data_ZO9
# 
_chem_comp.id                                    ZO9 
_chem_comp.name                                  "4-[1-(cyclopropylmethyl)-1H-benzimidazol-2-yl]-1,2,5-oxadiazol-3-amine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H13 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-08-22 
_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                        255.275 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ZO9 
_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        4C36 
_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 
ZO9 C    C    C 0 1 Y N N -26.709 -9.901  0.473  -3.954 1.911  -0.147 C    ZO9 1  
ZO9 N    N    N 0 1 Y N N -29.806 -10.039 -1.613 -0.249 1.731  -0.177 N    ZO9 2  
ZO9 O    O    O 0 1 Y N N -32.165 -10.223 -5.468 3.701  -0.424 0.314  O    ZO9 3  
ZO9 C1   C1   C 0 1 Y N N -25.817 -9.578  -0.547 -4.169 0.587  0.210  C1   ZO9 4  
ZO9 N1   N1   N 0 1 Y N N -28.375 -9.509  -3.279 -0.558 -0.364 0.388  N1   ZO9 5  
ZO9 C2   C2   C 0 1 Y N N -26.257 -9.431  -1.860 -3.103 -0.264 0.415  C2   ZO9 6  
ZO9 N2   N2   N 0 1 Y N N -30.829 -10.120 -5.100 2.520  -0.665 0.403  N2   ZO9 7  
ZO9 C3   C3   C 0 1 Y N N -27.612 -9.623  -2.118 -1.807 0.208  0.262  C3   ZO9 8  
ZO9 N3   N3   N 0 1 Y N N -33.013 -10.092 -4.356 3.991  0.707  0.006  N3   ZO9 9  
ZO9 C4   C4   C 0 1 Y N N -28.513 -9.946  -1.105 -1.589 1.550  -0.101 C4   ZO9 10 
ZO9 N4   N4   N 0 1 N N N -32.636 -9.745  -2.073 2.767  2.748  -0.513 N4   ZO9 11 
ZO9 C5   C5   C 0 1 Y N N -28.059 -10.083 0.207  -2.686 2.394  -0.303 C5   ZO9 12 
ZO9 C6   C6   C 0 1 Y N N -29.678 -9.763  -2.899 0.364  0.609  0.109  C6   ZO9 13 
ZO9 C7   C7   C 0 1 N N N -27.891 -9.066  -4.601 -0.271 -1.754 0.753  C7   ZO9 14 
ZO9 C8   C8   C 0 1 N N N -27.512 -10.245 -5.472 -0.200 -2.609 -0.514 C8   ZO9 15 
ZO9 C9   C9   C 0 1 N N N -26.499 -10.061 -6.558 0.207  -4.076 -0.354 C9   ZO9 16 
ZO9 C10  C10  C 0 1 N N N -26.144 -10.830 -5.329 -1.245 -3.716 -0.678 C10  ZO9 17 
ZO9 C11  C11  C 0 1 Y N N -30.847 -9.916  -3.795 1.831  0.422  0.128  C11  ZO9 18 
ZO9 C12  C12  C 0 1 Y N N -32.219 -9.931  -3.330 2.896  1.411  -0.159 C12  ZO9 19 
ZO9 H    H    H 0 1 N N N -26.345 -10.011 1.484  -4.799 2.564  -0.308 H    ZO9 20 
ZO9 H1   H1   H 0 1 N N N -24.771 -9.440  -0.317 -5.178 0.221  0.329  H1   ZO9 21 
ZO9 H2   H2   H 0 1 N N N -25.569 -9.176  -2.653 -3.277 -1.293 0.694  H2   ZO9 22 
ZO9 HN4  HN4  H 0 1 N N N -33.636 -9.749  -2.049 3.559  3.285  -0.674 HN4  ZO9 23 
ZO9 HN4A HN4A H 0 0 N N N -32.285 -10.481 -1.493 1.886  3.144  -0.601 HN4A ZO9 24 
ZO9 H5   H5   H 0 1 N N N -28.747 -10.327 1.003  -2.531 3.426  -0.581 H5   ZO9 25 
ZO9 H7   H7   H 0 1 N N N -28.686 -8.493  -5.100 0.684  -1.802 1.277  H7   ZO9 26 
ZO9 H7A  H7A  H 0 1 N N N -27.008 -8.424  -4.463 -1.061 -2.130 1.402  H7A  ZO9 27 
ZO9 H8   H8   H 0 1 N N N -28.321 -10.959 -5.685 0.129  -2.091 -1.414 H8   ZO9 28 
