data_OAN
#

_chem_comp.id                                   OAN
_chem_comp.name                                 "O-(2-ACETAMIDO-2-DEOXY D-GLUCOPYRANOSYLIDENE) AMINO-N-PHENYLCARBAMATE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C15 H19 N3 O7"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        PUGNAc
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2006-01-05
_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                       353.327
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    OAN
_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       2CBJ
_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
OAN  CAH   CAH   C  0  1  N  N  N  36.361  41.126  22.347   0.719   4.434  -0.112  CAH   OAN   1  
OAN  CAG   CAG   C  0  1  N  N  N  34.832  41.118  22.159   1.300   3.177   0.482  CAG   OAN   2  
OAN  OAN   OAN   O  0  1  N  N  N  34.159  40.137  22.499   1.210   2.971   1.674  OAN   OAN   3  
OAN  NAI   NAI   N  0  1  N  N  N  34.330  42.239  21.619   1.921   2.281  -0.312  NAI   OAN   4  
OAN  CAB   CAB   C  0  1  N  N  R  32.890  42.492  21.404   2.487   1.060   0.266  CAB   OAN   5  
OAN  CAC   CAC   C  0  1  N  N  R  32.217  42.765  22.785   3.621   0.542  -0.628  CAC   OAN   6  
OAN  OAJ   OAJ   O  0  1  N  N  N  32.267  44.150  23.108   4.726   1.447  -0.571  OAJ   OAN   7  
OAN  CAD   CAD   C  0  1  N  N  S  30.778  42.283  22.810   4.061  -0.836  -0.124  CAD   OAN   8  
OAN  OAK   OAK   O  0  1  N  N  N  30.162  42.606  24.051   5.114  -1.332  -0.952  OAK   OAN   9  
OAN  CAE   CAE   C  0  1  N  N  R  30.773  40.758  22.596   2.872  -1.799  -0.177  CAE   OAN  10  
OAN  CAF   CAF   C  0  1  N  N  N  29.433  39.975  22.733   3.299  -3.167   0.361  CAF   OAN  11  
OAN  OAM   OAM   O  0  1  N  N  N  28.370  40.686  22.098   2.225  -4.096   0.204  OAM   OAN  12  
OAN  OAL   OAL   O  0  1  N  N  N  31.321  40.487  21.280   1.807  -1.280   0.628  OAL   OAN  13  
OAN  CAA   CAA   C  0  1  N  N  N  32.191  41.347  20.659   1.419  -0.010   0.344  CAA   OAN  14  
OAN  NAY   NAY   N  0  1  N  N  N  32.402  41.196  19.342   0.177   0.277   0.146  NAY   OAN  15  
OAN  OAQ   OAQ   O  0  1  N  N  N  31.801  40.209  18.573  -0.668  -0.598   0.213  OAQ   OAN  16  
OAN  CAP   CAP   C  0  1  N  N  N  31.153  40.697  17.477  -1.945  -0.232  -0.004  CAP   OAN  17  
OAN  OAR   OAR   O  0  1  N  N  N  31.513  41.779  16.993  -2.211   0.927  -0.253  OAR   OAN  18  
OAN  NAO   NAO   N  0  1  N  N  N  30.140  39.940  16.971  -2.929  -1.151   0.056  NAO   OAN  19  
OAN  CAS   CAS   C  0  1  Y  N  N  29.365  40.286  15.889  -4.265  -0.756  -0.074  CAS   OAN  20  
OAN  CAT   CAT   C  0  1  Y  N  N  29.874  40.990  14.769  -4.602   0.289  -0.924  CAT   OAN  21  
