data_LIC
# 
_chem_comp.id                                    LIC 
_chem_comp.name                                  3-(2-CHLOROBENZYL)-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                               "C24 H28 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                     2006-03-29 
_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                        469.964 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LIC 
_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        2GHM 
_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 
LIC N1   N1   N  0 1 N N N 3.551  -0.832 20.475 -0.099 0.614  0.119  N1   LIC 1  
LIC C7   C7   C  0 1 N N N 1.949  -3.270 22.643 -2.070 -2.458 -0.323 C7   LIC 2  
LIC C13  C13  C  0 1 Y N N 2.909  -5.554 22.231 -4.046 -2.858 -1.806 C13  LIC 3  
LIC C15  C15  C  0 1 Y N N 4.648  -5.302 24.383 -5.792 -2.539 0.316  C15  LIC 4  
LIC C21  C21  C  0 1 Y N N 5.300  -0.652 16.739 -3.064 3.543  -0.032 C21  LIC 5  
LIC C22  C22  C  0 1 Y N N 5.463  -0.512 19.118 -1.981 1.746  1.127  C22  LIC 6  
LIC C24  C24  C  0 1 Y N N 3.944  -0.967 16.826 -2.183 3.393  -1.093 C24  LIC 7  
LIC CL16 CL16 CL 0 0 N N N 3.812  -2.780 25.072 -3.811 -2.087 2.106  CL16 LIC 8  
LIC C12  C12  C  0 1 Y N N 3.771  -4.266 24.068 -4.427 -2.430 0.520  C12  LIC 9  
LIC C11  C11  C  0 1 Y N N 4.638  -6.478 23.639 -6.281 -2.813 -0.947 C11  LIC 10 
LIC C14  C14  C  0 1 Y N N 3.778  -6.590 22.555 -5.409 -2.972 -2.008 C14  LIC 11 
LIC C9   C9   C  0 1 Y N N 2.896  -4.393 22.997 -3.555 -2.583 -0.543 C9   LIC 12 
LIC N5   N5   N  0 1 N N N 2.748  -2.133 22.211 -1.718 -1.045 -0.160 N5   LIC 13 
LIC C1   C1   C  0 1 N N N 3.191  -2.005 20.972 -0.435 -0.690 0.049  C1   LIC 14 
LIC O4   O4   O  0 1 N N N 3.302  -2.966 20.237 0.420  -1.545 0.176  O4   LIC 15 
LIC C2   C2   C  0 1 Y N N 4.112  -0.816 19.199 -1.096 1.598  0.068  C2   LIC 16 
LIC C25  C25  C  0 1 Y N N 6.059  -0.401 17.874 -2.963 2.716  1.077  C25  LIC 17 
LIC O30  O30  O  0 1 N N N 5.956  -0.541 15.544 -4.030 4.499  -0.081 O30  LIC 18 
LIC C31  C31  C  0 1 N N N 5.350  0.291  14.556 -3.878 5.177  -1.329 C31  LIC 19 
LIC C23  C23  C  0 1 Y N N 3.329  -1.049 18.074 -1.198 2.427  -1.041 C23  LIC 20 
LIC C3   C3   C  0 1 Y N N 3.344  0.420  21.076 1.237  0.982  0.241  C3   LIC 21 
LIC C35  C35  C  0 1 Y N N 3.393  1.544  20.266 1.584  2.304  0.522  C35  LIC 22 
LIC C37  C37  C  0 1 Y N N 3.171  2.794  20.830 2.923  2.625  0.634  C37  LIC 23 
LIC N39  N39  N  0 1 Y N N 2.892  2.879  22.130 3.832  1.675  0.474  N39  LIC 24 
LIC C41  C41  C  0 1 Y N N 2.809  1.795  22.913 3.474  0.428  0.208  C41  LIC 25 
LIC N42  N42  N  0 1 Y N N 3.043  0.579  22.384 2.201  0.079  0.098  N42  LIC 26 
LIC N36  N36  N  0 1 N N N 2.478  1.998  24.204 4.454  -0.536 0.048  N36  LIC 27 
LIC C43  C43  C  0 1 N N S 2.415  0.871  25.124 5.868  -0.171 0.172  C43  LIC 28 
LIC C45  C45  C  0 1 N N N 3.084  1.285  26.432 6.276  -0.211 1.646  C45  LIC 29 
LIC C47  C47  C  0 1 N N N 0.981  0.387  25.318 6.722  -1.163 -0.620 C47  LIC 30 
LIC C53  C53  C  0 1 N N N 0.932  -0.773 26.299 6.313  -1.123 -2.094 C53  LIC 31 
