data_BCO
# 
_chem_comp.id                                    BCO 
_chem_comp.name                                  
"S-[2-[3-[[(2S)-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] butanethioate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H42 N7 O17 P3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "Butyryl Coenzyme A" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-10-14 
_chem_comp.pdbx_modified_date                    2008-10-24 
_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                        837.624 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BCO 
_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        3EQ6 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
BCO O9   O9   O 0 1 N N N -3.560  27.912 -25.624 5.292   -3.136 4.004  O9   BCO 1  
BCO P1   P1   P 0 1 N N N -4.658  28.944 -26.150 5.902   -4.016 2.982  P1   BCO 2  
BCO O5   O5   O 0 1 N N N -4.087  30.573 -25.713 7.465   -4.217 3.311  O5   BCO 3  
BCO O6   O6   O 0 1 N N N -4.949  28.734 -27.898 5.162   -5.446 2.996  O6   BCO 4  
BCO O2   O2   O 0 1 N N N -6.106  28.746 -25.502 5.741   -3.343 1.529  O2   BCO 5  
BCO C1   C1   C 0 1 N N S -6.358  28.791 -24.107 6.199   -2.023 1.227  C1   BCO 6  
BCO C2   C2   C 0 1 N N R -6.827  30.152 -23.629 7.223   -2.056 0.071  C2   BCO 7  
BCO O3   O3   O 0 1 N N N -5.981  31.172 -24.153 7.430   -3.397 -0.377 O3   BCO 8  
BCO C4   C4   C 0 1 N N R -8.284  30.205 -24.128 6.563   -1.209 -1.040 C4   BCO 9  
BCO N1   N1   N 0 1 Y N N -9.338  30.757 -23.203 7.574   -0.422 -1.750 N1   BCO 10 
BCO C7   C7   C 0 1 Y N N -9.391  30.663 -21.852 7.922   0.869  -1.488 C7   BCO 11 
BCO N2   N2   N 0 1 Y N N -10.515 31.272 -21.402 8.854   1.255  -2.311 N2   BCO 12 
BCO C8   C8   C 0 1 Y N N -11.179 31.748 -22.478 9.161   0.238  -3.151 C8   BCO 13 
BCO C6   C6   C 0 1 Y N N -10.443 31.420 -23.610 8.348   -0.852 -2.798 C6   BCO 14 
BCO N3   N3   N 0 1 Y N N -10.921 31.800 -24.837 8.462   -1.990 -3.476 N3   BCO 15 
BCO C15  C15  C 0 1 Y N N -12.082 32.476 -24.968 9.326   -2.098 -4.464 C15  BCO 16 
BCO N4   N4   N 0 1 Y N N -12.807 32.804 -23.883 10.113  -1.103 -4.830 N4   BCO 17 
BCO C12  C12  C 0 1 Y N N -12.377 32.450 -22.632 10.065  0.074  -4.216 C12  BCO 18 
BCO N5   N5   N 0 1 N N N -13.098 32.773 -21.523 10.895  1.111  -4.605 N5   BCO 19 
BCO O1   O1   O 0 1 N N N -8.618  28.830 -24.392 5.646   -0.338 -0.343 O1   BCO 20 
BCO C3   C3   C 0 1 N N R -7.587  27.934 -23.939 5.041   -1.160 0.679  C3   BCO 21 
BCO C5   C5   C 0 1 N N N -7.795  27.477 -22.496 4.456   -0.286 1.789  C5   BCO 22 
