data_MUS
#

_chem_comp.id                                   MUS
_chem_comp.name                                 "4-METHYL-2-OXO-2H-CHROMEN-7-YL 5-(ACETYLAMINO)-3,5-DIDEOXY-L-ERYTHRO-NON-2-ULOPYRANOSIDONIC ACID"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C21 H25 N O11"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "METHYLUMBELLIFERYL SIALIC ACID"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2004-01-19
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       467.423
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    MUS
_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       1S0J
_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
MUS  O16   O16   O  0  1  N  N  N   7.045  -19.812   -2.436  -0.851   4.355   0.300  O16   MUS   1  
MUS  C16   C16   C  0  1  N  N  N   6.066  -19.205   -3.270   0.469   3.837   0.478  C16   MUS   2  
MUS  C15   C15   C  0  1  N  N  R   6.671  -18.018   -4.028   0.499   2.364   0.065  C15   MUS   3  
MUS  O15   O15   O  0  1  N  N  N   7.020  -16.990   -3.124   0.236   2.257  -1.336  O15   MUS   4  
MUS  C14   C14   C  0  1  N  N  R   7.933  -18.503   -4.728   1.878   1.776   0.371  C14   MUS   5  
MUS  O14   O14   O  0  1  N  N  N   7.580  -19.726   -5.377   2.140   1.883   1.772  O14   MUS   6  
MUS  C13   C13   C  0  1  N  N  R   8.441  -17.452   -5.717   1.907   0.303  -0.042  C13   MUS   7  
MUS  O13   O13   O  0  1  N  N  N   7.292  -17.102   -6.467   0.837  -0.390   0.598  O13   MUS   8  
MUS  C12   C12   C  0  1  N  N  R   9.564  -18.000   -6.621   3.245  -0.315   0.370  C12   MUS   9  
MUS  N12   N12   N  0  1  N  N  N  10.738  -18.444   -5.867   4.341   0.416  -0.271  N12   MUS  10  
MUS  C17   C17   C  0  1  N  N  N  10.954  -19.738   -5.669   5.569   0.414   0.285  C17   MUS  11  
MUS  C18   C18   C  0  1  N  N  N  12.248  -20.106   -5.021   6.696   1.166  -0.374  C18   MUS  12  
MUS  O17   O17   O  0  1  N  N  N  10.125  -20.629   -5.975   5.766  -0.194   1.316  O17   MUS  13  
MUS  C11   C11   C  0  1  N  N  S   9.979  -16.925   -7.653   3.278  -1.782  -0.076  C11   MUS  14  
MUS  O11   O11   O  0  1  N  N  N  10.233  -17.597   -8.874   4.456  -2.411   0.432  O11   MUS  15  
MUS  C10   C10   C  0  1  N  N  N   8.854  -15.946   -7.945   2.035  -2.490   0.475  C10   MUS  16  
MUS  C9    C9    C  0  1  N  N  S   7.474  -16.557   -7.740   0.788  -1.708   0.054  C9    MUS  17  
MUS  C19   C19   C  0  1  N  N  N   6.405  -15.500   -7.976   0.732  -1.628  -1.450  C19   MUS  18  
MUS  O19   O19   O  0  1  N  N  N   5.565  -15.222   -7.083   1.795  -1.183  -2.139  O19   MUS  19  
MUS  O20   O20   O  0  1  N  N  N   6.395  -14.928   -9.062  -0.270  -1.963  -2.036  O20   MUS  20  
MUS  O9    O9    O  0  1  N  N  N   7.250  -17.597   -8.693  -0.378  -2.378   0.536  O9    MUS  21  
MUS  C7    C7    C  0  1  Y  N  N   6.003  -18.147   -8.849  -1.433  -1.563   0.280  C7    MUS  22  
MUS  C6    C6    C  0  1  Y  N  N   5.517  -19.180   -8.038  -1.239  -0.388  -0.444  C6    MUS  23  
MUS  C8    C8    C  0  1  Y  N  N   5.371  -17.840  -10.039  -2.695  -1.909   0.734  C8    MUS  24  
MUS  C8A   C8A   C  0  1  Y  N  N   4.213  -18.494  -10.401  -3.773  -1.075   0.477  C8A   MUS  25  
MUS  C4A   C4A   C  0  1  Y  N  N   3.683  -19.561   -9.555  -3.570   0.110  -0.254  C4A   MUS  26  
MUS  C5    C5    C  0  1  Y  N  N   4.374  -19.928   -8.395  -2.289   0.442  -0.710  C5    MUS  27  
MUS  O1    O1    O  0  1  Y  N  N   3.557  -18.113  -11.544  -5.010  -1.392   0.915  O1    MUS  28  
