data_GNQ
# 
_chem_comp.id                                    GNQ 
_chem_comp.name                                  "N-[(1R)-1-[(BENZYLSULFONYL)METHYL]-2-{[(1S)-1-METHYL-2-{[4-(TRIFLUOROMETHOXY)PHENYL]AMINO}ETHYL]AMINO}-2-OXOETHYL]MORPHOLINE-4-CARBOXAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H31 F3 N4 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-06-28 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        572.597 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GNQ 
_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        2HH5 
_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 
GNQ O5   O5   O 0 1 N N N 10.685 10.480 -29.662 4.076  -1.318 -0.359 O5   GNQ 1  
GNQ S    S    S 0 1 N N N 9.758  11.116 -28.728 2.733  -1.706 -0.616 S    GNQ 2  
GNQ O4   O4   O 0 1 N N N 9.039  10.159 -27.962 2.364  -2.137 -1.919 O4   GNQ 3  
GNQ C17  C17  C 0 1 N N N 8.665  12.089 -29.614 2.245  -2.975 0.586  C17  GNQ 4  
GNQ C18  C18  C 0 1 Y N N 7.805  11.390 -30.645 3.055  -4.224 0.353  C18  GNQ 5  
GNQ C20  C20  C 0 1 Y N N 6.528  10.972 -30.324 2.589  -5.199 -0.509 C20  GNQ 6  
GNQ C21  C21  C 0 1 Y N N 5.722  10.317 -31.254 3.334  -6.344 -0.725 C21  GNQ 7  
GNQ C22  C22  C 0 1 Y N N 6.196  10.087 -32.525 4.540  -6.517 -0.072 C22  GNQ 8  
GNQ C23  C23  C 0 1 Y N N 7.483  10.501 -32.860 5.003  -5.545 0.794  C23  GNQ 9  
GNQ C19  C19  C 0 1 Y N N 8.291  11.149 -31.924 4.260  -4.399 1.007  C19  GNQ 10 
GNQ C16  C16  C 0 1 N N N 10.696 12.170 -27.796 1.623  -0.367 -0.100 C16  GNQ 11 
GNQ CA   CA   C 0 1 N N R 10.068 12.608 -26.449 1.851  0.855  -0.992 CA   GNQ 12 
GNQ N    N    N 0 1 N N N 9.011  13.625 -26.643 3.241  1.299  -0.867 N    GNQ 13 
GNQ C11  C11  C 0 1 N N N 8.209  13.972 -25.610 3.723  1.677  0.334  C11  GNQ 14 
GNQ O3   O3   O 0 1 N N N 8.308  13.405 -24.498 3.034  1.561  1.329  O3   GNQ 15 
GNQ N3   N3   N 0 1 N N N 7.265  14.926 -25.731 4.968  2.184  0.431  N3   GNQ 16 
GNQ C15  C15  C 0 1 N N N 6.410  15.224 -24.549 5.777  2.461  -0.769 C15  GNQ 17 
GNQ C14  C14  C 0 1 N N N 6.174  16.724 -24.454 6.380  3.862  -0.625 C14  GNQ 18 
GNQ O2   O2   O 0 1 N N N 5.652  17.134 -25.723 7.123  3.941  0.592  O2   GNQ 19 
GNQ C13  C13  C 0 1 N N N 6.671  17.096 -26.700 6.193  3.882  1.672  C13  GNQ 20 
GNQ C12  C12  C 0 1 N N N 6.973  15.633 -26.980 5.569  2.489  1.740  C12  GNQ 21 
GNQ C    C    C 0 1 N N N 11.154 13.164 -25.562 0.928  1.968  -0.564 C    GNQ 22 
GNQ O    O    O 0 1 N N N 11.713 14.224 -25.847 1.346  2.867  0.134  O    GNQ 23 
GNQ N2   N2   N 0 1 N N N 11.422 12.490 -24.418 -0.361 1.963  -0.956 N2   GNQ 24 
GNQ C9   C9   C 0 1 N N S 12.431 12.916 -23.446 -1.257 3.044  -0.540 C9   GNQ 25 
