data_2IC # _chem_comp.id 2IC _chem_comp.name "5-[(5S,9R)-9-(4-CYANOPHENYL)-3-(3,5-DICHLOROPHENYL)-1-METHYL-2,4-DIOXO-1,3,7-TRIAZASPIRO [4.4]NON-7-YL]METHYL]-3-THIOPHENECARBOXYLICACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H20 Cl2 N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-09-20 _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 555.432 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2IC _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 2ICA _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 2IC C2 C2 C 0 1 Y N N -5.917 -0.346 28.375 -4.966 3.657 -3.237 C2 2IC 1 2IC C3 C3 C 0 1 Y N N -5.387 -0.125 29.650 -5.549 4.914 -3.081 C3 2IC 2 2IC C8 C8 C 0 1 Y N N -7.819 1.103 28.826 -3.165 4.306 -1.757 C8 2IC 3 2IC C9 C9 C 0 1 Y N N -7.120 0.236 27.944 -3.776 3.353 -2.576 C9 2IC 4 2IC C12 C12 C 0 1 N N N -10.135 1.702 29.190 -0.953 4.921 -0.759 C12 2IC 5 2IC C14 C14 C 0 1 N N R -10.703 2.537 27.099 -0.179 2.791 -0.020 C14 2IC 6 2IC C15 C15 C 0 1 N N N -10.949 3.946 26.541 -0.240 2.272 1.431 C15 2IC 7 2IC N18 N18 N 0 1 N N S -11.736 3.771 25.294 0.820 1.256 1.495 N18 2IC 8 2IC C19 C19 C 0 1 N N N -11.478 2.426 24.810 0.871 0.646 0.165 C19 2IC 9 2IC C22 C22 C 0 1 N N S -11.360 1.613 26.077 0.857 1.886 -0.737 C22 2IC 10 2IC C24 C24 C 0 1 Y N N -10.801 0.221 25.975 0.654 1.673 -2.224 C24 2IC 11 2IC C27 C27 C 0 1 Y N N -10.802 -2.061 26.873 0.474 2.568 -4.462 C27 2IC 12 2IC C30 C30 C 0 1 Y N N -9.171 -1.424 25.175 0.276 0.189 -4.094 C30 2IC 13 2IC C32 C32 C 0 1 Y N N -9.722 -0.133 25.116 0.462 0.385 -2.726 C32 2IC 14 2IC C34 C34 C 0 1 N N N -9.198 -3.709 26.055 0.091 1.079 -6.364 C34 2IC 15 2IC CL1 CL1 CL 0 0 N N N -5.055 -1.400 27.310 -5.716 2.480 -4.244 CL1 2IC 16 2IC C5 C5 C 0 1 Y N N -6.108 0.709 30.506 -4.942 5.869 -2.265 C5 2IC 17 2IC C6 C6 C 0 1 Y N N -7.297 1.334 30.112 -3.752 5.565 -1.604 C6 2IC 18 2IC N11 N11 N 0 1 N N N -8.992 1.682 28.448 -1.945 3.995 -1.079 N11 2IC 19 2IC N13 N13 N 0 1 N N N -11.112 2.260 28.466 0.078 4.216 -0.119 N13 2IC 20 2IC C25 C25 C 0 1 Y N N -11.358 -0.773 26.813 0.660 2.765 -3.094 C25 2IC 21 2IC C29 C29 C 0 1 Y N N -9.715 -2.379 26.047 0.282 1.280 -4.962 C29 2IC 22 2IC N35 N35 N 0 1 N N N -8.804 -4.798 26.033 -0.064 0.916 -7.504 N35 2IC 23 2IC C36 C36 C 0 1 N N N -11.491 4.637 24.137 0.596 0.280 2.550 C36 2IC 24 2IC C39 C39 C 0 1 Y N N -12.183 5.953 24.290 0.546 0.921 3.907 C39 2IC 25 2IC S40 S40 S 0 1 Y N N -11.350 7.222 25.155 1.991 1.086 4.790 S40 2IC 26 2IC C41 C41 C 0 1 Y N N -12.753 8.256 25.014 1.155 1.832 6.085 C41 2IC 27 2IC C43 C43 C 0 1 Y N N -13.667 7.726 24.190 -0.194 1.944 5.833 C43 2IC 28 2IC C44 C44 C 0 1 Y N N -13.355 6.355 23.766 -0.547 1.411 4.560 C44 2IC 29 2IC C46 C46 C 0 1 N N N -14.857 8.487 23.744 -1.109 2.539 6.771 C46 2IC 30 2IC O47 O47 O 0 1 N N N -15.603 7.973 22.883 -0.813 3.007 7.885 O47 2IC 31 2IC O48 O48 O 0 1 N N N -15.066 9.620 24.229 -2.401 2.553 6.324 O48 2IC 32 2IC C50 C50 C 0 1 N N N -9.202 2.233 27.223 -1.578 2.725 -0.655 C50 2IC 33 2IC O51 O51 O 0 1 N N N -8.385 2.467 26.333 -2.220 1.682 -0.716 O51 2IC 34 2IC C52 C52 C 0 1 N N N -12.487 2.440 28.931 1.314 4.834 0.335 C52 2IC 35 2IC O56 O56 O 0 1 N N N -10.282 1.274 30.333 -0.919 6.120 -1.011 O56 2IC 36 2IC CL57 CL57 CL 0 0 N N N -5.530 0.945 32.105 -5.661 7.420 -2.073 CL57 2IC 37 2IC H3 H3 H 0 1 N N N -4.458 -0.581 29.960 -6.477 5.151 -3.597 H3 2IC 38 2IC H9 H9 H 0 1 N N N -7.508 0.028 26.958 -3.320 2.373 -2.696 H9 2IC 39 2IC H151 1H15 H 0 0 N N N -9.994 4.448 26.327 -0.045 3.058 2.168 H151 2IC 40 2IC H152 2H15 H 0 0 N N N -11.488 4.573 27.267 -1.219 1.832 1.662 H152 2IC 41 2IC H191 1H19 H 0 0 N N N -12.297 2.063 24.172 0.005 -0.001 -0.030 H191 2IC 42 2IC H192 2H19 H 0 0 N N N -10.579 2.365 24.179 1.784 0.059 0.021 H192 2IC 43 2IC H22 H22 H 0 1 N N N -12.365 1.311 26.406 1.848 2.356 -0.661 H22 2IC 44 2IC H27 H27 H 0 1 N N N -11.208 -2.799 27.549 0.481 3.429 -5.127 H27 2IC 45 2IC H30 H30 H 0 1 N N N -8.329 -1.681 24.549 0.127 -0.821 -4.469 H30 2IC 46 2IC H32 H32 H 0 1 N N N -9.327 0.591 24.419 0.455 -0.471 -2.056 H32 2IC 47 2IC H6 H6 H 0 1 N N N -7.813 1.993 30.795 -3.277 6.308 -0.966 H6 2IC 48 2IC H25 H25 H 0 1 N N N -12.223 -0.538 27.415 0.809 3.771 -2.713 H25 2IC 49 2IC H361 1H36 H 0 0 N N N -11.870 4.139 23.232 1.402 -0.460 2.502 H361 2IC 50 2IC H362 2H36 H 0 0 N N N -10.409 4.819 24.060 -0.340 -0.244 2.328 H362 2IC 51 2IC H41 H41 H 0 1 N N N -12.868 9.200 25.525 1.697 2.150 6.966 H41 2IC 52 2IC H44 H44 H 0 1 N N N -13.980 5.753 23.123 -1.552 1.394 4.156 H44 2IC 53 2IC HO48 HO48 H 0 0 N N N -15.850 9.991 23.842 -3.033 2.957 6.957 HO48 2IC 54 2IC H521 1H52 H 0 0 N N N -12.500 2.485 30.030 1.163 5.305 1.310 H521 2IC 55 2IC H522 2H52 H 0 0 N N N -12.893 3.376 28.521 1.639 5.597 -0.378 H522 2IC 56 2IC H523 3H52 H 0 0 N N N -13.102 1.594 28.592 2.101 4.081 0.426 H523 2IC 57 # 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 2IC C2 CL1 SING N N 1 2IC C2 C9 DOUB Y N 2 2IC C2 C3 SING Y N 3 2IC C3 C5 DOUB Y N 4 2IC C3 H3 SING N N 5 2IC C8 C9 SING Y N 6 2IC C8 N11 SING N N 7 2IC C8 C6 DOUB Y N 8 2IC C9 H9 SING N N 9 2IC C12 N11 SING N N 10 2IC C12 N13 SING N N 11 2IC C12 O56 DOUB N N 12 2IC C14 C22 SING N N 13 2IC