data_LIB
# 
_chem_comp.id                                    LIB 
_chem_comp.name                                  3-(2-CHLOROPHENYL)-1-(2-{[(1S)-2-HYDROXY-1,2-DIMETHYLPROPYL]AMINO}PYRIMIDIN-4-YL)-1-(4-METHOXYPHENYL)UREA 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H26 Cl N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         3-PYRIDIN-4-YL-2,4-DIHYDRO-INDENO[1,2-.C.]PYRAZOLE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-03-28 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        455.937 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LIB 
_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        2GHL 
_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 
LIB N1   N1   N  0 1 N N N -3.567 0.104  20.189 0.602  0.668  -0.314 N1   LIB 1  
LIB C4   C4   C  0 1 Y N N -5.579 -0.183 16.544 3.901  3.218  -0.181 C4   LIB 2  
LIB C5   C5   C  0 1 Y N N -5.553 -0.302 18.949 2.142  2.165  -1.424 C5   LIB 3  
LIB C6   C6   C  0 1 Y N N -3.532 0.325  17.769 2.380  1.734  0.930  C6   LIB 4  
LIB C7   C7   C  0 1 Y N N -4.229 0.207  16.568 3.475  2.574  0.972  C7   LIB 5  
LIB C8   C8   C  0 1 Y N N -6.246 -0.451 17.751 3.234  3.009  -1.379 C8   LIB 6  
LIB C20  C20  C  0 1 Y N N -2.362 2.356  22.666 2.206  -2.570 -0.355 C20  LIB 7  
LIB C22  C22  C  0 1 Y N N -1.279 4.532  24.017 2.563  -5.314 -0.374 C22  LIB 8  
LIB C24  C24  C  0 1 Y N N -2.758 2.658  23.964 3.316  -3.132 0.264  C24  LIB 9  
LIB C26  C26  C  0 1 Y N N -0.884 4.249  22.708 1.461  -4.757 -0.996 C26  LIB 10 
LIB CL28 CL28 CL 0 0 N N N -3.968 1.650  24.763 4.477  -2.114 1.058  CL28 LIB 11 
LIB C25  C25  C  0 1 Y N N -2.218 3.726  24.658 3.488  -4.504 0.258  C25  LIB 12 
LIB C23  C23  C  0 1 Y N N -1.421 3.157  22.023 1.280  -3.388 -0.988 C23  LIB 13 
LIB N19  N19  N  0 1 N N N -2.957 1.251  22.050 2.026  -1.182 -0.345 N19  LIB 14 
LIB C1   C1   C  0 1 N N N -3.275 1.249  20.770 0.783  -0.664 -0.413 C1   LIB 15 
LIB O18  O18  O  0 1 N N N -3.303 2.271  20.119 -0.174 -1.398 -0.564 O18  LIB 16 
LIB C2   C2   C  0 1 Y N N -4.220 0.056  18.960 1.712  1.525  -0.269 C2   LIB 17 
LIB O13  O13  O  0 1 N N N -6.275 -0.360 15.354 4.977  4.048  -0.137 O13  LIB 18 
LIB C14  C14  C  0 1 N N N -5.604 -0.789 14.161 5.439  4.056  1.215  C14  LIB 19 
LIB C3   C3   C  0 1 Y N N -3.259 -1.173 20.737 -0.684 1.193  -0.257 C3   LIB 20 
LIB C32  C32  C  0 1 Y N N -3.262 -2.307 19.947 -0.888 2.573  -0.280 C32  LIB 21 
LIB C37  C37  C  0 1 Y N N -3.049 -3.543 20.515 -2.183 3.050  -0.221 C37  LIB 22 
LIB N38  N38  N  0 1 Y N N -2.814 -3.642 21.822 -3.188 2.189  -0.145 N38  LIB 23 
LIB C34  C34  C  0 1 Y N N -2.774 -2.562 22.573 -2.965 0.884  -0.125 C34  LIB 24 
LIB N33  N33  N  0 1 Y N N -3.015 -1.336 22.035 -1.738 0.387  -0.184 N33  LIB 25 
LIB N35  N35  N  0 1 N N N -2.509 -2.744 23.862 -4.040 0.017  -0.044 N35  LIB 26 
LIB C40  C40  C  0 1 N N S -2.261 -1.655 24.818 -5.405 0.546  0.017  C40  LIB 27 
LIB C43  C43  C  0 1 N N N -2.802 -2.154 26.160 -5.913 0.812  -1.402 C43  LIB 28 
