data_NZO
# 
_chem_comp.id                                    NZO 
_chem_comp.name                                  nocodazole 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H11 N3 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "methyl [6-(thiophen-2-ylcarbonyl)-1H-benzimidazol-2-yl]carbamate" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-09-04 
_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                        301.320 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NZO 
_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        3EE2 
_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 
NZO O2   O2   O 0 1 N N N 16.024 14.269 40.045 3.675  -1.505 -0.341 O2   NZO 1  
NZO C13  C13  C 0 1 N N N 17.211 14.586 40.066 4.485  -0.642 -0.068 C13  NZO 2  
NZO O3   O3   O 0 1 N N N 17.590 15.991 40.276 5.798  -0.938 -0.032 O3   NZO 3  
NZO C14  C14  C 0 1 N N N 16.819 17.092 39.778 6.173  -2.310 -0.328 C14  NZO 4  
NZO N3   N3   N 0 1 N N N 18.170 13.667 39.901 4.071  0.614  0.191  N3   NZO 5  
NZO C12  C12  C 0 1 Y N N 18.501 12.736 40.861 2.723  0.920  0.148  C12  NZO 6  
NZO N1   N1   N 0 1 Y N N 17.805 12.500 41.994 1.728  0.034  -0.145 N1   NZO 7  
NZO C8   C8   C 0 1 Y N N 18.489 11.515 42.633 0.531  0.728  -0.085 C8   NZO 8  
NZO C7   C7   C 0 1 Y N N 18.278 10.844 43.843 -0.791 0.377  -0.281 C7   NZO 9  
NZO N2   N2   N 0 1 Y N N 19.582 11.958 40.723 2.212  2.102  0.388  N2   NZO 10 
NZO C9   C9   C 0 1 Y N N 19.586 11.187 41.834 0.864  2.053  0.255  C9   NZO 11 
NZO C10  C10  C 0 1 Y N N 20.463 10.200 42.242 -0.149 3.010  0.396  C10  NZO 12 
NZO C11  C11  C 0 1 Y N N 20.251 9.537  43.439 -1.450 2.661  0.195  C11  NZO 13 
NZO C6   C6   C 0 1 Y N N 19.165 9.841  44.245 -1.789 1.342  -0.140 C6   NZO 14 
NZO C5   C5   C 0 1 N N N 18.979 9.090  45.546 -3.203 0.976  -0.347 C5   NZO 15 
NZO O1   O1   O 0 1 N N N 18.400 9.637  46.447 -4.005 1.819  -0.707 O1   NZO 16 
NZO C4   C4   C 0 1 Y N N 19.461 7.704  45.807 -3.643 -0.403 -0.121 C4   NZO 17 
NZO C3   C3   C 0 1 Y N N 19.629 6.635  44.960 -4.891 -0.894 -0.398 C3   NZO 18 
NZO C2   C2   C 0 1 Y N N 20.097 5.535  45.643 -5.031 -2.224 -0.086 C2   NZO 19 
NZO C1   C1   C 0 1 Y N N 20.264 5.731  47.005 -3.941 -2.806 0.428  C1   NZO 20 
NZO S    S    S 0 1 Y N N 19.859 7.349  47.475 -2.652 -1.694 0.544  S    NZO 21 
NZO H14  H14  H 0 1 N N N 16.621 17.801 40.595 7.256  -2.412 -0.264 H14  NZO 22 
NZO H14A H14A H 0 0 N N N 17.379 17.600 38.979 5.701  -2.979 0.392  H14A NZO 23 
NZO H14B H14B H 0 0 N N N 15.865 16.720 39.378 5.843  -2.567 -1.334 H14B NZO 24 
NZO HN3  HN3  H 0 1 N N N 18.672 13.656 39.036 4.718  1.303  0.409  HN3  NZO 25 
NZO H7   H7   H 0 1 N N N 17.433 11.100 44.464 -1.050 -0.638 -0.542 H7   NZO 26 
NZO H10  H10  H 0 1 N N N 21.314 9.946  41.627 0.102  4.025  0.664  H10  NZO 27 
