data_ZEB
# 
_chem_comp.id                                    ZEB 
_chem_comp.name                                  4-HYDROXY-3,4-DIHYDRO-ZEBULARINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H14 N2 O6" 
_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                        246.217 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ZEB 
_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        1CTU 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
ZEB N1     N1     N 0 1 N N N 35.176 48.855 8.890  -0.349 0.351  -1.022 N1     ZEB 1  
ZEB C2     C2     C 0 1 N N N 36.094 48.205 8.194  0.328  -0.747 -1.382 C2     ZEB 2  
ZEB O2     O2     O 0 1 N N N 37.258 48.567 8.266  0.759  -1.486 -0.518 O2     ZEB 3  
ZEB N3     N3     N 0 1 N N N 35.739 47.154 7.438  0.535  -1.061 -2.677 N3     ZEB 4  
ZEB C4     C4     C 0 1 N N R 34.380 46.673 7.423  0.006  -0.154 -3.709 C4     ZEB 5  
ZEB O4     O4     O 0 1 N N N 33.648 46.655 5.906  1.104  0.285  -4.511 O4     ZEB 6  
ZEB C5     C5     C 0 1 N N N 33.435 47.489 8.228  -0.743 1.072  -3.233 C5     ZEB 7  
ZEB C6     C6     C 0 1 N N N 33.878 48.548 8.909  -0.877 1.253  -1.932 C6     ZEB 8  
ZEB "C1'"  "C1'"  C 0 1 N N R 35.625 50.352 9.364  -0.535 0.615  0.406  "C1'"  ZEB 9  
ZEB "C2'"  "C2'"  C 0 1 N N R 35.686 51.799 8.943  -1.218 -0.589 1.103  "C2'"  ZEB 10 
ZEB "O2'"  "O2'"  O 0 1 N N N 36.720 51.935 7.919  -2.640 -0.498 1.000  "O2'"  ZEB 11 
ZEB "C3'"  "C3'"  C 0 1 N N S 36.041 52.394 10.251 -0.758 -0.416 2.574  "C3'"  ZEB 12 
ZEB "O3'"  "O3'"  O 0 1 N N N 37.411 52.653 10.373 -1.772 0.234  3.342  "O3'"  ZEB 13 
ZEB "C4'"  "C4'"  C 0 1 N N R 35.604 51.371 11.288 0.501  0.465  2.471  "C4'"  ZEB 14 
ZEB "O4'"  "O4'"  O 0 1 N N N 35.861 50.087 10.736 0.739  0.713  1.075  "O4'"  ZEB 15 
ZEB "C5'"  "C5'"  C 0 1 N N N 34.254 51.551 11.827 1.699  -0.264 3.082  "C5'"  ZEB 16 
ZEB "O5'"  "O5'"  O 0 1 N N N 33.493 51.982 10.706 2.862  0.558  2.975  "O5'"  ZEB 17 
ZEB HN3    HN3    H 0 1 N N N 36.485 46.730 6.887  1.024  -1.862 -2.922 HN3    ZEB 18 
ZEB H4     H4     H 0 1 N N N 34.530 45.647 7.832  -0.662 -0.729 -4.349 H4     ZEB 19 
ZEB HO4    HO4    H 0 1 N N N 32.752 46.338 5.896  1.571  -0.508 -4.805 HO4    ZEB 20 
ZEB H5     H5     H 0 1 N N N 32.352 47.299 8.324  -1.157 1.778  -3.938 H5     ZEB 21 
ZEB H6     H6     H 0 1 N N N 33.172 49.168 9.486  -1.409 2.120  -1.570 H6     ZEB 22 
ZEB "H1'"  "H1'"  H 0 1 N N N 35.801 50.726 8.328  -1.118 1.524  0.554  "H1'"  ZEB 23 
ZEB "H2'"  "H2'"  H 0 1 N N N 34.782 52.261 8.482  -0.859 -1.532 0.689  "H2'"  ZEB 24 
ZEB HO2    HO2    H 0 1 N N N 36.758 52.846 7.653  -3.003 -1.273 1.451  HO2    ZEB 25 
ZEB "H3'"  "H3'"  H 0 1 N N N 35.539 53.381 10.378 -0.511 -1.383 3.012  "H3'"  ZEB 26 
ZEB HO3    HO3    H 0 1 N N N 37.638 53.034 11.212 -1.431 0.314  4.244  HO3    ZEB 27 