MUS  C2    C2    C  0  1  Y  N  N   2.383  -18.732  -11.923  -6.064  -0.598   0.670  C2    MUS  29  
MUS  O2    O2    O  0  1  N  N  N   1.845  -18.311  -12.971  -7.162  -0.924   1.084  O2    MUS  30  
MUS  C3    C3    C  0  1  Y  N  N   1.808  -19.767  -11.176  -5.933   0.604  -0.056  C3    MUS  31  
MUS  C4    C4    C  0  1  Y  N  N   2.421  -20.211  -10.001  -4.715   0.981  -0.525  C4    MUS  32  
MUS  CM4   CM4   C  0  1  N  N  N   1.851  -21.292   -9.171  -4.548   2.261  -1.302  CM4   MUS  33  
MUS  H16   H16   H  0  1  N  N  N   6.670  -20.548   -1.966  -0.826   5.283   0.571  H16   MUS  34  
MUS  H161  1H16  H  0  0  N  N  N   5.156  -18.911   -2.696   0.756   3.926   1.525  H161  MUS  35  
MUS  H162  2H16  H  0  0  N  N  N   5.595  -19.942   -3.961   1.167   4.402  -0.140  H162  MUS  36  
MUS  H15   H15   H  0  1  N  N  N   5.931  -17.621   -4.761  -0.262   1.815   0.620  H15   MUS  37  
MUS  H2    H2    H  0  1  N  N  N   7.395  -16.254   -3.594   0.930   2.754  -1.790  H2    MUS  38  
MUS  H14   H14   H  0  1  N  N  N   8.768  -18.671   -4.009   2.638   2.324  -0.184  H14   MUS  39  
MUS  H1    H1    H  0  1  N  N  N   8.368  -20.029   -5.814   1.446   1.385   2.225  H1    MUS  40  
MUS  H13   H13   H  0  1  N  N  N   8.898  -16.576   -5.200   1.793   0.228  -1.123  H13   MUS  41  
MUS  H12   H12   H  0  1  N  N  N   9.154  -18.896   -7.142   3.354  -0.261   1.453  H12   MUS  42  
MUS  H4    H4    H  0  1  N  N  N  11.438  -17.823   -5.461   4.183   0.902  -1.095  H4    MUS  43  
MUS  H181  1H18  H  0  0  N  N  N  12.355  -19.556   -4.057   7.605   1.049   0.217  H181  MUS  44  
MUS  H182  2H18  H  0  0  N  N  N  12.430  -21.193   -4.855   6.860   0.770  -1.376  H182  MUS  45  
MUS  H183  3H18  H  0  0  N  N  N  13.095  -19.668   -5.599   6.438   2.223  -0.438  H183  MUS  46  
MUS  H11   H11   H  0  1  N  N  N  10.855  -16.370   -7.244   3.276  -1.833  -1.164  H11   MUS  47  
MUS  H7    H7    H  0  1  N  N  N  10.488  -16.937   -9.508   4.436  -3.329   0.128  H7    MUS  48  
MUS  H101  1H10  H  0  0  N  N  N   8.953  -15.517   -8.969   1.983  -3.502   0.074  H101  MUS  49  
MUS  H102  2H10  H  0  0  N  N  N   8.971  -15.013   -7.346   2.090  -2.529   1.563  H102  MUS  50  
MUS  H19   H19   H  0  1  N  N  N   4.898  -14.562   -7.230   1.759  -1.132  -3.104  H19   MUS  51  
MUS  H6    H6    H  0  1  N  N  N   6.046  -19.409   -7.098  -0.250  -0.132  -0.796  H6    MUS  52  
MUS  H8    H8    H  0  1  N  N  N   5.794  -17.068  -10.704  -2.839  -2.824   1.290  H8    MUS  53  
MUS  H5    H5    H  0  1  N  N  N   4.029  -20.778   -7.783  -2.132   1.352  -1.270  H5    MUS  54  
MUS  H3    H3    H  0  1  N  N  N   0.868  -20.235  -11.515  -6.799   1.224  -0.238  H3    MUS  55  
MUS  HM41  1HM4  H  0  0  N  N  N   1.716  -20.916   -8.130  -4.687   2.062  -2.365  HM41  MUS  56  
MUS  HM42  2HM4  H  0  0  N  N  N   0.905  -21.779   -9.505  -5.288   2.988  -0.969  HM42  MUS  57  
MUS  HM43  3HM4  H  0  0  N  N  N   2.627  -22.077   -9.017  -3.547   2.659  -1.135  HM43  MUS  58  
#   #
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
MUS  O16  C16   SING  N  N   1  
MUS  O16  H16   SING  N  N   2  
MUS  C16  C15   SING  N  N   3  
MUS  C16  H161  SING  N  N   4  
MUS  C16  H162  SING  N  N   5  
MUS  C15  O15   SING  N  N   6  
MUS  C15  C14   SING  N  N   7  
MUS  C15  H15   SING  N  N   8  
MUS  O15  H2    SING  N  N   9  
MUS  C14  O14   SING  N  N  10  
