data_COO
# 
_chem_comp.id                                    COO 
_chem_comp.name                                  "CROTONYL COENZYME A" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H40 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                     2006-08-01 
_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                        835.608 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     COO 
_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        2HW5 
_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 
COO C13  C13  C 0 1 N N S -10.317 25.669 43.313 -1.772 5.662  3.025  C13  COO 1  
COO C11  C11  C 0 1 N N N -9.638  27.012 43.537 -0.368 5.064  2.711  C11  COO 2  
COO C14  C14  C 0 1 N N N -8.119  26.845 43.607 -0.333 3.551  3.006  C14  COO 3  
COO C12  C12  C 0 1 N N N -10.110 28.053 42.500 0.739  5.781  3.522  C12  COO 4  
COO O6A  O6A  O 0 1 N N N -11.016 29.001 43.166 2.021  5.233  3.233  O6A  COO 5  
COO P2A  P2A  P 0 1 N N S -12.580 29.410 42.764 3.306  5.855  3.987  P2A  COO 6  
COO O4A  O4A  O 0 1 N N N -13.138 30.334 43.981 4.629  5.236  3.642  O4A  COO 7  
COO O5A  O5A  O 0 1 N N N -12.592 30.264 41.387 3.198  7.443  3.698  O5A  COO 8  
COO O3A  O3A  O 0 1 N N N -13.558 28.210 42.553 2.896  5.741  5.547  O3A  COO 9  
COO P1A  P1A  P 0 1 N N R -14.178 27.399 43.790 2.667  4.450  6.492  P1A  COO 10 
COO O2A  O2A  O 0 1 N N N -12.943 26.833 44.732 1.579  3.528  6.022  O2A  COO 11 
COO O1A  O1A  O 0 1 N N N -15.182 28.200 44.581 4.135  3.771  6.555  O1A  COO 12 
COO O5X  O5X  O 0 1 N N N -14.658 26.095 43.013 2.443  5.064  7.972  O5X  COO 13 
COO C5X  C5X  C 0 1 N N N -15.824 25.990 42.213 3.403  5.948  8.525  C5X  COO 14 
COO C4X  C4X  C 0 1 N N R -16.360 24.575 42.417 2.946  6.369  9.911  C4X  COO 15 
COO O4X  O4X  O 0 1 N N N -15.343 23.604 41.979 3.884  7.305  10.468 O4X  COO 16 
COO C3X  C3X  C 0 1 N N R -16.517 24.351 43.925 1.611  7.093  9.915  C3X  COO 17 
COO O3X  O3X  O 0 1 N N N -17.586 23.439 44.156 0.521  6.198  9.854  O3X  COO 18 
COO P3X  P3X  P 0 1 N N N -18.617 23.827 45.312 -0.970 6.805  9.967  P3X  COO 19 
COO O9A  O9A  O 0 1 N N N -19.951 22.951 45.027 -1.263 7.544  11.240 O9A  COO 20 
COO O7A  O7A  O 0 1 N N N -18.973 25.374 44.981 -1.928 5.536  9.669  O7A  COO 21 
COO O8A  O8A  O 0 1 N N N -18.054 23.591 46.661 -1.094 7.689  8.619  O8A  COO 22 
COO C2X  C2X  C 0 1 N N R -15.191 23.708 44.315 1.675  7.880  11.210 C2X  COO 23 
COO O2X  O2X  O 0 1 N N N -15.339 22.985 45.541 1.274  7.081  12.321 O2X  COO 24 
COO C1X  C1X  C 0 1 N N S -15.004 22.768 43.122 3.164  8.207  11.335 C1X  COO 25 
COO N9A  N9A  N 0 1 Y N N -13.608 22.323 42.952 3.493  9.589  10.982 N9A  COO 26 
COO C8A  C8A  C 0 1 Y N N -12.587 23.091 42.578 3.764  10.059 9.723  C8A  COO 27 
COO N7A  N7A  N 0 1 Y N N -11.477 22.355 42.528 4.027  11.349 9.718  N7A  COO 28 
COO C5A  C5A  C 0 1 Y N N -11.786 21.108 42.870 3.922  11.734 11.031 C5A  COO 29 
