data_4Q3 # _chem_comp.id 4Q3 _chem_comp.name "N-{4-[3-(acetylamino)-1-(propan-2-yl)-1H-pyrazol-5-yl]-2-[(1R,5S)-3-azabicyclo[3.1.0]hex-3-yl]phenyl}-2-chloro-6-fluoro-N-methylbenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H29 Cl F N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-07 _chem_comp.pdbx_modified_date 2015-06-12 _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 510.003 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4Q3 _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 4ZOM _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 4Q3 C15 C1 C 0 1 Y N N 45.751 169.733 -0.014 1.298 0.582 -0.041 C15 4Q3 1 4Q3 C17 C2 C 0 1 Y N N 44.166 171.285 1.059 3.373 -0.796 -0.044 C17 4Q3 2 4Q3 O1 O1 O 0 1 N N N 45.054 175.544 1.324 5.781 2.195 -0.660 O1 4Q3 3 4Q3 C20 C3 C 0 1 N N N 43.868 175.619 1.319 6.815 1.615 -0.402 C20 4Q3 4 4Q3 C21 C4 C 0 1 N N N 43.302 177.074 1.352 8.130 2.346 -0.485 C21 4Q3 5 4Q3 N2 N1 N 0 1 N N N 42.986 174.591 1.250 6.787 0.317 -0.040 N2 4Q3 6 4Q3 C19 C5 C 0 1 Y N N 43.294 173.252 1.127 5.564 -0.363 0.037 C19 4Q3 7 4Q3 C18 C6 C 0 1 Y N N 44.467 172.572 1.163 4.304 0.185 -0.233 C18 4Q3 8 4Q3 N3 N2 N 0 1 Y N N 42.243 172.441 0.909 5.405 -1.621 0.379 N3 4Q3 9 4Q3 N4 N3 N 0 1 Y N N 42.896 171.222 0.841 4.038 -1.922 0.340 N4 4Q3 10 4Q3 C22 C7 C 0 1 N N N 42.085 170.028 0.595 3.431 -3.219 0.651 C22 4Q3 11 4Q3 C24 C8 C 0 1 N N N 41.639 170.238 -0.762 3.763 -4.217 -0.460 C24 4Q3 12 4Q3 C23 C9 C 0 1 N N N 40.863 170.045 1.541 3.984 -3.734 1.982 C23 4Q3 13 4Q3 C16 C10 C 0 1 Y N N 45.098 170.087 1.086 1.910 -0.660 -0.217 C16 4Q3 14 4Q3 C9 C11 C 0 1 Y N N 46.619 168.639 -0.090 -0.071 0.704 -0.198 C9 4Q3 15 4Q3 N1 N4 N 0 1 N N N 47.144 168.317 -1.301 -0.688 1.948 -0.023 N1 4Q3 16 4Q3 C14 C12 C 0 1 N N N 47.372 166.908 -1.741 -0.463 2.465 1.352 C14 4Q3 17 4Q3 C13 C13 C 0 1 N N R 48.067 167.165 -3.137 -0.698 3.986 1.238 C13 4Q3 18 4Q3 C12 C14 C 0 1 N N N 49.361 167.993 -2.964 -1.845 4.475 0.351 C12 4Q3 19 4Q3 C11 C15 C 0 1 N N S 48.066 168.634 -3.463 -0.444 4.322 -0.246 C11 4Q3 20 4Q3 C10 C16 C 0 1 N N N 47.225 169.331 -2.401 -0.076 2.975 -0.904 C10 4Q3 21 4Q3 C25 C17 C 0 1 Y N N 45.228 169.400 2.260 1.140 -1.773 -0.556 C25 4Q3 22 4Q3 C26 C18 C 0 1 Y N N 46.036 168.243 2.261 -0.224 -1.646 -0.718 C26 4Q3 23 4Q3 C8 C19 C 0 1 Y N N 46.754 167.832 1.104 -0.837 -0.415 -0.533 C8 4Q3 24 4Q3 N N5 N 0 1 N N N 47.646 166.832 1.236 -2.222 -0.292 -0.692 N 4Q3 25 4Q3 C7 C20 C 0 1 N N N 49.034 167.164 1.026 -2.783 0.028 -2.007 C7 4Q3 26 4Q3 C C21 C 0 1 N N N 47.184 165.664 1.574 -3.040 -0.468 0.364 C 4Q3 27 4Q3 O O2 O 0 1 N N N 45.964 165.390 1.446 -2.575 -0.734 1.456 O 4Q3 28 4Q3 C1 C22 C 0 1 Y N N 48.179 164.680 2.138 -4.501 -0.338 0.197 C1 4Q3 29 4Q3 C6 C23 C 0 1 Y N N 48.603 164.631 3.555 -5.121 0.903 0.371 C6 4Q3 30 4Q3 F F1 F 0 1 N N N 48.004 165.457 4.406 -4.385 1.988 