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 2011-06-04 _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 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" KIQ InChI InChI 1.03 "InChI=1S/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 1.03 NVVSPGQEXMJZIR-BMIGLBTASA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site KIQ "Create component" 2006-09-05 RCSB KIQ "Modify descriptor" 2011-06-04 RCSB #