GNQ C10  C10  C 0 1 N N N 11.894 14.067 -22.593 -1.119 4.222  -1.508 C10  GNQ 26 
GNQ C8   C8   C 0 1 N N N 12.738 11.782 -22.490 -2.702 2.542  -0.551 C8   GNQ 27 
GNQ N1   N1   N 0 1 N N N 13.067 10.515 -23.168 -2.808 1.342  0.282  N1   GNQ 28 
GNQ C7   C7   C 0 1 Y N N 13.282 9.486  -22.290 -4.042 0.697  0.427  C7   GNQ 29 
GNQ C6   C6   C 0 1 Y N N 12.454 8.387  -22.340 -4.143 -0.440 1.217  C6   GNQ 30 
GNQ C5   C5   C 0 1 Y N N 12.620 7.316  -21.473 -5.361 -1.076 1.360  C5   GNQ 31 
GNQ C4   C4   C 0 1 Y N N 14.269 9.524  -21.295 -5.167 1.198  -0.214 C4   GNQ 32 
GNQ C3   C3   C 0 1 Y N N 14.433 8.432  -20.415 -6.383 0.558  -0.075 C3   GNQ 33 
GNQ C2   C2   C 0 1 Y N N 13.588 7.322  -20.506 -6.483 -0.579 0.714  C2   GNQ 34 
GNQ O1   O1   O 0 1 N N N 13.676 6.223  -19.645 -7.681 -1.205 0.855  O1   GNQ 35 
GNQ C1   C1   C 0 1 N N N 14.893 5.796  -19.046 -8.628 -0.465 0.080  C1   GNQ 36 
GNQ F1   F1   F 0 1 N N N 15.217 6.734  -18.158 -8.227 -0.456 -1.260 F1   GNQ 37 
GNQ F2   F2   F 0 1 N N N 14.769 4.587  -18.511 -9.887 -1.065 0.186  F2   GNQ 38 
GNQ F3   F3   F 0 1 N N N 15.830 5.658  -19.953 -8.695 0.848  0.556  F3   GNQ 39 
GNQ H171 1H17 H 0 0 N N N 9.295  12.787 -30.185 2.426  -2.607 1.596  H171 GNQ 40 
GNQ H172 2H17 H 0 0 N N N 7.983  12.553 -28.886 1.186  -3.201 0.466  H172 GNQ 41 
GNQ H20  H20  H 0 1 N N N 6.146  11.157 -29.331 1.647  -5.064 -1.019 H20  GNQ 42 
GNQ H21  H21  H 0 1 N N N 4.730  9.992  -30.978 2.972  -7.103 -1.403 H21  GNQ 43 
GNQ H22  H22  H 0 1 N N N 5.576  9.590  -33.256 5.120  -7.413 -0.239 H22  GNQ 44 
GNQ H23  H23  H 0 1 N N N 7.860  10.319 -33.855 5.945  -5.681 1.304  H23  GNQ 45 
GNQ H19  H19  H 0 1 N N N 9.289  11.461 -32.193 4.622  -3.639 1.684  H19  GNQ 46 
GNQ H161 1H16 H 0 0 N N N 10.809 13.087 -28.393 1.829  -0.104 0.937  H161 GNQ 47 
GNQ H162 2H16 H 0 0 N N N 11.643 11.658 -27.569 0.588  -0.697 -0.193 H162 GNQ 48 
GNQ HA   HA   H 0 1 N N N 9.601  11.729 -25.980 1.645  0.592  -2.029 HA   GNQ 49 
GNQ HN   HN   H 0 1 N N N 8.889  14.056 -27.537 3.816  1.320  -1.649 HN   GNQ 50 
GNQ H151 1H15 H 0 0 N N N 6.915  14.875 -23.636 6.575  1.723  -0.852 H151 GNQ 51 
GNQ H152 2H15 H 0 0 N N N 5.445  14.708 -24.657 5.145  2.422  -1.656 H152 GNQ 52 
GNQ H141 1H14 H 0 0 N N N 7.106  17.258 -24.217 7.043  4.061  -1.467 H141 GNQ 53 
GNQ H142 2H14 H 0 0 N N N 5.457  16.951 -23.651 5.580  4.602  -0.610 H142 GNQ 54 
GNQ H131 1H13 H 0 0 N N N 7.571  17.617 -26.343 6.710  4.096  2.608  H131 GNQ 55 
GNQ H132 2H13 H 0 0 N N N 6.335  17.597 -27.620 5.407  4.621  1.515  H132 GNQ 56 
GNQ H121 1H12 H 0 0 N N N 6.096  15.171 -27.456 4.802  2.466  2.514  H121 GNQ 57 
GNQ H122 2H12 H 0 0 N N N 7.845  15.565 -27.646 6.340  1.752  1.965  H122 GNQ 58 
