data_191
# 
_chem_comp.id                                    191 
_chem_comp.name                                  "PROPIONYL COENZYME A" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H41 N7 O17 P3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2004-10-26 
_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                        824.605 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     191 
_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        1XNY 
_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 
191 C3     C3   C 0 1 N N N 24.557 -64.308 -129.483 16.334  5.238  1.429  C3     191 1  
191 C2     C2   C 0 1 N N N 25.026 -63.119 -130.324 16.177  3.726  1.608  C2     191 2  
191 C1     C1   C 0 1 N N N 26.478 -62.768 -129.988 14.809  3.303  1.138  C1     191 3  
191 O1     O1   O 0 1 N N N 27.354 -63.629 -130.026 14.035  4.130  0.703  O1     191 4  
191 S4     S4   S 0 1 N N N 26.898 -61.133 -129.521 14.348  1.657  1.218  S4     191 5  
191 C5     C5   C 0 1 N N N 26.664 -60.240 -131.101 12.672  1.767  0.543  C5     191 6  
191 C6     C6   C 0 1 N N N 27.857 -60.358 -132.049 12.040  0.373  0.517  C6     191 7  
191 N7     N7   N 0 1 N N N 27.601 -59.518 -133.227 10.684  0.462  -0.030 N7     191 8  
191 C8     C8   C 0 1 N N N 28.366 -58.476 -133.542 9.931   -0.649 -0.149 C8     191 9  
191 O8     O8   O 0 1 N N N 29.343 -58.144 -132.871 10.377  -1.723 0.197  O8     191 10 
191 C9     C9   C 0 1 N N N 28.062 -57.744 -134.684 8.536   -0.557 -0.711 C9     191 11 
191 C10    C10  C 0 1 N N N 26.772 -57.681 -135.204 7.904   -1.951 -0.737 C10    191 12 
191 N11    N11  N 0 1 N N N 26.436 -57.001 -136.289 6.548   -1.862 -1.284 N11    191 13 
191 C12    C12  C 0 1 N N N 27.230 -56.275 -137.076 5.795   -2.973 -1.403 C12    191 14 
191 O13    O13  O 0 1 N N N 26.814 -55.678 -138.068 6.263   -4.056 -1.120 O13    191 15 
191 C14    C14  C 0 1 N N S 28.718 -56.197 -136.714 4.372   -2.871 -1.888 C14    191 16 
191 O15    O15  O 0 1 N N N 29.515 -56.464 -137.871 3.862   -4.180 -2.149 O15    191 17 
191 C16    C16  C 0 1 N N N 29.107 -54.842 -136.117 3.515   -2.195 -0.815 C16    191 18 
191 C17    C17  C 0 1 N N N 28.195 -54.510 -134.934 3.664   -2.950 0.507  C17    191 19 
191 C18    C18  C 0 1 N N N 30.553 -54.910 -135.620 3.977   -0.748 -0.631 C18    191 20 
191 C19    C19  C 0 1 N N N 28.988 -53.737 -137.169 2.048   -2.211 -1.249 C19    191 21 
191 O20    O20  O 0 1 N N N 29.506 -52.498 -136.674 1.248   -1.580 -0.248 O20    191 22 
191 P21    P21  P 0 1 N N S 29.775 -51.267 -137.681 -0.275  -1.632 -0.767 P21    191 23 
191 O22    O22  O 0 1 N N N 31.245 -51.099 -137.774 -0.419  -0.740 -2.099 O22    191 24 
191 O23    O23  O 0 1 N N N 29.024 -51.484 -138.938 -0.645  -3.033 -1.069 O23    191 25 
191 O24    O24  O 0 1 N N N 29.160 -49.997 -136.894 -1.252  -1.054 0.375  O24    191 26 
191 O27    O27  O 0 1 N N N 28.817 -50.227 -135.519 -2.862  -3.123 0.566  O27    191 27 
191 P25    P25  P 0 1 N N S 27.589 -50.056 -136.543 -2.728  -1.605 0.047  P25    191 28 
191 O26    O26  O 0 1 N N N 26.826 -51.256 -136.974 -2.958  -1.561 -1.414 O26    191 29 
191 "O5'"  O5*  O 0 1 N N N 26.774 -48.658 -136.496 -3.821  -0.686 0.790  "O5'"  191 30 
191 "C5'"  C5*  C 0 1 N N N 26.423 -48.016 -137.730 -5.106  -1.150 0.369  "C5'"  191 31 