BCO O4   O4   O 0 1 N N N -6.705  26.643 -22.117 3.315   0.416  1.291  O4   BCO 23 
BCO P2   P2   P 0 1 N N R -5.977  26.788 -20.678 2.448   1.431  2.192  P2   BCO 24 
BCO O12  O12  O 0 1 N N N -7.011  26.665 -19.456 1.991   0.737  3.417  O12  BCO 25 
BCO O10  O10  O 0 1 N N N -4.609  25.633 -20.598 3.356   2.696  2.599  O10  BCO 26 
BCO O7   O7   O 0 1 N N N -5.388  28.282 -20.682 1.170   1.935  1.353  O7   BCO 27 
BCO P3   P3   P 0 1 N N R -3.877  28.501 -20.214 -0.203  2.680  1.745  P3   BCO 28 
BCO O14  O14  O 0 1 N N N -3.667  30.083 -20.080 0.088   3.793  2.675  O14  BCO 29 
BCO O13  O13  O 0 1 N N N -2.856  27.656 -21.390 -1.197  1.632  2.456  O13  BCO 30 
BCO O8   O8   O 0 1 N N N -3.804  27.834 -18.731 -0.898  3.260  0.414  O8   BCO 31 
BCO C11  C11  C 0 1 N N N -2.612  27.332 -18.123 -2.079  4.064  0.440  C11  BCO 32 
BCO C9   C9   C 0 1 N N N -2.985  26.740 -16.766 -2.468  4.444  -0.990 C9   BCO 33 
BCO C13  C13  C 0 1 N N N -3.993  27.737 -16.194 -1.329  5.234  -1.636 C13  BCO 34 
BCO C14  C14  C 0 1 N N N -1.812  26.540 -15.774 -2.733  3.174  -1.802 C14  BCO 35 
BCO C10  C10  C 0 1 N N S -3.472  25.310 -16.954 -3.734  5.305  -0.962 C10  BCO 36 
BCO O11  O11  O 0 1 N N N -4.283  25.151 -18.065 -3.450  6.547  -0.316 O11  BCO 37 
BCO C16  C16  C 0 1 N N N -4.185  24.901 -15.739 -4.817  4.580  -0.206 C16  BCO 38 
BCO O15  O15  O 0 1 N N N -4.990  25.605 -15.150 -5.145  4.961  0.897  O15  BCO 39 
BCO N6   N6   N 0 1 N N N -3.873  23.699 -15.349 -5.422  3.509  -0.757 N6   BCO 40 
BCO C17  C17  C 0 1 N N N -4.453  23.219 -14.140 -6.551  2.873  -0.072 C17  BCO 41 
BCO C18  C18  C 0 1 N N N -5.647  22.301 -14.290 -7.049  1.689  -0.903 C18  BCO 42 
BCO C19  C19  C 0 1 N N N -5.878  21.815 -12.872 -8.210  1.035  -0.199 C19  BCO 43 
BCO O16  O16  O 0 1 N N N -5.789  22.644 -11.979 -8.601  1.473  0.863  O16  BCO 44 
BCO N7   N7   N 0 1 N N N -6.133  20.517 -12.655 -8.815  -0.036 -0.749 N7   BCO 45 
BCO C20  C20  C 0 1 N N N -6.373  19.899 -11.334 -9.944  -0.672 -0.065 C20  BCO 46 
BCO C21  C21  C 0 1 N N N -7.376  18.720 -11.397 -10.443 -1.856 -0.896 C21  BCO 47 
BCO S1   S1   S 0 1 N N N -8.262  18.360 -9.875  -11.837 -2.642 -0.050 S1   BCO 48 
BCO C22  C22  C 0 1 N N N -7.065  17.533 -9.094  -12.190 -3.896 -1.161 C22  BCO 49 
BCO O17  O17  O 0 1 N N N -5.962  17.506 -9.660  -11.531 -4.013 -2.173 O17  BCO 50 
BCO C23  C23  C 0 1 N N N -7.362  16.923 -7.732  -13.319 -4.854 -0.881 C23  BCO 51 
BCO C24  C24  C 0 1 N N N -7.567  15.416 -7.745  -13.420 -5.869 -2.022 C24  BCO 52 