GNQ HN2  HN2  H 0 1 N N N 10.903 11.657 -24.227 -0.695 1.244  -1.515 HN2  GNQ 59 
GNQ H9   H9   H 0 1 N N N 13.326 13.223 -24.007 -0.993 3.368  0.466  H9   GNQ 60 
GNQ H101 1H10 H 0 0 N N N 10.924 14.398 -22.993 -1.384 3.898  -2.514 H101 GNQ 61 
GNQ H102 2H10 H 0 0 N N N 12.606 14.905 -22.618 -1.786 5.026  -1.198 H102 GNQ 62 
GNQ H103 3H10 H 0 0 N N N 11.765 13.726 -21.555 -0.090 4.580  -1.500 H103 GNQ 63 
GNQ H81  1H8  H 0 1 N N N 11.832 11.606 -21.891 -3.360 3.317  -0.158 H81  GNQ 64 
GNQ H82  2H8  H 0 1 N N N 13.602 12.076 -21.875 -2.995 2.301  -1.573 H82  GNQ 65 
GNQ HN1  HN1  H 0 1 N N N 12.303 10.268 -23.763 -2.023 0.994  0.734  HN1  GNQ 66 
GNQ H6   H6   H 0 1 N N N 11.658 8.358  -23.070 -3.269 -0.828 1.720  H6   GNQ 67 
GNQ H5   H5   H 0 1 N N N 11.970 6.458  -21.564 -5.439 -1.961 1.974  H5   GNQ 68 
GNQ H4   H4   H 0 1 N N N 14.906 10.391 -21.201 -5.089 2.083  -0.829 H4   GNQ 69 
GNQ H3   H3   H 0 1 N N N 15.214 8.454  -19.669 -7.257 0.944  -0.578 H3   GNQ 70 
# 
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 
GNQ O5  S    DOUB N N 1  
GNQ S   O4   DOUB N N 2  
GNQ S   C17  SING N N 3  
GNQ S   C16  SING N N 4  
GNQ C17 C18  SING N N 5  
GNQ C17 H171 SING N N 6  
GNQ C17 H172 SING N N 7  
GNQ C18 C20  SING Y N 8  
GNQ C18 C19  DOUB Y N 9  
GNQ C20 C21  DOUB Y N 10 
GNQ C20 H20  SING N N 11 
GNQ C21 C22  SING Y N 12 
GNQ C21 H21  SING N N 13 
GNQ C22 C23  DOUB Y N 14 
GNQ C22 H22  SING N N 15 
GNQ C23 C19  SING Y N 16 
GNQ C23 H23  SING N N 17 
GNQ C19 H19  SING N N 18 
GNQ C16 CA   SING N N 19 
GNQ C16 H161 SING N N 20 
GNQ C16 H162 SING N N 21 
GNQ CA  N    SING N N 22 
GNQ CA  C    SING N N 23 
GNQ CA  HA   SING N N 24 
GNQ N   C11  SING N N 25 
GNQ N   HN   SING N N 26 
GNQ C11 O3   DOUB N N 27 
GNQ C11 N3   SING N N 28 
GNQ N3  C15  SING N N 29 
GNQ N3  C12  SING N N 30 
GNQ C15 C14  SING N N 31 
GNQ C15 H151 SING N N 32 
GNQ C15 H152 SING N N 33 
GNQ C14 O2   SING N N 34 
GNQ C14 H141 SING N N 35 
GNQ C14 H142 SING N N 36 
GNQ O2  C13  SING N N 37 
GNQ C13 C12  SING N N 38 
GNQ C13 H131 SING N N 39 
GNQ C13 H132 SING N N 40 
GNQ C12 H121 SING N N 41 
GNQ C12 H122 SING N N 42 
GNQ C   O    DOUB N N 43 
GNQ C   N2   SING N N 44 
GNQ N2  C9   SING N N 45 
GNQ N2  HN2  SING N N 46 
GNQ C9  C10  SING N N 47 
GNQ C9  C8   SING N N 48 
GNQ C9  H9   SING N N 49 
GNQ C10 H101 SING N N 50 
GNQ C10 H102 SING N N 51 
GNQ C10 H103 SING N N 52 
GNQ C8  N1   SING N N 53 
GNQ C8  H81  SING N N 54 
GNQ C8  H82  SING N N 55 
GNQ N1  C7   SING N N 56 
GNQ N1  HN1  SING N N 57 
GNQ C7  C6   DOUB Y N 58 
GNQ C7  C4   SING Y N 59 
GNQ C6  C5   SING Y N 60 
GNQ C6  H6   SING N N 61 
GNQ C5  C2   DOUB Y N 62 