ZEB "H4'"  "H4'"  H 0 1 N N N 36.203 51.513 12.217 0.336  1.408  2.992  "H4'"  ZEB 28 
ZEB "H5'1" "1H5'" H 0 0 N N N 33.842 50.652 12.343 1.865  -1.200 2.548  "H5'1" ZEB 29 
ZEB "H5'2" "2H5'" H 0 0 N N N 34.198 52.231 12.708 1.498  -0.475 4.132  "H5'2" ZEB 30 
ZEB HO5    HO5    H 0 1 N N N 32.617 52.098 11.055 3.592  0.062  3.371  HO5    ZEB 31 
# 
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 
ZEB N1    C2     SING N N 1  
ZEB N1    C6     SING N N 2  
ZEB N1    "C1'"  SING N N 3  
ZEB C2    O2     DOUB N N 4  
ZEB C2    N3     SING N N 5  
ZEB N3    C4     SING N N 6  
ZEB N3    HN3    SING N N 7  
ZEB C4    O4     SING N N 8  
ZEB C4    C5     SING N N 9  
ZEB C4    H4     SING N N 10 
ZEB O4    HO4    SING N N 11 
ZEB C5    C6     DOUB N N 12 
ZEB C5    H5     SING N N 13 
ZEB C6    H6     SING N N 14 
ZEB "C1'" "C2'"  SING N N 15 
ZEB "C1'" "O4'"  SING N N 16 
ZEB "C1'" "H1'"  SING N N 17 
ZEB "C2'" "O2'"  SING N N 18 
ZEB "C2'" "C3'"  SING N N 19 
ZEB "C2'" "H2'"  SING N N 20 
ZEB "O2'" HO2    SING N N 21 
ZEB "C3'" "O3'"  SING N N 22 
ZEB "C3'" "C4'"  SING N N 23 
ZEB "C3'" "H3'"  SING N N 24 
ZEB "O3'" HO3    SING N N 25 
ZEB "C4'" "O4'"  SING N N 26 
ZEB "C4'" "C5'"  SING N N 27 
ZEB "C4'" "H4'"  SING N N 28 
ZEB "C5'" "O5'"  SING N N 29 
ZEB "C5'" "H5'1" SING N N 30 
ZEB "C5'" "H5'2" SING N N 31 
ZEB "O5'" HO5    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 
ZEB SMILES           ACDLabs              10.04 O=C1NC(O)C=CN1C2OC(C(O)C2O)CO                                                                                                
ZEB InChI            InChI                1.02b InChI=1/C9H14N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4-8,12-15H,3H2,(H,10,16)/t4-,5-,6-,7-,8-/m1/s1/f/h10H 
ZEB InChIKey         InChI                1.02b LUOTYVSEHPPZEM-XXWFYTGCDP                                                                                                    
ZEB SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=C[C@@H](O)NC2=O                                                                          
ZEB SMILES           CACTVS               3.341 OC[CH]1O[CH]([CH](O)[CH]1O)N2C=C[CH](O)NC2=O                                                                                 
ZEB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1=CN(C(=O)N[C@@H]1O)C2[C@@H]([C@@H]([C@H](O2)CO)O)O                                                                         
ZEB SMILES           "OpenEye OEToolkits" 1.5.0 C1=CN(C(=O)NC1O)C2C(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 
ZEB "SYSTEMATIC NAME" ACDLabs              10.04 (4R)-4-hydroxy-1-beta-D-ribofuranosyl-3,4-dihydropyrimidin-2(1H)-one                                
ZEB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4R)-1-[(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-3,4-dihydropyrimidin-2-one 
# 
