data_BCA
# 
_chem_comp.id                                    BCA 
_chem_comp.name                                  "4-HYDROXYBENZOYL COENZYME A" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H40 N7 O18 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                        887.640 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BCA 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1JXZ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
BCA N1A  AN1  N 0 1 Y N N 16.994 125.138 88.593 5.368  4.366  11.020 N1A  BCA 1  
BCA C2A  AC2  C 0 1 Y N N 17.334 126.094 89.505 4.317  4.140  10.196 C2A  BCA 2  
BCA N3A  AN3  N 0 1 Y N N 18.524 126.588 89.785 3.115  4.757  10.167 N3A  BCA 3  
BCA C4A  AC4  C 0 1 Y N N 19.484 125.996 89.041 3.050  5.701  11.117 C4A  BCA 4  
BCA C5A  AC5  C 0 1 Y N N 19.295 125.020 88.091 4.037  6.044  12.028 C5A  BCA 5  
BCA C6A  AC6  C 0 1 Y N N 17.990 124.565 87.838 5.232  5.335  11.956 C6A  BCA 6  
BCA N6A  AN6  N 0 1 N N N 17.729 123.602 86.935 6.287  5.617  12.841 N6A  BCA 7  
BCA N7A  AN7  N 0 1 Y N N 20.485 124.637 87.538 3.609  7.057  12.849 N7A  BCA 8  
BCA C8A  AC8  C 0 1 Y N N 21.387 125.393 88.136 2.386  7.326  12.444 C8A  BCA 9  
BCA N9A  AN9  N 0 1 Y N N 20.853 126.213 89.057 2.000  6.530  11.396 N9A  BCA 10 
BCA C1D  AC1* C 0 1 N N R 21.586 127.133 89.899 0.706  6.571  10.713 C1D  BCA 11 
BCA C2D  AC2* C 0 1 N N R 22.270 126.430 91.045 0.695  7.465  9.472  C2D  BCA 12 
BCA O2D  AO2* O 0 1 N N N 21.292 126.181 92.058 -0.523 8.207  9.438  O2D  BCA 13 
BCA C3D  AC3* C 0 1 N N S 23.272 127.523 91.444 0.761  6.464  8.334  C3D  BCA 14 
BCA O3D  AO3* O 0 1 N N N 22.685 128.609 92.176 0.194  6.941  7.133  O3D  BCA 15 
BCA P3D  AP3* P 0 1 N N N ?      ?       ?      0.826  8.268  6.467  P3D  BCA 16 
BCA O7A  AO7  O 0 1 N N N ?      ?       ?      0.778  9.498  7.326  O7A  BCA 17 
BCA O8A  AO8  O 0 1 N N N ?      ?       ?      0.063  8.388  5.046  O8A  BCA 18 
BCA O9A  AO9  O 0 1 N N N ?      ?       ?      2.311  7.782  6.052  O9A  BCA 19 
BCA C4D  AC4* C 0 1 N N R 23.695 128.051 90.073 -0.006 5.282  8.900  C4D  BCA 20 
BCA O4D  AO4* O 0 1 N N N 22.638 127.655 89.167 0.342  5.238  10.293 O4D  BCA 21 
BCA C5D  AC5* C 0 1 N N N 24.966 127.497 89.558 0.345  3.961  8.240  C5D  BCA 22 
BCA O5D  AO5* O 0 1 N N N 24.803 126.107 89.660 0.041  4.039  6.858  O5D  BCA 23 
BCA P1A  AP1  P 0 1 N N R 26.025 125.227 90.078 0.314  2.767  5.896  P1A  BCA 24 
BCA O1A  AO1  O 0 1 N N N 25.471 123.916 90.556 -0.051 2.979  4.455  O1A  BCA 25 
