data_CO6
# 
_chem_comp.id                                    CO6 
_chem_comp.name                                  "ISOBUTYRYL-COENZYME A" 
_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                         IB-CO6 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-10-11 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_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                     CO6 
_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        ? 
_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 
CO6 N1A    AN1  N 0 1 Y N N 25.769 44.761 6.827  11.180 1.187  -7.737 N1A    CO6 1  
CO6 C2A    AC2  C 0 1 Y N N 26.313 43.686 7.379  11.845 2.345  -7.506 C2A    CO6 2  
CO6 N3A    AN3  N 0 1 Y N N 27.346 43.719 8.216  11.601 3.289  -6.571 N3A    CO6 3  
CO6 C4A    AC4  C 0 1 Y N N 27.878 44.938 8.502  10.542 2.946  -5.823 C4A    CO6 4  
CO6 C5A    AC5  C 0 1 Y N N 27.424 46.085 8.008  9.768  1.803  -5.940 C5A    CO6 5  
CO6 C6A    AC6  C 0 1 Y N N 26.285 45.976 7.097  10.120 0.905  -6.942 C6A    CO6 6  
CO6 N6A    AN6  N 0 1 N N N 25.806 47.059 6.578  9.390  -0.281 -7.132 N6A    CO6 7  
CO6 N7A    AN7  N 0 1 Y N N 28.124 47.169 8.459  8.769  1.795  -4.999 N7A    CO6 8  
CO6 C8A    AC8  C 0 1 Y N N 29.049 46.672 9.282  8.933  2.912  -4.323 C8A    CO6 9  
CO6 N9A    AN9  N 0 1 Y N N 28.881 45.366 9.302  9.995  3.646  -4.784 N9A    CO6 10 
CO6 C1B    AC1* C 0 1 N N R 29.548 44.329 10.088 10.449 4.933  -4.255 C1B    CO6 11 
CO6 C2B    AC2* C 0 1 N N R 30.856 44.666 10.704 9.729  6.136  -4.866 C2B    CO6 12 
CO6 O2B    AO2* O 0 1 N N N 31.657 43.447 10.473 10.676 7.172  -5.120 O2B    CO6 13 
CO6 C3B    AC3* C 0 1 N N S 30.543 44.704 12.224 8.755  6.537  -3.774 C3B    CO6 14 
CO6 O3B    AO3* O 0 1 N N N 31.673 44.372 12.983 8.398  7.902  -3.813 O3B    CO6 15 
CO6 P3B    AP3* P 0 1 N N N 32.654 45.581 13.556 7.679  8.463  -5.144 P3B    CO6 16 
CO6 O7A    AO7  O 0 1 N N N 33.625 44.766 14.353 8.480  8.330  -6.406 O7A    CO6 17 
CO6 O8A    AO8  O 0 1 N N N 31.834 46.569 14.391 7.259  9.974  -4.749 O8A    CO6 18 
CO6 O9A    AO9  O 0 1 N N N 33.254 46.235 12.344 6.269  7.672  -5.143 O9A    CO6 19 
CO6 C4B    AC4* C 0 1 N N R 29.399 43.677 12.371 9.522  6.182  -2.512 C4B    CO6 20 
CO6 O4B    AO4* O 0 1 N N N 28.650 43.853 11.149 10.229 4.971  -2.828 O4B    CO6 21 
CO6 C5B    AC5* C 0 1 N N N 28.398 43.960 13.496 8.630  5.956  -1.305 C5B    CO6 22 
CO6 O5B    AO5* O 0 1 N N N 28.116 45.371 13.501 7.905  7.144  -1.038 O5B    CO6 23 
