data_L09
# 
_chem_comp.id                                    L09 
_chem_comp.name                                  "N-(3-TERT-BUTYL-1H-PYRAZOL-5-YL)-N'-{4-CHLORO-3-[(PYRIDIN-3-YLOXY)METHYL]PHENYL}UREA" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H22 Cl N5 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-11-04 
_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                        399.874 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     L09 
_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        1WBN 
_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 
L09 C1   C1   C  0 1 N N N 4.614  14.261 41.592 -0.276 1.023  8.319  C1   L09 1  
L09 C2   C2   C  0 1 N N N 5.845  15.193 41.534 0.308  1.067  6.906  C2   L09 2  
L09 C3   C3   C  0 1 N N N 5.674  16.320 42.557 0.357  2.516  6.418  C3   L09 3  
L09 C4   C4   C  0 1 N N N 7.104  14.352 41.925 1.723  0.485  6.921  C4   L09 4  
L09 C5   C5   C  0 1 Y N N 6.056  15.764 40.120 -0.558 0.254  5.979  C5   L09 5  
L09 C6   C6   C  0 1 Y N N 6.061  15.072 38.934 -0.339 0.063  4.612  C6   L09 6  
L09 C7   C7   C  0 1 Y N N 6.310  15.984 37.915 -1.339 -0.728 4.136  C7   L09 7  
L09 N8   N8   N  0 1 N N N 6.390  15.774 36.502 -1.493 -1.158 2.818  N8   L09 8  
L09 C9   C9   C  0 1 N N N 6.100  14.606 35.816 -0.600 -0.788 1.879  C9   L09 9  
L09 O10  O10  O  0 1 N N N 5.561  13.652 36.343 0.340  -0.080 2.181  O10  L09 10 
L09 N11  N11  N  0 1 N N N 6.422  14.583 34.477 -0.750 -1.204 0.606  N11  L09 11 
L09 C12  C12  C  0 1 Y N N 6.257  13.510 33.547 0.239  -0.922 -0.342 C12  L09 12 
L09 C13  C13  C  0 1 Y N N 7.300  13.364 32.567 1.580  -0.957 0.019  C13  L09 13 
L09 C14  C14  C  0 1 Y N N 7.245  12.361 31.582 2.554  -0.679 -0.919 C14  L09 14 
L09 C15  C15  C  0 1 Y N N 6.115  11.467 31.539 2.196  -0.366 -2.218 C15  L09 15 
L09 CL16 CL16 CL 0 0 N N N 6.129  10.273 30.285 3.423  -0.017 -3.396 CL16 L09 16 
L09 C17  C17  C  0 1 Y N N 5.054  11.583 32.510 0.861  -0.330 -2.581 C17  L09 17 
L09 C18  C18  C  0 1 N N N 3.835  10.657 32.493 0.474  0.010  -3.997 C18  L09 18 
L09 O19  O19  O  0 1 N N N 3.061  10.996 31.323 -0.948 -0.017 -4.122 O19  L09 19 
L09 C20  C20  C  0 1 Y N N 2.059  10.099 30.997 -1.235 0.296  -5.413 C20  L09 20 
L09 C21  C21  C  0 1 Y N N 1.146  10.482 29.955 -2.555 0.351  -5.849 C21  L09 21 
L09 C22  C22  C  0 1 Y N N 0.082  9.605  29.555 -2.798 0.675  -7.174 C22  L09 22 
L09 C23  C23  C  0 1 Y N N -0.040 8.363  30.204 -1.730 0.932  -8.013 C23  L09 23 
L09 N24  N24  N  0 1 Y N N 0.835  8.004  31.196 -0.490 0.871  -7.568 N24  L09 24 
L09 C25  C25  C  0 1 Y N N 1.860  8.796  31.614 -0.216 0.572  -6.313 C25  L09 25 
L09 C26  C26  C  0 1 Y N N 5.117  12.609 33.507 -0.117 -0.613 -1.648 C26  L09 26 
L09 N27  N27  N  0 1 Y N N 6.448  17.166 38.464 -2.155 -1.021 5.174  N27  L09 27 
L09 N28  N28  N  0 1 Y N N 6.294  17.056 39.830 -1.641 -0.397 6.317  N28  L09 28 
L09 H1C1 1H1C H  0 0 N N N 4.739  13.441 40.847 0.350  1.611  8.990  H1C1 L09 29 
L09 H1C2 2H1C H  0 0 N N N 3.657  14.816 41.454 -1.284 1.437  8.308  H1C2 L09 30 
L09 H1C3 3H1C H  0 0 N N N 4.425  13.874 42.620 -0.311 -0.008 8.666  H1C3 L09 31 
L09 H3C1 1H3C H  0 0 N N N 6.562  16.993 42.515 -0.650 2.930  6.407  H3C1 L09 32 
L09 H3C2 2H3C H  0 0 N N N 5.485  15.933 43.585 0.984  3.104  7.089  H3C2 L09 33 
L09 H3C3 3H3C H  0 0 N N N 4.717  16.875 42.419 0.774  2.547  5.412  H3C3 L09 34 
L09 H4C1 1H4C H  0 0 N N N 7.992  15.025 41.883 1.688  -0.546 7.269  H4C1 L09 35 
L09 H4C2 2H4C H  0 0 N N N 7.225  13.438 41.298 2.140  0.516  5.915  H4C2 L09 36 
L09 H4C3 3H4C H  0 0 N N N 6.994  13.843 42.911 2.350  1.073  7.592  H4C3 L09 37 
L09 H6   H6   H  0 1 N N N 5.897  13.988 38.812 0.478  0.470  4.035  H6   L09 38 
L09 H8   H8   H  0 1 N N N 6.693  16.569 35.940 -2.244 -1.724 2.578  H8   L09 39 
L09 H11  H11  H  0 1 N N N 6.830  15.439 34.102 -1.543 -1.698 0.347  H11  L09 40 
L09 H13  H13  H  0 1 N N N 8.161  14.053 32.588 1.860  -1.201 1.033  H13  L09 41 
