data_NM9
#

_chem_comp.id                                   NM9
_chem_comp.name                                 "methyl 2-acetamido-3-O-[(2R)-1-amino-1-oxopropan-2-yl]-2-deoxy-beta-D-glucopyranoside"
_chem_comp.type                                 D-saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C12 H22 N2 O7"
_chem_comp.mon_nstd_parent_comp_id              NAG
_chem_comp.pdbx_synonyms                        
;(2R)-2-[(2R,3S,4R,5R,6R)-5-acetamido-2-(hydroxymethyl)-6-methoxy-3-oxidanyl-oxan-4-yl]oxypropanamide; methyl
2-acetamido-3-O-[(2R)-1-amino-1-oxopropan-2-yl]-2-deoxy-beta-D-glucoside; methyl
2-acetamido-3-O-[(2R)-1-amino-1-oxopropan-2-yl]-2-deoxy-D-glucoside; methyl
2-acetamido-3-O-[(2R)-1-amino-1-oxopropan-2-yl]-2-deoxy-glucoside
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2013-11-19
_chem_comp.pdbx_modified_date                   2020-07-17
_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                       306.312
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    NM9
_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       4CFO
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 EBI
#   #
loop_
_pdbx_chem_comp_synonyms.ordinal
_pdbx_chem_comp_synonyms.comp_id
_pdbx_chem_comp_synonyms.name
_pdbx_chem_comp_synonyms.provenance
_pdbx_chem_comp_synonyms.type
1  NM9  "(2R)-2-[(2R,3S,4R,5R,6R)-5-acetamido-2-(hydroxymethyl)-6-methoxy-3-oxidanyl-oxan-4-yl]oxypropanamide"  PDB  ?  
2  NM9  "methyl 2-acetamido-3-O-[(2R)-1-amino-1-oxopropan-2-yl]-2-deoxy-beta-D-glucoside"                       PDB  ?  
3  NM9  "methyl 2-acetamido-3-O-[(2R)-1-amino-1-oxopropan-2-yl]-2-deoxy-D-glucoside"                            PDB  ?  
4  NM9  "methyl 2-acetamido-3-O-[(2R)-1-amino-1-oxopropan-2-yl]-2-deoxy-glucoside"                              PDB  ?  
#   #
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
NM9  C3A   C3A   C  0  1  N  N  R   1.068  33.980   -8.966   2.352  -1.214  -0.519  C3A   NM9   1  
NM9  C1    C1    C  0  1  N  N  R   3.019  33.495   -5.093  -1.601   1.082  -0.386  C1    NM9   2  
NM9  N3A   N3A   N  0  1  N  N  N   2.766  33.423  -10.532   4.787  -0.784  -0.452  N3A   NM9   3  
NM9  O4    O4    O  0  1  N  N  N   1.365  30.252   -6.933  -0.940  -3.018   0.052  O4    NM9   4  
NM9  O7    O2B   O  0  1  N  N  N   0.898  36.054   -5.565   0.672   3.002   1.161  O7    NM9   5  
NM9  C1B   C1B   C  0  1  N  N  N   4.983  34.562   -4.771  -3.070   2.964  -0.592  C1B   NM9   6  
NM9  C3B   C3B   C  0  1  N  N  N  -0.408  33.865   -8.997   2.446  -2.574  -1.212  C3B   NM9   7  
NM9  C2    C2    C  0  1  N  N  R   2.881  33.756   -6.521  -0.233   0.668   0.161  C2    NM9   8  
NM9  C3E   C3E   C  0  1  N  N  N   1.971  34.397  -10.083   3.633  -0.939   0.226  C3E   NM9   9  
NM9  C3    C3    C  0  1  N  N  R   1.852  32.750   -7.008   0.015  -0.807  -0.169  C3    NM9  10  
NM9  C4    C4    C  0  1  N  N  S   2.330  31.276   -6.739  -1.123  -1.648   0.416  C4    NM9  11  
NM9  C5    C5    C  0  1  N  N  R   2.792  31.189   -5.297  -2.457  -1.145  -0.141  C5    NM9  12  
