data_KIQ
# 
_chem_comp.id                                    KIQ 
_chem_comp.name                                  (1S,6R)-3-{[3-(TRIFLUOROMETHYL)-5,6-DIHYDRO[1,2,4]TRIAZOLO[4,3-A]PYRAZIN-7(8H)-YL]CARBONYL}-6-(2,4,5-TRIFLUOROPHENYL)CYCLOHEX-3-EN-1-AMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H17 F6 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-09-05 
_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                        445.362 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KIQ 
_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        ? 
_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 
KIQ C4   C4   C 0 1 N N N -18.133 -6.441 61.034 -0.985 0.444  0.003  C4   KIQ 1  
KIQ C5   C5   C 0 1 N N N -19.375 -6.794 61.726 -1.191 1.904  0.060  C5   KIQ 2  
KIQ C8   C8   C 0 1 N N N -20.320 -4.520 61.353 -3.151 1.560  1.666  C8   KIQ 3  
KIQ C15  C15  C 0 1 Y N N -24.017 -4.485 60.614 -6.102 3.746  0.928  C15  KIQ 4  
KIQ C20  C20  C 0 1 N N N -18.134 -5.992 59.754 -1.611 -0.235 -0.968 C20  KIQ 5  
KIQ C21  C21  C 0 1 N N N -16.865 -5.763 58.957 -1.476 -1.720 -1.136 C21  KIQ 6  
KIQ C22  C22  C 0 1 N N S -15.641 -5.707 59.867 -0.326 -2.339 -0.307 C22  KIQ 7  
KIQ C24  C24  C 0 1 Y N N -14.217 -6.536 57.974 -1.533 -4.479 0.248  C24  KIQ 8  
KIQ F31  F31  F 0 1 N N N -13.509 -4.008 60.453 1.650  -4.017 -1.461 F31  KIQ 9  
KIQ C30  C30  C 0 1 Y N N -13.371 -4.818 59.406 0.584  -4.613 -0.909 C30  KIQ 10 
KIQ C29  C29  C 0 1 Y N N -12.194 -4.773 58.673 0.488  -6.004 -0.923 C29  KIQ 11 
KIQ C27  C27  C 0 1 Y N N -12.017 -5.625 57.584 -0.618 -6.633 -0.351 C27  KIQ 12 
KIQ F28  F28  F 0 1 N N N -10.868 -5.614 56.866 -0.709 -7.970 -0.365 F28  KIQ 13 
KIQ C25  C25  C 0 1 Y N N -13.033 -6.497 57.242 -1.628 -5.871 0.234  C25  KIQ 14 
KIQ F26  F26  F 0 1 N N N -12.863 -7.306 56.190 -2.690 -6.475 0.784  F26  KIQ 15 
KIQ C23  C23  C 0 1 Y N N -14.392 -5.688 59.067 -0.427 -3.857 -0.323 C23  KIQ 16 
KIQ C    C    C 0 1 N N S -15.692 -6.886 60.841 -0.289 -1.723 1.115  C    KIQ 17 
KIQ N    N    N 0 1 N N N -14.473 -7.073 61.597 0.791  -2.300 1.921  N    KIQ 18 
KIQ C3   C3   C 0 1 N N N -16.844 -6.638 61.804 -0.108 -0.194 1.038  C3   KIQ 19 
KIQ O    O    O 0 1 N N N -19.422 -7.904 62.238 -0.418 2.618  -0.581 O    KIQ 20 
KIQ N7   N7   N 0 1 N N N -20.392 -5.918 61.822 -2.253 2.377  0.827  N7   KIQ 21 
KIQ C12  C12  C 0 1 N N N -21.618 -6.326 62.519 -2.492 3.828  0.894  C12  KIQ 22 
KIQ C11  C11  C 0 1 Y N N -22.821 -5.713 61.868 -3.950 4.114  0.843  C11  KIQ 23 
KIQ N13  N13  N 0 1 Y N N -24.122 -6.036 62.101 -4.561 5.268  0.670  N13  KIQ 24 
