data_1UO
# 
_chem_comp.id                                    1UO 
_chem_comp.name                                  "trans-4-{4-[7-amino-2-(1,2,3-benzothiadiazol-7-yl)-3-chlorofuro[2,3-c]pyridin-4-yl]-1H-pyrazol-1-yl}cyclohexanol" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H19 Cl N6 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2013-06-11 
_chem_comp.pdbx_modified_date                    2013-06-28 
_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                        466.943 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1UO 
_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        4L53 
_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 
1UO O1  O1  O  0 1 N N N -24.883 -48.221 -19.390 8.466  -1.541 -1.972 O1  1UO 1  
1UO C2  C2  C  0 1 N N N -23.460 -48.335 -19.459 7.167  -1.085 -1.587 C2  1UO 2  
1UO C4  C4  C  0 1 N N N -22.821 -47.399 -18.429 6.377  -2.247 -0.981 C4  1UO 3  
1UO C5  C5  C  0 1 N N N -21.296 -47.534 -18.475 4.987  -1.759 -0.569 C5  1UO 4  
1UO C6  C6  C  0 1 N N N -20.899 -48.981 -18.196 5.125  -0.641 0.467  C6  1UO 5  
1UO C8  C8  C  0 1 N N N -21.520 -49.900 -19.207 5.915  0.521  -0.139 C8  1UO 6  
1UO C9  C9  C  0 1 N N N -23.046 -49.777 -19.153 7.305  0.033  -0.551 C9  1UO 7  
1UO N10 N10 N  0 1 Y N N -19.435 -49.073 -18.160 3.794  -0.173 0.861  N10 1UO 8  
1UO C11 C11 C  0 1 Y N N -18.625 -48.583 -17.199 3.058  0.755  0.215  C11 1UO 9  
1UO C12 C12 C  0 1 Y N N -17.325 -48.895 -17.508 1.887  0.903  0.901  C12 1UO 10 
1UO C13 C13 C  0 1 Y N N -17.388 -49.578 -18.745 1.927  0.027  2.004  C13 1UO 11 
1UO N14 N14 N  0 1 Y N N -18.638 -49.705 -19.117 3.064  -0.616 1.971  N14 1UO 12 
1UO C15 C15 C  0 1 Y N N -16.098 -48.499 -16.744 0.776  1.821  0.550  C15 1UO 13 
1UO C16 C16 C  0 1 Y N N -16.201 -47.364 -15.925 1.020  3.159  0.280  C16 1UO 14 
1UO N17 N17 N  0 1 Y N N -15.186 -46.882 -15.228 0.032  3.981  -0.033 N17 1UO 15 
1UO C18 C18 C  0 1 Y N N -13.990 -47.421 -15.260 -1.229 3.585  -0.108 C18 1UO 16 
1UO N19 N19 N  0 1 N N N -12.948 -46.879 -14.500 -2.220 4.502  -0.444 N19 1UO 17 
1UO C20 C20 C  0 1 Y N N -13.766 -48.540 -16.050 -1.573 2.257  0.146  C20 1UO 18 
1UO O21 O21 O  0 1 Y N N -12.655 -49.239 -16.246 -2.736 1.575  0.149  O21 1UO 19 
1UO C22 C22 C  0 1 Y N N -12.827 -50.248 -17.097 -2.532 0.281  0.467  C22 1UO 20 
1UO C23 C23 C  0 1 Y N N -11.686 -51.108 -17.489 -3.587 -0.747 0.561  C23 1UO 21 
1UO C24 C24 C  0 1 Y N N -11.696 -51.996 -18.584 -3.639 -1.605 1.658  C24 1UO 22 
1UO C25 C25 C  0 1 Y N N -10.568 -52.752 -18.886 -4.634 -2.566 1.735  C25 1UO 23 
1UO C26 C26 C  0 1 Y N N -9.413  -52.641 -18.142 -5.579 -2.695 0.747  C26 1UO 24 
1UO C27 C27 C  0 1 Y N N -9.351  -51.743 -17.054 -5.557 -1.845 -0.376 C27 1UO 25 
1UO N28 N28 N  0 1 Y N N -8.364  -51.450 -16.199 -6.347 -1.768 -1.454 N28 1UO 26 