NM9  C6    C5A   C  0  1  N  N  N   3.769  30.138   -4.898  -3.604  -1.941   0.485  C6    NM9  13  
NM9  C7    C2A   C  0  1  N  N  N   1.826  36.142   -6.269   1.192   2.644   0.125  C7    NM9  14  
NM9  C8    C2B   C  0  1  N  N  N   2.195  37.459   -6.775   2.266   3.490  -0.510  C8    NM9  15  
NM9  N2    N2A   N  0  1  N  N  N   2.692  35.130   -6.693   0.811   1.490  -0.457  N2    NM9  16  
NM9  OCA   OCA   O  0  1  N  N  N   2.059  35.500  -10.527   3.625  -0.858   1.436  OCA   NM9  17  
NM9  O1    O1A   O  0  1  N  N  N   3.802  34.248   -4.244  -1.864   2.441  -0.033  O1    NM9  18  
NM9  O3    O3A   O  0  1  N  N  N   1.587  32.994   -8.344   1.258  -1.222   0.401  O3    NM9  19  
NM9  O6    O5A   O  0  1  N  N  N   3.284  30.012   -3.636  -4.839  -1.552  -0.119  O6    NM9  20  
NM9  O5    O6    O  0  1  N  N  N   3.580  32.263   -5.007  -2.611   0.240   0.175  O5    NM9  21  
NM9  H3A   H3A   H  0  1  N  N  N   1.202  34.815   -8.263   2.192  -0.436  -1.265  H3A   NM9  22  
NM9  H3B1  H3B1  H  0  0  N  N  N  -0.771  33.534   -8.013   1.492  -2.809  -1.683  H3B1  NM9  23  
NM9  H3B2  H3B2  H  0  0  N  N  N  -0.847  34.844   -9.239   3.228  -2.542  -1.971  H3B2  NM9  24  
NM9  H3B3  H3B3  H  0  0  N  N  N  -0.703  33.132   -9.762   2.686  -3.341  -0.475  H3B3  NM9  25  
NM9  H1    H1    H  0  1  N  N  N   2.004  33.447   -4.672  -1.605   0.981  -1.471  H1    NM9  26  
NM9  H2    H2    H  0  1  N  N  N   3.835  33.482   -6.996  -0.215   0.807   1.242  H2    NM9  27  
NM9  H3A1  H3A1  H  0  0  N  N  N   3.440  33.617  -11.245   4.793  -0.849  -1.420  H3A1  NM9  28  
NM9  H3A2  H3A2  H  0  0  N  N  N   2.687  32.500  -10.156   5.611  -0.607   0.027  H3A2  NM9  29  
NM9  HO4   H4    H  0  1  N  Y  N   1.757  29.407   -6.744  -1.627  -3.610   0.390  HO4   NM9  30  
NM9  H4    HA    H  0  1  N  N  N   3.198  31.087   -7.388  -1.123  -1.557   1.502  H4    NM9  31  
NM9  H1B1  H1B1  H  0  0  N  N  N   5.560  35.160   -4.050  -3.918   2.373  -0.246  H1B1  NM9  32  
NM9  H1B2  H1B2  H  0  0  N  N  N   5.535  33.641   -5.008  -3.198   4.000  -0.278  H1B2  NM9  33  
NM9  H1B3  H1B3  H  0  0  N  N  N   4.830  35.145   -5.691  -3.016   2.919  -1.680  H1B3  NM9  34  
NM9  H3    H3    H  0  1  N  N  N   0.935  32.902   -6.420   0.047  -0.938  -1.250  H3    NM9  35  
NM9  HN2   H2A   H  0  1  N  N  N   3.388  35.503   -7.306   1.227   1.204  -1.285  HN2   NM9  36  
NM9  H5    H5    H  0  1  N  N  N   1.913  31.145   -4.637  -2.472  -1.276  -1.223  H5    NM9  37  
NM9  H61   H5A1  H  0  1  N  N  N   3.675  29.215   -5.490  -3.439  -3.006   0.321  H61   NM9  38  
NM9  H62   H5A2  H  0  1  N  N  N   4.812  30.487   -4.926  -3.644  -1.740   1.556  H62   NM9  39  
NM9  HO6   H5A   H  0  1  N  Y  N   3.786  29.355   -3.168  -5.612  -2.017   0.230  HO6   NM9  40  
NM9  H81   H2B1  H  0  1  N  N  N   1.493  38.211   -6.387   3.241   3.187  -0.128  H81   NM9  41  
NM9  H82   H2B2  H  0  1  N  N  N   3.215  37.705   -6.446   2.241   3.355  -1.592  H82   NM9  42  
