data_0UP
# 
_chem_comp.id                                    0UP 
_chem_comp.name                                  "4-{[(5R,7S)-1-(3-fluorophenyl)-3,7-dimethyl-2,2-dioxido-2-thia-1,3,8-triazaspiro[4.5]dec-8-yl]methyl}-2-(propan-2-yloxy)phenol" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H32 F N3 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-06-21 
_chem_comp.pdbx_modified_date                    2012-09-28 
_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                        477.592 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     0UP 
_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        4FM7 
_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 
0UP C1  C1  C 0 1 Y N N 26.907 36.844 45.142 2.088  2.307  2.432  C1  0UP 1  
0UP C2  C2  C 0 1 Y N N 26.028 38.533 41.285 -2.672 1.684  -0.828 C2  0UP 2  
0UP C3  C3  C 0 1 Y N N 25.648 36.286 45.058 2.488  1.120  1.852  C3  0UP 3  
0UP C4  C4  C 0 1 Y N N 27.288 38.656 41.831 -3.777 1.822  -1.647 C4  0UP 4  
0UP C5  C5  C 0 1 Y N N 27.040 38.202 45.320 1.701  3.371  1.638  C5  0UP 5  
0UP C6  C6  C 0 1 Y N N 26.379 36.205 40.909 -3.745 -0.118 0.331  C6  0UP 6  
0UP C7  C7  C 0 1 Y N N 24.645 38.426 45.410 2.112  2.062  -0.328 C7  0UP 7  
0UP C8  C8  C 0 1 Y N N 25.555 37.315 40.848 -2.656 0.716  0.158  C8  0UP 8  
0UP C9  C9  C 0 1 Y N N 24.519 37.072 45.161 2.501  0.993  0.468  C9  0UP 9  
0UP C10 C10 C 0 1 Y N N 28.091 37.539 41.899 -4.874 0.993  -1.476 C10 0UP 10 
0UP C11 C11 C 0 1 Y N N 27.646 36.325 41.412 -4.860 0.023  -0.479 C11 0UP 11 
0UP C12 C12 C 0 1 Y N N 25.910 38.983 45.452 1.717  3.251  0.259  C12 0UP 12 
0UP C13 C13 C 0 1 N N N 22.345 35.304 43.156 0.967  -0.881 -1.451 C13 0UP 13 
0UP C14 C14 C 0 1 N N N 21.914 37.716 43.453 1.388  -1.895 0.792  C14 0UP 14 
0UP C15 C15 C 0 1 N N N 20.888 36.112 44.967 2.879  -2.459 -1.133 C15 0UP 15 
0UP C16 C16 C 0 1 N N N 23.455 35.589 42.163 0.107  0.184  -0.767 C16 0UP 16 
0UP C17 C17 C 0 1 N N S 22.952 37.997 42.386 0.516  -0.800 1.410  C17 0UP 17 
0UP C18 C18 C 0 1 N N R 22.149 36.411 44.160 2.054  -1.352 -0.478 C18 0UP 18 
0UP C19 C19 C 0 1 N N N 22.443 39.172 41.581 -0.166 -1.340 2.668  C19 0UP 19 
0UP C20 C20 C 0 1 N N N 28.517 34.274 39.289 -6.103 -1.332 2.039  C20 0UP 20 
0UP C21 C21 C 0 1 N N N 29.057 32.992 41.331 -6.773 -2.982 0.287  C21 0UP 21 
0UP C22 C22 C 0 1 N N N 20.217 35.095 47.133 5.331  -3.323 -0.646 C22 0UP 22 
0UP C23 C23 C 0 1 N N N 24.154 37.150 40.333 -1.448 0.569  1.048  C23 0UP 23 
0UP C24 C24 C 0 1 N N N 28.192 34.099 40.761 -5.795 -1.858 0.636  C24 0UP 24 
0UP N25 N25 N 0 1 N N N 23.246 36.418 45.171 2.906  -0.207 -0.121 N25 0UP 25 
0UP N26 N26 N 0 1 N N N 21.277 35.271 46.115 4.300  -2.290 -0.779 N26 0UP 26 
0UP N27 N27 N 0 1 N N N 23.156 36.848 41.436 -0.506 -0.381 0.442  N27 0UP 27 
0UP O28 O28 O 0 1 N N N 23.649 34.504 46.814 4.700  -0.070 -1.844 O28 0UP 28 
0UP O29 O29 O 0 1 N N N 22.719 36.649 47.719 5.290  -0.437 0.567  O29 0UP 29 
0UP O30 O30 O 0 1 N N N 29.383 37.596 42.402 -5.963 1.129  -2.280 O30 0UP 30 
0UP O31 O31 O 0 1 N N N 28.539 35.270 41.519 -5.932 -0.797 -0.311 O31 0UP 31 
0UP F32 F32 F 0 1 N N N 26.054 40.311 45.638 1.337  4.292  -0.514 F32 0UP 32 
0UP S33 S33 S 0 1 N N N 22.820 35.682 46.656 4.455  -0.639 -0.565 S33 0UP 33 