1UO N29 N29 N  0 1 Y N N -8.554  -50.585 -15.284 -6.116 -0.896 -2.351 N29 1UO 27 
1UO S30 S30 S  0 1 Y N N -10.012 -50.017 -15.359 -4.863 -0.037 -1.971 S30 1UO 28 
1UO C31 C31 C  0 1 Y N N -10.502 -50.984 -16.749 -4.547 -0.868 -0.446 C31 1UO 29 
1UO C32 C32 C  0 1 Y N N -14.135 -50.260 -17.495 -1.209 0.066  0.687  C32 1UO 30 
1UO CL3 CL3 CL 0 0 N N N -14.824 -51.415 -18.595 -0.452 -1.434 1.122  CL3 1UO 31 
1UO C34 C34 C  0 1 Y N N -14.802 -49.126 -16.815 -0.551 1.351  0.478  C34 1UO 32 
1UO H1  H1  H  0 1 N N N -25.279 -48.802 -20.029 9.023  -0.856 -2.364 H1  1UO 33 
1UO H2  H2  H  0 1 N N N -23.101 -48.063 -20.463 6.641  -0.706 -2.463 H2  1UO 34 
1UO H3  H3  H  0 1 N N N -23.102 -46.360 -18.657 6.279  -3.043 -1.719 H3  1UO 35 
1UO H4  H4  H  0 1 N N N -23.180 -47.664 -17.424 6.904  -2.626 -0.105 H4  1UO 36 
1UO H5  H5  H  0 1 N N N -20.933 -47.241 -19.471 4.461  -1.379 -1.445 H5  1UO 37 
1UO H6  H6  H  0 1 N N N -20.848 -46.879 -17.714 4.424  -2.586 -0.137 H6  1UO 38 
1UO H7  H7  H  0 1 N N N -21.290 -49.251 -17.204 5.652  -1.020 1.343  H7  1UO 39 
1UO H8  H8  H  0 1 N N N -21.167 -49.628 -20.213 5.389  0.900  -1.015 H8  1UO 40 
1UO H9  H9  H  0 1 N N N -21.229 -50.937 -18.985 6.014  1.317  0.599  H9  1UO 41 
1UO H10 H10 H  0 1 N N N -23.400 -50.053 -18.149 7.832  -0.347 0.325  H10 1UO 42 
1UO H11 H11 H  0 1 N N N -23.494 -50.452 -19.898 7.868  0.860  -0.983 H11 1UO 43 
1UO H12 H12 H  0 1 N N N -18.948 -48.034 -16.327 3.343  1.284  -0.682 H12 1UO 44 
1UO H13 H13 H  0 1 N N N -16.535 -49.940 -19.299 1.151  -0.095 2.745  H13 1UO 45 
1UO H14 H14 H  0 1 N N N -17.154 -46.860 -15.861 2.031  3.536  0.327  H14 1UO 46 
1UO H15 H15 H  0 1 N N N -13.283 -46.086 -13.991 -1.985 5.427  -0.621 H15 1UO 47 
1UO H16 H16 H  0 1 N N N -12.610 -47.568 -13.859 -3.145 4.217  -0.500 H16 1UO 48 
1UO H17 H17 H  0 1 N N N -12.584 -52.090 -19.191 -2.905 -1.521 2.446  H17 1UO 49 
1UO H18 H18 H  0 1 N N N -10.598 -53.439 -19.719 -4.667 -3.227 2.588  H18 1UO 50 
1UO H19 H19 H  0 1 N N N -8.552  -53.243 -18.392 -6.344 -3.453 0.831  H19 1UO 51 
# 
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 
1UO O1  C2  SING N N 1  
1UO C2  C4  SING N N 2  
1UO C2  C9  SING N N 3  
1UO C4  C5  SING N N 4  
1UO C5  C6  SING N N 5  
1UO C6  C8  SING N N 6  
1UO C6  N10 SING N N 7  
1UO C8  C9  SING N N 8  
1UO N10 C11 SING Y N 9  
1UO N10 N14 SING Y N 10 
1UO C11 C12 DOUB Y N 11 
1UO C12 C13 SING Y N 12 
1UO C12 C15 SING N N 13 
1UO C13 N14 DOUB Y N 14 
1UO C15 C16 DOUB Y N 15 
1UO C15 C34 SING Y N 16 
1UO C16 N17 SING Y N 17 
1UO N17 C18 DOUB Y N 18 
1UO C18 N19 SING N N 19 
1UO C18 C20 SING Y N 20 
1UO C20 O21 SING Y N 21 
1UO C20 C34 DOUB Y N 22 
1UO O21 C22 SING Y N 23 
1UO C22 C23 SING N N 24 
1UO C22 C32 DOUB Y N 25 
1UO C23 C24 DOUB Y N 26 
1UO C23 C31 SING Y N 27 
1UO C24 C25 SING Y N 28 
1UO C25 C26 DOUB Y N 29 
1UO C26 C27 SING Y N 30 
