data_NEI
# 
_chem_comp.id                                    NEI 
_chem_comp.name                                  (2S,3S,4R,5R)-5-(6-AMINO-2-IODO-9H-PURIN-9-YL)-N-ETHYL-3,4-DIHYDROXYTETRAHYDROFURAN-2-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H15 I N6 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-06-16 
_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                        434.190 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NEI 
_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        ? 
_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 
NEI C52    C52  C 0 1 N N N -121.149 -36.111 59.133 8.600  0.895  0.136  C52    NEI 1  
NEI C51    C51  C 0 1 N N N -119.712 -36.412 59.560 7.523  -0.093 -0.317 C51    NEI 2  
NEI "N5'"  N5*  N 0 1 N N N -119.251 -37.536 58.737 6.210  0.553  -0.251 "N5'"  NEI 3  
NEI "C5'"  C5*  C 0 1 N N N -119.166 -37.428 57.417 5.104  -0.132 -0.606 "C5'"  NEI 4  
NEI "O5'"  O5*  O 0 1 N N N -119.439 -36.402 56.790 5.197  -1.282 -0.980 "O5'"  NEI 5  
NEI "C4'"  C4*  C 0 1 N N S -118.697 -38.647 56.629 3.753  0.532  -0.539 "C4'"  NEI 6  
NEI "O4'"  O4*  O 0 1 N N N -119.761 -39.171 55.818 2.720  -0.369 -0.993 "O4'"  NEI 7  
NEI "C3'"  C3*  C 0 1 N N S -117.575 -38.259 55.669 3.361  0.824  0.932  "C3'"  NEI 8  
NEI "O3'"  O3*  O 0 1 N N N -116.334 -38.296 56.379 3.887  2.080  1.367  "O3'"  NEI 9  
NEI "C2'"  C2*  C 0 1 N N R -117.679 -39.467 54.743 1.814  0.870  0.851  "C2'"  NEI 10 
NEI "O2'"  O2*  O 0 1 N N N -117.260 -40.646 55.435 1.359  2.222  0.764  "O2'"  NEI 11 
NEI "C1'"  C1*  C 0 1 N N R -119.196 -39.508 54.541 1.479  0.103  -0.443 "C1'"  NEI 12 
NEI N9     N9   N 0 1 Y N N -119.589 -38.489 53.542 0.604  -1.032 -0.140 N9     NEI 13 
NEI C8     C8   C 0 1 Y N N -120.110 -37.277 53.733 1.001  -2.315 0.096  C8     NEI 14 
NEI N7     N7   N 0 1 Y N N -120.336 -36.703 52.552 -0.037 -3.065 0.331  N7     NEI 15 
NEI C5     C5   C 0 1 Y N N -119.959 -37.548 51.595 -1.162 -2.313 0.261  C5     NEI 16 
NEI C4     C4   C 0 1 Y N N -119.480 -38.681 52.235 -0.763 -0.999 -0.036 C4     NEI 17 
NEI N3     N3   N 0 1 Y N N -119.019 -39.716 51.521 -1.691 -0.056 -0.167 N3     NEI 18 
NEI C2     C2   C 0 1 Y N N -119.019 -39.659 50.185 -2.967 -0.344 -0.009 C2     NEI 19 
NEI I2     I2   I 0 1 N N N -118.190 -41.286 49.163 -4.379 1.189  -0.219 I2     NEI 20 
NEI N1     N1   N 0 1 Y N N -119.479 -38.581 49.532 -3.388 -1.563 0.276  N1     NEI 21 
NEI C6     C6   C 0 1 Y N N -119.950 -37.521 50.206 -2.534 -2.571 0.419  C6     NEI 22 
NEI N6     N6   N 0 1 N N N -120.398 -36.454 49.550 -2.985 -3.844 0.719  N6     NEI 23 
NEI H521   1H52 H 0 0 N N N -121.515 -36.920 58.483 8.399  1.207  1.161  H521   NEI 24 
NEI H522   2H52 H 0 0 N N N -121.176 -35.158 58.584 9.577  0.415  0.087  H522   NEI 25 
NEI H523   3H52 H 0 0 N N N -121.789 -36.039 60.024 8.591  1.768  -0.517 H523   NEI 26 
NEI H511   1H51 H 0 0 N N N -119.664 -36.663 60.630 7.724  -0.404 -1.342 H511   NEI 27 
NEI H512   2H51 H 0 0 N N N -119.072 -35.532 59.399 7.532  -0.965 0.336  H512   NEI 28 
NEI "HN5'" HN5* H 0 0 N N N -118.997 -38.397 59.178 6.136  1.472  0.048  "HN5'" NEI 29 
NEI "H4'"  H4*  H 0 1 N N N -118.358 -39.393 57.362 3.747  1.450  -1.127 "H4'"  NEI 30 
NEI "H3'"  H3*  H 0 1 N N N -117.635 -37.270 55.191 3.693  0.019  1.588  "H3'"  NEI 31 
NEI "HO3'" HO3* H 0 0 N N N -115.614 -38.304 55.759 4.849  1.986  1.396  "HO3'" NEI 32 
NEI "H2'"  H2*  H 0 1 N N N -117.076 -39.410 53.825 1.371  0.374  1.715  "H2'"  NEI 33 
NEI "HO2'" HO2* H 0 0 N N N -117.167 -41.361 54.816 1.595  2.651  1.598  "HO2'" NEI 34 
