data_74V # _chem_comp.id 74V _chem_comp.name "N-ethyl-4-{[(furan-2-yl)methyl]amino}-2-methyl-N-[(3S)-piperidin-3-yl]pyrimidine-5-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H25 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-24 _chem_comp.pdbx_modified_date 2016-10-28 _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 343.423 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 74V _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 5SY2 _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 74V N3 N1 N 0 1 N N N 33.204 57.704 41.888 -1.991 -0.828 0.520 N3 74V 1 74V C4 C1 C 0 1 N N S 32.805 58.661 40.815 -3.164 0.046 0.435 C4 74V 2 74V C5 C2 C 0 1 N N N 32.504 57.978 39.464 -2.725 1.505 0.585 C5 74V 3 74V C6 C3 C 0 1 N N N 32.159 58.981 38.345 -3.947 2.416 0.435 C6 74V 4 74V C7 C4 C 0 1 N N N 30.992 59.879 38.793 -4.604 2.160 -0.923 C7 74V 5 74V C10 C5 C 0 1 N N N 34.417 57.949 42.472 -0.984 -0.692 -0.365 C10 74V 6 74V C13 C6 C 0 1 Y N N 35.760 55.965 43.155 -0.083 -3.022 -0.439 C13 74V 7 74V C15 C7 C 0 1 Y N N 36.340 55.569 45.359 2.188 -3.383 -0.337 C15 74V 8 74V C20 C8 C 0 1 N N N 34.649 59.113 46.732 3.136 0.598 0.034 C20 74V 9 74V C21 C9 C 0 1 Y N N 33.783 60.302 47.030 3.174 2.104 0.090 C21 74V 10 74V C22 C10 C 0 1 Y N N 32.547 60.269 47.541 3.041 2.853 1.200 C22 74V 11 74V C24 C11 C 0 1 Y N N 33.127 62.378 47.200 3.324 4.200 -0.537 C24 74V 12 74V C1 C12 C 0 1 N N N 31.509 56.849 43.518 -1.123 -1.294 2.759 C1 74V 13 74V C2 C13 C 0 1 N N N 32.356 56.549 42.274 -1.911 -1.847 1.569 C2 74V 14 74V N8 N2 N 0 1 N N N 31.305 60.525 40.092 -5.007 0.751 -1.016 N8 74V 15 74V C9 C14 C 0 1 N N N 31.644 59.594 41.196 -3.844 -0.141 -0.923 C9 74V 16 74V O11 O1 O 0 1 N N N 35.061 58.916 42.095 -1.002 0.218 -1.171 O11 74V 17 74V C12 C15 C 0 1 Y N N 35.061 57.130 43.529 0.141 -1.646 -0.355 C12 74V 18 74V N14 N3 N 0 1 Y N N 36.365 55.223 44.085 0.954 -3.842 -0.427 N14 74V 19 74V C16 C16 C 0 1 N N N 37.039 54.691 46.361 3.331 -4.364 -0.328 C16 74V 20 74V N17 N4 N 0 1 Y N N 35.714 56.662 45.767 2.453 -2.095 -0.255 N17 74V 21 74V C18 C17 C 0 1 Y N N 35.064 57.476 44.913 1.474 -1.196 -0.260 C18 74V 22 74V N19 N5 N 0 1 N N N 34.409 58.609 45.373 1.757 0.151 -0.175 N19 74V 23 74V C23 C18 C 0 1 Y N N 32.124 61.606 47.644 3.138 4.204 0.796 C23 74V 24 74V O25 O2 O 0 1 Y N N 34.128 61.576 46.828 3.350 2.925 -0.957 O25 74V 25 74V H1 H1 H 0 1 N N N 33.673 59.313 40.638 -3.864 -0.207 1.231 H1 74V 26 74V H2 H2 H 0 1 N N N 31.651 57.296 39.598 -2.279 1.653 1.568 H2 74V 27 74V H3 H3 H 0 1 N N N 33.390 57.402 39.158 -1.993 1.746 -0.187 H3 74V 28 74V H4 H4 H 0 1 N N N 31.869 58.431 37.438 -4.660 2.201 1.231 H4 74V 29 74V H5 H5 H 0 1 N N N 33.039 59.605 38.130 -3.634 3.458 0.498 H5 74V 30 74V H6 H6 H 0 1 N N N 30.821 60.656 38.034 -5.483 2.796 -1.026 H6 74V 31 74V H7 H7 H 0 1 N N N 30.085 59.267 38.902 -3.895 2.388 -1.718 H7 74V 32 74V H8 H8 H 0 1 N N N 35.806 55.673 42.116 -1.088 -3.411 -0.509 H8 74V 33 74V H9 H9 H 0 1 N N N 34.425 58.315 47.455 3.760 0.250 -0.789 H9 74V 34 74V H10 H10 H 0 1 N N N 35.705 59.406 46.825 3.513 0.190 0.972 H10 74V 35 74V H11 H11 H 0 1 N N N 31.985 59.390 47.819 2.889 2.491 2.206 H11 74V 36 74V H12 H12 H 0 1 N N N 33.125 63.457 47.152 3.438 5.074 -1.161 H12 74V 37 74V H13 H13 H 0 1 N N N 30.898 55.969 43.767 -1.064 -2.052 3.539 H13 74V 