data_DN9
#

_chem_comp.id                                   DN9
_chem_comp.name                                 "(2~{S})-2-[2-[2-[[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]ethylamino]-2-oxidanylidene-ethyl]-2-oxidanyl-butanedioic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C16 H24 N3 O11 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-08-16
_chem_comp.pdbx_modified_date                   2019-11-08
_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                       465.349
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    DN9
_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       6KNK
_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
DN9  C1   C1   C  0  1  N  N  N  52.064  -40.981  -23.689    0.149   0.831  -1.201  C1   DN9   1  
DN9  C2   C2   C  0  1  N  N  N  51.770  -39.492  -23.556   -1.021   0.625  -0.237  C2   DN9   2  
DN9  N3   N1   N  0  1  N  N  N  51.813  -41.744  -22.454    1.361   1.157  -0.437  N3   DN9   3  
DN9  N4   N2   N  0  1  N  N  N  51.611  -38.845  -24.858   -2.230   0.300  -1.000  N4   DN9   4  
DN9  C5   C3   C  0  1  N  N  N  52.083  -37.626  -25.151   -3.392   0.076  -0.356  C5   DN9   5  
DN9  C6   C4   C  0  1  N  N  N  51.882  -37.177  -26.586   -4.635  -0.258  -1.140  C6   DN9   6  
DN9  O7   O1   O  0  1  N  N  N  52.633  -36.900  -24.328   -3.438   0.143   0.854  O7   DN9   7  
DN9  C8   C5   C  0  1  N  N  S  50.429  -37.245  -27.079   -5.806  -0.464  -0.177  C8   DN9   8  
DN9  C9   C6   C  0  1  N  N  N  50.253  -36.657  -28.488   -7.068  -0.803  -0.973  C9   DN9   9  
DN9  O10  O2   O  0  1  N  N  N  50.059  -38.624  -27.116   -5.504  -1.537   0.718  O10  DN9  10  
DN9  C11  C7   C  0  1  N  N  N  49.513  -36.516  -26.094   -6.035   0.799   0.613  C11  DN9  11  
DN9  O12  O3   O  0  1  N  N  N  48.634  -37.080  -25.476   -6.335   1.943  -0.023  O12  DN9  12  
DN9  O13  O4   O  0  1  N  N  N  49.780  -35.242  -25.985   -5.948   0.782   1.818  O13  DN9  13  
DN9  C14  C8   C  0  1  N  N  N  49.011  -37.170  -29.181   -8.246  -0.885  -0.036  C14  DN9  14  
DN9  O15  O5   O  0  1  N  N  N  48.238  -36.243  -29.679   -8.092  -0.692   1.146  O15  DN9  15  
DN9  O16  O6   O  0  1  N  N  N  48.755  -38.354  -29.261   -9.466  -1.173  -0.516  O16  DN9  16  
DN9  P17  P1   P  0  1  N  N  N  56.346  -39.160  -20.309    5.289  -3.185   0.077  P17  DN9  17  
DN9  O18  O7   O  0  1  N  N  N  55.579  -37.831  -20.351    6.636  -3.776   0.732  O18  DN9  18  
DN9  O19  O8   O  0  1  N  N  N  56.934  -39.428  -21.703    5.231  -3.560  -1.354  O19  DN9  19  
DN9  O20  O9   O  0  1  N  N  N  57.353  -39.239  -19.222    4.009  -3.791   0.843  O20  DN9  20  
DN9  O21  O10  O  0  1  N  N  N  55.269  -40.290  -20.031    5.286  -1.581   0.212  O21  DN9  21  
DN9  C22  C9   C  0  1  N  N  N  55.490  -41.612  -20.546    4.275  -0.753  -0.365  C22  DN9  22  
DN9  C23  C10  C  0  1  Y  N  N  54.409  -42.464  -19.939    4.569   0.692  -0.053  C23  DN9  23  
DN9  C24  C11  C  0  1  Y  N  N  54.753  -43.376  -18.962    5.684   1.033   0.690  C24  DN9  24  