0.695 F 4Q3 31 4Q3 C5 C24 C 0 1 Y N N 49.526 163.700 3.979 -6.490 1.015 0.212 C5 4Q3 32 4Q3 C4 C25 C 0 1 Y N N 50.144 162.844 3.052 -7.244 -0.095 -0.120 C4 4Q3 33 4Q3 C3 C26 C 0 1 Y N N 49.794 162.846 1.731 -6.637 -1.327 -0.294 C3 4Q3 34 4Q3 C2 C27 C 0 1 Y N N 48.823 163.736 1.295 -5.271 -1.455 -0.144 C2 4Q3 35 4Q3 CL CL1 CL 0 0 N N N 48.335 163.910 -0.376 -4.512 -3.001 -0.364 CL 4Q3 36 4Q3 H1 H1 H 0 1 N N N 45.603 170.326 -0.905 1.892 1.445 0.222 H1 4Q3 37 4Q3 H2 H2 H 0 1 N N N 44.135 177.792 1.375 7.954 3.377 -0.790 H2 4Q3 38 4Q3 H3 H3 H 0 1 N N N 42.691 177.250 0.454 8.615 2.334 0.491 H3 4Q3 39 4Q3 H4 H4 H 0 1 N N N 42.681 177.205 2.250 8.773 1.855 -1.216 H4 4Q3 40 4Q3 H5 H5 H 0 1 N N N 42.015 174.827 1.293 7.614 -0.147 0.166 H5 4Q3 41 4Q3 H6 H6 H 0 1 N N N 45.455 172.997 1.258 4.104 1.202 -0.537 H6 4Q3 42 4Q3 H7 H7 H 0 1 N N N 42.663 169.099 0.712 2.350 -3.105 0.727 H7 4Q3 43 4Q3 H8 H8 H 0 1 N N N 41.007 169.394 -1.076 4.844 -4.331 -0.535 H8 4Q3 44 4Q3 H9 H9 H 0 1 N N N 41.059 171.171 -0.817 3.311 -5.182 -0.228 H9 4Q3 45 4Q3 H10 H10 H 0 1 N N N 42.512 170.310 -1.428 3.369 -3.850 -1.407 H10 4Q3 46 4Q3 H11 H11 H 0 1 N N N 41.198 169.885 2.577 5.066 -3.848 1.906 H11 4Q3 47 4Q3 H12 H12 H 0 1 N N N 40.355 171.018 1.466 3.749 -3.023 2.773 H12 4Q3 48 4Q3 H13 H13 H 0 1 N N N 40.166 169.244 1.254 3.533 -4.699 2.214 H13 4Q3 49 4Q3 H14 H14 H 0 1 N N N 46.427 166.357 -1.851 -1.175 2.020 2.047 H14 4Q3 50 4Q3 H15 H15 H 0 1 N N N 48.034 166.366 -1.049 0.558 2.259 1.672 H15 4Q3 51 4Q3 H16 H16 H 0 1 N N N 47.995 166.404 -3.928 -0.349 4.614 2.058 H16 4Q3 52 4Q3 H17 H17 H 0 1 N N N 50.208 167.848 -3.651 -2.598 3.744 0.056 H17 4Q3 53 4Q3 H18 H18 H 0 1 N N N 49.741 168.223 -1.958 -2.212 5.487 0.516 H18 4Q3 54 4Q3 H19 H19 H 0 1 N N N 47.996 168.963 -4.510 0.112 5.210 -0.546 H19 4Q3 55 4Q3 H20 H20 H 0 1 N N N 47.716 170.252 -2.052 1.006 2.851 -0.937 H20 4Q3 56 4Q3 H21 H21 H 0 1 N N N 46.224 169.573 -2.788 -0.497 2.915 -1.908 H21 4Q3 57 4Q3 H22 H22 H 0 1 N N N 44.728 169.732 3.158 1.612 -2.734 -0.693 H22 4Q3 58 4Q3 H23 H23 H 0 1 N N N 46.111 167.654 3.163 -0.818 -2.509 -0.981 H23 4Q3 59 4Q3 H24 H24 H 0 1 N N N 49.652 166.264 1.163 -2.986 -0.895 -2.550 H24 4Q3 60 4Q3 H25 H25 H 0 1 N N N 49.168 167.549 0.004 -3.710 0.587 -1.881 H25 4Q3 61 4Q3 H26 H26 H 0 1 N N N 49.341 167.933 1.750 -2.069 0.631 -2.569 H26 4Q3 62 4Q3 H27 H27 H 0 1 N N N 49.775 163.628 5.027 -6.971 1.972 0.346 H27 4Q3 63 4Q3 H28 H28 H 0 1 N N N 50.915 162.168 3.392 -8.313 -0.001 -0.243 H28 4Q3 64 4Q3 H29 H29 H 0 1 N N N 50.266 162.166 1.037 -7.233 -2.189 -0.552 H29 4Q3 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 4Q3 C11 C13 SING N N 1 4Q3 C11 C12 SING N N 2 4Q3 C11 C10 SING N N 3 4Q3 C13 C12 SING N N 4 4Q3 C13 C14 SING N N 5 4Q3 C10 N1 SING N N 6 4Q3 C14 N1 SING N N 7 4Q3 N1 C9 SING N N 8 4Q3 C24 C22 SING N N 9 4Q3 CL C2 SING N N 10 4Q3 C9 C15 