data_866
# 
_chem_comp.id                                    866 
_chem_comp.name                                  5-amino-N-[(2S)-2-({[(2,6-dichlorophenyl)carbonyl](ethyl)amino}methyl)-3,3,3-trifluoro-2-hydroxypropyl]-1-(4-fluorophenyl)-1H-pyrazole-4-carboxamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H21 Cl2 F4 N5 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-08-19 
_chem_comp.pdbx_modified_date                    2008-11-21 
_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                        562.344 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     866 
_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        3E7C 
_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 
866 C1   C1   C  0 1 N N N 99.610  5.726  -25.363 -5.119 1.773  1.946  C1   866 1  
866 C2   C2   C  0 1 N N N 99.422  6.567  -24.129 -4.142 0.653  1.578  C2   866 2  
866 N1   N1   N  0 1 N N N 98.024  6.799  -23.921 -3.643 0.868  0.217  N1   866 3  
866 C3   C3   C  0 1 N N N 97.265  5.655  -23.489 -2.432 1.663  -0.001 C3   866 4  
866 C4   C4   C  0 1 N N S 96.954  5.617  -22.012 -1.208 0.745  0.028  C4   866 5  
866 O1   O1   O  0 1 N N N 98.154  5.406  -21.306 -1.268 -0.164 -1.073 O1   866 6  
866 C5   C5   C  0 1 N N N 96.359  6.910  -21.528 0.064  1.589  -0.075 C5   866 7  
866 N2   N2   N  0 1 N N N 96.058  6.853  -20.125 1.236  0.710  -0.047 N2   866 8  
866 C6   C6   C  0 1 N N N 95.008  7.593  -19.678 2.475  1.236  -0.126 C6   866 9  
866 O2   O2   O  0 1 N N N 94.215  8.175  -20.390 2.620  2.440  -0.221 O2   866 10 
866 C7   C7   C  0 1 Y N N 94.892  7.648  -18.269 3.649  0.355  -0.098 C7   866 11 
866 C8   C8   C  0 1 Y N N 95.726  7.144  -17.254 3.641  -1.056 0.007  C8   866 12 
866 N3   N3   N  0 1 Y N N 95.247  7.404  -16.037 4.876  -1.472 -0.001 N3   866 13 
866 N4   N4   N  0 1 Y N N 94.120  8.081  -16.279 5.733  -0.372 -0.111 N4   866 14 
866 C9   C9   C  0 1 Y N N 93.864  8.246  -17.602 4.983  0.750  -0.175 C9   866 15 
866 N5   N5   N  0 1 N N N 92.770  8.890  -18.023 5.450  2.043  -0.294 N5   866 16 
866 C10  C10  C  0 1 Y N N 93.340  8.549  -15.245 7.133  -0.425 -0.151 C10  866 17 
866 C11  C11  C  0 1 Y N N 93.785  9.609  -14.504 7.814  -1.382 0.589  C11  866 18 
866 C12  C12  C  0 1 Y N N 93.005  10.067 -13.474 9.194  -1.433 0.548  C12  866 19 
866 C13  C13  C  0 1 Y N N 91.805  9.460  -13.208 9.898  -0.530 -0.232 C13  866 20 
866 F1   F1   F  0 1 N N N 91.046  9.905  -12.206 11.247 -0.581 -0.271 F1   866 21 
866 C14  C14  C  0 1 Y N N 91.371  8.399  -13.956 9.220  0.425  -0.971 C14  866 22 
866 C15  C15  C  0 1 Y N N 92.144  7.935  -14.988 7.840  0.475  -0.937 C15  866 23 
866 C16  C16  C  0 1 N N N 96.018  4.463  -21.739 -1.192 -0.042 1.340  C16  866 24 
866 F2   F2   F  0 1 N N N 95.670  4.353  -20.444 -2.356 -0.814 1.434  F2   866 25 
866 F3   F3   F  0 1 N N N 94.882  4.563  -22.450 -0.073 -0.882 1.367  F3   866 26 
866 F4   F4   F  0 1 N N N 96.594  3.309  -22.105 -1.134 0.848  2.417  F4   866 27 
866 C17  C17  C  0 1 N N N 97.385  7.706  -24.730 -4.298 0.335  -0.833 C17  866 28 
