data_HCP
# 
_chem_comp.id                                    HCP 
_chem_comp.name                                  "1-[((1E)-{3-HYDROXY-2-METHYL-5-[(PHOSPHONOOXY)METHYL]PYRIDIN-4-YL}METHYLENE)AMINO]CYCLOPENTYLPHOSPHONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H20 N2 O8 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-07-09 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        394.254 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HCP 
_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        1M0N 
_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 
HCP C3   C3   C 0 1 Y N N 16.108 52.480 15.596 2.821  0.209  -0.229 C3   HCP 1  
HCP C2   C2   C 0 1 Y N N 16.409 53.011 14.386 3.846  0.361  0.693  C2   HCP 2  
HCP N1   N1   N 0 1 Y N N 17.620 52.700 13.698 3.596  0.355  1.987  N1   HCP 3  
HCP C6   C6   C 0 1 Y N N 18.452 51.865 14.210 2.376  0.200  2.465  C6   HCP 4  
HCP C4   C4   C 0 1 Y N N 17.052 51.567 16.213 1.508  0.035  0.238  C4   HCP 5  
HCP C4A  C4A  C 0 1 N N N 16.802 51.067 17.596 0.384  -0.136 -0.702 C4A  HCP 6  
HCP N2   N2   N 0 1 N N N 15.747 51.357 18.299 0.601  -0.134 -1.976 N2   HCP 7  
HCP C    C    C 0 1 N N N 15.786 51.136 19.740 -0.514 -0.305 -2.910 C    HCP 8  
HCP CA1  CA1  C 0 1 N N N 16.695 49.935 20.190 -0.010 -0.267 -4.367 CA1  HCP 9  
HCP CB1  CB1  C 0 1 N N N 16.685 50.146 21.708 0.208  -1.730 -4.794 CB1  HCP 10 
HCP CB2  CB2  C 0 1 N N N 16.590 51.752 21.887 -0.170 -2.604 -3.581 CB2  HCP 11 
HCP CA2  CA2  C 0 1 N N N 16.553 52.304 20.453 -1.136 -1.716 -2.759 CA2  HCP 12 
HCP P2   P2   P 0 1 N N N 14.012 51.112 20.173 -1.775 0.983  -2.638 P2   HCP 13 
HCP O6   O6   O 0 1 N N N 13.567 51.016 21.681 -2.997 0.762  -3.662 O6   HCP 14 
HCP O7   O7   O 0 1 N N N 13.367 52.413 19.568 -1.174 2.316  -2.866 O7   HCP 15 
HCP O8   O8   O 0 1 N N N 13.341 49.875 19.479 -2.318 0.891  -1.125 O8   HCP 16 
HCP O1   O1   O 0 1 N N N 14.883 52.857 16.240 3.085  0.217  -1.560 O1   HCP 17 
HCP C2A  C2A  C 0 1 N N N 15.441 54.000 13.778 5.262  0.542  0.210  C2A  HCP 18 
HCP C5   C5   C 0 1 Y N N 18.174 51.271 15.534 1.296  0.036  1.621  C5   HCP 19 
HCP C5A  C5A  C 0 1 N N N 19.201 50.352 16.060 -0.091 -0.138 2.182  C5A  HCP 20 
HCP O2   O2   O 0 1 N N N 19.077 49.058 15.609 -0.036 -0.100 3.609  O2   HCP 21 
HCP P1   P1   P 0 1 N N N 19.885 48.204 16.564 -1.545 -0.293 4.138  P1   HCP 22 
HCP O5   O5   O 0 1 N N N 20.178 48.876 17.912 -2.070 -1.594 3.667  O5   HCP 23 
HCP O3   O3   O 0 1 N N N 19.408 46.758 16.661 -1.557 -0.260 5.748  O3   HCP 24 
HCP O4   O4   O 0 1 N N N 21.254 48.202 15.901 -2.468 0.896  3.570  O4   HCP 25 
HCP HC6  HC6  H 0 1 N N N 19.329 51.675 13.569 2.220  0.202  3.533  HC6  HCP 26 
HCP HC4  HC4  H 0 1 N N N 17.476 50.405 18.166 -0.619 -0.264 -0.325 HC4  HCP 27 
HCP HA11 1HA1 H 0 0 N N N 17.702 49.883 19.714 -0.756 0.200  -5.009 HA11 HCP 28 
HCP HA12 2HA1 H 0 0 N N N 16.377 48.926 19.838 0.929  0.282  -4.423 HA12 HCP 29 
HCP HB11 1HB1 H 0 0 N N N 17.546 49.677 22.240 -0.431 -1.971 -5.643 HB11 HCP 30 
HCP HB12 2HB1 H 0 0 N N N 15.888 49.579 22.243 1.254  -1.889 -5.057 HB12 HCP 31 
HCP HB21 1HB2 H 0 0 N N N 17.399 52.186 22.519 -0.674 -3.513 -3.909 HB21 HCP 32 
HCP HB22 2HB2 H 0 0 N N N 15.739 52.088 22.524 0.715  -2.848 -2.995 HB22 HCP 33 
HCP HA21 1HA2 H 0 0 N N N 16.114 53.322 20.333 -1.147 -2.023 -1.713 HA21 HCP 34 
HCP HA22 2HA2 H 0 0 N N N 17.538 52.582 20.011 -2.140 -1.743 -3.182 HA22 HCP 35 
HCP HO6  HO6  H 0 1 N N N 12.644 51.004 21.906 -3.640 1.463  -3.485 HO6  HCP 36 
HCP HO8  HO8  H 0 1 N N N 12.418 49.863 19.704 -2.701 0.009  -1.019 HO8  HCP 37 
HCP HO1  HO1  H 0 1 N N N 14.672 52.485 17.088 3.011  1.135  -1.854 HO1  HCP 38 
