data_MNG
# 
_chem_comp.id                                    MNG 
_chem_comp.name                                  MENOGARIL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H31 N O10" 
_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                        541.546 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MNG 
_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        202D 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
MNG C1     C1   C 0 1 Y N N 3.325  -5.266  1.975  0.105  -1.046 -2.245 C1     MNG 1  
MNG C2     C2   C 0 1 Y N N 2.991  -5.275  0.612  1.037  -0.722 -3.226 C2     MNG 2  
MNG C3     C3   C 0 1 Y N N 1.663  -5.257  0.236  2.260  -0.186 -2.882 C3     MNG 3  
MNG C4     C4   C 0 1 Y N N 0.665  -5.231  1.150  2.592  0.028  -1.546 C4     MNG 4  
MNG C5     C5   C 0 1 N N N -0.115 -5.202  3.457  1.993  -0.035 0.869  C5     MNG 5  
MNG C6     C6   C 0 1 Y N N -0.917 -5.186  5.816  1.098  0.428  3.156  C6     MNG 6  
MNG C7     C7   C 0 1 N N R -1.737 -5.179  8.314  0.332  0.953  5.461  C7     MNG 7  
MNG C8     C8   C 0 1 N N N -1.133 -4.922  9.703  -0.973 1.224  6.206  C8     MNG 8  
MNG C9     C9   C 0 1 N N R 0.131  -5.720  9.962  -1.835 -0.041 6.144  C9     MNG 9  
MNG C10    C10  C 0 1 N N N 1.201  -5.209  9.054  -2.317 -0.225 4.707  C10    MNG 10 
MNG C11    C11  C 0 1 Y N N 1.717  -5.215  6.642  -1.360 -0.658 2.462  C11    MNG 11 
MNG C12    C12  C 0 1 N N N 2.541  -5.234  4.339  -0.553 -1.151 0.157  C12    MNG 12 
MNG C16    C16  C 0 1 Y N N 2.295  -5.241  2.957  0.418  -0.817 -0.899 C16    MNG 13 
MNG C17    C17  C 0 1 Y N N 0.937  -5.223  2.526  1.667  -0.267 -0.551 C17    MNG 14 
MNG C18    C18  C 0 1 Y N N 0.122  -5.200  4.844  0.901  -0.061 1.867  C18    MNG 15 
MNG C19    C19  C 0 1 Y N N -0.619 -5.188  7.207  0.053  0.394  4.090  C19    MNG 16 
MNG C20    C20  C 0 1 Y N N 0.730  -5.203  7.592  -1.160 -0.150 3.745  C20    MNG 17 
MNG C21    C21  C 0 1 Y N N 1.476  -5.215  5.274  -0.344 -0.618 1.521  C21    MNG 18 
MNG "C1'"  C1*  C 0 1 N N S 5.702  -5.426  1.386  -1.397 -1.435 -3.911 "C1'"  MNG 19 
MNG "C2'"  C2*  C 0 1 N N S 6.061  -6.929  1.122  -1.955 -0.072 -4.271 "C2'"  MNG 20 
MNG "C3'"  C3*  C 0 1 N N R 4.841  -7.628  0.398  -0.853 0.970  -4.363 "C3'"  MNG 21 
MNG "C4'"  C4*  C 0 1 N N R 4.353  -6.781  -0.884 0.254  0.418  -5.272 "C4'"  MNG 22 
MNG "C5'"  C5*  C 0 1 N N R 4.123  -5.309  -0.437 0.709  -0.925 -4.682 "C5'"  MNG 23 
MNG C5M    C5M  C 0 1 N N N 3.803  -4.428  -1.658 1.932  -1.448 -5.438 C5M    MNG 24 