KIQ N14  N14  N 0 1 Y N N -24.917 -5.226 61.276 -5.924 5.033  0.723  N14  KIQ 25 
KIQ C16  C16  C 0 1 N N N -24.478 -3.463 59.616 -7.387 3.035  1.046  C16  KIQ 26 
KIQ F19  F19  F 0 1 N N N -24.415 -3.967 58.389 -8.493 3.840  0.921  F19  KIQ 27 
KIQ F18  F18  F 0 1 N N N -23.779 -2.339 59.703 -7.576 2.051  0.106  F18  KIQ 28 
KIQ F    F    F 0 1 N N N -25.732 -3.195 59.918 -7.550 2.401  2.252  F    KIQ 29 
KIQ N10  N10  N 0 1 Y N N -22.744 -4.744 60.939 -4.895 3.139  1.011  N10  KIQ 30 
KIQ C9   C9   C 0 1 N N N -21.493 -4.164 60.437 -4.595 1.736  1.202  C9   KIQ 31 
KIQ H81  1H8  H 0 1 N N N -19.383 -4.384 60.794 -3.029 1.907  2.700  H81  KIQ 32 
KIQ H82  2H8  H 0 1 N N N -20.361 -3.861 62.233 -2.872 0.503  1.639  H82  KIQ 33 
KIQ H20  H20  H 0 1 N N N -19.083 -5.788 59.281 -2.253 0.283  -1.676 H20  KIQ 34 
KIQ H211 1H21 H 0 0 N N N -16.740 -6.590 58.243 -2.434 -2.182 -0.862 H211 KIQ 35 
KIQ H212 2H21 H 0 0 N N N -16.953 -4.800 58.432 -1.313 -1.946 -2.197 H212 KIQ 36 
KIQ H22  H22  H 0 1 N N N -15.649 -4.776 60.452 0.622  -2.103 -0.811 H22  KIQ 37 
KIQ H24  H24  H 0 1 N N N -15.001 -7.224 57.695 -2.325 -3.894 0.707  H24  KIQ 38 
KIQ H29  H29  H 0 1 N N N -11.414 -4.077 58.946 1.275  -6.598 -1.379 H29  KIQ 39 
KIQ H    H    H 0 1 N N N -15.828 -7.803 60.249 -1.236 -1.947 1.625  H    KIQ 40 
KIQ HN1  1HN  H 0 1 N N N -13.695 -7.116 60.970 1.598  -2.632 1.445  HN1  KIQ 41 
KIQ HN2  2HN  H 0 1 N N N -14.351 -6.306 62.227 0.594  -2.521 2.870  HN2  KIQ 42 
KIQ H31  1H3  H 0 1 N N N -16.950 -7.504 62.474 0.935  0.053  0.796  H31  KIQ 43 
KIQ H32  2H3  H 0 1 N N N -16.634 -5.732 62.392 -0.318 0.241  2.024  H32  KIQ 44 
KIQ H121 1H12 H 0 0 N N N -21.707 -7.422 62.481 -1.977 4.341  0.075  H121 KIQ 45 
KIQ H122 2H12 H 0 0 N N N -21.565 -5.984 63.563 -2.072 4.186  1.840  H122 KIQ 46 
KIQ H91  1H9  H 0 1 N N N -21.294 -4.559 59.430 -4.756 1.249  0.234  H91  KIQ 47 
KIQ H92  2H9  H 0 1 N N N -21.598 -3.069 60.409 -5.298 1.326  1.933  H92  KIQ 48 
# 
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 
KIQ C4  C20  DOUB N N 1  
KIQ C4  C5   SING N N 2  
KIQ C4  C3   SING N N 3  
KIQ C5  N7   SING N N 4  
KIQ C5  O    DOUB N N 5  
KIQ C8  C9   SING N N 6  
KIQ C8  N7   SING N N 7  
KIQ C8  H81  SING N N 8  
KIQ C8  H82  SING N N 9  
KIQ C15 C16  SING N N 10 
KIQ C15 N10  SING Y N 11 
KIQ C15 N14  DOUB Y N 12 
KIQ C20 C21  SING N N 13 
KIQ C20 H20  SING N N 14 
KIQ C21 C22  SING N N 15 
KIQ C21 H211 SING N N 16 
KIQ C21 H212 SING N N 17 
KIQ C22 C23  SING N N 18 
KIQ C22 C    SING N N 19 
KIQ C22 H22  SING N N 20 
KIQ C24 C25  SING Y N 21 
KIQ C24 C23  DOUB Y N 22 
KIQ C24 H24  SING N N 23 
KIQ F31 C30  SING N N 24 
