data_3AA # _chem_comp.id 3AA _chem_comp.name "3-AMINOPYRIDINE-ADENINE DINUCLEOTIDE PHOSPHATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H29 N7 O16 P3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;ADENOSINE 5'-(TRIHYDROGEN DIPHOSPHATE) 2'-(DIHYDROGEN PHOSPHATE)ESTER WITH 3-(AMINO)-1-BETA-D-RIBOFURANOSYLPYRIDINIUM INNER SALT ; _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2000-06-27 _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 716.403 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3AA _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 1F6M _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 3AA PA AP P 0 1 N N R 15.826 -5.805 83.619 -0.327 2.921 -0.371 PA 3AA 1 3AA O1A AO1 O 0 1 N N N 15.981 -4.476 84.278 0.141 3.284 -1.868 O1A 3AA 2 3AA O2A AO2 O 0 1 N N N 15.168 -5.887 82.289 -0.456 4.166 0.421 O2A 3AA 3 3AA O5B AO5* O 0 1 N N N 15.002 -6.690 84.568 0.767 1.960 0.315 O5B 3AA 4 3AA C5B AC5* C 0 1 N N N 15.403 -6.967 85.879 2.103 2.379 0.600 C5B 3AA 5 3AA C4B AC4* C 0 1 N N R 14.448 -7.950 86.536 2.872 1.226 1.248 C4B 3AA 6 3AA O4B AO4* O 0 1 N N N 15.053 -8.305 87.770 3.039 0.157 0.301 O4B 3AA 7 3AA C1B AC1* C 0 1 N N R 14.159 -7.950 88.840 4.319 -0.453 0.576 C1B 3AA 8 3AA N9A AN9 N 0 1 Y N N 14.946 -7.443 89.980 4.805 -1.181 -0.599 N9A 3AA 9 3AA C4A AC4 C 0 1 Y N N 15.016 -8.026 91.205 5.704 -2.218 -0.596 C4A 3AA 10 3AA N3A AN3 N 0 1 Y N N 14.402 -9.159 91.589 6.384 -2.868 0.343 N3A 3AA 11 3AA C2A AC2 C 0 1 Y N N 14.709 -9.418 92.846 7.196 -3.853 0.023 C2A 3AA 12 3AA N1A AN1 N 0 1 Y N N 15.478 -8.738 93.688 7.380 -4.242 -1.226 N1A 3AA 13 3AA C6A AC6 C 0 1 Y N N 16.072 -7.612 93.271 6.744 -3.651 -2.232 C6A 3AA 14 3AA N6A AN6 N 0 1 N N N 16.772 -6.850 94.121 6.943 -4.067 -3.537 N6A 3AA 15 3AA C5A AC5 C 0 1 Y N N 15.833 -7.244 91.952 5.865 -2.595 -1.940 C5A 3AA 16 3AA N7A AN7 N 0 1 Y N N 16.290 -6.191 91.213 5.070 -1.784 -2.679 N7A 3AA 17 3AA C8A AC8 C 0 1 Y N N 15.741 -6.350 90.065 4.444 -0.957 -1.894 C8A 3AA 18 3AA C2B AC2* C 0 1 N N R 13.215 -6.941 88.289 5.237 0.757 0.886 C2B 3AA 19 3AA O2B AO2* O 0 1 N N N 12.005 -6.860 89.017 6.337 0.364 1.709 O2B 3AA 20 3AA P2B AP2* P 0 1 N N N 10.805 -5.809 88.673 7.873 0.525 1.254 P2B 3AA 21 3AA O1X AOP1 O 0 1 N N N 9.934 -5.730 89.910 8.077 -0.157 -0.044 O1X 3AA 22 3AA O2X AOP2 O 0 1 N N N 11.519 -4.497 88.392 8.227 2.088 1.100 O2X 3AA 23 3AA O3X AOP3 O 0 1 N N N 10.058 -6.375 87.463 8.833 -0.136 2.364 O3X 3AA 24 3AA C3B AC3* C 0 1 N N R 13.057 -7.399 86.827 4.280 1.700 1.656 C3B 3AA 25 3AA O3B AO3* O 0 1 N N N 11.946 -8.305 86.622 4.466 1.559 3.066 O3B 3AA 26 3AA O3 O3 O 0 1 N N N 17.248 -6.509 83.479 -1.749 2.168 -0.421 O3 3AA 27 3AA PN NP P 0 1 N N R 17.677 -7.503 82.298 -3.263 2.651 -0.680 PN 3AA 28 3AA O1N NO1 O 0 1 N N N 16.580 -8.440 82.046 -3.295 3.572 -1.837 O1N 3AA 29 3AA O2N NO2 O 0 1 N N N 19.035 -8.002 82.578 -3.814 3.412 0.627 O2N 3AA 30 3AA O5D NO5* O 0 1 N N N 17.729 -6.602 81.030 -4.190 1.371 -0.986 O5D 3AA 31 3AA C5D NC5* C 0 1 N N N 18.362 -5.311 80.825 -5.565 1.478 -1.360 C5D 3AA 32 3AA C4D NC4* C 0 1 N N R 18.139 -4.650 79.377 -6.144 0.078 -1.576 C4D 3AA 33 3AA O4D NO4* O 0 1 N N N 18.690 -5.422 78.295 -6.179 -0.635 -0.328 O4D 3AA 34 3AA C3D NC3* C 0 1 N N S 16.667 -4.421 78.989 -7.596 0.185 -2.083 C3D 3AA 35 3AA O3D NO3* O 0 1 N N N 16.458 -3.139 78.326 -7.725 -0.435 -3.364 O3D 3AA 36 3AA C2D NC2* C 0 1 N N R 16.317 -5.658 78.207 -8.425 -0.582 -1.024 C2D 3AA 37 3AA O2D NO2* O 0 1 N N N 15.169 -5.468 77.409 -9.437 -1.376 -1.645 O2D 3AA 38 3AA C1D NC1* C 0 1 N N R 17.630 -5.936 77.488 -7.351 -1.478 -0.357 C1D 3AA 39 3AA N1N NN1 N 1 1 Y N N 17.853 -7.367 77.151 -7.756 -1.844 1.003 N1N 3AA 40 3AA C2N NC2 C 0 1 Y N N 17.322 -7.814 75.922 -8.201 -3.063 1.232 C2N 3AA 41 3AA C4N NC4 C 0 1 Y N N 17.811 -10.165 76.626 -8.510 -2.519 3.547 C4N 3AA 42 3AA C5N NC5 C 0 1 Y N N 18.326 -9.668 77.843 -8.031 -1.251 3.260 C5N 3AA 43 3AA C6N NC6 C 0 1 Y N N 18.360 -8.302 78.120 -7.660 -0.946 1.964 C6N 3AA 44 3AA C3N NC3 C 0 1 Y N N 17.311 -9.222 75.664 -8.594 -3.445 2.509 C3N 3AA 45 3AA N7N NN7 N 0 1 N N N 16.847 -9.656 74.530 -9.066 -4.738 2.749 N7N 3AA 46 3AA HA1 HA1 H 0 1 N N N 16.401 -4.423 85.128 0.246 2.515 -2.445 HA1 3AA 47 3AA "H5'1" 1H5* H 0 0 N N N 16.458 -7.324 85.921 2.597 2.671 -0.327 "H5'1" 3AA 48 3AA "H5'2" 2H5* H 0 0 N N N 15.517 -6.036 86.481 2.079 3.229 1.282 "H5'2" 3AA 49 3AA "H'4" 4H* H 0 1 N N N 14.288 -8.799 85.832 2.332 0.866 2.123 "H'4" 3AA 50 3AA "H'1" 1H* H 0 1 N N N 13.575 -8.819 89.222 4.251 -1.117 1.437 "H'1" 3AA 51 3AA H2 H2 H 0 1 N N N 14.256 -10.338 93.252 7.734 -4.360 0.810 H2 3AA 52 3AA HN61 1HN6 H 0 0 N N N 17.224 -5.992 93.803 7.553 -4.797 -3.726 HN61 3AA 53 3AA HN62 2HN6 H 0 0 N N N 17.478 -7.436 94.565 6.473 -3.628 -4.263 HN62 3AA 54 3AA H8 H8 H 0 1 N N N 15.929 -5.632 89.248 3.743 -0.203 -2.220 H8 3AA 55 3AA "H'2" 2H* H 0 1 N N N 13.584 -5.891 88.362 5.588 1.225 -0.033 "H'2" 3AA 56 3AA H0P2 H0P2 H 0 0 N N N 10.820 -3.885 88.191 8.116 2.598 1.914 H0P2 3AA 57 3AA H0P3 H0P3 H 0 0 N N N 9.359 -5.763 87.262 9.776 -0.076 2.155 H0P3 3AA 58 3AA "H'3" 3H* H 0 1 N N N 12.768 -6.596 86.109 4.438 2.735 1.352 "H'3" 3AA 59 3AA "HA3'" HA3* H 0 