data_E57 # _chem_comp.id E57 _chem_comp.name "N-[(1S)-1-(3-chlorophenyl)-2-hydroxyethyl]-4-(2-{[(2S)-1-hydroxybutan-2-yl]amino}-5-methylpyrimidin-4-yl)-1H-pyrrole-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H26 Cl N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-09 _chem_comp.pdbx_modified_date 2012-08-24 _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 443.927 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E57 _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 4FV6 _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 E57 O1 O1 O 0 1 N N N 11.713 -3.030 -14.030 1.498 -0.881 1.727 O1 E57 1 E57 C8 C8 C 0 1 N N N 11.060 -3.451 -14.976 1.645 -0.017 0.882 C8 E57 2 E57 N1 N1 N 0 1 N N N 11.618 -4.184 -15.950 2.884 0.377 0.530 N1 E57 3 E57 C7 C7 C 0 1 N N S 13.006 -4.642 -15.972 4.055 -0.235 1.163 C7 E57 4 E57 C22 C22 C 0 1 N N N 13.328 -5.181 -17.359 4.359 0.486 2.478 C22 E57 5 E57 O3 O3 O 0 1 N N N 13.033 -4.223 -18.357 4.739 1.836 2.204 O3 E57 6 E57 C3 C3 C 0 1 Y N N 13.314 -5.719 -14.951 5.242 -0.120 0.242 C3 E57 7 E57 C2 C2 C 0 1 Y N N 14.633 -5.972 -14.587 6.127 -1.174 0.120 C2 E57 8 E57 C4 C4 C 0 1 Y N N 12.300 -6.458 -14.365 5.443 1.039 -0.486 C4 E57 9 E57 C5 C5 C 0 1 Y N N 12.584 -7.395 -13.386 6.530 1.144 -1.332 C5 E57 10 E57 C6 C6 C 0 1 Y N N 13.894 -7.647 -13.023 7.419 0.092 -1.451 C6 E57 11 E57 C1 C1 C 0 1 Y N N 14.902 -6.951 -13.649 7.216 -1.069 -0.727 C1 E57 12 E57 CL CL CL 0 0 N N N 16.558 -7.381 -13.333 8.328 -2.393 -0.880 CL E57 13 E57 C9 C9 C 0 1 Y N N 9.610 -3.097 -15.129 0.472 0.591 0.243 C9 E57 14 E57 C12 C12 C 0 1 Y N N 8.687 -2.530 -14.281 -0.832 0.281 0.503 C12 E57 15 E57 C11 C11 C 0 1 Y N N 7.509 -2.270 -15.001 -1.626 1.099 -0.327 C11 E57 16 E57 C10 C10 C 0 1 Y N N 7.765 -2.647 -16.302 -0.768 1.882 -1.067 C10 E57 17 E57 N2 N2 N 0 1 Y N N 9.019 -3.142 -16.371 0.496 1.577 -0.717 N2 E57 18 E57 C13 C13 C 0 1 Y N N 6.202 -1.796 -14.559 -3.106 1.112 -0.392 C13 E57 19 E57 C16 C16 C 0 1 Y N N 5.983 -0.874 -13.496 -3.795 2.307 -0.620 C16 E57 20 E57 C17 C17 C 0 1 N N N 7.049 -0.379 -12.556 -3.050 3.604 -0.805 C17 E57 21 E57 C15 C15 C 0 1 Y N N 4.674 -0.443 -13.347 -5.176 2.271 -0.673 C15 E57 22 E57 N4 N4 N 0 1 Y N N 3.653 -0.847 -14.104 -5.801 1.116 -0.507 N4 E57 23 E57 C14 C14 C 0 1 Y N N 3.956 -1.731 -15.057 -5.123 -0.002 -0.292 C14 E57 24 E57 N3 N3 N 0 1 Y N N 5.177 -2.236 -15.314 -3.800 -0.014 -0.239 N3 E57 25 E57 N5 N5 N 0 1 N N N 2.924 -2.105 -15.833 -5.815 -1.189 -0.123 N5 E57 26 E57 C18 C18 C 0 1 N N S 2.879 -3.038 -16.959 -7.278 -1.199 -0.184 C18 E57 27 E57 C21 C21 C 0 1 N N N 3.726 -2.491 -18.096 -7.848 -0.842 1.191 C21 E57 28 E57 O2 O2 O 0 1 N N N 3.379 -3.059 -19.354 -7.502 -1.862 2.129 O2 E57 29 E57 C19 C19 C 0 1 N N N 1.411 -3.210 -17.369 -7.763 -2.592 -0.591 C19 E57 30 E57 C20 C20 C 0 1 N N N 0.625 -4.026 -16.401 -7.297 -2.898 -2.016 C20 E57 31 E57 H8 H8 H 0 1 N N N 11.038 -4.438 -16.724 3.001 1.066 -0.143 H8 E57 32 E57 H1 H1 H 