KIQ C30 C29  DOUB Y N 25 
KIQ C30 C23  SING Y N 26 
KIQ C29 C27  SING Y N 27 
KIQ C29 H29  SING N N 28 
KIQ C27 F28  SING N N 29 
KIQ C27 C25  DOUB Y N 30 
KIQ C25 F26  SING N N 31 
KIQ C   N    SING N N 32 
KIQ C   C3   SING N N 33 
KIQ C   H    SING N N 34 
KIQ N   HN1  SING N N 35 
KIQ N   HN2  SING N N 36 
KIQ C3  H31  SING N N 37 
KIQ C3  H32  SING N N 38 
KIQ N7  C12  SING N N 39 
KIQ C12 C11  SING N N 40 
KIQ C12 H121 SING N N 41 
KIQ C12 H122 SING N N 42 
KIQ C11 N10  SING Y N 43 
KIQ C11 N13  DOUB Y N 44 
KIQ N13 N14  SING Y N 45 
KIQ C16 F19  SING N N 46 
KIQ C16 F18  SING N N 47 
KIQ C16 F    SING N N 48 
KIQ N10 C9   SING N N 49 
KIQ C9  H91  SING N N 50 
KIQ C9  H92  SING N N 51 
# 
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 
KIQ SMILES           ACDLabs              10.04 Fc1cc(c(F)cc1F)C2C(N)CC(=CC2)C(=O)N4Cc3nnc(n3CC4)C(F)(F)F                                                                                                    
KIQ InChI            InChI                1.02b InChI=1/C19H17F6N5O/c20-12-7-14(22)13(21)6-11(12)10-2-1-9(5-15(10)26)17(31)29-3-4-30-16(8-29)27-28-18(30)19(23,24)25/h1,6-7,10,15H,2-5,8,26H2/t10-,15+/m1/s1 
KIQ InChIKey         InChI                1.02b NVVSPGQEXMJZIR-BMIGLBTABE                                                                                                                                    
KIQ SMILES_CANONICAL CACTVS               3.341 N[C@H]1CC(=CC[C@@H]1c2cc(F)c(F)cc2F)C(=O)N3CCn4c(C3)nnc4C(F)(F)F                                                                                             
KIQ SMILES           CACTVS               3.341 N[CH]1CC(=CC[CH]1c2cc(F)c(F)cc2F)C(=O)N3CCn4c(C3)nnc4C(F)(F)F                                                                                                
KIQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1c(c(cc(c1F)F)F)[C@H]2CC=C(C[C@@H]2N)C(=O)N3CCn4c(nnc4C(F)(F)F)C3                                                                                           
KIQ SMILES           "OpenEye OEToolkits" 1.5.0 c1c(c(cc(c1F)F)F)C2CC=C(CC2N)C(=O)N3CCn4c(nnc4C(F)(F)F)C3                                                                                                    
# 
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 
KIQ "SYSTEMATIC NAME" ACDLabs              10.04 (1S,6R)-3-{[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]carbonyl}-6-(2,4,5-trifluorophenyl)cyclohex-3-en-1-amine  
KIQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 [(4R,5S)-5-amino-4-(2,4,5-trifluorophenyl)-1-cyclohexenyl]-[3-(trifluoromethyl)-6,8-dihydro-5H-[1,2,4]triazolo[3,4-c]pyrazin-7-yl]methanone 
# 
