data_A3Y # _chem_comp.id A3Y _chem_comp.name "6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-[(3S)-3-(hydroxymethyl)piperidin-1-yl]-4-(trifluoromethyl)pyridine-3-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H26 F3 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-07-05 _chem_comp.pdbx_modified_date 2017-09-08 _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 413.437 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A3Y _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 5WBR _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 A3Y N3 N1 N 0 1 N N N -24.880 18.318 51.761 -4.685 0.066 0.014 N3 A3Y 1 A3Y C4 C1 C 0 1 Y N N -25.610 23.350 55.509 1.370 -0.065 -0.358 C4 A3Y 2 A3Y N2 N2 N 0 1 N N N -25.856 20.628 53.130 -2.046 0.942 -0.595 N2 A3Y 3 A3Y C7 C2 C 0 1 N N N -25.864 19.194 51.114 -4.266 1.443 0.307 C7 A3Y 4 A3Y C6 C3 C 0 1 N N N -26.710 19.917 52.150 -2.759 1.468 0.577 C6 A3Y 5 A3Y C9 C4 C 0 1 N N N -24.741 19.830 53.674 -2.466 -0.436 -0.889 C9 A3Y 6 A3Y C13 C5 C 0 1 N N N -24.888 23.977 59.122 2.901 -3.007 -1.966 C13 A3Y 7 A3Y C8 C6 C 0 1 N N N -23.982 19.143 52.576 -3.972 -0.461 -1.158 C8 A3Y 8 A3Y N5 N3 N 0 1 N N N -26.656 26.685 55.823 4.583 1.186 0.235 N5 A3Y 9 A3Y C18 C7 C 0 1 N N N -26.618 25.641 55.421 3.456 1.166 0.100 C18 A3Y 10 A3Y C16 C8 C 0 1 N N N -23.597 22.914 56.745 1.686 -2.215 0.541 C16 A3Y 11 A3Y C19 C9 C 0 1 N N N -28.512 24.831 53.410 1.950 3.632 0.357 C19 A3Y 12 A3Y C1 C10 C 0 1 Y N N -27.102 22.759 53.123 -0.085 2.245 -0.128 C1 A3Y 13 A3Y C2 C11 C 0 1 Y N N -27.312 23.941 53.813 1.282 2.318 0.045 C2 A3Y 14 A3Y C3 C12 C 0 1 Y N N -26.540 24.306 54.965 2.034 1.141 -0.071 C3 A3Y 15 A3Y N1 N4 N 0 1 Y N N -25.448 22.167 54.827 0.057 -0.085 -0.520 N1 A3Y 16 A3Y C5 C13 C 0 1 Y N N -26.129 21.816 53.643 -0.674 1.015 -0.416 C5 A3Y 17 A3Y C10 C14 C 0 1 N N N -24.163 17.496 50.764 -6.140 -0.012 -0.176 C10 A3Y 18 A3Y C11 C15 C 0 1 N N N -22.663 17.320 50.974 -6.601 -1.460 0.004 C11 A3Y 19 A3Y O1 O1 O 0 1 N N N -22.370 16.542 52.152 -6.352 -1.875 1.348 O1 A3Y 20 A3Y N4 N5 N 0 1 N N N -24.943 23.485 56.643 2.095 -1.238 -0.476 N4 A3Y 21 A3Y C12 C16 C 0 1 N N N -25.253 24.463 57.724 1.975 -1.797 -1.829 C12 A3Y 22 A3Y C14 C17 C 0 1 N N N -23.525 23.308 59.126 2.516 -4.059 -0.923 C14 A3Y 23 A3Y C15 C18 C 0 1 N N S -23.432 22.202 58.082 2.604 -3.437 0.474 C15 A3Y 24 A3Y C17 C19 C 0 1 N N N -22.084 21.507 58.094 2.163 -4.464 1.519 C17 A3Y 