DN9  N25  N3   N  0  1  Y  N  N  53.909  -44.254  -18.408    5.951   2.294   0.968  N25  DN9  25  
DN9  C26  C12  C  0  1  Y  N  N  52.637  -44.256  -18.822    5.175   3.276   0.554  C26  DN9  26  
DN9  C27  C13  C  0  1  Y  N  N  52.179  -43.341  -19.785    4.039   3.012  -0.196  C27  DN9  27  
DN9  C28  C14  C  0  1  Y  N  N  53.067  -42.423  -20.352    3.730   1.693  -0.513  C28  DN9  28  
DN9  C29  C15  C  0  1  N  N  N  52.589  -41.317  -21.278    2.508   1.362  -1.331  C29  DN9  29  
DN9  O30  O11  O  0  1  N  N  N  50.868  -43.309  -20.126    3.241   4.028  -0.620  O30  DN9  30  
DN9  C31  C16  C  0  1  N  N  N  51.725  -45.294  -18.236    5.526   4.700   0.900  C31  DN9  31  
DN9  H1   H1   H  0  1  N  N  N  51.427  -41.391  -24.487    0.315  -0.083  -1.772  H1   DN9  32  
DN9  H2   H2   H  0  1  N  N  N  53.122  -41.103  -23.965   -0.081   1.649  -1.883  H2   DN9  33  
DN9  H3   H3   H  0  1  N  N  N  52.603  -39.012  -23.021   -0.791  -0.193   0.445  H3   DN9  34  
DN9  H4   H4   H  0  1  N  N  N  50.842  -39.364  -22.980   -1.187   1.539   0.334  H4   DN9  35  
DN9  H5   H5   H  0  1  N  N  N  50.842  -41.658  -22.230    1.212   1.964   0.151  H5   DN9  36  
DN9  H7   H7   H  0  1  N  N  N  51.120  -39.343  -25.573   -2.193   0.247  -1.967  H7   DN9  37  
DN9  H8   H8   H  0  1  N  N  N  52.495  -37.819  -27.236   -4.865   0.560  -1.822  H8   DN9  38  
DN9  H9   H9   H  0  1  N  N  N  52.225  -36.135  -26.671   -4.470  -1.172  -1.711  H9   DN9  39  
DN9  H10  H10  H  0  1  N  N  N  51.131  -36.925  -29.094   -7.248  -0.027  -1.716  H10  DN9  40  
DN9  H11  H11  H  0  1  N  N  N  50.184  -35.562  -28.407   -6.935  -1.762  -1.474  H11  DN9  41  
DN9  H12  H12  H  0  1  N  N  N  50.162  -39.003  -26.251   -5.345  -2.383   0.277  H12  DN9  42  
DN9  H13  H13  H  0  1  N  N  N  48.188  -36.455  -24.917   -6.473   2.727   0.526  H13  DN9  43  
DN9  H14  H14  H  0  1  N  N  N  47.935  -38.470  -29.727  -10.190  -1.214   0.123  H14  DN9  44  
DN9  H15  H15  H  0  1  N  N  N  55.632  -37.462  -21.225    6.705  -4.740   0.686  H15  DN9  45  
DN9  H16  H16  H  0  1  N  N  N  58.203  -39.446  -19.592    3.982  -3.584   1.787  H16  DN9  46  
DN9  H17  H17  H  0  1  N  N  N  55.412  -41.615  -21.643    4.261  -0.896  -1.446  H17  DN9  47  
DN9  H18  H18  H  0  1  N  N  N  56.483  -41.980  -20.248    3.303  -1.023   0.049  H18  DN9  48  
DN9  H19  H19  H  0  1  N  N  N  55.777  -43.381  -18.620    6.344   0.257   1.048  H19  DN9  49  
DN9  H20  H20  H  0  1  N  N  N  53.476  -40.775  -21.639    2.690   0.452  -1.903  H20  DN9  50  
DN9  H21  H21  H  0  1  N  N  N  51.958  -40.635  -20.689    2.294   2.184  -2.014  H21  DN9  51  
DN9  H22  H22  H  0  1  N  N  N  50.402  -43.992  -19.658    3.486   4.386  -1.485  H22  DN9  52  
DN9  H23  H23  H  0  1  N  N  N  52.286  -45.916  -17.523    6.164   5.117   0.121  H23  DN9  53  
DN9  H24  H24  H  0  1  N  N  N  50.893  -44.798  -17.714    4.613   5.291   0.977  H24  DN9  54  
DN9  H25  H25  H  0  1  N  N  N  51.327  -45.929  -19.041    6.055   4.723   1.853  H25  DN9  55  