CO6 P1A    AP1  P 0 1 N N S 27.340 46.011 14.764 6.435  7.061  -0.365 P1A    CO6 24 
CO6 O1A    AO1  O 0 1 N N N 28.015 45.629 16.086 5.767  8.385  -0.130 O1A    CO6 25 
CO6 O2A    AO2  O 0 1 N N N 27.140 47.425 14.480 5.603  6.053  -1.317 O2A    CO6 26 
CO6 O3A    AO3  O 0 1 N N N 25.969 45.201 14.732 6.699  6.193  0.973  O3A    CO6 27 
CO6 P2A    AP2  P 0 1 N N R 24.547 45.608 14.120 7.563  6.522  2.299  P2A    CO6 28 
CO6 O4A    AO4  O 0 1 N N N 23.828 46.622 14.995 9.023  6.773  2.059  O4A    CO6 29 
CO6 O5A    AO5  O 0 1 N N N 24.732 45.958 12.632 6.761  7.753  2.975  O5A    CO6 30 
CO6 O6A    AO6  O 0 1 N N N 23.756 44.256 14.172 7.200  5.250  3.225  O6A    CO6 31 
CO6 CBP    PC11 C 0 1 N N N 23.340 41.939 13.540 5.671  3.723  4.382  CBP    CO6 32 
CO6 CCP    PC12 C 0 1 N N N 24.375 42.969 14.038 5.827  4.972  3.480  CCP    CO6 33 
CO6 CDP    PC13 C 0 1 N N N 23.948 40.521 13.620 6.403  3.980  5.721  CDP    CO6 34 
CO6 CEP    PC14 C 0 1 N N N 22.130 41.999 14.525 4.181  3.497  4.705  CEP    CO6 35 
CO6 CAP    PC10 C 0 1 N N R 22.875 42.264 12.115 6.294  2.463  3.710  CAP    CO6 36 
CO6 OAP    PO10 O 0 1 N N N 23.999 42.084 11.218 6.129  1.334  4.563  OAP    CO6 37 
CO6 C9P    PC9  C 0 1 N N N 21.710 41.433 11.612 5.664  2.090  2.370  C9P    CO6 38 
CO6 O9P    PO9  O 0 1 N N N 20.572 41.823 11.800 4.666  1.376  2.290  O9P    CO6 39 
CO6 N8P    PN8  N 0 1 N N N 22.006 40.286 10.885 6.322  2.659  1.291  N8P    CO6 40 
CO6 C7P    PC7  C 0 1 N N N 20.943 39.512 10.315 5.897  2.473  -0.077 C7P    CO6 41 
CO6 C6P    PC6  C 0 1 N N N 20.213 38.573 11.335 6.581  1.247  -0.667 C6P    CO6 42 
CO6 C5P    PC5  C 0 1 N N N 21.077 37.732 12.177 6.189  1.003  -2.113 C5P    CO6 43 
CO6 O5P    PO5  O 0 1 N N N 21.928 37.060 11.671 5.404  1.720  -2.727 O5P    CO6 44 
CO6 N4P    PN4  N 0 1 N N N 20.876 37.869 13.543 6.824  -0.117 -2.631 N4P    CO6 45 
CO6 C3P    PC3  C 0 1 N N N 21.835 37.491 14.583 6.624  -0.574 -3.987 C3P    CO6 46 
CO6 C2P    PC2  C 0 1 N N N 21.635 36.107 14.958 5.475  -1.564 -4.118 C2P    CO6 47 
CO6 S1P    PS1  S 0 1 N N N 23.006 35.535 16.044 5.756  -3.076 -3.148 S1P    CO6 48 
CO6 O1     O1   O 0 1 N N N ?      ?      ?      3.454  -3.566 -4.342 O1     CO6 49 
CO6 C1     C1   C 0 1 N N N ?      ?      ?      4.318  -4.001 -3.590 C1     CO6 50 
CO6 C2     C2   C 0 1 N N N ?      ?      ?      3.538  -5.239 -1.578 C2     CO6 51 
CO6 C3     C3   C 0 1 N N N ?      ?      ?      4.241  -5.368 -2.925 C3     CO6 52 
CO6 C4     C4   C 0 1 N N N ?      ?      ?      3.504  -6.351 -3.833 C4     CO6 53 