25 A3Y O2 O2 O 0 1 N N N -22.106 20.287 57.359 3.088 -5.553 1.536 O2 A3Y 26 A3Y F1 F1 F 0 1 N N N -29.403 24.181 52.659 2.873 3.937 -0.648 F1 A3Y 27 A3Y F2 F2 F 0 1 N N N -29.307 25.275 54.398 0.984 4.642 0.424 F2 A3Y 28 A3Y F3 F3 F 0 1 N N N -28.119 25.958 52.779 2.612 3.539 1.586 F3 A3Y 29 A3Y H4 H2 H 0 1 N N N -25.335 19.937 50.499 -4.493 2.082 -0.546 H4 A3Y 30 A3Y H5 H3 H 0 1 N N N -26.520 18.587 50.473 -4.798 1.806 1.186 H5 A3Y 31 A3Y H2 H4 H 0 1 N N N -27.357 20.646 51.641 -2.535 0.851 1.446 H2 A3Y 32 A3Y H3 H5 H 0 1 N N N -27.333 19.183 52.682 -2.441 2.493 0.766 H3 A3Y 33 A3Y H8 H6 H 0 1 N N N -25.144 19.071 54.361 -1.933 -0.799 -1.768 H8 A3Y 34 A3Y H9 H7 H 0 1 N N N -24.057 20.495 54.222 -2.238 -1.075 -0.036 H9 A3Y 35 A3Y H18 H8 H 0 1 N N N -24.869 24.836 59.808 2.800 -3.431 -2.965 H18 A3Y 36 A3Y H17 H9 H 0 1 N N N -25.645 23.254 59.461 3.933 -2.696 -1.806 H17 A3Y 37 A3Y H7 H10 H 0 1 N N N -23.206 18.502 53.020 -4.291 -1.486 -1.348 H7 A3Y 38 A3Y H6 H11 H 0 1 N N N -23.508 19.902 51.936 -4.196 0.157 -2.028 H6 A3Y 39 A3Y H23 H12 H 0 1 N N N -23.444 22.194 55.928 1.757 -1.761 1.529 H23 A3Y 40 A3Y H22 H13 H 0 1 N N N -22.853 23.720 56.667 0.657 -2.522 0.355 H22 A3Y 41 A3Y H1 H14 H 0 1 N N N -27.650 22.544 52.218 -0.693 3.134 -0.045 H1 A3Y 42 A3Y H10 H15 H 0 1 N N N -24.309 17.964 49.779 -6.637 0.622 0.558 H10 A3Y 43 A3Y H11 H16 H 0 1 N N N -24.620 16.495 50.766 -6.394 0.328 -1.181 H11 A3Y 44 A3Y H13 H17 H 0 1 N N N -22.239 16.809 50.097 -7.668 -1.530 -0.206 H13 A3Y 45 A3Y H12 H18 H 0 1 N N N -22.200 18.312 51.080 -6.052 -2.104 -0.683 H12 A3Y 46 A3Y H14 H19 H 0 1 N N N -21.429 16.455 52.248 -6.621 -2.785 1.535 H14 A3Y 47 A3Y H16 H20 H 0 1 N N N -24.695 25.389 57.523 2.255 -1.040 -2.561 H16 A3Y 48 A3Y H15 H21 H 0 1 N N N -26.333 24.673 57.702 0.944 -2.106 -2.003 H15 A3Y 49 A3Y H19 H22 H 0 1 N N N -23.345 22.874 60.121 1.497 -4.399 -1.107 H19 A3Y 50 A3Y H20 H23 H 0 1 N N N -22.757 24.065 58.911 3.200 -4.905 -0.989 H20 A3Y 51 A3Y H21 H24 H 0 1 N N N -24.241 21.471 58.227 3.631 -3.133 0.674 H21 A3Y 52 A3Y H24 H25 H 0 1 N N N -21.806 21.289 59.136 2.137 -3.994 2.502 H24 A3Y 53 A3Y H25 H26 H 0 1 N N N -21.335 22.177 57.647 1.170 -4.836 1.267 H25 A3Y 54 A3Y H26 H27 H 0 1 N N N -21.247 19.883 57.390 2.871 -6.244 2.177 H26 A3Y 55 # 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 A3Y C10 C11 SING N N 1 A3Y C10 N3 SING N N 2 A3Y C11 O1 SING N N 3 A3Y C7 N3 SING N N 4 A3Y C7 C6 SING