data_GCF # _chem_comp.id GCF _chem_comp.name "3-[3-[3-[(4~{S})-6-azanyl-5-cyano-3-methyl-4-propan-2-yl-2~{H}-pyrano[2,3-c]pyrazol-4-yl]-5-(trifluoromethyl)phenyl]phenyl]propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H25 F3 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-09-14 _chem_comp.pdbx_modified_date 2017-07-07 _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 510.508 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GCF _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 5GVP _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 GCF O61 O1 O 0 1 N N N 11.268 18.460 94.677 -8.425 -0.340 -1.663 O61 GCF 1 GCF C51 C1 C 0 1 N N N 11.323 17.384 94.028 -7.695 -0.475 -0.545 C51 GCF 2 GCF O58 O2 O 0 1 N N N 10.863 17.272 92.865 -8.183 -0.219 0.530 O58 GCF 3 GCF C50 C2 C 0 1 N N N 11.956 16.189 94.719 -6.265 -0.945 -0.631 C50 GCF 4 GCF C49 C3 C 0 1 N N N 12.541 15.124 93.772 -5.665 -1.011 0.775 C49 GCF 5 GCF C42 C4 C 0 1 Y N N 14.018 15.317 93.550 -4.236 -1.481 0.688 C42 GCF 6 GCF C41 C5 C 0 1 Y N N 14.870 15.311 94.635 -3.216 -0.562 0.546 C41 GCF 7 GCF C43 C6 C 0 1 Y N N 14.522 15.490 92.267 -3.948 -2.832 0.758 C43 GCF 8 GCF C44 C7 C 0 1 Y N N 15.876 15.664 92.084 -2.638 -3.271 0.680 C44 GCF 9 GCF C45 C8 C 0 1 Y N N 16.729 15.665 93.179 -1.611 -2.361 0.533 C45 GCF 10 GCF C34 C9 C 0 1 Y N N 16.228 15.482 94.460 -1.895 -0.998 0.467 C34 GCF 11 GCF C20 C10 C 0 1 Y N N 17.147 15.487 95.615 -0.794 -0.015 0.308 C20 GCF 12 GCF C19 C11 C 0 1 Y N N 16.820 16.235 96.730 -1.078 1.347 0.242 C19 GCF 13 GCF C18 C12 C 0 1 Y N N 17.676 16.280 97.824 -0.051 2.257 0.094 C18 GCF 14 GCF C35 C13 C 0 1 N N N 17.310 17.117 99.039 -0.356 3.731 0.024 C35 GCF 15 GCF F48 F1 F 0 1 N N N 18.179 17.066 100.044 0.290 4.392 1.074 F48 GCF 16 GCF F47 F2 F 0 1 N N N 17.146 18.382 98.676 0.095 4.243 -1.197 F47 GCF 17 GCF F46 F3 F 0 1 N N N 16.139 16.678 99.476 -1.737 3.927 0.130 F46 GCF 18 GCF C17 C14 C 0 1 Y N N 18.874 15.556 97.801 1.258 1.818 0.012 C17 GCF 19 GCF C21 C15 C 0 1 Y N N 18.327 14.741 95.590 0.526 -0.451 0.229 C21 GCF 20 GCF C16 C16 C 0 1 Y N N 19.236 14.771 96.669 1.546 0.467 0.076 C16 GCF 21 GCF C4 C17 C 0 1 N N S 20.525 13.950 96.662 2.975 -0.003 -0.010 C4 GCF 22 GCF C14 C18 C 0 1 N N N 21.738 14.643 97.336 3.915 1.204 -0.030 C14 GCF 23 GCF C36 C19 C 0 1 N N N 23.047 13.842 97.283 3.809 1.955 1.299 C36 GCF 24 GCF C15 C20 C 0 1 N N N 22.027 16.077 96.851 5.354 0.726 -0.232 C15 GCF 25 GCF C3 C21 C 0 1 N N N 20.232 12.677 97.480 3.295 -0.878 1.175 C3 GCF 26 GCF C8 C22 C 0 1 N N N 19.738 12.849 98.639 2.934 -0.417 2.482 C8 GCF 27 GCF N9 N1 N 0 1 N N N 19.285 13.007 99.699 2.648 -0.051 3.519 N9 GCF 28 GCF C2 C23 C 0 1 N N N 20.531 11.432 97.039 3.905 -2.076 1.062 C2 GCF 29 GCF N7 N2 N 0 1 N N N 20.325 10.323 97.730 4.149 -2.781 2.215 N7 GCF 30 GCF C5 C24 C 0 1 Y N N 20.925 13.593 95.264 3.168 -0.819 -1.263 C5 GCF 31 GCF C10 C25 C 0 1 Y N N 21.139 14.357 93.999 2.805 -0.547 -2.526 C10 GCF 32 GCF C13 C26 C 0 1 N N N 21.018 15.844 93.757 2.089 0.692 -2.998 C13 GCF 33 GCF N11 N3 N 0 1 Y N N 21.474 13.437 93.072 3.199 -1.586 -3.298 N11 GCF 34 GCF N12 N4 N 0 1 Y N N 21.494 12.102 93.540 3.828 -2.530 -2.471 N12 GCF 35 GCF C6 C27 C 0 1 Y N N 21.175 12.220 94.828 3.811 -2.076 -1.252 C6 GCF 36 GCF O1 O3 O 0 1 N N N 21.094 11.201 95.734 4.292 -2.629 -0.105 O1 GCF 37 GCF H1 H1 H 0 1 N N N 10.840 19.126 94.152 -9.337 -0.036 -1.558 H1 GCF 38 GCF H2 H2 H 0 1 N N N 11.187 15.707 95.341 -6.235 -1.935 -1.086 H2 GCF 39 GCF H3 H3 H 0 1 N N N 12.769 16.558 95.362 -5.690 -0.248 -1.240 H3 GCF 40 GCF H4 H4 H 0 1 N N N 12.025 15.188 92.803 -5.695 -0.021 1.230 H4 GCF 41 GCF H5 H5 H 0 1 N N N 12.375 14.129 94.211 -6.241 -1.708 1.383 H5 GCF 42 GCF H6 H6 H 0 1 N N N 14.471 15.171 95.629 -3.441 0.493 0.495 H6 GCF 43 GCF H7 H7 H 0 1 N N N 13.855 15.488 91.417 -4.749 -3.548 0.874 H7 GCF 44 GCF H8 H8 H 0 1 N N N 16.274 15.800 91.089 -2.419 -4.327 0.736 H8 GCF 45 GCF H9 H9 H 0 1 N N N 17.789 15.809 93.033 -0.589 -2.704 0.472 H9 GCF 46 GCF H10 H10 H 0 1 N N N 15.893 16.788 96.751 -2.100 1.691 0.307 H10 GCF 47 GCF H11 H11 H 0 1 N N N 19.534 15.593 98.655 2.059 2.534 -0.105 H11 GCF 48 GCF H12 H12 H 0 1 N N N 18.548 14.129 94.728 0.752 -1.506 0.284 H12 GCF 49 GCF H13 H13 H 0 1 N N N 21.479 14.731 98.402 3.635 1.870 -0.846 H13 GCF 50 GCF H14 H14 H 0 1 N N N 23.845 14.410 97.783 4.217 1.337 2.099 H14 GCF 51 GCF H15 H15 H 0 1 N N N 22.908 12.878 97.794 4.372 2.886 1.236 H15 GCF 52 GCF H16 H16 H 0 1 N N N 23.326 13.664 96.234 2.762 2.177 1.509 H16 GCF 53 GCF H17 H17 H 0 1 N N N 22.901 16.477 97.387 5.430 0.191 -1.178 H17 GCF 54 GCF H18 H18 H 0 1 N N N 22.234 16.064 95.771 6.024 1.586 -0.246 H18 GCF 55 GCF H19 H19 H 0 1 N N N 21.152 16.714 97.049 5.634 0.061 0.585 H19 GCF 56 GCF H20 H20 H 0 1 N N N 20.611 9.533 97.187 3.884 -2.414 3.072 H20 GCF 57 GCF H21 H21 H 0 1 N N N 20.856 10.355 98.577 4.586 -3.645 2.171 H21 GCF 58 GCF H22 H22 H 0 1 N N N 19.988 16.084 93.456 2.820 1.452 -3.273 H22 GCF 59 GCF H23 H23 H 0 1 N N N 21.266 16.387 94.681 1.475 0.447 -3.866 H23 GCF 60 GCF H24 H24 H 0 1 N N N 21.712 16.143 92.958 1.453 1.071 -2.199 H24 GCF 61 GCF H25 H25 H 0 1 N N N 21.692 13.680 92.127 3.070 -1.664 -4.256 H25 GCF 62 # 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 GCF C44 C43 DOUB Y N 1 GCF C44 