data_IRP
# 
_chem_comp.id                                    IRP 
_chem_comp.name                                  (1S)-1(9-DEAZAHYPOXANTHIN-9YL)1,4-DIDEOXY-1,4-IMINO-D-RIBITOL-5-PHOSPHATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H15 N4 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        346.233 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IRP 
_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        1CJB 
_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 
IRP P      P    P 0 1 N N N 65.962 35.535 71.638 -1.003 0.058  -4.742 P      IRP 1  
IRP O1P    O1P  O 0 1 N N N 66.247 36.934 71.256 -2.099 1.034  -5.404 O1P    IRP 2  
IRP O2P    O2P  O 0 1 N N N 65.598 34.682 70.505 0.173  -0.225 -5.803 O2P    IRP 3  
IRP O3P    O3P  O 0 1 N N N 67.096 35.001 72.421 -1.645 -1.220 -4.364 O3P    IRP 4  
IRP "O5'"  O5*  O 0 1 N N N 64.832 35.552 72.703 -0.385 0.757  -3.430 "O5'"  IRP 5  
IRP "C5'"  C5*  C 0 1 N N N 63.897 36.583 72.970 0.574  -0.152 -2.890 "C5'"  IRP 6  
IRP "C4'"  C4*  C 0 1 N N R 62.690 35.921 73.516 1.202  0.453  -1.634 "C4'"  IRP 7  
IRP "N4'"  N4*  N 0 1 N N N 63.020 35.129 74.658 0.167  0.663  -0.599 "N4'"  IRP 8  
IRP "C3'"  C3*  C 0 1 N N R 61.679 36.952 73.904 2.240  -0.519 -1.044 "C3'"  IRP 9  
IRP "O3'"  O3*  O 0 1 N N N 60.465 36.603 73.245 3.530  0.094  -1.005 "O3'"  IRP 10 
IRP "C2'"  C2*  C 0 1 N N S 61.618 36.829 75.395 1.745  -0.819 0.389  "C2'"  IRP 11 
IRP "O2'"  O2*  O 0 1 N N N 60.277 36.679 75.854 2.841  -0.878 1.305  "O2'"  IRP 12 
IRP "C1'"  C1*  C 0 1 N N S 62.476 35.628 75.869 0.834  0.397  0.700  "C1'"  IRP 13 
IRP C9     C9   C 0 1 Y N N 63.644 36.150 76.710 -0.181 0.047  1.757  C9     IRP 14 
IRP C8     C8   C 0 1 Y N N 64.950 36.364 76.250 -1.377 -0.540 1.546  C8     IRP 15 
IRP N7     N7   N 0 1 Y N N 65.780 36.824 77.132 -2.020 -0.699 2.735  N7     IRP 16 
IRP C4     C4   C 0 1 Y N N 63.701 36.537 78.065 -0.049 0.271  3.144  C4     IRP 17 
IRP O6     O6   O 0 1 N N N 66.539 37.813 79.915 -2.360 -0.501 5.703  O6     IRP 18 
IRP C6     C6   C 0 1 Y N N 65.415 37.418 79.584 -1.357 -0.096 5.139  C6     IRP 19 
IRP N1     N1   N 0 1 Y N N 64.362 37.401 80.519 -0.348 0.463  5.842  N1     IRP 20 
IRP C2     C2   C 0 1 Y N N 63.052 36.974 80.240 0.767  0.911  5.210  C2     IRP 21 
IRP N3     N3   N 0 1 Y N N 62.675 36.529 79.002 0.913  0.825  3.919  N3     IRP 22 
IRP C5     C5   C 0 1 Y N N 65.020 36.948 78.289 -1.223 -0.202 3.740  C5     IRP 23 
IRP HO1    HO1  H 0 1 N N N 66.483 37.487 71.991 -2.443 0.579  -6.185 HO1    IRP 24 
IRP HO2    HO2  H 0 1 N N N 65.414 33.782 70.750 0.564  0.631  -6.022 HO2    IRP 25 
IRP "H5'1" 1H5* H 0 0 N N N 64.299 37.384 73.632 1.352  -0.341 -3.630 "H5'1" IRP 26 
IRP "H5'2" 2H5* H 0 0 N N N 63.685 37.228 72.085 0.082  -1.090 -2.634 "H5'2" IRP 27 
IRP "H4'"  H4*  H 0 1 N N N 62.267 35.255 72.727 1.680  1.402  -1.879 "H4'"  IRP 28 
IRP "HN'4" 4HN* H 0 0 N N N 64.030 35.012 74.736 -0.060 1.646  -0.612 "HN'4" IRP 29 
IRP "H3'"  H3*  H 0 1 N N N 61.903 38.006 73.620 2.276  -1.436 -1.632 "H3'"  IRP 30 
IRP "HO'3" 3HO* H 0 0 N N N 59.822 37.258 73.491 4.133  -0.548 -0.608 "HO'3" IRP 31 
IRP "H2'"  H2*  H 0 1 N N N 62.027 37.770 75.829 1.173  -1.747 0.414  "H2'"  IRP 32 
IRP "HO'2" 2HO* H 0 0 N N N 60.238 36.601 76.800 3.368  -1.651 1.061  "HO'2" IRP 33 
IRP "H1'"  H1*  H 0 1 N N N 61.897 34.883 76.464 1.430  1.255  1.010  "H1'"  IRP 34 
IRP H8     H8   H 0 1 N N N 65.313 36.176 75.225 -1.764 -0.839 0.583  H8     IRP 35 
