM12 RFL 83 RFL HM13 3HM1 H 0 0 N N N 24.371 97.542 49.717 3.307 0.961 -6.460 HM13 RFL 84 RFL HM21 1HM2 H 0 0 N N N 25.802 95.418 51.939 4.128 -0.972 -9.320 HM21 RFL 85 RFL HM22 2HM2 H 0 0 N N N 24.070 95.096 52.283 5.212 -0.506 -7.987 HM22 RFL 86 RFL HM23 3HM2 H 0 0 N N N 24.978 93.931 51.363 3.527 -0.965 -7.644 HM23 RFL 87 RFL HC6F HC6F H 0 0 N N N 20.872 94.947 47.086 0.337 2.113 -11.207 HC6F RFL 88 RFL H7M1 1H7M H 0 0 N N N 22.947 95.497 45.963 3.063 3.364 -10.494 H7M1 RFL 89 RFL H7M2 2H7M H 0 0 N N N 23.981 96.312 47.162 3.945 1.844 -10.779 H7M2 RFL 90 RFL H7M3 3H7M H 0 0 N N N 24.101 94.577 46.959 2.630 2.330 -11.876 H7M3 RFL 91 # 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 RFL PA OA1 SING N N 1 RFL PA OA2 DOUB N N 2 RFL PA "O5'" SING N N 3 RFL PA OA3 SING N N 4 RFL OA1 HOA1 SING N N 5 RFL "O5'" "C5'" SING N N 6 RFL "C5'" "C4'" SING N N 7 RFL "C5'" "H5'1" SING N N 8 RFL "C5'" "H5'2" SING N N 9 RFL "C4'" "O4'" SING N N 10 RFL "C4'" "C3'" SING N N 11 RFL "C4'" "HC4'" SING N N 12 RFL "O4'" "C1'" SING N N 13 RFL "C1'" N9 SING N N 14 RFL "C1'" "C2'" SING N N 15 RFL "C1'" "HC1'" SING N N 16 RFL N9 C4 SING Y N 17 RFL N9 C8 SING Y N 18 RFL C4 N3 SING Y N 19 RFL C4 C5 DOUB Y N 20 RFL N3 C2 DOUB Y N 21 RFL C2 N1 SING Y N 22 RFL C2 HC21 SING N N 23 RFL N1 C6 DOUB Y N 24 RFL C6 N6 SING N N 25 RFL C6 C5 SING Y N 26 RFL N6 HN61 SING N N 27 RFL N6 HN62 SING N N 28 RFL C5 N7 SING Y N 29 RFL N7 C8 DOUB Y N 30 RFL C8 HC81 SING N N 31 RFL "C2'" "O2'" SING N N 32 RFL "C2'" "C3'" SING N N 33 RFL "C2'" "HC2'" SING N N 34 RFL "O2'" "HO2'" SING N N 35 RFL "C3'" "O3'" SING N N 36 RFL "C3'" "HC3'" SING N N 37 RFL "O3'" "HO3'" SING N N 38 RFL OA3 PF SING N N 39 RFL PF OF1 SING N N 40 RFL PF OF2 DOUB N N 41 RFL PF O5R SING N N 42 RFL OF1 HOF1 SING N N 43 RFL O5R C5R SING N N 44 RFL C5R C4R SING N N 45 RFL C5R H5R1 SING N N 46 RFL C5R H5R2 SING N N 47 RFL C4R O4R SING N N 48 RFL C4R C3R SING N N 49 RFL C4R HC4R SING N N 50 RFL O4R HO4R SING N N 51 RFL C3R O3R SING N N 52 RFL C3R C2R SING N N 53 RFL C3R HC3R SING N N 54 RFL O3R HO3R SING N N 55 RFL C2R O2R SING N N 56 RFL C2R C1R SING N N 57 RFL C2R HC2R SING N N 58 RFL O2R HO2R SING N N 59 RFL C1R N10 SING N N 60 RFL C1R H1R1 SING N N 61 RFL C1R H1R2 SING N N 62 RFL N10 C10 SING N N 63 RFL N10 C9A SING N N 64 RFL C10 N1F DOUB N N 65 RFL C10 C4A SING N N 66 RFL N1F C2F SING N N 67 RFL C2F O2F DOUB N N 68 RFL C2F N3F SING N N 69 RFL N3F C4F SING N N 70 RFL N3F HN3F SING N N 71 RFL C4F O4F DOUB N N 72 RFL C4F C4A SING