data_GYL # _chem_comp.id GYL _chem_comp.name "N-[3-(5-{[(2-chloro-6-fluorophenyl)methyl]amino}-1H-1,2,4-triazol-3-yl)phenyl]propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H17 Cl F N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-03-24 _chem_comp.pdbx_modified_date 2018-05-18 _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 373.812 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GYL _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 5ITN _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 GYL C1 C1 C 0 1 Y N N -5.291 -32.449 31.381 -5.232 0.723 0.752 C1 GYL 1 GYL C2 C2 C 0 1 Y N N -4.248 -32.237 30.462 -4.608 0.268 -0.395 C2 GYL 2 GYL C3 C3 C 0 1 Y N N -4.492 -31.332 29.411 -5.291 -0.558 -1.272 C3 GYL 3 GYL C4 C4 C 0 1 Y N N -5.739 -30.679 29.307 -6.597 -0.927 -1.000 C4 GYL 4 GYL C5 C5 C 0 1 Y N N -6.756 -30.915 30.238 -7.219 -0.471 0.147 C5 GYL 5 GYL C6 C6 C 0 1 Y N N -6.532 -31.808 31.279 -6.535 0.348 1.026 C6 GYL 6 GYL C37 C7 C 0 1 N N N 6.903 -30.704 29.796 7.443 2.954 -0.597 C37 GYL 7 GYL C38 C8 C 0 1 N N N 5.682 -30.830 30.726 7.584 1.431 -0.589 C38 GYL 8 GYL C33 C9 C 0 1 N N N 5.427 -32.326 31.035 6.256 0.805 -0.251 C33 GYL 9 GYL O35 O1 O 0 1 N N N 6.360 -33.023 31.448 5.291 1.507 -0.038 O35 GYL 10 GYL N34 N1 N 0 1 N N N 4.177 -32.752 30.739 6.141 -0.537 -0.187 N34 GYL 11 GYL C24 C10 C 0 1 Y N N 3.720 -34.023 30.888 4.934 -1.116 0.221 C24 GYL 12 GYL C25 C11 C 0 1 Y N N 2.346 -34.163 30.691 3.728 -0.525 -0.126 C25 GYL 13 GYL C23 C12 C 0 1 Y N N 4.461 -35.184 31.180 4.944 -2.287 0.969 C23 GYL 14 GYL C28 C13 C 0 1 Y N N 3.814 -36.419 31.274 3.754 -2.862 1.374 C28 GYL 15 GYL C27 C14 C 0 1 Y N N 2.438 -36.512 31.085 2.550 -2.278 1.036 C27 GYL 16 GYL C26 C15 C 0 1 Y N N 1.672 -35.380 30.796 2.531 -1.106 0.282 C26 GYL 17 GYL C19 C16 C 0 1 Y N N 0.334 -35.444 30.579 1.237 -0.479 -0.086 C19 GYL 18 GYL N18 N2 N 0 1 Y N N -0.500 -34.400 30.592 0.023 -0.942 0.247 N18 GYL 19 GYL N20 N3 N 0 1 Y N N -0.389 -36.531 30.272 1.094 0.624 -0.785 N20 GYL 20 GYL N21 N4 N 0 1 Y N N -1.530 -36.210 30.124 -0.285 0.862 -0.895 N21 GYL 21 GYL C17 C17 C 0 1 Y N N -1.687 -34.893 30.310 -0.902 -0.145 -0.240 C17 GYL 22 GYL N15 N5 N 0 1 N N N -2.845 -34.210 30.209 -2.269 -0.306 -0.099 N15 GYL 23 GYL C8 C18 C 0 1 N N N -2.998 -32.909 30.604 -3.186 0.671 -0.691 C8 GYL 24 GYL CL7 CL1 CL 0 0 N N N -5.025 -33.481 32.601 -4.377 1.758 1.853 CL7 GYL 25 GYL F9 F1 F 0 1 N N N -3.524 -31.096 28.493 -4.683 -1.003 -2.394 F9 GYL 26 GYL H1 H1 H 0 1 N N N -5.911 -29.987 28.496 -7.130 -1.571 -1.684 H1 GYL 27 GYL H2 H2 H 0 1 N N N -7.706 -30.408 30.149 -8.238 -0.759 0.359 H2 GYL 28 GYL H3 H3 H 0 1 N N N -7.308 -32.006 32.003 -7.022 0.704 1.922 H3 GYL 29 GYL H4 H4 H 0 1 N N N 7.088 -29.643 29.574 8.403 3.408 -0.841 H4 GYL 30 GYL H5 H5 H 0 1 N N N 7.786 -31.134 30.291 6.703 3.247 -1.342 H5 GYL 31 GYL H6 H6 H 0 1 N N N 6.707 -31.246 28.859 7.120 3.294 0.388 H6 GYL 32 GYL H7 H7 H 0 1 N N N 5.877 -30.289 31.664 7.907 1.091 -1.573 H7 GYL 33 GYL