data_L8P
#

_chem_comp.id                                   L8P
_chem_comp.name                                 "({[(2S)-1-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAD
_chem_comp.formula                              "C8 H14 N3 O6 P"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        Cidofovir
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2011-02-01
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       279.187
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    L8P
_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       2L8P
_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
L8P  P       P       P  0  1  N  N  N   -9.286  -2.410   0.542   1.048   2.057  -0.079  P       L8P   1  
L8P  N1      N1      N  0  1  N  N  N   -4.404  -2.907  -1.391  -0.891  -1.343   0.455  N1      L8P   2  
L8P  C2      C2      C  0  1  N  N  N   -3.195  -2.456  -1.805  -1.418  -1.216  -0.776  C2      L8P   3  
L8P  O2      O2      O  0  1  N  N  N   -2.947  -2.234  -2.973  -0.833  -1.698  -1.732  O2      L8P   4  
L8P  N3      N3      N  0  1  N  N  N   -2.184  -2.242  -0.964  -2.568  -0.573  -0.969  N3      L8P   5  
L8P  C4      C4      C  0  1  N  N  N   -2.259  -2.463   0.335  -3.225  -0.039   0.053  C4      L8P   6  
L8P  N4      N4      N  0  1  N  N  N   -1.304  -2.264   1.216  -4.413   0.622  -0.158  N4      L8P   7  
L8P  C5      C5      C  0  1  N  N  N   -3.581  -2.899   0.911  -2.699  -0.155   1.356  C5      L8P   8  
L8P  C6      C6      C  0  1  N  N  N   -4.709  -3.126  -0.100  -1.529  -0.812   1.536  C6      L8P   9  
L8P  "C1'"   "C1'"   C  0  1  N  N  N   -5.464  -3.253  -2.364   0.373  -2.062   0.636  "C1'"   L8P  10  
L8P  "C2'"   "C2'"   C  0  1  N  N  S   -6.426  -2.094  -2.694   1.540  -1.079   0.515  "C2'"   L8P  11  
L8P  "C3'"   "C3'"   C  0  1  N  N  N   -7.352  -2.450  -3.902   2.860  -1.830   0.705  "C3'"   L8P  12  
L8P  "O3'"   "O3'"   O  0  1  N  N  N   -6.642  -2.785  -5.097   2.932  -2.910  -0.229  "O3'"   L8P  13  
L8P  "C4'"   "C4'"   C  0  1  N  N  N   -8.369  -2.408  -1.049   2.148   0.811  -0.827  "C4'"   L8P  14  
L8P  "O4'"   "O4'"   O  0  1  N  N  N   -7.154  -1.684  -1.482   1.519  -0.472  -0.778  "O4'"   L8P  15  
L8P  OP1     OP1     O  0  1  N  N  N  -10.954  -2.741   0.286   1.792   3.484  -0.055  OP1     L8P  16  
L8P  OP2     OP2     O  0  1  N  N  N   -8.796  -3.539   1.422  -0.194   2.161  -0.877  OP2     L8P  17  
L8P  H5      H5      H  0  1  N  N  N   -3.725  -3.043   1.972  -3.222   0.275   2.198  H5      L8P  18  
L8P  H6      H6      H  0  1  N  N  N   -5.694  -3.444   0.207  -1.107  -0.914   2.524  H6      L8P  19  
L8P  "H1'"   "H1'"   H  0  1  N  N  N   -4.976  -3.563  -3.299   0.389  -2.525   1.623  "H1'"   L8P  20  
L8P  "H3'"   "H3'"   H  0  1  N  N  N   -7.966  -3.317  -3.616   3.693  -1.148   0.536  "H3'"   L8P  21  
L8P  "H4'"   "H4'"   H  0  1  N  N  N   -8.073  -3.462  -1.158   2.347   1.078  -1.865  "H4'"   L8P  22  
L8P  "H1'A"  "H1'A"  H  0  0  N  N  N   -6.059  -4.075  -1.938   0.466  -2.832  -0.129  "H1'A"  L8P  23  
L8P  "H2'"   "H2'"   H  0  1  N  N  N   -5.848  -1.219  -3.024   1.447  -0.309   1.281  "H2'"   L8P  24  
L8P  "H3'A"  "H3'A"  H  0  0  N  N  N   -7.984  -1.575  -4.116   2.912  -2.223   1.720  "H3'A"  L8P  25  
L8P  "H4'A"  "H4'A"  H  0  0  N  N  N   -9.127  -2.055  -1.764   3.087   0.776  -0.275  "H4'A"  L8P  26  