191 "C4'"  C4*  C 0 1 N N R 25.168 -48.627 -138.365 -6.196  -0.314 1.043  "C4'"  191 32 
191 "O4'"  O4*  O 0 1 N N N 25.278 -50.063 -138.317 -6.145  1.038  0.558  "O4'"  191 33 
191 "C3'"  C3*  C 0 1 N N S 23.918 -48.265 -137.554 -7.585  -0.879 0.688  "C3'"  191 34 
191 "O3'"  O3*  O 0 1 N N N 22.829 -47.986 -138.438 -8.285  -1.282 1.867  "O3'"  191 35 
191 P28    P28  P 0 1 N N N 21.718 -46.883 -138.053 -8.676  -2.831 1.669  P28    191 36 
191 O32    O32  O 0 1 N N N 20.704 -46.818 -139.302 -9.355  -3.389 3.018  O32    191 37 
191 O31    O31  O 0 1 N N N 20.890 -47.488 -136.810 -7.456  -3.614 1.370  O31    191 38 
191 O33    O33  O 0 1 N N N 22.311 -45.562 -137.747 -9.716  -2.971 0.448  O33    191 39 
191 "C2'"  C2*  C 0 1 N N R 23.648 -49.559 -136.786 -8.311  0.309  0.004  "C2'"  191 40 
191 "O2'"  O2*  O 0 1 N N N 22.254 -49.657 -136.487 -9.674  0.383  0.427  "O2'"  191 41 
191 "C1'"  C1*  C 0 1 N N R 23.987 -50.541 -137.906 -7.504  1.526  0.524  "C1'"  191 42 
191 N29    N29  N 1 1 Y N N 24.046 -51.948 -137.443 -7.623  2.659  -0.397 N29    191 43 
191 C30    C30  C 0 1 Y N N 23.869 -53.014 -138.217 -7.322  2.640  -1.688 C30    191 44 
191 N34    N34  N 0 1 Y N N 23.979 -54.125 -137.492 -7.544  3.820  -2.228 N34    191 45 
191 C35    C35  C 0 1 Y N N 24.228 -53.760 -136.237 -7.996  4.644  -1.268 C35    191 46 
191 C36    C36  C 0 1 Y N N 24.277 -52.376 -136.202 -8.045  3.879  -0.074 C36    191 47 
191 N37    N37  N 0 1 Y N N 24.505 -51.751 -135.036 -8.467  4.463  1.063  N37    191 48 
191 C38    C38  C 0 1 Y N N 24.684 -52.436 -133.919 -8.829  5.714  1.080  C38    191 49 
191 N39    N39  N 0 1 Y N N 24.644 -53.758 -133.917 -8.803  6.492  -0.032 N39    191 50 
191 C40    C40  C 0 1 Y N N 24.419 -54.448 -135.045 -8.391  5.985  -1.220 C40    191 51 
191 N41    N41  N 0 1 N N N 24.369 -55.777 -135.023 -8.362  6.765  -2.342 N41    191 52 
191 H31    1H3  H 0 1 N N N 23.781 -64.862 -130.032 16.216  5.493  0.376  H31    191 53 
191 H32A   2H3  H 0 0 N N N 24.143 -63.943 -128.531 15.573  5.753  2.015  H32A   191 54 
191 H33A   3H3  H 0 0 N N N 25.409 -64.974 -129.281 17.323  5.544  1.768  H33A   191 55 
191 H21    1H2  H 0 1 N N N 24.388 -62.251 -130.103 16.938  3.211  1.022  H21    191 56 
191 H22A   2H2  H 0 0 N N N 24.955 -63.380 -131.390 16.295  3.471  2.661  H22A   191 57 
191 H51    1H5  H 0 1 N N N 26.544 -59.174 -130.859 12.071  2.426  1.169  H51    191 58 
191 H52    2H5  H 0 1 N N N 25.782 -60.661 -131.606 12.714  2.166  -0.470 H52    191 59 
191 H61    1H6  H 0 1 N N N 27.992 -61.406 -132.356 12.642  -0.286 -0.109 H61    191 60 
191 H62    2H6  H 0 1 N N N 28.772 -60.018 -131.541 11.998  -0.026 1.530  H62    191 61 
191 H7     H7   H 0 1 N N N 26.822 -59.738 -133.814 10.328  1.321  -0.306 H7     191 62 
191 H91    1H9  H 0 1 N N N 28.607 -58.291 -135.468 7.935   0.102  -0.085 H91    191 63 
191 H92    2H9  H 0 1 N N N 28.333 -56.705 -134.446 8.578   -0.158 -1.724 H92    191 64 
191 H101   1H10 H 0 0 N N N 26.252 -57.108 -134.422 8.506   -2.610 -1.363 H101   191 65 
191 H102   2H10 H 0 0 N N N 26.511 -58.724 -135.435 7.862   -2.350 0.276  H102   191 66 
191 H11    H11  H 0 1 N N N 25.471 -57.036 -136.549 6.192   -1.003 -1.560 H11    191 67 
191 H14    H14  H 0 1 N N N 28.905 -56.959 -135.943 4.341   -2.280 -2.803 H14    191 68 
191 H15    H15  H 0 1 N N N 28.954 -56.523 -138.636 3.907   -4.669 -1.316 H15    191 69 