NM9  H83   H2B3  H  0  1  N  N  N   2.156  37.454   -7.874   2.091   4.539  -0.270  H83   NM9  43  
#   #
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
NM9  C3A  C3B   SING  N  N   1  
NM9  C3A  C3E   SING  N  N   2  
NM9  C3A  O3    SING  N  N   3  
NM9  C1   C2    SING  N  N   4  
NM9  C1   O1    SING  N  N   5  
NM9  C1   O5    SING  N  N   6  
NM9  N3A  C3E   SING  N  N   7  
NM9  O4   C4    SING  N  N   8  
NM9  O7   C7    DOUB  N  N   9  
NM9  C1B  O1    SING  N  N  10  
NM9  C2   C3    SING  N  N  11  
NM9  C2   N2    SING  N  N  12  
NM9  C3E  OCA   DOUB  N  N  13  
NM9  C3   C4    SING  N  N  14  
NM9  C3   O3    SING  N  N  15  
NM9  C4   C5    SING  N  N  16  
NM9  C5   C6    SING  N  N  17  
NM9  C5   O5    SING  N  N  18  
NM9  C6   O6    SING  N  N  19  
NM9  C7   C8    SING  N  N  20  
NM9  C7   N2    SING  N  N  21  
NM9  C3A  H3A   SING  N  N  22  
NM9  C3B  H3B1  SING  N  N  23  
NM9  C3B  H3B2  SING  N  N  24  
NM9  C3B  H3B3  SING  N  N  25  
NM9  C1   H1    SING  N  N  26  
NM9  C2   H2    SING  N  N  27  
NM9  N3A  H3A1  SING  N  N  28  
NM9  N3A  H3A2  SING  N  N  29  
NM9  O4   HO4   SING  N  N  30  
NM9  C4   H4    SING  N  N  31  
NM9  C1B  H1B1  SING  N  N  32  
NM9  C1B  H1B2  SING  N  N  33  
NM9  C1B  H1B3  SING  N  N  34  
NM9  C3   H3    SING  N  N  35  
NM9  N2   HN2   SING  N  N  36  
NM9  C5   H5    SING  N  N  37  
NM9  C6   H61   SING  N  N  38  
NM9  C6   H62   SING  N  N  39  
NM9  O6   HO6   SING  N  N  40  
NM9  C8   H81   SING  N  N  41  
NM9  C8   H82   SING  N  N  42  
NM9  C8   H83   SING  N  N  43  
#   #
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
NM9  SMILES            ACDLabs               12.01  "O=C(N)C(OC1C(O)C(OC(OC)C1NC(=O)C)CO)C"  
NM9  InChI             InChI                 1.03   "InChI=1S/C12H22N2O7/c1-5(11(13)18)20-10-8(14-6(2)16)12(19-3)21-7(4-15)9(10)17/h5,7-10,12,15,17H,4H2,1-3H3,(H2,13,18)(H,14,16)/t5-,7-,8-,9-,10-,12-/m1/s1"  
NM9  InChIKey          InChI                 1.03   RDTUJRBFQHDOEJ-PKKPQKKZSA-N  
NM9  SMILES_CANONICAL  CACTVS                3.385  "CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[C@H](C)C(N)=O)[C@H]1NC(C)=O"  
NM9  SMILES            CACTVS                3.385  "CO[CH]1O[CH](CO)[CH](O)[CH](O[CH](C)C(N)=O)[CH]1NC(C)=O"  
NM9  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "C[C@H](C(=O)N)O[C@@H]1[C@H]([C@@H](O[C@@H]([C@H]1O)CO)OC)NC(=O)C"  
NM9  SMILES            "OpenEye OEToolkits"  1.7.6  "CC(C(=O)N)OC1C(C(OC(C1O)CO)OC)NC(=O)C"  
#   #
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
NM9  "SYSTEMATIC NAME"  ACDLabs               12.01  "methyl 2-(acetylamino)-3-O-[(2R)-1-amino-1-oxopropan-2-yl]-2-deoxy-beta-D-glucopyranoside"  
NM9  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "(2R)-2-[(2R,3S,4R,5R,6R)-5-acetamido-2-(hydroxymethyl)-6-methoxy-3-oxidanyl-oxan-4-yl]oxypropanamide"  
#
_pdbx_chem_comp_related.comp_id            NM9
_pdbx_chem_comp_related.related_comp_id    NAG
_pdbx_chem_comp_related.relationship_type  "Carbohydrate core"
_pdbx_chem_comp_related.details            ?