0 N N N 11.079 -7.961 86.803 3.853 2.084 3.598 "HA3'" 3AA 60 3AA HN1 HN1 H 0 1 N N N 19.289 -8.591 81.877 -3.821 2.867 1.426 HN1 3AA 61 3AA "H15'" H15* H 0 0 N N N 18.042 -4.599 81.621 -6.118 1.982 -0.568 "H15'" 3AA 62 3AA "H25'" H25* H 0 0 N N N 19.452 -5.381 81.047 -5.647 2.052 -2.283 "H25'" 3AA 63 3AA "HC4'" HC4* H 0 0 N N N 18.668 -3.676 79.502 -5.536 -0.467 -2.298 "HC4'" 3AA 64 3AA "H3'" H3* H 0 1 N N N 15.972 -4.311 79.854 -7.907 1.228 -2.132 "H3'" 3AA 65 3AA "HO3'" HO3* H 0 0 N N N 15.549 -2.997 78.086 -8.619 -0.398 -3.731 "HO3'" 3AA 66 3AA "H2'" H2* H 0 1 N N N 15.994 -6.545 78.800 -8.863 0.106 -0.300 "H2'" 3AA 67 3AA "HO2'" HO2* H 0 0 N N N 14.948 -6.249 76.915 -10.083 -0.864 -2.152 "HO2'" 3AA 68 3AA "H1'" H1* H 0 1 N N N 17.593 -5.423 76.498 -7.168 -2.369 -0.957 "H1'" 3AA 69 3AA HC2 HC2 H 0 1 N N N 16.929 -7.088 75.189 -8.261 -3.772 0.420 HC2 3AA 70 3AA HC4 HC4 H 0 1 N N N 18.582 -10.806 76.139 -8.808 -2.785 4.550 HC4 3AA 71 3AA HC5 HC5 H 0 1 N N N 18.714 -10.368 78.601 -7.953 -0.508 4.040 HC5 3AA 72 3AA HC6 HC6 H 0 1 N N N 18.778 -7.968 79.084 -7.286 0.041 1.736 HC6 3AA 73 3AA HN71 1HN7 H 0 0 N N N 16.839 -10.659 74.346 -9.122 -5.376 2.021 HN71 3AA 74 3AA HN72 2HN7 H 0 0 N N N 17.345 -9.188 73.772 -9.339 -4.996 3.643 HN72 3AA 75 # # 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 3AA PA O1A SING N N 1 3AA PA O2A DOUB N N 2 3AA PA O5B SING N N 3 3AA PA O3 SING N N 4 3AA O1A HA1 SING N N 5 3AA O5B C5B SING N N 6 3AA C5B C4B SING N N 7 3AA C5B "H5'1" SING N N 8 3AA C5B "H5'2" SING N N 9 3AA C4B O4B SING N N 10 3AA C4B C3B SING N N 11 3AA C4B "H'4" SING N N 12 3AA O4B C1B SING N N 13 3AA C1B N9A SING N N 14 3AA C1B C2B SING N N 15 3AA C1B "H'1" SING N N 16 3AA N9A C4A SING Y N 17 3AA N9A C8A SING Y N 18 3AA C4A N3A SING Y N 19 3AA C4A C5A DOUB Y N 20 3AA N3A C2A DOUB Y N 21 3AA C2A N1A SING Y N 22 3AA C2A H2 SING N N 23 3AA N1A C6A DOUB Y N 24 3AA C6A N6A SING N N 25 3AA C6A C5A SING Y N 26 3AA N6A HN61 SING N N 27 3AA N6A HN62 SING N N 28 3AA C5A N7A SING Y N 29 3AA N7A C8A DOUB Y N 30 3AA C8A H8 SING N N 31 3AA C2B O2B SING N N 32 3AA C2B C3B SING N N 33 3AA C2B "H'2" SING N N 34 3AA O2B P2B SING N N 35 3AA P2B O1X DOUB N N 36 3AA P2B O2X SING N N 37 3AA P2B O3X SING N N 38 3AA O2X H0P2 SING N N 39 3AA O3X H0P3 SING N N 40 3AA C3B O3B SING N N 41 3AA C3B "H'3" SING N N 42 3AA O3B "HA3'" SING N N 43 3AA O3 PN SING N N 44 3AA PN O1N DOUB N N 45 3AA PN O2N SING N N 46 3AA PN O5D SING N N 47 3AA O2N HN1 SING N N 48 3AA O5D C5D SING N N 49 3AA C5D C4D SING N N 50 3AA C5D "H15'" SING N N 51 3AA C5D "H25'" SING N N 52 3AA