data_AMV
#

_chem_comp.id                                   AMV
_chem_comp.name                                 "methyl 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-beta-D-glucopyranoside"
_chem_comp.type                                 D-saccharide
_chem_comp.pdbx_type                            ATOMS
_chem_comp.formula                              "C12 H21 N O8"
_chem_comp.mon_nstd_parent_comp_id              NAG
_chem_comp.pdbx_synonyms                        
;METHYL 2-(ACETYLAMINO)-3-O-[(1R)-1-CARBOXYETHYL]-2-DEOXY-BETA-D-GLUCOPYRANOSIDE; methyl
2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-beta-D-glucoside; methyl
2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucoside; methyl
2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-glucoside
;

_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2006-10-25
_chem_comp.pdbx_modified_date                   2020-07-17
_chem_comp.pdbx_ambiguous_flag                  ?
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       307.297
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    AMV
_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       ?
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
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  AMV  "METHYL 2-(ACETYLAMINO)-3-O-[(1R)-1-CARBOXYETHYL]-2-DEOXY-BETA-D-GLUCOPYRANOSIDE"  PDB  ?  
2  AMV  "methyl 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-beta-D-glucoside"            PDB  ?  
3  AMV  "methyl 2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucoside"                 PDB  ?  
4  AMV  "methyl 2-acetamido-3-O-[(1R)-1-carboxyethyl]-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
AMV  C1    C1    C  0  1  N  N  R  56.265  -12.523  27.956   4.647  -1.230   0.427  C1    AMV   1  
AMV  C2    C2    C  0  1  N  N  R  55.932  -11.125  27.365   3.528  -0.573   1.243  C2    AMV   2  
AMV  C3    C3    C  0  1  N  N  R  57.031  -10.637  26.395   3.433   0.926   0.943  C3    AMV   3  
AMV  C4    C4    C  0  1  N  N  S  58.344  -10.615  27.190   4.805   1.600   1.001  C4    AMV   4  
AMV  C5    C5    C  0  1  N  N  R  58.666  -12.023  27.721   5.826   0.819   0.169  C5    AMV   5  
AMV  C6    C6    C  0  1  N  N  N  59.963  -12.086  28.545   7.228   1.403   0.301  C6    AMV   6  
AMV  C7    C7    C  0  1  N  N  N  53.658  -10.158  27.081   1.521  -1.860   1.947  C7    AMV   7  
AMV  C8    C8    C  0  1  N  N  N  52.418  -10.116  26.172   0.247  -2.454   1.446  C8    AMV   8  
AMV  C9    C9    C  0  1  N  N  R  56.918   -8.600  24.934   1.239   1.566   1.491  C9    AMV   9  
AMV  C10   C10   C  0  1  N  N  N  55.877   -9.203  23.940   0.353   1.485   2.717  C10   AMV  10  
AMV  C11   C11   C  0  1  N  N  N  56.633   -7.115  25.249   1.000   2.853   0.722  C11   AMV  11  
AMV  O1    O1    O  0  1  N  N  N  55.296  -12.858  28.944   4.790  -2.579   0.869  O1    AMV  12  
AMV  O3    O3    O  0  1  N  N  N  56.905   -9.206  26.247   2.593   1.552   1.914  O3    AMV  13  
AMV  O4    O4    O  0  1  N  N  N  59.421  -10.243  26.315   4.701   2.928   0.494  O4    AMV  14  
AMV  O5    O5    O  0  1  N  N  N  57.575  -12.501  28.541   5.879  -0.536   0.620  O5    AMV  15  
AMV  O6    O6    O  0  1  N  N  N  60.235  -13.443  28.963   8.116   0.627  -0.483  O6    AMV  16  
AMV  O7    O7    O  0  1  N  N  N  53.792   -9.403  28.033   1.815  -1.971   3.132  O7    AMV  17  
AMV  O11   O11   O  0  1  N  N  N  54.710   -8.837  23.956   0.759   1.460   3.871  O11   AMV  18  
AMV  N2    N2    N  0  1  N  N  N  54.586  -11.093  26.761   2.262  -1.219   0.974  N2    AMV  19  