MNG C1M    C1M  C 0 1 N N N 6.562  -9.403  -0.328 -2.197 1.828  -6.099 C1M    MNG 25 
MNG C2M    C2M  C 0 1 N N N 4.267  -10.103 0.467  -2.317 2.768  -3.941 C2M    MNG 26 
MNG C7M    C7M  C 0 1 N N N -3.885 -4.189  8.912  2.003  0.771  7.023  C7M    MNG 27 
MNG C9M    C9M  C 0 1 N N N -0.100 -7.218  9.726  -3.039 0.108  7.077  C9M    MNG 28 
MNG O1     O1   O 0 1 N N N 4.665  -5.285  2.357  -1.094 -1.588 -2.547 O1     MNG 29 
MNG O4     O4   O 0 1 N N N -0.614 -5.215  0.644  3.797  0.556  -1.219 O4     MNG 30 
MNG O5     O5   O 0 1 N N N -1.246 -5.190  2.956  3.140  0.179  1.210  O5     MNG 31 
MNG O6     O6   O 0 1 N N N -2.218 -5.174  5.344  2.305  0.937  3.508  O6     MNG 32 
MNG O7     O7   O 0 1 N N N -2.737 -4.183  8.047  1.111  0.013  6.203  O7     MNG 33 
MNG O9     O9   O 0 1 N N N 0.534  -5.579  11.295 -1.057 -1.173 6.541  O9     MNG 34 
MNG O12    O12  O 0 1 N N N 3.699  -5.248  4.755  -1.514 -1.855 -0.089 O12    MNG 35 
MNG "O1'"  O1*  O 0 1 N N N 5.335  -4.808  0.142  -0.367 -1.857 -4.781 "O1'"  MNG 36 
MNG "O2'"  O2*  O 0 1 N N N 6.403  -7.617  2.323  -2.892 0.321  -3.266 "O2'"  MNG 37 
MNG "O4'"  O4*  O 0 1 N N N 3.166  -7.336  -1.441 1.353  1.330  -5.307 "O4'"  MNG 38 
MNG N1     N1   N 0 1 N N N 5.143  -9.024  -0.063 -1.389 2.213  -4.935 N1     MNG 39 
MNG H3     H3   H 0 1 N N N 1.362  -5.265  -0.801 2.968  0.068  -3.657 H3     MNG 40 
MNG H7     H7   H 0 1 N N N -2.203 -6.170  8.396  0.890  1.884  5.363  H7     MNG 41 
MNG H81    1H8  H 0 1 N N N -1.915 -5.168  10.436 -0.758 1.472  7.245  H81    MNG 42 
MNG H82    2H8  H 0 1 N N N -0.900 -3.854  9.819  -1.501 2.051  5.732  H82    MNG 43 
MNG H101   1H10 H 0 0 N N N 1.527  -4.196  9.324  -2.801 -1.198 4.613  H101   MNG 44 
MNG H102   2H10 H 0 0 N N N 2.074  -5.857  9.211  -3.036 0.557  4.467  H102   MNG 45 
MNG H11    H11  H 0 1 N N N 2.739  -5.226  6.992  -2.316 -1.086 2.200  H11    MNG 46 
MNG "H1'"  H1*  H 0 1 N N N 6.639  -4.968  1.733  -2.218 -2.129 -4.094 "H1'"  MNG 47 
MNG "H2'"  H2*  H 0 1 N N N 6.959  -6.909  0.488  -2.466 -0.140 -5.231 "H2'"  MNG 48 
MNG "H3'"  H3*  H 0 1 N N N 4.045  -7.674  1.154  -0.449 1.167  -3.370 "H3'"  MNG 49 
MNG "H4'"  H4*  H 0 1 N N N 5.095  -6.729  -1.693 -0.133 0.268  -6.279 "H4'"  MNG 50 
MNG H5M1   1H5M H 0 0 N N N 4.632  -4.472  -2.348 2.245  -2.400 -5.010 H5M1   MNG 51 
MNG H5M2   2H5M H 0 0 N N N 3.657  -3.401  -1.359 1.678  -1.587 -6.489 H5M2   MNG 52 
MNG H5M3   3H5M H 0 0 N N N 2.921  -4.788  -2.168 2.746  -0.727 -5.354 H5M3   MNG 53 
MNG H1M1   1H1M H 0 0 N N N 7.103  -9.483  0.603  -2.517 2.723  -6.632 H1M1   MNG 54 
