data_CAO
# 
_chem_comp.id                                    CAO 
_chem_comp.name                                  "OXIDIZED COENZYME A" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAC 
_chem_comp.formula                               "C21 H36 N7 O17 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                        783.534 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CAO 
_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        1EAD 
_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 
CAO N1A  AN1  N 0 1 Y N N 38.037 23.717 16.538 5.607  1.926  -7.940 N1A  CAO 1  
CAO C2A  AC2  C 0 1 Y N N 38.221 22.466 16.136 4.421  1.855  -8.515 C2A  CAO 2  
CAO N3A  AN3  N 0 1 Y N N 39.362 21.987 15.661 3.336  1.501  -7.858 N3A  CAO 3  
CAO C4A  AC4  C 0 1 Y N N 40.428 22.793 15.564 3.398  1.190  -6.568 C4A  CAO 4  
CAO C5A  AC5  C 0 1 Y N N 40.240 24.090 15.975 4.637  1.256  -5.908 C5A  CAO 5  
CAO C6A  AC6  C 0 1 Y N N 39.054 24.592 16.486 5.765  1.639  -6.652 C6A  CAO 6  
CAO N6A  AN6  N 0 1 N N N 38.978 25.788 17.050 7.013  1.716  -6.057 N6A  CAO 7  
CAO N7A  AN7  N 0 1 Y N N 41.358 24.791 15.876 4.421  0.901  -4.618 N7A  CAO 8  
CAO C8A  AC8  C 0 1 Y N N 42.257 23.915 15.403 3.159  0.634  -4.447 C8A  CAO 9  
CAO N9A  AN9  N 0 1 Y N N 41.702 22.714 15.196 2.485  0.801  -5.620 N9A  CAO 10 
CAO C1B  AC1* C 0 1 N N R 42.284 21.617 14.385 1.050  0.596  -5.832 C1B  CAO 11 
CAO C2B  AC2* C 0 1 N N R 42.847 22.194 13.089 0.748  -0.891 -6.143 C2B  CAO 12 
CAO O2B  AO2* O 0 1 N N N 41.919 22.713 12.118 0.893  -1.160 -7.539 O2B  CAO 13 
CAO C3B  AC3* C 0 1 N N S 43.730 21.045 12.660 -0.735 -1.020 -5.706 C3B  CAO 14 
CAO O3B  AO3* O 0 1 N N N 43.037 20.013 11.959 -1.601 -0.905 -6.837 O3B  CAO 15 
CAO P3B  AP3* P 0 1 N N N 43.891 18.888 11.141 -2.461 -2.264 -6.904 P3B  CAO 16 
CAO O7A  AO7  O 0 1 N N N 44.782 18.202 12.129 -3.243 -2.415 -5.657 O7A  CAO 17 
CAO O8A  AO8  O 0 1 N N N 44.586 19.674 10.080 -3.464 -2.203 -8.162 O8A  CAO 18 
CAO O9A  AO9  O 0 1 N N N 42.814 18.015 10.608 -1.468 -3.520 -7.070 O9A  CAO 19 
CAO C4B  AC4* C 0 1 N N R 44.309 20.609 13.992 -0.942 0.159  -4.737 C4B  CAO 20 
CAO O4B  AO4* O 0 1 N N N 43.376 20.922 15.035 0.316  0.841  -4.613 O4B  CAO 21 
CAO C5B  AC5* C 0 1 N N N 45.450 21.588 14.047 -1.387 -0.363 -3.369 C5B  CAO 22 
CAO O5B  AO5* O 0 1 N N N 46.210 21.690 15.228 -1.570 0.736  -2.476 O5B  CAO 23 
CAO P1A  AP1  P 0 1 N N R 47.325 22.849 15.149 -2.036 0.117  -1.064 P1A  CAO 24 
CAO O1A  AO1  O 0 1 N N N 47.898 23.049 16.500 -3.302 -0.628 -1.246 O1A  CAO 25 
CAO O2A  AO2  O 0 1 N N N 48.267 22.583 14.038 -0.899 -0.881 -0.516 O2A  CAO 26 
CAO O3A  AO3  O 0 1 N N N 46.392 24.079 14.745 -2.262 1.307  -0.004 O3A  CAO 27 
CAO P2A  AP2  P 0 1 N N S 46.499 25.666 14.804 -2.723 0.619  1.376  P2A  CAO 28 
