data_4GF # _chem_comp.id 4GF _chem_comp.name "N-{1-(4-cyclopropyl-2-fluorophenyl)-3-[1-(propan-2-yl)piperidin-4-yl]-1H-pyrazol-5-yl}pyrazolo[1,5-a]pyrimidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H30 F N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-17 _chem_comp.pdbx_modified_date 2015-05-15 _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 487.572 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4GF _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 4YP8 _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 4GF N01 N1 N 0 1 N N N 29.432 6.231 -7.549 1.186 -0.576 -0.036 N01 4GF 1 4GF C02 C1 C 0 1 N N N 30.104 5.209 -8.160 0.915 -1.895 0.020 C02 4GF 2 4GF O03 O1 O 0 1 N N N 29.979 4.028 -7.839 -0.228 -2.275 0.200 O03 4GF 3 4GF C04 C2 C 0 1 Y N N 31.024 5.615 -9.225 1.996 -2.873 -0.134 C04 4GF 4 4GF C05 C3 C 0 1 Y N N 31.898 4.691 -9.874 3.357 -2.589 -0.345 C05 4GF 5 4GF N06 N2 N 0 1 Y N N 32.710 5.276 -10.772 4.012 -3.717 -0.432 N06 4GF 6 4GF N07 N3 N 0 1 Y N N 32.328 6.603 -10.789 3.122 -4.787 -0.284 N07 4GF 7 4GF C08 C4 C 0 1 Y N N 31.248 6.858 -9.848 1.871 -4.275 -0.093 C08 4GF 8 4GF N09 N4 N 0 1 Y N N 30.758 8.167 -9.669 0.822 -5.081 0.079 N09 4GF 9 4GF C10 C5 C 0 1 Y N N 31.326 9.142 -10.434 0.967 -6.388 0.068 C10 4GF 10 4GF C11 C6 C 0 1 Y N N 32.325 8.926 -11.367 2.233 -6.952 -0.125 C11 4GF 11 4GF C12 C7 C 0 1 Y N N 32.876 7.661 -11.559 3.306 -6.138 -0.296 C12 4GF 12 4GF C13 C8 C 0 1 Y N N 28.699 6.168 -6.358 0.158 0.354 0.110 C13 4GF 13 4GF C14 C9 C 0 1 Y N N 28.260 5.149 -5.532 -1.173 0.077 0.196 C14 4GF 14 4GF C15 C10 C 0 1 Y N N 27.521 5.783 -4.482 -1.855 1.288 0.336 C15 4GF 15 4GF N16 N5 N 0 1 Y N N 27.478 7.138 -4.655 -0.978 2.260 0.335 N16 4GF 16 4GF N17 N6 N 0 1 Y N N 28.227 7.354 -5.789 0.300 1.704 0.200 N17 4GF 17 4GF C18 C11 C 0 1 N N N 26.785 5.137 -3.349 -3.348 1.449 0.465 C18 4GF 18 4GF C19 C12 C 0 1 N N N 27.491 3.905 -2.768 -3.981 1.480 -0.929 C19 4GF 19 4GF C20 C13 C 0 1 N N N 26.655 3.343 -1.623 -5.502 1.582 -0.790 C20 4GF 20 4GF N21 N7 N 0 1 N N N 26.492 4.333 -0.546 -6.004 0.429 -0.030 N21 4GF 21 4GF C22 C14 C 0 1 N N N 25.740 5.473 -1.099 -5.445 0.405 1.327 C22 4GF 22 4GF C23 C15 C 0 1 N N N 26.509 6.152 -2.230 -3.923 0.268 1.252 C23 4GF 23 4GF C24 C16 C 0 1 N N N 25.897 3.783 0.690 -7.472 0.421 0.004 C24 4GF 24 4GF C25 C17 C 0 1 N N N 25.281 4.860 1.579 -8.015 0.340 -1.424 C25 4GF 25 4GF C26 C18 C 0 1 N N N 26.884 2.911 1.462 -7.956 -0.791 0.803 C26 4GF 26 4GF C27 C19 C 0 1 Y N N 28.425 8.681 -6.265 1.510 2.412 0.162 C27 4GF 27 4GF C28 C20 C 0 1 Y N N 29.665 9.337 -6.188 1.637 3.532 -0.653 C28 4GF 28 4GF C29 C21 C 0 1 Y N N 29.897 10.575 -6.728 2.832 4.227 -0.688 C29 4GF 29 4GF C30 C22 C 0 1 Y N N 28.873 11.206 -7.430 3.899 3.809 0.086 C30 4GF 30 4GF C31 C23 C 0 1 Y N N 27.645 10.564 -7.552 3.775 2.695 0.896 C31 4GF 31 