data_ADQ # _chem_comp.id ADQ _chem_comp.name "ADENOSINE-5'-DIPHOSPHATE-GLUCOSE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H25 N5 O15 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "ADENOSINE-5'-MONOPHOSPHATE GLUCOPYRANOSYL-MONOPHOSPHATE ESTER" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-04-06 _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 589.342 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ADQ _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 1EQ2 _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 ADQ PB PB P 0 1 N N S 31.645 46.603 87.718 -0.941 0.240 -3.363 PB ADQ 1 ADQ O1B O1B O 0 1 N N N 31.412 45.855 86.437 -2.379 0.329 -3.700 O1B ADQ 2 ADQ O2B O2B O 0 1 N N N 33.005 47.520 87.719 -0.330 1.723 -3.223 O2B ADQ 3 ADQ O3B O3B O 0 1 N N N 31.715 45.655 88.882 -0.165 -0.551 -4.530 O3B ADQ 4 ADQ PA PA P 0 1 N N R 30.197 49.000 88.677 -1.560 0.296 -0.854 PA ADQ 5 ADQ O1A O1A O 0 1 N N N 31.487 49.515 89.220 -2.989 0.384 -1.229 O1A ADQ 6 ADQ O2A O2A O 0 1 N N N 29.235 48.772 89.775 -0.939 1.778 -0.756 O2A ADQ 7 ADQ O3A O3A O 0 1 N N N 30.466 47.649 87.857 -0.763 -0.546 -1.970 O3A ADQ 8 ADQ O5D O5* O 0 1 N N N 29.539 49.923 87.523 -1.424 -0.437 0.571 O5D ADQ 9 ADQ C5D C5* C 0 1 N N N 29.943 51.286 87.281 -2.149 0.354 1.515 C5D ADQ 10 ADQ C4D C4* C 0 1 N N R 30.152 51.408 85.774 -2.059 -0.291 2.899 C4D ADQ 11 ADQ O4D O4* O 0 1 N N N 30.810 52.644 85.464 -0.684 -0.353 3.336 O4D ADQ 12 ADQ C3D C3* C 0 1 N N S 31.027 50.310 85.219 -2.769 0.587 3.952 C3D ADQ 13 ADQ O3D O3* O 0 1 N N N 30.425 49.698 84.083 -4.088 0.098 4.205 O3D ADQ 14 ADQ C2D C2* C 0 1 N N R 32.366 50.944 84.841 -1.887 0.447 5.215 C2D ADQ 15 ADQ O2D O2* O 0 1 N N N 32.685 50.738 83.454 -2.636 -0.129 6.287 O2D ADQ 16 ADQ C1D C1* C 0 1 N N R 32.213 52.410 85.231 -0.748 -0.496 4.772 C1D ADQ 17 ADQ N9 N9 N 0 1 Y N N 32.970 52.814 86.478 0.519 -0.087 5.382 N9 ADQ 18 ADQ C8 C8 C 0 1 Y N N 32.992 52.122 87.623 1.407 0.810 4.871 C8 ADQ 19 ADQ N7 N7 N 0 1 Y N N 33.891 52.671 88.457 2.425 0.935 5.673 N7 ADQ 20 ADQ C5 C5 C 0 1 Y N N 34.440 53.709 87.867 2.252 0.131 6.750 C5 ADQ 21 ADQ C6 C6 C 0 1 Y N N 35.398 54.667 88.215 3.003 -0.150 7.903 C6 ADQ 22 ADQ N6 N6 N 0 1 N N N 35.991 54.639 89.420 4.217 0.474 8.128 N6 ADQ 23 ADQ N1 N1 N 0 1 Y N N 35.732 55.641 87.325 2.517 -1.027 8.776 N1 ADQ 24 ADQ C2 C2 C 0 1 Y N N 35.159 55.710 86.113 1.360 -1.628 8.569 C2 ADQ 25 ADQ N3 N3 N 0 1 Y N N 34.239 54.806 85.769 0.626 -1.400 7.501 N3 ADQ 26 ADQ C4 C4 C 0 1 Y N N 33.851 53.806 86.589 1.029 -0.538 6.573 C4 ADQ 27 ADQ "C1'" "C1'" C 0 1 N N R 30.814 44.536 89.169 -0.359 0.192 -5.734 "C1'" ADQ 28 ADQ "C2'" "C2'" C 0 1 N N R 30.276 44.550 90.634 -0.348 -0.762 -6.930 "C2'" ADQ 29 ADQ "C3'" "C3'" C 0 1 N N S 31.431 44.330 91.681 0.989 -1.506 -6.964 "C3'" ADQ 30 ADQ "C4'" "C4'" C 0 1 N N S 32.162 42.971 91.405 2.124 -0.475 -6.943 "C4'" ADQ 31 ADQ "C5'" "C5'" C 0 1 N N R 32.566 42.878 89.893 1.927 0.457 -5.746 "C5'" ADQ 32 ADQ "C6'" "C6'" C 0 1 N N N 33.142 41.499 89.453 3.074 1.469 -5.699 "C6'" ADQ 33 ADQ "O2'" "O2'" O 0 1 N N N 29.596 45.824 90.911 -1.415 -1.703 -6.801 "O2'" ADQ 34 ADQ "O3'" "O3'" O 0 1 N N N 30.885 44.427 93.030 1.076 -2.290 -8.156 "O3'" ADQ 35 ADQ "O4'" "O4'" O 0 1 N N N 33.397 42.684 92.129 3.380 -1.146 -6.825 "O4'" ADQ 36 ADQ "O5'" "O5'" O 0 1 N N N 31.501 43.273 88.943 0.687 1.151 -5.873 "O5'" ADQ 37 ADQ "O6'" "O6'" O 0 1 N N N 32.165 40.710 88.694 2.896 2.338 -4.578 "O6'" ADQ 38 ADQ HOB2 2HOB H 0 0 N N N 33.152 47.993 88.529 0.605 1.620 -3.004 HOB2 ADQ 39 ADQ HOA2 2HOA H 0 0 N N N 28.413 48.443 89.429 -0.010 1.676 -0.510 HOA2 ADQ 40 ADQ "H5'1" 1H5* H 0 0 N N N 29.230 52.039 87.692 -3.193 0.417 1.210 "H5'1" ADQ 41 ADQ "H5'2" 2H5* H 0 0 N N N 30.831 51.597 87.878 -1.720 1.356 1.553 "H5'2" ADQ 42 ADQ H4D H4* H 0 1 N N N 29.135 51.346 85.319 -2.497 -1.289 2.880 H4D ADQ 43 ADQ H3D H3* H 0 1 N N N 31.169 49.508 85.981 -2.804 1.625 3.622 H3D ADQ 44 ADQ "HO3'" *HO3 H 0 0 N N N 30.975 49.007 83.733 -4.481 0.684 4.867 "HO3'" ADQ 45 ADQ H2D H2* H 0 1 N N N 33.231 50.481 85.370 -1.485 1.416 5.510 H2D ADQ 46 ADQ "HO2'" *HO2 H 0 0 N N N 33.517 51.131 83.219 -3.366 0.476 6.476 "HO2'" ADQ 47 ADQ H1D H1* H 0 1 N N N 32.638 53.017 84.398 -0.982 -1.526 5.041 H1D ADQ 48 ADQ H8 H8 H 0 1 N N N 32.368 51.239 87.844 1.285 1.340 3.938 H8 ADQ 49 ADQ HN61 1HN6 H 0 0 N N N 36.689 55.337 89.673 4.724 0.274 8.930 HN61 ADQ 50 ADQ HN62 2HN6 H 0 0 N N N 36.402 53.715 89.550 4.562 1.110 7.482 HN62 ADQ 51 ADQ H2 H2 H 0 1 N N N 35.442 56.505 85.403 1.003 -2.334 9.304 H2 ADQ 52 ADQ "H1'" "H1'" H 0 1 N N N 29.944 44.647 88.480 -1.318 0.708 -5.691 "H1'" ADQ 53 ADQ "H2'" "H2'" H 0 1 N N N 29.552 43.707 90.734 -0.472 -0.194 -7.852 "H2'" ADQ 54 ADQ "H3'" "H3'" H 0 1 N N N 32.204 45.126 91.580 1.069 -2.156 -6.092 "H3'" ADQ 55 ADQ "H4'" "H4'" H 0 1 N N N 31.398 42.238 91.755 2.106 0.104 -7.865 "H4'" ADQ 56 ADQ "H5'" "H5'" H 0 1 N N N 33.385 43.632 89.838 1.922 -0.127 -4.827 "H5'" ADQ 57 ADQ "H6'1" "1H6'" H 0 0 N N N 34.092 41.621 88.883 4.022 0.940 -5.602 "H6'1" ADQ 58 ADQ "H6'2" "2H6'" H 0 0 N N N 33.532 40.926 90.326 3.078 2.057 -6.617 "H6'2" ADQ 59 ADQ HO2A "'HO2" H 0 0 N N N 29.268 45.832 91.802 -2.237 -1.193 -6.783 HO2A ADQ 60 ADQ HO3A "'HO3" H 0 0 N N N 31.581 44.294 93.661 0.346 -2.924 -8.127 HO3A ADQ 61 ADQ "HO4'" "'HO4" H 0 0 N N N 33.840 41.860 91.961 3.463 -1.723 -7.597 "HO4'" ADQ 62 ADQ "HO6'" "'HO6" H 0 0 N N N 32.516 39.869 88.425 3.638 2.958 -4.585 "HO6'" ADQ 63 # # 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 ADQ PB O1B DOUB N N 1 ADQ PB O2B SING N N 2 ADQ PB O3B SING N N 3 ADQ PB O3A SING N N 4 ADQ O2B HOB2 SING N N 5 ADQ O3B "C1'" SING N N 6 ADQ PA O1A DOUB N N 7 ADQ PA O2A SING N N 8 ADQ PA O3A SING N N 9 ADQ PA O5D SING N N 10 ADQ O2A HOA2 SING N N 11 ADQ O5D C5D SING N N 12 ADQ C5D C4D SING N N 13 ADQ C5D "H5'1" SING N N 14 ADQ C5D "H5'2" SING N N 15 ADQ C4D O4D SING N N 16 ADQ C4D C3D SING N N 17 ADQ C4D H4D SING N N 18 ADQ O4D C1D SING N N 19 ADQ C3D O3D SING N N 20 ADQ C3D C2D SING N N 21 ADQ C3D H3D SING N N 22 ADQ O3D "HO3'" SING N N 23 ADQ C2D O2D SING N N 24 ADQ C2D C1D SING N N 25 ADQ C2D H2D SING N N 26 ADQ O2D "HO2'" SING N N 27 ADQ C1D N9 SING N N 28 ADQ C1D H1D SING N N 29 ADQ N9 C8 SING Y N 30 ADQ N9 C4 SING Y N 31 ADQ C8 N7 DOUB Y N 32 ADQ C8 H8 SING N N 33 ADQ N7 C5 SING Y N 34 ADQ C5 C6 SING Y N 35 ADQ C5 C4 DOUB Y N 36 ADQ C6 N6 SING N N 37 ADQ C6 N1 DOUB Y N 38 ADQ N6 HN61 SING N N 39 ADQ N6 HN62 SING N N 40 ADQ N1 C2 SING Y N 41 ADQ C2 N3 DOUB Y N 42 ADQ C2 H2 SING N N 43 ADQ N3 C4 SING Y N 44 ADQ "C1'" "C2'" SING N N 45 ADQ "C1'" "O5'" SING N N 46 ADQ "C1'" "H1'" SING N N 47 ADQ "C2'" "C3'" SING N N 48 ADQ "C2'" "O2'" SING N N 49 ADQ "C2'" "H2'" SING N N 50 ADQ "C3'" "C4'" SING N N 51 ADQ "C3'" "O3'" SING N N 52 ADQ "C3'" "H3'" SING N N 53 ADQ "C4'" "C5'" SING N N 54 ADQ "C4'" "O4'" SING N N 55 ADQ "C4'" "H4'" SING N N 56 ADQ "C5'" "C6'" SING N N 57 ADQ "C5'" "O5'" SING N N 58 ADQ "C5'" "H5'" SING N N 59 ADQ "C6'" "O6'" SING N N 60 ADQ "C6'" "H6'1" SING N N 61 ADQ "C6'" "H6'2" SING N N 62 ADQ "O2'" HO2A SING N N 63 ADQ "O3'" HO3A SING N N 64 ADQ "O4'" "HO4'" SING N N 65 ADQ "O6'" "HO6'" SING N N 66 # # 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 ADQ SMILES ACDLabs 10.04 "O=P(OC1OC(C(O)C(O)C1O)CO)(O)OP(=O)(O)OCC4OC(n2c3ncnc(N)c3nc2)C(O)C4O" ADQ SMILES_CANONICAL CACTVS 3.341 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@](O)(=O)O[P@](O)(=O)O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H]3O" ADQ SMILES CACTVS 3.341 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)O[CH]4O[CH](CO)[CH](O)[CH](O)[CH]4O)[CH](O)[CH]3O" ADQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@@](=O)(O)O[P@@](=O)(O)O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)N" ADQ SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OC4C(C(C(C(O4)CO)O)O)O)O)O)N" ADQ InChI InChI 1.03 "InChI=1S/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/t5-,6-,8-,9-,10+,11-,12-,15-,16-/m1/s1" ADQ InChIKey InChI 1.03 WFPZSXYXPSUOPY-ROYWQJLOSA-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 ADQ "SYSTEMATIC NAME" ACDLabs 10.04 "[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl dihydrogen diphosphate (non-preferred name)" ADQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 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 ADQ "Create component" 2000-04-06 RCSB ADQ "Modify descriptor" 2011-06-04 RCSB ADQ "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id ADQ _pdbx_chem_comp_synonyms.name "ADENOSINE-5'-MONOPHOSPHATE GLUCOPYRANOSYL-MONOPHOSPHATE ESTER" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##