data_KHP
# 
_chem_comp.id                                    KHP 
_chem_comp.name                                  2-HYDROXYMETHYL-5-(4-NITRO-PHENOXY)-TETRAHYDRO-FURAN-3,4-DIOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H13 N O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         4-NITROPHENYL-ARA 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-09-12 
_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                        271.223 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KHP 
_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        1QW9 
_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 
KHP "O5'"  O5*   O 0  1 N N N 86.247 24.738 35.532 -2.311 3.302  0.639  "O5'"  KHP 1  
KHP C5B    C5*   C 0  1 N N N 87.510 24.958 35.590 -3.088 2.351  -0.092 C5B    KHP 2  
KHP C4B    C4*   C 0  1 N N S 88.008 26.192 36.352 -2.770 0.941  0.407  C4B    KHP 3  
KHP "O4'"  O4*   O 0  1 N N N 87.694 26.006 37.733 -1.424 0.580  0.059  "O4'"  KHP 4  
KHP C1B    C1*   C 0  1 N N S 87.769 27.290 38.337 -1.362 -0.810 -0.283 C1B    KHP 5  
KHP C2B    C2*   C 0  1 N N R 87.492 28.304 37.235 -2.794 -1.378 -0.184 C2B    KHP 6  
KHP O2B    O2*   O 0  1 N N N 86.441 29.217 37.532 -3.056 -2.286 -1.255 O2B    KHP 7  
KHP C3B    C3*   C 0  1 N N R 87.324 27.500 35.966 -3.668 -0.099 -0.309 C3B    KHP 8  
KHP O3B    O3*   O 0  1 N N N 87.917 28.169 34.889 -4.917 -0.260 0.367  O3B    KHP 9  
KHP "O1'"  O1*   O 0  1 N N N 89.110 27.585 38.797 -0.502 -1.495 0.630  "O1'"  KHP 10 
KHP "C1'"  "C1'" C 0  1 Y N N 89.583 26.874 39.958 0.753  -1.021 0.417  "C1'"  KHP 11 
KHP "C2'"  "C2'" C 0  1 Y N N 90.869 26.476 39.927 1.815  -1.507 1.166  "C2'"  KHP 12 
KHP "C3'"  "C3'" C 0  1 Y N N 91.387 25.800 40.966 3.091  -1.024 0.949  "C3'"  KHP 13 
KHP "C4'"  "C4'" C 0  1 Y N N 90.630 25.519 42.038 3.310  -0.056 -0.015 "C4'"  KHP 14 
KHP "N1'"  "N1'" N 1  1 N N N 91.167 24.848 43.068 4.677  0.461  -0.245 "N1'"  KHP 15 
KHP "O3'"  "O3'" O -1 1 N N N 90.495 24.577 44.056 5.609  0.034  0.413  "O3'"  KHP 16 
KHP "O2'"  "O2'" O 0  1 N N N 92.339 24.493 43.022 4.871  1.313  -1.093 "O2'"  KHP 17 
KHP "C5'"  "C5'" C 0  1 Y N N 89.344 25.912 42.071 2.253  0.430  -0.762 "C5'"  KHP 18 
KHP "C6'"  "C6'" C 0  1 Y N N 88.822 26.587 41.026 0.976  -0.054 -0.552 "C6'"  KHP 19 
KHP H5B    H5*   H 0  1 N N N 85.939 23.974 35.060 -2.542 4.176  0.294  H5B    KHP 20 
KHP "H5'1" 1H5*  H 0  0 N N N 87.920 24.984 34.553 -4.148 2.558  0.055  "H5'1" KHP 21 
KHP "H5'2" 2H5*  H 0  0 N N N 88.016 24.053 35.999 -2.848 2.424  -1.153 "H5'2" KHP 22 
KHP "H4'"  H4*   H 0  1 N N N 89.094 26.277 36.115 -2.910 0.881  1.487  "H4'"  KHP 23 
KHP "H1'"  H1*   H 0  1 N N N 87.056 27.325 39.194 -0.989 -0.924 -1.300 "H1'"  KHP 24 
KHP H2B    H2*   H 0  1 N N N 88.344 29.014 37.117 -2.954 -1.862 0.780  H2B    KHP 25 
KHP H1     H1    H 0  1 N N N 86.268 29.850 36.845 -2.423 -3.012 -1.168 H1     KHP 26 