LIC O52  O52  O  0 1 N N N 0.217  1.459  25.860 6.523  -2.481 -0.106 O52  LIC 32 
LIC C51  C51  C  0 1 N N N 0.259  -0.008 24.037 8.198  -0.782 -0.490 C51  LIC 33 
LIC H71  1H7  H  0 1 N N N 1.346  -2.995 23.521 -1.539 -2.868 -1.182 H71  LIC 34 
LIC H72  2H7  H  0 1 N N N 1.265  -3.584 21.841 -1.787 -3.008 0.575  H72  LIC 35 
LIC H13  H13  H  0 1 N N N 2.245  -5.651 21.385 -3.365 -2.982 -2.635 H13  LIC 36 
LIC H15  H15  H  0 1 N N N 5.338  -5.192 25.207 -6.473 -2.414 1.144  H15  LIC 37 
LIC H22  H22  H  0 1 N N N 6.044  -0.363 20.016 -1.902 1.102  1.991  H22  LIC 38 
LIC H24  H24  H  0 1 N N N 3.372  -1.147 15.928 -2.263 4.037  -1.956 H24  LIC 39 
LIC H11  H11  H  0 1 N N N 5.293  -7.295 23.902 -7.346 -2.902 -1.106 H11  LIC 40 
LIC H14  H14  H  0 1 N N N 3.784  -7.490 21.958 -5.792 -3.186 -2.995 H14  LIC 41 
LIC HN5  HN5  H  0 1 N N N 2.971  -1.421 22.877 -2.408 -0.365 -0.204 HN5  LIC 42 
LIC H25  H25  H  0 1 N N N 7.099  -0.123 17.787 -3.652 2.830  1.901  H25  LIC 43 
LIC H311 1H31 H  0 0 N N N 5.194  1.298  14.970 -3.996 4.464  -2.146 H311 LIC 44 
LIC H312 2H31 H  0 0 N N N 6.007  0.354  13.676 -4.635 5.956  -1.414 H312 LIC 45 
LIC H313 3H31 H  0 0 N N N 4.381  -0.138 14.260 -2.887 5.626  -1.380 H313 LIC 46 
LIC H23  H23  H  0 1 N N N 2.279  -1.286 18.164 -0.510 2.313  -1.865 H23  LIC 47 
LIC H35  H35  H  0 1 N N N 3.601  1.449  19.210 0.822  3.060  0.648  H35  LIC 48 
LIC H37  H37  H  0 1 N N N 3.224  3.685  20.223 3.225  3.639  0.850  H37  LIC 49 
LIC HN36 HN36 H  0 0 N N N 3.169  2.620  24.573 4.205  -1.453 -0.147 HN36 LIC 50 
LIC H43  H43  H  0 1 N N N 2.957  0.010  24.707 6.019  0.834  -0.220 H43  LIC 51 
LIC H451 1H45 H  0 0 N N N 4.168  1.385  26.274 6.125  -1.216 2.039  H451 LIC 52 
LIC H452 2H45 H  0 0 N N N 2.672  2.249  26.765 7.328  0.061  1.739  H452 LIC 53 
LIC H453 3H45 H  0 0 N N N 2.894  0.520  27.199 5.668  0.496  2.211  H453 LIC 54 
LIC H531 1H53 H  0 0 N N N 0.920  -1.723 25.744 6.465  -0.118 -2.487 H531 LIC 55 
LIC H532 2H53 H  0 0 N N N 1.818  -0.740 26.950 6.921  -1.830 -2.659 H532 LIC 56 
LIC H533 3H53 H  0 0 N N N 0.022  -0.696 26.913 5.261  -1.395 -2.187 H533 LIC 57 
LIC HO52 HO52 H  0 0 N N N 0.047  1.294  26.780 7.078  -3.073 -0.632 HO52 LIC 58 
LIC H511 1H51 H  0 0 N N N -0.818 -0.103 24.237 8.489  -0.810 0.560  H511 LIC 59 
LIC H512 2H51 H  0 0 N N N 0.423  0.764  23.271 8.806  -1.488 -1.055 H512 LIC 60 
LIC H513 3H51 H  0 0 N N N 0.651  -0.971 23.677 8.350  0.224  -0.883 H513 LIC 61 
# 
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 
LIC N1   C1   SING N N 1  
LIC N1   C2   SING N N 2  
LIC N1   C3   SING N N 3  
LIC C7   C9   SING N N 4  
LIC C7   N5   SING N N 5  
LIC C7   H71  SING N N 6  
LIC C7   H72  SING N N 7  
LIC C13  C14  DOUB Y N 8  
LIC C13  C9   SING Y N 9  
LIC C13  H13  SING N N 10 
LIC C15  C12  SING Y N 11 
LIC C15  C11  DOUB Y N 12 
LIC C15  H15  SING N N 13 
LIC C21  C24  DOUB Y N 14 
LIC C21  C25  SING Y N 15 
LIC C21  O30  SING N N 16 
LIC C22  C2   SING Y N 17 
LIC C22  C25  DOUB Y N 18 
LIC C22  H22  SING N N 19 
LIC C24  C23  SING Y N 20 
LIC C24  H24  SING N N 21 
LIC CL16 C12  SING N N 22 
LIC C12  C9   DOUB Y N 23 
LIC C11  C14  SING Y N 24 
LIC C11  H11  SING N N 25 