HCP HC21 1HC2 H 0 0 N N N 15.262 54.827 14.504 5.741  -0.431 0.116  HC21 HCP 39 
HCP HC22 2HC2 H 0 0 N N N 15.689 54.437 12.783 5.254  1.039  -0.759 HC22 HCP 40 
HCP HC23 3HC2 H 0 0 N N N 14.429 53.536 13.730 5.815  1.151  0.926  HC23 HCP 41 
HCP HC51 1HC5 H 0 0 N N N 19.216 50.379 17.175 -0.733 0.664  1.821  HC51 HCP 42 
HCP HC52 2HC5 H 0 0 N N N 20.223 50.744 15.848 -0.494 -1.098 1.859  HC52 HCP 43 
HCP HO3  HO3  H 0 1 N N N 19.915 46.222 17.260 -2.477 -0.378 6.022  HO3  HCP 44 
HCP HO4  HO4  H 0 1 N N N 21.761 47.666 16.500 -2.092 1.724  3.899  HO4  HCP 45 
# 
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 
HCP C3  C2   DOUB Y N 1  
HCP C3  C4   SING Y N 2  
HCP C3  O1   SING N N 3  
HCP C2  N1   SING Y N 4  
HCP C2  C2A  SING N N 5  
HCP N1  C6   DOUB Y N 6  
HCP C6  C5   SING Y N 7  
HCP C6  HC6  SING N N 8  
HCP C4  C4A  SING N N 9  
HCP C4  C5   DOUB Y N 10 
HCP C4A N2   DOUB N N 11 
HCP C4A HC4  SING N N 12 
HCP N2  C    SING N N 13 
HCP C   CA1  SING N N 14 
HCP C   CA2  SING N N 15 
HCP C   P2   SING N N 16 
HCP CA1 CB1  SING N N 17 
HCP CA1 HA11 SING N N 18 
HCP CA1 HA12 SING N N 19 
HCP CB1 CB2  SING N N 20 
HCP CB1 HB11 SING N N 21 
HCP CB1 HB12 SING N N 22 
HCP CB2 CA2  SING N N 23 
HCP CB2 HB21 SING N N 24 
HCP CB2 HB22 SING N N 25 
HCP CA2 HA21 SING N N 26 
HCP CA2 HA22 SING N N 27 
HCP P2  O6   SING N N 28 
HCP P2  O7   DOUB N N 29 
HCP P2  O8   SING N N 30 
HCP O6  HO6  SING N N 31 
HCP O8  HO8  SING N N 32 
HCP O1  HO1  SING N N 33 
HCP C2A HC21 SING N N 34 
HCP C2A HC22 SING N N 35 
HCP C2A HC23 SING N N 36 
HCP C5  C5A  SING N N 37 
HCP C5A O2   SING N N 38 
HCP C5A HC51 SING N N 39 
HCP C5A HC52 SING N N 40 
HCP O2  P1   SING N N 41 
HCP P1  O5   DOUB N N 42 
HCP P1  O3   SING N N 43 
HCP P1  O4   SING N N 44 
HCP O3  HO3  SING N N 45 
HCP O4  HO4  SING N N 46 
# 
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 
HCP SMILES           ACDLabs              10.04 O=P(O)(O)C2(/N=C/c1c(cnc(c1O)C)COP(=O)(O)O)CCCC2                                                                                                                    
HCP InChI            InChI                1.02b InChI=1/C13H20N2O8P2/c1-9-12(16)11(10(6-14-9)8-23-25(20,21)22)7-15-13(24(17,18)19)4-2-3-5-13/h6-7,16H,2-5,8H2,1H3,(H2,17,18,19)(H2,20,21,22)/b15-7+/f/h17-18,20-21H 
HCP InChIKey         InChI                1.02b NPYNJFSRGFRPCR-RXSBNWCIDC                                                                                                                                           
HCP SMILES_CANONICAL CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(C=NC2(CCCC2)[P](O)(O)=O)c1O                                                                                                                  
HCP SMILES           CACTVS               3.341 Cc1ncc(CO[P](O)(O)=O)c(C=NC2(CCCC2)[P](O)(O)=O)c1O                                                                                                                  
HCP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)C=NC2(CCCC2)P(=O)(O)O)O                                                                                                                    
HCP SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(c(c(cn1)COP(=O)(O)O)C=NC2(CCCC2)P(=O)(O)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 
HCP "SYSTEMATIC NAME" ACDLabs              10.04 "(1-{[(1E)-{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl}methylidene]amino}cyclopentyl)phosphonic acid" 
HCP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[1-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)pyridin-4-yl]methylideneamino]cyclopentyl]phosphonic acid"          
# 