#   #
loop_
_pdbx_chem_comp_atom_related.ordinal
_pdbx_chem_comp_atom_related.comp_id
_pdbx_chem_comp_atom_related.atom_id
_pdbx_chem_comp_atom_related.related_comp_id
_pdbx_chem_comp_atom_related.related_atom_id
_pdbx_chem_comp_atom_related.related_type
 1  NM9  C1   NAG  C1   "Carbohydrate core"  
 2  NM9  C2   NAG  C2   "Carbohydrate core"  
 3  NM9  C7   NAG  C7   "Carbohydrate core"  
 4  NM9  C8   NAG  C8   "Carbohydrate core"  
 5  NM9  C3   NAG  C3   "Carbohydrate core"  
 6  NM9  C4   NAG  C4   "Carbohydrate core"  
 7  NM9  C5   NAG  C5   "Carbohydrate core"  
 8  NM9  C6   NAG  C6   "Carbohydrate core"  
 9  NM9  N2   NAG  N2   "Carbohydrate core"  
10  NM9  O1   NAG  O1   "Carbohydrate core"  
11  NM9  O7   NAG  O7   "Carbohydrate core"  
12  NM9  O3   NAG  O3   "Carbohydrate core"  
13  NM9  O4   NAG  O4   "Carbohydrate core"  
14  NM9  O6   NAG  O6   "Carbohydrate core"  
15  NM9  O5   NAG  O5   "Carbohydrate core"  
16  NM9  H1   NAG  H1   "Carbohydrate core"  
17  NM9  H2   NAG  H2   "Carbohydrate core"  
18  NM9  HN2  NAG  HN2  "Carbohydrate core"  
19  NM9  H81  NAG  H81  "Carbohydrate core"  
20  NM9  H82  NAG  H82  "Carbohydrate core"  
21  NM9  H83  NAG  H83  "Carbohydrate core"  
22  NM9  H3   NAG  H3   "Carbohydrate core"  
23  NM9  HO4  NAG  HO4  "Carbohydrate core"  
24  NM9  H5   NAG  H5   "Carbohydrate core"  
25  NM9  HO6  NAG  HO6  "Carbohydrate core"  
26  NM9  H61  NAG  H61  "Carbohydrate core"  
27  NM9  H62  NAG  H62  "Carbohydrate core"  
28  NM9  H4   NAG  H4   "Carbohydrate core"  
#   #
loop_
_pdbx_chem_comp_feature.comp_id
_pdbx_chem_comp_feature.type
_pdbx_chem_comp_feature.value
_pdbx_chem_comp_feature.source
_pdbx_chem_comp_feature.support
NM9  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
NM9  "CARBOHYDRATE RING"                    pyranose  PDB  ?  
NM9  "CARBOHYDRATE ANOMER"                  beta      PDB  ?  
NM9  "CARBOHYDRATE PRIMARY CARBONYL GROUP"  aldose    PDB  ?  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
NM9  "Create component"          2013-11-19  EBI   
NM9  "Initial release"           2014-07-23  RCSB  
NM9  "Other modification"        2014-07-24  EBI   
NM9  "Other modification"        2020-07-03  RCSB  
NM9  "Modify parent residue"     2020-07-17  RCSB  
NM9  "Modify name"               2020-07-17  RCSB  
NM9  "Modify synonyms"           2020-07-17  RCSB  
NM9  "Modify linking type"       2020-07-17  RCSB  
NM9  "Modify atom id"            2020-07-17  RCSB  
NM9  "Modify component atom id"  2020-07-17  RCSB  
NM9  "Modify leaving atom flag"  2020-07-17  RCSB  
##
