data_AQH # _chem_comp.id AQH _chem_comp.name "[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3R,4R,5R,6S)-6-[(1R)-1,2-dihydroxyethyl]-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl dihydrogen diphosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H27 N5 O16 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-09-30 _chem_comp.pdbx_modified_date 2020-01-26 _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 619.368 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AQH _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 4RB4 _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 AQH PA PA P 0 1 N N N -11.760 -72.661 -53.276 -0.045 1.847 -1.385 PA AQH 1 AQH PB PB P 0 1 N N N -9.369 -71.316 -52.660 -2.875 1.078 -0.955 PB AQH 2 AQH "C7'" "C7'" C 0 1 N N N -5.258 -70.716 -47.630 -6.832 -2.361 -1.957 "C7'" AQH 3 AQH "O7'" "O7'" O 0 1 N N N -3.890 -70.378 -47.861 -7.322 -3.566 -2.548 "O7'" AQH 4 AQH "C6'" "C6'" C 0 1 N N R -6.209 -70.652 -48.859 -7.395 -2.221 -0.542 "C6'" AQH 5 AQH "O6'" "O6'" O 0 1 N N N -5.449 -70.288 -50.017 -6.889 -3.276 0.278 "O6'" AQH 6 AQH "C5'" "C5'" C 0 1 N N S -7.007 -71.962 -49.180 -6.972 -0.872 0.044 "C5'" AQH 7 AQH "O5'" "O5'" O 0 1 N N N -7.658 -71.781 -50.510 -5.549 -0.751 -0.016 "O5'" AQH 8 AQH "C4'" "C4'" C 0 1 N N R -8.064 -72.366 -48.113 -7.429 -0.784 1.503 "C4'" AQH 9 AQH "O4'" "O4'" O 0 1 N N N -7.362 -72.572 -46.900 -8.855 -0.846 1.561 "O4'" AQH 10 AQH "C3'" "C3'" C 0 1 N N R -8.832 -73.636 -48.545 -6.950 0.543 2.100 "C3'" AQH 11 AQH "O3'" "O3'" O 0 1 N N N -9.791 -73.997 -47.555 -7.308 0.602 3.482 "O3'" AQH 12 AQH "C2'" "C2'" C 0 1 N N R -9.552 -73.282 -49.872 -5.427 0.632 1.961 "C2'" AQH 13 AQH "O2'" "O2'" O 0 1 N N N -13.020 -74.482 -58.099 7.085 2.167 0.707 "O2'" AQH 14 AQH "C1'" "C1'" C 0 1 N N R -8.463 -72.945 -50.902 -5.047 0.489 0.485 "C1'" AQH 15 AQH C1D C1D C 0 1 N N R -12.503 -76.640 -56.941 5.240 0.548 0.692 C1D AQH 16 AQH N1 N1 N 0 1 Y N N -14.649 -81.319 -57.942 9.081 -2.928 1.074 N1 AQH 17 AQH O1A O1A O 0 1 N N N -12.183 -72.653 -51.929 0.272 1.192 -2.821 O1A AQH 18 AQH O3A O3A O 0 1 N N N -9.586 -70.245 -51.634 -3.221 0.139 -2.217 O3A AQH 19 AQH C2 C2 C 0 1 Y N N -13.306 -80.996 -57.915 8.885 -1.832 1.785 C2 AQH 20 AQH C2D C2D C 0 1 N N R -12.711 -75.126 -56.863 5.897 1.778 0.015 C2D AQH 21 AQH O2A O2A O 0 1 N N N -12.938 -72.435 -54.115 -0.388 3.276 -1.559 O2A AQH 22 AQH O1B O1B O 0 1 N N N -8.441 -70.875 -53.660 -3.330 2.459 -1.229 O1B AQH 23 AQH C3D C3D C 0 1 N N S -11.450 -74.659 -56.188 4.794 2.855 0.160 C3D AQH 24 AQH N3 N3 N 0 1 Y N N -12.962 -79.683 -57.625 7.860 -1.032 1.582 N3 AQH 25 AQH O2B O2B O 0 1 N N N -10.630 -71.638 -53.385 -1.285 1.076 -0.705 O2B AQH 26 AQH O3B O3B O 0 1 N N N -8.894 -72.766 -52.103 -3.625 0.515 0.354 O3B AQH 27 AQH O3D O3D O 0 1 N N N -10.341 -74.482 -57.087 5.058 3.691 1.289 O3D AQH 28 AQH C4 C4 C 0 1 Y N N -13.896 -78.672 -57.360 6.967 -1.302 0.636 C4 AQH 29 AQH C4D C4D C 0 1 N N R -11.163 -75.773 -55.267 3.502 2.045 0.379 C4D AQH 30 AQH O4D O4D O 0 1 N N N -11.802 -76.969 -55.753 