data_8ZZ # _chem_comp.id 8ZZ _chem_comp.name "~{N}-(2-chloranyl-6-methyl-phenyl)-2-[[3-[[(3~{R},4~{R})-3-fluoranylpiperidin-4-yl]carbamoyl]phenyl]amino]-1,3-thiazole-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H23 Cl F N5 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-03-31 _chem_comp.pdbx_modified_date 2017-06-02 _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 487.977 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8ZZ _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 5NK7 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 8ZZ FAX F1 F 0 1 N N N -81.129 -12.491 2.420 -7.644 0.511 -1.618 FAX 8ZZ 1 8ZZ CAW C1 C 0 1 N N R -80.038 -12.884 3.145 -7.517 1.112 -0.361 CAW 8ZZ 2 8ZZ CAV C2 C 0 1 N N N -78.773 -12.673 2.327 -8.158 2.501 -0.391 CAV 8ZZ 3 8ZZ NAU N1 N 0 1 N N N -77.585 -13.091 3.086 -8.007 3.140 0.923 NAU 8ZZ 4 8ZZ CAT C3 C 0 1 N N N -77.691 -14.516 3.434 -6.590 3.323 1.264 CAT 8ZZ 5 8ZZ CAS C4 C 0 1 N N N -78.914 -14.768 4.300 -5.902 1.958 1.344 CAS 8ZZ 6 8ZZ CAR C5 C 0 1 N N R -80.159 -14.354 3.536 -6.034 1.247 -0.006 CAR 8ZZ 7 8ZZ NAQ N2 N 0 1 N N N -81.331 -14.517 4.407 -5.428 -0.084 0.081 NAQ 8ZZ 8 8ZZ CAP C6 C 0 1 N N N -82.422 -15.220 4.068 -4.104 -0.237 -0.121 CAP 8ZZ 9 8ZZ OAY O1 O 0 1 N N N -82.570 -15.796 2.992 -3.413 0.730 -0.375 OAY 8ZZ 10 8ZZ CAO C7 C 0 1 Y N N -83.421 -15.205 5.040 -3.493 -1.580 -0.032 CAO 8ZZ 11 8ZZ CAZ C8 C 0 1 Y N N -84.768 -15.231 4.686 -2.122 -1.740 -0.235 CAZ 8ZZ 12 8ZZ CAN C9 C 0 1 Y N N -83.053 -15.132 6.377 -4.285 -2.692 0.260 CAN 8ZZ 13 8ZZ CAM C10 C 0 1 Y N N -84.030 -15.099 7.360 -3.712 -3.945 0.342 CAM 8ZZ 14 8ZZ CAL C11 C 0 1 Y N N -85.371 -15.122 6.998 -2.354 -4.104 0.136 CAL 8ZZ 15 8ZZ CAK C12 C 0 1 Y N N -85.765 -15.206 5.662 -1.556 -3.003 -0.151 CAK 8ZZ 16 8ZZ NAJ N3 N 0 1 N N N -87.051 -15.225 5.253 -0.183 -3.168 -0.353 NAJ 8ZZ 17 8ZZ CAI C13 C 0 1 Y N N -88.071 -15.765 5.950 0.683 -2.125 -0.099 CAI 8ZZ 18 8ZZ SBA S1 S 0 1 Y N N -88.067 -16.564 7.425 2.354 -2.136 -0.455 SBA 8ZZ 19 8ZZ NAH N4 N 0 1 Y N N -89.341 -15.735 5.515 0.339 -0.991 0.441 NAH 8ZZ 20 8ZZ CAG C14 C 0 1 Y N N -90.237 -16.324 6.343 1.281 -0.100 0.616 CAG 8ZZ 21 8ZZ CAF C15 C 0 1 Y N N -89.693 -16.846 7.453 2.516 -0.505 0.191 CAF 8ZZ 22 8ZZ CAE C16 C 0 1 N N N -90.339 -17.484 8.443 3.750 0.276 0.258 CAE 8ZZ 23 8ZZ OBB O2 O 0 1 N N N -89.727 -17.838 9.449 3.735 1.399 0.730 OBB 8ZZ 24 8ZZ NAD N5 N 0 1 N N N -91.664 -17.690 8.271 4.904 -0.245 -0.203 NAD 8ZZ 