CAO O4A  AO4  O 0 1 N N N 47.273 26.175 13.650 -3.978 -0.133 1.156  O4A  CAO 29 
CAO O5A  AO5  O 0 1 N N N 45.106 26.119 14.997 -1.575 -0.387 1.883  O5A  CAO 30 
CAO O6A  AO6  O 0 1 N N N 47.400 25.902 16.137 -2.968 1.758  2.487  O6A  CAO 31 
CAO CBP  PC11 C 0 1 N N N 48.583 27.280 17.918 -3.624 2.119  4.785  CBP  CAO 32 
CAO CCP  PC12 C 0 1 N N N 47.532 27.181 16.790 -3.373 1.088  3.683  CCP  CAO 33 
CAO CDP  PC13 C 0 1 N N N 50.003 27.195 17.382 -2.337 2.904  5.051  CDP  CAO 34 
CAO CEP  PC14 C 0 1 N N N 48.391 28.682 18.456 -4.726 3.082  4.342  CEP  CAO 35 
CAO CAP  PC10 C 0 1 N N R 48.370 26.214 19.016 -4.057 1.402  6.065  CAP  CAO 36 
CAO OAP  PO10 O 0 1 N N N 49.055 25.005 18.640 -5.328 0.782  5.856  OAP  CAO 37 
CAO C9P  PC9  C 0 1 N N N 48.791 26.569 20.477 -3.038 0.350  6.422  C9P  CAO 38 
CAO O9P  PO9  O 0 1 N N N 49.903 26.302 20.953 -3.311 -0.824 6.301  O9P  CAO 39 
CAO N8P  PN8  N 0 1 N N N 47.830 27.092 21.271 -1.823 0.716  6.876  N8P  CAO 40 
CAO C7P  PC7  C 0 1 N N N 48.043 27.447 22.666 -0.861 -0.303 7.299  C7P  CAO 41 
CAO C6P  PC6  C 0 1 N N N 47.113 28.532 23.217 0.428  0.373  7.766  C6P  CAO 42 
CAO C5P  PC5  C 0 1 N N N 47.247 28.652 24.740 1.417  -0.676 8.202  C5P  CAO 43 
CAO O5P  PO5  O 0 1 N N N 48.009 27.852 25.305 1.120  -1.850 8.144  O5P  CAO 44 
CAO N4P  PN4  N 0 1 N N N 46.576 29.518 25.535 2.632  -0.310 8.655  N4P  CAO 45 
CAO C3P  PC3  C 0 1 N N N 46.865 29.545 26.979 3.594  -1.331 9.079  C3P  CAO 46 
CAO C2P  PC2  C 0 1 N N N 46.668 30.845 27.698 4.884  -0.653 9.546  C2P  CAO 47 
CAO S1P  PS1  S 0 1 N N N 44.965 30.853 28.279 6.075  -1.917 10.070 S1P  CAO 48 
CAO O1P  PO1  O 0 1 N N N 44.525 32.593 28.710 7.241  -1.028 10.479 O1P  CAO 49 
CAO H2A  AH2  H 0 1 N N N 37.364 21.774 16.201 4.337  2.098  -9.564 H2A  CAO 50 
CAO H61A AH61 H 0 0 N N N 39.750 26.452 17.010 7.784  1.982  -6.582 H61A CAO 51 
CAO H62A AH62 H 0 0 N N N 38.731 25.654 18.030 7.116  1.504  -5.117 H62A CAO 52 
CAO H8A  AH8  H 0 1 N N N 43.316 24.151 15.209 2.712  0.326  -3.514 H8A  CAO 53 
CAO H1B  AH1* H 0 1 N N N 41.453 20.891 14.218 0.686  1.237  -6.635 H1B  CAO 54 
CAO H2B  AH2* H 0 1 N N N 43.381 23.163 13.224 1.386  -1.549 -5.553 H2B  CAO 55 
CAO HO2A AHO2 H 0 0 N N N 42.269 23.072 11.311 1.814  -0.974 -7.765 HO2A CAO 56 
CAO H3B  AH3* H 0 1 N N N 44.502 21.326 11.906 -0.901 -1.968 -5.194 H3B  CAO 57 
CAO HOA8 8HOA H 0 0 N N N 45.083 19.019 9.603  -3.959 -3.033 -8.166 HOA8 CAO 58 
CAO HOA9 9HOA H 0 0 N N N 43.311 17.360 10.131 -0.978 -3.383 -7.893 HOA9 CAO 59 
CAO H4B  AH4* H 0 1 N N N 44.564 19.529 14.098 -1.694 0.839  -5.136 H4B  CAO 60 
CAO H51A AH51 H 0 0 N N N 46.138 21.383 13.194 -0.625 -1.032 -2.970 H51A CAO 61 
CAO H52A AH52 H 0 0 N N N 45.066 22.600 13.779 -2.327 -0.905 -3.476 H52A CAO 62 