MNG H1M2   2H1M H 0 0 N N N 7.053  -8.666  -0.944 -1.602 1.202  -6.764 H1M2   MNG 55 
MNG H1M3   3H1M H 0 0 N N N 6.617  -10.356 -0.832 -3.074 1.272  -5.765 H1M3   MNG 56 
MNG H2M1   1H2M H 0 0 N N N 4.422  -11.014 -0.091 -2.543 3.804  -4.195 H2M1   MNG 57 
MNG H2M2   2H2M H 0 0 N N N 3.227  -9.823  0.392  -3.238 2.186  -3.939 H2M2   MNG 58 
MNG H2M3   3H2M H 0 0 N N N 4.493  -10.296 1.506  -1.859 2.727  -2.953 H2M3   MNG 59 
MNG H7M1   1H7M H 0 0 N N N -4.377 -5.149  8.871  2.575  0.096  7.659  H7M1   MNG 60 
MNG H7M2   2H7M H 0 0 N N N -3.591 -3.970  9.928  2.685  1.338  6.389  H7M2   MNG 61 
MNG H7M3   3H7M H 0 0 N N N -4.585 -3.430  8.593  1.429  1.458  7.645  H7M3   MNG 62 
MNG H9M1   1H9M H 0 0 N N N 0.813  -7.764  9.907  -3.649 -0.793 7.031  H9M1   MNG 63 
MNG H9M2   2H9M H 0 0 N N N -0.409 -7.439  8.715  -2.690 0.259  8.099  H9M2   MNG 64 
MNG H9M3   3H9M H 0 0 N N N -0.850 -7.581  10.414 -3.634 0.966  6.766  H9M3   MNG 65 
MNG HO4    HO4  H 0 1 N N N -1.178 -5.199  1.438  3.686  1.516  -1.200 HO4    MNG 66 
MNG HO6    HO6  H 0 1 N N N -2.843 -4.785  5.957  2.280  1.882  3.303  HO6    MNG 67 
MNG HO9    HO9  H 0 1 N N N 1.282  -6.188  11.469 -1.638 -1.944 6.487  HO9    MNG 68 
MNG "HO2'" *HO2 H 0 0 N N N 5.654  -7.695  2.939  -3.575 -0.363 -3.237 "HO2'" MNG 69 
MNG "HO4'" *HO4 H 0 0 N N N 3.338  -8.257  -1.681 1.014  2.164  -5.660 "HO4'" MNG 70 
# 
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 
MNG C1    C2     DOUB Y N 1  
MNG C1    C16    SING Y N 2  
MNG C1    O1     SING N N 3  
MNG C2    C3     SING Y N 4  
MNG C2    "C5'"  SING N N 5  
MNG C3    C4     DOUB Y N 6  
MNG C3    H3     SING N N 7  
MNG C4    C17    SING Y N 8  
MNG C4    O4     SING N N 9  
MNG C5    C17    SING N N 10 
MNG C5    C18    SING N N 11 
MNG C5    O5     DOUB N N 12 
MNG C6    C18    DOUB Y N 13 
MNG C6    C19    SING Y N 14 
MNG C6    O6     SING N N 15 
MNG C7    C8     SING N N 16 
MNG C7    C19    SING N N 17 
MNG C7    O7     SING N N 18 
MNG C7    H7     SING N N 19 
MNG C8    C9     SING N N 20 
MNG C8    H81    SING N N 21 
MNG C8    H82    SING N N 22 
MNG C9    C10    SING N N 23 
MNG C9    C9M    SING N N 24 
MNG C9    O9     SING N N 25 
MNG C10   C20    SING N N 26 
MNG C10   H101   SING N N 27 
MNG C10   H102   SING N N 28 
MNG C11   C20    SING Y N 29 
MNG C11   C21    DOUB Y N 30 
MNG C11   H11    SING N N 31 
MNG C12   C16    SING N N 32 
MNG C12   C21    SING N N 33 
MNG C12   O12    DOUB N N 34 
MNG C16   C17    DOUB Y N 35 
MNG C18   C21    SING Y N 36 
MNG C19   C20    DOUB Y N 37 
