data_COZ
# 
_chem_comp.id                                    COZ 
_chem_comp.name                                  "COENZYME A" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H36 N7 O16 P3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        767.534 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     COZ 
_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        ? 
_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 
COZ N1A  AN1  N 0 1 Y N N 19.733 -8.174  13.460 1.493  1.478  -10.766 N1A  COZ 1  
COZ C2A  AC2  C 0 1 Y N N 19.302 -8.815  14.507 0.300  1.823  -10.318 C2A  COZ 2  
COZ N3A  AN3  N 0 1 Y N N 18.458 -9.847  14.539 -0.095 1.564  -9.089  N3A  COZ 3  
COZ C4A  AC4  C 0 1 Y N N 18.058 -10.209 13.383 0.705  0.928  -8.240  C4A  COZ 4  
COZ C5A  AC5  C 0 1 Y N N 18.474 -9.524  12.233 1.988  0.544  -8.668  C5A  COZ 5  
COZ C6A  AC6  C 0 1 Y N N 19.346 -8.448  12.290 2.364  0.843  -9.988  C6A  COZ 6  
COZ N6A  AN6  N 0 1 N N N 19.843 -7.888  11.193 3.612  0.485  -10.467 N6A  COZ 7  
COZ N7A  AN7  N 0 1 Y N N 17.899 -10.050 11.231 2.590  -0.069 -7.621  N7A  COZ 8  
COZ C8A  AC8  C 0 1 Y N N 17.106 -11.101 11.666 1.781  -0.083 -6.602  C8A  COZ 9  
COZ N9A  AN9  N 0 1 Y N N 17.276 -11.131 13.044 0.606  0.524  -6.933  N9A  COZ 10 
COZ C1B  AC1* C 0 1 N N R 16.695 -12.001 14.116 -0.552 0.705  -6.055  C1B  COZ 11 
COZ C2B  AC2* C 0 1 N N R 15.329 -11.475 14.626 -1.464 -0.547 -6.083  C2B  COZ 12 
COZ O2B  AO2* O 0 1 N N N 15.569 -11.180 16.017 -2.395 -0.476 -7.164  O2B  COZ 13 
COZ C3B  AC3* C 0 1 N N S 14.314 -12.600 14.623 -2.194 -0.448 -4.717  C3B  COZ 14 
COZ O3B  AO3* O 0 1 N N N 14.133 -13.069 15.926 -3.485 0.141  -4.882  O3B  COZ 15 
COZ P3B  AP3* P 0 1 N N N 12.631 -13.202 16.565 -4.558 -0.927 -4.337  P3B  COZ 16 
COZ O7A  AO7  O 0 1 N N N 12.870 -13.392 18.102 -4.289 -1.213 -2.910  O7A  COZ 17 
COZ O8A  AO8  O 0 1 N N N 11.804 -11.886 16.259 -6.043 -0.324 -4.494  O8A  COZ 18 
COZ O9A  AO9  O 0 1 N N N 11.871 -14.369 15.947 -4.440 -2.288 -5.189  O9A  COZ 19 
COZ C4B  AC4* C 0 1 N N R 14.956 -13.683 13.786 -1.282 0.460  -3.871  C4B  COZ 20 
COZ O4B  AO4* O 0 1 N N N 16.348 -13.301 13.633 -0.136 0.788  -4.675  O4B  COZ 21 
COZ C5B  AC5* C 0 1 N N N 14.279 -13.594 12.446 -0.836 -0.281 -2.609  C5B  COZ 22 
COZ O5B  AO5* O 0 1 N N N 14.484 -14.685 11.605 0.014  0.566  -1.834  O5B  COZ 23 
COZ P1A  AP1  P 0 1 N N R 14.807 -14.363 10.045 0.443  -0.273 -0.529  P1A  COZ 24 
COZ O1A  AO1  O 0 1 N N N 16.322 -14.317 9.918  -0.766 -0.645 0.237   O1A  COZ 25 
COZ O2A  AO2  O 0 1 N N N 14.139 -15.402 9.173  1.223  -1.607 -0.981  O2A  COZ 26 
COZ O3A  AO3  O 0 1 N N N 14.300 -12.878 9.675  1.408  0.626  0.393   O3A  COZ 27 
COZ P2A  AP2  P 0 1 N N S 13.073 -12.622 8.587  1.796  -0.270 1.673   P2A  COZ 28 