LIB C42  C42  C  0 1 N N N -0.779 -1.260 24.948 -6.317 -0.473 0.703  C42  LIB 29 
LIB C47  C47  C  0 1 N N N 0.010  -2.434 25.440 -5.809 -0.738 2.121  C47  LIB 30 
LIB C46  C46  C  0 1 N N N -0.205 -0.726 23.611 -7.742 0.080  0.767  C46  LIB 31 
LIB O45  O45  O  0 1 N N N -0.630 -0.235 25.969 -6.313 -1.693 -0.041 O45  LIB 32 
LIB H5   H5   H  0 1 N N N -6.066 -0.469 19.884 1.623  2.003  -2.357 H5   LIB 33 
LIB H6   H6   H  0 1 N N N -2.492 0.615  17.782 2.045  1.237  1.828  H6   LIB 34 
LIB H7   H7   H  0 1 N N N -3.722 0.419  15.638 3.995  2.737  1.905  H7   LIB 35 
LIB H8   H8   H  0 1 N N N -7.279 -0.767 17.749 3.569  3.507  -2.277 H8   LIB 36 
LIB H22  H22  H  0 1 N N N -0.855 5.379  24.535 2.702  -6.385 -0.382 H22  LIB 37 
LIB H26  H26  H  0 1 N N N -0.156 4.881  22.221 0.741  -5.393 -1.489 H26  LIB 38 
LIB H25  H25  H  0 1 N N N -2.518 3.931  25.675 4.347  -4.942 0.744  H25  LIB 39 
LIB H23  H23  H  0 1 N N N -1.112 2.937  21.012 0.419  -2.954 -1.474 H23  LIB 40 
LIB HN19 HN19 H  0 0 N N N -3.148 0.436  22.597 2.794  -0.593 -0.289 HN19 LIB 41 
LIB H141 1H14 H  0 0 N N N -5.112 -1.756 14.345 6.305  4.712  1.300  H141 LIB 42 
LIB H142 2H14 H  0 0 N N N -4.849 -0.042 13.876 4.644  4.417  1.868  H142 LIB 43 
LIB H143 3H14 H  0 0 N N N -6.336 -0.899 13.347 5.719  3.044  1.509  H143 LIB 44 
LIB H32  H32  H  0 1 N N N -3.431 -2.224 18.884 -0.051 3.254  -0.342 H32  LIB 45 
LIB H37  H37  H  0 1 N N N -3.072 -4.431 19.901 -2.375 4.113  -0.237 H37  LIB 46 
LIB HN35 HN35 H  0 0 N N N -2.476 -3.683 24.204 -3.891 -0.942 -0.029 HN35 LIB 47 
LIB H40  H40  H  0 1 N N N -2.759 -0.739 24.467 -5.409 1.477  0.584  H40  LIB 48 
LIB H431 1H43 H  0 0 N N N -3.303 -3.123 26.016 -5.910 -0.119 -1.969 H431 LIB 49 
LIB H432 2H43 H  0 0 N N N -3.522 -1.424 26.559 -6.928 1.206  -1.356 H432 LIB 50 
LIB H433 3H43 H  0 0 N N N -1.970 -2.274 26.870 -5.263 1.538  -1.890 H433 LIB 51 
LIB H471 1H47 H  0 0 N N N -0.561 -2.957 26.221 -5.813 0.192  2.689  H471 LIB 52 
LIB H472 2H47 H  0 0 N N N 0.967  -2.084 25.856 -6.459 -1.464 2.610  H472 LIB 53 
LIB H473 3H47 H  0 0 N N N 0.203  -3.123 24.604 -4.794 -1.132 2.076  H473 LIB 54 
LIB H461 1H46 H  0 0 N N N 0.529  -1.443 23.215 -8.104 0.270  -0.244 H461 LIB 55 
LIB H462 2H46 H  0 0 N N N 0.285  0.243  23.784 -8.392 -0.645 1.255  H462 LIB 56 
LIB H463 3H46 H  0 0 N N N -1.022 -0.599 22.885 -7.746 1.011  1.334  H463 LIB 57 
LIB HO45 HO45 H  0 0 N N N -0.598 -0.643 26.826 -6.898 -2.306 0.424  HO45 LIB 58 
# 
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 
LIB N1  C1   SING N N 1  
LIB N1  C2   SING N N 2  
LIB N1  C3   SING N N 3  
LIB C4  C7   DOUB Y N 4  
LIB C4  C8   SING Y N 5  
LIB C4  O13  SING N N 6  
LIB C5  C8   DOUB Y N 7  
LIB C5  C2   SING Y N 8  
LIB C5  H5   SING N N 9  
LIB C6  C7   SING Y N 10 
LIB C6  C2   DOUB Y N 11 
LIB C6  H6   SING N N 12 
LIB C7  H7   SING N N 13 
LIB C8  H8   SING N N 14 
LIB C20 C24  SING Y N 15 
LIB C20 C23  DOUB Y N 16 
LIB C20 N19  SING N N 17 
LIB C22 C26  DOUB Y N 18 
LIB C22 C25  SING Y N 19 
LIB C22 H22  SING N N 20 
LIB C24 CL28 SING N N 21 