191 H171   1H17 H 0 0 N N N 27.447 -55.307 -134.813 4.709   -2.938 0.817  H171   191 70 
191 H172   2H17 H 0 0 N N N 27.685 -53.554 -135.122 3.054   -2.468 1.271  H172   191 71 
191 H173   3H17 H 0 0 N N N 28.797 -54.430 -134.017 3.336   -3.981 0.376  H173   191 72 
191 H181   1H18 H 0 0 N N N 30.693 -55.824 -135.024 3.985   -0.244 -1.598 H181   191 73 
191 H182   2H18 H 0 0 N N N 30.768 -54.029 -134.998 3.293   -0.231 0.042  H182   191 74 
191 H183   3H18 H 0 0 N N N 31.237 -54.926 -136.481 4.981   -0.738 -0.207 H183   191 75 
191 H191   1H19 H 0 0 N N N 27.925 -53.599 -137.415 1.942   -1.673 -2.191 H191   191 76 
191 H192   2H19 H 0 0 N N N 29.559 -54.031 -138.062 1.719   -3.242 -1.380 H192   191 77 
191 H22    H22  H 0 1 N N N 31.458 -50.173 -137.794 -0.169  0.163  -1.859 H22    191 78 
191 H27    H27  H 0 1 N N N 29.633 -50.261 -136.005 -2.705  -3.108 1.520  H27    191 79 
191 "H5'1" 1H5* H 0 0 N N N 27.259 -48.152 -138.432 -5.190  -1.052 -0.713 "H5'1" 191 80 
191 "H5'2" 2H5* H 0 0 N N N 26.231 -46.952 -137.529 -5.225  -2.196 0.650  "H5'2" 191 81 
191 "H4'"  H4*  H 0 1 N N N 25.084 -48.246 -139.393 -6.056  -0.325 2.124  "H4'"  191 82 
191 "H3'"  H3*  H 0 1 N N N 24.040 -47.381 -136.912 -7.490  -1.717 -0.003 "H3'"  191 83 
191 H32    H32  H 0 1 N N N 19.809 -46.805 -138.984 -9.573  -4.318 2.858  H32    191 84 
191 H33    H33  H 0 1 N N N 21.621 -44.912 -137.681 -10.494 -2.447 0.683  H33    191 85 
191 "H2'"  H2*  H 0 1 N N N 24.184 -49.684 -135.833 -8.246  0.234  -1.082 "H2'"  191 86 
191 "HO'2" 2HO* H 0 0 N N N 22.132 -49.679 -135.545 -10.042 1.191  0.043  "HO'2" 191 87 
191 "H1'"  H1*  H 0 1 N N N 23.232 -50.569 -138.706 -7.836  1.808  1.523  "H1'"  191 88 
191 H30    H30  H 0 1 N N N 23.666 -52.983 -139.277 -6.953  1.777  -2.223 H30    191 89 
191 H38    H38  H 0 1 N N N 24.866 -51.908 -132.995 -9.162  6.147  2.011  H38    191 90 
191 H39    H39  H 0 1 N N N 24.784 -54.252 -133.059 -9.081  7.420  0.024  H39    191 91 
191 H411   1H41 H 0 0 N N N 23.886 -56.079 -134.201 -8.638  7.693  -2.295 H411   191 92 
191 H412   2H41 H 0 0 N N N 25.298 -56.146 -135.017 -8.064  6.389  -3.186 H412   191 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 
191 C3    C2     SING N N 1  
191 C3    H31    SING N N 2  
191 C3    H32A   SING N N 3  
191 C3    H33A   SING N N 4  
191 C2    C1     SING N N 5  
191 C2    H21    SING N N 6  
191 C2    H22A   SING N N 7  
191 C1    O1     DOUB N N 8  
191 C1    S4     SING N N 9  
191 S4    C5     SING N N 10 
191 C5    C6     SING N N 11 
191 C5    H51    SING N N 12 
191 C5    H52    SING N N 13 
191 C6    N7     SING N N 14 
191 C6    H61    SING N N 15 
191 C6    H62    SING N N 16 
191 N7    C8     SING N N 17 
191 N7    H7     SING N N 18 
191 C8    O8     DOUB N N 19 
191 C8    C9     SING N N 20 
191 C9    C10    SING N N 21 
191 C9    H91    SING N N 22 
191 C9    H92    SING N N 23 
191 C10   N11    SING N N 24 
191 C10   H101   SING N N 25 
191 C10   H102   SING N N 26 
191 N11   C12    SING N N 27 
191 N11   H11    SING N N 28 
191 C12   O13    DOUB N N 29 
191 C12   C14    SING N N 30 
191 C14   O15    SING N N 31 
191 C14   C16    SING N N 32 
191 C14   H14    SING N N 33 
191 O15   H15    SING N N 34 
191 C16   C17    SING N N 35 
191 C16   C18    SING N N 36 
191 C16   C19    SING N N 37 
191 C17   H171   SING N N 38 
191 C17   H172   SING N N 39 