L8P  HN4     HN4     H  0  1  N  N  N   -0.416  -1.912   0.920  -4.772   0.700  -1.056  HN4     L8P  27  
L8P  HN4A    HN4A    H  0  0  N  N  N   -1.465  -2.465   2.182  -4.891   1.011   0.591  HN4A    L8P  28  
L8P  O6      O6      O  0  1  N  N  N   -9.224  -0.975   1.489   0.683   1.616   1.426  O6      L8P  29  
L8P  H12     H12     H  0  1  N  N  N   -7.262  -2.989  -5.787   3.744  -3.430  -0.166  H12     L8P  30  
L8P  H13     H13     H  0  1  N  N  N  -11.193  -3.539   0.742   1.264   4.197   0.331  H13     L8P  31  
L8P  H14     H14     H  0  1  N  N  N   -8.900  -1.182   2.358   1.451   1.528   2.007  H14     L8P  32  
#   #
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
L8P  P      "C4'"   SING  N  N   1  
L8P  P      OP1     SING  N  N   2  
L8P  P      OP2     DOUB  N  N   3  
L8P  N1     C2      SING  N  N   4  
L8P  N1     C6      SING  N  N   5  
L8P  N1     "C1'"   SING  N  N   6  
L8P  C2     O2      DOUB  N  N   7  
L8P  C2     N3      SING  N  N   8  
L8P  N3     C4      DOUB  N  N   9  
L8P  C4     N4      SING  N  N  10  
L8P  C4     C5      SING  N  N  11  
L8P  N4     HN4     SING  N  N  12  
L8P  N4     HN4A    SING  N  N  13  
L8P  C5     C6      DOUB  N  N  14  
L8P  C5     H5      SING  N  N  15  
L8P  C6     H6      SING  N  N  16  
L8P  "C1'"  "C2'"   SING  N  N  17  
L8P  "C1'"  "H1'"   SING  N  N  18  
L8P  "C1'"  "H1'A"  SING  N  N  19  
L8P  "C2'"  "C3'"   SING  N  N  20  
L8P  "C2'"  "O4'"   SING  N  N  21  
L8P  "C2'"  "H2'"   SING  N  N  22  
L8P  "C3'"  "O3'"   SING  N  N  23  
L8P  "C3'"  "H3'"   SING  N  N  24  
L8P  "C3'"  "H3'A"  SING  N  N  25  
L8P  "C4'"  "O4'"   SING  N  N  26  
L8P  "C4'"  "H4'"   SING  N  N  27  
L8P  "C4'"  "H4'A"  SING  N  N  28  
L8P  P      O6      SING  N  N  29  
L8P  "O3'"  H12     SING  N  N  30  
L8P  OP1    H13     SING  N  N  31  
L8P  O6     H14     SING  N  N  32  
#   #
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
L8P  SMILES            ACDLabs               12.01  "O=P(O)(O)COC(CN1C=CC(=NC1=O)N)CO"  
L8P  SMILES_CANONICAL  CACTVS                3.370  "NC1=NC(=O)N(C[C@@H](CO)OC[P](O)(O)=O)C=C1"  
L8P  SMILES            CACTVS                3.370  "NC1=NC(=O)N(C[CH](CO)OC[P](O)(O)=O)C=C1"  
L8P  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.0  "C1=CN(C(=O)N=C1N)C[C@@H](CO)OCP(=O)(O)O"  
L8P  SMILES            "OpenEye OEToolkits"  1.7.0  "C1=CN(C(=O)N=C1N)CC(CO)OCP(=O)(O)O"  
L8P  InChI             InChI                 1.03   "InChI=1S/C8H14N3O6P/c9-7-1-2-11(8(13)10-7)3-6(4-12)17-5-18(14,15)16/h1-2,6,12H,3-5H2,(H2,9,10,13)(H2,14,15,16)/t6-/m0/s1"  
L8P  InChIKey          InChI                 1.03   VWFCHDSQECPREK-LURJTMIESA-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
L8P  "SYSTEMATIC NAME"  ACDLabs               12.01  "({[(2S)-1-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonic acid"  
L8P  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.0  "[(2S)-1-(4-azanyl-2-oxo-pyrimidin-1-yl)-3-hydroxy-propan-2-yl]oxymethylphosphonic 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
L8P  "Create component"   2011-02-01  RCSB  
L8P  "Modify descriptor"  2011-06-04  RCSB  
L8P  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     L8P
_pdbx_chem_comp_synonyms.name        Cidofovir
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
