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                    2008-10-14 
_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        ? 
_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 -6.749  -2.816 -0.607 "O2'"  AHZ 1  
AHZ "C2'"  C2*  C 0  1 N N R 55.778 23.768 37.782 -5.634  -1.927 -0.705 "C2'"  AHZ 2  
AHZ "C3'"  C3*  C 0  1 N N S 54.505 23.863 36.916 -4.304  -2.678 -0.434 "C3'"  AHZ 3  
AHZ "O3'"  O3*  O 0  1 N N N 53.687 25.013 37.143 -4.551  -3.891 0.280  "O3'"  AHZ 4  
AHZ "C1'"  C1*  C 0  1 N N R 55.217 22.992 38.958 -5.657  -0.883 0.441  "C1'"  AHZ 5  
AHZ N9     N9   N 0  1 Y N N 56.200 22.260 39.756 -6.481  0.271  0.075  N9     AHZ 6  
AHZ C8     C8   C 0  1 Y N N 57.068 21.351 39.287 -6.051  1.405  -0.548 C8     AHZ 7  
AHZ N7     N7   N 0  1 Y N N 57.794 20.791 40.276 -7.047  2.223  -0.720 N7     AHZ 8  
AHZ C5     C5   C 0  1 Y N N 57.366 21.354 41.422 -8.178  1.669  -0.220 C5     AHZ 9  
AHZ C6     C6   C 0  1 Y N N 57.692 21.250 42.852 -9.520  2.076  -0.126 C6     AHZ 10 
AHZ N1     N1   N 0  1 Y N N 57.003 22.003 43.711 -10.392 1.252  0.446  N1     AHZ 11 
AHZ C2     C2   C 0  1 Y N N 56.040 22.847 43.310 -10.016 0.077  0.917  C2     AHZ 12 
AHZ N6     N6   N 0  1 N N N 58.636 20.425 43.251 -9.923  3.305  -0.617 N6     AHZ 13 
AHZ C4     C4   C 0  1 Y N N 56.331 22.292 41.086 -7.829  0.408  0.291  C4     AHZ 14 
AHZ N3     N3   N 0  1 Y N N 55.636 23.083 42.053 -8.771  -0.345 0.851  N3     AHZ 15 
AHZ "O4'"  O4*  O 0  1 N N N 54.433 21.952 38.351 -4.272  -0.498 0.573  "O4'"  AHZ 16 
AHZ "C4'"  C4*  C 0  1 N N R 53.768 22.555 37.214 -3.488  -1.693 0.426  "C4'"  AHZ 17 
AHZ "C5'"  C5*  C 0  1 N N N 53.874 21.585 36.049 -2.166  -1.366 -0.271 "C5'"  AHZ 18 
AHZ "O5'"  O5*  O 0  1 N N N 53.097 22.134 34.982 -1.369  -0.541 0.582  "O5'"  AHZ 19 
AHZ PA     PA   P 0  1 N N N 53.321 21.660 33.459 -0.001  -0.237 -0.210 PA     AHZ 20 
AHZ O2A    O2A  O 0  1 N N N 52.324 22.458 32.671 -0.311  0.601  -1.470 O2A    AHZ 21 
AHZ O1A    O1A  O -1 1 N N N 54.780 21.649 33.148 0.659   -1.570 -0.628 O1A    AHZ 22 
AHZ O3A    O3A  O 0  1 N N N 52.895 20.084 33.451 1.002   0.582  0.746  O3A    AHZ 23 
AHZ PB     PB   P 0  1 N N N 51.449 19.406 33.162 2.460   0.506  0.066  PB     AHZ 24 
AHZ O1B    O1B  O 0  1 N N N 50.314 19.981 33.951 2.550   1.543  -1.075 O1B    AHZ 25 
AHZ O2B    O2B  O -1 1 N N N 51.844 17.949 33.362 2.687   -0.911 -0.507 O2B    AHZ 26 
AHZ O3B    O3B  O 0  1 N N N 51.258 19.759 31.594 3.585   0.825  1.172  O3B    AHZ 27 
AHZ C7T    C7T  C 0  1 N N N 52.248 19.397 30.604 4.852   0.627  0.541  C7T    AHZ 28 
AHZ C6T    C6T  C 0  1 N N N 52.009 20.161 29.278 5.972   0.915  1.543  C6T    AHZ 29 
AHZ C5T    C5T  C 0  1 Y N N 53.210 19.865 28.390 7.307   0.706  0.878  C5T    AHZ 30 
AHZ S1T    S1T  S 0  1 Y N N 53.312 18.727 27.159 8.272   -0.736 0.776  S1T    AHZ 31 