ZO9 H9   H9   H 0 1 N N N -26.621 -10.584 -7.518 0.804  -4.522 -1.150 H9   ZO9 29 
ZO9 H9A  H9A  H 0 1 N N N -26.055 -9.070  -6.734 0.425  -4.431 0.653  H9A  ZO9 30 
ZO9 H10  H10  H 0 1 N N N -25.438 -10.406 -4.600 -1.982 -3.834 0.116  H10  ZO9 31 
ZO9 H10A H10A H 0 0 N N N -26.004 -11.920 -5.384 -1.602 -3.925 -1.686 H10A ZO9 32 
# 
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 
ZO9 C   C1   DOUB Y N 1  
ZO9 C   C5   SING Y N 2  
ZO9 N   C4   SING Y N 3  
ZO9 N   C6   DOUB Y N 4  
ZO9 O   N2   SING Y N 5  
ZO9 O   N3   SING Y N 6  
ZO9 C1  C2   SING Y N 7  
ZO9 N1  C3   SING Y N 8  
ZO9 N1  C6   SING Y N 9  
ZO9 N1  C7   SING N N 10 
ZO9 C2  C3   DOUB Y N 11 
ZO9 N2  C11  DOUB Y N 12 
ZO9 C3  C4   SING Y N 13 
ZO9 N3  C12  DOUB Y N 14 
ZO9 C4  C5   DOUB Y N 15 
ZO9 N4  C12  SING N N 16 
ZO9 C6  C11  SING N N 17 
ZO9 C7  C8   SING N N 18 
ZO9 C8  C9   SING N N 19 
ZO9 C8  C10  SING N N 20 
ZO9 C9  C10  SING N N 21 
ZO9 C11 C12  SING Y N 22 
ZO9 C   H    SING N N 23 
ZO9 C1  H1   SING N N 24 
ZO9 C2  H2   SING N N 25 
ZO9 N4  HN4  SING N N 26 
ZO9 N4  HN4A SING N N 27 
ZO9 C5  H5   SING N N 28 
ZO9 C7  H7   SING N N 29 
ZO9 C7  H7A  SING N N 30 
ZO9 C8  H8   SING N N 31 
ZO9 C9  H9   SING N N 32 
ZO9 C9  H9A  SING N N 33 
ZO9 C10 H10  SING N N 34 
ZO9 C10 H10A SING N 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 
ZO9 SMILES           ACDLabs              12.01 "n1onc(N)c1c2nc4c(n2CC3CC3)cccc4"                                                                        
ZO9 InChI            InChI                1.03  "InChI=1S/C13H13N5O/c14-12-11(16-19-17-12)13-15-9-3-1-2-4-10(9)18(13)7-8-5-6-8/h1-4,8H,5-7H2,(H2,14,17)" 
ZO9 InChIKey         InChI                1.03  LLDVRUBUBPSOMY-UHFFFAOYSA-N                                                                              
ZO9 SMILES_CANONICAL CACTVS               3.385 Nc1nonc1c2nc3ccccc3n2CC4CC4                                                                              
ZO9 SMILES           CACTVS               3.385 Nc1nonc1c2nc3ccccc3n2CC4CC4                                                                              
ZO9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)nc(n2CC3CC3)c4c(non4)N"                                                                      
ZO9 SMILES           "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)nc(n2CC3CC3)c4c(non4)N"                                                                      
# 
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 
ZO9 "SYSTEMATIC NAME" ACDLabs              12.01 "4-[1-(cyclopropylmethyl)-1H-benzimidazol-2-yl]-1,2,5-oxadiazol-3-amine" 
ZO9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[1-(cyclopropylmethyl)benzimidazol-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 
ZO9 "Create component"   2013-08-22 EBI  
ZO9 "Other modification" 2013-08-23 EBI  
ZO9 "Initial release"    2013-10-09 RCSB 
ZO9 "Modify descriptor"  2014-09-05 RCSB 
# 