CAO HOA2 2HOA H 0 0 N N N 48.924 23.266 13.991 -0.093 -0.357 -0.411 HOA2 CAO 63 
CAO HOA5 5HOA H 0 0 N N N 45.169 27.066 15.032 -0.776 0.141  2.014  HOA5 CAO 64 
CAO H121 1H12 H 0 0 N N N 47.726 27.971 16.027 -2.588 0.402  3.998  H121 CAO 65 
CAO H122 2H12 H 0 0 N N N 46.538 27.508 17.175 -4.290 0.529  3.493  H122 CAO 66 
CAO H131 1H13 H 0 0 N N N 50.761 27.266 18.196 -1.521 2.208  5.246  H131 CAO 67 
CAO H132 2H13 H 0 0 N N N 50.150 26.274 16.771 -2.096 3.512  4.179  H132 CAO 68 
CAO H133 3H13 H 0 0 N N N 50.183 27.960 16.592 -2.479 3.550  5.917  H133 CAO 69 
CAO H141 1H14 H 0 0 N N N 49.149 28.753 19.270 -5.660 2.534  4.217  H141 CAO 70 
CAO H142 2H14 H 0 0 N N N 48.461 29.486 17.686 -4.858 3.857  5.097  H142 CAO 71 
CAO H143 3H14 H 0 0 N N N 47.348 28.916 18.773 -4.447 3.543  3.394  H143 CAO 72 
CAO H10  H10  H 0 1 N N N 47.260 26.116 19.061 -4.134 2.124  6.878  H10  CAO 73 
CAO HO1  HO1  H 0 1 N N N 48.924 24.349 19.315 -5.216 0.152  5.131  HO1  CAO 74 
CAO HN8  HN8  H 0 1 N N N 46.929 27.220 20.809 -1.585 1.656  6.922  HN8  CAO 75 
CAO H71  1H7  H 0 1 N N N 47.987 26.535 23.305 -1.284 -0.884 8.119  H71  CAO 76 
CAO H72  2H7  H 0 1 N N N 49.107 27.737 22.828 -0.641 -0.965 6.461  H72  CAO 77 
CAO H61  1H6  H 0 1 N N N 47.280 29.511 22.711 0.851  0.954  6.947  H61  CAO 78 
CAO H62  2H6  H 0 1 N N N 46.054 28.360 22.910 0.208  1.035  8.604  H62  CAO 79 
CAO HN4  HN4  H 0 1 N N N 45.891 30.116 25.072 2.870  0.628  8.702  HN4  CAO 80 
CAO H31  1H3  H 0 1 N N N 46.274 28.748 27.488 3.171  -1.911 9.898  H31  CAO 81 
CAO H32  2H3  H 0 1 N N N 47.903 29.179 27.154 3.814  -1.992 8.241  H32  CAO 82 
CAO H21  1H2  H 0 1 N N N 47.412 31.018 28.509 5.307  -0.073 8.727  H21  CAO 83 
CAO H22  2H2  H 0 1 N N N 46.928 31.735 27.079 4.664  0.007  10.384 H22  CAO 84 
CAO HOS1 1HOS H 0 0 N N N 43.625 32.597 29.016 7.947  -1.615 10.782 HOS1 CAO 85 
# 
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 
CAO N1A C2A  SING Y N 1  
CAO N1A C6A  DOUB Y N 2  
CAO C2A N3A  DOUB Y N 3  
CAO C2A H2A  SING N N 4  
CAO N3A C4A  SING Y N 5  
CAO C4A C5A  DOUB Y N 6  
CAO C4A N9A  SING Y N 7  
CAO C5A C6A  SING Y N 8  
CAO C5A N7A  SING Y N 9  
CAO C6A N6A  SING N N 10 
CAO N6A H61A SING N N 11 
CAO N6A H62A SING N N 12 
CAO N7A C8A  DOUB Y N 13 
CAO C8A N9A  SING Y N 14 
CAO C8A H8A  SING N N 15 
CAO N9A C1B  SING N N 16 
CAO C1B C2B  SING N N 17 
CAO C1B O4B  SING N N 18 
CAO C1B H1B  SING N N 19 
CAO C2B O2B  SING N N 20 
CAO C2B C3B  SING N N 21 
CAO C2B H2B  SING N N 22 
CAO O2B HO2A SING N N 23 
CAO C3B O3B  SING N N 24 
CAO C3B C4B  SING N N 25 
CAO C3B H3B  SING N N 26 
CAO O3B P3B  SING N N 27 
CAO P3B O7A  DOUB N N 28 
CAO P3B O8A  SING N N 29 
CAO P3B O9A  SING N N 30 
CAO O8A HOA8 SING N N 31 