BCA O2A  AO2  O 0 1 N N N 26.780 125.884 91.168 -0.470 1.545  6.610  O2A  BCA 26 
BCA O3A  AO3  O 0 1 N N N 26.793 125.178 88.688 1.870  2.401  6.139  O3A  BCA 27 
BCA P2A  AP2  P 0 1 N N R 27.540 123.969 87.779 3.219  3.220  5.791  P2A  BCA 28 
BCA O4A  AO4  O 0 1 N N N 28.173 124.620 86.598 3.333  4.565  6.448  O4A  BCA 29 
BCA O5A  AO5  O 0 1 N N N 28.587 123.269 88.577 4.398  2.176  6.162  O5A  BCA 30 
BCA O6A  AO6  O 0 1 N N N 26.052 123.575 87.386 3.173  3.216  4.177  O6A  BCA 31 
BCA CBP  PC11 C 0 1 N N N 24.771 121.710 86.525 4.061  3.672  1.939  CBP  BCA 32 
BCA CCP  PC12 C 0 1 N N N 26.078 122.505 86.456 4.280  3.762  3.469  CCP  BCA 33 
BCA CDP  PC13 C 0 1 N N N 25.083 120.306 86.024 2.778  4.456  1.572  CDP  BCA 34 
BCA CEP  PC14 C 0 1 N N N 23.665 122.343 85.654 5.239  4.343  1.204  CEP  BCA 35 
BCA CAP  PC10 C 0 1 N N R 24.069 121.960 87.871 3.886  2.194  1.481  CAP  BCA 36 
BCA OAP  PO10 O 0 1 N N N 23.642 123.326 88.022 3.692  2.148  0.070  OAP  BCA 37 
BCA C9P  PC9  C 0 1 N N N 22.858 121.067 87.964 5.086  1.298  1.782  C9P  BCA 38 
BCA O9P  PO9  O 0 1 N N N 22.967 119.836 87.831 6.041  1.199  1.014  O9P  BCA 39 
BCA N8P  PN8  N 0 1 N N N 21.582 121.863 87.905 4.980  0.650  3.002  N8P  BCA 40 
BCA C7P  PC7  C 0 1 N N N 20.349 121.034 88.082 6.002  -0.231 3.518  C7P  BCA 41 
BCA C6P  PC6  C 0 1 N N N 19.987 120.386 86.698 7.000  0.566  4.346  C6P  BCA 42 
BCA C5P  PC5  C 0 1 N N N 18.668 119.595 86.793 8.113  -0.300 4.907  C5P  BCA 43 
BCA O5P  PO5  O 0 1 N N N 18.388 118.980 87.809 8.188  -1.510 4.708  O5P  BCA 44 
BCA N4P  PN4  N 0 1 N N N 17.568 120.243 86.067 9.011  0.445  5.658  N4P  BCA 45 
BCA C3P  PC3  C 0 1 N N N 16.280 119.545 86.326 10.163 -0.137 6.305  C3P  BCA 46 
BCA C2P  PC2  C 0 1 N N N 16.276 118.087 85.784 9.873  -0.614 7.722  C2P  BCA 47 
BCA S1P  PS1  S 0 1 N N N 14.525 117.619 85.596 9.356  0.747  8.813  S1P  BCA 48 
BCA C1B  BC1  C 0 1 N N N 13.779 118.691 84.348 9.191  -0.120 10.346 C1B  BCA 49 
BCA O1B  BO1  O 0 1 N N N 14.470 119.290 83.526 9.913  -1.073 10.617 O1B  BCA 50 
BCA C2B  BC2  C 0 1 Y N N 12.417 118.640 84.182 8.184  0.427  11.260 C2B  BCA 51 
BCA C3B  BC3  C 0 1 Y N N 11.852 119.147 82.990 8.538  1.437  12.145 C3B  BCA 52 
BCA C4B  BC4  C 0 1 Y N N 10.464 119.182 82.877 7.580  1.958  13.015 C4B  BCA 53 
BCA C5B  BC5  C 0 1 Y N N 9.648  118.513 83.865 6.276  1.463  12.994 C5B  BCA 54 
BCA O2B  BO2  O 0 1 N N N 8.269  118.611 83.794 5.341  1.970  13.843 O2B  BCA 55 
BCA C6B  BC6  C 0 1 Y N N 10.263 117.901 85.009 5.930  0.447  12.102 C6B  BCA 56 
