data_MLC
# 
_chem_comp.id                                    MLC 
_chem_comp.name                                  "MALONYL-COENZYME A" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAC 
_chem_comp.formula                               "C24 H38 N7 O19 P3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        853.580 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MLC 
_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        1CML 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
MLC C8     C8     C 0 1 Y N N 2.737  52.555 48.072 3.724  0.664  -4.552 C8     MLC 1  
MLC N9     N9     N 0 1 Y N N 3.718  51.624 48.220 3.378  0.819  -5.861 N9     MLC 2  
MLC C4     C4     C 0 1 Y N N 4.102  51.675 49.547 4.503  1.216  -6.539 C4     MLC 3  
MLC C5     C5     C 0 1 Y N N 3.164  52.486 50.161 5.526  1.298  -5.579 C5     MLC 4  
MLC N7     N7     N 0 1 Y N N 2.212  52.926 49.252 4.984  0.945  -4.388 N7     MLC 5  
MLC N3     N3     N 0 1 Y N N 5.034  50.947 50.190 4.778  1.522  -7.803 N3     MLC 6  
MLC C2     C2     C 0 1 Y N N 4.816  50.905 51.483 5.993  1.887  -8.155 C2     MLC 7  
MLC N1     N1     N 0 1 Y N N 3.831  51.526 52.208 6.987  1.973  -7.290 N1     MLC 8  
MLC C6     C6     C 0 1 Y N N 3.127  52.507 51.584 6.805  1.692  -6.004 C6     MLC 9  
MLC N6     N6     N 0 1 N N N 2.605  53.478 52.330 7.853  1.784  -5.104 N6     MLC 10 
MLC "C1'"  "C1'"  C 0 1 N N R 4.349  50.936 47.080 2.051  0.598  -6.440 "C1'"  MLC 11 
MLC "C2'"  "C2'"  C 0 1 N N R 3.281  50.398 46.136 1.855  -0.894 -6.810 "C2'"  MLC 12 
MLC "O2'"  "O2'"  O 0 1 N N N 3.556  49.105 45.554 2.363  -1.165 -8.118 "O2'"  MLC 13 
MLC "C3'"  "C3'"  C 0 1 N N S 3.304  51.405 44.972 0.311  -1.038 -6.776 "C3'"  MLC 14 
MLC "O3'"  "O3'"  O 0 1 N N N 2.862  50.904 43.705 -0.229 -0.936 -8.095 "O3'"  MLC 15 
MLC "C4'"  "C4'"  C 0 1 N N R 4.755  51.781 45.092 -0.154 0.142  -5.901 "C4'"  MLC 16 
MLC "O4'"  "O4'"  O 0 1 N N N 5.220  51.814 46.468 1.021  0.838  -5.457 "O4'"  MLC 17 
MLC "C5'"  "C5'"  C 0 1 N N N 5.105  53.073 44.389 -0.936 -0.381 -4.695 "C5'"  MLC 18 
MLC "O5'"  "O5'"  O 0 1 N N N 4.141  53.242 43.326 -1.358 0.719  -3.887 "O5'"  MLC 19 
MLC P1     P1     P 0 1 N N S 3.506  54.697 43.070 -2.170 0.098  -2.643 P1     MLC 20 
MLC O11    O11    O 0 1 N N N 2.683  55.049 44.245 -1.284 -0.806 -1.877 O11    MLC 21 
MLC O12    O12    O 0 1 N N N 2.656  54.686 41.856 -3.439 -0.728 -3.189 O12    MLC 22 
MLC O6     O6     O 0 1 N N N 4.837  55.517 42.914 -2.677 1.289  -1.686 O6     MLC 23 
MLC P2     P2     P 0 1 N N R 5.900  56.618 43.136 -3.477 0.600  -0.470 P2     MLC 24 