BCO C25  C25  C 0 1 N N N -7.750  15.007 -6.289  -14.566 -6.843 -1.738 C25  BCO 53 
BCO HO5  HO5  H 0 1 N N N -3.985  30.631 -24.770 7.930   -4.785 2.681  HO5  BCO 54 
BCO HO6  HO6  H 0 1 N N N -5.884  28.697 -28.062 5.218   -5.910 3.842  HO6  BCO 55 
BCO H1   H1   H 0 1 N N N -5.443  28.504 -23.569 6.637   -1.560 2.112  H1   BCO 56 
BCO H2   H2   H 0 1 N N N -6.781  30.311 -22.542 8.167   -1.610 0.384  H2   BCO 57 
BCO HO3  HO3  H 0 1 N N N -5.793  31.808 -23.473 8.064   -3.476 -1.103 HO3  BCO 58 
BCO H4   H4   H 0 1 N N N -8.300  30.906 -24.976 6.024   -1.851 -1.736 H4   BCO 59 
BCO H7   H7   H 0 1 N N N -8.652  30.178 -21.231 7.489   1.482  -0.711 H7   BCO 60 
BCO H15  H15  H 0 1 N N N -12.432 32.756 -25.951 9.393   -3.037 -4.994 H15  BCO 61 
BCO HN5  HN5  H 0 1 N N N -12.484 32.852 -20.737 10.857  1.962  -4.142 HN5  BCO 62 
BCO HN5A HN5A H 0 0 N N N -13.564 33.645 -21.671 11.514  0.986  -5.341 HN5A BCO 63 
BCO H3   H3   H 0 1 N N N -7.547  26.984 -24.491 4.267   -1.795 0.247  H3   BCO 64 
BCO H5   H5   H 0 1 N N N -7.840  28.353 -21.832 4.158   -0.915 2.628  H5   BCO 65 
BCO H5A  H5A  H 0 1 N N N -8.739  26.918 -22.414 5.207   0.431  2.121  H5A  BCO 66 
BCO HO10 HO10 H 0 0 N N N -4.315  25.429 -21.478 3.691   3.199  1.845  HO10 BCO 67 
BCO HO13 HO13 H 0 0 N N N -3.349  27.505 -22.188 -1.431  0.874  1.902  HO13 BCO 68 
BCO H11  H11  H 0 1 N N N -2.164  26.556 -18.761 -2.891  3.501  0.900  H11  BCO 69 
BCO H11A H11A H 0 0 N N N -1.879  28.142 -17.996 -1.891  4.968  1.018  H11A BCO 70 
BCO H13  H13  H 0 1 N N N -3.723  27.976 -15.155 -0.414  4.641  -1.609 H13  BCO 71 
BCO H13A H13A H 0 0 N N N -3.981  28.657 -16.797 -1.584  5.460  -2.672 H13A BCO 72 
BCO H13B H13B H 0 0 N N N -5.000  27.295 -16.219 -1.175  6.164  -1.089 H13B BCO 73 
BCO H14  H14  H 0 1 N N N -0.864  26.493 -16.331 -3.454  2.550  -1.275 H14  BCO 74 
BCO H14A H14A H 0 0 N N N -1.781  27.383 -15.068 -3.132  3.445  -2.779 H14A BCO 75 
BCO H14B H14B H 0 0 N N N -1.958  25.602 -15.218 -1.801  2.624  -1.930 H14B BCO 76 
BCO H10  H10  H 0 1 N N N -2.593  24.672 -17.129 -4.067  5.494  -1.983 H10  BCO 77 
BCO HO11 HO11 H 0 0 N N N -5.192  25.115 -17.791 -3.148  6.455  0.598  HO11 BCO 78 
BCO HN6  HN6  H 0 1 N N N -3.246  23.131 -15.881 -5.110  3.158  -1.606 HN6  BCO 79 
BCO H17  H17  H 0 1 N N N -3.674  22.657 -13.604 -6.229  2.520  0.908  H17  BCO 80 
BCO H17A H17A H 0 0 N N N -4.826  24.110 -13.614 -7.357  3.597  0.049  H17A BCO 81 
BCO H18  H18  H 0 1 N N N -6.524  22.834 -14.686 -7.371  2.042  -1.883 H18  BCO 82 