4GF C32 C24 C 0 1 Y N N 27.429 9.304 -7.015 2.582 2.000 0.941 C32 4GF 32 4GF F33 F1 F 0 1 N N N 30.666 8.726 -5.522 0.594 3.940 -1.409 F33 4GF 33 4GF C34 C25 C 0 1 N N N 29.084 12.574 -8.050 5.200 4.568 0.045 C34 4GF 34 4GF C35 C26 C 0 1 N N N 29.915 13.635 -7.375 6.448 3.807 -0.407 C35 4GF 35 4GF C36 C27 C 0 1 N N N 28.438 13.734 -7.340 6.274 4.184 1.066 C36 4GF 36 4GF H1 H1 H 0 1 N N N 29.468 7.121 -8.003 2.097 -0.274 -0.175 H1 4GF 37 4GF H2 H2 H 0 1 N N N 31.906 3.631 -9.665 3.790 -1.603 -0.423 H2 4GF 38 4GF H3 H3 H 0 1 N N N 30.972 10.154 -10.303 0.107 -7.027 0.208 H3 4GF 39 4GF H4 H4 H 0 1 N N N 32.685 9.755 -11.958 2.356 -8.025 -0.134 H4 4GF 40 4GF H5 H5 H 0 1 N N N 33.681 7.494 -12.260 4.290 -6.555 -0.446 H5 4GF 41 4GF H6 H6 H 0 1 N N N 28.438 4.091 -5.654 -1.621 -0.905 0.162 H6 4GF 42 4GF H7 H7 H 0 1 N N N 25.810 4.803 -3.732 -3.570 2.379 0.987 H7 4GF 43 4GF H8 H8 H 0 1 N N N 27.603 3.141 -3.552 -3.608 2.343 -1.480 H8 4GF 44 4GF H9 H9 H 0 1 N N N 28.484 4.193 -2.392 -3.725 0.566 -1.466 H9 4GF 45 4GF H10 H10 H 0 1 N N N 25.663 3.064 -2.007 -5.758 2.502 -0.266 H10 4GF 46 4GF H11 H11 H 0 1 N N N 27.155 2.451 -1.218 -5.957 1.589 -1.781 H11 4GF 47 4GF H13 H13 H 0 1 N N N 25.560 6.205 -0.298 -5.702 1.331 1.842 H13 4GF 48 4GF H14 H14 H 0 1 N N N 24.777 5.111 -1.488 -5.859 -0.442 1.875 H14 4GF 49 4GF H15 H15 H 0 1 N N N 27.463 6.538 -1.843 -3.666 -0.664 0.750 H15 4GF 50 4GF H16 H16 H 0 1 N N N 25.912 6.984 -2.630 -3.507 0.266 2.260 H16 4GF 51 4GF H17 H17 H 0 1 N N N 25.072 3.123 0.384 -7.830 1.334 0.478 H17 4GF 52 4GF H18 H18 H 0 1 N N N 24.856 4.394 2.480 -7.657 -0.574 -1.898 H18 4GF 53 4GF H19 H19 H 0 1 N N N 26.058 5.582 1.872 -9.105 0.334 -1.399 H19 4GF 54 4GF H20 H20 H 0 1 N N N 24.486 5.381 1.026 -7.670 1.204 -1.993 H20 4GF 55 4GF H21 H21 H 0 1 N N N 26.400 2.525 2.371 -9.046 -0.798 0.828 H21 4GF 56 4GF H22 H22 H 0 1 N N N 27.201 2.069 0.830 -7.598 -1.706 0.329 H22 4GF 57 4GF H23 H23 H 0 1 N N N 27.762 3.511 1.742 -7.569 -0.734 1.820 H23 4GF 58 4GF H24 H24 H 0 1 N N N 30.858 11.053 -6.611 2.931 5.097 -1.320 H24 4GF 59 4GF H25 H25 H 0 1 N N N 26.841 11.058 -8.077 4.610 2.372 1.499 H25 4GF 60 4GF H26 H26 H 0 1 N N N 26.486 8.804 -7.178 2.486 1.130 1.574 H26 4GF 61 4GF H27 H27 H 0 1 N N N 29.060 12.609 -9.149 5.123 5.619 -0.234 H27 4GF 62 4GF H28 H28 H 0 1 N N N 30.471 13.395 -6.457 6.328 2.757 -0.674 H28 4GF 63 4GF H29 H29 H 0 1 N N N 30.498 14.344 -7.982 7.192 4.357 -0.983 H29 4GF 64 4GF H30 H30 H 0 1 N N N 27.927 14.516 -7.920 6.903 4.983 1.458 H30 4GF 65 4GF H31 H31 H 0 1 N N N 27.900 13.568 -6.395 6.039 3.383 1.767 H31 4GF 66 # 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 4GF C12 C11 DOUB Y N 1 4GF C12 N07 SING Y N 2 4GF C11 C10 SING Y N 3 4GF N07 N06 SING Y N 4 4GF N07 C08 SING Y N 5 4GF N06 C05 DOUB Y N 6 4GF C10 N09 DOUB Y N 7 4GF C05 C04 SING Y N 8 4GF C08 N09 