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 #