data_496 # _chem_comp.id 496 _chem_comp.name "2-({[4-(hydroxymethyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl}amino)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H17 F3 N4 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-05-29 _chem_comp.pdbx_modified_date 2012-07-06 _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 402.391 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 496 _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 4FAT _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 496 O1 O1 O 0 1 N N N 0.467 3.752 15.506 -4.277 -2.326 -1.868 O1 496 1 496 C2 C2 C 0 1 N N N -0.533 4.323 15.947 -4.102 -2.105 -0.684 C2 496 2 496 N3 N3 N 0 1 N N N -0.911 5.552 15.757 -4.344 -3.070 0.224 N3 496 3 496 C4 C4 C 0 1 Y N N -1.423 3.503 16.812 -3.622 -0.790 -0.247 C4 496 4 496 C5 C5 C 0 1 Y N N -2.395 3.975 17.688 -4.506 0.311 0.088 C5 496 5 496 C6 C6 C 0 1 N N N -2.813 5.379 18.006 -6.023 0.235 0.026 C6 496 6 496 C10 C10 C 0 1 N N N -3.518 5.391 19.353 -6.608 1.394 0.836 C10 496 7 496 C9 C9 C 0 1 N N N -4.629 4.324 19.390 -5.948 2.702 0.391 C9 496 8 496 C8 C8 C 0 1 N N N -4.147 2.897 19.319 -4.492 2.714 0.866 C8 496 9 496 C7 C7 C 0 1 Y N N -3.040 2.820 18.324 -3.836 1.408 0.460 C7 496 10 496 S11 S11 S 0 1 Y N N -2.456 1.311 17.894 -2.104 1.127 0.411 S11 496 11 496 C12 C12 C 0 1 Y N N -1.376 2.038 16.773 -2.297 -0.482 -0.109 C12 496 12 496 N13 N13 N 0 1 N N N -0.400 1.345 16.139 -1.254 -1.360 -0.361 N13 496 13 496 C14 C14 C 0 1 N N N -0.288 0.022 16.079 0.022 -0.957 -0.194 C14 496 14 496 O15 O15 O 0 1 N N N -1.210 -0.678 16.521 0.256 0.174 0.177 O15 496 15 496 C16 C16 C 0 1 N N N 0.941 -0.581 15.425 1.156 -1.911 -0.468 C16 496 16 496 N17 N17 N 0 1 Y N N 1.435 -1.689 16.236 2.432 -1.238 -0.214 N17 496 17 496 C24 C24 C 0 1 Y N N 1.306 -3.003 16.043 3.408 -1.672 0.612 C24 496 18 496 C25 C25 C 0 1 Y N N 1.900 -3.674 17.099 4.416 -0.771 0.567 C25 496 19 496 C26 C26 C 0 1 N N N 2.064 -5.211 17.220 5.712 -0.852 1.332 C26 496 20 496 O29 O29 O 0 1 N N N 3.450 -5.453 17.241 5.722 -2.039 2.128 O29 496 21 496 C19 C19 C 0 1 Y N N 2.392 -2.664 17.947 4.044 0.248 -0.316 C19 496 22 496 N18 N18 N 0 1 Y N N 2.131 -1.426 17.430 2.858 -0.034 -0.789 N18 496 23 496 C20 C20 C 0 1 N N N 3.155 -2.848 19.214 4.871 1.458 -0.668 C20 496 24 496 F21 F21 F 0 1 N N N 4.438 -2.989 18.958 5.681 1.801 0.421 F21 496 25 496 F22 F22 F 0 1 N N N 2.735 -3.945 19.778 5.676 1.168 -1.774 F22 496 26 496 F23 F23 F 0 1 N N N 2.809 -2.013 20.128 4.024 2.528 -0.975 F23 496 27 496 H1 H1 H 0 1 N N N -0.360 6.162 15.188 -4.658 -3.941 -0.065 H1 496 28 496 H2 H2 H 0 1 N N N -1.753 5.887 16.180 -4.205 -2.894 1.168 H2 496 29 496 H3 H3 H 0 1 N N N -1.926 6.028 18.048 -6.351 0.311 -1.011 H3 496 30 496 H4 H4 H 0 1 N N N -3.498 5.745 17.227 -6.359 -0.712 0.448 H4 496 31 496 H5 H5 H 0 1 N N N -2.786 5.179 20.147 -7.683 1.452 0.664 H5 496 32 496 H6 H6 H 0 1 N N N -3.963 6.383 19.520 -6.416 1.231 1.896 H6 496 33 496 H7 H7 H 0 1 N N N -5.299 4.500 18.536 -5.976 2.774 -0.697 H7 496 34 496 H8 H8 H 0 1 N N N -5.190 4.448 20.328 -6.482 3.547 0.826 H8 496 35 496 H9 H9 H 0 1 N N N -4.973 2.242 19.006 -3.964 3.548 0.405 H9 496 36 496 H10 H10 H 0 1 N N N -3.781 2.580 20.307 -4.463 2.817 1.951 H10 496 37 496 H11 H11 H 0 1 N N N 0.304 1.880 15.671 -1.441 -2.265 -0.658 H11 496 38 496 H12 H12 H 0 1 N N N 0.678 -0.950 14.423 1.066 -2.779 0.186 H12 496 39 496 H13 H13 H 0 1 N N N 1.724 0.187 15.339 1.116 -2.234 -1.508 H13 496 40 496 H14 H14 H 0 1 N N N 0.817 -3.468 15.200 3.387 -2.576 1.202 H14 496 41 496 H15 H15 H 0 1 N N N 1.599 -5.573 18.149 6.547 -0.877 0.632 H15 496 42 496 H16 H16 H 0 1 N N N 1.601 -5.714 16.358 5.807 0.020 1.979 H16 496 43 496 H17 H17 H 0 1 N N N 3.608 -6.387 17.315 6.528 -2.157 2.649 H17 496 44 # 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 496 C16 C14 SING N N 1 496 C16 N17 SING N N 2 496 O1 C2 DOUB N N 3 496 N3 C2 SING N N 4 496 C2 C4 SING N N 5 496 C24 N17 SING Y N 6 496 C24 C25 DOUB Y N 7 496 C14 N13 SING N N 8 496 C14 O15 DOUB N N 9 496 N13 C12 SING N N 10 496 N17 N18 SING Y N 11 496 C12 C4 DOUB Y N 12 496 C12 S11 SING Y N 13 496 C4 C5 SING Y N 14 496 C25 C26 SING N N 15 496 C25 C19 SING Y N 16 496 C26 O29 SING N N 17 496 N18 C19 DOUB Y N 18 496 C5 C6 SING N N 19 496 C5 C7 DOUB Y N 20 496 S11 C7 SING Y N 21 496 C19 C20 SING N N 22 496 C6 C10 SING N N 23 496 C7 C8 SING N N 24 496 F21 C20 SING N N 25 496 C20 F22 SING N N 26 496 C20 F23 SING N N 27 496 C8 C9 SING N N 28 496 C10 C9 SING N N 29 496 N3 H1 SING N N 30 496 N3 H2 SING N N 31 496 C6 H3 SING N N 32 496 C6 H4 SING N N 33 496 C10 H5 SING N N 34 496 C10 H6 SING N N 35 496 C9 H7 SING N N 36 496 C9 H8 SING N N 37 496 C8 H9 SING N N 38 496 C8 H10 SING N N 39 496 N13 H11 SING N N 40 496 C16 H12 SING N N 41 496 C16 H13 SING N N 42 496 C24 H14 SING N N 43 496 C26 H15 SING N N 44 496 C26 H16 SING N N 45 496 O29 H17 SING N N 46 # 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 496 SMILES ACDLabs 12.01 "FC(F)(F)c1nn(cc1CO)CC(=O)Nc2sc3c(c2C(=O)N)CCCC3" 496 InChI InChI 1.03 "InChI=1S/C16H17F3N4O3S/c17-16(18,19)13-8(7-24)5-23(22-13)6-11(25)21-15-12(14(20)26)9-3-1-2-4-10(9)27-15/h5,24H,1-4,6-7H2,(H2,20,26)(H,21,25)" 496 InChIKey InChI 1.03 ZGRBZBGNPZBNLW-UHFFFAOYSA-N 496 SMILES_CANONICAL CACTVS 3.370 "NC(=O)c1c(NC(=O)Cn2cc(CO)c(n2)C(F)(F)F)sc3CCCCc13" 496 SMILES CACTVS 3.370 "NC(=O)c1c(NC(=O)Cn2cc(CO)c(n2)C(F)(F)F)sc3CCCCc13" 496 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1c(c(nn1CC(=O)Nc2c(c3c(s2)CCCC3)C(=O)N)C(F)(F)F)CO" 496 SMILES "OpenEye OEToolkits" 1.7.6 "c1c(c(nn1CC(=O)Nc2c(c3c(s2)CCCC3)C(=O)N)C(F)(F)F)CO" # 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 496 "SYSTEMATIC NAME" ACDLabs 12.01 "2-({[4-(hydroxymethyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl}amino)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide" 496 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[2-[4-(hydroxymethyl)-3-(trifluoromethyl)pyrazol-1-yl]ethanoylamino]-4,5,6,7-tetrahydro-1-benzothiophene-3-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 496 "Create component" 2012-05-29 RCSB #