C45 SING Y N 2 GCF C43 C42 SING Y N 3 GCF O58 C51 DOUB N N 4 GCF N11 N12 SING Y N 5 GCF N11 C10 SING Y N 6 GCF C45 C34 DOUB Y N 7 GCF N12 C6 DOUB Y N 8 GCF C42 C49 SING N N 9 GCF C42 C41 DOUB Y N 10 GCF C13 C10 SING N N 11 GCF C49 C50 SING N N 12 GCF C10 C5 DOUB Y N 13 GCF C51 O61 SING N N 14 GCF C51 C50 SING N N 15 GCF C34 C41 SING Y N 16 GCF C34 C20 SING N N 17 GCF C6 C5 SING Y N 18 GCF C6 O1 SING N N 19 GCF C5 C4 SING N N 20 GCF C21 C20 DOUB Y N 21 GCF C21 C16 SING Y N 22 GCF C20 C19 SING Y N 23 GCF O1 C2 SING N N 24 GCF C4 C16 SING N N 25 GCF C4 C14 SING N N 26 GCF C4 C3 SING N N 27 GCF C16 C17 DOUB Y N 28 GCF C19 C18 DOUB Y N 29 GCF C15 C14 SING N N 30 GCF C2 C3 DOUB N N 31 GCF C2 N7 SING N N 32 GCF C36 C14 SING N N 33 GCF C3 C8 SING N N 34 GCF C17 C18 SING Y N 35 GCF C18 C35 SING N N 36 GCF C8 N9 TRIP N N 37 GCF F47 C35 SING N N 38 GCF C35 F46 SING N N 39 GCF C35 F48 SING N N 40 GCF O61 H1 SING N N 41 GCF C50 H2 SING N N 42 GCF C50 H3 SING N N 43 GCF C49 H4 SING N N 44 GCF C49 H5 SING N N 45 GCF C41 H6 SING N N 46 GCF C43 H7 SING N N 47 GCF C44 H8 SING N N 48 GCF C45 H9 SING N N 49 GCF C19 H10 SING N N 50 GCF C17 H11 SING N N 51 GCF C21 H12 SING N N 52 GCF C14 H13 SING N N 53 GCF C36 H14 SING N N 54 GCF C36 H15 SING N N 55 GCF C36 H16 SING N N 56 GCF C15 H17 SING N N 57 GCF C15 H18 SING N N 58 GCF C15 H19 SING N N 59 GCF N7 H20 SING N N 60 GCF N7 H21 SING N N 61 GCF C13 H22 SING N N 62 GCF C13 H23 SING N N 63 GCF C13 H24 SING N N 64 GCF N11 H25 SING N N 65 # 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 GCF InChI InChI 1.03 "InChI=1S/C27H25F3N4O3/c1-14(2)26(21(13-31)24(32)37-25-23(26)15(3)33-34-25)19-10-18(11-20(12-19)27(28,29)30)17-6-4-5-16(9-17)7-8-22(35)36/h4-6,9-12,14H,7-8,32H2,1-3H3,(H,33,34)(H,35,36)/t26-/m0/s1" GCF InChIKey InChI 1.03 ULXPNGMLUPLOIA-SANMLTNESA-N GCF SMILES_CANONICAL CACTVS 3.385 "CC(C)[C@]1(c2cc(cc(c2)C(F)(F)F)c3cccc(CCC(O)=O)c3)C(=C(N)Oc4n[nH]c(C)c14)C#N" GCF SMILES CACTVS 3.385 "CC(C)[C]1(c2cc(cc(c2)C(F)(F)F)c3cccc(CCC(O)=O)c3)C(=C(N)Oc4n[nH]c(C)c14)C#N" GCF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C([C@@]2(c3cc(cc(c3)C(F)(F)F)c4cccc(c4)CCC(=O)O)C(C)C)C#N)N" GCF SMILES "OpenEye OEToolkits" 2.0.6 "Cc1c2c(n[nH]1)OC(=C(C2(c3cc(cc(c3)C(F)(F)F)c4cccc(c4)CCC(=O)O)C(C)C)C#N)N" # 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 GCF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[3-[3-[(4~{S})-6-azanyl-5-cyano-3-methyl-4-propan-2-yl-2~{H}-pyrano[2,3-c]pyrazol-4-yl]-5-(trifluoromethyl)phenyl]phenyl]propanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GCF "Create component" 2016-09-14 RCSB GCF "Initial release" 2017-07-12 RCSB #