KHP H3B    H3*   H 0  1 N N N 86.276 27.337 35.622 -3.822 0.171  -1.354 H3B    KHP 27 
KHP H2     H2    H 0  1 N N N 87.491 28.984 34.649 -5.375 -0.994 -0.064 H2     KHP 28 
KHP "H2'"  "H2'" H 0  1 N N N 91.498 26.704 39.050 1.645  -2.262 1.919  "H2'"  KHP 29 
KHP "H3'"  "H3'" H 0  1 N N N 92.440 25.474 40.939 3.918  -1.402 1.531  "H3'"  KHP 30 
KHP "H5'"  "H5'" H 0  1 N N N 88.720 25.682 42.951 2.427  1.186  -1.514 "H5'"  KHP 31 
KHP "H6'"  "H6'" H 0  1 N N N 87.766 26.906 41.045 0.151  0.326  -1.136 "H6'"  KHP 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 
KHP "O5'" C5B    SING N N 1  
KHP "O5'" H5B    SING N N 2  
KHP C5B   C4B    SING N N 3  
KHP C5B   "H5'1" SING N N 4  
KHP C5B   "H5'2" SING N N 5  
KHP C4B   "O4'"  SING N N 6  
KHP C4B   C3B    SING N N 7  
KHP C4B   "H4'"  SING N N 8  
KHP "O4'" C1B    SING N N 9  
KHP C1B   C2B    SING N N 10 
KHP C1B   "O1'"  SING N N 11 
KHP C1B   "H1'"  SING N N 12 
KHP C2B   O2B    SING N N 13 
KHP C2B   C3B    SING N N 14 
KHP C2B   H2B    SING N N 15 
KHP O2B   H1     SING N N 16 
KHP C3B   O3B    SING N N 17 
KHP C3B   H3B    SING N N 18 
KHP O3B   H2     SING N N 19 
KHP "O1'" "C1'"  SING N N 20 
KHP "C1'" "C2'"  DOUB Y N 21 
KHP "C1'" "C6'"  SING Y N 22 
KHP "C2'" "C3'"  SING Y N 23 
KHP "C2'" "H2'"  SING N N 24 
KHP "C3'" "C4'"  DOUB Y N 25 
KHP "C3'" "H3'"  SING N N 26 
KHP "C4'" "N1'"  SING N N 27 
KHP "C4'" "C5'"  SING Y N 28 
KHP "N1'" "O3'"  SING N N 29 
KHP "N1'" "O2'"  DOUB N N 30 
KHP "C5'" "C6'"  DOUB Y N 31 
KHP "C5'" "H5'"  SING N N 32 
KHP "C6'" "H6'"  SING N N 33 
# 
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 
KHP SMILES           ACDLabs              10.04 [O-][N+](=O)c2ccc(OC1OC(C(O)C1O)CO)cc2                                                                           
KHP InChI            InChI                1.02b InChI=1/C11H13NO7/c13-5-8-9(14)10(15)11(19-8)18-7-3-1-6(2-4-7)12(16)17/h1-4,8-11,13-15H,5H2/t8-,9-,10+,11+/m0/s1 
KHP InChIKey         InChI                1.02b DUYYBTBDYZXISX-UKKRHICBBR                                                                                        
KHP SMILES_CANONICAL CACTVS               3.341 OC[C@@H]1O[C@@H](Oc2ccc(cc2)[N+]([O-])=O)[C@H](O)[C@H]1O                                                         
KHP SMILES           CACTVS               3.341 OC[CH]1O[CH](Oc2ccc(cc2)[N+]([O-])=O)[CH](O)[CH]1O                                                               
KHP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1[N+](=O)[O-])O[C@H]2[C@@H]([C@H]([C@@H](O2)CO)O)O                                                       
KHP SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1[N+](=O)[O-])OC2C(C(C(O2)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 
KHP "SYSTEMATIC NAME" ACDLabs              10.04 "4-nitrophenyl alpha-L-arabinofuranoside"                          
KHP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S,3R,4R,5S)-2-(hydroxymethyl)-5-(4-nitrophenoxy)oxolane-3,4-diol 
# 