CO6 H2     H2   H 0 1 N N N 25.891 42.723 7.134  12.688 2.539  -8.160 H2     CO6 54 
CO6 HN61   1HN6 H 0 0 N N N 25.682 47.746 7.294  9.401  -0.986 -6.420 HN61   CO6 55 
CO6 HN62   2HN6 H 0 0 N N N 26.441 47.407 5.888  8.945  -0.449 -8.014 HN62   CO6 56 
CO6 H8     H8   H 0 1 N N N 29.793 47.233 9.827  8.319  3.243  -3.495 H8     CO6 57 
CO6 "H1'"  H1*  H 0 1 N N N 29.782 43.561 9.336  11.529 4.953  -4.436 "H1'"  CO6 58 
CO6 "H2'"  H2*  H 0 1 N N N 31.339 45.585 10.340 9.230  5.921  -5.816 "H2'"  CO6 59 
CO6 H1     H1   H 0 1 N N N 31.829 43.352 9.544  10.176 7.959  -5.399 H1     CO6 60 
CO6 "H3'"  H3*  H 0 1 N N N 30.256 45.700 12.592 7.847  5.927  -3.850 "H3'"  CO6 61 
CO6 HO8    HO8  H 0 1 N N N 31.664 46.196 15.248 6.854  10.548 -5.434 HO8    CO6 62 
CO6 HO9    HO9  H 0 1 N N N 33.381 47.161 12.513 5.670  7.769  -5.914 HO9    CO6 63 
CO6 "H4'"  H4*  H 0 1 N N N 29.837 42.690 12.581 10.259 6.956  -2.264 "H4'"  CO6 64 
CO6 "H5'1" 1H5* H 0 0 N N N 27.471 43.393 13.324 9.230  5.704  -0.426 "H5'1" CO6 65 
CO6 "H5'2" 2H5* H 0 0 N N N 28.819 43.653 14.465 7.920  5.146  -1.498 "H5'2" CO6 66 
CO6 HO2    HO2  H 0 1 N N N 27.096 47.909 15.296 4.643  5.932  -1.155 HO2    CO6 67 
CO6 HO5    HO5  H 0 1 N N N 24.770 46.902 12.531 6.867  8.653  2.599  HO5    CO6 68 
CO6 H121   1H12 H 0 0 N N N 25.200 43.035 13.314 5.396  5.858  3.959  H121   CO6 69 
CO6 H122   2H12 H 0 0 N N N 24.763 42.649 15.016 5.330  4.827  2.516  H122   CO6 70 
CO6 H131   1H13 H 0 0 N N N 24.093 40.126 12.604 6.360  3.095  6.367  H131   CO6 71 
CO6 H132   2H13 H 0 0 N N N 24.918 40.567 14.137 5.952  4.811  6.275  H132   CO6 72 
CO6 H133   3H13 H 0 0 N N N 23.266 39.861 14.176 7.458  4.227  5.561  H133   CO6 73 
CO6 H141   1H14 H 0 0 N N N 22.500 42.013 15.561 3.770  4.317  5.305  H141   CO6 74 
CO6 H142   2H14 H 0 0 N N N 21.545 42.911 14.332 4.037  2.573  5.275  H142   CO6 75 
CO6 H143   3H14 H 0 0 N N N 21.492 41.115 14.376 3.576  3.433  3.794  H143   CO6 76 
CO6 H10    H10  H 0 1 N N N 22.510 43.301 12.140 7.373  2.609  3.574  H10    CO6 77 
CO6 H3     H3   H 0 1 N N N 23.686 42.045 10.322 5.218  1.024  4.437  H3     CO6 78 
CO6 HN8    HN8  H 0 1 N N N 22.957 40.002 10.760 7.124  3.259  1.456  HN8    CO6 79 
CO6 H71    1H7  H 0 1 N N N 20.198 40.210 9.905  4.808  2.355  -0.105 H71    CO6 80 
CO6 H72    2H7  H 0 1 N N N 21.396 38.862 9.552  6.143  3.368  -0.658 H72    CO6 81 
CO6 H61    1H6  H 0 1 N N N 19.626 39.215 12.008 6.324  0.355  -0.083 H61    CO6 82 
