data_IMH
# 
_chem_comp.id                                    IMH 
_chem_comp.name                                  1,4-DIDEOXY-4-AZA-1-(S)-(9-DEAZAHYPOXANTHIN-9-YL)-D-RIBITOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H14 N4 O4" 
_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                        266.253 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IMH 
_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        1B8O 
_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 
IMH "O5'"  O5*  O 0 1 N N N 21.748 90.564 76.598 2.098  1.116  4.474  "O5'"  IMH 1  
IMH "C5'"  C5*  C 0 1 N N N 21.538 89.154 76.412 1.303  -0.036 4.193  "C5'"  IMH 2  
IMH "C4'"  C4*  C 0 1 N N R 20.221 88.713 75.698 0.201  0.333  3.198  "C4'"  IMH 3  
IMH "N4'"  N4*  N 0 1 N N N 20.068 89.702 74.626 0.787  0.749  1.898  "N4'"  IMH 4  
IMH "C3'"  C3*  C 0 1 N N R 20.189 87.353 74.951 -0.642 -0.912 2.828  "C3'"  IMH 5  
IMH "O3'"  O3*  O 0 1 N N N 18.859 86.764 74.862 -1.692 -1.122 3.775  "O3'"  IMH 6  
IMH "C2'"  C2*  C 0 1 N N S 20.701 87.680 73.491 -1.220 -0.537 1.443  "C2'"  IMH 7  
IMH "O2'"  O2*  O 0 1 N N N 19.895 87.071 72.458 -2.546 -0.021 1.584  "O2'"  IMH 8  
IMH "C1'"  C1*  C 0 1 N N S 20.618 89.215 73.368 -0.279 0.550  0.893  "C1'"  IMH 9  
IMH C9     C9   C 0 1 Y N N 22.050 89.952 73.112 0.322  0.101  -0.413 C9     IMH 10 
IMH C8     C8   C 0 1 Y N N 22.284 91.271 73.243 1.462  -0.597 -0.570 C8     IMH 11 
IMH N7     N7   N 0 1 Y N N 23.662 91.548 72.946 1.690  -0.821 -1.896 N7     IMH 12 
IMH C5     C5   C 0 1 Y N N 24.205 90.285 72.646 0.681  -0.260 -2.644 C5     IMH 13 
IMH C6     C6   C 0 1 Y N N 25.600 90.006 72.264 0.401  -0.180 -4.010 C6     IMH 14 
IMH O6     O6   O 0 1 N N N 26.552 90.796 72.207 1.233  -0.743 -4.920 O6     IMH 15 
IMH N1     N1   N 0 1 Y N N 25.742 88.625 72.015 -0.696 0.457  -4.398 N1     IMH 16 
IMH C2     C2   C 0 1 Y N N 24.718 87.648 72.105 -1.516 1.009  -3.522 C2     IMH 17 
IMH N3     N3   N 0 1 Y N N 23.491 87.997 72.459 -1.298 0.962  -2.226 N3     IMH 18 
IMH C4     C4   C 0 1 Y N N 23.278 89.313 72.716 -0.222 0.336  -1.745 C4     IMH 19 
IMH "HO'5" 5HO* H 0 0 N N N 22.549 90.832 77.032 2.779  0.840  5.103  "HO'5" IMH 20 
IMH "H5'1" 1H5* H 0 0 N N N 22.413 88.717 75.876 1.933  -0.816 3.764  "H5'1" IMH 21 
IMH "H5'2" 2H5* H 0 0 N N N 21.616 88.635 77.396 0.852  -0.401 5.116  "H5'2" IMH 22 
IMH "H4'"  H4*  H 0 1 N N N 19.454 88.627 76.503 -0.432 1.121  3.604  "H4'"  IMH 23 
IMH "HN'4" 4HN* H 0 0 N N N 20.472 90.601 74.887 0.947  1.743  1.957  "HN'4" IMH 24 
IMH "H3'"  H3*  H 0 1 N N N 20.811 86.609 75.501 -0.008 -1.796 2.755  "H3'"  IMH 25 
IMH "HO'3" 3HO* H 0 0 N N N 18.839 85.931 74.404 -2.222 -1.860 3.445  "HO'3" IMH 26 
IMH "H2'"  H2*  H 0 1 N N N 21.730 87.276 73.349 -1.221 -1.405 0.784  "H2'"  IMH 27 
IMH "HO'2" 2HO* H 0 0 N N N 20.202 87.267 71.580 -3.090 -0.741 1.930  "HO'2" IMH 28 
IMH "H1'"  H1*  H 0 1 N N N 19.990 89.451 72.477 -0.830 1.479  0.747  "H1'"  IMH 29 
IMH H8     H8   H 0 1 N N N 21.498 91.986 73.537 2.101  -0.930 0.233  H8     IMH 30 