AHZ C2T    C2T  C 0  1 Y N N 54.907 19.106 26.923 9.625   -0.042 -0.162 C2T    AHZ 32 
AHZ C1R    C1R  C 0  1 N N N 55.862 18.566 25.952 10.855  -0.687 -0.638 C1R    AHZ 33 
AHZ O1R    O1R  O -1 1 N N N 56.934 19.239 25.933 11.057  -1.870 -0.398 O1R    AHZ 34 
AHZ O2R    O2R  O 0  1 N N N 55.566 17.528 25.299 11.678  -0.042 -1.274 O2R    AHZ 35 
AHZ N3T    N3T  N 0  1 Y N N 55.337 20.017 27.683 9.219   1.215  -0.314 N3T    AHZ 36 
AHZ C4T    C4T  C 0  1 Y N N 54.404 20.451 28.540 8.080   1.598  0.190  C4T    AHZ 37 
AHZ C1M    C1M  C 0  1 N N N 54.711 21.550 29.536 7.619   3.022  0.019  C1M    AHZ 38 
AHZ H1     H1   H 0  1 N N N 57.083 24.980 38.737 -6.677  -3.437 -1.345 H1     AHZ 39 
AHZ "H2'"  H2*  H 0  1 N N N 56.648 23.314 37.252 -5.614  -1.436 -1.678 "H2'"  AHZ 40 
AHZ "H3'"  H3*  H 0  1 N N N 54.773 23.994 35.842 -3.786  -2.886 -1.370 "H3'"  AHZ 41 
AHZ H3     H3   H 0  1 N N N 52.903 25.072 36.610 -5.114  -4.438 -0.284 H3     AHZ 42 
AHZ "H1'"  H1*  H 0  1 N N N 54.707 23.724 39.628 -6.020  -1.335 1.365  "H1'"  AHZ 43 
AHZ H8     H8   H 0  1 N N N 57.172 21.095 38.219 -5.032  1.595  -0.854 H8     AHZ 44 
AHZ H2     H2   H 0  1 N N N 55.522 23.411 44.104 -10.758 -0.561 1.374  H2     AHZ 45 
AHZ HN61   1HN6 H 0  0 N N N 59.492 20.641 42.739 -9.277  3.897  -1.033 HN61   AHZ 46 
AHZ HN62   2HN6 H 0  0 N N N 58.862 20.353 44.243 -10.852 3.574  -0.546 HN62   AHZ 47 
AHZ "H4'"  H4*  H 0  1 N N N 52.690 22.768 37.402 -3.292  -2.131 1.405  "H4'"  AHZ 48 
AHZ "H5'1" 1H5* H 0  0 N N N 53.579 20.543 36.316 -2.367  -0.838 -1.202 "H5'1" AHZ 49 
AHZ "H5'2" 2H5* H 0  0 N N N 54.927 21.363 35.757 -1.630  -2.290 -0.485 "H5'2" AHZ 50 
AHZ H7T1   1H7T H 0  0 N N N 52.285 18.294 30.443 4.944   1.302  -0.310 H7T1   AHZ 51 
AHZ H7T2   2H7T H 0  0 N N N 53.285 19.547 30.985 4.929   -0.405 0.197  H7T2   AHZ 52 
AHZ H6T1   1H6T H 0  0 N N N 51.824 21.251 29.423 5.880   0.240  2.395  H6T1   AHZ 53 
AHZ H6T2   2H6T H 0  0 N N N 51.033 19.918 28.797 5.894   1.946  1.888  H6T2   AHZ 54 
AHZ H1M1   1H1M H 0  0 N N N 54.413 21.167 30.540 7.033   3.107  -0.897 H1M1   AHZ 55 
AHZ H1M2   2H1M H 0  0 N N N 55.706 22.038 29.661 7.003   3.310  0.871  H1M2   AHZ 56 
AHZ H1M3   3H1M H 0  0 N N N 53.973 22.366 29.352 8.486   3.680  -0.042 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                1.02b 
;InChI=1/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/fC17H19N6O12P2S/h18H2/q-3
;
AHZ InChIKey         InChI                1.02b VGXBGQACJQRWLV-IOFPFBBBDN 
AHZ SMILES_CANONICAL CACTVS               3.341 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               3.341 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" 1.5.0 Cc1c(sc(n1)C(=O)[O-])CCO[P@@](=O)([O-])O[P@](=O)([O-])OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O 
AHZ SMILES           "OpenEye OEToolkits" 1.5.0 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 
# 