OAN  CAU   CAU   C  0  1  Y  N  N  29.053  41.345  13.681  -5.922   0.676  -1.050  CAU   OAN  22  
OAN  CAV   CAV   C  0  1  Y  N  N  27.701  41.000  13.698  -6.907   0.026  -0.329  CAV   OAN  23  
OAN  CAW   CAW   C  0  1  Y  N  N  27.172  40.293  14.789  -6.574  -1.014   0.519  CAW   OAN  24  
OAN  CAX   CAX   C  0  1  Y  N  N  28.001  39.939  15.865  -5.257  -1.411   0.644  CAX   OAN  25  
OAN  HAH1  HAH1  H  0  0  N  N  N  36.680  40.175  22.798   1.472   5.222  -0.104  HAH1  OAN  26  
OAN  HAH2  HAH2  H  0  0  N  N  N  36.850  41.250  21.369   0.407   4.240  -1.139  HAH2  OAN  27  
OAN  HAH3  HAH3  H  0  0  N  N  N  36.645  41.959  23.007  -0.143   4.749   0.476  HAH3  OAN  28  
OAN  HAI   HAI   H  0  1  N  N  N  34.974  42.952  21.343   1.993   2.446  -1.265  HAI   OAN  29  
OAN  HAB   HAB   H  0  1  N  N  N  32.786  43.375  20.756   2.872   1.269   1.264  HAB   OAN  30  
OAN  HAC   HAC   H  0  1  N  N  N  32.783  42.200  23.540   3.268   0.461  -1.656  HAC   OAN  31  
OAN  HAJ   HAJ   H  0  1  N  N  N  31.853  44.294  23.951   5.480   1.181  -1.114  HAJ   OAN  32  
OAN  HAD   HAD   H  0  1  N  N  N  30.208  42.780  22.011   4.415  -0.751   0.904  HAD   OAN  33  
OAN  HAK   HAK   H  0  1  N  N  N  29.264  42.297  24.049   5.443  -2.204  -0.690  HAK   OAN  34  
OAN  HAE   HAE   H  0  1  N  N  N  31.369  40.384  23.442   2.533  -1.903  -1.207  HAE   OAN  35  
OAN  HAF1  HAF1  H  0  0  N  N  N  29.542  38.989  22.257   4.169  -3.520  -0.193  HAF1  OAN  36  
OAN  HAF2  HAF2  H  0  0  N  N  N  29.196  39.850  23.800   3.552  -3.079   1.418  HAF2  OAN  37  
OAN  HAM   HAM   H  0  1  N  N  N  27.561  40.196  22.190   2.425  -4.987   0.524  HAM   OAN  38  
OAN  HAO   HAO   H  0  1  N  N  N  29.945  39.068  17.420  -2.711  -2.087   0.188  HAO   OAN  39  
OAN  HAT   HAT   H  0  1  N  N  N  30.919  41.261  14.749  -3.833   0.797  -1.487  HAT   OAN  40  
OAN  HAU   HAU   H  0  1  N  N  N  29.467  41.881  12.839  -6.185   1.488  -1.712  HAU   OAN  41  
OAN  HAV   HAV   H  0  1  N  N  N  27.062  41.277  12.872  -7.938   0.332  -0.429  HAV   OAN  42  
OAN  HAW   HAW   H  0  1  N  N  N  26.127  40.021  14.801  -7.346  -1.520   1.080  HAW   OAN  43  
OAN  HAX   HAX   H  0  1  N  N  N  27.583  39.387  16.694  -4.998  -2.226   1.304  HAX   OAN  44  
#   #
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
OAN  CAH  CAG   SING  N  N   1  
OAN  CAH  HAH1  SING  N  N   2  
OAN  CAH  HAH2  SING  N  N   3  
OAN  CAH  HAH3  SING  N  N   4  
OAN  CAG  OAN   DOUB  N  N   5  
OAN  CAG  NAI   SING  N  N   6  
OAN  NAI  CAB   SING  N  N   7  
OAN  NAI  HAI   SING  N  N   8  
OAN  CAB  CAC   SING  N  N   9  
OAN  CAB  CAA   SING  N  N  10  
OAN  CAB  HAB   SING  N  N  11  
OAN  CAC  OAJ   SING  N  N  12  
OAN  CAC  CAD   SING  N  N  13  
OAN  CAC  HAC   SING  N  N  14  