COZ O4A  AO4  O 0 1 N N N 13.219 -13.555 7.360  0.565  -0.642 2.406   O4A  COZ 29 
COZ O5A  AO5  O 0 1 N N N 11.694 -12.777 9.328  2.554  -1.604 1.184   O5A  COZ 30 
COZ O6A  AO6  O 0 1 N N N 13.282 -11.031 8.151  2.765  0.571  2.644   O6A  COZ 31 
COZ CBP  PC11 C 0 1 N N N 14.654 -9.033  7.597  3.996  0.470  4.722   CBP  COZ 32 
COZ CCP  PC12 C 0 1 N N N 14.441 -10.555 7.448  3.073  -0.273 3.755   CCP  COZ 33 
COZ CDP  PC13 C 0 1 N N N 15.073 -8.533  6.231  5.289  0.853  4.000   CDP  COZ 34 
COZ CEP  PC14 C 0 1 N N N 13.335 -8.402  8.033  3.297  1.736  5.222   CEP  COZ 35 
COZ CAP  PC10 C 0 1 N N S 15.852 -8.665  8.540  4.324  -0.434 5.911   CAP  COZ 36 
COZ OAP  PO10 O 0 1 N N N 16.701 -9.841  8.589  5.085  -1.557 5.460   OAP  COZ 37 
COZ C9P  PC9  C 0 1 N N N 15.589 -7.865  9.866  3.045  -0.916 6.545   C9P  COZ 38 
COZ O9P  PO9  O 0 1 N N N 14.671 -8.072  10.729 2.713  -2.077 6.433   O9P  COZ 39 
COZ N8P  PN8  N 0 1 N N N 16.384 -6.860  10.128 2.269  -0.057 7.235   N8P  COZ 40 
COZ C7P  PC7  C 0 1 N N N 17.265 -6.183  9.178  0.983  -0.503 7.776   C7P  COZ 41 
COZ C6P  PC6  C 0 1 N N N 16.403 -5.124  8.408  0.308  0.656  8.510   C6P  COZ 42 
COZ C5P  PC5  C 0 1 N N N 17.174 -3.826  8.319  -1.014 0.197  9.066   C5P  COZ 43 
COZ O5P  PO5  O 0 1 N N N 18.047 -3.701  7.428  -1.381 -0.945 8.892   O5P  COZ 44 
COZ N4P  PN4  N 0 1 N N N 16.804 -2.919  9.200  -1.790 1.056  9.757   N4P  COZ 45 
COZ C3P  PC3  C 0 1 N N N 17.351 -1.567  9.293  -3.076 0.609  10.297  C3P  COZ 46 
COZ C2P  PC2  C 0 1 N N N 16.539 -0.723  10.288 -3.751 1.770  11.032  C2P  COZ 47 
COZ S1P  PS1  S 0 1 N N N 16.886 -0.991  12.034 -5.344 1.217  11.701  S1P  COZ 48 
COZ H2A  AH2  H 0 1 N N N 19.693 -8.444  15.469 -0.376 2.337  -10.984 H2A  COZ 49 
COZ H61A AH61 H 0 0 N N N 19.530 -8.109  10.247 3.859  0.697  -11.381 H61A COZ 50 
COZ H62A AH62 H 0 0 N N N 20.852 -8.030  11.215 4.238  0.022  -9.890  H62A COZ 51 
COZ H8A  AH8  H 0 1 N N N 16.477 -11.767 11.050 2.007  -0.511 -5.637  H8A  COZ 52 
COZ H1B  AH1* H 0 1 N N N 17.489 -12.012 14.898 -1.113 1.595  -6.341  H1B  COZ 53 
COZ H2B  AH2* H 0 1 N N N 14.961 -10.621 14.009 -0.870 -1.459 -6.143  H2B  COZ 54 
COZ HO2A AHO2 H 0 0 N N N 14.731 -10.857 16.329 -1.876 -0.448 -7.979  HO2A COZ 55 
COZ H3B  AH3* H 0 1 N N N 13.320 -12.281 14.230 -2.282 -1.433 -4.259  H3B  COZ 56 
COZ HOA8 8HOA H 0 0 N N N 10.932 -11.963 16.629 -6.654 -0.994 -4.157  HOA8 COZ 57 
COZ HOA9 9HOA H 0 0 N N N 10.999 -14.446 16.317 -4.621 -2.058 -6.111  HOA9 COZ 58 
COZ H4B  AH4* H 0 1 N N N 14.873 -14.705 14.222 -1.816 1.369  -3.597  H4B  COZ 59 
COZ H51A AH51 H 0 0 N N N 13.187 -13.411 12.579 -0.292 -1.183 -2.890  H51A COZ 60 
COZ H52A AH52 H 0 0 N N N 14.573 -12.650 11.929 -1.711 -0.554 -2.019  H52A COZ 61 
COZ HOA2 2HOA H 0 0 N N N 14.327 -15.213 8.261  2.003  -1.320 -1.476  HOA2 COZ 62 