COO C4A  C4A  C 0 1 Y N N -13.147 21.091 43.137 3.590  10.654 11.834 C4A  COO 30 
COO N3A  N3A  N 0 1 Y N N -13.725 19.941 43.511 3.405  10.656 13.163 N3A  COO 31 
COO C2A  C2A  C 0 1 Y N N -13.004 18.832 43.619 3.587  11.898 13.662 C2A  COO 32 
COO N1A  N1A  N 0 1 Y N N -11.702 18.821 43.364 3.911  13.039 13.007 N1A  COO 33 
COO C6A  C6A  C 0 1 Y N N -11.061 19.927 42.993 4.083  12.962 11.665 C6A  COO 34 
COO N6A  N6A  N 0 1 N N N -9.759  19.873 42.747 4.419  14.111 10.928 N6A  COO 35 
COO O1   O1   O 0 1 N N N ?       ?      ?      -1.786 7.052  2.710  O1   COO 36 
COO C1   C1   C 0 1 N N N ?       ?      ?      -2.189 5.546  4.490  C1   COO 37 
COO O2   O2   O 0 1 N N N ?       ?      ?      -1.878 6.390  5.329  O2   COO 38 
COO N1   N1   N 0 1 N N N ?       ?      ?      -2.958 4.422  4.742  N1   COO 39 
COO C2   C2   C 0 1 N N N ?       ?      ?      -3.492 4.110  6.047  C2   COO 40 
COO C3   C3   C 0 1 N N N ?       ?      ?      -2.497 3.256  6.821  C3   COO 41 
COO C4   C4   C 0 1 N N N ?       ?      ?      -3.005 2.879  8.201  C4   COO 42 
COO O3   O3   O 0 1 N N N ?       ?      ?      -4.098 3.231  8.634  O3   COO 43 
COO N2   N2   N 0 1 N N N ?       ?      ?      -2.084 2.102  8.889  N2   COO 44 
COO C5   C5   C 0 1 N N N ?       ?      ?      -2.318 1.609  10.226 C5   COO 45 
COO C6   C6   C 0 1 N N N ?       ?      ?      -1.831 2.565  11.307 C6   COO 46 
COO S1   S1   S 0 1 N N N ?       ?      ?      -0.037 2.849  11.216 S1   COO 47 
COO C7   C7   C 0 1 N N N ?       ?      ?      0.181  3.894  12.613 C7   COO 48 
COO O4   O4   O 0 1 N N N ?       ?      ?      -0.677 4.659  13.031 O4   COO 49 
COO C8   C8   C 0 1 N N N ?       ?      ?      1.524  3.739  13.226 C8   COO 50 
COO C9   C9   C 0 1 N N N ?       ?      ?      1.853  4.466  14.303 C9   COO 51 
COO C10  C10  C 0 1 N N N ?       ?      ?      3.181  4.373  14.982 C10  COO 52 
COO C15  C15  C 0 1 N N N ?       ?      ?      -0.081 5.249  1.202  C15  COO 53 
COO HO1  HO1  H 0 1 N N N ?       ?      ?      -1.751 7.527  3.554  HO1  COO 54 
COO H13  H13  H 0 1 N N N -10.847 25.742 44.274 -2.531 5.180  2.395  H13  COO 55 
COO HN1  HN1  H 0 1 N N N ?       ?      ?      -3.188 3.793  3.978  HN1  COO 56 
COO H21  1H2  H 0 1 N N N ?       ?      ?      -3.700 5.042  6.585  H21  COO 57 
COO H22  2H2  H 0 1 N N N ?       ?      ?      -4.445 3.581  5.932  H22  COO 58 
COO H31  1H3  H 0 1 N N N ?       ?      ?      -1.549 3.796  6.937  H31  COO 59 
COO H32  2H3  H 0 1 N N N ?       ?      ?      -2.283 2.334  6.267  H32  COO 60 
COO HN2  HN2  H 0 1 N N N ?       ?      ?      -1.207 1.869  8.432  HN2  COO 61 
COO H51  1H5  H 0 1 N N N ?       ?      ?      -3.400 1.471  10.323 H51  COO 62 
COO H52  2H5  H 0 1 N N N ?       ?      ?      -1.848 0.623  10.310 H52  COO 63 
COO H61  1H6  H 0 1 N N N ?       ?      ?      -2.340 3.531  11.230 H61  COO 64 
COO H62  2H6  H 0 1 N N N ?       ?      ?      -2.050 2.143  12.293 H62  COO 65 
COO H8   H8   H 0 1 N N N ?       ?      ?      2.229  3.037  12.794 H8   COO 66 