866 O3   O3   O  0 1 N N N 96.178  7.793  -24.872 -3.884 0.514  -1.962 O3   866 29 
866 C18  C18  C  0 1 Y N N 98.216  8.661  -25.459 -5.519 -0.465 -0.613 C18  866 30 
866 C19  C19  C  0 1 Y N N 98.819  9.677  -24.763 -5.428 -1.846 -0.419 C19  866 31 
866 CL1  CL1  CL 0 0 N N N 98.647  9.835  -23.069 -3.878 -2.627 -0.437 CL1  866 32 
866 C20  C20  C  0 1 Y N N 99.590  10.600 -25.414 -6.575 -2.589 -0.214 C20  866 33 
866 C21  C21  C  0 1 Y N N 99.754  10.507 -26.770 -7.811 -1.968 -0.199 C21  866 34 
866 C22  C22  C  0 1 Y N N 99.150  9.496  -27.471 -7.909 -0.602 -0.389 C22  866 35 
866 C23  C23  C  0 1 Y N N 98.376  8.571  -26.822 -6.772 0.155  -0.590 C23  866 36 
866 CL2  CL2  CL 0 0 N N N 97.661  7.345  -27.788 -6.897 1.871  -0.822 CL2  866 37 
866 H1   H1   H  0 1 N N N 99.656  6.378  -26.248 -4.606 2.733  1.895  H1   866 38 
866 H1A  H1A  H  0 1 N N N 100.547 5.156  -25.279 -5.955 1.770  1.247  H1A  866 39 
866 H1B  H1B  H  0 1 N N N 98.764  5.030  -25.464 -5.490 1.613  2.958  H1B  866 40 
866 H2   H2   H  0 1 N N N 99.841  6.041  -23.258 -3.306 0.656  2.276  H2   866 41 
866 H2A  H2A  H  0 1 N N N 99.939  7.529  -24.257 -4.655 -0.307 1.629  H2A  866 42 
866 H3   H3   H  0 1 N N N 96.308  5.665  -24.032 -2.492 2.158  -0.971 H3   866 43 
866 H3A  H3A  H  0 1 N N N 97.887  4.772  -23.699 -2.343 2.413  0.784  H3A  866 44 
866 HO1  HO1  H  0 1 N N N 98.878  5.358  -21.919 -1.281 0.267  -1.939 HO1  866 45 
866 H5   H5   H  0 1 N N N 97.080  7.721  -21.704 0.053  2.150  -1.010 H5   866 46 
866 H5A  H5A  H  0 1 N N N 95.423  7.090  -22.078 0.110  2.282  0.764  H5A  866 47 
866 HN2  HN2  H  0 1 N N N 96.600  6.291  -19.500 1.121  -0.250 0.028  HN2  866 48 
866 H8   H8   H  0 1 N N N 96.646  6.609  -17.439 2.763  -1.680 0.082  H8   866 49 
866 HN5  HN5  H  0 1 N N N 92.158  9.051  -17.248 4.824  2.783  -0.329 HN5  866 50 
866 HN5A HN5A H  0 0 N N N 93.034  9.766  -18.427 6.404  2.212  -0.340 HN5A 866 51 
866 H11  H11  H  0 1 N N N 94.733  10.076 -14.726 7.266  -2.086 1.197  H11  866 52 
866 H12  H12  H  0 1 N N N 93.335  10.903 -12.874 9.724  -2.177 1.123  H12  866 53 
866 H14  H14  H  0 1 N N N 90.424  7.930  -13.734 9.771  1.128  -1.578 H14  866 54 
866 H15  H15  H  0 1 N N N 91.815  7.099  -15.588 7.312  1.217  -1.517 H15  866 55 
866 H20  H20  H  0 1 N N N 100.066 11.397 -24.862 -6.506 -3.656 -0.065 H20  866 56 
866 H21  H21  H  0 1 N N N 100.362 11.233 -27.289 -8.704 -2.554 -0.038 H21  866 57 
866 H22  H22  H  0 1 N N N 99.285  9.428  -28.540 -8.878 -0.124 -0.377 H22  866 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 
866 C1  C2   SING N N 1  
866 C2  N1   SING N N 2  
866 N1  C3   SING N N 3  
866 N1  C17  SING N N 4  
866 C3  C4   SING N N 5  
866 C4  O1   SING N N 6  
866 C4  C5   SING N N 7  
866 C4  C16  SING N N 8  
866 C5  N2   SING N N 9  
866 N2  C6   SING N N 10 
866 C6  O2   DOUB N N 11 
866 C6  C7   SING N N 12 
866 C7  C8   SING N N 13 
866 C7  C9   DOUB N N 14 
866 C8  N3   DOUB N N 15 
866 N3  N4   SING N N 16 
866 N4  C9   SING N N 17 
866 N4  C10  SING N N 18 
866 C9  N5   SING N N 19 
866 C10 C11  DOUB N N 20 
866 C10 C15  SING N N 21 