MLC O21    O21    O 0 1 N N N 5.329  57.864 43.701 -2.571 -0.312 0.261  O21    MLC 25 
MLC O22    O22    O 0 1 N N N 6.484  57.042 41.799 -4.724 -0.234 -1.053 O22    MLC 26 
MLC O7     O7     O 0 1 N N N 6.988  56.236 44.030 -4.016 1.739  0.531  O7     MLC 27 
MLC CPB    CPB    C 0 1 N N N 7.354  54.893 44.216 -4.713 1.068  1.583  CPB    MLC 28 
MLC CPA    CPA    C 0 1 N N N 8.603  54.866 45.158 -5.253 2.100  2.576  CPA    MLC 29 
MLC CP7    CP7    C 0 1 N N R 8.565  56.141 46.033 -5.999 1.381  3.702  CP7    MLC 30 
MLC CP9    CP9    C 0 1 N N N 9.869  54.624 44.303 -4.089 2.900  3.164  CP9    MLC 31 
MLC CP8    CP8    C 0 1 N N N 8.539  53.679 46.146 -6.211 3.049  1.854  CP8    MLC 32 
MLC OP3    OP3    O 0 1 N N N 7.559  55.983 47.041 -7.165 0.747  3.172  OP3    MLC 33 
MLC CP6    CP6    C 0 1 N N N 9.774  56.286 46.969 -5.098 0.343  4.319  CP6    MLC 34 
MLC OP2    OP2    O 0 1 N N N 10.798 56.807 46.540 -5.319 -0.835 4.137  OP2    MLC 35 
MLC NP2    NP2    N 0 1 N N N 9.603  56.127 48.299 -4.048 0.724  5.073  NP2    MLC 36 
MLC CP5    CP5    C 0 1 N N N 10.940 56.069 49.036 -3.220 -0.284 5.739  CP5    MLC 37 
MLC CP4    CP4    C 0 1 N N N 10.860 56.800 50.392 -2.105 0.409  6.523  CP4    MLC 38 
MLC CP3    CP3    C 0 1 N N N 11.773 56.098 51.374 -1.253 -0.628 7.208  CP3    MLC 39 
MLC OP1    OP1    O 0 1 N N N 11.324 55.566 52.404 -1.513 -1.806 7.082  OP1    MLC 40 
MLC NP1    NP1    N 0 1 N N N 12.877 55.488 50.977 -0.203 -0.247 7.962  NP1    MLC 41 
MLC CP2    CP2    C 0 1 N N N 13.881 55.432 52.152 0.625  -1.255 8.628  CP2    MLC 42 
MLC CP1    CP1    C 0 1 N N N 14.677 54.130 52.147 1.740  -0.562 9.413  CP1    MLC 43 
MLC S      S      S 0 1 N N N 13.690 52.639 52.262 2.763  -1.808 10.236 S      MLC 44 
MLC P3     P3     P 0 1 N N N 1.324  50.513 43.550 -1.028 -2.305 -8.377 P3     MLC 45 
MLC O31    O31    O 0 1 N N N 0.685  51.280 42.463 -1.668 -2.259 -9.854 O31    MLC 46 
MLC O32    O32    O 0 1 N N N 0.619  50.747 44.822 -0.014 -3.550 -8.270 O32    MLC 47 
MLC O33    O33    O 0 1 N N N 1.362  48.932 43.425 -2.108 -2.461 -7.376 O33    MLC 48 
MLC CM1    CM1    C 0 1 N N N 13.794 51.738 53.837 3.898  -0.792 11.017 CM1    MLC 49 
MLC CM2    CM2    C 0 1 N N N 15.022 51.918 54.708 4.994  -1.394 11.858 CM2    MLC 50 
MLC CM3    CM3    C 0 1 N N N 15.209 50.932 55.440 5.851  -0.293 12.430 CM3    MLC 51 
MLC OM2    OM2    O 0 1 N N N 13.050 50.736 53.972 3.820  0.412  10.893 OM2    MLC 52 
MLC OM3    OM3    O 0 1 N N N 14.476 49.978 55.542 6.895  -0.595 13.216 OM3    MLC 53 
MLC OM4    OM4    O 0 1 N N N 16.271 51.166 56.221 5.597  0.860  12.179 OM4    MLC 54 