CO6 H62    2H6  H 0 1 N N N 19.620 37.875 10.726 7.671  1.367  -0.620 H62    CO6 83 
CO6 HN4    HN4  H 0 1 N N N 20.005 38.258 13.842 7.456  -0.638 -2.031 HN4    CO6 84 
CO6 H31    1H3  H 0 1 N N N 22.858 37.620 14.199 6.407  0.316  -4.587 H31    CO6 85 
CO6 H32    2H3  H 0 1 N N N 21.684 38.131 15.465 7.570  -0.995 -4.344 H32    CO6 86 
CO6 H21    1H2  H 0 1 N N N 20.682 36.013 15.499 4.532  -1.114 -3.793 H21    CO6 87 
CO6 H22    2H2  H 0 1 N N N 21.617 35.489 14.049 5.365  -1.860 -5.167 H22    CO6 88 
CO6 H11    1H1  H 0 1 N N N ?      ?      ?      3.474  -6.211 -1.077 H11    CO6 89 
CO6 H12    2H1  H 0 1 N N N ?      ?      ?      2.522  -4.847 -1.695 H12    CO6 90 
CO6 H13    3H1  H 0 1 N N N ?      ?      ?      4.080  -4.554 -0.917 H13    CO6 91 
CO6 H4     H4   H 0 1 N N N ?      ?      ?      5.253  -5.760 -2.767 H4     CO6 92 
CO6 H41    1H4  H 0 1 N N N ?      ?      ?      3.492  -7.353 -3.391 H41    CO6 93 
CO6 H42    2H4  H 0 1 N N N ?      ?      ?      3.992  -6.417 -4.811 H42    CO6 94 
CO6 H43    3H4  H 0 1 N N N ?      ?      ?      2.466  -6.043 -4.001 H43    CO6 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 
CO6 N1A C2A    SING Y N 1  
CO6 N1A C6A    DOUB Y N 2  
CO6 C2A N3A    DOUB Y N 3  
CO6 C2A H2     SING N N 4  
CO6 N3A C4A    SING Y N 5  
CO6 C4A C5A    DOUB Y N 6  
CO6 C4A N9A    SING Y N 7  
CO6 C5A C6A    SING Y N 8  
CO6 C5A N7A    SING Y N 9  
CO6 C6A N6A    SING N N 10 
CO6 N6A HN61   SING N N 11 
CO6 N6A HN62   SING N N 12 
CO6 N7A C8A    DOUB Y N 13 
CO6 C8A N9A    SING Y N 14 
CO6 C8A H8     SING N N 15 
CO6 N9A C1B    SING N N 16 
CO6 C1B C2B    SING N N 17 
CO6 C1B O4B    SING N N 18 
CO6 C1B "H1'"  SING N N 19 
CO6 C2B C3B    SING N N 20 
CO6 C2B O2B    SING N N 21 
CO6 C2B "H2'"  SING N N 22 
CO6 O2B H1     SING N N 23 
CO6 C3B C4B    SING N N 24 
CO6 C3B O3B    SING N N 25 
CO6 C3B "H3'"  SING N N 26 
CO6 O3B P3B    SING N N 27 
CO6 P3B O7A    DOUB N N 28 
CO6 P3B O8A    SING N N 29 
CO6 P3B O9A    SING N N 30 
CO6 O8A HO8    SING N N 31 
CO6 O9A HO9    SING N N 32 
CO6 C4B C5B    SING N N 33 
CO6 C4B O4B    SING N N 34 
CO6 C4B "H4'"  SING N N 35 
CO6 C5B O5B    SING N N 36 
CO6 C5B "H5'1" SING N N 37 
CO6 C5B "H5'2" SING N N 38 
CO6 O5B P1A    SING N N 39 
CO6 P1A O1A    DOUB N N 40 
CO6 P1A O2A    SING N N 41 
CO6 P1A O3A    SING N N 42 
CO6 O2A HO2    SING N N 43 
CO6 O3A P2A    SING N N 44 
CO6 P2A O4A    DOUB N N 45 
CO6 P2A O5A    SING N N 46 
CO6 P2A O6A    SING N N 47 
CO6 O5A HO5    SING N N 48 