MUS  C14  C13   SING  N  N  11  
MUS  C14  H14   SING  N  N  12  
MUS  O14  H1    SING  N  N  13  
MUS  C13  O13   SING  N  N  14  
MUS  C13  C12   SING  N  N  15  
MUS  C13  H13   SING  N  N  16  
MUS  O13  C9    SING  N  N  17  
MUS  C12  N12   SING  N  N  18  
MUS  C12  C11   SING  N  N  19  
MUS  C12  H12   SING  N  N  20  
MUS  N12  C17   SING  N  N  21  
MUS  N12  H4    SING  N  N  22  
MUS  C17  C18   SING  N  N  23  
MUS  C17  O17   DOUB  N  N  24  
MUS  C18  H181  SING  N  N  25  
MUS  C18  H182  SING  N  N  26  
MUS  C18  H183  SING  N  N  27  
MUS  C11  O11   SING  N  N  28  
MUS  C11  C10   SING  N  N  29  
MUS  C11  H11   SING  N  N  30  
MUS  O11  H7    SING  N  N  31  
MUS  C10  C9    SING  N  N  32  
MUS  C10  H101  SING  N  N  33  
MUS  C10  H102  SING  N  N  34  
MUS  C9   C19   SING  N  N  35  
MUS  C9   O9    SING  N  N  36  
MUS  C19  O19   SING  N  N  37  
MUS  C19  O20   DOUB  N  N  38  
MUS  O19  H19   SING  N  N  39  
MUS  O9   C7    SING  N  N  40  
MUS  C7   C6    DOUB  Y  N  41  
MUS  C7   C8    SING  Y  N  42  
MUS  C6   C5    SING  Y  N  43  
MUS  C6   H6    SING  N  N  44  
MUS  C8   C8A   DOUB  Y  N  45  
MUS  C8   H8    SING  N  N  46  
MUS  C8A  C4A   SING  Y  N  47  
MUS  C8A  O1    SING  Y  N  48  
MUS  C4A  C5    DOUB  Y  N  49  
MUS  C4A  C4    SING  Y  N  50  
MUS  C5   H5    SING  N  N  51  
MUS  O1   C2    SING  Y  N  52  
MUS  C2   O2    DOUB  N  N  53  
MUS  C2   C3    SING  Y  N  54  
MUS  C3   C4    DOUB  Y  N  55  
MUS  C3   H3    SING  N  N  56  
MUS  C4   CM4   SING  N  N  57  
MUS  CM4  HM41  SING  N  N  58  
MUS  CM4  HM42  SING  N  N  59  
MUS  CM4  HM43  SING  N  N  60  
#   #
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
MUS  SMILES            ACDLabs               10.04  "O=C3Oc2c(ccc(OC1(OC(C(O)C(O)CO)C(NC(=O)C)C(O)C1)C(=O)O)c2)C(=C3)C"  
MUS  SMILES_CANONICAL  CACTVS                3.341  "CC(=O)N[C@@H]1[C@@H](O)C[C@](O[C@H]1[C@H](O)[C@H](O)CO)(Oc2ccc3C(=CC(=O)Oc3c2)C)C(O)=O"  
MUS  SMILES            CACTVS                3.341  "CC(=O)N[CH]1[CH](O)C[C](O[CH]1[CH](O)[CH](O)CO)(Oc2ccc3C(=CC(=O)Oc3c2)C)C(O)=O"  
MUS  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "CC1=CC(=O)Oc2c1ccc(c2)O[C@@]3(C[C@@H]([C@H]([C@@H](O3)[C@@H]([C@@H](CO)O)O)NC(=O)C)O)C(=O)O"  
MUS  SMILES            "OpenEye OEToolkits"  1.5.0  "CC1=CC(=O)Oc2c1ccc(c2)OC3(CC(C(C(O3)C(C(CO)O)O)NC(=O)C)O)C(=O)O"  
MUS  InChI             InChI                 1.03   "InChI=1S/C21H25NO11/c1-9-5-16(27)31-15-6-11(3-4-12(9)15)32-21(20(29)30)7-13(25)17(22-10(2)24)19(33-21)18(28)14(26)8-23/h3-6,13-14,17-19,23,25-26,28H,7-8H2,1-2H3,(H,22,24)(H,29,30)/t13-,14+,17+,18+,19+,21+/m0/s1"  
MUS  InChIKey          InChI                 1.03   KKDWIUJBUSOPGC-GKHMPSLRSA-N  
#   #
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
MUS  "SYSTEMATIC NAME"  ACDLabs               10.04  "4-methyl-2-oxo-2H-chromen-7-yl 5-(acetylamino)-3,5-dideoxy-D-glycero-alpha-D-galacto-non-2-ulopyranosidonic acid"  
MUS  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(2S,4S,5R,6R)-5-acetamido-4-hydroxy-2-(4-methyl-2-oxo-chromen-7-yl)oxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
MUS  "Create component"   2004-01-19  RCSB  
MUS  "Modify descriptor"  2011-06-04  RCSB  
MUS  "Modify synonyms"    2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     MUS
_pdbx_chem_comp_synonyms.name        "METHYLUMBELLIFERYL SIALIC ACID"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