25 8ZZ CAC C17 C 0 1 Y N N -92.354 -18.294 9.261 6.104 0.453 -0.034 CAC 8ZZ 26 8ZZ CAB C18 C 0 1 Y N N -92.523 -19.682 9.262 6.201 1.780 -0.438 CAB 8ZZ 27 8ZZ CLA CL1 CL 0 0 N N N -91.854 -20.720 8.019 4.832 2.572 -1.153 CLA 8ZZ 28 8ZZ CBG C19 C 0 1 Y N N -93.252 -20.266 10.294 7.389 2.467 -0.270 CBG 8ZZ 29 8ZZ CBF C20 C 0 1 Y N N -93.804 -19.484 11.306 8.479 1.836 0.300 CBF 8ZZ 30 8ZZ CBE C21 C 0 1 Y N N -93.636 -18.104 11.295 8.386 0.516 0.703 CBE 8ZZ 31 8ZZ CBC C22 C 0 1 Y N N -92.911 -17.500 10.269 7.200 -0.175 0.543 CBC 8ZZ 32 8ZZ CBD C23 C 0 1 N N N -92.757 -16.116 10.274 7.098 -1.611 0.989 CBD 8ZZ 33 8ZZ H1 H1 H 0 1 N N N -79.956 -12.289 4.067 -8.016 0.496 0.388 H1 8ZZ 34 8ZZ H2 H2 H 0 1 N N N -78.682 -11.607 2.073 -7.668 3.111 -1.150 H2 8ZZ 35 8ZZ H3 H3 H 0 1 N N N -78.838 -13.266 1.403 -9.217 2.407 -0.629 H3 8ZZ 36 8ZZ H4 H4 H 0 1 N N N -76.767 -12.945 2.529 -8.503 4.017 0.958 H4 8ZZ 37 8ZZ H6 H6 H 0 1 N N N -77.774 -15.108 2.511 -6.107 3.929 0.497 H6 8ZZ 38 8ZZ H7 H7 H 0 1 N N N -76.789 -14.821 3.985 -6.511 3.826 2.228 H7 8ZZ 39 8ZZ H8 H8 H 0 1 N N N -78.974 -15.838 4.550 -4.847 2.095 1.581 H8 8ZZ 40 8ZZ H9 H9 H 0 1 N N N -78.837 -14.179 5.226 -6.375 1.357 2.120 H9 8ZZ 41 8ZZ H10 H10 H 0 1 N N N -80.263 -14.971 2.631 -5.527 1.829 -0.775 H10 8ZZ 42 8ZZ H11 H11 H 0 1 N N N -81.314 -14.078 5.305 -5.979 -0.856 0.285 H11 8ZZ 43 8ZZ H12 H12 H 0 1 N N N -85.044 -15.271 3.643 -1.504 -0.883 -0.458 H12 8ZZ 44 8ZZ H13 H13 H 0 1 N N N -82.009 -15.101 6.650 -5.345 -2.572 0.422 H13 8ZZ 45 8ZZ H14 H14 H 0 1 N N N -83.750 -15.056 8.402 -4.326 -4.804 0.569 H14 8ZZ 46 8ZZ H15 H15 H 0 1 N N N -86.126 -15.074 7.769 -1.911 -5.087 0.202 H15 8ZZ 47 8ZZ H16 H16 H 0 1 N N N -87.263 -14.808 4.369 0.162 -4.017 -0.673 H16 8ZZ 48 8ZZ H17 H17 H 0 1 N N N -91.295 -16.369 6.129 1.100 0.870 1.055 H17 8ZZ 49 8ZZ H18 H18 H 0 1 N N N -92.122 -17.402 7.430 4.903 -1.105 -0.652 H18 8ZZ 50 8ZZ H19 H19 H 0 1 N N N -93.391 -21.337 10.310 7.465 3.497 -0.584 H19 8ZZ 51 8ZZ H20 H20 H 0 1 N N N -94.365 -19.951 12.102 9.406 2.374 0.431 H20 8ZZ 52 8ZZ H21 H21 H 0 1 N N N -94.067 -17.501 12.080 9.239 0.026 1.147 H21 8ZZ 53 8ZZ H22 H22 H 0 1 N N N -93.585 -15.652 9.718 7.385 -2.267 0.167 H22 8ZZ 54 8ZZ H23 H23 H 0 1 N N N -92.762 -15.750 11.311 7.764 -1.777 1.836 H23 8ZZ 55 8ZZ H24 H24 H 0 1 N N N -91.802 -15.852 9.796 6.072 -1.827 1.286 H24 8ZZ 56 # 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 8ZZ CAV NAU SING N N 1 8ZZ CAV CAW SING N N 2 8ZZ FAX CAW SING N N 3 8ZZ OAY CAP DOUB N N 4 8ZZ NAU CAT SING N N 5 8ZZ CAW CAR SING N N 6 8ZZ CAT CAS SING N N 7 8ZZ CAR CAS SING N N 8 8ZZ CAR NAQ SING N N 9 8ZZ CAP NAQ SING N N 10 8ZZ CAP CAO SING N N 11 8ZZ CAZ CAO DOUB Y N 12 8ZZ CAZ CAK SING Y N 13 8ZZ CAO CAN SING Y N 14 8ZZ NAJ CAK SING N N 15 8ZZ NAJ CAI SING N N 16 8ZZ NAH CAI DOUB Y N 17 8ZZ NAH CAG SING Y N 18 8ZZ CAK CAL DOUB Y N 19 8ZZ CAI SBA SING Y N 20 8ZZ CAG CAF DOUB Y N 21 8ZZ CAN CAM DOUB Y N 22 8ZZ CAL CAM SING Y N 23 8ZZ SBA CAF SING Y N 24 8ZZ CAF CAE SING N N 25 8ZZ CLA CAB SING N N 26 8ZZ NAD CAE SING N N 27 8ZZ NAD CAC SING N N 28 8ZZ CAE OBB DOUB N N 29 8ZZ CAC CAB DOUB Y N 30 8ZZ CAC CBC SING Y N 31 8ZZ CAB CBG SING Y N 32 8ZZ CBC CBD SING N N 33 8ZZ CBC CBE DOUB Y N 34 8ZZ CBG CBF DOUB Y N 35 8ZZ CBE CBF SING Y N 36 8ZZ CAW H1 SING N N 37 8ZZ CAV H2 SING N N 38 8ZZ CAV H3 SING N N 39 8ZZ NAU H4 SING N N 40 8ZZ CAT H6 SING N N 41 8ZZ CAT H7 SING N N 42 8ZZ CAS H8 SING N N 43 8ZZ CAS H9 SING N N 44 8ZZ CAR H10 SING N N 45 8ZZ NAQ H11 SING N N 46 8ZZ CAZ H12 SING N N 47 8ZZ CAN H13 SING N N 48 8ZZ CAM H14 SING N N 49 8ZZ CAL H15 SING N N 50 8ZZ NAJ H16 SING N N 51 8ZZ CAG H17 SING N N 52 8ZZ NAD H18 SING N N 53 8ZZ CBG H19 SING N N 54 8ZZ CBF H20 SING N N 55 8ZZ CBE H21 SING N N 56 8ZZ CBD H22 SING N N 57 8ZZ CBD H23 SING N N 58 8ZZ CBD H24 SING N N 59 # 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 8ZZ InChI InChI 1.03 "InChI=1S/C23H23ClFN5O2S/c1-13-4-2-7-16(24)20(13)30-22(32)19-12-27-23(33-19)28-15-6-3-5-14(10-15)21(31)29-18-8-9-26-11-17(18)25/h2-7,10,12,17-18,26H,8-9,11H2,1H3,(H,27,28)(H,29,31)(H,30,32)/t17-,18-/m1/s1" 8ZZ InChIKey InChI 1.03 RRUBGRARVNLPQT-QZTJIDSGSA-N 8ZZ SMILES_CANONICAL CACTVS 3.385 "Cc1cccc(Cl)c1NC(=O)c2sc(Nc3cccc(c3)C(=O)N[C@@H]4CCNC[C@H]4F)nc2" 8ZZ SMILES CACTVS 3.385 "Cc1cccc(Cl)c1NC(=O)c2sc(Nc3cccc(c3)C(=O)N[CH]4CCNC[CH]4F)nc2" 8ZZ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cccc(c1NC(=O)c2cnc(s2)Nc3cccc(c3)C(=O)N[C@@H]4CCNC[C@H]4F)Cl" 8ZZ SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cccc(c1NC(=O)c2cnc(s2)Nc3cccc(c3)C(=O)NC4CCNCC4F)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 8ZZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-(2-chloranyl-6-methyl-phenyl)-2-[[3-[[(3~{R},4~{R})-3-fluoranylpiperidin-4-yl]carbamoyl]phenyl]amino]-1,3-thiazole-5-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 8ZZ "Create component" 2017-03-31 EBI 8ZZ "Initial release" 2017-06-07 RCSB #