data_GDV
# 
_chem_comp.id                                    GDV 
_chem_comp.name                                  (5R,6R,7R,8S)-8-(ACETYLAMINO)-6,7-DIHYDROXY-5-(HYDROXYMETHYL)-N-PHENYL-1,5,6,7,8,8A-HEXAHYDROIMIDAZO[1,2-A]PYRIDINE-2-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H21 N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2006-10-19 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        361.372 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GDV 
_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        2J47 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
GDV O1   O1   O 0 1 N N N 3.010  -6.448  34.300 4.885  -5.565 0.521  O1   GDV 1  
GDV C10  C10  C 0 1 N N N 3.214  -7.607  34.627 4.561  -4.827 1.445  C10  GDV 2  
GDV C12  C12  C 0 1 N N N 4.059  -7.939  35.840 4.964  -5.174 2.839  C12  GDV 3  
GDV N4   N4   N 0 1 N N N 2.723  -8.707  34.016 3.832  -3.655 1.339  N4   GDV 4  
GDV C2   C2   C 0 1 N N S 1.883  -8.675  32.827 3.344  -3.136 0.085  C2   GDV 5  
GDV C3   C3   C 0 1 N N R 2.734  -8.322  31.595 4.372  -2.206 -0.563 C3   GDV 6  
GDV O3   O3   O 0 1 N N N 3.157  -9.541  30.962 5.379  -3.000 -1.194 O3   GDV 7  
GDV C4   C4   C 0 1 N N R 1.961  -7.337  30.665 3.724  -1.319 -1.636 C4   GDV 8  
GDV O4   O4   O 0 1 N N N 2.791  -7.059  29.550 4.741  -0.449 -2.139 O4   GDV 9  
GDV C5   C5   C 0 1 N N R 1.636  -6.005  31.451 2.555  -0.473 -1.083 C5   GDV 10 
GDV C6   C6   C 0 1 N N N 1.076  -4.932  30.498 1.776  0.175  -2.232 C6   GDV 11 
GDV O5   O5   O 0 1 N N N -0.040 -5.397  29.737 1.275  -0.851 -3.069 O5   GDV 12 
GDV C1   C1   C 0 1 Y N N 0.677  -7.748  32.917 2.028  -2.473 0.304  C1   GDV 13 
GDV N1   N1   N 1 1 Y N N 0.629  -6.529  32.346 1.677  -1.282 -0.218 N1   GDV 14 
GDV C7   C7   C 0 1 Y N N -0.628 -6.048  32.632 0.421  -0.949 0.268  C7   GDV 15 
GDV C8   C8   C 0 1 Y N N -1.264 -6.987  33.431 -0.012 -2.000 1.026  C8   GDV 16 
GDV N2   N2   N 0 1 Y N N -0.431 -8.032  33.602 0.992  -2.929 1.020  N2   GDV 17 
GDV C9   C9   C 0 1 N N N -2.544 -6.917  33.983 -1.247 -2.125 1.696  C9   GDV 18 
GDV O2   O2   O 0 1 N N N -3.238 -5.944  33.779 -2.157 -1.252 1.645  O2   GDV 19 
GDV N3   N3   N 0 1 N N N -2.962 -8.002  34.685 -1.460 -3.329 2.425  N3   GDV 20 
GDV C11  C11  C 0 1 Y N N -4.207 -8.107  35.304 -2.591 -3.761 3.162  C11  GDV 21 
GDV C17  C17  C 0 1 Y N N -4.902 -9.319  35.425 -3.704 -2.941 3.232  C17  GDV 22 
GDV C16  C16  C 0 1 Y N N -6.122 -9.403  36.122 -4.817 -3.366 3.957  C16  GDV 23 
GDV C15  C15  C 0 1 Y N N -6.661 -8.264  36.718 -4.800 -4.604 4.600  C15  GDV 24 
GDV C14  C14  C 0 1 Y N N -5.987 -7.053  36.610 -3.669 -5.416 4.519  C14  GDV 25 
GDV C13  C13  C 0 1 Y N N -4.757 -6.975  35.921 -2.555 -4.991 3.794  C13  GDV 26 
GDV H121 1H12 H 0 0 N N N 4.245  -8.997  36.139 4.574  -6.153 3.159  H121 GDV 27 
GDV H122 2H12 H 0 0 N N N 3.630  -7.402  36.718 6.058  -5.244 2.956  H122 GDV 28 
GDV H123 3H12 H 0 0 N N N 5.046  -7.434  35.723 4.636  -4.464 3.615  H123 GDV 29 
GDV H4   H4   H 0 1 N N N 2.955  -9.618  34.412 3.629  -3.134 2.190  H4   GDV 30 
GDV H2   H2   H 0 1 N N N 1.493  -9.708  32.672 3.129  -3.999 -0.554 H2   GDV 31 
GDV H3   H3   H 0 1 N N N 3.648  -7.796  31.957 4.876  -1.581 0.184  H3   GDV 32 
GDV HA   HA   H 0 1 N N N 3.682  -9.323  30.201 4.921  -3.744 -1.615 HA   GDV 33 
GDV HB   HB   H 0 1 N N N 1.013  -7.811  30.320 3.388  -1.941 -2.475 HB   GDV 34 
GDV HC   HC   H 0 1 N N N 2.320  -6.459  28.983 5.369  -1.012 -2.615 HC   GDV 35 
GDV H5   H5   H 0 1 N N N 2.526  -5.632  32.010 2.955  0.334  -0.455 H5   GDV 36 
GDV H6C1 1H6C H 0 0 N N N 1.876  -4.533  29.831 2.436  0.821  -2.809 H6C1 GDV 37 
GDV H6C2 2H6C H 0 0 N N N 0.821  -3.999  31.053 0.944  0.756  -1.836 H6C2 GDV 38 
GDV HD   HD   H 0 1 N N N -0.385 -4.735  29.149 1.908  -0.959 -3.799 HD   GDV 39 
GDV H7   H7   H 0 1 N N N -1.053 -5.090  32.288 0.006  -0.000 -0.011 H7   GDV 40 
GDV HE   HE   H 0 1 N N N -0.612 -8.874  34.148 0.971  -3.820 1.510  HE   GDV 41 
