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                    2015-09-22 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   OBS 
_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        Corina 
_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 -17.541 -3.116 -1.518 C3     191 1  
191 C2     C2     C 0 1 N N N 25.026 -63.119 -130.324 -16.757 -2.083 -2.331 C2     191 2  
191 C1     C1     C 0 1 N N N 26.478 -62.768 -129.988 -15.448 -1.791 -1.643 C1     191 3  
191 O1     O1     O 0 1 N N N 27.354 -63.629 -130.026 -15.170 -2.354 -0.605 O1     191 4  
191 S4     S4     S 0 1 N N N 26.898 -61.133 -129.521 -14.355 -0.666 -2.328 S4     191 5  
191 C5     C5     C 0 1 N N N 26.664 -60.240 -131.101 -13.024 -0.737 -1.103 C5     191 6  
191 C6     C6     C 0 1 N N N 27.857 -60.358 -132.049 -11.900 0.216  -1.515 C6     191 7  
191 N7     N7     N 0 1 N N N 27.601 -59.518 -133.227 -10.823 0.159  -0.524 N7     191 8  
191 C8     C8     C 0 1 N N N 28.366 -58.476 -133.542 -9.721  0.919  -0.681 C8     191 9  
191 O8     O8     O 0 1 N N N 29.343 -58.144 -132.871 -9.622  1.651  -1.643 O8     191 10 
191 C9     C9     C 0 1 N N N 28.062 -57.744 -134.684 -8.613  0.860  0.339  C9     191 11 
191 C10    C10    C 0 1 N N N 26.772 -57.681 -135.204 -7.490  1.813  -0.073 C10    191 12 
191 N11    N11    N 0 1 N N N 26.436 -57.001 -136.289 -6.412  1.756  0.918  N11    191 13 
191 C12    C12    C 0 1 N N N 27.230 -56.275 -137.076 -5.311  2.517  0.761  C12    191 14 
191 O13    O13    O 0 1 N N N 26.814 -55.678 -138.068 -5.170  3.180  -0.245 O13    191 15 
191 C14    C14    C 0 1 N N S 28.718 -56.197 -136.714 -4.255  2.544  1.835  C14    191 16 
191 O15    O15    O 0 1 N N N 29.515 -56.464 -137.871 -4.719  1.822  2.978  O15    191 17 
191 C16    C16    C 0 1 N N N 29.107 -54.842 -136.117 -2.974  1.894  1.308  C16    191 18 
191 C17    C17    C 0 1 N N N 28.195 -54.510 -134.934 -3.291  0.491  0.787  C17    191 19 
191 C18    C18    C 0 1 N N N 30.553 -54.910 -135.620 -2.402  2.743  0.171  C18    191 20 
191 C19    C19    C 0 1 N N N 28.988 -53.737 -137.169 -1.947  1.798  2.438  C19    191 21 
191 O20    O20    O 0 1 N N N 29.506 -52.498 -136.674 -0.751  1.192  1.945  O20    191 22 
191 P21    P21    P 0 1 N N N 29.775 -51.267 -137.681 0.544   0.932  2.866  P21    191 23 
191 O22    O22    O 0 1 N N N 31.245 -51.099 -137.774 1.160   2.344  3.336  O22    191 24 
191 O23    O23    O 0 1 N N N 29.024 -51.484 -138.938 0.154   0.144  4.056  O23    191 25 
191 O24    O24    O 0 1 N N N 29.160 -49.997 -136.894 1.648   0.119  2.022  O24    191 26 
191 O27    O27    O 0 1 N N N 28.817 -50.227 -135.519 2.430   -2.252 2.846  O27    191 27 
191 P25    P25    P 0 1 N N N 27.589 -50.056 -136.543 2.923   -0.779 2.422  P25    191 28 
191 O26    O26    O 0 1 N N N 26.826 -51.256 -136.974 3.633   -0.150 3.558  O26    191 29 
191 "O5'"  "O5'"  O 0 1 N N N 26.774 -48.658 -136.496 3.918   -0.889 1.161  "O5'"  191 30 
191 "C5'"  "C5'"  C 0 1 N N N 26.423 -48.016 -137.730 5.192   -1.534 1.229  "C5'"  191 31 
191 "C4'"  "C4'"  C 0 1 N N R 25.168 -48.627 -138.365 5.875   -1.459 -0.138 "C4'"  191 32 
191 "O4'"  "O4'"  O 0 1 N N N 25.278 -50.063 -138.317 6.195   -0.093 -0.450 "O4'"  191 33 
191 "C3'"  "C3'"  C 0 1 N N S 23.918 -48.265 -137.554 7.201   -2.244 -0.105 "C3'"  191 34 
191 "O3'"  "O3'"  O 0 1 N N N 22.829 -47.986 -138.438 7.179   -3.302 -1.066 "O3'"  191 35 