BCO H18A H18A H 0 0 N N N -5.477  21.483 -15.005 -6.244  0.965  -1.024 H18A BCO 83 
BCO HN7  HN7  H 0 1 N N N -6.163  19.916 -13.454 -8.503  -0.387 -1.598 HN7  BCO 84 
BCO H20  H20  H 0 1 N N N -5.415  19.519 -10.949 -9.622  -1.026 0.915  H20  BCO 85 
BCO H20A H20A H 0 0 N N N -6.805  20.670 -10.679 -10.750 0.052  0.056  H20A BCO 86 
BCO H21  H21  H 0 1 N N N -8.126  18.967 -12.163 -10.764 -1.503 -1.875 H21  BCO 87 
BCO H21A H21A H 0 0 N N N -6.775  17.825 -11.615 -9.637  -2.580 -1.017 H21A BCO 88 
BCO H23  H23  H 0 1 N N N -6.509  17.141 -7.073  -13.127 -5.378 0.055  H23  BCO 89 
BCO H23A H23A H 0 0 N N N -8.308  17.367 -7.388  -14.254 -4.301 -0.803 H23A BCO 90 
BCO H24  H24  H 0 1 N N N -8.455  15.150 -8.338  -13.611 -5.346 -2.958 H24  BCO 91 
BCO H24A H24A H 0 0 N N N -6.712  14.898 -8.204  -12.484 -6.423 -2.100 H24A BCO 92 
BCO H25  H25  H 0 1 N N N -7.794  13.910 -6.218  -14.638 -7.566 -2.550 H25  BCO 93 
BCO H25A H25A H 0 0 N N N -6.902  15.379 -5.695  -14.374 -7.366 -0.802 H25A BCO 94 
BCO H25B H25B H 0 0 N N N -8.686  15.437 -5.903  -15.502 -6.289 -1.660 H25B BCO 95 
# 
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 
BCO O9  P1   DOUB N N 1  
BCO P1  O5   SING N N 2  
BCO P1  O6   SING N N 3  
BCO P1  O2   SING N N 4  
BCO O2  C1   SING N N 5  
BCO C1  C2   SING N N 6  
BCO C1  C3   SING N N 7  
BCO C2  O3   SING N N 8  
BCO C2  C4   SING N N 9  
BCO C4  N1   SING N N 10 
BCO C4  O1   SING N N 11 
BCO N1  C7   SING N N 12 
BCO N1  C6   SING N N 13 
BCO C7  N2   DOUB N N 14 
BCO N2  C8   SING N N 15 
BCO C8  C6   DOUB N N 16 
BCO C8  C12  SING N N 17 
BCO C6  N3   SING Y N 18 
BCO N3  C15  DOUB Y N 19 
BCO C15 N4   SING Y N 20 
BCO N4  C12  DOUB N N 21 
BCO C12 N5   SING Y N 22 
BCO O1  C3   SING Y N 23 
BCO C3  C5   SING Y N 24 
BCO C5  O4   SING Y N 25 
BCO O4  P2   SING Y N 26 
BCO P2  O12  DOUB Y N 27 
BCO P2  O10  SING N N 28 
BCO P2  O7   SING Y N 29 
BCO O7  P3   SING N N 30 
BCO P3  O14  DOUB N N 31 
BCO P3  O13  SING N N 32 
BCO P3  O8   SING N N 33 
BCO O8  C11  SING N N 34 
BCO C11 C9   SING N N 35 
BCO C9  C13  SING N N 36 
BCO C9  C14  SING N N 37 
BCO C9  C10  SING N N 38 
BCO C10 O11  SING N N 39 
BCO C10 C16  SING N N 40 
BCO C16 O15  DOUB N N 41 
BCO C16 N6   SING N N 42 
BCO N6  C17  SING N N 43 
BCO C17 C18  SING N N 44 
BCO C18 C19  SING N N 45 
BCO C19 O16  DOUB N N 46 
BCO C19 N7   SING N N 47 
BCO N7  C20  SING N N 48 
BCO C20 C21  SING N N 49 
BCO C21 S1   SING N N 50 
BCO S1  C22  SING N N 51 
BCO C22 O17  DOUB N N 52 
BCO C22 C23  SING N N 53 
BCO C23 C24  SING N N 54 
BCO C24 C25  SING N N 55 
