data_3WH # _chem_comp.id 3WH _chem_comp.name "N-ethyl-4-{[4-(1H-indol-3-yl)-5-iodopyrimidin-2-yl]amino}piperidine-1-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 I N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-11-26 _chem_comp.pdbx_modified_date 2015-11-06 _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 490.341 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3WH _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 4X21 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 3WH C11 C1 C 0 1 N N N 16.173 29.554 72.530 5.249 0.227 -2.000 C11 3WH 1 3WH C10 C2 C 0 1 N N N 15.230 30.466 71.805 3.935 -0.560 -2.030 C10 3WH 2 3WH C13 C3 C 0 1 Y N N 13.587 33.171 71.486 0.493 -0.021 -0.752 C13 3WH 3 3WH C01 C4 C 0 1 N N N 18.800 25.340 71.969 8.871 -0.570 2.870 C01 3WH 4 3WH C02 C5 C 0 1 N N N 17.304 25.530 72.299 8.679 -0.657 1.354 C02 3WH 5 3WH N03 N1 N 0 1 N N N 16.869 26.911 72.435 7.363 -0.122 0.997 N03 3WH 6 3WH C04 C6 C 0 1 N N N 15.903 27.296 73.394 6.973 -0.097 -0.293 C04 3WH 7 3WH O05 O1 O 0 1 N N N 15.408 26.463 74.150 7.747 -0.432 -1.168 O05 3WH 8 3WH N06 N2 N 0 1 N N N 15.558 28.606 73.419 5.725 0.299 -0.612 N06 3WH 9 3WH C07 C7 C 0 1 N N N 14.587 29.229 74.316 4.815 0.812 0.421 C07 3WH 10 3WH C08 C8 C 0 1 N N N 13.586 30.094 73.609 3.506 0.018 0.364 C08 3WH 11 3WH C09 C9 C 0 1 N N N 14.238 31.098 72.706 2.941 0.076 -1.056 C09 3WH 12 3WH N12 N3 N 0 1 N N N 13.329 31.987 72.011 1.672 -0.655 -1.107 N12 3WH 13 3WH N14 N4 N 0 1 Y N N 14.840 33.568 71.404 -0.643 -0.697 -0.804 N14 3WH 14 3WH C15 C10 C 0 1 Y N N 15.054 34.754 70.857 -1.794 -0.115 -0.470 C15 3WH 15 3WH C16 C11 C 0 1 Y N N 14.000 35.531 70.407 -1.783 1.224 -0.061 C16 3WH 16 3WH I17 I1 I 0 1 N N N 14.198 37.432 69.568 -3.560 2.198 0.471 I17 3WH 17 3WH C18 C12 C 0 1 Y N N 12.707 35.019 70.552 -0.573 1.890 -0.023 C18 3WH 18 3WH N19 N5 N 0 1 Y N N 12.505 33.835 71.088 0.533 1.246 -0.365 N19 3WH 19 3WH C20 C13 C 0 1 Y N N 16.431 35.183 70.757 -3.063 -0.872 -0.528 C20 3WH 20 3WH C21 C14 C 0 1 Y N N 16.955 36.162 70.011 -4.214 -0.481 -1.134 C21 3WH 21 3WH N22 N6 N 0 1 Y N N 18.282 36.287 70.145 -5.167 -1.441 -0.977 N22 3WH 22 3WH C23 C15 C 0 1 Y N N 18.705 35.331 70.988 -4.661 -2.501 -0.256 C23 3WH 23 3WH C24 C16 C 0 1 Y N N 17.577 34.605 71.416 -3.324 -2.200 0.053 C24 3WH 24 3WH C25 C17 C 0 1 Y N N 17.731 33.550 72.304 -2.555 -3.106 0.780 C25 3WH 25 3WH C26 C18 C 0 1 Y N N 19.017 33.271 72.733 -3.105 -4.290 1.187 C26 3WH 26 3WH C27 C19 C 0 1 Y N N 20.121 33.996 72.329 -4.424 -4.595 0.882 C27 3WH 27 3WH C28 C20 C 0 1 Y N N 19.967 35.027 71.432 -5.203 -3.708 0.172 C28 3WH 28 3WH H1 H1 H 0 1 N N N 16.745 28.991 71.778 5.992 -0.279 -2.616 H1 3WH 29 3WH H2 H2 H 0 1 N N N 16.859 30.177 73.122 5.082 1.234 -2.382 H2 3WH 30 3WH H3 H3 H 0 1 N N N 15.814 31.258 71.314 3.521 -0.539 -3.038 H3 3WH 31 3WH H4 H4 H 0 1 N N N 14.692 29.882 71.044 4.123 -1.593 -1.735 H4 3WH 32 3WH H5 H5 H 0 1 N N N 19.025 24.266 71.888 8.805 0.472 3.185 H5 3WH 33 3WH H6 H6 H 0 1 N N N 19.031 25.836 71.015 8.095 -1.150 3.368 H6 3WH 34 3WH H7 H7 H 0 1 N N N 19.411 25.783 72.769 9.850 -0.969 3.135 H7 3WH 35 3WH H8 H8 H 0 1 N N N 16.716 25.066 71.493 9.455 -0.077 0.855 H8 3WH 36 3WH H9 H9 H 0 1 N N N 17.097 25.013 73.248 8.745 -1.699 1.039 H9 3WH 37 3WH H10 H10 H 0 1 N N N 17.263 27.607 71.835 6.773 0.215 1.689 H10 3WH 38 3WH H11 H11 H 0 1 N N N 14.045 28.434 74.848 5.273 0.692 1.403 H11 3WH 