1UO C27 N28 SING Y N 31 
1UO C27 C31 DOUB Y N 32 
1UO N28 N29 DOUB Y N 33 
1UO N29 S30 SING Y N 34 
1UO S30 C31 SING Y N 35 
1UO C32 CL3 SING N N 36 
1UO C32 C34 SING Y N 37 
1UO O1  H1  SING N N 38 
1UO C2  H2  SING N N 39 
1UO C4  H3  SING N N 40 
1UO C4  H4  SING N N 41 
1UO C5  H5  SING N N 42 
1UO C5  H6  SING N N 43 
1UO C6  H7  SING N N 44 
1UO C8  H8  SING N N 45 
1UO C8  H9  SING N N 46 
1UO C9  H10 SING N N 47 
1UO C9  H11 SING N N 48 
1UO C11 H12 SING N N 49 
1UO C13 H13 SING N N 50 
1UO C16 H14 SING N N 51 
1UO N19 H15 SING N N 52 
1UO N19 H16 SING N N 53 
1UO C24 H17 SING N N 54 
1UO C25 H18 SING N N 55 
1UO C26 H19 SING N N 56 
# 
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 
1UO SMILES           ACDLabs              12.01 "Clc5c6c(c1cn(nc1)C2CCC(O)CC2)cnc(N)c6oc5c3cccc4nnsc34"                                                                                                                          
1UO InChI            InChI                1.03  "InChI=1S/C22H19ClN6O2S/c23-18-17-15(11-8-26-29(10-11)12-4-6-13(30)7-5-12)9-25-22(24)20(17)31-19(18)14-2-1-3-16-21(14)32-28-27-16/h1-3,8-10,12-13,30H,4-7H2,(H2,24,25)/t12-,13-" 
1UO InChIKey         InChI                1.03  IXXBWYJJOYSCNJ-JOCQHMNTSA-N                                                                                                                                                      
1UO SMILES_CANONICAL CACTVS               3.370 "Nc1ncc(c2cnn(c2)[C@H]3CC[C@H](O)CC3)c4c(Cl)c(oc14)c5cccc6nnsc56"                                                                                                                
1UO SMILES           CACTVS               3.370 "Nc1ncc(c2cnn(c2)[CH]3CC[CH](O)CC3)c4c(Cl)c(oc14)c5cccc6nnsc56"                                                                                                                  
1UO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c2c(c1)nns2)c3c(c4c(cnc(c4o3)N)c5cnn(c5)C6CCC(CC6)O)Cl"                                                                                                                    
1UO SMILES           "OpenEye OEToolkits" 1.7.6 "c1cc(c2c(c1)nns2)c3c(c4c(cnc(c4o3)N)c5cnn(c5)C6CCC(CC6)O)Cl"                                                                                                                    
# 
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 
1UO "SYSTEMATIC NAME" ACDLabs              12.01 "trans-4-{4-[7-amino-2-(1,2,3-benzothiadiazol-7-yl)-3-chlorofuro[2,3-c]pyridin-4-yl]-1H-pyrazol-1-yl}cyclohexanol" 
1UO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[4-[7-azanyl-2-(1,2,3-benzothiadiazol-7-yl)-3-chloranyl-furo[2,3-c]pyridin-4-yl]pyrazol-1-yl]cyclohexan-1-ol"   
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
1UO "Create component" 2013-06-11 RCSB 
1UO "Initial release"  2013-07-03 RCSB 
# 