IRP H7     H7   H 0 1 N N N 66.764 37.031 76.961 -2.896 -1.097 2.855  H7     IRP 36 
IRP H1     H1   H 0 1 N N N 64.562 37.721 81.466 -0.420 0.545  6.805  H1     IRP 37 
IRP H2     H2   H 0 1 N N N 62.282 36.988 81.030 1.558  1.354  5.797  H2     IRP 38 
# 
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 
IRP P     O1P    SING N N 1  
IRP P     O2P    SING N N 2  
IRP P     O3P    DOUB N N 3  
IRP P     "O5'"  SING N N 4  
IRP O1P   HO1    SING N N 5  
IRP O2P   HO2    SING N N 6  
IRP "O5'" "C5'"  SING N N 7  
IRP "C5'" "C4'"  SING N N 8  
IRP "C5'" "H5'1" SING N N 9  
IRP "C5'" "H5'2" SING N N 10 
IRP "C4'" "N4'"  SING N N 11 
IRP "C4'" "C3'"  SING N N 12 
IRP "C4'" "H4'"  SING N N 13 
IRP "N4'" "C1'"  SING N N 14 
IRP "N4'" "HN'4" SING N N 15 
IRP "C3'" "O3'"  SING N N 16 
IRP "C3'" "C2'"  SING N N 17 
IRP "C3'" "H3'"  SING N N 18 
IRP "O3'" "HO'3" SING N N 19 
IRP "C2'" "O2'"  SING N N 20 
IRP "C2'" "C1'"  SING N N 21 
IRP "C2'" "H2'"  SING N N 22 
IRP "O2'" "HO'2" SING N N 23 
IRP "C1'" C9     SING N N 24 
IRP "C1'" "H1'"  SING N N 25 
IRP C9    C8     DOUB Y N 26 
IRP C9    C4     SING Y N 27 
IRP C8    N7     SING Y N 28 
IRP C8    H8     SING N N 29 
IRP N7    C5     SING Y N 30 
IRP N7    H7     SING N N 31 
IRP C4    N3     SING Y N 32 
IRP C4    C5     DOUB Y N 33 
IRP O6    C6     DOUB N N 34 
IRP C6    N1     SING Y N 35 
IRP C6    C5     SING Y N 36 
IRP N1    C2     SING Y N 37 
IRP N1    H1     SING N N 38 
IRP C2    N3     DOUB Y N 39 
IRP C2    H2     SING N N 40 
# 
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 
IRP SMILES           ACDLabs              10.04 O=P(OCC3NC(c2c1N=CNC(=O)c1nc2)C(O)C3O)(O)O                                                                                                                                    
IRP InChI            InChI                1.02b InChI=1/C11H15N4O7P/c16-9-5(2-22-23(19,20)21)15-7(10(9)17)4-1-12-8-6(4)13-3-14-11(8)18/h1,3,5,7,9-10,12,15-17H,2H2,(H,13,14,18)(H2,19,20,21)/t5-,7+,9-,10+/m1/s1/f/h14,19-20H 
IRP InChIKey         InChI                1.02b VJTAXXUIRYOXBT-MSACRZFYDW                                                                                                                                                     
IRP SMILES_CANONICAL CACTVS               3.341 O[C@@H]1[C@@H](CO[P](O)(O)=O)N[C@H]([C@@H]1O)c2c[nH]c3C(=O)NC=Nc23                                                                                                            
IRP SMILES           CACTVS               3.341 O[CH]1[CH](CO[P](O)(O)=O)N[CH]([CH]1O)c2c[nH]c3C(=O)NC=Nc23                                                                                                                   
IRP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c(c2c([nH]1)C(=O)NC=N2)[C@H]3[C@@H]([C@@H]([C@H](N3)COP(=O)(O)O)O)O                                                                                                         
IRP SMILES           "OpenEye OEToolkits" 1.5.0 c1c(c2c([nH]1)C(=O)NC=N2)C3C(C(C(N3)COP(=O)(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 
IRP "SYSTEMATIC NAME" ACDLabs              10.04 "[(2R,3R,4S,5S)-3,4-dihydroxy-5-(4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)pyrrolidin-2-yl]methyl dihydrogen phosphate" 
IRP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4S,5S)-3,4-dihydroxy-5-(4-oxo-3,5-dihydropyrrolo[4,5-d]pyrimidin-7-yl)pyrrolidin-2-yl]methyl dihydrogen phosphate"     
# 