191 P28    P28    P 0 1 N N N 21.718 -46.883 -138.053 7.343   -4.853 -0.666 P28    191 36 
191 O32    O32    O 0 1 N N N 20.704 -46.818 -139.302 7.402   -5.748 -2.003 O32    191 37 
191 O31    O31    O 0 1 N N N 20.890 -47.488 -136.810 8.593   -5.035 0.105  O31    191 38 
191 O33    O33    O 0 1 N N N 22.311 -45.562 -137.747 6.087   -5.311 0.231  O33    191 39 
191 "C2'"  "C2'"  C 0 1 N N R 23.648 -49.559 -136.786 8.274   -1.193 -0.479 "C2'"  191 40 
191 "O2'"  "O2'"  O 0 1 N N N 22.254 -49.657 -136.487 9.247   -1.751 -1.364 "O2'"  191 41 
191 "C1'"  "C1'"  C 0 1 N N R 23.987 -50.541 -137.906 7.430   -0.110 -1.198 "C1'"  191 42 
191 N29    N29    N 1 1 Y N N 24.046 -51.948 -137.443 8.095   1.194  -1.126 N29    191 43 
191 C30    C30    C 0 1 Y N N 23.869 -53.014 -138.217 8.480   1.804  -0.013 C30    191 44 
191 N34    N34    N 0 1 Y N N 23.979 -54.125 -137.492 9.046   2.958  -0.296 N34    191 45 
191 C35    C35    C 0 1 Y N N 24.228 -53.760 -136.237 9.035   3.117  -1.630 C35    191 46 
191 C36    C36    C 0 1 Y N N 24.277 -52.376 -136.202 8.417   1.959  -2.167 C36    191 47 
191 N37    N37    N 0 1 Y N N 24.505 -51.751 -135.036 8.276   1.848  -3.501 N37    191 48 
191 C38    C38    C 0 1 Y N N 24.684 -52.436 -133.919 8.700   2.784  -4.300 C38    191 49 
191 N39    N39    N 0 1 Y N N 24.644 -53.758 -133.917 9.302   3.912  -3.842 N39    191 50 
191 C40    C40    C 0 1 Y N N 24.419 -54.448 -135.045 9.477   4.109  -2.512 C40    191 51 
191 N41    N41    N 0 1 N N N 24.369 -55.777 -135.023 10.083  5.242  -2.046 N41    191 52 
191 H31    H31    H 0 1 N N N 23.514 -64.548 -129.736 -17.735 -2.722 -0.521 H31    191 53 
191 H32A   H32A   H 0 0 N N N 25.194 -65.180 -129.693 -18.488 -3.327 -2.015 H32A   191 54 
191 H33A   H33A   H 0 0 N N N 24.626 -64.052 -128.415 -16.959 -4.034 -1.439 H33A   191 55 
191 H21    H21    H 0 1 N N N 24.953 -63.378 -131.391 -16.563 -2.478 -3.329 H21    191 56 
191 H22A   H22A   H 0 0 N N N 24.385 -62.250 -130.113 -17.339 -1.165 -2.410 H22A   191 57 
191 H51    H51    H 0 1 N N N 25.777 -60.650 -131.605 -13.411 -0.441 -0.128 H51    191 58 
191 H52    H52    H 0 1 N N N 26.500 -59.175 -130.878 -12.636 -1.754 -1.047 H52    191 59 
191 H61    H61    H 0 1 N N N 28.770 -60.016 -131.540 -11.513 -0.079 -2.490 H61    191 60 
191 H62    H62    H 0 1 N N N 27.981 -61.406 -132.360 -12.288 1.233  -1.571 H62    191 61 
191 H7     H7     H 0 1 N N N 26.822 -59.738 -133.814 -10.902 -0.427 0.245  H7     191 62 
191 H91    H91    H 0 1 N N N 28.358 -56.706 -134.471 -9.001  1.156  1.314  H91    191 63 
191 H92    H92    H 0 1 N N N 28.697 -58.149 -135.486 -8.225  -0.156 0.395  H92    191 64 
191 H101   H101   H 0 0 N N N 26.483 -58.723 -135.406 -7.102  1.518  -1.048 H101   191 65 
191 H102   H102   H 0 0 N N N 26.146 -57.277 -134.395 -7.878  2.830  -0.130 H102   191 66 
191 H11    H11    H 0 1 N N N 25.471 -57.036 -136.549 -6.492  1.171  1.687  H11    191 67 
191 H14    H14    H 0 1 N N N 28.918 -56.967 -135.955 -4.049  3.577  2.117  H14    191 68 
191 H15    H15    H 0 1 N N N 28.992 -56.333 -138.653 -4.922  0.894  2.801  H15    191 69 
191 H171   H171   H 0 0 N N N 28.482 -53.536 -134.512 -4.022  0.559  -0.019 H171   191 70 
191 H172   H172   H 0 0 N N N 27.151 -54.468 -135.277 -2.378  0.028  0.411  H172   191 71 
191 H173   H173   H 0 0 N N N 28.297 -55.288 -134.163 -3.698  -0.114 1.597  H173   191 72 