N N 5 A3Y N3 C8 SING N N 6 A3Y C6 N2 SING N N 7 A3Y C8 C9 SING N N 8 A3Y F1 C19 SING N N 9 A3Y F3 C19 SING N N 10 A3Y C1 C5 DOUB Y N 11 A3Y C1 C2 SING Y N 12 A3Y N2 C5 SING N N 13 A3Y N2 C9 SING N N 14 A3Y C19 C2 SING N N 15 A3Y C19 F2 SING N N 16 A3Y C5 N1 SING Y N 17 A3Y C2 C3 DOUB Y N 18 A3Y N1 C4 DOUB Y N 19 A3Y C3 C18 SING N N 20 A3Y C3 C4 SING Y N 21 A3Y C18 N5 TRIP N N 22 A3Y C4 N4 SING N N 23 A3Y N4 C16 SING N N 24 A3Y N4 C12 SING N N 25 A3Y C16 C15 SING N N 26 A3Y O2 C17 SING N N 27 A3Y C12 C13 SING N N 28 A3Y C15 C17 SING N N 29 A3Y C15 C14 SING N N 30 A3Y C13 C14 SING N N 31 A3Y C7 H4 SING N N 32 A3Y C7 H5 SING N N 33 A3Y C6 H2 SING N N 34 A3Y C6 H3 SING N N 35 A3Y C9 H8 SING N N 36 A3Y C9 H9 SING N N 37 A3Y C13 H18 SING N N 38 A3Y C13 H17 SING N N 39 A3Y C8 H7 SING N N 40 A3Y C8 H6 SING N N 41 A3Y C16 H23 SING N N 42 A3Y C16 H22 SING N N 43 A3Y C1 H1 SING N N 44 A3Y C10 H10 SING N N 45 A3Y C10 H11 SING N N 46 A3Y C11 H13 SING N N 47 A3Y C11 H12 SING N N 48 A3Y O1 H14 SING N N 49 A3Y C12 H16 SING N N 50 A3Y C12 H15 SING N N 51 A3Y C14 H19 SING N N 52 A3Y C14 H20 SING N N 53 A3Y C15 H21 SING N N 54 A3Y C17 H24 SING N N 55 A3Y C17 H25 SING N N 56 A3Y O2 H26 SING N N 57 # 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 A3Y SMILES ACDLabs 12.01 "N3(CCN(c2cc(C(F)(F)F)c(c(N1CC(CCC1)CO)n2)C#N)CC3)CCO" A3Y InChI InChI 1.03 "InChI=1S/C19H26F3N5O2/c20-19(21,22)16-10-17(26-6-4-25(5-7-26)8-9-28)24-18(15(16)11-23)27-3-1-2-14(12-27)13-29/h10,14,28-29H,1-9,12-13H2/t14-/m0/s1" A3Y InChIKey InChI 1.03 XNJVLRJGPUMHDH-AWEZNQCLSA-N A3Y SMILES_CANONICAL CACTVS 3.385 "OCCN1CCN(CC1)c2cc(c(C#N)c(n2)N3CCC[C@H](CO)C3)C(F)(F)F" A3Y SMILES CACTVS 3.385 "OCCN1CCN(CC1)c2cc(c(C#N)c(n2)N3CCC[CH](CO)C3)C(F)(F)F" A3Y SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1c(c(c(nc1N2CCN(CC2)CCO)N3CCC[C@@H](C3)CO)C#N)C(F)(F)F" A3Y SMILES "OpenEye OEToolkits" 2.0.6 "c1c(c(c(nc1N2CCN(CC2)CCO)N3CCCC(C3)CO)C#N)C(F)(F)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 A3Y "SYSTEMATIC NAME" ACDLabs 12.01 "6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-[(3S)-3-(hydroxymethyl)piperidin-1-yl]-4-(trifluoromethyl)pyridine-3-carbonitrile" A3Y "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-[(3~{S})-3-(hydroxymethyl)piperidin-1-yl]-4-(trifluoromethyl)pyridine-3-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A3Y "Create component" 2017-07-05 RCSB A3Y "Initial release" 2017-09-13 RCSB #