39 3WH H12 H12 H 0 1 N N N 15.132 29.850 75.042 4.613 1.867 0.239 H12 3WH 40 3WH H13 H13 H 0 1 N N N 12.988 30.630 74.361 3.698 -1.020 0.637 H13 3WH 41 3WH H14 H14 H 0 1 N N N 12.927 29.452 73.006 2.788 0.450 1.061 H14 3WH 42 3WH H15 H15 H 0 1 N N N 14.826 31.743 73.375 2.772 1.116 -1.338 H15 3WH 43 3WH H16 H16 H 0 1 N N N 12.592 32.156 72.665 1.658 -1.582 -1.389 H16 3WH 44 3WH H17 H17 H 0 1 N N N 11.862 35.604 70.219 -0.528 2.924 0.287 H17 3WH 45 3WH H18 H18 H 0 1 N N N 16.364 36.792 69.362 -4.353 0.452 -1.661 H18 3WH 46 3WH H19 H19 H 0 1 N N N 18.856 36.972 69.696 -6.071 -1.386 -1.323 H19 3WH 47 3WH H20 H20 H 0 1 N N N 16.885 32.972 72.645 -1.528 -2.875 1.020 H20 3WH 48 3WH H21 H21 H 0 1 N N N 19.164 32.447 73.416 -2.508 -4.992 1.750 H21 3WH 49 3WH H22 H22 H 0 1 N N N 21.100 33.754 72.716 -4.845 -5.534 1.211 H22 3WH 50 3WH H23 H23 H 0 1 N N N 20.823 35.586 71.084 -6.228 -3.955 -0.061 H23 3WH 51 # 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 3WH I17 C16 SING N N 1 3WH C21 N22 SING Y N 2 3WH C21 C20 DOUB Y N 3 3WH N22 C23 SING Y N 4 3WH C16 C18 DOUB Y N 5 3WH C16 C15 SING Y N 6 3WH C18 N19 SING Y N 7 3WH C20 C15 SING N N 8 3WH C20 C24 SING Y N 9 3WH C15 N14 DOUB Y N 10 3WH C23 C24 DOUB Y N 11 3WH C23 C28 SING Y N 12 3WH N19 C13 DOUB Y N 13 3WH N14 C13 SING Y N 14 3WH C24 C25 SING Y N 15 3WH C28 C27 DOUB Y N 16 3WH C13 N12 SING N N 17 3WH C10 C11 SING N N 18 3WH C10 C09 SING N N 19 3WH C01 C02 SING N N 20 3WH N12 C09 SING N N 21 3WH C02 N03 SING N N 22 3WH C25 C26 DOUB Y N 23 3WH C27 C26 SING Y N 24 3WH N03 C04 SING N N 25 3WH C11 N06 SING N N 26 3WH C09 C08 SING N N 27 3WH C04 N06 SING N N 28 3WH C04 O05 DOUB N N 29 3WH N06 C07 SING N N 30 3WH C08 C07 SING N N 31 3WH C11 H1 SING N N 32 3WH C11 H2 SING N N 33 3WH C10 H3 SING N N 34 3WH C10 H4 SING N N 35 3WH C01 H5 SING N N 36 3WH C01 H6 SING N N 37 3WH C01 H7 SING N N 38 3WH C02 H8 SING N N 39 3WH C02 H9 SING N N 40 3WH N03 H10 SING N N 41 3WH C07 H11 SING N N 42 3WH C07 H12 SING N N 43 3WH C08 H13 SING N N 44 3WH C08 H14 SING N N 45 3WH C09 H15 SING N N 46 3WH N12 H16 SING N N 47 3WH C18 H17 SING N N 48 3WH C21 H18 SING N N 49 3WH N22 H19 SING N N 50 3WH C25 H20 SING N N 51 3WH C26 H21 SING N N 52 3WH C27 H22 SING N N 53 3WH C28 H23 SING N N 54 # 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 3WH SMILES ACDLabs 12.01 "O=C(NCC)N4CCC(Nc3nc(c2c1ccccc1nc2)c(I)cn3)CC4" 3WH InChI InChI 1.03 "InChI=1S/C20H23IN6O/c1-2-22-20(28)27-9-7-13(8-10-27)25-19-24-12-16(21)18(26-19)15-11-23-17-6-4-3-5-14(15)17/h3-6,11-13,23H,2,7-10H2,1H3,(H,22,28)(H,24,25,26)" 3WH InChIKey InChI 1.03 AUFRUDIABNXVLI-UHFFFAOYSA-N 3WH SMILES_CANONICAL CACTVS 3.385 "CCNC(=O)N1CCC(CC1)Nc2ncc(I)c(n2)c3c[nH]c4ccccc34" 3WH SMILES CACTVS 3.385 "CCNC(=O)N1CCC(CC1)Nc2ncc(I)c(n2)c3c[nH]c4ccccc34" 3WH SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCNC(=O)N1CCC(CC1)Nc2ncc(c(n2)c3c[nH]c4c3cccc4)I" 3WH SMILES "OpenEye OEToolkits" 1.9.2 "CCNC(=O)N1CCC(CC1)Nc2ncc(c(n2)c3c[nH]c4c3cccc4)I" # 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 3WH "SYSTEMATIC NAME" ACDLabs 12.01 "N-ethyl-4-{[4-(1H-indol-3-yl)-5-iodopyrimidin-2-yl]amino}piperidine-1-carboxamide" 3WH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-ethyl-4-[[4-(1H-indol-3-yl)-5-iodanyl-pyrimidin-2-yl]amino]piperidine-1-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 3WH "Create component" 2014-11-26 EBI 3WH "Initial release" 2015-11-11 RCSB #