COZ HOA5 5HOA H 0 0 N N N 10.991 -12.630 8.705  3.348  -1.318 0.712   HOA5 COZ 63 
COZ H121 1H12 H 0 0 N N N 15.353 -11.116 7.757  3.570  -1.175 3.399   H121 COZ 64 
COZ H122 2H12 H 0 0 N N N 14.402 -10.848 6.372  2.151  -0.546 4.270   H122 COZ 65 
COZ H131 1H13 H 0 0 N N N 15.226 -7.433  6.338  5.815  -0.050 3.692   H131 COZ 66 
COZ H132 2H13 H 0 0 N N N 15.958 -9.067  5.814  5.050  1.451  3.121   H132 COZ 67 
COZ H133 3H13 H 0 0 N N N 14.357 -8.804  5.419  5.923  1.431  4.672   H133 COZ 68 
COZ H141 1H14 H 0 0 N N N 13.488 -7.302  8.140  2.311  1.478  5.609   H141 COZ 69 
COZ H142 2H14 H 0 0 N N N 12.492 -8.651  7.346  3.891  2.190  6.015   H142 COZ 70 
COZ H143 3H14 H 0 0 N N N 12.921 -8.869  8.957  3.190  2.441  4.398   H143 COZ 71 
COZ H10  H10  H 0 1 N N N 16.407 -7.805  8.096  4.904  0.125  6.645   H10  COZ 72 
COZ HO1  HO1  H 0 1 N N N 17.426 -9.618  9.160  4.537  -2.024 4.814   HO1  COZ 73 
COZ HN8  HN8  H 0 1 N N N 16.314 -6.594  11.110 2.563  0.856  7.374   HN8  COZ 74 
COZ H71  1H7  H 0 1 N N N 18.167 -5.740  9.661  0.343  -0.839 6.960   H71  COZ 75 
COZ H72  2H7  H 0 1 N N N 17.795 -6.889  8.497  1.147  -1.327 8.471   H72  COZ 76 
COZ H61  1H6  H 0 1 N N N 16.075 -5.491  7.407  0.948  0.991  9.326   H61  COZ 77 
COZ H62  2H6  H 0 1 N N N 15.394 -4.987  8.863  0.144  1.479  7.815   H62  COZ 78 
COZ HN4  HN4  H 0 1 N N N 16.078 -3.271  9.823  -1.496 1.970  9.896   HN4  COZ 79 
COZ H31  1H3  H 0 1 N N N 18.436 -1.576  9.547  -3.716 0.274  9.481   H31  COZ 80 
COZ H32  2H3  H 0 1 N N N 17.418 -1.077  8.293  -2.912 -0.213 10.992  H32  COZ 81 
COZ H21  1H2  H 0 1 N N N 16.653 0.359   10.043 -3.111 2.105  11.847  H21  COZ 82 
COZ H22  2H2  H 0 1 N N N 15.449 -0.860  10.095 -3.915 2.593  10.337  H22  COZ 83 
COZ HS1  HS1  H 0 1 N N N 16.384 -0.469  12.649 -5.757 2.354  12.289  HS1  COZ 84 
# 
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 
COZ N1A C2A  SING Y N 1  
COZ N1A C6A  DOUB Y N 2  
COZ C2A N3A  DOUB Y N 3  
COZ C2A H2A  SING N N 4  
COZ N3A C4A  SING Y N 5  
COZ C4A C5A  DOUB Y N 6  
COZ C4A N9A  SING Y N 7  
COZ C5A C6A  SING Y N 8  
COZ C5A N7A  SING Y N 9  
COZ C6A N6A  SING N N 10 
COZ N6A H61A SING N N 11 
COZ N6A H62A SING N N 12 
COZ N7A C8A  DOUB Y N 13 
COZ C8A N9A  SING Y N 14 
COZ C8A H8A  SING N N 15 
COZ N9A C1B  SING N N 16 
COZ C1B C2B  SING N N 17 
COZ C1B O4B  SING N N 18 
COZ C1B H1B  SING N N 19 
COZ C2B O2B  SING N N 20 
COZ C2B C3B  SING N N 21 
COZ C2B H2B  SING N N 22 
COZ O2B HO2A SING N N 23 
COZ C3B O3B  SING N N 24 
COZ C3B C4B  SING N N 25 
COZ C3B H3B  SING N N 26 
COZ O3B P3B  SING N N 27 
COZ P3B O7A  DOUB N N 28 
COZ P3B O8A  SING N N 29 
COZ P3B O9A  SING N N 30 
COZ O8A HOA8 SING N N 31 
COZ O9A HOA9 SING N N 32 
COZ C4B O4B  SING N N 33 
COZ C4B C5B  SING N N 34 