L09 H14  H14  H  0 1 N N N 8.061  12.259 30.847 3.597  -0.706 -0.638 H14  L09 42 
L09 H181 1H18 H  0 0 N N N 3.242  10.697 33.436 0.841  1.007  -4.244 H181 L09 43 
L09 H182 2H18 H  0 0 N N N 4.106  9.576  32.540 0.914  -0.717 -4.679 H182 L09 44 
L09 H21  H21  H  0 1 N N N 1.264  11.459 29.458 -3.371 0.145  -5.172 H21  L09 45 
L09 H22  H22  H  0 1 N N N -0.622 9.898  28.758 -3.810 0.726  -7.547 H22  L09 46 
L09 H23  H23  H  0 1 N N N -0.848 7.671  29.912 -1.913 1.185  -9.047 H23  L09 47 
L09 H25  H25  H  0 1 N N N 2.536  8.452  32.415 0.811  0.532  -5.985 H25  L09 48 
L09 H26  H26  H  0 1 N N N 4.302  12.715 34.243 -1.158 -0.585 -1.931 H26  L09 49 
L09 H27  H27  H  0 1 N N N 6.639  18.032 37.960 -2.955 -1.569 5.134  H27  L09 50 
# 
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 
L09 C1  C2   SING N N 1  
L09 C1  H1C1 SING N N 2  
L09 C1  H1C2 SING N N 3  
L09 C1  H1C3 SING N N 4  
L09 C2  C3   SING N N 5  
L09 C2  C4   SING N N 6  
L09 C2  C5   SING N N 7  
L09 C3  H3C1 SING N N 8  
L09 C3  H3C2 SING N N 9  
L09 C3  H3C3 SING N N 10 
L09 C4  H4C1 SING N N 11 
L09 C4  H4C2 SING N N 12 
L09 C4  H4C3 SING N N 13 
L09 C5  C6   SING Y N 14 
L09 C5  N28  DOUB Y N 15 
L09 C6  C7   DOUB Y N 16 
L09 C6  H6   SING N N 17 
L09 C7  N8   SING N N 18 
L09 C7  N27  SING Y N 19 
L09 N8  C9   SING N N 20 
L09 N8  H8   SING N N 21 
L09 C9  O10  DOUB N N 22 
L09 C9  N11  SING N N 23 
L09 N11 C12  SING N N 24 
L09 N11 H11  SING N N 25 
L09 C12 C13  DOUB Y N 26 
L09 C12 C26  SING Y N 27 
L09 C13 C14  SING Y N 28 
L09 C13 H13  SING N N 29 
L09 C14 C15  DOUB Y N 30 
L09 C14 H14  SING N N 31 
L09 C15 CL16 SING N N 32 
L09 C15 C17  SING Y N 33 
L09 C17 C18  SING N N 34 
L09 C17 C26  DOUB Y N 35 
L09 C18 O19  SING N N 36 
L09 C18 H181 SING N N 37 
L09 C18 H182 SING N N 38 
L09 O19 C20  SING N N 39 
L09 C20 C21  DOUB Y N 40 
L09 C20 C25  SING Y N 41 
L09 C21 C22  SING Y N 42 
L09 C21 H21  SING N N 43 
L09 C22 C23  DOUB Y N 44 
L09 C22 H22  SING N N 45 
L09 C23 N24  SING Y N 46 
L09 C23 H23  SING N N 47 
L09 N24 C25  DOUB Y N 48 
L09 C25 H25  SING N N 49 
L09 C26 H26  SING N N 50 
L09 N27 N28  SING Y N 51 
L09 N27 H27  SING N N 52 
# 
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 
L09 SMILES           ACDLabs              10.04 O=C(Nc1cc(nn1)C(C)(C)C)Nc2cc(c(Cl)cc2)COc3cccnc3                                                                                                             
L09 InChI            InChI                1.02b InChI=1/C20H22ClN5O2/c1-20(2,3)17-10-18(26-25-17)24-19(27)23-14-6-7-16(21)13(9-14)12-28-15-5-4-8-22-11-15/h4-11H,12H2,1-3H3,(H3,23,24,25,26,27)/f/h23-24,26H 
L09 InChIKey         InChI                1.02b NTMADESEDXKNFZ-NKDUXHERCK                                                                                                                                    
L09 SMILES_CANONICAL CACTVS               3.341 CC(C)(C)c1cc([nH]n1)NC(=O)Nc2ccc(Cl)c(COc3cccnc3)c2                                                                                                          
L09 SMILES           CACTVS               3.341 CC(C)(C)c1cc([nH]n1)NC(=O)Nc2ccc(Cl)c(COc3cccnc3)c2                                                                                                          
L09 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(C)c1cc([nH]n1)NC(=O)Nc2ccc(c(c2)COc3cccnc3)Cl                                                                                                          
L09 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(C)c1cc([nH]n1)NC(=O)Nc2ccc(c(c2)COc3cccnc3)Cl                                                                                                          
# 
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 
L09 "SYSTEMATIC NAME" ACDLabs              10.04 1-(3-tert-butyl-1H-pyrazol-5-yl)-3-{4-chloro-3-[(pyridin-3-yloxy)methyl]phenyl}urea 
L09 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-(5-tert-butyl-2H-pyrazol-3-yl)-3-[4-chloro-3-(pyridin-3-yloxymethyl)phenyl]urea   
# 