MNG "C1'" "C2'"  SING N N 38 
MNG "C1'" O1     SING N N 39 
MNG "C1'" "O1'"  SING N N 40 
MNG "C1'" "H1'"  SING N N 41 
MNG "C2'" "C3'"  SING N N 42 
MNG "C2'" "O2'"  SING N N 43 
MNG "C2'" "H2'"  SING N N 44 
MNG "C3'" "C4'"  SING N N 45 
MNG "C3'" N1     SING N N 46 
MNG "C3'" "H3'"  SING N N 47 
MNG "C4'" "C5'"  SING N N 48 
MNG "C4'" "O4'"  SING N N 49 
MNG "C4'" "H4'"  SING N N 50 
MNG "C5'" C5M    SING N N 51 
MNG "C5'" "O1'"  SING N N 52 
MNG C5M   H5M1   SING N N 53 
MNG C5M   H5M2   SING N N 54 
MNG C5M   H5M3   SING N N 55 
MNG C1M   N1     SING N N 56 
MNG C1M   H1M1   SING N N 57 
MNG C1M   H1M2   SING N N 58 
MNG C1M   H1M3   SING N N 59 
MNG C2M   N1     SING N N 60 
MNG C2M   H2M1   SING N N 61 
MNG C2M   H2M2   SING N N 62 
MNG C2M   H2M3   SING N N 63 
MNG C7M   O7     SING N N 64 
MNG C7M   H7M1   SING N N 65 
MNG C7M   H7M2   SING N N 66 
MNG C7M   H7M3   SING N N 67 
MNG C9M   H9M1   SING N N 68 
MNG C9M   H9M2   SING N N 69 
MNG C9M   H9M3   SING N N 70 
MNG O4    HO4    SING N N 71 
MNG O6    HO6    SING N N 72 
MNG O9    HO9    SING N N 73 
MNG "O2'" "HO2'" SING N N 74 
MNG "O4'" "HO4'" SING N N 75 
# 
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 
MNG SMILES           ACDLabs              10.04 O=C4c3c(O)cc1c(OC2OC1(C(O)C(N(C)C)C2O)C)c3C(=O)c5cc6c(c(O)c45)C(OC)CC(O)(C)C6 
MNG InChI            InChI                1.02b 
InChI=1/C28H31NO10/c1-27(36)8-10-6-11-16(21(32)15(10)14(9-27)37-5)22(33)17-13(30)7-12-24(18(17)20(11)31)38-26-23(34)19(29(3)4)25(35)28(12,2)39-26/h6-7,14,19,23,25-26,30,32,34-36H,8-9H2,1-5H3/t14-,19+,23+,25-,26-,27-,28-/m1/s1 
MNG InChIKey         InChI                1.02b LWYJUZBXGAFFLP-OCNCTQISBR 
MNG SMILES_CANONICAL CACTVS               3.341 CO[C@@H]1C[C@](C)(O)Cc2cc3C(=O)c4c5O[C@@H]6O[C@@](C)([C@H](O)[C@H]([C@@H]6O)N(C)C)c5cc(O)c4C(=O)c3c(O)c12 
MNG SMILES           CACTVS               3.341 CO[CH]1C[C](C)(O)Cc2cc3C(=O)c4c5O[CH]6O[C](C)([CH](O)[CH]([CH]6O)N(C)C)c5cc(O)c4C(=O)c3c(O)c12 
MNG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@]1(Cc2cc3c(c(c2[C@@H](C1)OC)O)C(=O)c4c(cc5c(c4C3=O)O[C@H]6[C@H]([C@@H]([C@H]([C@@]5(O6)C)O)N(C)C)O)O)O 
MNG SMILES           "OpenEye OEToolkits" 1.5.0 CC1(Cc2cc3c(c(c2C(C1)OC)O)C(=O)c4c(cc5c(c4C3=O)OC6C(C(C(C5(O6)C)O)N(C)C)O)O)O 
# 
_pdbx_chem_comp_identifier.comp_id           MNG 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        (2R,3S,4R,5R,6R,11R,13R)-4-(dimethylamino)-3,5,8,10,13-pentahydroxy-11-methoxy-6,13-dimethyl-3,4,5,6,11,12,13,14-octahydro-2H-2,6-epoxytetraceno[1,2-b]oxocine-9,16-dione 
# 