BCO O5  HO5  SING N N 56 
BCO O6  HO6  SING N N 57 
BCO C1  H1   SING N N 58 
BCO C2  H2   SING N N 59 
BCO O3  HO3  SING N N 60 
BCO C4  H4   SING N N 61 
BCO C7  H7   SING N N 62 
BCO C15 H15  SING N N 63 
BCO N5  HN5  SING N N 64 
BCO N5  HN5A SING N N 65 
BCO C3  H3   SING N N 66 
BCO C5  H5   SING N N 67 
BCO C5  H5A  SING N N 68 
BCO O10 HO10 SING N N 69 
BCO O13 HO13 SING N N 70 
BCO C11 H11  SING N N 71 
BCO C11 H11A SING N N 72 
BCO C13 H13  SING N N 73 
BCO C13 H13A SING N N 74 
BCO C13 H13B SING N N 75 
BCO C14 H14  SING N N 76 
BCO C14 H14A SING N N 77 
BCO C14 H14B SING N N 78 
BCO C10 H10  SING N N 79 
BCO O11 HO11 SING N N 80 
BCO N6  HN6  SING N N 81 
BCO C17 H17  SING N N 82 
BCO C17 H17A SING N N 83 
BCO C18 H18  SING N N 84 
BCO C18 H18A SING N N 85 
BCO N7  HN7  SING N N 86 
BCO C20 H20  SING N N 87 
BCO C20 H20A SING N N 88 
BCO C21 H21  SING N N 89 
BCO C21 H21A SING N N 90 
BCO C23 H23  SING N N 91 
BCO C23 H23A SING N N 92 
BCO C24 H24  SING N N 93 
BCO C24 H24A SING N N 94 
BCO C25 H25  SING N N 95 
BCO C25 H25A SING N N 96 
BCO C25 H25B SING N N 97 
# 
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 
BCO 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)CCC 
BCO InChI            InChI                1.02b 
;InChI=1/C25H42N7O17P3S/c1-4-5-16(34)53-9-8-27-15(33)6-7-28-23(37)20(36)25(2,3)11-46-52(43,44)49-51(41,42)45-10-14-19(48-50(38,39)40)18(35)24(47-14)32-13-31-17-21(26)29-12-30-22(17)32/h12-14,18-20,24,35-36H,4-11H2,1-3H3,(H,27,33)(H,28,37)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,18-,19-,20-,24-/m1/s1/f/h27-28,38-39,41,43H,26H2
;
BCO InChIKey         InChI                1.02b CRFNGMNYKDXRTN-IDZCOKMJDE 
BCO SMILES_CANONICAL CACTVS               3.341 CCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](O)C(C)(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 
BCO SMILES           CACTVS               3.341 CCCC(=O)SCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23 
BCO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](C(C)(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)O 
BCO SMILES           "OpenEye OEToolkits" 1.5.0 CCCC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)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 
BCO "SYSTEMATIC NAME" ACDLabs              10.04 
;S-{(9S,13R,15R)-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} butanethioate (non-preferred name)
;
BCO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"S-[2-[3-[[(2S)-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] butanethioate" 
# 