COZ C4B H4B  SING N N 35 
COZ C5B O5B  SING N N 36 
COZ C5B H51A SING N N 37 
COZ C5B H52A SING N N 38 
COZ O5B P1A  SING N N 39 
COZ P1A O1A  DOUB N N 40 
COZ P1A O2A  SING N N 41 
COZ P1A O3A  SING N N 42 
COZ O2A HOA2 SING N N 43 
COZ O3A P2A  SING N N 44 
COZ P2A O4A  DOUB N N 45 
COZ P2A O5A  SING N N 46 
COZ P2A O6A  SING N N 47 
COZ O5A HOA5 SING N N 48 
COZ O6A CCP  SING N N 49 
COZ CBP CCP  SING N N 50 
COZ CBP CDP  SING N N 51 
COZ CBP CEP  SING N N 52 
COZ CBP CAP  SING N N 53 
COZ CCP H121 SING N N 54 
COZ CCP H122 SING N N 55 
COZ CDP H131 SING N N 56 
COZ CDP H132 SING N N 57 
COZ CDP H133 SING N N 58 
COZ CEP H141 SING N N 59 
COZ CEP H142 SING N N 60 
COZ CEP H143 SING N N 61 
COZ CAP OAP  SING N N 62 
COZ CAP C9P  SING N N 63 
COZ CAP H10  SING N N 64 
COZ OAP HO1  SING N N 65 
COZ C9P O9P  DOUB N N 66 
COZ C9P N8P  SING N N 67 
COZ N8P C7P  SING N N 68 
COZ N8P HN8  SING N N 69 
COZ C7P C6P  SING N N 70 
COZ C7P H71  SING N N 71 
COZ C7P H72  SING N N 72 
COZ C6P C5P  SING N N 73 
COZ C6P H61  SING N N 74 
COZ C6P H62  SING N N 75 
COZ C5P O5P  DOUB N N 76 
COZ C5P N4P  SING N N 77 
COZ N4P C3P  SING N N 78 
COZ N4P HN4  SING N N 79 
COZ C3P C2P  SING N N 80 
COZ C3P H31  SING N N 81 
COZ C3P H32  SING N N 82 
COZ C2P S1P  SING N N 83 
COZ C2P H21  SING N N 84 
COZ C2P H22  SING N N 85 
COZ S1P HS1  SING N N 86 
# 
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 
COZ SMILES           ACDLabs              10.04 O=C(NCCS)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3OP(=O)(O)O 
COZ InChI            InChI                1.02b 
;InChI=1/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16-,20-/m1/s1/f/h23-24,33-34,36,38H,22H2
;
COZ InChIKey         InChI                1.02b RGJOEKWQDUBAIZ-ZZLUTQSADP 
COZ SMILES_CANONICAL CACTVS               3.341 CC(C)(CO[P@@](O)(=O)O[P@@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[C@H](O)C(=O)NCCC(=O)NCCS 
COZ SMILES           CACTVS               3.341 CC(C)(CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[CH](O)C(=O)NCCC(=O)NCCS 
COZ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(CO[P@](=O)(O)O[P@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)[C@@H](C(=O)NCCC(=O)NCCS)O 
COZ SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCS)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 
COZ "SYSTEMATIC NAME" ACDLabs              10.04 
"[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3S)-3-hydroxy-2,2-dimethyl-4-oxo-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)butyl dihydrogen diphosphate (non-preferred name)" 
COZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-oxolan-2-yl]methyl [hydroxy-[(3S)-3-hydroxy-2,2-dimethyl-4-oxo-4-[[3-oxo-3-(2-sulfanylethylamino)propyl]amino]butoxy]phosphoryl] hydrogen phosphate"                   
# 