COO H9   H9   H 0 1 N N N ?       ?      ?      1.147  5.169  14.734 H9   COO 67 
COO H101 1H10 H 0 0 N N N ?       ?      ?      3.676  5.349  14.966 H101 COO 68 
COO H102 2H10 H 0 0 N N N ?       ?      ?      3.844  3.647  14.501 H102 COO 69 
COO H103 3H10 H 0 0 N N N ?       ?      ?      3.045  4.073  16.025 H103 COO 70 
COO H151 1H15 H 0 0 N N N ?       ?      ?      -0.874 4.800  0.594  H151 COO 71 
COO H152 2H15 H 0 0 N N N ?       ?      ?      0.863  4.776  0.909  H152 COO 72 
COO H153 3H15 H 0 0 N N N ?       ?      ?      -0.013 6.309  0.933  H153 COO 73 
COO H141 1H14 H 0 0 N N N -7.707  26.805 42.588 0.599  3.094  2.654  H141 COO 74 
COO H142 2H14 H 0 0 N N N -7.681  27.698 44.146 -1.159 3.033  2.505  H142 COO 75 
COO H143 3H14 H 0 0 N N N -7.877  25.912 44.137 -0.404 3.348  4.080  H143 COO 76 
COO H121 1H12 H 0 0 N N N -9.242  28.592 42.092 0.570  5.672  4.598  H121 COO 77 
COO H122 2H12 H 0 0 N N N -10.634 27.549 41.674 0.771  6.850  3.285  H122 COO 78 
COO H5A  H5A  H 0 1 N N N -12.594 31.192 41.589 3.489  7.788  2.827  H5A  COO 79 
COO H1A  H1A  H 0 1 N N N -14.839 28.368 45.451 4.230  2.885  6.965  H1A  COO 80 
COO H5X1 1H5X H 0 0 N N N -16.572 26.734 42.523 4.366  5.433  8.579  H5X1 COO 81 
COO H5X2 2H5X H 0 0 N N N -15.598 26.181 41.154 3.498  6.820  7.871  H5X2 COO 82 
COO H4X  H4X  H 0 1 N N N -17.302 24.453 41.862 2.920  5.483  10.556 H4X  COO 83 
COO H1X  H1X  H 0 1 N N N -15.610 21.859 43.246 3.538  8.075  12.355 H1X  COO 84 
COO H8A  H8A  H 0 1 N N N -12.648 24.145 42.351 3.755  9.415  8.853  H8A  COO 85 
COO H2A  H2A  H 0 1 N N N -13.489 17.916 43.922 3.458  11.996 14.735 H2A  COO 86 
COO H6A1 1H6A H 0 0 N N N -9.606  19.859 41.759 5.313  14.163 10.478 H6A1 COO 87 
COO H6A2 2H6A H 0 0 N N N -9.312  20.675 43.142 3.803  14.901 10.939 H6A2 COO 88 
COO H2X  H2X  H 0 1 N N N -14.351 24.396 44.491 1.025  8.760  11.199 H2X  COO 89 
COO H1   H1   H 0 1 N N N -15.372 22.053 45.358 1.584  7.530  13.127 H1   COO 90 
COO H3X  H3X  H 0 1 N N N -16.739 25.268 44.491 1.552  7.785  9.066  H3X  COO 91 
COO H7A  H7A  H 0 1 N N N -19.043 25.864 45.792 -2.899 5.647  9.745  H7A  COO 92 
COO H2   H2   H 0 1 N N N -17.107 23.540 46.605 -1.890 8.247  8.489  H2   COO 93 
# 
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 
COO C13 O1   SING N N 1  
COO C13 H13  SING N N 2  
COO C13 C1   SING N N 3  
COO C13 C11  SING N N 4  
COO C11 C15  SING N N 5  
COO C11 C14  SING N N 6  
COO C11 C12  SING N N 7  
COO C14 H141 SING N N 8  
COO C14 H142 SING N N 9  
COO C14 H143 SING N N 10 
COO C12 H121 SING N N 11 
COO C12 H122 SING N N 12 
COO C12 O6A  SING N N 13 
COO O6A P2A  SING N N 14 
COO P2A O4A  DOUB N N 15 
COO P2A O5A  SING N N 16 
COO P2A O3A  SING N N 17 
COO O5A H5A  SING N N 18 
COO O3A P1A  SING N N 19 
COO P1A O2A  DOUB N N 20 
COO P1A O1A  SING N N 21 
COO P1A O5X  SING N N 22 
COO O1A H1A  SING N N 23 
COO O5X C5X  SING N N 24 
COO C5X H5X1 SING N N 25 
