data_F6D # _chem_comp.id F6D _chem_comp.name "(3R)-3-[(7-{[(2S)-2-amino-2-(2-methoxyphenyl)ethyl]amino}-5-methyl[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)amino]-3-(3-chlorophenyl)propanenitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H25 Cl N8 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-03-02 _chem_comp.pdbx_modified_date 2018-03-29 _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 476.961 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F6D _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 6CKW _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 F6D C1 C1 C 0 1 Y N N 29.774 -15.473 28.947 6.905 -0.855 0.657 C1 F6D 1 F6D C2 C2 C 0 1 Y N N 30.402 -16.358 28.072 8.257 -0.850 0.343 C2 F6D 2 F6D C3 C3 C 0 1 Y N N 30.090 -16.315 26.719 8.692 -1.413 -0.841 C3 F6D 3 F6D C11 C4 C 0 1 Y N N 30.489 -9.970 32.057 1.380 3.115 -1.266 C11 F6D 4 F6D C12 C5 C 0 1 N N N 31.856 -10.314 32.563 1.970 4.373 -1.849 C12 F6D 5 F6D C13 C6 C 0 1 Y N N 28.581 -8.743 32.284 -0.472 1.932 -0.545 C13 F6D 6 F6D C14 C7 C 0 1 Y N N 26.589 -8.104 32.046 -1.777 0.383 0.250 C14 F6D 7 F6D C15 C8 C 0 1 N N R 24.175 -7.691 31.665 -4.232 0.401 0.570 C15 F6D 8 F6D C16 C9 C 0 1 N N N 23.181 -6.551 31.970 -4.451 1.268 1.811 C16 F6D 9 F6D C17 C10 C 0 1 N N N 21.910 -6.677 31.270 -3.453 2.349 1.837 C17 F6D 10 F6D C18 C11 C 0 1 Y N N 23.650 -9.032 32.165 -5.326 -0.631 0.477 C18 F6D 11 F6D C19 C12 C 0 1 Y N N 22.923 -9.878 31.331 -5.265 -1.775 1.252 C19 F6D 12 F6D C20 C13 C 0 1 Y N N 22.453 -11.099 31.794 -6.268 -2.722 1.168 C20 F6D 13 F6D C21 C14 C 0 1 Y N N 22.702 -11.495 33.102 -7.334 -2.526 0.309 C21 F6D 14 F6D C22 C15 C 0 1 Y N N 23.433 -10.652 33.921 -7.396 -1.381 -0.465 C22 F6D 15 F6D C23 C16 C 0 1 Y N N 23.911 -9.435 33.473 -6.394 -0.431 -0.376 C23 F6D 16 F6D CL CL1 CL 0 0 N N N 23.715 -11.107 35.579 -8.734 -1.134 -1.544 CL F6D 17 F6D N5 N1 N 0 1 N N N 20.934 -6.739 30.715 -2.683 3.184 1.857 N5 F6D 18 F6D N4 N2 N 0 1 N N N 25.450 -7.358 32.296 -2.934 -0.272 0.667 N4 F6D 19 F6D N3 N3 N 0 1 Y N N 27.727 -7.826 32.737 -1.730 1.616 -0.251 N3 F6D 20 F6D N6 N4 N 0 1 Y N N 26.649 -9.089 31.165 -0.562 -0.121 0.290 N6 F6D 21 F6D N7 N5 N 0 1 Y N N 27.952 -9.498 31.321 0.304 0.857 -0.216 N7 F6D 22 F6D N2 N6 N 0 1 Y N N 29.858 -8.968 32.671 0.082 3.035 -1.061 N2 F6D 23 F6D C10 C17 C 0 1 Y N N 29.898 -10.734 31.019 2.211 2.043 -0.952 C10 F6D 24 F6D C9 C18 C 0 1 Y N N 28.583 -10.499 30.630 1.652 0.897 -0.418 C9 F6D 25 F6D N1 N7 N 0 1 N N N 27.829 -11.124 29.696 2.443 -0.184 -0.094 N1 F6D 26 F6D C8 C19 C 0 1 N N N 28.384 -12.191 28.882 3.890 -0.125 -0.316 C8 F6D 27 F6D C7 C20 C 0 1 N N S 