3.852 0.653 0.308 O4D AQH 31 AQH C5 C5 C 0 1 Y N N -15.308 -78.985 -57.382 7.131 -2.456 -0.148 C5 AQH 32 AQH C5D C5D C 0 1 N N N -11.609 -75.311 -53.889 2.486 2.382 -0.714 C5D AQH 33 AQH O5D O5D O 0 1 N N N -11.010 -73.993 -53.604 1.251 1.717 -0.439 O5D AQH 34 AQH C6 C6 C 0 1 Y N N -15.653 -80.347 -57.683 8.241 -3.279 0.106 C6 AQH 35 AQH N6 N6 N 0 1 N N N -16.944 -80.679 -57.714 8.455 -4.429 -0.634 N6 AQH 36 AQH N7 N7 N 0 1 Y N N -15.958 -77.874 -57.103 6.098 -2.493 -1.025 N7 AQH 37 AQH C8 C8 C 0 1 Y N N -15.079 -76.907 -56.912 5.330 -1.461 -0.833 C8 AQH 38 AQH N9 N9 N 0 1 Y N N -13.812 -77.388 -57.067 5.824 -0.695 0.181 N9 AQH 39 AQH O O O 0 1 N N N -10.048 -71.832 -50.006 -4.816 -0.416 2.716 O AQH 40 AQH H1 H1 H 0 1 N N N -5.649 -70.024 -46.869 -5.743 -2.394 -1.914 H1 AQH 41 AQH H2 H2 H 0 1 N N N -5.286 -71.744 -47.240 -7.145 -1.508 -2.559 H2 AQH 42 AQH H3 H3 H 0 1 N N N -3.404 -70.450 -47.048 -7.004 -3.720 -3.448 H3 AQH 43 AQH H4 H4 H 0 1 N N N -6.949 -69.863 -48.658 -8.483 -2.277 -0.576 H4 AQH 44 AQH H5 H5 H 0 1 N N N -4.959 -69.494 -49.838 -5.925 -3.288 0.355 H5 AQH 45 AQH H6 H6 H 0 1 N N N -6.279 -72.783 -49.257 -7.430 -0.067 -0.530 H6 AQH 46 AQH H7 H7 H 0 1 N N N -8.783 -71.541 -48.004 -7.004 -1.613 2.068 H7 AQH 47 AQH H8 H8 H 0 1 N N N -7.974 -72.822 -46.218 -9.215 -0.796 2.458 H8 AQH 48 AQH H9 H9 H 0 1 N N N -8.118 -74.453 -48.724 -7.415 1.372 1.567 H9 AQH 49 AQH H10 H10 H 0 1 N N N -9.344 -74.213 -46.745 -7.035 1.417 3.925 H10 AQH 50 AQH H11 H11 H 0 1 N N N -10.274 -74.041 -50.208 -5.083 1.597 2.334 H11 AQH 51 AQH H12 H12 H 0 1 N N N -13.131 -73.550 -57.952 7.532 2.932 0.322 H12 AQH 52 AQH H13 H13 H 0 1 N N N -7.779 -73.807 -50.900 -5.480 1.313 -0.083 H13 AQH 53 AQH H14 H14 H 0 1 N N N -11.881 -76.863 -57.821 5.344 0.605 1.776 H14 AQH 54 AQH H15 H15 H 0 1 N N N -13.121 -72.504 -51.892 0.505 0.255 -2.783 H15 AQH 55 AQH H16 H16 H 0 1 N N N -9.061 -69.484 -51.854 -2.950 -0.783 -2.107 H16 AQH 56 AQH H17 H17 H 0 1 N N N -12.549 -81.740 -58.113 9.592 -1.584 2.563 H17 AQH 57 AQH H18 H18 H 0 1 N N N -13.542 -74.950 -56.164 6.109 1.577 -1.035 H18 AQH 58 AQH H19 H19 H 0 1 N N N -11.647 -73.736 -55.623 4.722 3.451 -0.749 H19 AQH 59 AQH H20 H20 H 0 1 N N N -9.581 -74.188 -56.599 5.890 4.180 1.230 H20 AQH 60 AQH H21 H21 H 0 1 N N N -10.075 -75.933 -55.237 3.082 2.275 1.358 H21 AQH 61 AQH H22 H22 H 0 1 N N N -12.706 -75.230 -53.865 2.321 3.460 -0.737 H22 AQH 62 AQH H23 H23 H 0 1 N N N -11.278 -76.037 -53.132 2.868 2.053 -1.680 H23 AQH 63 AQH H24 H24 H 0 1 N N N -17.034 -81.650 -57.934 9.225 -4.988 -0.449 H24 AQH 64 AQH H25 H25 H 0 1 N N N -17.355 -80.501 -56.820 7.835 -4.675 -1.338 H25 AQH 65 AQH H26 H26 H 0 1 N N N -15.327 -75.884 -56.669 4.434 -1.242 -1.395 H26 AQH 66 AQH H27 H27 H 0 1 N N N -10.796 -71.699 -49.436 -3.850 -0.420 2.674 H27 AQH 67 # # 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 AQH "O2'" C2D SING N N 1 AQH N1 C2 DOUB Y N 2 AQH N1 C6 SING Y N 3 AQH C2 N3 SING Y N 4 AQH N6 C6 SING N N 5 AQH C6 C5 DOUB Y N 6 AQH N3 C4 DOUB Y N 7 AQH C5 C4 SING Y N 8 AQH C5 N7 SING Y N 9 AQH C4 