data_AHZ # _chem_comp.id AHZ _chem_comp.name "ADENOSINE DIPHOSPHATE 5-(BETA-ETHYL)-4-METHYL-THIAZOLE-2-CARBOXYLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H19 N6 O12 P2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge -3 _chem_comp.pdbx_initial_date 2003-12-09 _chem_comp.pdbx_modified_date 2012-01-05 _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 593.378 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AHZ _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 1RP0 _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 AHZ "O2'" O2* O 0 1 N N N 56.299 25.038 38.204 7.073 1.849 1.724 "O2'" AHZ 1 AHZ "C2'" C2* C 0 1 N N R 55.778 23.768 37.782 5.986 1.669 0.813 "C2'" AHZ 2 AHZ "C3'" C3* C 0 1 N N S 54.505 23.863 36.916 4.803 2.600 1.174 "C3'" AHZ 3 AHZ "O3'" O3* O 0 1 N N N 53.687 25.013 37.143 4.899 3.026 2.535 "O3'" AHZ 4 AHZ "C1'" C1* C 0 1 N N R 55.217 22.992 38.958 5.354 0.263 0.977 "C1'" AHZ 5 AHZ N9 N9 N 0 1 Y N N 56.200 22.260 39.756 6.069 -0.721 0.160 N9 AHZ 6 AHZ C8 C8 C 0 1 Y N N 57.068 21.351 39.287 5.729 -1.126 -1.096 C8 AHZ 7 AHZ N7 N7 N 0 1 Y N N 57.794 20.791 40.276 6.582 -2.011 -1.524 N7 AHZ 8 AHZ C5 C5 C 0 1 Y N N 57.366 21.354 41.422 7.521 -2.229 -0.572 C5 AHZ 9 AHZ C6 C6 C 0 1 Y N N 57.692 21.250 42.852 8.656 -3.051 -0.474 C6 AHZ 10 AHZ N1 N1 N 0 1 Y N N 57.003 22.003 43.711 9.373 -3.010 0.644 N1 AHZ 11 AHZ C2 C2 C 0 1 Y N N 56.040 22.847 43.310 9.035 -2.218 1.645 C2 AHZ 12 AHZ N6 N6 N 0 1 N N N 58.636 20.425 43.251 9.019 -3.885 -1.518 N6 AHZ 13 AHZ C4 C4 C 0 1 Y N N 56.331 22.292 41.086 7.206 -1.400 0.518 C4 AHZ 14 AHZ N3 N3 N 0 1 Y N N 55.636 23.083 42.053 7.980 -1.431 1.598 N3 AHZ 15 AHZ "O4'" O4* O 0 1 N N N 54.433 21.952 38.351 4.005 0.442 0.494 "O4'" AHZ 16 AHZ "C4'" C4* C 0 1 N N R 53.768 22.555 37.214 3.554 1.720 0.972 "C4'" AHZ 17 AHZ "C5'" C5* C 0 1 N N N 53.874 21.585 36.049 2.626 2.363 -0.060 "C5'" AHZ 18 AHZ "O5'" O5* O 0 1 N N N 53.097 22.134 34.982 1.420 1.603 -0.156 "O5'" AHZ 19 AHZ PA PA P 0 1 N N N 53.321 21.660 33.459 0.214 1.992 -1.149 PA AHZ 20 AHZ O2A O2A O 0 1 N N N 52.324 22.458 32.671 -0.228 3.447 -0.877 O2A AHZ 21 AHZ O1A O1A O -1 1 N N N 54.780 21.649 33.148 0.691 1.864 -2.613 O1A AHZ 22 AHZ O3A O3A O 0 1 N N N 52.895 20.084 33.451 -1.028 0.999 -0.900 O3A AHZ 23 AHZ PB PB P 0 1 N N N 51.449 19.406 33.162 -2.584 1.028 -1.313 PB AHZ 24 AHZ O1B O1B O 0 1 N N N 50.314 19.981 33.951 -3.129 2.467 -1.168 O1B AHZ 25 AHZ O2B O2B O -1 1 N N N 51.844 17.949 33.362 -2.736 0.565 -2.780 O2B AHZ 26 AHZ O3B O3B O 0 1 N N N 51.258 19.759 31.594 -3.414 0.040 -0.350 O3B AHZ 27 AHZ C7T C7T C 0 1 N N N 52.248 19.397 30.604 -4.838 -0.076 -0.396 C7T AHZ 28 AHZ C6T C6T C 0 1 N N N 52.009 