28.155 -13.597 29.467 4.527 -1.445 0.124 C7 F6D 28 F6D N N8 N 0 1 N N N 26.707 -13.834 29.547 3.872 -2.561 -0.572 N F6D 29 F6D C6 C21 C 0 1 Y N N 28.837 -14.551 28.485 5.995 -1.432 -0.217 C6 F6D 30 F6D O O1 O 0 1 N N N 30.012 -15.438 30.296 6.475 -0.302 1.821 O F6D 31 F6D C C22 C 0 1 N N N 30.919 -16.401 30.829 7.469 0.269 2.675 C F6D 32 F6D C5 C23 C 0 1 Y N N 28.547 -14.527 27.121 6.435 -1.994 -1.399 C5 F6D 33 F6D C4 C24 C 0 1 Y N N 29.167 -15.400 26.245 7.782 -1.982 -1.712 C4 F6D 34 F6D H1 H1 H 0 1 N N N 31.124 -17.070 28.442 8.968 -0.405 1.024 H1 F6D 35 F6D H2 H2 H 0 1 N N N 30.570 -16.999 26.034 9.744 -1.409 -1.086 H2 F6D 36 F6D H3 H3 H 0 1 N N N 32.118 -9.646 33.397 1.174 5.096 -2.034 H3 F6D 37 F6D H4 H4 H 0 1 N N N 31.866 -11.357 32.912 2.689 4.796 -1.148 H4 F6D 38 F6D H5 H5 H 0 1 N N N 32.589 -10.191 31.752 2.471 4.138 -2.788 H5 F6D 39 F6D H6 H6 H 0 1 N N N 24.310 -7.751 30.575 -4.249 1.030 -0.321 H6 F6D 40 F6D H7 H7 H 0 1 N N N 23.646 -5.598 31.677 -5.452 1.698 1.781 H7 F6D 41 F6D H8 H8 H 0 1 N N N 22.982 -6.544 33.052 -4.346 0.655 2.706 H8 F6D 42 F6D H9 H9 H 0 1 N N N 22.723 -9.580 30.312 -4.432 -1.929 1.922 H9 F6D 43 F6D H10 H10 H 0 1 N N N 21.891 -11.744 31.135 -6.220 -3.615 1.773 H10 F6D 44 F6D H11 H11 H 0 1 N N N 22.333 -12.440 33.472 -8.118 -3.266 0.243 H11 F6D 45 F6D H12 H12 H 0 1 N N N 24.483 -8.800 34.133 -6.444 0.465 -0.978 H12 F6D 46 F6D H13 H13 H 0 1 N N N 25.662 -6.418 32.028 -2.880 -1.173 1.022 H13 F6D 47 F6D H14 H14 H 0 1 N N N 30.473 -11.504 30.527 3.275 2.106 -1.123 H14 F6D 48 F6D H15 H15 H 0 1 N N N 27.516 -10.416 29.063 2.042 -0.984 0.280 H15 F6D 49 F6D H16 H16 H 0 1 N N N 29.467 -12.027 28.786 4.089 0.039 -1.375 H16 F6D 50 F6D H17 H17 H 0 1 N N N 27.917 -12.148 27.887 4.313 0.694 0.265 H17 F6D 51 F6D H18 H18 H 0 1 N N N 28.624 -13.674 30.459 4.405 -1.567 1.200 H18 F6D 52 F6D H19 H19 H 0 1 N N N 26.299 -13.193 30.197 2.901 -2.630 -0.310 H19 F6D 53 F6D H20 H20 H 0 1 N N N 26.297 -13.700 28.645 3.972 -2.471 -1.572 H20 F6D 54 F6D H22 H22 H 0 1 N N N 31.013 -16.255 31.915 6.992 0.674 3.567 H22 F6D 55 F6D H23 H23 H 0 1 N N N 30.539 -17.413 30.626 8.184 -0.501 2.964 H23 F6D 56 F6D H24 H24 H 0 1 N N N 31.904 -16.277 30.356 7.988 1.067 2.145 H24 F6D 57 F6D H25 H25 H 0 1 N N N 27.827 -13.816 26.743 5.727 -2.444 -2.079 H25 F6D 58 F6D H26 H26 H 0 1 N N N 28.931 -15.367 25.192 8.124 -2.422 -2.637 H26 F6D 59 # 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 F6D C4 C3 DOUB Y N 1 F6D C4 C5 SING Y N 2 F6D C3 C2 SING Y N 3 F6D C5 C6 DOUB Y N 4 F6D C2 C1 DOUB Y N 5 F6D C6 C1 SING Y N 6 F6D C6 C7 SING N N 7 F6D C8 C7 SING N N 8 F6D C8 N1 SING N N 9 F6D C1 O SING N N 10 F6D