data_G93
# 
_chem_comp.id                                    G93 
_chem_comp.name                                  4-{2-(4-amino-2,5-dihydro-1,2,5-oxadiazol-3-yl)-1-ethyl-7-[(3S)-piperidin-3-ylmethoxy]-1H-imidazo[4,5-c]pyridin-4-yl}-2-methylbut-3-en-2-ol 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H31 N7 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-05-08 
_chem_comp.pdbx_modified_date                    2008-10-17 
_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                        429.516 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     G93 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3D0E 
_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 
G93 C3   C3   C 0 1 N N N 26.714 -55.538 -2.063 -2.327 3.150  -0.105 C3   G93 1  
G93 N2   N2   N 0 1 Y N N 27.321 -57.205 2.173  -0.978 -1.377 -0.064 N2   G93 2  
G93 N3   N3   N 0 1 Y N N 26.032 -55.885 0.841  -2.635 0.072  -0.010 N3   G93 3  
G93 C2   C2   C 0 1 Y N N 27.412 -56.238 -1.238 -1.222 2.174  -0.138 C2   G93 4  
G93 O2   O2   O 0 1 N N N 29.734 -58.658 1.213  1.936  -0.451 -0.234 O2   G93 5  
G93 N1   N1   N 0 1 Y N N 28.497 -56.887 -1.708 0.034  2.598  -0.212 N1   G93 6  
G93 C1   C1   C 0 1 Y N N 27.040 -56.386 0.098  -1.502 0.793  -0.090 C1   G93 7  
G93 N6   N6   N 0 1 N N N 23.550 -55.134 1.779  -5.270 -0.916 0.461  N6   G93 8  
G93 C17  C17  C 0 1 N N N 24.065 -55.438 3.003  -4.620 -2.122 0.280  C17  G93 9  
G93 N5   N5   N 0 1 N N N 23.402 -55.205 4.146  -5.228 -3.362 0.279  N5   G93 10 
G93 O3   O3   O 0 1 N N N 24.353 -55.694 5.101  -4.229 -4.344 0.063  O3   G93 11 
G93 N4   N4   N 0 1 N N N 25.568 -56.214 4.510  -2.998 -3.650 -0.066 N4   G93 12 
G93 C16  C16  C 0 1 N N N 25.304 -56.042 3.196  -3.288 -2.269 0.070  C16  G93 13 
G93 C15  C15  C 0 1 Y N N 26.242 -56.395 2.072  -2.343 -1.217 0.002  C15  G93 14 
G93 C13  C13  C 0 1 N N N 27.814 -57.927 3.356  -0.249 -2.648 -0.076 C13  G93 15 
G93 C14  C14  C 0 1 N N N 28.841 -57.115 4.109  -0.115 -3.146 -1.516 C14  G93 16 
G93 C4   C4   C 0 1 N N N 26.159 -55.002 -2.970 -2.063 4.449  -0.006 C4   G93 17 
G93 C5   C5   C 0 1 N N N 25.420 -54.432 -4.110 -0.637 4.920  0.123  C5   G93 18 
G93 C7   C7   C 0 1 N N N 23.920 -54.471 -3.842 0.051  4.159  1.258  C7   G93 19 
G93 C6   C6   C 0 1 N N N 25.907 -52.997 -4.306 0.106  4.661  -1.189 C6   G93 20 
G93 O1   O1   O 0 1 N N N 25.692 -55.191 -5.296 -0.623 6.320  0.411  O1   G93 21 
G93 C12  C12  C 0 1 Y N N 27.820 -57.196 0.926  -0.427 -0.112 -0.123 C12  G93 22 
G93 C9   C9   C 0 1 Y N N 28.949 -57.851 0.425  0.870  0.391  -0.201 C9   G93 23 
G93 C8   C8   C 0 1 Y N N 29.259 -57.663 -0.928 1.056  1.765  -0.244 C8   G93 24 
G93 C10  C10  C 0 1 N N N 30.689 -59.566 0.660  3.232  0.145  -0.315 C10  G93 25 
G93 C11  C11  C 0 1 N N S 31.258 -60.484 1.733  4.298  -0.952 -0.342 C11  G93 26 
G93 C18  C18  C 0 1 N N N 30.152 -61.347 2.316  4.284  -1.711 0.987  C18  G93 27 
G93 N7   N7   N 0 1 N N N 30.650 -62.162 3.415  5.321  -2.751 0.969  N7   G93 28 
G93 C19  C19  C 0 1 N N N 31.575 -61.630 4.403  6.659  -2.164 0.820  C19  G93 29 
G93 C20  C20  C 0 1 N N N 32.594 -60.657 3.813  6.744  -1.418 -0.514 C20  G93 30 
G93 C21  C21  C 0 1 N N N 31.917 -59.690 2.854  5.677  -0.320 -0.548 C21  G93 31 