MLC H8     H8     H 0 1 N N N 2.404  52.963 47.103 3.051  0.353  -3.766 H8     MLC 55 
MLC H2     H2     H 0 1 N N N 5.544  50.275 52.022 6.184  2.125  -9.191 H2     MLC 56 
MLC HN61   1HN6   H 0 0 N N N 2.578  53.493 53.349 8.732  2.058  -5.410 HN61   MLC 57 
MLC HN62   2HN6   H 0 0 N N N 1.643  53.603 52.012 7.708  1.576  -4.168 HN62   MLC 58 
MLC "H1'"  "H1'"  H 0 1 N N N 4.936  50.051 47.421 1.903  1.232  -7.313 "H1'"  MLC 59 
MLC "H2'"  "H2'"  H 0 1 N N N 2.328  50.280 46.703 2.324  -1.543 -6.070 "H2'"  MLC 60 
MLC HO2    HO2    H 0 1 N N N 2.890  48.769 44.965 3.310  -0.969 -8.097 HO2    MLC 61 
MLC "H3'"  "H3'"  H 0 1 N N N 2.582  52.253 45.026 0.026  -1.986 -6.320 "H3'"  MLC 62 
MLC "H4'"  "H4'"  H 0 1 N N N 5.295  50.960 44.565 -0.783 0.812  -6.488 "H4'"  MLC 63 
MLC "H5'1" "1H5'" H 0 0 N N N 5.158  53.948 45.077 -0.298 -1.040 -4.107 "H5'1" MLC 64 
MLC "H5'2" "2H5'" H 0 0 N N N 6.161  53.108 44.034 -1.810 -0.934 -5.041 "H5'2" MLC 65 
MLC H12    H12    H 0 1 N N N 2.280  55.545 41.704 -3.989 -0.103 -3.681 H12    MLC 66 
MLC H22    H22    H 0 1 N N N 7.137  57.718 41.935 -5.288 0.395  -1.521 H22    MLC 67 
MLC HPB1   1HPB   H 0 0 N N N 6.514  54.263 44.591 -4.030 0.392  2.097  HPB1   MLC 68 
MLC HPB2   2HPB   H 0 0 N N N 7.524  54.353 43.255 -5.542 0.499  1.164  HPB2   MLC 69 
MLC HP7    HP7    H 0 1 N N N 8.456  56.970 45.295 -6.294 2.105  4.462  HP7    MLC 70 
MLC HP91   1HP9   H 0 0 N N N 10.759 54.604 44.974 -3.345 2.214  3.570  HP91   MLC 71 
MLC HP92   2HP9   H 0 0 N N N 9.789  53.705 43.675 -3.634 3.508  2.383  HP92   MLC 72 
MLC HP93   3HP9   H 0 0 N N N 9.974  55.367 43.478 -4.459 3.547  3.960  HP93   MLC 73 
MLC HP81   1HP8   H 0 0 N N N 9.429  53.659 46.817 -7.074 2.490  1.493  HP81   MLC 74 
MLC HP82   2HP8   H 0 0 N N N 7.588  53.683 46.728 -6.543 3.824  2.544  HP82   MLC 75 
MLC HP83   3HP8   H 0 0 N N N 8.409  52.709 45.611 -5.698 3.510  1.010  HP83   MLC 76 
MLC HP3    HP3    H 0 1 N N N 7.535  56.766 47.578 -6.861 0.116  2.505  HP3    MLC 77 
MLC HP2    HP2    H 0 1 N N N 8.655  56.063 48.671 -3.840 1.666  5.174  HP2    MLC 78 
MLC HP51   1HP5   H 0 0 N N N 11.297 55.019 49.156 -3.837 -0.866 6.423  HP51   MLC 79 
MLC HP52   2HP5   H 0 0 N N N 11.772 56.461 48.406 -2.782 -0.945 4.991  HP52   MLC 80 
MLC HP41   1HP4   H 0 0 N N N 11.083 57.888 50.304 -1.487 0.991  5.839  HP41   MLC 81 
MLC HP42   2HP4   H 0 0 N N N 9.814  56.888 50.768 -2.543 1.070  7.271  HP42   MLC 82 
MLC HP1    HP1    H 0 1 N N N 12.938 55.149 50.016 0.004  0.694  8.064  HP1    MLC 83 
MLC HP21   1HP2   H 0 0 N N N 14.553 56.321 52.156 0.007  -1.838 9.312  HP21   MLC 84 
