data_VUP
# 
_chem_comp.id                                    VUP 
_chem_comp.name                                  "4-(1-ethyl-6-methyl-imidazo[4,5-c]pyridin-2-yl)-1,2,5-oxadiazol-3-amine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H12 N6 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-08-21 
_chem_comp.pdbx_modified_date                    2014-09-05 
_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                        244.253 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VUP 
_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        4C38 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
VUP C    C    C 0 1 Y N N 25.373 -10.067 0.384  -3.873 -0.098 -0.071 C    VUP 1  
VUP C1   C1   C 0 1 Y N N 25.808 -9.927  1.694  -2.821 0.785  -0.188 C1   VUP 2  
VUP C2   C2   C 0 1 Y N N 27.188 -9.940  1.915  -1.522 0.292  -0.126 C2   VUP 3  
VUP N2   N2   N 0 1 Y N N 27.949 -9.845  3.087  -0.266 0.846  -0.200 N2   VUP 4  
VUP C6   C6   C 0 1 N N N 27.390 -9.614  4.435  0.049  2.264  -0.387 C6   VUP 5  
VUP C7   C7   C 0 1 N N N 27.023 -10.892 5.124  0.161  2.945  0.979  C7   VUP 6  
VUP C5   C5   C 0 1 Y N N 29.262 -9.945  2.685  0.636  -0.177 -0.067 C5   VUP 7  
VUP N1   N1   N 0 1 Y N N 29.415 -10.082 1.381  0.001  -1.313 0.083  N1   VUP 8  
VUP C3   C3   C 0 1 Y N N 28.115 -10.086 0.876  -1.333 -1.094 0.056  C3   VUP 9  
VUP C4   C4   C 0 1 Y N N 27.538 -10.196 -0.390 -2.459 -1.913 0.165  C4   VUP 10 
VUP N    N    N 0 1 Y N N 26.226 -10.194 -0.657 -3.667 -1.393 0.105  N    VUP 11 
VUP C8   C8   C 0 1 Y N N 30.393 -10.039 3.618  2.108  -0.021 -0.090 C8   VUP 12 
VUP C9   C9   C 0 1 Y N N 31.773 -10.034 3.214  3.153  -1.062 0.046  C9   VUP 13 
VUP N5   N5   N 0 1 N N N 32.243 -9.825  1.981  2.998  -2.431 0.226  N5   VUP 14 
VUP N4   N4   N 0 1 Y N N 32.526 -10.229 4.266  4.262  -0.367 -0.048 N4   VUP 15 
VUP O    O    O 0 1 Y N N 31.640 -10.370 5.329  3.994  0.801  -0.202 O    VUP 16 
VUP C10  C10  C 0 1 N N N 23.913 -10.078 0.047  -5.285 0.423  -0.137 C10  VUP 17 
VUP N3   N3   N 0 1 Y N N 30.319 -10.244 4.911  2.818  1.077  -0.242 N3   VUP 18 
VUP H51N H51N H 0 0 N N N 33.243 -9.842  1.997  3.778  -3.001 0.300  H51N VUP 19 
VUP H52N H52N H 0 0 N N N 31.907 -10.542 1.370  2.109  -2.815 0.278  H52N VUP 20 
VUP HA   HA   H 0 1 N N N 28.210 -10.291 -1.230 -2.339 -2.977 0.305  HA   VUP 21 
VUP H61C H61C H 0 0 N N N 28.140 -9.087  5.043  0.995  2.359  -0.919 H61C VUP 22 
VUP H62C H62C H 0 0 N N N 26.489 -8.991  4.342  -0.743 2.739  -0.965 H62C VUP 23 
VUP H71C H71C H 0 0 N N N 26.613 -10.668 6.120  0.395  4.001  0.840  H71C VUP 24 
VUP H72C H72C H 0 0 N N N 26.268 -11.426 4.528  -0.786 2.850  1.511  H72C VUP 25 
VUP H73C H73C H 0 0 N N N 27.919 -11.522 5.230  0.953  2.470  1.558  H73C VUP 26 
VUP H1   H1   H 0 1 N N N 25.109 -9.813  2.509  -3.002 1.840  -0.327 H1   VUP 27 
VUP H101 H101 H 0 0 N N N 23.788 -10.193 -1.040 -5.627 0.415  -1.172 H101 VUP 28 
VUP H102 H102 H 0 0 N N N 23.424 -10.917 0.563  -5.935 -0.211 0.466  H102 VUP 29 
VUP H103 H103 H 0 0 N N N 23.455 -9.132  0.371  -5.315 1.443  0.247  H103 VUP 30 
# 
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 
VUP N5  C9   SING N N 1  
VUP C9  N4   DOUB Y N 2  
VUP C9  C8   SING Y N 3  
VUP N4  O    SING Y N 4  
VUP O   N3   SING Y N 5  
VUP N3  C8   DOUB Y N 6  
VUP C8  C5   SING N N 7  
VUP C5  N1   DOUB Y N 8  
VUP C5  N2   SING Y N 9  
VUP N1  C3   SING Y N 10 
VUP C3  C4   SING Y N 11 
VUP C3  C2   DOUB Y N 12 
VUP C4  N    DOUB Y N 13 
VUP N   C    SING Y N 14 
VUP N2  C6   SING N N 15 
VUP N2  C2   SING Y N 16 
VUP C6  C7   SING N N 17 
VUP C2  C1   SING Y N 18 
VUP C1  C    DOUB Y N 19 
VUP C   C10  SING N N 20 
VUP N5  H51N SING N N 21 
VUP N5  H52N SING N N 22 
VUP C4  HA   SING N N 23 
VUP C6  H61C SING N N 24 
VUP C6  H62C SING N N 25 
VUP C7  H71C SING N N 26 
VUP C7  H72C SING N N 27 
VUP C7  H73C SING N N 28 
VUP C1  H1   SING N N 29 
VUP C10 H101 SING N N 30 
VUP C10 H102 SING N N 31 
VUP C10 H103 SING N N 32 
# 
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 
VUP SMILES           ACDLabs              12.01 "n1onc(N)c1c2nc3c(n2CC)cc(nc3)C"                                                                     
VUP InChI            InChI                1.03  "InChI=1S/C11H12N6O/c1-3-17-8-4-6(2)13-5-7(8)14-11(17)9-10(12)16-18-15-9/h4-5H,3H2,1-2H3,(H2,12,16)" 
VUP InChIKey         InChI                1.03  QHFQFSACHXZZDN-UHFFFAOYSA-N                                                                          
VUP SMILES_CANONICAL CACTVS               3.385 "CCn1c2cc(C)ncc2nc1c3nonc3N"                                                                         
VUP SMILES           CACTVS               3.385 "CCn1c2cc(C)ncc2nc1c3nonc3N"                                                                         
VUP SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCn1c2cc(ncc2nc1c3c(non3)N)C"                                                                       
VUP SMILES           "OpenEye OEToolkits" 1.9.2 "CCn1c2cc(ncc2nc1c3c(non3)N)C"                                                                       
# 
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 
VUP "SYSTEMATIC NAME" ACDLabs              12.01 "4-(1-ethyl-6-methyl-1H-imidazo[4,5-c]pyridin-2-yl)-1,2,5-oxadiazol-3-amine" 
VUP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-(1-ethyl-6-methyl-imidazo[4,5-c]pyridin-2-yl)-1,2,5-oxadiazol-3-amine"    
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
VUP "Create component"   2013-08-21 EBI  
VUP "Other modification" 2013-08-23 EBI  
VUP "Initial release"    2013-10-09 RCSB 
VUP "Modify descriptor"  2014-09-05 RCSB 
# 