866 C11 C12  SING N N 22 
866 C12 C13  DOUB N N 23 
866 C13 F1   SING Y N 24 
866 C13 C14  SING Y N 25 
866 C14 C15  DOUB Y N 26 
866 C16 F2   SING N N 27 
866 C16 F3   SING Y N 28 
866 C16 F4   SING Y N 29 
866 C17 O3   DOUB N N 30 
866 C17 C18  SING N N 31 
866 C18 C19  DOUB N N 32 
866 C18 C23  SING N N 33 
866 C19 CL1  SING Y N 34 
866 C19 C20  SING Y N 35 
866 C20 C21  DOUB Y N 36 
866 C21 C22  SING N N 37 
866 C22 C23  DOUB Y N 38 
866 C23 CL2  SING N N 39 
866 C1  H1   SING N N 40 
866 C1  H1A  SING Y N 41 
866 C1  H1B  SING Y N 42 
866 C2  H2   SING N N 43 
866 C2  H2A  SING N N 44 
866 C3  H3   SING N N 45 
866 C3  H3A  SING N N 46 
866 O1  HO1  SING N N 47 
866 C5  H5   SING N N 48 
866 C5  H5A  SING N N 49 
866 N2  HN2  SING Y N 50 
866 C8  H8   SING Y N 51 
866 N5  HN5  SING N N 52 
866 N5  HN5A SING Y N 53 
866 C11 H11  SING Y N 54 
866 C12 H12  SING N N 55 
866 C14 H14  SING Y N 56 
866 C15 H15  SING N N 57 
866 C20 H20  SING Y N 58 
866 C21 H21  SING N N 59 
866 C22 H22  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 
866 SMILES           ACDLabs              10.04 Clc1cccc(Cl)c1C(=O)N(CC)CC(O)(C(F)(F)F)CNC(=O)c3cnn(c2ccc(F)cc2)c3N                                                                                                                            
866 InChI            InChI                1.02b InChI=1/C23H21Cl2F4N5O3/c1-2-33(21(36)18-16(24)4-3-5-17(18)25)12-22(37,23(27,28)29)11-31-20(35)15-10-32-34(19(15)30)14-8-6-13(26)7-9-14/h3-10,37H,2,11-12,30H2,1H3,(H,31,35)/t22-/m0/s1/f/h31H 
866 InChIKey         InChI                1.02b LKQMULLPLYLIGW-HPALAUDWDM                                                                                                                                                                      
866 SMILES_CANONICAL CACTVS               3.341 CCN(C[C@@](O)(CNC(=O)c1cnn(c1N)c2ccc(F)cc2)C(F)(F)F)C(=O)c3c(Cl)cccc3Cl                                                                                                                        
866 SMILES           CACTVS               3.341 CCN(C[C](O)(CNC(=O)c1cnn(c1N)c2ccc(F)cc2)C(F)(F)F)C(=O)c3c(Cl)cccc3Cl                                                                                                                          
866 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCN(C[C@@](CNC(=O)c1cnn(c1N)c2ccc(cc2)F)(C(F)(F)F)O)C(=O)c3c(cccc3Cl)Cl                                                                                                                        
866 SMILES           "OpenEye OEToolkits" 1.5.0 CCN(CC(CNC(=O)c1cnn(c1N)c2ccc(cc2)F)(C(F)(F)F)O)C(=O)c3c(cccc3Cl)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 
866 "SYSTEMATIC NAME" ACDLabs              10.04 5-amino-N-[(2S)-2-({[(2,6-dichlorophenyl)carbonyl](ethyl)amino}methyl)-3,3,3-trifluoro-2-hydroxypropyl]-1-(4-fluorophenyl)-1H-pyrazole-4-carboxamide 
866 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 5-amino-N-[(2S)-2-[[(2,6-dichlorophenyl)carbonyl-ethyl-amino]methyl]-3,3,3-trifluoro-2-hydroxy-propyl]-1-(4-fluorophenyl)pyrazole-4-carboxamide      
# 