NEI "H1'"  H1*  H 0 1 N N N -119.539 -40.490 54.183 0.989  0.770  -1.152 "H1'"  NEI 35 
NEI H8     H8   H 0 1 N N N -120.317 -36.830 54.694 2.025  -2.659 0.089  H8     NEI 36 
NEI HN61   1HN6 H 0 0 N N N -119.741 -36.199 48.840 -2.351 -4.572 0.821  HN61   NEI 37 
NEI HN62   2HN6 H 0 0 N N N -120.510 -35.693 50.188 -3.935 -4.010 0.826  HN62   NEI 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 
NEI C52   C51    SING N N 1  
NEI C52   H521   SING N N 2  
NEI C52   H522   SING N N 3  
NEI C52   H523   SING N N 4  
NEI C51   "N5'"  SING N N 5  
NEI C51   H511   SING N N 6  
NEI C51   H512   SING N N 7  
NEI "N5'" "C5'"  SING N N 8  
NEI "N5'" "HN5'" SING N N 9  
NEI "C5'" "O5'"  DOUB N N 10 
NEI "C5'" "C4'"  SING N N 11 
NEI "C4'" "O4'"  SING N N 12 
NEI "C4'" "C3'"  SING N N 13 
NEI "C4'" "H4'"  SING N N 14 
NEI "O4'" "C1'"  SING N N 15 
NEI "C3'" "O3'"  SING N N 16 
NEI "C3'" "C2'"  SING N N 17 
NEI "C3'" "H3'"  SING N N 18 
NEI "O3'" "HO3'" SING N N 19 
NEI "C2'" "O2'"  SING N N 20 
NEI "C2'" "C1'"  SING N N 21 
NEI "C2'" "H2'"  SING N N 22 
NEI "O2'" "HO2'" SING N N 23 
NEI "C1'" N9     SING N N 24 
NEI "C1'" "H1'"  SING N N 25 
NEI N9    C8     SING Y N 26 
NEI N9    C4     SING Y N 27 
NEI C8    N7     DOUB Y N 28 
NEI C8    H8     SING N N 29 
NEI N7    C5     SING Y N 30 
NEI C5    C4     SING Y N 31 
NEI C5    C6     DOUB Y N 32 
NEI C4    N3     DOUB Y N 33 
NEI N3    C2     SING Y N 34 
NEI C2    I2     SING N N 35 
NEI C2    N1     DOUB Y N 36 
NEI N1    C6     SING Y N 37 
NEI C6    N6     SING N N 38 
NEI N6    HN61   SING N N 39 
NEI N6    HN62   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 
NEI SMILES           ACDLabs              10.04 Ic1nc(c2ncn(c2n1)C3OC(C(=O)NCC)C(O)C3O)N                                                                                                                                
NEI InChI            InChI                1.02b InChI=1/C12H15IN6O4/c1-2-15-10(22)7-5(20)6(21)11(23-7)19-3-16-4-8(14)17-12(13)18-9(4)19/h3,5-7,11,20-21H,2H2,1H3,(H,15,22)(H2,14,17,18)/t5-,6+,7-,11+/m0/s1/f/h15H,14H2 
NEI InChIKey         InChI                1.02b YEBHQRSEUJCFMN-WSOOFLMIDY                                                                                                                                               
NEI SMILES_CANONICAL CACTVS               3.341 CCNC(=O)[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)nc(I)nc23                                                                                                               
NEI SMILES           CACTVS               3.341 CCNC(=O)[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)nc(I)nc23                                                                                                                    
NEI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCNC(=O)[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2nc(nc3N)I)O)O                                                                                                              
NEI SMILES           "OpenEye OEToolkits" 1.5.0 CCNC(=O)C1C(C(C(O1)n2cnc3c2nc(nc3N)I)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 
NEI "SYSTEMATIC NAME" ACDLabs              10.04 "(2S,3S,4R,5R)-5-(6-amino-2-iodo-9H-purin-9-yl)-N-ethyl-3,4-dihydroxytetrahydrofuran-2-carboxamide (non-preferred name)" 
NEI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S,3S,4R,5R)-5-(6-amino-2-iodo-purin-9-yl)-N-ethyl-3,4-dihydroxy-oxolane-2-carboxamide                                  
# 