H8 H8 H 0 1 N N N 4.798 -30.401 30.232 8.324 1.139 0.156 H8 GYL 34 GYL H9 H9 H 0 1 N N N 3.535 -32.074 30.380 6.894 -1.100 -0.423 H9 GYL 35 GYL H10 H10 H 0 1 N N N 1.773 -33.282 30.444 3.719 0.383 -0.711 H10 GYL 36 GYL H11 H11 H 0 1 N N N 5.528 -35.120 31.331 5.883 -2.749 1.235 H11 GYL 37 GYL H12 H12 H 0 1 N N N 4.386 -37.308 31.495 3.766 -3.773 1.955 H12 GYL 38 GYL H13 H13 H 0 1 N N N 1.955 -37.475 31.163 1.622 -2.730 1.354 H13 GYL 39 GYL H15 H15 H 0 1 N N N -2.746 -32.876 31.674 -3.035 0.704 -1.770 H15 GYL 40 GYL H14 H14 H 0 1 N N N -2.270 -36.841 29.892 -0.712 1.603 -1.355 H14 GYL 41 GYL H16 H16 H 0 1 N N N -3.089 -34.230 29.239 -2.619 -1.066 0.391 H16 GYL 42 GYL H17 H17 H 0 1 N N N -2.262 -32.322 30.036 -2.992 1.655 -0.266 H17 GYL 43 # 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 GYL F9 C3 SING N N 1 GYL C4 C3 DOUB Y N 2 GYL C4 C5 SING Y N 3 GYL C3 C2 SING Y N 4 GYL C37 C38 SING N N 5 GYL N21 N20 SING Y N 6 GYL N21 C17 SING Y N 7 GYL N15 C17 SING N N 8 GYL N15 C8 SING N N 9 GYL C5 C6 DOUB Y N 10 GYL N20 C19 DOUB Y N 11 GYL C17 N18 DOUB Y N 12 GYL C2 C8 SING N N 13 GYL C2 C1 DOUB Y N 14 GYL C19 N18 SING Y N 15 GYL C19 C26 SING N N 16 GYL C25 C26 DOUB Y N 17 GYL C25 C24 SING Y N 18 GYL C38 C33 SING N N 19 GYL N34 C24 SING N N 20 GYL N34 C33 SING N N 21 GYL C26 C27 SING Y N 22 GYL C24 C23 DOUB Y N 23 GYL C33 O35 DOUB N N 24 GYL C27 C28 DOUB Y N 25 GYL C23 C28 SING Y N 26 GYL C6 C1 SING Y N 27 GYL C1 CL7 SING N N 28 GYL C4 H1 SING N N 29 GYL C5 H2 SING N N 30 GYL C6 H3 SING N N 31 GYL C37 H4 SING N N 32 GYL C37 H5 SING N N 33 GYL C37 H6 SING N N 34 GYL C38 H7 SING N N 35 GYL C38 H8 SING N N 36 GYL N34 H9 SING N N 37 GYL C25 H10 SING N N 38 GYL C23 H11 SING N N 39 GYL C28 H12 SING N N 40 GYL C27 H13 SING N N 41 GYL C8 H15 SING N N 42 GYL N21 H14 SING N N 43 GYL N15 H16 SING N N 44 GYL C8 H17 SING N N 45 # 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 GYL SMILES ACDLabs 12.01 "c3(Cl)c(CNc2nc(c1cc(NC(CC)=O)ccc1)nn2)c(ccc3)F" GYL InChI InChI 1.03 "InChI=1S/C18H17ClFN5O/c1-2-16(26)22-12-6-3-5-11(9-12)17-23-18(25-24-17)21-10-13-14(19)7-4-8-15(13)20/h3-9H,2,10H2,1H3,(H,22,26)(H2,21,23,24,25)" GYL InChIKey InChI 1.03 RBMCVMVCNBYBCI-UHFFFAOYSA-N GYL SMILES_CANONICAL CACTVS 3.385 "CCC(=O)Nc1cccc(c1)c2n[nH]c(NCc3c(F)cccc3Cl)n2" GYL SMILES CACTVS 3.385 "CCC(=O)Nc1cccc(c1)c2n[nH]c(NCc3c(F)cccc3Cl)n2" GYL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCC(=O)Nc1cccc(c1)c2nc([nH]n2)NCc3c(cccc3Cl)F" GYL SMILES "OpenEye OEToolkits" 1.7.6 "CCC(=O)Nc1cccc(c1)c2nc([nH]n2)NCc3c(cccc3Cl)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 GYL "SYSTEMATIC NAME" ACDLabs 12.01 "N-[3-(5-{[(2-chloro-6-fluorophenyl)methyl]amino}-1H-1,2,4-triazol-3-yl)phenyl]propanamide" GYL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[3-[5-[(2-chloranyl-6-fluoranyl-phenyl)methylamino]-1H-1,2,4-triazol-3-yl]phenyl]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GYL "Create component" 2016-03-24 PDBJ GYL "Initial release" 2018-05-23 RCSB #