data_BGO # _chem_comp.id BGO _chem_comp.name "3'-O-(N-methylanthraniloyl)guanosine-5'-diphosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H22 N6 O12 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-08-16 _chem_comp.pdbx_modified_date 2011-12-09 _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 576.348 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BGO _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 3TAH _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 BGO "C'" "C'" C 0 1 N N N 21.458 -4.568 -70.692 -2.500 -2.640 -0.349 "C'" BGO 1 BGO N1 N1 N 0 1 N N N 18.769 -9.956 -64.442 -3.874 5.650 0.351 N1 BGO 2 BGO C2 C2 C 0 1 N N N 19.105 -9.894 -65.808 -4.156 4.415 0.854 C2 BGO 3 BGO N2 N2 N 0 1 N N N 18.823 -10.952 -66.580 -5.365 4.206 1.468 N2 BGO 4 BGO N3 N3 N 0 1 N N N 19.685 -8.780 -66.295 -3.303 3.419 0.769 N3 BGO 5 BGO C4 C4 C 0 1 Y N N 19.930 -7.740 -65.464 -2.112 3.576 0.179 C4 BGO 6 BGO C5 C5 C 0 1 Y N N 19.620 -7.755 -64.102 -1.764 4.821 -0.358 C5 BGO 7 BGO C6 C6 C 0 1 N N N 19.024 -8.893 -63.585 -2.691 5.885 -0.259 C6 BGO 8 BGO O6 O6 O 0 1 N N N 18.731 -8.986 -62.393 -2.429 6.986 -0.713 O6 BGO 9 BGO N7 N7 N 0 1 Y N N 20.000 -6.592 -63.567 -0.521 4.698 -0.886 N7 BGO 10 BGO C8 C8 C 0 1 Y N N 20.533 -5.850 -64.546 -0.097 3.481 -0.709 C8 BGO 11 BGO N9 N9 N 0 1 Y N N 20.471 -6.559 -65.684 -1.046 2.750 -0.055 N9 BGO 12 BGO PA PA P 0 1 N N N 22.930 -1.939 -65.105 4.313 -1.058 -0.418 PA BGO 13 BGO PB PB P 0 1 N N N 24.966 -1.003 -63.367 6.987 -0.164 0.496 PB BGO 14 BGO "C1'" "C1'" C 0 1 Y N N 21.623 -5.388 -71.983 -3.343 -3.570 0.421 "C1'" BGO 15 BGO "O1'" "O1'" O 0 1 N N N 20.840 -3.507 -70.654 -2.562 -2.626 -1.562 "O1'" BGO 16 BGO O1A O1A O 0 1 N N N 21.738 -1.724 -64.275 4.509 -0.417 -1.738 O1A BGO 17 BGO C1B C1B C 0 1 N N R 20.932 -6.267 -67.019 -0.944 1.340 0.326 C1B BGO 18 BGO O1B O1B O 0 1 N N N 25.490 -1.770 -62.227 7.835 -1.532 0.455 O1B BGO 19 BGO "C2'" "C2'" C 0 1 Y N N 20.859 -5.141 -73.142 -4.303 -4.360 -0.232 "C2'" BGO 20 BGO "N2'" "N2'" N 0 1 N N N 19.951 -4.171 -73.203 -4.462 -4.269 -1.608 "N2'" BGO 21 BGO "O2'" "O2'" O 0 1 N N N 19.569 -4.856 -68.334 -3.000 0.294 -0.512 "O2'" BGO 22 BGO O2A O2A O 0 1 N N N 23.255 -0.951 -66.163 4.464 -2.654 -0.568 O2A BGO 23 BGO C2B C2B C 0 1 N N R 20.834 -4.992 -67.660 -1.598 0.434 -0.748 C2B BGO 24 BGO O2B O2B O 0 1 N N N 24.083 0.090 -63.022 7.230 0.605 -0.745 O2B BGO 25 BGO "C3'" "C3'" C 0 1 Y N N 21.070 -5.946 -74.265 -5.092 -5.234 0.506 "C3'" BGO 26 BGO "O3'" "O3'" O 0 1 N N N 21.997 -5.069 -69.551 -1.664 -1.800 0.293 "O3'" BGO 27 BGO O3A O3A O 0 1 N N N 24.206 -2.172 -64.233 5.419 -0.509 0.615 O3A BGO 28 BGO C3B C3B C 0 1 N N S 21.876 -4.262 -68.359 -0.863 -0.911 -0.530 C3B BGO 29 BGO O3B O3B O 0 1 N N N 25.970 -0.653 -64.407 7.442 0.712 1.768 O3B BGO 30 BGO "C4'" "C4'" C 0 1 Y N N 22.007 -6.963 -74.257 -4.931 -5.323 1.873 "C4'" BGO 31 BGO "O4'" "O4'" O 0 1 N N N 22.405 -6.156 -66.837 0.436 0.914 0.332 "O4'" BGO 32 BGO C4B C4B C 0 1 N N R 22.971 -4.954 -67.543 0.433 -0.518 0.205 C4B BGO 33 BGO "C5'" "C5'" C 0 1 Y N N 22.765 -7.218 -73.117 -3.986 -4.544 2.522 "C5'" BGO 34 BGO "O5'" "O5'" O 0 1 N N N 22.636 -3.371 -65.728 2.842 -0.708 0.134 "O5'" BGO 35 BGO C5B C5B C 0 1 N N N 23.619 -4.117 -66.408 1.649 -0.971 -0.607 C5B BGO 36 BGO "C6'" "C6'" C 0 1 Y N N 22.563 -6.424 -71.983 -3.190 -3.676 1.807 "C6'" BGO 37 BGO "CM'" "CM'" C 0 1 N N N 19.343 -3.740 -74.478 -5.544 -5.001 -2.271 "CM'" BGO 38 BGO HN1 HN1 H 0 1 N N N 18.338 -10.783 -64.081 -4.527 6.363 0.427 HN1 BGO 39 BGO HN2 HN2 H 0 1 N N N 19.044 -10.932 -67.555 -6.005 4.932 1.539 HN2 BGO 40 BGO HN2A HN2A H 0 0 N N N 18.392 -11.761 -66.181 -5.580 3.333 1.831 HN2A BGO 41 BGO H8 H8 H 0 1 N N N 20.941 -4.856 -64.439 0.863 3.105 -1.032 H8 BGO 42 BGO H1B H1B H 0 1 N N N 20.353 -7.002 -67.597 -1.403 1.173 1.301 H1B BGO 43 BGO HO1B HO1B H 0 0 N N N 25.149 -1.408 -61.418 7.724 -2.087 1.239 HO1B BGO 44 BGO "HN2'" "HN2'" H 0 0 N N N 19.188 -4.485 -72.637 -3.856 -3.721 -2.131 "HN2'" BGO 45 BGO "HO2'" "HO2'" H 0 0 N N N 19.700 -4.422 -69.169 -3.490 1.126 -0.548 "HO2'" BGO 46 BGO HO2A HO2A H 0 0 N N N 22.602 -0.261 -66.164 4.347 -3.139 0.260 HO2A BGO 47 BGO H2B H2B H 0 1 N N N 21.006 -4.443 -66.723 -1.411 0.822 -1.750 H2B BGO 48 BGO "H3'" "H3'" H 0 1 N N N 20.489 -5.770 -75.158 -5.831 -5.844 0.009 "H3'" BGO 49 BGO H3B H3B H 0 1 N N N 21.818 -3.172 -68.495 -0.635 -1.381 -1.486 H3B BGO 50 BGO HO3B HO3B H 0 0 N N N 25.852 0.252 -64.670 8.378 0.956 1.762 HO3B BGO 51 BGO "H4'" "H4'" H 0 1 N N N 22.152 -7.564 -75.142 -5.547 -6.004 2.442 "H4'" BGO 52 BGO H4B H4B H 0 1 N N N 23.737 -5.173 -68.302 0.453 -0.978 1.193 H4B BGO 53 BGO "H5'" "H5'" H 0 1 N N N 23.495 -8.014 -73.108 -3.869 -4.621 3.592 "H5'" BGO 54 BGO H5B H5B H 0 1 N N N 24.115 -4.794 -65.697 1.574 -2.040 -0.808 H5B BGO 55 BGO H5BA H5BA H 0 0 N N N 24.358 -3.429 -66.843 1.679 -0.425 -1.550 H5BA BGO 56 BGO "H6'" "H6'" H 0 1 N N N 23.143 -6.614 -71.092 -2.452 -3.075 2.317 "H6'" BGO 57 BGO "HM'" "HM'" H 0 1 N N N 18.624 -2.930 -74.287 -5.424 -6.069 -2.089 "HM'" BGO 58 BGO "HM'A" "HM'A" H 0 0 N N N 20.130 -3.379 -75.156 -6.503 -4.670 -1.872 "HM'A" BGO 59 BGO "HM'B" "HM'B" H 0 0 N N N 18.822 -4.591 -74.941 -5.510 -4.808 -3.343 "HM'B" BGO 60 # 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 BGO "C'" "C1'" SING N N 1 BGO "C'" "O1'" DOUB N N 2 BGO "C'" "O3'" SING N N 3 BGO N1 C2 SING N N 4 BGO N1 C6 SING N N 5 BGO C2 N2 SING N N 6 BGO C2 N3 DOUB N N 7 BGO N3 C4 SING N N 8 BGO C4 C5 DOUB Y N 9 BGO C4 N9 SING Y N 10 