20.161 29.278 -5.299 -1.097 0.647 C6T AHZ 29 AHZ C5T C5T C 0 1 Y N N 53.210 19.865 28.390 -6.800 -1.220 0.599 C5T AHZ 30 AHZ S1T S1T S 0 1 Y N N 53.312 18.727 27.159 -7.903 -0.283 1.512 S1T AHZ 31 AHZ C2T C2T C 0 1 Y N N 54.907 19.106 26.923 -9.254 -1.142 0.778 C2T AHZ 32 AHZ C1R C1R C 0 1 N N N 55.862 18.566 25.952 -10.674 -0.900 1.062 C1R AHZ 33 AHZ O1R O1R O -1 1 N N N 56.934 19.239 25.933 -10.999 -0.040 1.870 O1R AHZ 34 AHZ O2R O2R O 0 1 N N N 55.566 17.528 25.299 -11.533 -1.559 0.491 O2R AHZ 35 AHZ N3T N3T N 0 1 Y N N 55.337 20.017 27.683 -8.787 -2.028 -0.061 N3T AHZ 36 AHZ C4T C4T C 0 1 Y N N 54.404 20.451 28.540 -7.488 -2.080 -0.173 C4T AHZ 37 AHZ C1M C1M C 0 1 N N N 54.711 21.550 29.536 -6.802 -3.045 -1.105 C1M AHZ 38 AHZ H1 H1 H 0 1 N N N 57.083 24.980 38.737 7.443 2.743 1.723 H1 AHZ 39 AHZ "H2'" H2* H 0 1 N N N 56.648 23.314 37.252 6.310 1.834 -0.214 "H2'" AHZ 40 AHZ "H3'" H3* H 0 1 N N N 54.773 23.994 35.842 4.777 3.461 0.507 "H3'" AHZ 41 AHZ H3 H3 H 0 1 N N N 52.903 25.072 36.610 5.697 3.536 2.732 H3 AHZ 42 AHZ "H1'" H1* H 0 1 N N N 54.707 23.724 39.628 5.353 -0.037 2.025 "H1'" AHZ 43 AHZ H8 H8 H 0 1 N N N 57.172 21.095 38.219 4.877 -0.766 -1.654 H8 AHZ 44 AHZ H2 H2 H 0 1 N N N 55.522 23.411 44.104 9.646 -2.216 2.535 H2 AHZ 45 AHZ HN61 1HN6 H 0 0 N N N 59.492 20.641 42.739 8.487 -3.907 -2.329 HN61 AHZ 46 AHZ HN62 2HN6 H 0 0 N N N 58.862 20.353 44.243 9.805 -4.448 -1.438 HN62 AHZ 47 AHZ "H4'" H4* H 0 1 N N N 52.690 22.768 37.402 3.030 1.597 1.920 "H4'" AHZ 48 AHZ "H5'1" 1H5* H 0 0 N N N 53.579 20.543 36.316 2.390 3.382 0.248 "H5'1" AHZ 49 AHZ "H5'2" 2H5* H 0 0 N N N 54.927 21.363 35.757 3.121 2.384 -1.031 "H5'2" AHZ 50 AHZ H7T1 1H7T H 0 0 N N N 52.285 18.294 30.443 -5.289 0.892 -0.181 H7T1 AHZ 51 AHZ H7T2 2H7T H 0 0 N N N 53.285 19.547 30.985 -5.143 -0.407 -1.388 H7T2 AHZ 52 AHZ H6T1 1H6T H 0 0 N N N 51.824 21.251 29.423 -4.848 -2.065 0.432 H6T1 AHZ 53 AHZ H6T2 2H6T H 0 0 N N N 51.033 19.918 28.797 -4.993 -0.766 1.639 H6T2 AHZ 54 AHZ H1M1 1H1M H 0 0 N N N 54.413 21.167 30.540 -6.603 -3.979 -0.579 H1M1 AHZ 55 AHZ H1M2 2H1M H 0 0 N N N 55.706 22.038 29.661 -7.445 -3.242 -1.963 H1M2 AHZ 56 AHZ H1M3 3H1M H 0 0 N N N 53.973 22.366 29.352 -5.862 -2.614 -1.447 H1M3 AHZ 57 # 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 AHZ "O2'" "C2'" SING N N 1 AHZ "O2'" H1 SING N N 2 AHZ "C2'" "C3'" SING N N 3 AHZ "C2'" "C1'" SING N N 4 AHZ "C2'" "H2'" SING N N 5 AHZ "C3'" "O3'" SING N N 6 AHZ "C3'" "C4'" SING N N 7 AHZ "C3'" "H3'" SING N N 8 AHZ "O3'" H3 SING N N 9 AHZ "C1'" N9 SING N N 10 AHZ "C1'" "O4'" SING N N 11 AHZ "C1'" "H1'" SING N N 12 AHZ N9 C8 SING Y N 13 AHZ N9 C4 SING Y N 14 AHZ C8 N7 DOUB Y N 15 AHZ C8 H8 SING N N 16 AHZ N7 