data_DIH
# 
_chem_comp.id                                    DIH 
_chem_comp.name                                  3-HYDROXY-4-HYDROXYMETHYL-1-(4-OXO-4,4A,5,7A-TETRAHYDRO-3H-PYRROLO[3,2-D]PYRIMIDIN-7-YLMETHYL)-PYRROLIDINIUM 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H19 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;4'-DEAZA-1'-AZA-2'-DEOXY-1'-(9-METHYLENE)-IMMUCILLIN-H, (3R,4R)-N-[9-DEAZAHYPOXANTHIN-9-YL)METHYL]-4-HYDROXYMETHYL-PYRROLIDIN-3-OL
;
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2002-11-05 
_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                        267.304 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DIH 
_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        1N3I 
_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 
DIH "O5'"  O5*  O 0 1 N N N 54.786 13.576 44.032 5.532  1.026  -0.895 "O5'"  DIH 1  
DIH "C5'"  C5*  C 0 1 N N N 54.963 14.914 44.471 4.416  1.405  -0.086 "C5'"  DIH 2  
DIH "C4'"  C4*  C 0 1 N N R 56.246 15.618 44.734 3.678  0.150  0.385  "C4'"  DIH 3  
DIH "C6'"  C6*  C 0 1 N N N 57.046 15.634 43.503 2.525  0.532  1.332  "C6'"  DIH 4  
DIH "C3'"  C3*  C 0 1 N N R 56.071 17.032 45.172 3.003  -0.557 -0.812 "C3'"  DIH 5  
DIH "O3'"  O3*  O 0 1 N N N 56.905 17.466 46.228 3.776  -1.677 -1.248 "O3'"  DIH 6  
DIH "C2'"  C2*  C 0 1 N N N 56.212 17.632 43.827 1.648  -1.024 -0.218 "C2'"  DIH 7  
DIH "N1'"  N1*  N 1 1 N N N 57.355 17.020 43.210 1.270  0.092  0.686  "N1'"  DIH 8  
DIH C10    C10  C 0 1 N N N 57.511 17.229 41.789 0.315  -0.376 1.700  C10    DIH 9  
DIH C9     C9   C 0 1 N N N 56.642 16.797 40.666 -0.999 -0.704 1.039  C9     DIH 10 
DIH C8     C8   C 0 1 N N N 56.744 15.687 39.837 -1.408 -1.906 0.615  C8     DIH 11 
DIH N7     N7   N 0 1 N N N 55.807 15.580 38.925 -2.687 -1.843 0.022  N7     DIH 12 
DIH C5     C5   C 0 1 N N R 54.998 16.689 39.129 -2.756 -0.480 -0.498 C5     DIH 13 
DIH C6     C6   C 0 1 N N N 53.786 17.131 38.430 -4.088 0.174  -0.674 C6     DIH 14 
DIH O6     O6   O 0 1 N N N 53.238 16.570 37.484 -5.114 -0.419 -0.929 O6     DIH 15 
DIH N1     N1   N 0 1 N N N 53.217 18.351 38.936 -4.029 1.557  -0.517 N1     DIH 16 
DIH C2     C2   C 0 1 N N N 53.753 19.104 40.030 -2.819 2.193  -0.318 C2     DIH 17 
DIH N3     N3   N 0 1 N N N 54.902 18.686 40.695 -1.834 1.593  0.305  N3     DIH 18 
DIH C4     C4   C 0 1 N N R 55.490 17.466 40.207 -2.108 0.245  0.732  C4     DIH 19 
DIH "HO5'" *HO5 H 0 0 N N N 53.966 13.126 43.864 5.968  1.844  -1.170 "HO5'" DIH 20 
DIH "H5'1" 1H5* H 0 0 N N N 54.365 15.010 45.407 4.768  1.966  0.780  "H5'1" DIH 21 
DIH "H5'2" 2H5* H 0 0 N N N 54.409 15.550 43.742 3.738  2.027  -0.671 "H5'2" DIH 22 
DIH "H4'"  H4*  H 0 1 N N N 56.745 15.061 45.561 4.369  -0.529 0.885  "H4'"  DIH 23 
DIH "H6'1" 1H6* H 0 0 N N N 56.551 15.108 42.654 2.647  0.025  2.289  "H6'1" DIH 24 
DIH "H6'2" 2H6* H 0 0 N N N 57.953 14.988 43.563 2.509  1.612  1.480  "H6'2" DIH 25 
DIH "H3'"  H3*  H 0 1 N N N 55.132 17.308 45.706 2.844  0.143  -1.632 "H3'"  DIH 26 
DIH "HO3'" *HO3 H 0 0 N N N 56.794 18.367 46.507 3.264  -2.118 -1.940 "HO3'" DIH 27 
DIH "H2'1" 1H2* H 0 0 N N N 56.270 18.745 43.848 1.775  -1.948 0.345  "H2'1" DIH 28 
DIH "H2'2" 2H2* H 0 0 N N N 55.286 17.549 43.212 0.905  -1.150 -1.006 "H2'2" DIH 29 
DIH "H1'"  H1*  H 0 1 N N N 58.238 17.397 43.555 0.868  0.850  0.154  "H1'"  DIH 30 
DIH H101   1H10 H 0 0 N N N 58.523 16.830 41.545 0.710  -1.268 2.185  H101   DIH 31 
DIH H102   2H10 H 0 0 N N N 57.619 18.332 41.667 0.163  0.406  2.444  H102   DIH 32 
DIH H8     H8   H 0 1 N N N 57.536 14.922 39.900 -0.830 -2.813 0.713  H8     DIH 33 