N N 73 RFL C4A N5F DOUB N N 74 RFL N5F C5A SING N N 75 RFL C9A C5A DOUB Y N 76 RFL C9A C9F SING Y N 77 RFL C5A C6F SING Y N 78 RFL C9F C8F DOUB Y N 79 RFL C9F HC9F SING N N 80 RFL C8F N8M SING N N 81 RFL C8F C7F SING Y N 82 RFL N8M CM1 SING N N 83 RFL N8M CM2 SING N N 84 RFL CM1 HM11 SING N N 85 RFL CM1 HM12 SING N N 86 RFL CM1 HM13 SING N N 87 RFL CM2 HM21 SING N N 88 RFL CM2 HM22 SING N N 89 RFL CM2 HM23 SING N N 90 RFL C6F C7F DOUB Y N 91 RFL C6F HC6F SING N N 92 RFL C7F C7M SING N N 93 RFL C7M H7M1 SING N N 94 RFL C7M H7M2 SING N N 95 RFL C7M H7M3 SING N N 96 # 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 RFL SMILES ACDLabs 10.04 "O=C2C3=Nc1cc(c(N(C)C)cc1N(C3=NC(=O)N2)CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC6OC(n5cnc4c(ncnc45)N)C(O)C6O)C" RFL SMILES_CANONICAL CACTVS 3.341 "CN(C)c1cc2N(C[C@H](O)[C@H](O)[C@H](O)CO[P@@](O)(=O)O[P@](O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n4cnc5c(N)ncnc45)C6=NC(=O)NC(=O)C6=Nc2cc1C" RFL SMILES CACTVS 3.341 "CN(C)c1cc2N(C[CH](O)[CH](O)[CH](O)CO[P](O)(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O)[CH]3O)n4cnc5c(N)ncnc45)C6=NC(=O)NC(=O)C6=Nc2cc1C" RFL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1cc2c(cc1N(C)C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](CO[P@](=O)(O)O[P@@](=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)n5cnc6c5ncnc6N)O)O)O)O)O" RFL SMILES "OpenEye OEToolkits" 1.5.0 "Cc1cc2c(cc1N(C)C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O)O)O)O" RFL InChI InChI 1.03 ;InChI=1S/C28H36N10O15P2/c1-11-4-12-14(5-13(11)36(2)3)37(25-19(33-12)26(44)35-28(45)34-25)6-15(39)20(41)16(40)7-50-54(46,47)53-55(48,49)51-8-17-21(42)22(43)27(52-17)38-10-32-18-23(29)30-9-31-24(18)38/h4-5,9-10,15-17,20-22,27,39-43H,6-8H2,1-3H3,(H,46,47)(H,48,49)(H2,29,30,31)(H,35,44,45)/t15-,16+,17+,20-,21+,22+,27+/m0/s1 ; RFL InChIKey InChI 1.03 UXOZEHHQWXVTPI-MZWSMYJRSA-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 RFL "SYSTEMATIC NAME" ACDLabs 10.04 "[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4S)-5-[8-(dimethylamino)-7-methyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl]-2,3,4-trihydroxypentyl dihydrogen diphosphate (non-preferred name)" RFL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [[(2R,3S,4S)-5-(8-dimethylamino-7-methyl-2,4-dioxo-benzo[g]pteridin-10-yl)-2,3,4-trihydroxy-pentoxy]-hydroxy-phosphoryl] 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 RFL "Create component" 1999-10-25 RCSB RFL "Modify descriptor" 2011-06-04 RCSB #