BCA C7B  BC7  C 0 1 Y N N 11.638 117.973 85.161 6.888  -0.073 11.231 C7B  BCA 57 
BCA H2A  AH2  H 0 1 N N N 16.514 126.503 90.077 4.461  3.358  9.458  H2A  BCA 58 
BCA H61A AH61 H 0 0 N N N 17.664 124.008 86.023 6.747  6.506  12.793 H61A BCA 59 
BCA H62A AH62 H 0 0 N N N 18.465 122.926 86.947 6.630  4.894  13.445 H62A BCA 60 
BCA H8A  AH8  H 0 1 N N N 22.442 125.356 87.909 1.734  8.079  12.867 H8A  BCA 61 
BCA H1D  AH1* H 0 1 N N N 20.860 127.877 90.260 -0.010 6.899  11.474 H1D  BCA 62 
BCA H2D  AH2* H 0 1 N N N 22.740 125.456 90.843 1.512  8.193  9.441  H2D  BCA 63 
BCA HO2A AHO2 H 0 0 N N N 21.719 126.126 92.905 -0.757 8.420  10.358 HO2A BCA 64 
BCA H3D  AH3* H 0 1 N N N 24.065 127.129 92.097 1.806  6.185  8.151  H3D  BCA 65 
BCA HOA8 8HOA H 0 0 N N N ?      ?       ?      0.238  9.169  4.478  HOA8 BCA 66 
BCA HOA9 9HOA H 0 0 N N N ?      ?       ?      2.946  8.442  5.701  HOA9 BCA 67 
BCA H4D  AH4* H 0 1 N N N 23.856 129.136 90.158 -1.089 5.437  8.820  H4D  BCA 68 
BCA H51A AH51 H 0 0 N N N 25.141 127.803 88.516 -0.234 3.145  8.683  H51A BCA 69 
BCA H52A AH52 H 0 0 N N N 25.839 127.859 90.121 1.412  3.746  8.354  H52A BCA 70 
BCA HOA2 2HOA H 0 0 N N N 27.678 126.025 90.892 -1.439 1.465  6.483  HOA2 BCA 71 
BCA HOA5 5HOA H 0 0 N N N 29.353 123.120 88.035 4.639  2.046  7.104  HOA5 BCA 72 
BCA H121 1H12 H 0 0 N N N 26.202 122.911 85.441 4.393  4.803  3.789  H121 BCA 73 
BCA H122 2H12 H 0 0 N N N 26.917 121.837 86.701 5.176  3.210  3.772  H122 BCA 74 
BCA H131 1H13 H 0 0 N N N 25.158 120.316 84.927 2.559  4.371  0.501  H131 BCA 75 
BCA H132 2H13 H 0 0 N N N 26.037 119.967 86.454 2.876  5.523  1.801  H132 BCA 76 
BCA H133 3H13 H 0 0 N N N 24.279 119.621 86.330 1.907  4.081  2.122  H133 BCA 77 
BCA H141 1H14 H 0 0 N N N 22.760 122.494 86.261 5.280  5.419  1.409  H141 BCA 78 
BCA H142 2H14 H 0 0 N N N 24.013 123.312 85.268 5.146  4.222  0.119  H142 BCA 79 
BCA H143 3H14 H 0 0 N N N 23.434 121.674 84.812 6.200  3.921  1.513  H143 BCA 80 
BCA H10  H10  H 0 1 N N N 24.794 121.741 88.669 2.989  1.764  1.944  H10  BCA 81 
BCA HO1  HO1  H 0 1 N N N 23.548 123.529 88.945 4.571  2.232  -0.333 HO1  BCA 82 
BCA HN8  HN8  H 0 1 N N N 21.560 122.852 87.761 4.164  0.814  3.585  HN8  BCA 83 
BCA H71  1H7  H 0 1 N N N 20.532 120.246 88.827 5.533  -1.012 4.127  H71  BCA 84 
BCA H72  2H7  H 0 1 N N N 19.518 121.663 88.434 6.506  -0.728 2.682  H72  BCA 85 
BCA H61  1H6  H 0 1 N N N 19.875 121.182 85.947 6.487  1.055  5.184  H61  BCA 86 
BCA H62  2H6  H 0 1 N N N 20.793 119.696 86.409 7.452  1.356  3.733  H62  BCA 87 
