data_SHX # _chem_comp.id SHX _chem_comp.name "Nalpha-[5-chloro-6-methyl-2-(pyridin-2-yl)pyrimidin-4-yl]-D-phenylalaninamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H18 Cl N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-01-10 _chem_comp.pdbx_modified_date 2013-12-06 _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 367.832 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SHX _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 4IKU _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 SHX CL CL CL 0 0 N N N 19.708 -3.093 16.868 1.089 3.343 -0.617 CL SHX 1 SHX C8 C8 C 0 1 Y N N 20.374 -4.202 15.648 -0.180 2.207 -0.281 C8 SHX 2 SHX C7 C7 C 0 1 Y N N 20.392 -3.815 14.333 -1.411 2.636 0.179 C7 SHX 3 SHX C19 C19 C 0 1 N N N 19.837 -2.493 13.886 -1.671 4.104 0.403 C19 SHX 4 SHX N2 N2 N 0 1 Y N N 20.928 -4.661 13.443 -2.359 1.744 0.421 N2 SHX 5 SHX C6 C6 C 0 1 Y N N 21.414 -5.858 13.831 -2.144 0.451 0.228 C6 SHX 6 SHX C5 C5 C 0 1 Y N N 22.077 -6.705 12.827 -3.235 -0.514 0.511 C5 SHX 7 SHX C4 C4 C 0 1 Y N N 22.458 -8.018 13.082 -4.464 -0.050 0.974 C4 SHX 8 SHX C3 C3 C 0 1 Y N N 23.144 -8.719 12.094 -5.473 -0.963 1.233 C3 SHX 9 SHX C2 C2 C 0 1 Y N N 23.466 -8.092 10.890 -5.218 -2.309 1.021 C2 SHX 10 SHX C1 C1 C 0 1 Y N N 23.100 -6.761 10.710 -3.973 -2.700 0.560 C1 SHX 11 SHX N1 N1 N 0 1 Y N N 22.431 -6.096 11.664 -3.033 -1.810 0.317 N1 SHX 12 SHX N3 N3 N 0 1 Y N N 21.418 -6.244 15.132 -0.979 -0.002 -0.212 N3 SHX 13 SHX C9 C9 C 0 1 Y N N 20.894 -5.414 16.047 0.018 0.836 -0.475 C9 SHX 14 SHX N4 N4 N 0 1 N N N 20.849 -5.763 17.354 1.233 0.359 -0.941 N4 SHX 15 SHX C10 C10 C 0 1 N N R 21.148 -7.104 17.798 1.428 -1.079 -1.140 C10 SHX 16 SHX C11 C11 C 0 1 N N N 22.038 -7.015 19.002 0.917 -1.472 -2.502 C11 SHX 17 SHX N5 N5 N 0 1 N N N 22.078 -5.866 19.673 0.993 -2.755 -2.907 N5 SHX 18 SHX O O O 0 1 N N N 22.707 -7.983 19.327 0.437 -0.632 -3.234 O SHX 19 SHX C12 C12 C 0 1 N N N 19.858 -7.859 18.132 2.918 -1.411 -1.040 C12 SHX 20 SHX C13 C13 C 0 1 Y N N 19.013 -8.022 16.884 3.402 -1.133 0.360 C13 SHX 21 SHX C18 C18 C 0 1 Y N N 17.987 -7.112 16.602 3.353 -2.128 1.319 C18 SHX 22 SHX C17 C17 C 0 1 Y N N 17.222 -7.263 15.446 3.795 -1.873 2.603 C17 SHX 23 SHX C16 C16 C 0 1 Y N N 17.476 -8.324 14.574 4.287 -0.624 2.929 C16 SHX 24 SHX C15 C15 C 0 1 Y N N 18.495 -9.230 14.853 4.337 0.371 1.971 C15 SHX 25 SHX C14 C14 C 0 1 Y N N 19.266 -9.078 16.004 3.899 0.115 0.685 C14 SHX 26 SHX H1 H1 H 0 1 N N N 19.957 -2.393 12.797 -2.065 4.547 -0.512 H1 SHX 27 SHX H2 H2 H 0 1 N N N 18.769 -2.438 14.143 -2.396 4.226 1.207 H2 SHX 28 SHX H3 H3 H 0 1 N N N 20.378 -1.679 14.391 -0.739 4.600 0.675 H3 SHX 29 SHX H4 H4 H 0 1 N N N 22.226 -8.485 14.028 -4.628 1.006 1.128 H4 SHX 30 SHX H5 H5 H 0 1 N N N 23.427 -9.748 12.260 -6.437 -0.633 1.593 H5 SHX 31 SHX H6 H6 H 0 1 N N N 23.989 -8.629 10.113 -5.984 -3.046 1.214 H6 SHX 32 SHX H7 H7 H 0 1 N N N 23.358 -6.257 9.790 -3.771 -3.748 0.394 H7 SHX 33 SHX H8 H8 H 0 1 N N N 21.493 -5.161 17.827 1.955 0.978 -1.134 H8 SHX 34 