DOUB Y N 11 4Q3 C9 C8 SING Y N 12 4Q3 C15 C16 SING Y N 13 4Q3 C22 N4 SING N N 14 4Q3 C22 C23 SING N N 15 4Q3 N4 N3 SING Y N 16 4Q3 N4 C17 SING Y N 17 4Q3 N3 C19 DOUB Y N 18 4Q3 C7 N SING N N 19 4Q3 C17 C16 SING N N 20 4Q3 C17 C18 DOUB Y N 21 4Q3 C16 C25 DOUB Y N 22 4Q3 C8 N SING N N 23 4Q3 C8 C26 DOUB Y N 24 4Q3 C19 C18 SING Y N 25 4Q3 C19 N2 SING N N 26 4Q3 N C SING N N 27 4Q3 N2 C20 SING N N 28 4Q3 C2 C3 DOUB Y N 29 4Q3 C2 C1 SING Y N 30 4Q3 C20 O1 DOUB N N 31 4Q3 C20 C21 SING N N 32 4Q3 O C DOUB N N 33 4Q3 C C1 SING N N 34 4Q3 C3 C4 SING Y N 35 4Q3 C1 C6 DOUB Y N 36 4Q3 C25 C26 SING Y N 37 4Q3 C4 C5 DOUB Y N 38 4Q3 C6 C5 SING Y N 39 4Q3 C6 F SING N N 40 4Q3 C15 H1 SING N N 41 4Q3 C21 H2 SING N N 42 4Q3 C21 H3 SING N N 43 4Q3 C21 H4 SING N N 44 4Q3 N2 H5 SING N N 45 4Q3 C18 H6 SING N N 46 4Q3 C22 H7 SING N N 47 4Q3 C24 H8 SING N N 48 4Q3 C24 H9 SING N N 49 4Q3 C24 H10 SING N N 50 4Q3 C23 H11 SING N N 51 4Q3 C23 H12 SING N N 52 4Q3 C23 H13 SING N N 53 4Q3 C14 H14 SING N N 54 4Q3 C14 H15 SING N N 55 4Q3 C13 H16 SING N N 56 4Q3 C12 H17 SING N N 57 4Q3 C12 H18 SING N N 58 4Q3 C11 H19 SING N N 59 4Q3 C10 H20 SING N N 60 4Q3 C10 H21 SING N N 61 4Q3 C25 H22 SING N N 62 4Q3 C26 H23 SING N N 63 4Q3 C7 H24 SING N N 64 4Q3 C7 H25 SING N N 65 4Q3 C7 H26 SING N N 66 4Q3 C5 H27 SING N N 67 4Q3 C4 H28 SING N N 68 4Q3 C3 H29 SING N N 69 # 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 4Q3 SMILES ACDLabs 12.01 "c2c(c1cc(NC(=O)C)nn1C(C)C)ccc(c2N4CC3CC3C4)N(C(c5c(cccc5Cl)F)=O)C" 4Q3 InChI InChI 1.03 "InChI=1S/C27H29ClFN5O2/c1-15(2)34-23(12-25(31-34)30-16(3)35)17-8-9-22(24(11-17)33-13-18-10-19(18)14-33)32(4)27(36)26-20(28)6-5-7-21(26)29/h5-9,11-12,15,18-19H,10,13-14H2,1-4H3,(H,30,31,35)/t18-,19+" 4Q3 InChIKey InChI 1.03 JGJWPIOGJPAGQE-KDURUIRLSA-N 4Q3 SMILES_CANONICAL CACTVS 3.385 "CC(C)n1nc(NC(C)=O)cc1c2ccc(N(C)C(=O)c3c(F)cccc3Cl)c(c2)N4C[C@@H]5C[C@@H]5C4" 4Q3 SMILES CACTVS 3.385 "CC(C)n1nc(NC(C)=O)cc1c2ccc(N(C)C(=O)c3c(F)cccc3Cl)c(c2)N4C[CH]5C[CH]5C4" 4Q3 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)n1c(cc(n1)NC(=O)C)c2ccc(c(c2)N3C[C@H]4C[C@H]4C3)N(C)C(=O)c5c(cccc5Cl)F" 4Q3 SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)n1c(cc(n1)NC(=O)C)c2ccc(c(c2)N3CC4CC4C3)N(C)C(=O)c5c(cccc5Cl)F" # 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 4Q3 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{4-[3-(acetylamino)-1-(propan-2-yl)-1H-pyrazol-5-yl]-2-[(1R,5S)-3-azabicyclo[3.1.0]hex-3-yl]phenyl}-2-chloro-6-fluoro-N-methylbenzamide" 4Q3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[4-(5-acetamido-2-propan-2-yl-pyrazol-3-yl)-2-[(1S,5R)-3-azabicyclo[3.1.0]hexan-3-yl]phenyl]-2-chloranyl-6-fluoranyl-N-methyl-benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4Q3 "Create component" 2015-05-07 RCSB 4Q3 "Initial release" 2015-06-17 RCSB 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