GDV HF   HF   H 0 1 N N N -2.323 -8.793  34.765 -0.678 -3.980 2.416  HF   GDV 42 
GDV H17  H17  H 0 1 N N N -4.483 -10.228 34.963 -3.730 -1.975 2.734  H17  GDV 43 
GDV H16  H16  H 0 1 N N N -6.650 -10.368 36.196 -5.698 -2.733 4.020  H16  GDV 44 
GDV H15  H15  H 0 1 N N N -7.614 -8.323  37.270 -5.666 -4.935 5.165  H15  GDV 45 
GDV H14  H14  H 0 1 N N N -6.417 -6.145  37.066 -3.655 -6.379 5.020  H14  GDV 46 
GDV H13  H13  H 0 1 N N N -4.222 -6.012  35.868 -1.679 -5.633 3.737  H13  GDV 47 
# 
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 
GDV O1  C10  DOUB N N 1  
GDV C10 C12  SING N N 2  
GDV C10 N4   SING N N 3  
GDV C12 H121 SING N N 4  
GDV C12 H122 SING N N 5  
GDV C12 H123 SING N N 6  
GDV N4  C2   SING N N 7  
GDV N4  H4   SING N N 8  
GDV C2  C3   SING N N 9  
GDV C2  C1   SING N N 10 
GDV C2  H2   SING N N 11 
GDV C3  O3   SING N N 12 
GDV C3  C4   SING N N 13 
GDV C3  H3   SING N N 14 
GDV O3  HA   SING N N 15 
GDV C4  O4   SING N N 16 
GDV C4  C5   SING N N 17 
GDV C4  HB   SING N N 18 
GDV O4  HC   SING N N 19 
GDV C5  C6   SING N N 20 
GDV C5  N1   SING N N 21 
GDV C5  H5   SING N N 22 
GDV C6  O5   SING N N 23 
GDV C6  H6C1 SING N N 24 
GDV C6  H6C2 SING N N 25 
GDV O5  HD   SING N N 26 
GDV C1  N1   DOUB Y N 27 
GDV C1  N2   SING Y N 28 
GDV N1  C7   SING Y N 29 
GDV C7  C8   DOUB Y N 30 
GDV C7  H7   SING N N 31 
GDV C8  N2   SING Y N 32 
GDV C8  C9   SING N N 33 
GDV N2  HE   SING N N 34 
GDV C9  O2   DOUB N N 35 
GDV C9  N3   SING N N 36 
GDV N3  C11  SING N N 37 
GDV N3  HF   SING N N 38 
GDV C11 C17  SING Y N 39 
GDV C11 C13  DOUB Y N 40 
GDV C17 C16  DOUB Y N 41 
GDV C17 H17  SING N N 42 
GDV C16 C15  SING Y N 43 
GDV C16 H16  SING N N 44 
GDV C15 C14  DOUB Y N 45 
GDV C15 H15  SING N N 46 
GDV C14 C13  SING Y N 47 
GDV C14 H14  SING N N 48 
GDV C13 H13  SING N N 49 
# 
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 
GDV SMILES           ACDLabs              10.04 O=C(c1c[n+]2c(n1)C(NC(=O)C)C(O)C(O)C2CO)Nc3ccccc3                                                                                                                                                  
GDV InChI            InChI                1.02b InChI=1/C17H20N4O5/c1-9(23)18-13-15(25)14(24)12(8-22)21-7-11(20-16(13)21)17(26)19-10-5-3-2-4-6-10/h2-7,12-15,22,24-25H,8H2,1H3,(H2,18,19,23,26)/p+1/t12-,13-,14-,15-/m1/s1/fC17H21N4O5/h18-20H/q+1 
GDV InChIKey         InChI                1.02b WWSQBPPKQTUEDT-NQVITQOMDX                                                                                                                                                                          
GDV SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)[n+]2cc([nH]c12)C(=O)Nc3ccccc3                                                                                                                            
GDV SMILES           CACTVS               3.341 CC(=O)N[CH]1[CH](O)[CH](O)[CH](CO)[n+]2cc([nH]c12)C(=O)Nc3ccccc3                                                                                                                                   
GDV SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N[C@H]1c2[nH]c(c[n+]2[C@@H]([C@H]([C@@H]1O)O)CO)C(=O)Nc3ccccc3                                                                                                                               
GDV SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC1c2[nH]c(c[n+]2C(C(C1O)O)CO)C(=O)Nc3ccccc3                                                                                                                                                 
# 
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 
GDV "SYSTEMATIC NAME" ACDLabs              10.04 (5R,6R,7R,8S)-8-(acetylamino)-6,7-dihydroxy-5-(hydroxymethyl)-2-(phenylcarbamoyl)-5,6,7,8-tetrahydro-1H-imidazo[1,2-a]pyridin-4-ium 
GDV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (5R,6R,7R,8S)-8-acetamido-6,7-dihydroxy-5-(hydroxymethyl)-N-phenyl-5,6,7,8-tetrahydro-1H-imidazo[1,2-a]pyridin-4-ium-2-carboxamide  
# 