C7 N SING N N 11 F6D N1 C9 SING N N 12 F6D O C SING N N 13 F6D C9 C10 DOUB Y N 14 F6D C9 N7 SING Y N 15 F6D N5 C17 TRIP N N 16 F6D C10 C11 SING Y N 17 F6D N6 N7 SING Y N 18 F6D N6 C14 DOUB Y N 19 F6D C17 C16 SING N N 20 F6D N7 C13 SING Y N 21 F6D C19 C20 DOUB Y N 22 F6D C19 C18 SING Y N 23 F6D C15 C16 SING N N 24 F6D C15 C18 SING N N 25 F6D C15 N4 SING N N 26 F6D C20 C21 SING Y N 27 F6D C14 N4 SING N N 28 F6D C14 N3 SING Y N 29 F6D C11 C12 SING N N 30 F6D C11 N2 DOUB Y N 31 F6D C18 C23 DOUB Y N 32 F6D C13 N2 SING Y N 33 F6D C13 N3 DOUB Y N 34 F6D C21 C22 DOUB Y N 35 F6D C23 C22 SING Y N 36 F6D C22 CL SING N N 37 F6D C2 H1 SING N N 38 F6D C3 H2 SING N N 39 F6D C12 H3 SING N N 40 F6D C12 H4 SING N N 41 F6D C12 H5 SING N N 42 F6D C15 H6 SING N N 43 F6D C16 H7 SING N N 44 F6D C16 H8 SING N N 45 F6D C19 H9 SING N N 46 F6D C20 H10 SING N N 47 F6D C21 H11 SING N N 48 F6D C23 H12 SING N N 49 F6D N4 H13 SING N N 50 F6D C10 H14 SING N N 51 F6D N1 H15 SING N N 52 F6D C8 H16 SING N N 53 F6D C8 H17 SING N N 54 F6D C7 H18 SING N N 55 F6D N H19 SING N N 56 F6D N H20 SING N N 57 F6D C H22 SING N N 58 F6D C H23 SING N N 59 F6D C H24 SING N N 60 F6D C5 H25 SING N N 61 F6D C4 H26 SING N N 62 # 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 F6D SMILES ACDLabs 12.01 "c1(OC)ccccc1C(CNc2n4c(nc(C)c2)nc(NC(CC#N)c3cc(ccc3)Cl)n4)N" F6D InChI InChI 1.03 "InChI=1S/C24H25ClN8O/c1-15-12-22(28-14-19(27)18-8-3-4-9-21(18)34-2)33-24(29-15)31-23(32-33)30-20(10-11-26)16-6-5-7-17(25)13-16/h3-9,12-13,19-20,28H,10,14,27H2,1-2H3,(H,30,32)/t19-,20-/m1/s1" F6D InChIKey InChI 1.03 TVYFBBBTUXLKKX-WOJBJXKFSA-N F6D SMILES_CANONICAL CACTVS 3.385 "COc1ccccc1[C@H](N)CNc2cc(C)nc3nc(N[C@H](CC#N)c4cccc(Cl)c4)nn23" F6D SMILES CACTVS 3.385 "COc1ccccc1[CH](N)CNc2cc(C)nc3nc(N[CH](CC#N)c4cccc(Cl)c4)nn23" F6D SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cc(n2c(n1)nc(n2)N[C@H](CC#N)c3cccc(c3)Cl)NC[C@H](c4ccccc4OC)N" F6D SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cc(n2c(n1)nc(n2)NC(CC#N)c3cccc(c3)Cl)NCC(c4ccccc4OC)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 F6D "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-3-[(7-{[(2S)-2-amino-2-(2-methoxyphenyl)ethyl]amino}-5-methyl[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)amino]-3-(3-chlorophenyl)propanenitrile" F6D "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{R})-3-[[7-[[(2~{S})-2-azanyl-2-(2-methoxyphenyl)ethyl]amino]-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl]amino]-3-(3-chlorophenyl)propanenitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site F6D "Create component" 2018-03-02 RCSB F6D "Initial release" 2018-04-04 RCSB #