C14 C15 SING N N 14 2IC C14 C50 SING N N 15 2IC C14 N13 SING N N 16 2IC C15 N18 SING N N 17 2IC C15 H151 SING N N 18 2IC C15 H152 SING N N 19 2IC N18 C36 SING N N 20 2IC N18 C19 SING N N 21 2IC C19 C22 SING N N 22 2IC C19 H191 SING N N 23 2IC C19 H192 SING N N 24 2IC C22 C24 SING N N 25 2IC C22 H22 SING N N 26 2IC C24 C32 SING Y N 27 2IC C24 C25 DOUB Y N 28 2IC C27 C29 DOUB Y N 29 2IC C27 C25 SING Y N 30 2IC C27 H27 SING N N 31 2IC C30 C32 DOUB Y N 32 2IC C30 C29 SING Y N 33 2IC C30 H30 SING N N 34 2IC C32 H32 SING N N 35 2IC C34 N35 TRIP N N 36 2IC C34 C29 SING N N 37 2IC C5 C6 SING Y N 38 2IC C5 CL57 SING N N 39 2IC C6 H6 SING N N 40 2IC N11 C50 SING N N 41 2IC N13 C52 SING N N 42 2IC C25 H25 SING N N 43 2IC C36 C39 SING N N 44 2IC C36 H361 SING N N 45 2IC C36 H362 SING N N 46 2IC C39 C44 DOUB Y N 47 2IC C39 S40 SING Y N 48 2IC S40 C41 SING Y N 49 2IC C41 C43 DOUB Y N 50 2IC C41 H41 SING N N 51 2IC C43 C46 SING N N 52 2IC C43 C44 SING Y N 53 2IC C44 H44 SING N N 54 2IC C46 O47 DOUB N N 55 2IC C46 O48 SING N N 56 2IC O48 HO48 SING N N 57 2IC C50 O51 DOUB N N 58 2IC C52 H521 SING N N 59 2IC C52 H522 SING N N 60 2IC C52 H523 SING N N 61 # 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 2IC SMILES ACDLabs 10.04 "O=C(O)c1cc(sc1)CN5CC3(C(=O)N(c2cc(Cl)cc(Cl)c2)C(=O)N3C)C(c4ccc(C#N)cc4)C5" 2IC SMILES_CANONICAL CACTVS 3.341 "CN1C(=O)N(C(=O)[C@]12CN(C[C@H]2c3ccc(cc3)C#N)Cc4scc(c4)C(O)=O)c5cc(Cl)cc(Cl)c5" 2IC SMILES CACTVS 3.341 "CN1C(=O)N(C(=O)[C]12CN(C[CH]2c3ccc(cc3)C#N)Cc4scc(c4)C(O)=O)c5cc(Cl)cc(Cl)c5" 2IC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN1C(=O)N(C(=O)[C@]12C[N@](C[C@H]2c3ccc(cc3)C#N)Cc4cc(cs4)C(=O)O)c5cc(cc(c5)Cl)Cl" 2IC SMILES "OpenEye OEToolkits" 1.5.0 "CN1C(=O)N(C(=O)C12CN(CC2c3ccc(cc3)C#N)Cc4cc(cs4)C(=O)O)c5cc(cc(c5)Cl)Cl" 2IC InChI InChI 1.03 "InChI=1S/C26H20Cl2N4O4S/c1-30-25(36)32(20-8-18(27)7-19(28)9-20)24(35)26(30)14-31(11-21-6-17(13-37-21)23(33)34)12-22(26)16-4-2-15(10-29)3-5-16/h2-9,13,22H,11-12,14H2,1H3,(H,33,34)/t22-,26+/m0/s1" 2IC InChIKey InChI 1.03 NXNKJLOEGWSJGI-BKMJKUGQSA-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 2IC "SYSTEMATIC NAME" ACDLabs 10.04 "5-{[(5S,9R)-9-(4-cyanophenyl)-3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]non-7-yl]methyl}thiophene-3-carboxylic acid" 2IC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[[(1R,3S,5S)-1-(4-cyanophenyl)-7-(3,5-dichlorophenyl)-9-methyl-6,8-dioxo-3,7,9-triazaspiro[4.4]nonan-3-yl]methyl]thiophene-3-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2IC "Create component" 2006-09-20 RCSB 2IC "Modify descriptor" 2011-06-04 RCSB #