LIC C14  H14  SING N N 26 
LIC N5   C1   SING N N 27 
LIC N5   HN5  SING N N 28 
LIC C1   O4   DOUB N N 29 
LIC C2   C23  DOUB Y N 30 
LIC C25  H25  SING N N 31 
LIC O30  C31  SING N N 32 
LIC C31  H311 SING N N 33 
LIC C31  H312 SING N N 34 
LIC C31  H313 SING N N 35 
LIC C23  H23  SING N N 36 
LIC C3   C35  SING Y N 37 
LIC C3   N42  DOUB Y N 38 
LIC C35  C37  DOUB Y N 39 
LIC C35  H35  SING N N 40 
LIC C37  N39  SING Y N 41 
LIC C37  H37  SING N N 42 
LIC N39  C41  DOUB Y N 43 
LIC C41  N42  SING Y N 44 
LIC C41  N36  SING N N 45 
LIC N36  C43  SING N N 46 
LIC N36  HN36 SING N N 47 
LIC C43  C45  SING N N 48 
LIC C43  C47  SING N N 49 
LIC C43  H43  SING N N 50 
LIC C45  H451 SING N N 51 
LIC C45  H452 SING N N 52 
LIC C45  H453 SING N N 53 
LIC C47  C53  SING N N 54 
LIC C47  O52  SING N N 55 
LIC C47  C51  SING N N 56 
LIC C53  H531 SING N N 57 
LIC C53  H532 SING N N 58 
LIC C53  H533 SING N N 59 
LIC O52  HO52 SING N N 60 
LIC C51  H511 SING N N 61 
LIC C51  H512 SING N N 62 
LIC C51  H513 SING N N 63 
# 
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 
LIC SMILES           ACDLabs              10.04 Clc1ccccc1CNC(=O)N(c2nc(ncc2)NC(C(O)(C)C)C)c3ccc(OC)cc3                                                                                                                                     
LIC InChI            InChI                1.02b InChI=1/C24H28ClN5O3/c1-16(24(2,3)32)28-22-26-14-13-21(29-22)30(18-9-11-19(33-4)12-10-18)23(31)27-15-17-7-5-6-8-20(17)25/h5-14,16,32H,15H2,1-4H3,(H,27,31)(H,26,28,29)/t16-/m0/s1/f/h27-28H 
LIC InChIKey         InChI                1.02b ZHBOBAJCKHPQBT-KBUHKYHSDU                                                                                                                                                                   
LIC SMILES_CANONICAL CACTVS               3.341 COc1ccc(cc1)N(C(=O)NCc2ccccc2Cl)c3ccnc(N[C@@H](C)C(C)(C)O)n3                                                                                                                                
LIC SMILES           CACTVS               3.341 COc1ccc(cc1)N(C(=O)NCc2ccccc2Cl)c3ccnc(N[CH](C)C(C)(C)O)n3                                                                                                                                  
LIC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H](C(C)(C)O)Nc1nccc(n1)N(c2ccc(cc2)OC)C(=O)NCc3ccccc3Cl                                                                                                                                
LIC SMILES           "OpenEye OEToolkits" 1.5.0 CC(C(C)(C)O)Nc1nccc(n1)N(c2ccc(cc2)OC)C(=O)NCc3ccccc3Cl                                                                                                                                     
# 
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 
LIC "SYSTEMATIC NAME" ACDLabs              10.04 3-(2-chlorobenzyl)-1-(2-{[(1S)-2-hydroxy-1,2-dimethylpropyl]amino}pyrimidin-4-yl)-1-(4-methoxyphenyl)urea          
LIC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[(2-chlorophenyl)methyl]-1-[2-[[(2S)-3-hydroxy-3-methyl-butan-2-yl]amino]pyrimidin-4-yl]-1-(4-methoxyphenyl)urea 
# 