C5 SING Y N 17 AHZ C5 C6 SING Y N 18 AHZ C5 C4 DOUB Y N 19 AHZ C6 N1 DOUB Y N 20 AHZ C6 N6 SING N N 21 AHZ N1 C2 SING Y N 22 AHZ C2 N3 DOUB Y N 23 AHZ C2 H2 SING N N 24 AHZ N6 HN61 SING N N 25 AHZ N6 HN62 SING N N 26 AHZ C4 N3 SING Y N 27 AHZ "O4'" "C4'" SING N N 28 AHZ "C4'" "C5'" SING N N 29 AHZ "C4'" "H4'" SING N N 30 AHZ "C5'" "O5'" SING N N 31 AHZ "C5'" "H5'1" SING N N 32 AHZ "C5'" "H5'2" SING N N 33 AHZ "O5'" PA SING N N 34 AHZ PA O2A DOUB N N 35 AHZ PA O1A SING N N 36 AHZ PA O3A SING N N 37 AHZ O3A PB SING N N 38 AHZ PB O1B DOUB N N 39 AHZ PB O2B SING N N 40 AHZ PB O3B SING N N 41 AHZ O3B C7T SING N N 42 AHZ C7T C6T SING N N 43 AHZ C7T H7T1 SING N N 44 AHZ C7T H7T2 SING N N 45 AHZ C6T C5T SING N N 46 AHZ C6T H6T1 SING N N 47 AHZ C6T H6T2 SING N N 48 AHZ C5T S1T SING Y N 49 AHZ C5T C4T DOUB Y N 50 AHZ S1T C2T SING Y N 51 AHZ C2T C1R SING N N 52 AHZ C2T N3T DOUB Y N 53 AHZ C1R O1R SING N N 54 AHZ C1R O2R DOUB N N 55 AHZ N3T C4T SING Y N 56 AHZ C4T C1M SING N N 57 AHZ C1M H1M1 SING N N 58 AHZ C1M H1M2 SING N N 59 AHZ C1M H1M3 SING N N 60 # 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 AHZ SMILES ACDLabs 10.04 "O=C([O-])c1nc(c(s1)CCOP([O-])(=O)OP([O-])(=O)OCC4OC(n2c3ncnc(N)c3nc2)C(O)C4O)C" AHZ InChI InChI 1.03 "InChI=1S/C17H22N6O12P2S/c1-7-9(38-15(22-7)17(26)27)2-3-32-36(28,29)35-37(30,31)33-4-8-11(24)12(25)16(34-8)23-6-21-10-13(18)19-5-20-14(10)23/h5-6,8,11-12,16,24-25H,2-4H2,1H3,(H,26,27)(H,28,29)(H,30,31)(H2,18,19,20)/p-3/t8-,11-,12-,16-/m1/s1" AHZ InChIKey InChI 1.03 VGXBGQACJQRWLV-LKGUXBDMSA-K AHZ SMILES_CANONICAL CACTVS 3.385 "Cc1nc(sc1CCO[P]([O-])(=O)O[P]([O-])(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4c(N)ncnc34)C([O-])=O" AHZ SMILES CACTVS 3.385 "Cc1nc(sc1CCO[P]([O-])(=O)O[P]([O-])(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4c(N)ncnc34)C([O-])=O" AHZ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "Cc1c(sc(n1)C(=O)[O-])CCOP(=O)([O-])OP(=O)([O-])OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O" AHZ SMILES "OpenEye OEToolkits" 1.7.5 "Cc1c(sc(n1)C(=O)[O-])CCOP(=O)([O-])OP(=O)([O-])OCC2C(C(C(O2)n3cnc4c3ncnc4N)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 AHZ "SYSTEMATIC NAME" ACDLabs 10.04 "5'-O-[({[2-(2-carboxylato-4-methyl-1,3-thiazol-5-yl)ethoxy]phosphinato}oxy)phosphinato]adenosine" AHZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[2-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-oxido-phosphoryl]oxy-oxido-phosphoryl]oxyethyl]-4-methyl-1,3-thiazole-2-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AHZ "Create component" 2003-12-09 RCSB AHZ "Modify descriptor" 2011-06-04 RCSB AHZ "Modify descriptor" 2012-01-05 RCSB AHZ "Modify coordinates" 2012-01-05 RCSB #