#   #
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
DN9  O15  C14  DOUB  N  N   1  
DN9  O16  C14  SING  N  N   2  
DN9  C14  C9   SING  N  N   3  
DN9  C9   C8   SING  N  N   4  
DN9  O10  C8   SING  N  N   5  
DN9  C8   C6   SING  N  N   6  
DN9  C8   C11  SING  N  N   7  
DN9  C6   C5   SING  N  N   8  
DN9  C11  O13  DOUB  N  N   9  
DN9  C11  O12  SING  N  N  10  
DN9  C5   N4   SING  N  N  11  
DN9  C5   O7   DOUB  N  N  12  
DN9  N4   C2   SING  N  N  13  
DN9  C1   C2   SING  N  N  14  
DN9  C1   N3   SING  N  N  15  
DN9  N3   C29  SING  N  N  16  
DN9  O19  P17  DOUB  N  N  17  
DN9  C29  C28  SING  N  N  18  
DN9  C22  O21  SING  N  N  19  
DN9  C22  C23  SING  N  N  20  
DN9  C28  C23  DOUB  Y  N  21  
DN9  C28  C27  SING  Y  N  22  
DN9  O18  P17  SING  N  N  23  
DN9  P17  O21  SING  N  N  24  
DN9  P17  O20  SING  N  N  25  
DN9  O30  C27  SING  N  N  26  
DN9  C23  C24  SING  Y  N  27  
DN9  C27  C26  DOUB  Y  N  28  
DN9  C24  N25  DOUB  Y  N  29  
DN9  C26  N25  SING  Y  N  30  
DN9  C26  C31  SING  N  N  31  
DN9  C1   H1   SING  N  N  32  
DN9  C1   H2   SING  N  N  33  
DN9  C2   H3   SING  N  N  34  
DN9  C2   H4   SING  N  N  35  
DN9  N3   H5   SING  N  N  36  
DN9  N4   H7   SING  N  N  37  
DN9  C6   H8   SING  N  N  38  
DN9  C6   H9   SING  N  N  39  
DN9  C9   H10  SING  N  N  40  
DN9  C9   H11  SING  N  N  41  
DN9  O10  H12  SING  N  N  42  
DN9  O12  H13  SING  N  N  43  
DN9  O16  H14  SING  N  N  44  
DN9  O18  H15  SING  N  N  45  
DN9  O20  H16  SING  N  N  46  
DN9  C22  H17  SING  N  N  47  
DN9  C22  H18  SING  N  N  48  
DN9  C24  H19  SING  N  N  49  
DN9  C29  H20  SING  N  N  50  
DN9  C29  H21  SING  N  N  51  
DN9  O30  H22  SING  N  N  52  
DN9  C31  H23  SING  N  N  53  
DN9  C31  H24  SING  N  N  54  
DN9  C31  H25  SING  N  N  55  
#   #
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
DN9  InChI             InChI                 1.03   "InChI=1S/C16H24N3O11P/c1-9-14(23)11(10(6-19-9)8-30-31(27,28)29)7-17-2-3-18-12(20)4-16(26,15(24)25)5-13(21)22/h6,17,23,26H,2-5,7-8H2,1H3,(H,18,20)(H,21,22)(H,24,25)(H2,27,28,29)/t16-/m0/s1"  
DN9  InChIKey          InChI                 1.03   LHKUXYWSSPZJHQ-INIZCTEOSA-N  
DN9  SMILES_CANONICAL  CACTVS                3.385  "Cc1ncc(CO[P](O)(O)=O)c(CNCCNC(=O)C[C@](O)(CC(O)=O)C(O)=O)c1O"  
DN9  SMILES            CACTVS                3.385  "Cc1ncc(CO[P](O)(O)=O)c(CNCCNC(=O)C[C](O)(CC(O)=O)C(O)=O)c1O"  
DN9  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "Cc1c(c(c(cn1)COP(=O)(O)O)CNCCNC(=O)C[C@](CC(=O)O)(C(=O)O)O)O"  
DN9  SMILES            "OpenEye OEToolkits"  2.0.7  "Cc1c(c(c(cn1)COP(=O)(O)O)CNCCNC(=O)CC(CC(=O)O)(C(=O)O)O)O"  
#
_pdbx_chem_comp_identifier.comp_id          DN9
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "(2~{S})-2-[2-[2-[[2-methyl-3-oxidanyl-5-(phosphonooxymethyl)pyridin-4-yl]methylamino]ethylamino]-2-oxidanylidene-ethyl]-2-oxidanyl-butanedioic 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
DN9  "Create component"  2019-08-16  PDBJ  
DN9  "Initial release"   2019-11-13  RCSB  
##