IMH HN7    HN7  H 0 1 N N N 24.148 92.444 72.947 2.450  -1.304 -2.257 HN7    IMH 31 
IMH HO6    HO6  H 0 1 N N N 27.451 90.616 71.960 0.927  -1.650 -5.056 HO6    IMH 32 
IMH H2     H2   H 0 1 N N N 24.881 86.578 71.892 -2.397 1.519  -3.884 H2     IMH 33 
# 
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 
IMH "O5'" "C5'"  SING N N 1  
IMH "O5'" "HO'5" SING N N 2  
IMH "C5'" "C4'"  SING N N 3  
IMH "C5'" "H5'1" SING N N 4  
IMH "C5'" "H5'2" SING N N 5  
IMH "C4'" "N4'"  SING N N 6  
IMH "C4'" "C3'"  SING N N 7  
IMH "C4'" "H4'"  SING N N 8  
IMH "N4'" "C1'"  SING N N 9  
IMH "N4'" "HN'4" SING N N 10 
IMH "C3'" "O3'"  SING N N 11 
IMH "C3'" "C2'"  SING N N 12 
IMH "C3'" "H3'"  SING N N 13 
IMH "O3'" "HO'3" SING N N 14 
IMH "C2'" "O2'"  SING N N 15 
IMH "C2'" "C1'"  SING N N 16 
IMH "C2'" "H2'"  SING N N 17 
IMH "O2'" "HO'2" SING N N 18 
IMH "C1'" C9     SING N N 19 
IMH "C1'" "H1'"  SING N N 20 
IMH C9    C8     DOUB Y N 21 
IMH C9    C4     SING Y N 22 
IMH C8    N7     SING Y N 23 
IMH C8    H8     SING N N 24 
IMH N7    C5     SING Y N 25 
IMH N7    HN7    SING N N 26 
IMH C5    C6     SING Y N 27 
IMH C5    C4     DOUB Y N 28 
IMH C6    O6     SING N N 29 
IMH C6    N1     DOUB Y N 30 
IMH O6    HO6    SING N N 31 
IMH N1    C2     SING Y N 32 
IMH C2    N3     DOUB Y N 33 
IMH C2    H2     SING N N 34 
IMH N3    C4     SING Y N 35 
# 
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 
IMH SMILES           ACDLabs              10.04 OC3C(c2c1ncnc(O)c1nc2)NC(CO)C3O                                                                                                               
IMH InChI            InChI                1.02b InChI=1/C11H14N4O4/c16-2-5-9(17)10(18)7(15-5)4-1-12-8-6(4)13-3-14-11(8)19/h1,3,5,7,9-10,12,15-18H,2H2,(H,13,14,19)/t5-,7+,9-,10+/m1/s1/f/h19H 
IMH InChIKey         InChI                1.02b IWKXDMQDITUYRK-OCLCMBHNDH                                                                                                                     
IMH SMILES_CANONICAL CACTVS               3.341 OC[C@H]1N[C@H]([C@H](O)[C@@H]1O)c2c[nH]c3c(O)ncnc23                                                                                           
IMH SMILES           CACTVS               3.341 OC[CH]1N[CH]([CH](O)[CH]1O)c2c[nH]c3c(O)ncnc23                                                                                                
IMH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c(c2c([nH]1)c(ncn2)O)[C@H]3[C@@H]([C@@H]([C@H](N3)CO)O)O                                                                                    
IMH SMILES           "OpenEye OEToolkits" 1.5.0 c1c(c2c([nH]1)c(ncn2)O)C3C(C(C(N3)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 
IMH "SYSTEMATIC NAME" ACDLabs              10.04 (2R,3R,4S,5S)-2-(hydroxymethyl)-5-(4-hydroxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)pyrrolidine-3,4-diol 
IMH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3R,4S,5S)-2-(hydroxymethyl)-5-(4-hydroxy-5H-pyrrolo[5,4-e]pyrimidin-7-yl)pyrrolidine-3,4-diol 
# 