C4D O4D SING N N 53 3AA C4D C3D SING N N 54 3AA C4D "HC4'" SING N N 55 3AA O4D C1D SING N N 56 3AA C3D O3D SING N N 57 3AA C3D C2D SING N N 58 3AA C3D "H3'" SING N N 59 3AA O3D "HO3'" SING N N 60 3AA C2D O2D SING N N 61 3AA C2D C1D SING N N 62 3AA C2D "H2'" SING N N 63 3AA O2D "HO2'" SING N N 64 3AA C1D N1N SING N N 65 3AA C1D "H1'" SING N N 66 3AA N1N C2N DOUB Y N 67 3AA N1N C6N SING Y N 68 3AA C2N C3N SING Y N 69 3AA C2N HC2 SING N N 70 3AA C4N C5N SING Y N 71 3AA C4N C3N DOUB Y N 72 3AA C4N HC4 SING N N 73 3AA C5N C6N DOUB Y N 74 3AA C5N HC5 SING N N 75 3AA C6N HC6 SING N N 76 3AA C3N N7N SING N N 77 3AA N7N HN71 SING N N 78 3AA N7N HN72 SING N N 79 # # 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 3AA InChI InChI 1.03 "InChI=1S/C20H28N7O16P3/c21-9-2-1-3-26(4-9)19-15(30)13(28)10(40-19)5-38-45(34,35)43-46(36,37)39-6-11-14(29)16(42-44(31,32)33)20(41-11)27-8-25-12-17(22)23-7-24-18(12)27/h1-4,7-8,10-11,13-16,19-20,28-30H,5-6,21H2,(H5-,22,23,24,31,32,33,34,35,36,37)/p+1/t10-,11-,13-,14-,15-,16-,19-,20-/m1/s1" 3AA InChIKey InChI 1.03 JRGQEVHOKKZPIX-HISDBWNOSA-O 3AA SMILES_CANONICAL CACTVS 3.385 "Nc1ccc[n+](c1)[C@@H]2O[C@H](CO[P](O)(=O)O[P](O)(=O)OC[C@H]3O[C@H]([C@H](O[P](O)(O)=O)[C@@H]3O)n4cnc5c(N)ncnc45)[C@@H](O)[C@H]2O" 3AA SMILES CACTVS 3.385 "Nc1ccc[n+](c1)[CH]2O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O[P](O)(O)=O)[CH]3O)n4cnc5c(N)ncnc45)[CH](O)[CH]2O" 3AA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "c1cc(c[n+](c1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@@](=O)(O)O[P@](=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4ncnc5N)OP(=O)(O)O)O)O)O)N" 3AA SMILES "OpenEye OEToolkits" 1.7.5 "c1cc(c[n+](c1)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OCC3C(C(C(O3)n4cnc5c4ncnc5N)OP(=O)(O)O)O)O)O)N" # _pdbx_chem_comp_identifier.comp_id 3AA _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 1.5.0 _pdbx_chem_comp_identifier.identifier "[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxy-oxolan-2-yl]methyl [[(2R,3S,4R,5R)-5-(3-aminopyridin-1-ium-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-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 3AA "Create component" 2000-06-27 EBI 3AA "Modify descriptor" 2011-06-04 RCSB 3AA "Modify descriptor" 2012-01-05 RCSB 3AA "Modify coordinates" 2012-01-05 RCSB 3AA "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 3AA _pdbx_chem_comp_synonyms.name "ADENOSINE 5'-(TRIHYDROGEN DIPHOSPHATE) 2'-(DIHYDROGEN PHOSPHATE)ESTER WITH 3-(AMINO)-1-BETA-D-RIBOFURANOSYLPYRIDINIUM INNER SALT" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##