G93 H3   H3   H 0 1 N N N 26.233 -54.946 -1.298 -3.350 2.810  -0.166 H3   G93 32 
G93 HN6  HN6  H 0 1 N N N 22.555 -55.060 1.845  -6.230 -0.899 0.601  HN6  G93 33 
G93 HN6A HN6A H 0 0 N N N 23.929 -54.264 1.465  -4.767 -0.087 0.447  HN6A G93 34 
G93 HN5  HN5  H 0 1 N N N 23.189 -54.237 4.277  -6.175 -3.531 0.404  HN5  G93 35 
G93 HN4  HN4  H 0 1 N N N 26.382 -55.713 4.805  -2.126 -4.045 -0.221 HN4  G93 36 
G93 H13  H13  H 0 1 N N N 26.965 -58.134 4.025  0.743  -2.501 0.352  H13  G93 37 
G93 H13A H13A H 0 0 N N N 28.288 -58.861 3.020  -0.794 -3.385 0.514  H13A G93 38 
G93 H14  H14  H 0 1 N N N 29.704 -56.918 3.456  0.430  -2.409 -2.106 H14  G93 39 
G93 H14A H14A H 0 0 N N N 28.394 -56.161 4.424  0.427  -4.091 -1.525 H14A G93 40 
G93 H14B H14B H 0 0 N N N 29.173 -57.675 4.995  -1.107 -3.292 -1.944 H14B G93 41 
G93 H4   H4   H 0 1 N N N 26.681 -54.073 -2.792 -2.870 5.166  -0.017 H4   G93 42 
G93 H7   H7   H 0 1 N N N 23.741 -54.480 -2.757 -0.433 3.192  1.393  H7   G93 43 
G93 H7A  H7A  H 0 1 N N N 23.446 -53.582 -4.284 1.102  4.009  1.010  H7A  G93 44 
G93 H7B  H7B  H 0 1 N N N 23.491 -55.378 -4.292 -0.026 4.735  2.181  H7B  G93 45 
G93 H6   H6   H 0 1 N N N 26.024 -52.512 -3.326 0.084  5.562  -1.802 H6   G93 46 
G93 H6A  H6A  H 0 1 N N N 26.875 -53.007 -4.828 1.140  4.393  -0.973 H6A  G93 47 
G93 H6B  H6B  H 0 1 N N N 25.172 -52.439 -4.905 -0.377 3.844  -1.725 H6B  G93 48 
G93 HO1  HO1  H 0 1 N N N 25.752 -54.605 -6.041 -1.011 6.550  1.266  HO1  G93 49 
G93 H8   H8   H 0 1 N N N 30.126 -58.152 -1.348 2.059  2.161  -0.305 H8   G93 50 
G93 H10  H10  H 0 1 N N N 30.195 -60.179 -0.109 3.302  0.742  -1.224 H10  G93 51 
G93 H10A H10A H 0 0 N N N 31.514 -58.984 0.224  3.392  0.786  0.553  H10A G93 52 
G93 H11  H11  H 0 1 N N N 32.022 -61.119 1.260  4.088  -1.643 -1.158 H11  G93 53 
G93 H18  H18  H 0 1 N N N 29.349 -60.695 2.690  4.479  -1.017 1.804  H18  G93 54 
G93 H18A H18A H 0 0 N N N 29.775 -62.014 1.527  3.308  -2.174 1.130  H18A G93 55 
G93 HN7  HN7  H 0 1 N N N 29.840 -62.443 3.929  5.269  -3.327 1.796  HN7  G93 56 
G93 H19  H19  H 0 1 N N N 30.992 -61.096 5.168  6.843  -1.467 1.638  H19  G93 57 
G93 H19A H19A H 0 0 N N N 32.136 -62.480 4.819  7.407  -2.956 0.842  H19A G93 58 
G93 H20  H20  H 0 1 N N N 33.061 -60.087 4.629  7.732  -0.970 -0.618 H20  G93 59 
G93 H20A H20A H 0 0 N N N 33.355 -61.230 3.262  6.573  -2.117 -1.333 H20A G93 60 
G93 H21  H21  H 0 1 N N N 32.666 -59.004 2.431  5.706  0.186  -1.513 H21  G93 61 
G93 H21A H21A H 0 0 N N N 31.157 -59.105 3.392  5.871  0.400  0.247  H21A G93 62 
# 
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 
G93 C3  C2   SING N N 1  
G93 C3  C4   DOUB N Z 2  
G93 N2  C15  SING N N 3  
G93 N2  C13  SING Y N 4  
G93 N2  C12  SING N N 5  
G93 N3  C1   SING Y N 6  
G93 N3  C15  DOUB Y N 7  
G93 C2  N1   DOUB Y N 8  
G93 C2  C1   SING Y N 9  
G93 O2  C9   SING Y N 10 
G93 O2  C10  SING N N 11 
G93 N1  C8   SING N N 12 
G93 C1  C12  DOUB Y N 13 
G93 N6  C17  SING Y N 14 
G93 C17 N5   SING N N 15 
G93 C17 C16  DOUB N N 16 
G93 N5  O3   SING N N 17 
G93 O3  N4   SING N N 18 
G93 N4  C16  SING N N 19 
G93 C16 C15  SING N N 20 
G93 C13 C14  SING N N 21 
G93 C4  C5   SING N N 22 