AMV  C12   C12   C  0  1  N  N  N  55.188  -14.263  29.132   5.814  -3.251   0.153  C12   AMV  20  
AMV  OXT   OXT   O  0  1  N  N  N  56.287  -10.159  23.049  -0.967   1.465   2.397  OXT   AMV  21  
AMV  H1    H1    H  0  1  N  N  N  56.245  -13.288  27.145   4.397  -1.251  -0.641  H1    AMV  22  
AMV  H2    H2    H  0  1  N  N  N  55.915  -10.400  28.212   3.711  -0.720   2.315  H2    AMV  23  
AMV  H3    H3    H  0  1  N  N  N  56.981  -11.251  25.466   2.973   1.105  -0.038  H3    AMV  24  
AMV  HN2   HA    H  0  1  N  N  N  54.272  -11.771  26.067   1.901  -1.201   0.026  HN2   AMV  25  
AMV  H4    H4    H  0  1  N  N  N  58.232   -9.893  28.032   5.136   1.667   2.045  H4    AMV  26  
AMV  H5    H5    H  0  1  N  N  N  58.809  -12.668  26.822   5.554   0.839  -0.895  H5    AMV  27  
AMV  HO4   HB    H  0  1  N  Y  N  60.234  -10.229  26.807   5.563   3.144   0.106  HO4   AMV  28  
AMV  H61   H6C1  H  0  1  N  N  N  59.938  -11.384  29.410   7.548   1.373   1.343  H61   AMV  29  
AMV  H62   H6C2  H  0  1  N  N  N  60.825  -11.642  27.994   7.238   2.433  -0.057  H62   AMV  30  
AMV  HO6   H6    H  0  1  N  Y  N  61.036  -13.482  29.472   8.271  -0.203  -0.001  HO6   AMV  31  
AMV  H81   H8C1  H  0  1  N  N  N  51.944  -11.124  26.127   0.197  -3.543   1.610  H81   AMV  32  
AMV  H82   H8C2  H  0  1  N  N  N  52.729   -9.996  25.108  -0.639  -2.042   1.957  H82   AMV  33  
AMV  H83   H8C3  H  0  1  N  N  N  51.655   -9.347  26.435   0.052  -2.314   0.371  H83   AMV  34  
AMV  H9    H9    H  0  1  N  N  N  57.882   -8.775  24.402   1.073   0.688   0.859  H9    AMV  35  
AMV  H111  H111  H  0  0  N  N  N  57.328   -6.650  25.987   0.233   3.464   1.211  H111  AMV  36  
AMV  H112  H112  H  0  0  N  N  N  55.707   -6.931  25.841   0.637   2.636  -0.288  H112  AMV  37  
AMV  H113  H113  H  0  0  N  N  N  56.643   -6.648  24.237   1.911   3.454   0.643  H113  AMV  38  
AMV  H121  H121  H  0  0  N  N  N  56.179  -14.716  29.368   5.880  -4.287   0.495  H121  AMV  39  
AMV  H122  H122  H  0  0  N  N  N  54.980  -14.785  28.169   6.768  -2.742   0.315  H122  AMV  40  
AMV  H123  H123  H  0  0  N  N  N  54.429  -14.525  29.906   5.572  -3.236  -0.912  H123  AMV  41  
AMV  HX    HX    H  0  1  N  N  N  55.549  -10.434  22.517  -1.581   1.428   3.161  HX    AMV  42  
#   #
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
AMV  C1   C2    SING  N  N   1  
AMV  C1   O1    SING  N  N   2  
AMV  C1   O5    SING  N  N   3  
AMV  C1   H1    SING  N  N   4  
AMV  C2   C3    SING  N  N   5  
AMV  C2   N2    SING  N  N   6  
AMV  C2   H2    SING  N  N   7  
AMV  C3   C4    SING  N  N   8  
AMV  C3   O3    SING  N  N   9  
AMV  C3   H3    SING  N  N  10  
AMV  C4   C5    SING  N  N  11  
AMV  C4   O4    SING  N  N  12  
AMV  C4   H4    SING  N  N  13  
AMV  C5   C6    SING  N  N  14  
AMV  C5   O5    SING  N  N  15  
AMV  C5   H5    SING  N  N  16  
AMV  C6   O6    SING  N  N  17  
AMV  C6   H61   SING  N  N  18  
AMV  C6   H62   SING  N  N  19  
AMV  C7   C8    SING  N  N  20  
AMV  C7   O7    DOUB  N  N  21  
AMV  C7   N2    SING  N  N  22  
AMV  C8   H81   SING  N  N  23  
AMV  C8   H82   SING  N  N  24  
AMV  C8   H83   SING  N  N  25  
AMV  C9   C10   SING  N  N  26  
AMV  C9   C11   SING  N  N  27  
AMV  C9   O3    SING  N  N  28  
AMV  C9   H9    SING  N  N  29  
AMV  C10  O11   DOUB  N  N  30  
AMV  C10  OXT   SING  N  N  31  
AMV  C11  H111  SING  N  N  32  
AMV  C11  H112  SING  N  N  33  
AMV  C11  H113  SING  N  N  34  
AMV  O1   C12   SING  N  N  35  
AMV  O4   HO4   SING  N  N  36  
AMV  O6   HO6   SING  N  N  37  
AMV  N2   HN2   SING  N  N  38  
AMV  C12  H121  SING  N  N  39  