N9 SING Y N 10 AQH N7 C8 DOUB Y N 11 AQH O3D C3D SING N N 12 AQH N9 C1D SING N N 13 AQH N9 C8 SING Y N 14 AQH C1D C2D SING N N 15 AQH C1D O4D SING N N 16 AQH C2D C3D SING N N 17 AQH C3D C4D SING N N 18 AQH O4D C4D SING N N 19 AQH C4D C5D SING N N 20 AQH O2A PA DOUB N N 21 AQH C5D O5D SING N N 22 AQH O1B PB DOUB N N 23 AQH O5D PA SING N N 24 AQH O2B PA SING N N 25 AQH O2B PB SING N N 26 AQH PA O1A SING N N 27 AQH PB O3B SING N N 28 AQH PB O3A SING N N 29 AQH O3B "C1'" SING N N 30 AQH "C1'" "O5'" SING N N 31 AQH "C1'" "C2'" SING N N 32 AQH "O5'" "C5'" SING N N 33 AQH "O6'" "C6'" SING N N 34 AQH O "C2'" SING N N 35 AQH "C2'" "C3'" SING N N 36 AQH "C5'" "C6'" SING N N 37 AQH "C5'" "C4'" SING N N 38 AQH "C6'" "C7'" SING N N 39 AQH "C3'" "C4'" SING N N 40 AQH "C3'" "O3'" SING N N 41 AQH "C4'" "O4'" SING N N 42 AQH "O7'" "C7'" SING N N 43 AQH "C7'" H1 SING N N 44 AQH "C7'" H2 SING N N 45 AQH "O7'" H3 SING N N 46 AQH "C6'" H4 SING N N 47 AQH "O6'" H5 SING N N 48 AQH "C5'" H6 SING N N 49 AQH "C4'" H7 SING N N 50 AQH "O4'" H8 SING N N 51 AQH "C3'" H9 SING N N 52 AQH "O3'" H10 SING N N 53 AQH "C2'" H11 SING N N 54 AQH "O2'" H12 SING N N 55 AQH "C1'" H13 SING N N 56 AQH C1D H14 SING N N 57 AQH O1A H15 SING N N 58 AQH O3A H16 SING N N 59 AQH C2 H17 SING N N 60 AQH C2D H18 SING N N 61 AQH C3D H19 SING N N 62 AQH O3D H20 SING N N 63 AQH C4D H21 SING N N 64 AQH C5D H22 SING N N 65 AQH C5D H23 SING N N 66 AQH N6 H24 SING N N 67 AQH N6 H25 SING N N 68 AQH C8 H26 SING N N 69 AQH O H27 SING N N 70 # # 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 AQH SMILES ACDLabs 12.01 "O=P(OP(=O)(OC1OC(C(O)C(O)C1O)C(O)CO)O)(OCC4OC(n2c3ncnc(N)c3nc2)C(O)C4O)O" AQH InChI InChI 1.03 "InChI=1S/C17H27N5O16P2/c18-14-7-15(20-3-19-14)22(4-21-7)16-11(28)8(25)6(35-16)2-34-39(30,31)38-40(32,33)37-17-12(29)9(26)10(27)13(36-17)5(24)1-23/h3-6,8-13,16-17,23-29H,1-2H2,(H,30,31)(H,32,33)(H2,18,19,20)/t5-,6-,8-,9-,10-,11-,12-,13+,16-,17-/m1/s1" AQH InChIKey InChI 1.03 KMSFWBYFWSKGGR-GZNZTODLSA-N AQH SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)O[P](O)(=O)O[C@H]4O[C@@H]([C@H](O)CO)[C@H](O)[C@@H](O)[C@H]4O)[C@@H](O)[C@H]3O" AQH SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)O[CH]4O[CH]([CH](O)CO)[CH](O)[CH](O)[CH]4O)[CH](O)[CH]3O" AQH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)O[C@@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)[C@@H](CO)O)O)O)O)O)O)N" AQH SMILES "OpenEye OEToolkits" 1.7.6 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OC4C(C(C(C(O4)C(CO)O)O)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 AQH "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3R,4R,5R,6S)-6-[(1R)-1,2-dihydroxyethyl]-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl dihydrogen diphosphate (non-preferred name)" AQH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2R,3R,4R,5R,6S)-6-[(1R)-1,2-bis(oxidanyl)ethyl]-3,4,5-tris(oxidanyl)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 AQH "Create component" 2014-09-30 PDBJ AQH "Initial release" 2014-11-05 RCSB AQH "Other modification" 2020-01-26 RCSB ##