GNQ C5  H5   SING N N 63 
GNQ C4  C3   DOUB Y N 64 
GNQ C4  H4   SING N N 65 
GNQ C3  C2   SING Y N 66 
GNQ C3  H3   SING N N 67 
GNQ C2  O1   SING N N 68 
GNQ O1  C1   SING N N 69 
GNQ C1  F1   SING N N 70 
GNQ C1  F2   SING N N 71 
GNQ C1  F3   SING N N 72 
# 
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 
GNQ SMILES           ACDLabs              10.04 "O=C(NC(C(=O)NC(C)CNc1ccc(OC(F)(F)F)cc1)CS(=O)(=O)Cc2ccccc2)N3CCOCC3"                                                                                                                                        
GNQ SMILES_CANONICAL CACTVS               3.341 "C[C@@H](CNc1ccc(OC(F)(F)F)cc1)NC(=O)[C@H](C[S](=O)(=O)Cc2ccccc2)NC(=O)N3CCOCC3"                                                                                                                             
GNQ SMILES           CACTVS               3.341 "C[CH](CNc1ccc(OC(F)(F)F)cc1)NC(=O)[CH](C[S](=O)(=O)Cc2ccccc2)NC(=O)N3CCOCC3"                                                                                                                                
GNQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H](CNc1ccc(cc1)OC(F)(F)F)NC(=O)[C@H](CS(=O)(=O)Cc2ccccc2)NC(=O)N3CCOCC3"                                                                                                                               
GNQ SMILES           "OpenEye OEToolkits" 1.5.0 "CC(CNc1ccc(cc1)OC(F)(F)F)NC(=O)C(CS(=O)(=O)Cc2ccccc2)NC(=O)N3CCOCC3"                                                                                                                                        
GNQ InChI            InChI                1.03  "InChI=1S/C25H31F3N4O6S/c1-18(15-29-20-7-9-21(10-8-20)38-25(26,27)28)30-23(33)22(31-24(34)32-11-13-37-14-12-32)17-39(35,36)16-19-5-3-2-4-6-19/h2-10,18,22,29H,11-17H2,1H3,(H,30,33)(H,31,34)/t18-,22-/m0/s1" 
GNQ InChIKey         InChI                1.03  LIOLGHUQUQDMDF-AVRDEDQJSA-N                                                                                                                                                                                  
# 
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 
GNQ "SYSTEMATIC NAME" ACDLabs              10.04 "N-[(1R)-1-[(benzylsulfonyl)methyl]-2-{[(1S)-1-methyl-2-{[4-(trifluoromethoxy)phenyl]amino}ethyl]amino}-2-oxoethyl]morpholine-4-carboxamide"  
GNQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(2R)-1-oxo-3-(phenylmethylsulfonyl)-1-[[(2S)-1-[[4-(trifluoromethoxy)phenyl]amino]propan-2-yl]amino]propan-2-yl]morpholine-4-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
GNQ "Create component"  2006-06-28 RCSB 
GNQ "Modify descriptor" 2011-06-04 RCSB 
# 