COO C5X H5X2 SING N N 26 
COO C5X C4X  SING N N 27 
COO C4X H4X  SING N N 28 
COO C4X O4X  SING N N 29 
COO C4X C3X  SING N N 30 
COO O4X C1X  SING N N 31 
COO C3X C2X  SING N N 32 
COO C3X H3X  SING N N 33 
COO C3X O3X  SING N N 34 
COO O3X P3X  SING N N 35 
COO P3X O9A  DOUB N N 36 
COO P3X O7A  SING N N 37 
COO P3X O8A  SING N N 38 
COO O7A H7A  SING N N 39 
COO O8A H2   SING N N 40 
COO C2X C1X  SING N N 41 
COO C2X H2X  SING N N 42 
COO C2X O2X  SING N N 43 
COO O2X H1   SING N N 44 
COO C1X H1X  SING N N 45 
COO C1X N9A  SING N N 46 
COO N9A C8A  SING Y N 47 
COO N9A C4A  SING Y N 48 
COO C8A H8A  SING N N 49 
COO C8A N7A  DOUB Y N 50 
COO N7A C5A  SING Y N 51 
COO C5A C6A  DOUB Y N 52 
COO C5A C4A  SING Y N 53 
COO C4A N3A  DOUB Y N 54 
COO N3A C2A  SING Y N 55 
COO C2A N1A  DOUB Y N 56 
COO C2A H2A  SING N N 57 
COO N1A C6A  SING Y N 58 
COO C6A N6A  SING N N 59 
COO N6A H6A1 SING N N 60 
COO N6A H6A2 SING N N 61 
COO O1  HO1  SING N N 62 
COO C1  O2   DOUB N N 63 
COO C1  N1   SING N N 64 
COO N1  HN1  SING N N 65 
COO N1  C2   SING N N 66 
COO C2  H21  SING N N 67 
COO C2  H22  SING N N 68 
COO C2  C3   SING N N 69 
COO C3  H31  SING N N 70 
COO C3  H32  SING N N 71 
COO C3  C4   SING N N 72 
COO C4  O3   DOUB N N 73 
COO C4  N2   SING N N 74 
COO N2  HN2  SING N N 75 
COO N2  C5   SING N N 76 
COO C5  H51  SING N N 77 
COO C5  H52  SING N N 78 
COO C5  C6   SING N N 79 
COO C6  H61  SING N N 80 
COO C6  H62  SING N N 81 
COO C6  S1   SING N N 82 
COO S1  C7   SING N N 83 
COO C7  O4   DOUB N N 84 
COO C7  C8   SING N N 85 
COO C8  H8   SING N N 86 
COO C8  C9   DOUB N N 87 
COO C9  H9   SING N N 88 
COO C9  C10  SING N N 89 
COO C10 H101 SING N N 90 
COO C10 H102 SING N N 91 
COO C10 H103 SING N N 92 
COO C15 H151 SING N N 93 
COO C15 H152 SING N N 94 
COO C15 H153 SING N N 95 
# 
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 
COO 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 
COO InChI            InChI                1.02b 
;InChI=1/C25H40N7O17P3S/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/h4-5,12-14,18-20,24,35-36H,6-11H2,1-3H3,(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
;
COO InChIKey         InChI                1.02b KFWWCMJSYSSPSK-VZMBGVQWDH 
COO SMILES_CANONICAL CACTVS               3.341 CC=CC(=O)SCCNC(=O)CCNC(=O)C(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 
COO SMILES           CACTVS               3.341 CC=CC(=O)SCCNC(=O)CCNC(=O)C(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 
COO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC=CC(=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 
COO SMILES           "OpenEye OEToolkits" 1.5.0 CC=CC(=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 
COO "SYSTEMATIC NAME" ACDLabs              10.04 
;S-{(13R,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} but-2-enethioate (non-preferred name)
;
COO "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] but-2-enethioate" 
# 