G93 C5  C7   SING N N 23 
G93 C5  C6   SING N N 24 
G93 C5  O1   SING N N 25 
G93 C12 C9   SING N N 26 
G93 C9  C8   DOUB N N 27 
G93 C10 C11  SING N N 28 
G93 C11 C18  SING N N 29 
G93 C11 C21  SING N N 30 
G93 C18 N7   SING N N 31 
G93 N7  C19  SING N N 32 
G93 C19 C20  SING N N 33 
G93 C20 C21  SING N N 34 
G93 C3  H3   SING N N 35 
G93 N6  HN6  SING N N 36 
G93 N6  HN6A SING N N 37 
G93 N5  HN5  SING N N 38 
G93 N4  HN4  SING N N 39 
G93 C13 H13  SING N N 40 
G93 C13 H13A SING N N 41 
G93 C14 H14  SING N N 42 
G93 C14 H14A SING N N 43 
G93 C14 H14B SING Y N 44 
G93 C4  H4   SING Y N 45 
G93 C7  H7   SING N N 46 
G93 C7  H7A  SING N N 47 
G93 C7  H7B  SING N N 48 
G93 C6  H6   SING N N 49 
G93 C6  H6A  SING N N 50 
G93 C6  H6B  SING N N 51 
G93 O1  HO1  SING N N 52 
G93 C8  H8   SING N N 53 
G93 C10 H10  SING N N 54 
G93 C10 H10A SING N N 55 
G93 C11 H11  SING N N 56 
G93 C18 H18  SING N N 57 
G93 C18 H18A SING N N 58 
G93 N7  HN7  SING N N 59 
G93 C19 H19  SING N N 60 
G93 C19 H19A SING N N 61 
G93 C20 H20  SING N N 62 
G93 C20 H20A SING N N 63 
G93 C21 H21  SING N N 64 
G93 C21 H21A SING N N 65 
# 
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 
G93 SMILES           ACDLabs              10.04 n1c4c(n(c1C=2NONC=2N)CC)c(OCC3CCCNC3)cnc4\C=C/C(O)(C)C                                                                                                                        
G93 InChI            InChI                1.02b InChI=1/C21H31N7O3/c1-4-28-18-15(30-12-13-6-5-9-23-10-13)11-24-14(7-8-21(2,3)29)16(18)25-20(28)17-19(22)27-31-26-17/h7-8,11,13,23,26-27,29H,4-6,9-10,12,22H2,1-3H3/t13-/m0/s1 
G93 InChIKey         InChI                1.02b GVLRKXDNZFUYDV-ZDUSSCGKBC                                                                                                                                                     
G93 SMILES_CANONICAL CACTVS               3.341 CCn1c(nc2c(\C=C/C(C)(C)O)ncc(OC[C@H]3CCCNC3)c12)C4=C(N)NON4                                                                                                                   
G93 SMILES           CACTVS               3.341 CCn1c(nc2c(C=CC(C)(C)O)ncc(OC[CH]3CCCNC3)c12)C4=C(N)NON4                                                                                                                      
G93 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCn1c2c(cnc(c2nc1C3=C(NON3)N)C=CC(C)(C)O)OC[C@H]4CCCNC4                                                                                                                       
G93 SMILES           "OpenEye OEToolkits" 1.5.0 CCn1c2c(cnc(c2nc1C3=C(NON3)N)C=CC(C)(C)O)OCC4CCCNC4                                                                                                                           
# 
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 
G93 "SYSTEMATIC NAME" ACDLabs              10.04 4-{2-(4-amino-2,5-dihydro-1,2,5-oxadiazol-3-yl)-1-ethyl-7-[(3S)-piperidin-3-ylmethoxy]-1H-imidazo[4,5-c]pyridin-4-yl}-2-methylbut-3-en-2-ol 
G93 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[2-(4-amino-2,5-dihydro-1,2,5-oxadiazol-3-yl)-1-ethyl-7-[[(3S)-piperidin-3-yl]methoxy]imidazo[4,5-c]pyridin-4-yl]-2-methyl-but-3-en-2-ol  
# 