38 74V H14 H14 H 0 1 N N N 32.171 57.087 44.364 -0.118 -1.026 2.435 H14 74V 39 74V H15 H15 H 0 1 N N N 30.850 57.706 43.315 -1.627 -0.409 3.148 H15 74V 40 74V H16 H16 H 0 1 N N N 31.685 56.306 41.437 -2.917 -2.115 1.893 H16 74V 41 74V H17 H17 H 0 1 N N N 33.005 55.687 42.486 -1.408 -2.732 1.180 H17 74V 42 74V H18 H18 H 0 1 N N N 32.084 61.137 39.953 -5.694 0.524 -0.312 H18 74V 43 74V H20 H20 H 0 1 N N N 31.933 60.180 42.081 -3.138 0.098 -1.718 H20 74V 44 74V H21 H21 H 0 1 N N N 30.760 58.984 41.433 -4.170 -1.176 -1.026 H21 74V 45 74V H22 H22 H 0 1 N N N 37.496 53.835 45.843 3.553 -4.654 0.699 H22 74V 46 74V H23 H23 H 0 1 N N N 37.822 55.270 46.873 3.057 -5.247 -0.905 H23 74V 47 74V H24 H24 H 0 1 N N N 36.310 54.326 47.100 4.212 -3.900 -0.772 H24 74V 48 74V H25 H25 H 0 1 N N N 34.648 59.351 44.747 1.043 0.803 -0.253 H25 74V 49 74V H26 H26 H 0 1 N N N 31.168 61.948 48.012 3.076 5.073 1.434 H26 74V 50 # 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 74V C6 C7 SING N N 1 74V C6 C5 SING N N 2 74V C7 N8 SING N N 3 74V C5 C4 SING N N 4 74V N8 C9 SING N N 5 74V C4 C9 SING N N 6 74V C4 N3 SING N N 7 74V N3 C2 SING N N 8 74V N3 C10 SING N N 9 74V O11 C10 DOUB N N 10 74V C2 C1 SING N N 11 74V C10 C12 SING N N 12 74V C13 C12 DOUB Y N 13 74V C13 N14 SING Y N 14 74V C12 C18 SING Y N 15 74V N14 C15 DOUB Y N 16 74V C18 N19 SING N N 17 74V C18 N17 DOUB Y N 18 74V C15 N17 SING Y N 19 74V C15 C16 SING N N 20 74V N19 C20 SING N N 21 74V C20 C21 SING N N 22 74V O25 C21 SING Y N 23 74V O25 C24 SING Y N 24 74V C21 C22 DOUB Y N 25 74V C24 C23 DOUB Y N 26 74V C22 C23 SING Y N 27 74V C4 H1 SING N N 28 74V C5 H2 SING N N 29 74V C5 H3 SING N N 30 74V C6 H4 SING N N 31 74V C6 H5 SING N N 32 74V C7 H6 SING N N 33 74V C7 H7 SING N N 34 74V C13 H8 SING N N 35 74V C20 H9 SING N N 36 74V C20 H10 SING N N 37 74V C22 H11 SING N N 38 74V C24 H12 SING N N 39 74V C1 H13 SING N N 40 74V C1 H14 SING N N 41 74V C1 H15 SING N N 42 74V C2 H16 SING N N 43 74V C2 H17 SING N N 44 74V N8 H18 SING N N 45 74V C9 H20 SING N N 46 74V C9 H21 SING N N 47 74V C16 H22 SING N N 48 74V C16 H23 SING N N 49 74V C16 H24 SING N N 50 74V N19 H25 SING N N 51 74V C23 H26 SING N N 52 # 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 74V SMILES ACDLabs 12.01 "N(CC)(C(c1cnc(nc1NCc2ccco2)C)=O)C3CNCCC3" 74V InChI InChI 1.03 "InChI=1S/C18H25N5O2/c1-3-23(14-6-4-8-19-10-14)18(24)16-12-20-13(2)22-17(16)21-11-15-7-5-9-25-15/h5,7,9,12,14,19H,3-4,6,8,10-11H2,1-2H3,(H,20,21,22)/t14-/m0/s1" 74V InChIKey InChI 1.03 GCBMAJYEAKERQU-AWEZNQCLSA-N 74V SMILES_CANONICAL CACTVS 3.385 "CCN([C@H]1CCCNC1)C(=O)c2cnc(C)nc2NCc3occc3" 74V SMILES CACTVS 3.385 "CCN([CH]1CCCNC1)C(=O)c2cnc(C)nc2NCc3occc3" 74V SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "CCN([C@H]1CCCNC1)C(=O)c2cnc(nc2NCc3ccco3)C" 74V SMILES "OpenEye OEToolkits" 2.0.5 "CCN(C1CCCNC1)C(=O)c2cnc(nc2NCc3ccco3)C" # 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 74V "SYSTEMATIC NAME" ACDLabs 12.01 "N-ethyl-4-{[(furan-2-yl)methyl]amino}-2-methyl-N-[(3S)-piperidin-3-yl]pyrimidine-5-carboxamide" 74V "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "~{N}-ethyl-4-(furan-2-ylmethylamino)-2-methyl-~{N}-[(3~{S})-piperidin-3-yl]pyrimidine-5-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 74V "Create component" 2016-08-24 RCSB 74V "Initial release" 2016-11-02 RCSB #