DIH H7     H7   H 0 1 N N N 55.308 14.691 38.943 -3.360 -2.539 -0.028 H7     DIH 34 
DIH H5     H5   H 0 1 N N N 54.352 16.376 38.276 -2.146 -0.372 -1.395 H5     DIH 35 
DIH H1     H1   H 0 1 N N N 52.373 18.708 38.487 -4.849 2.075  -0.547 H1     DIH 36 
DIH H2     H2   H 0 1 N N N 53.266 20.034 40.371 -2.683 3.201  -0.682 H2     DIH 37 
DIH H4     H4   H 0 1 N N N 55.161 18.401 40.718 -2.818 0.262  1.559  H4     DIH 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 
DIH "O5'" "C5'"  SING N N 1  
DIH "O5'" "HO5'" SING N N 2  
DIH "C5'" "C4'"  SING N N 3  
DIH "C5'" "H5'1" SING N N 4  
DIH "C5'" "H5'2" SING N N 5  
DIH "C4'" "C6'"  SING N N 6  
DIH "C4'" "C3'"  SING N N 7  
DIH "C4'" "H4'"  SING N N 8  
DIH "C6'" "N1'"  SING N N 9  
DIH "C6'" "H6'1" SING N N 10 
DIH "C6'" "H6'2" SING N N 11 
DIH "C3'" "O3'"  SING N N 12 
DIH "C3'" "C2'"  SING N N 13 
DIH "C3'" "H3'"  SING N N 14 
DIH "O3'" "HO3'" SING N N 15 
DIH "C2'" "N1'"  SING N N 16 
DIH "C2'" "H2'1" SING N N 17 
DIH "C2'" "H2'2" SING N N 18 
DIH "N1'" C10    SING N N 19 
DIH "N1'" "H1'"  SING N N 20 
DIH C10   C9     SING N N 21 
DIH C10   H101   SING N N 22 
DIH C10   H102   SING N N 23 
DIH C9    C8     DOUB N N 24 
DIH C9    C4     SING N N 25 
DIH C8    N7     SING N N 26 
DIH C8    H8     SING N N 27 
DIH N7    C5     SING N N 28 
DIH N7    H7     SING N N 29 
DIH C5    C6     SING N N 30 
DIH C5    C4     SING N N 31 
DIH C5    H5     SING N N 32 
DIH C6    O6     DOUB N N 33 
DIH C6    N1     SING N N 34 
DIH N1    C2     SING N N 35 
DIH N1    H1     SING N N 36 
DIH C2    N3     DOUB N N 37 
DIH C2    H2     SING N N 38 
DIH N3    C4     SING N N 39 
DIH C4    H4     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 
DIH SMILES           ACDLabs              10.04 O=C1NC=NC2C(=CNC12)C[NH+]3CC(CO)C(O)C3                                                                                                                             
DIH InChI            InChI                1.02b InChI=1/C12H18N4O3/c17-5-8-3-16(4-9(8)18)2-7-1-13-11-10(7)14-6-15-12(11)19/h1,6,8-11,13,17-18H,2-5H2,(H,14,15,19)/p+1/t8-,9+,10?,11?/m1/s1/fC12H19N4O3/h15-16H/q+1 
DIH InChIKey         InChI                1.02b WFVGWLHAOKEIOJ-IZVJXULBDF                                                                                                                                          
DIH SMILES_CANONICAL CACTVS               3.341 OC[C@H]1C[NH+](C[C@@H]1O)CC2=CN[C@@H]3[C@@H]2N=CNC3=O                                                                                                              
DIH SMILES           CACTVS               3.341 OC[CH]1C[NH+](C[CH]1O)CC2=CN[CH]3[CH]2N=CNC3=O                                                                                                                     
DIH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@@H]([C@H](C[N@@H+]1CC2=CNC3C2N=CNC3=O)O)CO                                                                                                                    
DIH SMILES           "OpenEye OEToolkits" 1.5.0 C1C(C(C[NH+]1CC2=CNC3C2N=CNC3=O)O)CO                                                                                                                               
# 
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 
DIH "SYSTEMATIC NAME" ACDLabs              10.04 (1S,3R,4R)-3-hydroxy-4-(hydroxymethyl)-1-{[(4aR,7aR)-4-oxo-4,4a,5,7a-tetrahydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl]methyl}pyrrolidinium 
DIH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 7-[[(1S,3R,4R)-3-hydroxy-4-(hydroxymethyl)pyrrolidin-1-ium-1-yl]methyl]-3,4a,5,7a-tetrahydropyrrolo[2,3-e]pyrimidin-4-one            
# 