CAO O9A HOA9 SING N N 32 
CAO C4B O4B  SING N N 33 
CAO C4B C5B  SING N N 34 
CAO C4B H4B  SING N N 35 
CAO C5B O5B  SING N N 36 
CAO C5B H51A SING N N 37 
CAO C5B H52A SING N N 38 
CAO O5B P1A  SING N N 39 
CAO P1A O1A  DOUB N N 40 
CAO P1A O2A  SING N N 41 
CAO P1A O3A  SING N N 42 
CAO O2A HOA2 SING N N 43 
CAO O3A P2A  SING N N 44 
CAO P2A O4A  DOUB N N 45 
CAO P2A O5A  SING N N 46 
CAO P2A O6A  SING N N 47 
CAO O5A HOA5 SING N N 48 
CAO O6A CCP  SING N N 49 
CAO CBP CCP  SING N N 50 
CAO CBP CDP  SING N N 51 
CAO CBP CEP  SING N N 52 
CAO CBP CAP  SING N N 53 
CAO CCP H121 SING N N 54 
CAO CCP H122 SING N N 55 
CAO CDP H131 SING N N 56 
CAO CDP H132 SING N N 57 
CAO CDP H133 SING N N 58 
CAO CEP H141 SING N N 59 
CAO CEP H142 SING N N 60 
CAO CEP H143 SING N N 61 
CAO CAP OAP  SING N N 62 
CAO CAP C9P  SING N N 63 
CAO CAP H10  SING N N 64 
CAO OAP HO1  SING N N 65 
CAO C9P O9P  DOUB N N 66 
CAO C9P N8P  SING N N 67 
CAO N8P C7P  SING N N 68 
CAO N8P HN8  SING N N 69 
CAO C7P C6P  SING N N 70 
CAO C7P H71  SING N N 71 
CAO C7P H72  SING N N 72 
CAO C6P C5P  SING N N 73 
CAO C6P H61  SING N N 74 
CAO C6P H62  SING N N 75 
CAO C5P O5P  DOUB N N 76 
CAO C5P N4P  SING N N 77 
CAO N4P C3P  SING N N 78 
CAO N4P HN4  SING N N 79 
CAO C3P C2P  SING N N 80 
CAO C3P H31  SING N N 81 
CAO C3P H32  SING N N 82 
CAO C2P S1P  SING N N 83 
CAO C2P H21  SING N N 84 
CAO C2P H22  SING N N 85 
CAO S1P O1P  SING N N 86 
CAO O1P HOS1 SING N N 87 
# 
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 
CAO SMILES           ACDLabs              10.04 O=C(NCCSO)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3OP(=O)(O)O 
CAO InChI            InChI                1.02b 
;InChI=1/C21H36N7O17P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-49-40)8-42-48(38,39)45-47(36,37)41-7-11-15(44-46(33,34)35)14(30)20(43-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,40H,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
;
CAO InChIKey         InChI                1.02b HWMGJMKHOJKGLQ-AUAMJRQIDT 
CAO 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)NCCSO 
CAO 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)NCCSO 
CAO 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)NCCSO)O 
CAO 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)NCCSO)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 
CAO "SYSTEMATIC NAME" ACDLabs              10.04 
"(3R,5S,9R)-1-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3,5-diphosphaheptadecane-17-sulfenic acid 3,5-dioxide (non-preferred name)" 
CAO "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-[(3R)-3-hydroxy-4-[[3-(2-hydroxysulfanylethylamino)-3-oxo-propyl]amino]-2,2-dimethyl-4-oxo-butoxy]phosphoryl] hydrogen phosphate"                          
# 