MLC HP22   2HP2   H 0 0 N N N 13.372 55.595 53.130 1.063  -1.917 7.881  HP22   MLC 85 
MLC HP11   1HP1   H 0 0 N N N 15.337 54.086 51.249 2.357  0.020  8.729  HP11   MLC 86 
MLC HP12   2HP1   H 0 0 N N N 15.446 54.145 52.954 1.302  0.099  10.160 HP12   MLC 87 
MLC H31    H31    H 0 1 N N N -0.231 51.047 42.370 -2.136 -3.095 -9.982 H31    MLC 88 
MLC H32    H32    H 0 1 N N N -0.297 50.514 44.729 0.671  -3.410 -8.936 H32    MLC 89 
MLC HM21   1HM2   H 0 0 N N N 15.925 52.149 54.096 4.553  -1.970 12.672 HM21   MLC 90 
MLC HM22   2HM2   H 0 0 N N N 14.967 52.861 55.300 5.608  -2.049 11.241 HM22   MLC 91 
MLC HO3    HO3    H 0 1 N N N 14.619 49.223 56.101 7.445  0.110  13.583 HO3    MLC 92 
# 
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 
MLC C8    N9     SING Y N 1  
MLC C8    N7     DOUB Y N 2  
MLC C8    H8     SING N N 3  
MLC N9    C4     SING Y N 4  
MLC N9    "C1'"  SING N N 5  
MLC C4    C5     SING Y N 6  
MLC C4    N3     DOUB Y N 7  
MLC C5    N7     SING Y N 8  
MLC C5    C6     DOUB Y N 9  
MLC N3    C2     SING Y N 10 
MLC C2    N1     DOUB Y N 11 
MLC C2    H2     SING N N 12 
MLC N1    C6     SING Y N 13 
MLC C6    N6     SING N N 14 
MLC N6    HN61   SING N N 15 
MLC N6    HN62   SING N N 16 
MLC "C1'" "C2'"  SING N N 17 
MLC "C1'" "O4'"  SING N N 18 
MLC "C1'" "H1'"  SING N N 19 
MLC "C2'" "O2'"  SING N N 20 
MLC "C2'" "C3'"  SING N N 21 
MLC "C2'" "H2'"  SING N N 22 
MLC "O2'" HO2    SING N N 23 
MLC "C3'" "O3'"  SING N N 24 
MLC "C3'" "C4'"  SING N N 25 
MLC "C3'" "H3'"  SING N N 26 
MLC "O3'" P3     SING N N 27 
MLC "C4'" "O4'"  SING N N 28 
MLC "C4'" "C5'"  SING N N 29 
MLC "C4'" "H4'"  SING N N 30 
MLC "C5'" "O5'"  SING N N 31 
MLC "C5'" "H5'1" SING N N 32 
MLC "C5'" "H5'2" SING N N 33 
MLC "O5'" P1     SING N N 34 
MLC P1    O11    DOUB N N 35 
MLC P1    O12    SING N N 36 
MLC P1    O6     SING N N 37 
MLC O12   H12    SING N N 38 
MLC O6    P2     SING N N 39 
MLC P2    O21    DOUB N N 40 
MLC P2    O22    SING N N 41 
MLC P2    O7     SING N N 42 
MLC O22   H22    SING N N 43 
MLC O7    CPB    SING N N 44 
MLC CPB   CPA    SING N N 45 
MLC CPB   HPB1   SING N N 46 
MLC CPB   HPB2   SING N N 47 
MLC CPA   CP7    SING N N 48 
MLC CPA   CP9    SING N N 49 
MLC CPA   CP8    SING N N 50 
MLC CP7   OP3    SING N N 51 
MLC CP7   CP6    SING N N 52 
MLC CP7   HP7    SING N N 53 
MLC CP9   HP91   SING N N 54 
MLC CP9   HP92   SING N N 55 
MLC CP9   HP93   SING N N 56 
MLC CP8   HP81   SING N N 57 
MLC CP8   HP82   SING N N 58 
MLC CP8   HP83   SING N N 59 
MLC OP3   HP3    SING N N 60 
MLC CP6   OP2    DOUB N N 61 
MLC CP6   NP2    SING N N 62 
