data_A4J # _chem_comp.id A4J _chem_comp.name "6-[(3S,4S)-3,4-dihydroxypyrrolidin-1-yl]-2-[(3S)-3-hydroxy-3-methylpyrrolidin-1-yl]-4-(trifluoromethyl)pyridine-3-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H19 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 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 372.342 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A4J _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 5WBZ _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 A4J N3 N1 N 0 1 N N N -7.626 -1.179 21.646 -2.350 0.661 -0.840 N3 A4J 1 A4J C4 C1 C 0 1 N N N -5.092 1.692 19.018 2.628 -1.934 -0.335 C4 A4J 2 A4J N2 N2 N 0 1 Y N N -5.950 -0.478 20.262 -0.397 -0.424 -0.138 N2 A4J 3 A4J C7 C2 C 0 1 Y N N -4.002 -1.852 19.712 1.624 0.757 0.217 C7 A4J 4 A4J C6 C3 C 0 1 Y N N -4.782 -0.650 19.635 0.880 -0.436 0.209 C6 A4J 5 A4J C9 C4 C 0 1 Y N N -5.776 -2.670 21.194 -0.332 1.915 -0.498 C9 A4J 6 A4J C13 C5 C 0 1 N N S -9.426 0.056 22.468 -4.522 0.806 0.169 C13 A4J 7 A4J C8 C6 C 0 1 Y N N -4.577 -2.858 20.511 0.991 1.954 -0.148 C8 A4J 8 A4J C16 C7 C 0 1 N N N -2.709 -2.056 19.123 3.006 0.750 0.593 C16 A4J 9 A4J C1 C8 C 0 1 N N N -2.723 2.182 16.173 1.308 -5.089 1.032 C1 A4J 10 A4J C2 C9 C 0 1 N N S -3.889 1.630 16.980 1.378 -3.984 -0.023 C2 A4J 11 A4J C3 C10 C 0 1 N N N -4.410 2.612 18.020 2.827 -3.460 -0.155 C3 A4J 12 A4J N1 N3 N 0 1 N N N -4.326 0.443 18.950 1.486 -1.628 0.565 N1 A4J 13 A4J C5 C11 C 0 1 N N N -3.485 0.393 17.760 0.548 -2.762 0.425 C5 A4J 14 A4J C10 C12 C 0 1 Y N N -6.436 -1.448 21.037 -1.011 0.698 -0.485 C10 A4J 15 A4J C11 C13 C 0 1 N N N -8.412 -2.094 22.487 -2.879 -0.713 -0.761 C11 A4J 16 A4J C12 C14 C 0 1 N N S -9.781 -1.440 22.414 -4.086 -0.683 0.200 C12 A4J 17 A4J C14 C15 C 0 1 N N N -8.262 0.140 21.497 -3.157 1.528 0.045 C14 A4J 18 A4J O1 O1 O 0 1 N N N -8.997 0.437 23.778 -5.186 1.170 1.381 O1 A4J 19 A4J O2 O2 O 0 1 N N N -10.386 -1.722 21.149 -5.135 -1.527 -0.279 O2 A4J 20 A4J C15 C16 C 0 1 N N N -3.909 -4.202 20.638 1.750 3.256 -0.153 C15 A4J 21 A4J F1 F1 F 0 1 N N N -4.667 -5.098 21.244 0.898 4.292 -0.551 F1 A4J 22 A4J F2 F2 F 0 1 N N N -3.620 -4.744 19.446 2.234 3.519 1.133 F2 A4J 23 A4J F3 F3 F 0 1 N N N -2.770 -4.143 21.358 2.824 3.166 -1.046 F3 A4J 24 A4J N4 N4 N 0 1 N N N -1.673 -2.182 18.671 4.102 0.745 0.892 N4 A4J 25 A4J O3 O3 O 0 1 N N N -4.941 1.239 16.087 0.907 -4.469 -1.281 O3 A4J 26 A4J H9 H1 H 0 1 N N N -5.051 2.119 20.031 3.520 -1.390 -0.023 H9 A4J 27 A4J H8 H2 H 0 1 N N N -6.141 1.521 18.735 2.377 -1.697 -1.369 H8 A4J 28 A4J H12 H3 H 0 1 N N N -6.184 -3.445 21.826 -0.845 2.821 -0.784 H12 A4J 29 A4J H2 H4 H 0 1 N N N -10.272 0.665 22.116 -5.153 1.010 -0.696 H2 A4J 30 A4J H3 H5 H 0 1 N N N -1.914 2.483 16.855 0.270 -5.395 1.169 H3 A4J 31 A4J H5 H6 H 0 1 N N N -2.353 1.407 15.486 1.898 -5.944 0.703 H5 A4J 32 A4J H4 H7 H 0 1 N N N -3.059 3.055 15.594 1.704 -4.716 1.977 H4 A4J 33 A4J H7 H8 H 0 1 N N N -3.586 3.169 18.490 3.314 -3.891 -1.030 H7 A4J 34 A4J H6 H9 H 0 1 N N N -5.126 3.320 17.577 3.397 -3.671 0.749 H6 A4J 35 A4J H11 H10 H 0 1 N N N -3.683 -0.519 17.178 -0.206 -2.530 -0.327 H11 A4J 36 A4J H10 H11 H 0 1 N N N -2.420 0.431 18.031 0.069 -2.969 1.382 H10 A4J 37 A4J H14 H12 H 0 1 N N N -8.427 -3.113 22.073 -3.201 -1.043 -1.749 H14 A4J 38 A4J H13 H13 H 0 1 N N N -8.032 -2.123 23.519 -2.112 -1.385 -0.377 H13 A4J 39 A4J H1 H14 H 0 1 N N N -10.413 -1.731 23.266 -3.785 -0.975 1.206 H1 A4J 40 A4J H16 H15 H 0 1 N N N -7.570 0.949 21.775 -2.684 1.617 1.023 H16 A4J 41 A4J H15 H16 H 0 1 N N N -8.614 0.297 20.467 -3.288 2.512 -0.406 H15 A4J 42 A4J H17 H17 H 0 1 N N N -9.730 0.382 24.380 -5.434 2.104 1.427 H17 A4J 43 A4J H18 H18 H 0 1 N N N -10.610 -2.644 21.103 -4.914 -2.468 -0.280 H18 A4J 44 A4J H19 H19 H 0 1 N N N -5.671 0.894 16.588 1.406 -5.224 -1.623 H19 A4J 45 # 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 A4J O3 C2 SING N N 1 A4J C1 C2 SING N N 2 A4J C2 C5 SING N N 3 A4J C2 C3 SING N N 4 A4J C5 N1 SING N N 5 A4J C3 C4 SING N N 6 A4J N4 C16 TRIP N N 7 A4J N1 C4 SING N N 8 A4J N1 C6 SING N N 9 A4J C16 C7 SING N N 10 A4J F2 C15 SING N N 11 A4J C6 C7 DOUB Y N 12 A4J C6 N2 SING Y N 13 A4J C7 C8 SING Y N 14 A4J N2 C10 DOUB Y N 15 A4J C8 C15 SING N N 16 A4J C8 C9 DOUB Y N 17 A4J C15 F1 SING N N 18 A4J C15 F3 SING N N 19 A4J C10 C9 SING Y N 20 A4J C10 N3 SING N N 21 A4J O2 C12 SING N N 22 A4J C14 N3 SING N N 23 A4J C14 C13 SING N N 24 A4J N3 C11 SING N N 25 A4J C12 C13 SING N N 26 A4J C12 C11 SING N N 27 A4J C13 O1 SING N N 28 A4J C4 H9 SING N N 29 A4J C4 H8 SING N N 30 A4J C9 H12 SING N N 31 A4J C13 H2 SING N N 32 A4J C1 H3 SING N N 33 A4J C1 H5 SING N N 34 A4J C1 H4 SING N N 35 A4J C3 H7 SING N N 36 A4J C3 H6 SING N N 37 A4J C5 H11 SING N N 38 A4J C5 H10 SING N N 39 A4J C11 H14 SING N N 40 A4J C11 H13 SING N N 41 A4J C12 H1 SING N N 42 A4J C14 H16 SING N N 43 A4J C14 H15 SING N N 44 A4J O1 H17 SING N N 45 A4J O2 H18 SING N N 46 A4J O3 H19 SING N N 47 # 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 A4J SMILES ACDLabs 12.01 "N1(CC(C(O)C1)O)c2nc(c(c(c2)C(F)(F)F)C#N)N3CCC(C)(C3)O" A4J InChI InChI 1.03 "InChI=1S/C16H19F3N4O3/c1-15(26)2-3-22(8-15)14-9(5-20)10(16(17,18)19)4-13(21-14)23-6-11(24)12(25)7-23/h4,11-12,24-26H,2-3,6-8H2,1H3/t11-,12-,15-/m0/s1" A4J InChIKey InChI 1.03 FAXXYODRCHXHTQ-HUBLWGQQSA-N A4J SMILES_CANONICAL CACTVS 3.385 "C[C@]1(O)CCN(C1)c2nc(cc(c2C#N)C(F)(F)F)N3C[C@H](O)[C@@H](O)C3" A4J SMILES CACTVS 3.385 "C[C]1(O)CCN(C1)c2nc(cc(c2C#N)C(F)(F)F)N3C[CH](O)[CH](O)C3" A4J SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@]1(CCN(C1)c2c(c(cc(n2)N3C[C@@H]([C@H](C3)O)O)C(F)(F)F)C#N)O" A4J SMILES "OpenEye OEToolkits" 2.0.6 "CC1(CCN(C1)c2c(c(cc(n2)N3CC(C(C3)O)O)C(F)(F)F)C#N)O" # 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 A4J "SYSTEMATIC NAME" ACDLabs 12.01 "6-[(3S,4S)-3,4-dihydroxypyrrolidin-1-yl]-2-[(3S)-3-hydroxy-3-methylpyrrolidin-1-yl]-4-(trifluoromethyl)pyridine-3-carbonitrile" A4J "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "6-[(3~{S},4~{S})-3,4-bis(oxidanyl)pyrrolidin-1-yl]-2-[(3~{S})-3-methyl-3-oxidanyl-pyrrolidin-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 A4J "Create component" 2017-07-05 RCSB A4J "Initial release" 2017-09-13 RCSB #