data_A3J # _chem_comp.id A3J _chem_comp.name "2-ethyl-7-[(3S)-3-hydroxy-3-methylpyrrolidin-1-yl]-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H17 F3 N4 O" _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 338.328 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A3J _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 5WBQ _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 A3J N3 N1 N 0 1 N N N -1.867 -2.313 19.068 -2.036 3.218 -0.009 N3 A3J 1 A3J C4 C1 C 0 1 Y N N -7.727 -2.046 22.387 0.066 -3.148 0.196 C4 A3J 2 A3J N2 N2 N 0 1 Y N N -5.720 -3.423 21.722 -1.866 -1.528 0.017 N2 A3J 3 A3J C7 C2 C 0 1 Y N N -5.105 -1.187 19.971 0.075 0.436 0.185 C7 A3J 4 A3J C6 C3 C 0 1 Y N N -6.268 -1.215 20.804 0.426 -0.917 0.220 C6 A3J 5 A3J C9 C4 C 0 1 Y N N -4.629 -3.408 20.955 -2.232 -0.269 -0.018 C9 A3J 6 A3J C13 C5 C 0 1 N N N -5.029 2.165 18.523 3.147 2.054 1.230 C13 A3J 7 A3J C8 C6 C 0 1 Y N N -4.232 -2.308 20.091 -1.288 0.763 0.064 C8 A3J 8 A3J C16 C7 C 0 1 N N N -3.144 1.866 16.816 4.565 1.327 -0.725 C16 A3J 9 A3J C1 C8 C 0 1 N N N -10.594 -0.634 21.979 2.834 -4.453 -1.005 C1 A3J 10 A3J C2 C9 C 0 1 N N N -9.311 0.001 22.454 2.443 -3.999 0.403 C2 A3J 11 A3J C3 C10 C 0 1 Y N N -8.149 -0.793 21.977 1.388 -2.927 0.310 C3 A3J 12 A3J C5 C11 C 0 1 Y N N -6.528 -2.343 21.664 -0.584 -1.888 0.132 C5 A3J 13 A3J N1 N3 N 0 1 Y N N -7.278 -0.288 21.012 1.628 -1.584 0.328 N1 A3J 14 A3J C10 C12 C 0 1 N N N -3.832 -4.749 20.949 -3.693 0.073 -0.148 C10 A3J 15 A3J F1 F1 F 0 1 N N N -2.532 -4.570 21.137 -4.453 -1.100 -0.098 F1 A3J 16 A3J F2 F2 F 0 1 N N N -4.231 -5.568 21.911 -4.070 0.918 0.901 F2 A3J 17 A3J F3 F3 F 0 1 N N N -3.955 -5.389 19.798 -3.914 0.720 -1.369 F3 A3J 18 A3J C11 C13 C 0 1 N N N -2.922 -2.305 19.500 -1.705 2.132 0.023 C11 A3J 19 A3J N4 N4 N 0 1 N N N -5.056 -0.070 19.118 1.042 1.426 0.269 N4 A3J 20 A3J C12 C14 C 0 1 N N N -4.751 1.235 19.693 1.837 1.290 1.517 C12 A3J 21 A3J C14 C15 C 0 1 N N S -4.493 1.362 17.305 3.283 2.051 -0.307 C14 A3J 22 A3J C15 C16 C 0 1 N N N -4.383 -0.106 17.777 2.044 1.286 -0.818 C15 A3J 23 A3J O1 O1 O 0 1 N N N -5.447 1.350 16.234 3.283 3.389 -0.809 O1 A3J 24 A3J H7 H1 H 0 1 N N N -8.211 -2.680 23.115 -0.415 -4.114 0.156 H7 A3J 25 A3J H10 H2 H 0 1 N N N -4.490 3.117 18.638 3.079 3.076 1.602 H10 A3J 26 A3J H11 H3 H 0 1 N N N -6.106 2.364 18.423 3.993 1.540 1.687 H11 A3J 27 A3J H15 H4 H 0 1 N N N -2.428 1.867 17.651 4.609 1.265 -1.812 H15 A3J 28 A3J H14 H5 H 0 1 N N N -2.774 1.207 16.017 5.430 1.879 -0.357 H14 A3J 29 A3J H16 H6 H 0 1 N N N -3.254 2.889 16.426 4.569 0.322 -0.304 H16 A3J 30 A3J H2 H7 H 0 1 N N N -11.450 -0.042 22.335 1.957 -4.851 -1.515 H2 A3J 31 A3J H4 H8 H 0 1 N N N -10.602 -0.666 20.879 3.227 -3.605 -1.564 H4 A3J 32 A3J H3 H9 H 0 1 N N N -10.665 -1.657 22.376 3.597 -5.229 -0.937 H3 A3J 33 