LIB C24 C25  DOUB Y N 22 
LIB C26 C23  SING Y N 23 
LIB C26 H26  SING N N 24 
LIB C25 H25  SING N N 25 
LIB C23 H23  SING N N 26 
LIB N19 C1   SING N N 27 
LIB N19 HN19 SING N N 28 
LIB C1  O18  DOUB N N 29 
LIB O13 C14  SING N N 30 
LIB C14 H141 SING N N 31 
LIB C14 H142 SING N N 32 
LIB C14 H143 SING N N 33 
LIB C3  C32  SING Y N 34 
LIB C3  N33  DOUB Y N 35 
LIB C32 C37  DOUB Y N 36 
LIB C32 H32  SING N N 37 
LIB C37 N38  SING Y N 38 
LIB C37 H37  SING N N 39 
LIB N38 C34  DOUB Y N 40 
LIB C34 N33  SING Y N 41 
LIB C34 N35  SING N N 42 
LIB N35 C40  SING N N 43 
LIB N35 HN35 SING N N 44 
LIB C40 C43  SING N N 45 
LIB C40 C42  SING N N 46 
LIB C40 H40  SING N N 47 
LIB C43 H431 SING N N 48 
LIB C43 H432 SING N N 49 
LIB C43 H433 SING N N 50 
LIB C42 C47  SING N N 51 
LIB C42 C46  SING N N 52 
LIB C42 O45  SING N N 53 
LIB C47 H471 SING N N 54 
LIB C47 H472 SING N N 55 
LIB C47 H473 SING N N 56 
LIB C46 H461 SING N N 57 
LIB C46 H462 SING N N 58 
LIB C46 H463 SING N N 59 
LIB O45 HO45 SING N N 60 
# 
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 
LIB SMILES           ACDLabs              10.04 Clc1ccccc1NC(=O)N(c2nc(ncc2)NC(C(O)(C)C)C)c3ccc(OC)cc3                                                                                                                           
LIB InChI            InChI                1.02b InChI=1/C23H26ClN5O3/c1-15(23(2,3)31)26-21-25-14-13-20(28-21)29(16-9-11-17(32-4)12-10-16)22(30)27-19-8-6-5-7-18(19)24/h5-15,31H,1-4H3,(H,27,30)(H,25,26,28)/t15-/m0/s1/f/h26-27H 
LIB InChIKey         InChI                1.02b ZWYFTKPEHRQCCW-NBINBSMZDP                                                                                                                                                        
LIB SMILES_CANONICAL CACTVS               3.341 COc1ccc(cc1)N(C(=O)Nc2ccccc2Cl)c3ccnc(N[C@@H](C)C(C)(C)O)n3                                                                                                                      
LIB SMILES           CACTVS               3.341 COc1ccc(cc1)N(C(=O)Nc2ccccc2Cl)c3ccnc(N[CH](C)C(C)(C)O)n3                                                                                                                        
LIB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H](C(C)(C)O)Nc1nccc(n1)N(c2ccc(cc2)OC)C(=O)Nc3ccccc3Cl                                                                                                                      
LIB SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(C)(C)O)Nc1nccc(n1)N(c2ccc(cc2)OC)C(=O)Nc3ccccc3Cl                                                                                                                           
# 
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 
LIB "SYSTEMATIC NAME" ACDLabs              10.04 3-(2-chlorophenyl)-1-(2-{[(1S)-2-hydroxy-1,2-dimethylpropyl]amino}pyrimidin-4-yl)-1-(4-methoxyphenyl)urea  
LIB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-(2-chlorophenyl)-1-[2-[[(2S)-3-hydroxy-3-methyl-butan-2-yl]amino]pyrimidin-4-yl]-1-(4-methoxyphenyl)urea 
# 