0UP H1  H1  H 0 1 N N N 27.784 36.218 45.068 2.074  2.404  3.508  H1  0UP 34 
0UP H2  H2  H 0 1 N N N 25.400 39.408 41.198 -1.818 2.331  -0.963 H2  0UP 35 
0UP H3  H3  H 0 1 N N N 25.545 35.221 44.910 2.791  0.290  2.473  H3  0UP 36 
0UP H4  H4  H 0 1 N N N 27.638 39.609 42.198 -3.786 2.577  -2.420 H4  0UP 37 
0UP H5  H5  H 0 1 N N N 28.021 38.653 45.356 1.384  4.297  2.095  H5  0UP 38 
0UP H6  H6  H 0 1 N N N 26.023 35.247 40.561 -3.726 -0.880 1.096  H6  0UP 39 
0UP H7  H7  H 0 1 N N N 23.770 39.039 45.569 2.125  1.968  -1.404 H7  0UP 40 
0UP H8  H8  H 0 1 N N N 21.406 35.165 42.600 0.341  -1.727 -1.735 H8  0UP 41 
0UP H9  H9  H 0 1 N N N 22.590 34.379 43.699 1.433  -0.458 -2.341 H9  0UP 42 
0UP H10 H10 H 0 1 N N N 21.942 38.528 44.194 2.155  -2.195 1.506  H10 0UP 43 
0UP H11 H11 H 0 1 N N N 20.922 37.686 42.980 0.769  -2.756 0.539  H11 0UP 44 
0UP H12 H12 H 0 1 N N N 20.441 37.051 45.325 2.530  -3.429 -0.781 H12 0UP 45 
0UP H13 H13 H 0 1 N N N 20.161 35.576 44.340 2.766  -2.403 -2.216 H13 0UP 46 
0UP H14 H14 H 0 1 N N N 23.527 34.759 41.445 0.731  1.035  -0.494 H14 0UP 47 
0UP H15 H15 H 0 1 N N N 24.410 35.693 42.700 -0.676 0.513  -1.451 H15 0UP 48 
0UP H16 H16 H 0 1 N N N 23.908 38.261 42.861 1.138  0.056  1.673  H16 0UP 49 
0UP H17 H17 H 0 1 N N N 22.283 40.032 42.248 0.584  -1.773 3.330  H17 0UP 50 
0UP H18 H18 H 0 1 N N N 23.183 39.437 40.812 -0.679 -0.527 3.182  H18 0UP 51 
0UP H19 H19 H 0 1 N N N 21.493 38.901 41.098 -0.889 -2.106 2.389  H19 0UP 52 
0UP H20 H20 H 0 1 N N N 27.893 35.076 38.868 -5.406 -0.531 2.288  H20 0UP 53 
0UP H21 H21 H 0 1 N N N 29.579 34.539 39.177 -7.123 -0.949 2.068  H21 0UP 54 
0UP H22 H22 H 0 1 N N N 28.315 33.334 38.755 -5.998 -2.142 2.762  H22 0UP 55 
0UP H23 H23 H 0 1 N N N 28.827 32.859 42.398 -7.793 -2.599 0.316  H23 0UP 56 
0UP H24 H24 H 0 1 N N N 28.854 32.054 40.793 -6.554 -3.357 -0.713 H24 0UP 57 
0UP H25 H25 H 0 1 N N N 30.118 33.259 41.215 -6.668 -3.792 1.010  H25 0UP 58 
0UP H26 H26 H 0 1 N N N 20.637 35.272 48.134 5.822  -3.472 -1.608 H26 0UP 59 
0UP H27 H27 H 0 1 N N N 19.405 35.812 46.944 6.068  -3.008 0.093  H27 0UP 60 
0UP H28 H28 H 0 1 N N N 19.822 34.070 47.077 4.870  -4.257 -0.325 H28 0UP 61 
0UP H29 H29 H 0 1 N N N 23.852 38.081 39.830 -0.963 1.538  1.164  H29 0UP 62 
0UP H30 H30 H 0 1 N N N 24.140 36.321 39.610 -1.759 0.199  2.025  H30 0UP 63 
0UP H31 H31 H 0 1 N N N 27.128 33.847 40.884 -4.775 -2.242 0.607  H31 0UP 64 
0UP H33 H33 H 0 1 N N N 29.567 38.478 42.703 -5.929 0.589  -3.082 H33 0UP 65 
# 
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 
0UP C20 C24 SING N N 1  
0UP C23 C8  SING N N 2  
0UP C23 N27 SING N N 3  
0UP C24 C21 SING N N 4  
0UP C24 O31 SING N N 5  
0UP C8  C6  DOUB Y N 6  
0UP C8  C2  SING Y N 7  
0UP C6  C11 SING Y N 8  
0UP C2  C4  DOUB Y N 9  
0UP C11 O31 SING N N 10 
0UP C11 C10 DOUB Y N 11 
0UP N27 C16 SING N N 12 
0UP N27 C17 SING N N 13 
0UP C19 C17 SING N N 14 
0UP C4  C10 SING Y N 15 
0UP C10 O30 SING N N 16 
0UP C16 C13 SING N N 17 
0UP C17 C14 SING N N 18 
0UP C13 C18 SING N N 19 
0UP C14 C18 SING N N 20 
0UP C18 C15 SING N N 21 
0UP C18 N25 SING N N 22 
0UP C15 N26 SING N N 23 
0UP C3  C1  DOUB Y N 24 
0UP C3  C9  SING Y N 25 
0UP C1  C5  SING Y N 26 
0UP C9  N25 SING N N 27 
0UP C9  C7  DOUB Y N 28 