BCA HN4  HN4  H 0 1 N N N 17.671 121.045 85.478 8.851  1.443  5.756  HN4  BCA 88 
BCA H31  1H3  H 0 1 N N N 16.112 119.514 87.413 10.469 -0.991 5.691  H31  BCA 89 
BCA H32  2H3  H 0 1 N N N 15.485 120.100 85.806 10.973 0.599  6.279  H32  BCA 90 
BCA H21  1H2  H 0 1 N N N 16.797 118.033 84.817 9.088  -1.377 7.724  H21  BCA 91 
BCA H22  2H2  H 0 1 N N N 16.800 117.405 86.469 10.777 -1.057 8.152  H22  BCA 92 
BCA H3B  BH3  H 0 1 N N N 12.481 119.499 82.186 9.551  1.830  12.171 H3B  BCA 93 
BCA H4B  BH4  H 0 1 N N N 10.000 119.707 82.055 7.855  2.748  13.709 H4B  BCA 94 
BCA HO2B BHO2 H 0 0 N N N 7.907  118.633 84.672 5.767  2.513  14.526 HO2B BCA 95 
BCA H6B  BH6  H 0 1 N N N 9.659  117.389 85.744 4.916  0.057  12.080 H6B  BCA 96 
BCA H7B  BH7  H 0 1 N N N 12.114 117.524 86.020 6.608  -0.863 10.540 H7B  BCA 97 
# 
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 
BCA N1A C2A  SING Y N 1   
BCA N1A C6A  DOUB Y N 2   
BCA C2A N3A  DOUB Y N 3   
BCA C2A H2A  SING N N 4   
BCA N3A C4A  SING Y N 5   
BCA C4A C5A  DOUB Y N 6   
BCA C4A N9A  SING Y N 7   
BCA C5A C6A  SING Y N 8   
BCA C5A N7A  SING Y N 9   
BCA C6A N6A  SING N N 10  
BCA N6A H61A SING N N 11  
BCA N6A H62A SING N N 12  
BCA N7A C8A  DOUB Y N 13  
BCA C8A N9A  SING Y N 14  
BCA C8A H8A  SING N N 15  
BCA N9A C1D  SING N N 16  
BCA C1D C2D  SING N N 17  
BCA C1D O4D  SING N N 18  
BCA C1D H1D  SING N N 19  
BCA C2D O2D  SING N N 20  
BCA C2D C3D  SING N N 21  
BCA C2D H2D  SING N N 22  
BCA O2D HO2A SING N N 23  
BCA C3D O3D  SING N N 24  
BCA C3D C4D  SING N N 25  
BCA C3D H3D  SING N N 26  
BCA O3D P3D  SING N N 27  
BCA P3D O7A  DOUB N N 28  
BCA P3D O8A  SING N N 29  
BCA P3D O9A  SING N N 30  
BCA O8A HOA8 SING N N 31  
BCA O9A HOA9 SING N N 32  
BCA C4D O4D  SING N N 33  
BCA C4D C5D  SING N N 34  
BCA C4D H4D  SING N N 35  
BCA C5D O5D  SING N N 36  
BCA C5D H51A SING N N 37  
BCA C5D H52A SING N N 38  
BCA O5D P1A  SING N N 39  
BCA P1A O1A  DOUB N N 40  
BCA P1A O2A  SING N N 41  
BCA P1A O3A  SING N N 42  
BCA O2A HOA2 SING N N 43  
BCA O3A P2A  SING N N 44  
BCA P2A O4A  DOUB N N 45  
BCA P2A O5A  SING N N 46  
BCA P2A O6A  SING N N 47  
BCA O5A HOA5 SING N N 48  
BCA O6A CCP  SING N N 49  
BCA CBP CCP  SING N N 50  
BCA CBP CDP  SING N N 51  
BCA CBP CEP  SING N N 52  
BCA CBP CAP  SING N N 53  
BCA CCP H121 SING N N 54  
BCA CCP H122 SING N N 55  
BCA CDP H131 SING N N 56  
BCA CDP H132 SING N N 57  
BCA CDP H133 SING N N 58  
BCA CEP H141 SING N N 59  
BCA CEP H142 SING N N 60  
BCA CEP H143 SING N N 61  