BGO C5 C6 SING N N 11 BGO C5 N7 SING Y N 12 BGO C6 O6 DOUB N N 13 BGO N7 C8 DOUB Y N 14 BGO C8 N9 SING Y N 15 BGO N9 C1B SING N N 16 BGO PA O1A DOUB N N 17 BGO PA O2A SING N N 18 BGO PA O3A SING N N 19 BGO PA "O5'" SING N N 20 BGO PB O1B SING N N 21 BGO PB O2B DOUB N N 22 BGO PB O3A SING N N 23 BGO PB O3B SING N N 24 BGO "C1'" "C2'" DOUB Y N 25 BGO "C1'" "C6'" SING Y N 26 BGO C1B C2B SING N N 27 BGO C1B "O4'" SING N N 28 BGO "C2'" "N2'" SING N N 29 BGO "C2'" "C3'" SING Y N 30 BGO "N2'" "CM'" SING N N 31 BGO "O2'" C2B SING N N 32 BGO C2B C3B SING N N 33 BGO "C3'" "C4'" DOUB Y N 34 BGO "O3'" C3B SING N N 35 BGO C3B C4B SING N N 36 BGO "C4'" "C5'" SING Y N 37 BGO "O4'" C4B SING N N 38 BGO C4B C5B SING N N 39 BGO "C5'" "C6'" DOUB Y N 40 BGO "O5'" C5B SING N N 41 BGO N1 HN1 SING N N 42 BGO N2 HN2 SING N N 43 BGO N2 HN2A SING N N 44 BGO C8 H8 SING N N 45 BGO C1B H1B SING N N 46 BGO O1B HO1B SING N N 47 BGO "N2'" "HN2'" SING N N 48 BGO "O2'" "HO2'" SING N N 49 BGO O2A HO2A SING N N 50 BGO C2B H2B SING N N 51 BGO "C3'" "H3'" SING N N 52 BGO C3B H3B SING N N 53 BGO O3B HO3B SING N N 54 BGO "C4'" "H4'" SING N N 55 BGO C4B H4B SING N N 56 BGO "C5'" "H5'" SING N N 57 BGO C5B H5B SING N N 58 BGO C5B H5BA SING N N 59 BGO "C6'" "H6'" SING N N 60 BGO "CM'" "HM'" SING N N 61 BGO "CM'" "HM'A" SING N N 62 BGO "CM'" "HM'B" SING N N 63 # 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 BGO SMILES ACDLabs 12.01 "O=P(O)(O)OP(=O)(O)OCC4OC(n2cnc1c2N=C(N)NC1=O)C(O)C4OC(=O)c3ccccc3NC" BGO InChI InChI 1.03 "InChI=1S/C18H22N6O12P2/c1-20-9-5-3-2-4-8(9)17(27)35-13-10(6-33-38(31,32)36-37(28,29)30)34-16(12(13)25)24-7-21-11-14(24)22-18(19)23-15(11)26/h2-5,7,10,12-13,16,20,25H,6H2,1H3,(H,31,32)(H2,28,29,30)(H3,19,22,23,26)/t10-,12-,13-,16-/m1/s1" BGO InChIKey InChI 1.03 DAJQUPOUYBWRQQ-XNIJJKJLSA-N BGO SMILES_CANONICAL CACTVS 3.370 "CNc1ccccc1C(=O)O[C@H]2[C@@H](O)[C@@H](O[C@@H]2CO[P](O)(=O)O[P](O)(O)=O)n3cnc4C(=O)NC(=Nc34)N" BGO SMILES CACTVS 3.370 "CNc1ccccc1C(=O)O[CH]2[CH](O)[CH](O[CH]2CO[P](O)(=O)O[P](O)(O)=O)n3cnc4C(=O)NC(=Nc34)N" BGO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CNc1ccccc1C(=O)O[C@@H]2[C@H](O[C@H]([C@@H]2O)n3cnc4c3N=C(NC4=O)N)CO[P@](=O)(O)OP(=O)(O)O" BGO SMILES "OpenEye OEToolkits" 1.7.2 "CNc1ccccc1C(=O)OC2C(OC(C2O)n3cnc4c3N=C(NC4=O)N)COP(=O)(O)OP(=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 BGO "SYSTEMATIC NAME" ACDLabs 12.01 ;3'-O-[2-(methylamino)benzoyl]guanosine 5'-(trihydrogen diphosphate) ; BGO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[(2R,3S,4R,5R)-5-(2-azanyl-6-oxidanylidene-1H-purin-9-yl)-4-oxidanyl-2-[[oxidanyl(phosphonooxy)phosphoryl]oxymethyl]oxolan-3-yl] 2-(methylamino)benzoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BGO "Create component" 2011-08-16 PDBJ #