191 H181   H181   H 0 0 N N N 30.839 -53.939 -135.189 -2.283  3.772  0.510  H181   191 73 
191 H182   H182   H 0 0 N N N 30.640 -55.692 -134.851 -1.433  2.345  -0.129 H182   191 74 
191 H183   H183   H 0 0 N N N 31.219 -55.148 -136.462 -3.084  2.718  -0.680 H183   191 75 
191 H191   H191   H 0 0 N N N 29.554 -54.031 -138.065 -1.721  2.798  2.809  H191   191 76 
191 H192   H192   H 0 0 N N N 27.928 -53.604 -137.432 -2.355  1.193  3.248  H192   191 77 
191 H22    H22    H 0 1 N N N 31.514 -51.158 -138.683 1.438   2.914  2.606  H22    191 78 
191 H27    H27    H 0 1 N N N 28.917 -51.145 -135.294 1.956   -2.724 2.149  H27    191 79 
191 "H5'1" "H5'1" H 0 0 N N N 26.237 -46.950 -137.534 5.813   -1.036 1.974  "H5'1" 191 80 
191 "H5'2" "H5'2" H 0 0 N N N 27.262 -48.119 -138.434 5.056   -2.579 1.510  "H5'2" 191 81 
191 "H4'"  "H4'"  H 0 1 N N N 25.060 -48.270 -139.400 5.217   -1.870 -0.904 "H4'"  191 82 
191 "H3'"  "H3'"  H 0 1 N N N 24.124 -47.433 -136.864 7.384   -2.641 0.894  "H3'"  191 83 
191 H32    H32    H 0 1 N N N 19.853 -47.146 -139.037 7.500   -6.696 -1.838 H32    191 84 
191 H33    H33    H 0 1 N N N 22.088 -45.313 -136.858 5.232   -5.219 -0.212 H33    191 85 
191 "H2'"  "H2'"  H 0 1 N N N 24.305 -49.674 -135.911 8.749   -0.788 0.413  "H2'"  191 86 
191 "HO'2" "HO'2" H 0 0 N N N 21.838 -48.816 -136.634 9.941   -1.131 -1.628 "HO'2" 191 87 
191 "H1'"  "H1'"  H 0 1 N N N 23.254 -50.439 -138.720 7.246   -0.391 -2.235 "H1'"  191 88 
191 H30    H30    H 0 1 N N N 23.666 -52.983 -139.277 8.349   1.409  0.983  H30    191 89 
191 H38    H38    H 0 1 N N N 24.866 -51.908 -132.995 8.570   2.658  -5.365 H38    191 90 
191 H39    H39    H 0 1 N N N 24.784 -54.252 -133.059 9.604   4.585  -4.471 H39    191 91 
191 H411   H411   H 0 0 N N N 24.527 -56.102 -134.090 10.212  5.366  -1.092 H411   191 92 
191 H412   H412   H 0 0 N N N 23.469 -56.082 -135.334 10.385  5.922  -2.668 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 Y 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              12.01 "CCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(C1OP(O)(=O)O)O)[N+]=2C=NC=3C=2N=CNC=3N" 
191 InChI            InChI                1.03  
;InChI=1S/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
;
191 InChIKey         InChI                1.03  VHESAZAWKLOYOS-JCMJOFAMSA-O 
191 SMILES_CANONICAL CACTVS               3.385 "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               3.385 "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" 1.7.6 "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" 1.7.6 "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              12.01 
;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-3lambda~5~,5lambda~5~-diphosphahenicos-1-yl]tetrahydrofuran-2-yl}-1H-purin-9-ium (non-preferred name)
;
191 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 
"S-[2-[3-[[(2S)-4-[[[(2R,3S,4R,5R)-5-(6-azanyl-1H-purin-9-ium-9-yl)-4-oxidanyl-3-phosphonooxy-oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]oxy-3,3-dimethyl-2-oxidanyl-butanoyl]amino]propanoylamino]ethyl] propanethioate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
191 "Create component"     2004-10-26 RCSB 
191 "Modify aromatic_flag" 2011-06-04 RCSB 
191 "Modify descriptor"    2011-06-04 RCSB 
191 "Obsolete component"   2015-09-22 RCSB 
# 