OAN  OAJ  HAJ   SING  N  N  15  
OAN  CAD  OAK   SING  N  N  16  
OAN  CAD  CAE   SING  N  N  17  
OAN  CAD  HAD   SING  N  N  18  
OAN  OAK  HAK   SING  N  N  19  
OAN  CAE  CAF   SING  N  N  20  
OAN  CAE  OAL   SING  N  N  21  
OAN  CAE  HAE   SING  N  N  22  
OAN  CAF  OAM   SING  N  N  23  
OAN  CAF  HAF1  SING  N  N  24  
OAN  CAF  HAF2  SING  N  N  25  
OAN  OAM  HAM   SING  N  N  26  
OAN  OAL  CAA   SING  N  N  27  
OAN  CAA  NAY   DOUB  N  Z  28  
OAN  NAY  OAQ   SING  N  N  29  
OAN  OAQ  CAP   SING  N  N  30  
OAN  CAP  OAR   DOUB  N  N  31  
OAN  CAP  NAO   SING  N  N  32  
OAN  NAO  CAS   SING  N  N  33  
OAN  NAO  HAO   SING  N  N  34  
OAN  CAS  CAT   DOUB  Y  N  35  
OAN  CAS  CAX   SING  Y  N  36  
OAN  CAT  CAU   SING  Y  N  37  
OAN  CAT  HAT   SING  N  N  38  
OAN  CAU  CAV   DOUB  Y  N  39  
OAN  CAU  HAU   SING  N  N  40  
OAN  CAV  CAW   SING  Y  N  41  
OAN  CAV  HAV   SING  N  N  42  
OAN  CAW  CAX   DOUB  Y  N  43  
OAN  CAW  HAW   SING  N  N  44  
OAN  CAX  HAX   SING  N  N  45  
#   #
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
OAN  SMILES            ACDLabs               12.01  "O=C(O\N=C1/OC(CO)C(O)C(O)C1NC(=O)C)Nc2ccccc2"  
OAN  InChI             InChI                 1.03   "InChI=1S/C15H19N3O7/c1-8(20)16-11-13(22)12(21)10(7-19)24-14(11)18-25-15(23)17-9-5-3-2-4-6-9/h2-6,10-13,19,21-22H,7H2,1H3,(H,16,20)(H,17,23)/b18-14-/t10-,11-,12-,13-/m1/s1"  
OAN  InChIKey          InChI                 1.03   PBLNJFVQMUMOJY-JXZOILRNSA-N  
OAN  SMILES_CANONICAL  CACTVS                3.370  "CC(=O)N[C@@H]\1[C@@H](O)[C@H](O)[C@@H](CO)OC\1=N\OC(=O)Nc2ccccc2"  
OAN  SMILES            CACTVS                3.370  "CC(=O)N[CH]1[CH](O)[CH](O)[CH](CO)OC1=NOC(=O)Nc2ccccc2"  
OAN  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.2  "CC(=O)N[C@@H]\1[C@H]([C@@H]([C@H](O/C1=N\OC(=O)Nc2ccccc2)CO)O)O"  
OAN  SMILES            "OpenEye OEToolkits"  1.7.2  "CC(=O)NC1C(C(C(OC1=NOC(=O)Nc2ccccc2)CO)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
OAN  "SYSTEMATIC NAME"  ACDLabs               12.01  "N-[(2Z,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-{[(phenylcarbamoyl)oxy]imino}tetrahydro-2H-pyran-3-yl]acetamide (non-preferred name)"  
OAN  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.2  "[(Z)-[(3R,4R,5S,6R)-3-acetamido-6-(hydroxymethyl)-4,5-bis(oxidanyl)oxan-2-ylidene]amino] N-phenylcarbamate"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
OAN  "Create component"   2006-01-05  EBI   
OAN  "Modify descriptor"  2011-06-04  RCSB  
OAN  "Modify synonyms"    2011-08-15  PDBJ  
OAN  "Modify synonyms"    2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     OAN
_pdbx_chem_comp_synonyms.name        PUGNAc
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