SING Y N 9 4GF C08 C04 DOUB Y N 10 4GF C04 C02 SING N N 11 4GF C02 O03 DOUB N N 12 4GF C02 N01 SING N N 13 4GF C34 C30 SING N N 14 4GF C34 C35 SING N N 15 4GF C34 C36 SING N N 16 4GF C31 C30 DOUB Y N 17 4GF C31 C32 SING Y N 18 4GF N01 C13 SING N N 19 4GF C30 C29 SING Y N 20 4GF C35 C36 SING N N 21 4GF C32 C27 DOUB Y N 22 4GF C29 C28 DOUB Y N 23 4GF C13 N17 SING Y N 24 4GF C13 C14 DOUB Y N 25 4GF C27 C28 SING Y N 26 4GF C27 N17 SING N N 27 4GF C28 F33 SING N N 28 4GF N17 N16 SING Y N 29 4GF C14 C15 SING Y N 30 4GF N16 C15 DOUB Y N 31 4GF C15 C18 SING N N 32 4GF C18 C19 SING N N 33 4GF C18 C23 SING N N 34 4GF C19 C20 SING N N 35 4GF C23 C22 SING N N 36 4GF C20 N21 SING N N 37 4GF C22 N21 SING N N 38 4GF N21 C24 SING N N 39 4GF C24 C26 SING N N 40 4GF C24 C25 SING N N 41 4GF N01 H1 SING N N 42 4GF C05 H2 SING N N 43 4GF C10 H3 SING N N 44 4GF C11 H4 SING N N 45 4GF C12 H5 SING N N 46 4GF C14 H6 SING N N 47 4GF C18 H7 SING N N 48 4GF C19 H8 SING N N 49 4GF C19 H9 SING N N 50 4GF C20 H10 SING N N 51 4GF C20 H11 SING N N 52 4GF C22 H13 SING N N 53 4GF C22 H14 SING N N 54 4GF C23 H15 SING N N 55 4GF C23 H16 SING N N 56 4GF C24 H17 SING N N 57 4GF C25 H18 SING N N 58 4GF C25 H19 SING N N 59 4GF C25 H20 SING N N 60 4GF C26 H21 SING N N 61 4GF C26 H22 SING N N 62 4GF C26 H23 SING N N 63 4GF C29 H24 SING N N 64 4GF C31 H25 SING N N 65 4GF C32 H26 SING N N 66 4GF C34 H27 SING N N 67 4GF C35 H28 SING N N 68 4GF C35 H29 SING N N 69 4GF C36 H30 SING N N 70 4GF C36 H31 SING N N 71 # 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 4GF SMILES ACDLabs 12.01 "N(c1n(nc(c1)C2CCN(C(C)C)CC2)c3c(F)cc(cc3)C4CC4)C(=O)c5cnn6c5nccc6" 4GF InChI InChI 1.03 "InChI=1S/C27H30FN7O/c1-17(2)33-12-8-19(9-13-33)23-15-25(31-27(36)21-16-30-34-11-3-10-29-26(21)34)35(32-23)24-7-6-20(14-22(24)28)18-4-5-18/h3,6-7,10-11,14-19H,4-5,8-9,12-13H2,1-2H3,(H,31,36)" 4GF InChIKey InChI 1.03 AUKFLCXWCUBZOW-UHFFFAOYSA-N 4GF SMILES_CANONICAL CACTVS 3.385 "CC(C)N1CCC(CC1)c2cc(NC(=O)c3cnn4cccnc34)n(n2)c5ccc(cc5F)C6CC6" 4GF SMILES CACTVS 3.385 "CC(C)N1CCC(CC1)c2cc(NC(=O)c3cnn4cccnc34)n(n2)c5ccc(cc5F)C6CC6" 4GF SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(C)N1CCC(CC1)c2cc(n(n2)c3ccc(cc3F)C4CC4)NC(=O)c5cnn6c5nccc6" 4GF SMILES "OpenEye OEToolkits" 1.9.2 "CC(C)N1CCC(CC1)c2cc(n(n2)c3ccc(cc3F)C4CC4)NC(=O)c5cnn6c5nccc6" # 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 4GF "SYSTEMATIC NAME" ACDLabs 12.01 "N-{1-(4-cyclopropyl-2-fluorophenyl)-3-[1-(propan-2-yl)piperidin-4-yl]-1H-pyrazol-5-yl}pyrazolo[1,5-a]pyrimidine-3-carboxamide" 4GF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[2-(4-cyclopropyl-2-fluoranyl-phenyl)-5-(1-propan-2-ylpiperidin-4-yl)pyrazol-3-yl]pyrazolo[1,5-a]pyrimidine-3-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 4GF "Create component" 2015-03-17 RCSB 4GF "Initial release" 2015-05-20 RCSB #