BCA CAP OAP  SING N N 62  
BCA CAP C9P  SING N N 63  
BCA CAP H10  SING N N 64  
BCA OAP HO1  SING N N 65  
BCA C9P O9P  DOUB N N 66  
BCA C9P N8P  SING N N 67  
BCA N8P C7P  SING N N 68  
BCA N8P HN8  SING N N 69  
BCA C7P C6P  SING N N 70  
BCA C7P H71  SING N N 71  
BCA C7P H72  SING N N 72  
BCA C6P C5P  SING N N 73  
BCA C6P H61  SING N N 74  
BCA C6P H62  SING N N 75  
BCA C5P O5P  DOUB N N 76  
BCA C5P N4P  SING N N 77  
BCA N4P C3P  SING N N 78  
BCA N4P HN4  SING N N 79  
BCA C3P C2P  SING N N 80  
BCA C3P H31  SING N N 81  
BCA C3P H32  SING N N 82  
BCA C2P S1P  SING N N 83  
BCA C2P H21  SING N N 84  
BCA C2P H22  SING N N 85  
BCA S1P C1B  SING N N 86  
BCA C1B O1B  DOUB N N 87  
BCA C1B C2B  SING N N 88  
BCA C2B C3B  DOUB Y N 89  
BCA C2B C7B  SING Y N 90  
BCA C3B C4B  SING Y N 91  
BCA C3B H3B  SING N N 92  
BCA C4B C5B  DOUB Y N 93  
BCA C4B H4B  SING N N 94  
BCA C5B O2B  SING N N 95  
BCA C5B C6B  SING Y N 96  
BCA O2B HO2B SING N N 97  
BCA C6B C7B  DOUB Y N 98  
BCA C6B H6B  SING N N 99  
BCA C7B H7B  SING N N 100 
# 
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 
BCA SMILES           ACDLabs              10.04 O=C(SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3OP(=O)(O)O)c4ccc(O)cc4 
BCA InChI            InChI                1.02b 
;InChI=1/C28H40N7O18P3S/c1-28(2,22(39)25(40)31-8-7-18(37)30-9-10-57-27(41)15-3-5-16(36)6-4-15)12-50-56(47,48)53-55(45,46)49-11-17-21(52-54(42,43)44)20(38)26(51-17)35-14-34-19-23(29)32-13-33-24(19)35/h3-6,13-14,17,20-22,26,36,38-39H,7-12H2,1-2H3,(H,30,37)(H,31,40)(H,45,46)(H,47,48)(H2,29,32,33)(H2,42,43,44)/t17-,20-,21-,22+,26-/m1/s1/f/h30-31,42-43,45,47H,29H2
;
BCA InChIKey         InChI                1.02b LTVXPVBFJBTNIJ-FZLCGISXDT 
BCA 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)NCCSC(=O)c4ccc(O)cc4 
BCA 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)NCCSC(=O)c4ccc(O)cc4 
BCA 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)NCCSC(=O)c4ccc(cc4)O)O 
BCA 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)NCCSC(=O)c4ccc(cc4)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 
BCA "SYSTEMATIC NAME" ACDLabs              10.04 
;S-{(9R,13S,15S)-17-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-9,13,15-trihydroxy-10,10-dimethyl-13,15-dioxido-4,8-dioxo-12,14,16-trioxa-3,7-diaza-13,15-diphosphaheptadec-1-yl} 4-hydroxybenzenecarbothioate (non-preferred name)
;
BCA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-2-hydroxy-3,3-dimethyl-butanoyl]amino]propanoylamino]ethyl] 4-hydroxybenzenecarbothioate" 
# 