191 C17   H173   SING N N 40 
191 C18   H181   SING N N 41 
191 C18   H182   SING N N 42 
191 C18   H183   SING N N 43 
191 C19   O20    SING N N 44 
191 C19   H191   SING N N 45 
191 C19   H192   SING N N 46 
191 O20   P21    SING N N 47 
191 P21   O22    SING N N 48 
191 P21   O23    DOUB N N 49 
191 P21   O24    SING N N 50 
191 O22   H22    SING N N 51 
191 O24   P25    SING N N 52 
191 O27   P25    SING N N 53 
191 O27   H27    SING N N 54 
191 P25   O26    DOUB N N 55 
191 P25   "O5'"  SING N N 56 
191 "O5'" "C5'"  SING N N 57 
191 "C5'" "C4'"  SING N N 58 
191 "C5'" "H5'1" SING N N 59 
191 "C5'" "H5'2" SING N N 60 
191 "C4'" "O4'"  SING N N 61 
191 "C4'" "C3'"  SING N N 62 
191 "C4'" "H4'"  SING N N 63 
191 "O4'" "C1'"  SING N N 64 
191 "C3'" "O3'"  SING N N 65 
191 "C3'" "C2'"  SING N N 66 
191 "C3'" "H3'"  SING N N 67 
191 "O3'" P28    SING N N 68 
191 P28   O32    SING N N 69 
191 P28   O31    DOUB N N 70 
191 P28   O33    SING N N 71 
191 O32   H32    SING N N 72 
191 O33   H33    SING N N 73 
191 "C2'" "O2'"  SING N N 74 
191 "C2'" "C1'"  SING N N 75 
191 "C2'" "H2'"  SING N N 76 
191 "O2'" "HO'2" SING N N 77 
191 "C1'" N29    SING N N 78 
191 "C1'" "H1'"  SING N N 79 
191 N29   C30    SING Y N 80 
191 N29   C36    DOUB Y N 81 
191 C30   N34    DOUB Y N 82 
191 C30   H30    SING N N 83 
191 N34   C35    SING Y N 84 
191 C35   C36    SING N N 85 
191 C35   C40    DOUB Y N 86 
191 C36   N37    SING Y N 87 
191 N37   C38    DOUB Y N 88 
191 C38   N39    SING Y N 89 
191 C38   H38    SING N N 90 
191 N39   C40    SING Y N 91 
191 N39   H39    SING N N 92 
191 C40   N41    SING N N 93 
191 N41   H411   SING N N 94 
191 N41   H412   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 
191 SMILES           ACDLabs              10.04 O=C(SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OCC3OC([N+]=2C=NC1=C(N)NC=NC1=2)C(O)C3OP(=O)(O)O)CC 
191 InChI            InChI                1.02b 
;InChI=1/C24H40N7O17P3S/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,34-35H,4-10H2,1-3H3,(H8,25,26,27,28,29,32,36,37,38,39,40,41,42,43)/p+1/t13-,17-,18-,19-,23-/m1/s1/fC24H41N7O17P3S/h26-28,37-38,40,42H,25H2/q+1
;
191 InChIKey         InChI                1.02b VHESAZAWKLOYOS-GIXOVXJXDD 
191 SMILES_CANONICAL CACTVS               3.341 CCC(=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)[n+]2cnc3c(N)[nH]cnc23 
191 SMILES           CACTVS               3.341 CCC(=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)[n+]2cnc3c(N)[nH]cnc23 
191 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCC(=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)[n+]2cnc-3c([nH]cnc23)N)O)OP(=O)(O)O)O 
191 SMILES           "OpenEye OEToolkits" 1.5.0 CCC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)[n+]2cnc-3c([nH]cnc23)N)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 
191 "SYSTEMATIC NAME" ACDLabs              10.04 
"6-amino-9-{(2R,3R,4S,5R)-3-hydroxy-4-(phosphonooxy)-5-[(3S,5S,9S)-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14,19-trioxo-2,4,6-trioxa-18-thia-11,15-diaza-3,5-diphosphahenicos-1-yl]tetrahydrofuran-2-yl}-1H-purin-9-ium (non-preferred name)" 
191 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"S-[2-[3-[[(2S)-4-[[[(2R,3S,4R,5R)-5-(6-amino-1H-purin-9-ium-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] propanethioate"          
# 