CO6 O6A CCP    SING N N 49 
CO6 CBP CAP    SING N N 50 
CO6 CBP CCP    SING N N 51 
CO6 CBP CDP    SING N N 52 
CO6 CBP CEP    SING N N 53 
CO6 CCP H121   SING N N 54 
CO6 CCP H122   SING N N 55 
CO6 CDP H131   SING N N 56 
CO6 CDP H132   SING N N 57 
CO6 CDP H133   SING N N 58 
CO6 CEP H141   SING N N 59 
CO6 CEP H142   SING N N 60 
CO6 CEP H143   SING N N 61 
CO6 CAP C9P    SING N N 62 
CO6 CAP OAP    SING N N 63 
CO6 CAP H10    SING N N 64 
CO6 OAP H3     SING N N 65 
CO6 C9P O9P    DOUB N N 66 
CO6 C9P N8P    SING N N 67 
CO6 N8P C7P    SING N N 68 
CO6 N8P HN8    SING N N 69 
CO6 C7P C6P    SING N N 70 
CO6 C7P H71    SING N N 71 
CO6 C7P H72    SING N N 72 
CO6 C6P C5P    SING N N 73 
CO6 C6P H61    SING N N 74 
CO6 C6P H62    SING N N 75 
CO6 C5P N4P    SING N N 76 
CO6 C5P O5P    DOUB N N 77 
CO6 N4P C3P    SING N N 78 
CO6 N4P HN4    SING N N 79 
CO6 C3P C2P    SING N N 80 
CO6 C3P H31    SING N N 81 
CO6 C3P H32    SING N N 82 
CO6 C2P S1P    SING N N 83 
CO6 C2P H21    SING N N 84 
CO6 C2P H22    SING N N 85 
CO6 S1P C1     SING N N 86 
CO6 O1  C1     DOUB N N 87 
CO6 C1  C3     SING N N 88 
CO6 C2  C3     SING N N 89 
CO6 C2  H11    SING N N 90 
CO6 C2  H12    SING N N 91 
CO6 C2  H13    SING N N 92 
CO6 C3  C4     SING N N 93 
CO6 C3  H4     SING N N 94 
CO6 C4  H41    SING N N 95 
CO6 C4  H42    SING N N 96 
CO6 C4  H43    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 
CO6 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)C(C)C 
CO6 InChI            InChI                1.02b 
;InChI=1/C25H42N7O17P3S/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-14,17-19,23,34-35H,5-10H2,1-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,17-,18-,19+,23-/m1/s1/f/h27-28,38-39,41,43H,26H2
;
CO6 InChIKey         InChI                1.02b AEWHYWSPVRZHCT-GQJYTBCYDY 
CO6 SMILES_CANONICAL CACTVS               3.341 CC(C)C(=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 
CO6 SMILES           CACTVS               3.341 CC(C)C(=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 
CO6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)C(=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 
CO6 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)C(=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 
CO6 "SYSTEMATIC NAME" ACDLabs              10.04 
;S-{(9R,13S,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} 2-methylpropanethioate (non-preferred name)
;
CO6 "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] 2-methylpropanethioate" 
# 