0UP N25 S33 SING N N 29 
0UP C5  C12 DOUB Y N 30 
0UP C7  C12 SING Y N 31 
0UP C12 F32 SING N N 32 
0UP N26 S33 SING N N 33 
0UP N26 C22 SING N N 34 
0UP S33 O28 DOUB N N 35 
0UP S33 O29 DOUB N N 36 
0UP C1  H1  SING N N 37 
0UP C2  H2  SING N N 38 
0UP C3  H3  SING N N 39 
0UP C4  H4  SING N N 40 
0UP C5  H5  SING N N 41 
0UP C6  H6  SING N N 42 
0UP C7  H7  SING N N 43 
0UP C13 H8  SING N N 44 
0UP C13 H9  SING N N 45 
0UP C14 H10 SING N N 46 
0UP C14 H11 SING N N 47 
0UP C15 H12 SING N N 48 
0UP C15 H13 SING N N 49 
0UP C16 H14 SING N N 50 
0UP C16 H15 SING N N 51 
0UP C17 H16 SING N N 52 
0UP C19 H17 SING N N 53 
0UP C19 H18 SING N N 54 
0UP C19 H19 SING N N 55 
0UP C20 H20 SING N N 56 
0UP C20 H21 SING N N 57 
0UP C20 H22 SING N N 58 
0UP C21 H23 SING N N 59 
0UP C21 H24 SING N N 60 
0UP C21 H25 SING N N 61 
0UP C22 H26 SING N N 62 
0UP C22 H27 SING N N 63 
0UP C22 H28 SING N N 64 
0UP C23 H29 SING N N 65 
0UP C23 H30 SING N N 66 
0UP C24 H31 SING N N 67 
0UP O30 H33 SING N N 68 
# 
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 
0UP SMILES           ACDLabs              12.01 "Fc4cccc(N3C1(CCN(C(C)C1)Cc2ccc(O)c(OC(C)C)c2)CN(C)S3(=O)=O)c4"                                                                                                                        
0UP InChI            InChI                1.03  "InChI=1S/C24H32FN3O4S/c1-17(2)32-23-12-19(8-9-22(23)29)15-27-11-10-24(14-18(27)3)16-26(4)33(30,31)28(24)21-7-5-6-20(25)13-21/h5-9,12-13,17-18,29H,10-11,14-16H2,1-4H3/t18-,24+/m0/s1" 
0UP InChIKey         InChI                1.03  UICGCQDWRACUBV-MHECFPHRSA-N                                                                                                                                                            
0UP SMILES_CANONICAL CACTVS               3.370 "CC(C)Oc1cc(CN2CC[C@@]3(C[C@@H]2C)CN(C)[S](=O)(=O)N3c4cccc(F)c4)ccc1O"                                                                                                                 
0UP SMILES           CACTVS               3.370 "CC(C)Oc1cc(CN2CC[C]3(C[CH]2C)CN(C)[S](=O)(=O)N3c4cccc(F)c4)ccc1O"                                                                                                                     
0UP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H]1C[C@]2(CCN1Cc3ccc(c(c3)OC(C)C)O)CN(S(=O)(=O)N2c4cccc(c4)F)C"                                                                                                                   
0UP SMILES           "OpenEye OEToolkits" 1.7.6 "CC1CC2(CCN1Cc3ccc(c(c3)OC(C)C)O)CN(S(=O)(=O)N2c4cccc(c4)F)C"                                                                                                                          
# 
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 
0UP "SYSTEMATIC NAME" ACDLabs              12.01 "4-{[(5R,7S)-1-(3-fluorophenyl)-3,7-dimethyl-2,2-dioxido-2-thia-1,3,8-triazaspiro[4.5]dec-8-yl]methyl}-2-(propan-2-yloxy)phenol"                   
0UP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[[(6R,9S)-1-(3-fluorophenyl)-3,9-dimethyl-2,2-bis(oxidanylidene)-2$l^{6}-thia-1,3,8-triazaspiro[4.5]decan-8-yl]methyl]-2-propan-2-yloxy-phenol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
0UP "Create component" 2012-06-21 RCSB 
0UP "Initial release"  2012-09-28 RCSB 
# 