NZO H11  H11  H 0 1 N N N 20.944 8.769  43.750 -2.227 3.403  0.304  H11  NZO 28 
NZO H3   H3   H 0 1 N N N 19.422 6.655  43.900 -5.685 -0.295 -0.819 H3   NZO 29 
NZO H2   H2   H 0 1 N N N 20.316 4.596  45.157 -5.955 -2.762 -0.244 H2   NZO 30 
NZO H1   H1   H 0 1 N N N 20.605 4.968  47.690 -3.883 -3.843 0.726  H1   NZO 31 
NZO HN1  HN1  H 0 1 N N N 16.967 12.953 42.297 1.839  -0.906 -0.357 HN1  NZO 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 
NZO O2  C13  DOUB N N 1  
NZO N3  C13  SING N N 2  
NZO C13 O3   SING N N 3  
NZO C14 O3   SING N N 4  
NZO C14 H14  SING N N 5  
NZO C14 H14A SING N N 6  
NZO C14 H14B SING N N 7  
NZO N3  C12  SING N N 8  
NZO N3  HN3  SING N N 9  
NZO N2  C12  DOUB Y N 10 
NZO C12 N1   SING Y N 11 
NZO N1  C8   SING N N 12 
NZO C9  C8   SING Y N 13 
NZO C8  C7   DOUB Y N 14 
NZO C7  C6   SING N N 15 
NZO C7  H7   SING Y N 16 
NZO N2  C9   SING Y N 17 
NZO C9  C10  DOUB Y N 18 
NZO C10 C11  SING Y N 19 
NZO C10 H10  SING Y N 20 
NZO C11 C6   DOUB N N 21 
NZO C11 H11  SING Y N 22 
NZO C6  C5   SING N N 23 
NZO C5  C4   SING N N 24 
NZO C5  O1   DOUB N N 25 
NZO C3  C4   DOUB N N 26 
NZO C4  S    SING Y N 27 
NZO C3  C2   SING Y N 28 
NZO C3  H3   SING Y N 29 
NZO C2  C1   DOUB N N 30 
NZO C2  H2   SING Y N 31 
NZO C1  S    SING N N 32 
NZO C1  H1   SING Y N 33 
NZO N1  HN1  SING N N 34 
# 
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 
NZO SMILES           ACDLabs              10.04 O=C(c2cc1c(nc(NC(=O)OC)n1)cc2)c3sccc3                                                                                   
NZO InChI            InChI                1.02b InChI=1/C14H11N3O3S/c1-20-14(19)17-13-15-9-5-4-8(7-10(9)16-13)12(18)11-3-2-6-21-11/h2-7H,1H3,(H2,15,16,17,19)/f/h16-17H 
NZO InChIKey         InChI                1.02b KYRVNWMVYQXFEU-XQMQJMAZCU                                                                                               
NZO SMILES_CANONICAL CACTVS               3.341 COC(=O)Nc1[nH]c2cc(ccc2n1)C(=O)c3sccc3                                                                                  
NZO SMILES           CACTVS               3.341 COC(=O)Nc1[nH]c2cc(ccc2n1)C(=O)c3sccc3                                                                                  
NZO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COC(=O)Nc1[nH]c2cc(ccc2n1)C(=O)c3cccs3                                                                                  
NZO SMILES           "OpenEye OEToolkits" 1.5.0 COC(=O)Nc1[nH]c2cc(ccc2n1)C(=O)c3cccs3                                                                                  
# 
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 
NZO "SYSTEMATIC NAME" ACDLabs              10.04 "methyl [6-(thiophen-2-ylcarbonyl)-1H-benzimidazol-2-yl]carbamate" 
NZO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl N-(6-thiophen-2-ylcarbonyl-1H-benzimidazol-2-yl)carbamate" 
# 