A3J H5 H10 H 0 1 N N N -9.305 0.033 23.554 2.050 -4.848 0.963 H5 A3J 34 A3J H6 H11 H 0 1 N N N -9.241 1.025 22.057 3.320 -3.602 0.914 H6 A3J 35 A3J H1 H12 H 0 1 N N N -7.367 0.594 20.548 2.500 -1.167 0.405 H1 A3J 36 A3J H8 H13 H 0 1 N N N -3.700 1.296 20.012 2.046 0.240 1.722 H8 A3J 37 A3J H9 H14 H 0 1 N N N -5.407 1.459 20.547 1.308 1.743 2.356 H9 A3J 38 A3J H12 H15 H 0 1 N N N -4.907 -0.785 17.088 2.286 0.235 -0.979 H12 A3J 39 A3J H13 H16 H 0 1 N N N -3.332 -0.416 17.869 1.672 1.736 -1.738 H13 A3J 40 A3J H17 H17 H 0 1 N N N -6.282 1.033 16.557 4.028 3.924 -0.503 H17 A3J 41 # 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 A3J O1 C14 SING N N 1 A3J C16 C14 SING N N 2 A3J C14 C15 SING N N 3 A3J C14 C13 SING N N 4 A3J C15 N4 SING N N 5 A3J C13 C12 SING N N 6 A3J N3 C11 TRIP N N 7 A3J N4 C12 SING N N 8 A3J N4 C7 SING N N 9 A3J C11 C8 SING N N 10 A3J F3 C10 SING N N 11 A3J C7 C8 DOUB Y N 12 A3J C7 C6 SING Y N 13 A3J C8 C9 SING Y N 14 A3J C6 N1 SING Y N 15 A3J C6 C5 DOUB Y N 16 A3J C10 C9 SING N N 17 A3J C10 F1 SING N N 18 A3J C10 F2 SING N N 19 A3J C9 N2 DOUB Y N 20 A3J N1 C3 SING Y N 21 A3J C5 N2 SING Y N 22 A3J C5 C4 SING Y N 23 A3J C3 C4 DOUB Y N 24 A3J C3 C2 SING N N 25 A3J C1 C2 SING N N 26 A3J C4 H7 SING N N 27 A3J C13 H10 SING N N 28 A3J C13 H11 SING N N 29 A3J C16 H15 SING N N 30 A3J C16 H14 SING N N 31 A3J C16 H16 SING N N 32 A3J C1 H2 SING N N 33 A3J C1 H4 SING N N 34 A3J C1 H3 SING N N 35 A3J C2 H5 SING N N 36 A3J C2 H6 SING N N 37 A3J N1 H1 SING N N 38 A3J C12 H8 SING N N 39 A3J C12 H9 SING N N 40 A3J C15 H12 SING N N 41 A3J C15 H13 SING N N 42 A3J O1 H17 SING N N 43 # 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 A3J SMILES ACDLabs 12.01 "N#Cc1c(c2nc(cc2nc1C(F)(F)F)CC)N3CCC(C)(C3)O" A3J InChI InChI 1.03 "InChI=1S/C16H17F3N4O/c1-3-9-6-11-12(21-9)13(23-5-4-15(2,24)8-23)10(7-20)14(22-11)16(17,18)19/h6,21,24H,3-5,8H2,1-2H3/t15-/m0/s1" A3J InChIKey InChI 1.03 PSWIJUOHBAWLCU-HNNXBMFYSA-N A3J SMILES_CANONICAL CACTVS 3.385 "CCc1[nH]c2c(c1)nc(c(C#N)c2N3CC[C@](C)(O)C3)C(F)(F)F" A3J SMILES CACTVS 3.385 "CCc1[nH]c2c(c1)nc(c(C#N)c2N3CC[C](C)(O)C3)C(F)(F)F" A3J SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCc1cc2c([nH]1)c(c(c(n2)C(F)(F)F)C#N)N3CC[C@](C3)(C)O" A3J SMILES "OpenEye OEToolkits" 2.0.6 "CCc1cc2c([nH]1)c(c(c(n2)C(F)(F)F)C#N)N3CCC(C3)(C)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 A3J "SYSTEMATIC NAME" ACDLabs 12.01 "2-ethyl-7-[(3S)-3-hydroxy-3-methylpyrrolidin-1-yl]-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile" A3J "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-ethyl-7-[(3~{S})-3-methyl-3-oxidanyl-pyrrolidin-1-yl]-5-(trifluoromethyl)-1~{H}-pyrrolo[3,2-b]pyridine-6-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 A3J "Create component" 2017-07-05 RCSB A3J "Initial release" 2017-09-13 RCSB #