SHX H9 H9 H 0 1 N N N 21.677 -7.649 17.002 0.881 -1.630 -0.374 H9 SHX 35 SHX H10 H10 H 0 1 N N N 22.671 -5.775 20.473 1.377 -3.426 -2.321 H10 SHX 36 SHX H11 H11 H 0 1 N N N 21.515 -5.094 19.377 0.664 -3.007 -3.784 H11 SHX 37 SHX H12 H12 H 0 1 N N N 19.290 -7.293 18.885 3.073 -2.463 -1.276 H12 SHX 38 SHX H13 H13 H 0 1 N N N 20.111 -8.852 18.533 3.476 -0.794 -1.745 H13 SHX 39 SHX H14 H14 H 0 1 N N N 17.788 -6.294 17.279 2.968 -3.105 1.064 H14 SHX 40 SHX H15 H15 H 0 1 N N N 16.433 -6.559 15.225 3.757 -2.651 3.352 H15 SHX 41 SHX H16 H16 H 0 1 N N N 16.880 -8.442 13.681 4.629 -0.423 3.934 H16 SHX 42 SHX H17 H17 H 0 1 N N N 18.688 -10.051 14.178 4.721 1.348 2.226 H17 SHX 43 SHX H18 H18 H 0 1 N N N 20.061 -9.778 16.216 3.938 0.892 -0.064 H18 SHX 44 # 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 SHX C1 C2 DOUB Y N 1 SHX C1 N1 SING Y N 2 SHX C2 C3 SING Y N 3 SHX N1 C5 DOUB Y N 4 SHX C3 C4 DOUB Y N 5 SHX C5 C4 SING Y N 6 SHX C5 C6 SING N N 7 SHX N2 C6 DOUB Y N 8 SHX N2 C7 SING Y N 9 SHX C6 N3 SING Y N 10 SHX C19 C7 SING N N 11 SHX C7 C8 DOUB Y N 12 SHX C16 C15 DOUB Y N 13 SHX C16 C17 SING Y N 14 SHX C15 C14 SING Y N 15 SHX N3 C9 DOUB Y N 16 SHX C17 C18 DOUB Y N 17 SHX C8 C9 SING Y N 18 SHX C8 CL SING N N 19 SHX C14 C13 DOUB Y N 20 SHX C9 N4 SING N N 21 SHX C18 C13 SING Y N 22 SHX C13 C12 SING N N 23 SHX N4 C10 SING N N 24 SHX C10 C12 SING N N 25 SHX C10 C11 SING N N 26 SHX C11 O DOUB N N 27 SHX C11 N5 SING N N 28 SHX C19 H1 SING N N 29 SHX C19 H2 SING N N 30 SHX C19 H3 SING N N 31 SHX C4 H4 SING N N 32 SHX C3 H5 SING N N 33 SHX C2 H6 SING N N 34 SHX C1 H7 SING N N 35 SHX N4 H8 SING N N 36 SHX C10 H9 SING N N 37 SHX N5 H10 SING N N 38 SHX N5 H11 SING N N 39 SHX C12 H12 SING N N 40 SHX C12 H13 SING N N 41 SHX C18 H14 SING N N 42 SHX C17 H15 SING N N 43 SHX C16 H16 SING N N 44 SHX C15 H17 SING N N 45 SHX C14 H18 SING N N 46 # 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 SHX SMILES ACDLabs 12.01 "O=C(N)C(Nc1nc(nc(c1Cl)C)c2ncccc2)Cc3ccccc3" SHX InChI InChI 1.03 "InChI=1S/C19H18ClN5O/c1-12-16(20)19(25-18(23-12)14-9-5-6-10-22-14)24-15(17(21)26)11-13-7-3-2-4-8-13/h2-10,15H,11H2,1H3,(H2,21,26)(H,23,24,25)/t15-/m1/s1" SHX InChIKey InChI 1.03 SELSGPMCFPHSDG-OAHLLOKOSA-N SHX SMILES_CANONICAL CACTVS 3.370 "Cc1nc(nc(N[C@H](Cc2ccccc2)C(N)=O)c1Cl)c3ccccn3" SHX SMILES CACTVS 3.370 "Cc1nc(nc(N[CH](Cc2ccccc2)C(N)=O)c1Cl)c3ccccn3" SHX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(c(nc(n1)c2ccccn2)N[C@H](Cc3ccccc3)C(=O)N)Cl" SHX SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(c(nc(n1)c2ccccn2)NC(Cc3ccccc3)C(=O)N)Cl" # 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 SHX "SYSTEMATIC NAME" ACDLabs 12.01 "Nalpha-[5-chloro-6-methyl-2-(pyridin-2-yl)pyrimidin-4-yl]-D-phenylalaninamide" SHX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R)-2-[(5-chloranyl-6-methyl-2-pyridin-2-yl-pyrimidin-4-yl)amino]-3-phenyl-propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SHX "Create component" 2013-01-10 PDBJ SHX "Initial release" 2013-12-11 RCSB #