AMV  C12  H122  SING  N  N  40  
AMV  C12  H123  SING  N  N  41  
AMV  OXT  HX    SING  N  N  42  
#   #
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
AMV  SMILES            ACDLabs               10.04  "O=C(O)C(OC1C(O)C(OC(OC)C1NC(=O)C)CO)C"  
AMV  SMILES_CANONICAL  CACTVS                3.341  "CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[C@H](C)C(O)=O)[C@H]1NC(C)=O"  
AMV  SMILES            CACTVS                3.341  "CO[CH]1O[CH](CO)[CH](O)[CH](O[CH](C)C(O)=O)[CH]1NC(C)=O"  
AMV  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "C[C@H](C(=O)O)O[C@@H]1[C@H]([C@@H](O[C@@H]([C@H]1O)CO)OC)NC(=O)C"  
AMV  SMILES            "OpenEye OEToolkits"  1.5.0  "CC(C(=O)O)OC1C(C(OC(C1O)CO)OC)NC(=O)C"  
AMV  InChI             InChI                 1.03   "InChI=1S/C12H21NO8/c1-5(11(17)18)20-10-8(13-6(2)15)12(19-3)21-7(4-14)9(10)16/h5,7-10,12,14,16H,4H2,1-3H3,(H,13,15)(H,17,18)/t5-,7-,8-,9-,10-,12-/m1/s1"  
AMV  InChIKey          InChI                 1.03   UXEQYDNCHCKBIL-PKKPQKKZSA-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
AMV  "SYSTEMATIC NAME"  ACDLabs               10.04  "methyl 2-(acetylamino)-3-O-[(1R)-1-carboxyethyl]-2-deoxy-beta-D-glucopyranoside"  
AMV  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(2R)-2-[(2R,3S,4R,5R,6R)-5-acetamido-3-hydroxy-2-(hydroxymethyl)-6-methoxy-oxan-4-yl]oxypropanoic acid"  
#
_pdbx_chem_comp_related.comp_id            AMV
_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  AMV  C1   NAG  C1   "Carbohydrate core"  
 2  AMV  C2   NAG  C2   "Carbohydrate core"  
 3  AMV  C3   NAG  C3   "Carbohydrate core"  
 4  AMV  C4   NAG  C4   "Carbohydrate core"  
 5  AMV  C5   NAG  C5   "Carbohydrate core"  
 6  AMV  C6   NAG  C6   "Carbohydrate core"  
 7  AMV  C7   NAG  C7   "Carbohydrate core"  
 8  AMV  C8   NAG  C8   "Carbohydrate core"  
 9  AMV  N2   NAG  N2   "Carbohydrate core"  
10  AMV  O1   NAG  O1   "Carbohydrate core"  
11  AMV  O3   NAG  O3   "Carbohydrate core"  
12  AMV  O4   NAG  O4   "Carbohydrate core"  
13  AMV  O5   NAG  O5   "Carbohydrate core"  
14  AMV  O6   NAG  O6   "Carbohydrate core"  
15  AMV  O7   NAG  O7   "Carbohydrate core"  
16  AMV  H1   NAG  H1   "Carbohydrate core"  
17  AMV  H2   NAG  H2   "Carbohydrate core"  
18  AMV  H3   NAG  H3   "Carbohydrate core"  
19  AMV  H4   NAG  H4   "Carbohydrate core"  
20  AMV  H5   NAG  H5   "Carbohydrate core"  
21  AMV  HO6  NAG  HO6  "Carbohydrate core"  
22  AMV  H61  NAG  H61  "Carbohydrate core"  
23  AMV  H62  NAG  H62  "Carbohydrate core"  
24  AMV  H81  NAG  H81  "Carbohydrate core"  
25  AMV  H82  NAG  H82  "Carbohydrate core"  
26  AMV  H83  NAG  H83  "Carbohydrate core"  
27  AMV  HN2  NAG  HN2  "Carbohydrate core"  
28  AMV  HO4  NAG  HO4  "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
AMV  "CARBOHYDRATE ISOMER"                  D         PDB  ?  
AMV  "CARBOHYDRATE RING"                    pyranose  PDB  ?  
AMV  "CARBOHYDRATE ANOMER"                  beta      PDB  ?  
AMV  "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
AMV  "Create component"          2006-10-25  RCSB  
AMV  "Modify descriptor"         2011-06-04  RCSB  
AMV  "Other modification"        2020-07-03  RCSB  
AMV  "Modify parent residue"     2020-07-17  RCSB  
AMV  "Modify name"               2020-07-17  RCSB  
AMV  "Modify synonyms"           2020-07-17  RCSB  
AMV  "Modify internal type"      2020-07-17  RCSB  
AMV  "Modify linking type"       2020-07-17  RCSB  
AMV  "Modify atom id"            2020-07-17  RCSB  
AMV  "Modify component atom id"  2020-07-17  RCSB  
AMV  "Modify leaving atom flag"  2020-07-17  RCSB  
##