MLC NP2   CP5    SING N N 63 
MLC NP2   HP2    SING N N 64 
MLC CP5   CP4    SING N N 65 
MLC CP5   HP51   SING N N 66 
MLC CP5   HP52   SING N N 67 
MLC CP4   CP3    SING N N 68 
MLC CP4   HP41   SING N N 69 
MLC CP4   HP42   SING N N 70 
MLC CP3   OP1    DOUB N N 71 
MLC CP3   NP1    SING N N 72 
MLC NP1   CP2    SING N N 73 
MLC NP1   HP1    SING N N 74 
MLC CP2   CP1    SING N N 75 
MLC CP2   HP21   SING N N 76 
MLC CP2   HP22   SING N N 77 
MLC CP1   S      SING N N 78 
MLC CP1   HP11   SING N N 79 
MLC CP1   HP12   SING N N 80 
MLC S     CM1    SING N N 81 
MLC P3    O31    SING N N 82 
MLC P3    O32    SING N N 83 
MLC P3    O33    DOUB N N 84 
MLC O31   H31    SING N N 85 
MLC O32   H32    SING N N 86 
MLC CM1   CM2    SING N N 87 
MLC CM1   OM2    DOUB N N 88 
MLC CM2   CM3    SING N N 89 
MLC CM2   HM21   SING N N 90 
MLC CM2   HM22   SING N N 91 
MLC CM3   OM3    SING N N 92 
MLC CM3   OM4    DOUB N N 93 
MLC OM3   HO3    SING N N 94 
# 
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 
MLC SMILES           ACDLabs              10.04 O=C(O)CC(=O)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 
MLC InChI            InChI                1.02b 
;InChI=1/C24H38N7O19P3S/c1-24(2,19(37)22(38)27-4-3-13(32)26-5-6-54-15(35)7-14(33)34)9-47-53(44,45)50-52(42,43)46-8-12-18(49-51(39,40)41)17(36)23(48-12)31-11-30-16-20(25)28-10-29-21(16)31/h10-12,17-19,23,36-37H,3-9H2,1-2H3,(H,26,32)(H,27,38)(H,33,34)(H,42,43)(H,44,45)(H2,25,28,29)(H2,39,40,41)/t12-,17-,18-,19+,23-/m1/s1/f/h26-27,33,39-40,42,44H,25H2
;
MLC InChIKey         InChI                1.02b LTYOQGRJFJAKNA-HZYROUIXDD 
MLC SMILES_CANONICAL CACTVS               3.341 CC(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)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O 
MLC SMILES           CACTVS               3.341 CC(C)(CO[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23)[CH](O)C(=O)NCCC(=O)NCCSC(=O)CC(O)=O 
MLC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(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)[C@H](C(=O)NCCC(=O)NCCSC(=O)CC(=O)O)O 
MLC SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCSC(=O)CC(=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 
MLC "SYSTEMATIC NAME" ACDLabs              10.04 
"(3S,5R,9R)-1-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-10,14,19-trioxo-2,4,6-trioxa-18-thia-11,15-diaza-3,5-diphosphahenicosan-21-oic acid 3,5-dioxide (non-preferred name)" 
MLC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"3-[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]ethylsulfanyl]-3-oxo-propanoic acid"              
# 