0 1 N N N 13.667 -3.785 -15.777 3.852 -1.286 1.364 H1 E57 33 E57 H25 H25 H 0 1 N N N 12.730 -6.086 -17.541 3.470 0.480 3.109 H25 E57 34 E57 H24 H24 H 0 1 N N N 14.398 -5.433 -17.407 5.173 -0.023 2.992 H24 E57 35 E57 H26 H26 H 0 1 N N N 13.242 -4.581 -19.212 4.946 2.355 2.994 H26 E57 36 E57 H4 H4 H 0 1 N N N 15.439 -5.409 -15.033 5.968 -2.081 0.686 H4 E57 37 E57 H5 H5 H 0 1 N N N 11.277 -6.302 -14.675 4.748 1.861 -0.394 H5 E57 38 E57 H6 H6 H 0 1 N N N 11.779 -7.931 -12.904 6.686 2.049 -1.901 H6 E57 39 E57 H7 H7 H 0 1 N N N 14.122 -8.378 -12.261 8.269 0.175 -2.112 H7 E57 40 E57 H10 H10 H 0 1 N N N 8.843 -2.319 -13.233 -1.189 -0.453 1.211 H10 E57 41 E57 H9 H9 H 0 1 N N N 7.076 -2.561 -17.129 -1.059 2.619 -1.801 H9 E57 42 E57 H2 H2 H 0 1 N N N 9.454 -3.490 -17.202 1.296 1.983 -1.087 H2 E57 43 E57 H12 H12 H 0 1 N N N 7.504 0.535 -12.965 -2.828 3.748 -1.863 H12 E57 44 E57 H14 H14 H 0 1 N N N 6.600 -0.158 -11.576 -3.665 4.430 -0.448 H14 E57 45 E57 H13 H13 H 0 1 N N N 7.822 -1.152 -12.439 -2.119 3.572 -0.240 H13 E57 46 E57 H11 H11 H 0 1 N N N 4.466 0.270 -12.563 -5.740 3.176 -0.848 H11 E57 47 E57 H15 H15 H 0 1 N N N 2.583 -1.246 -16.215 -5.330 -2.015 0.035 H15 E57 48 E57 H3 H3 H 0 1 N N N 3.279 -4.015 -16.650 -7.616 -0.468 -0.918 H3 E57 49 E57 H21 H21 H 0 1 N N N 4.783 -2.713 -17.888 -7.433 0.111 1.520 H21 E57 50 E57 H22 H22 H 0 1 N N N 3.584 -1.401 -18.149 -8.933 -0.762 1.125 H22 E57 51 E57 H23 H23 H 0 1 N N N 3.932 -2.689 -20.032 -7.831 -1.702 3.024 H23 E57 52 E57 H16 H16 H 0 1 N N N 0.949 -2.214 -17.443 -7.351 -3.334 0.094 H16 E57 53 E57 H17 H17 H 0 1 N N N 1.378 -3.704 -18.351 -8.851 -2.624 -0.550 H17 E57 54 E57 H19 H19 H 0 1 N N N -0.414 -4.111 -16.751 -7.708 -2.156 -2.700 H19 E57 55 E57 H20 H20 H 0 1 N N N 1.069 -5.029 -16.322 -6.208 -2.865 -2.056 H20 E57 56 E57 H18 H18 H 0 1 N N N 0.641 -3.540 -15.414 -7.642 -3.890 -2.305 H18 E57 57 # 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 E57 O2 C21 SING N N 1 E57 O3 C22 SING N N 2 E57 C21 C18 SING N N 3 E57 C19 C18 SING N N 4 E57 C19 C20 SING N N 5 E57 C22 C7 SING N N 6 E57 C18 N5 SING N N 7 E57 N2 C10 SING Y N 8 E57 N2 C9 SING Y N 9 E57 C10 C11 DOUB Y N 10 E57 C7 N1 SING N N 11 E57 C7 C3 SING N N 12 E57 N1 C8 SING N N 13 E57 N5 C14 SING N N 14 E57 N3 C14 DOUB Y N 15 E57 N3 C13 SING Y N 16 E57 C9 C8 SING N N 17 E57 C9 C12 DOUB Y N 18 E57 C14 N4 SING Y N 19 E57 C11 C13 SING N N 20 E57 C11 C12 SING Y N 21 E57 C8 O1 DOUB N N 22 E57 C3 C2 DOUB Y N 23 E57 C3 C4 SING Y N 24 E57 C2 C1 SING Y N 25 E57 C13 C16 DOUB Y N 26 E57 C4 C5 DOUB Y N 27 E57 N4 C15 DOUB Y N 28 E57 C1 CL SING N N 29 E57 C1 C6 DOUB Y N 30 E57 C16 C15 SING Y N 31 E57 C16 C17 SING N N 32 E57 C5 C6 SING Y N 33 E57 N1 H8 SING N N 34 E57 C7 H1 SING N N 35 E57 C22 H25 SING N N 36 E57 C22 H24 SING N N 37 E57 O3 H26 SING N N 38 E57 C2 H4 SING N N 39 E57 C4 H5 SING N N 40 E57 C5 H6 SING N N 41 E57 C6 H7 SING N N 42 E57 C12 H10 SING N N 43 E57 C10 H9 SING N N 44 E57 N2 H2 SING N N 45 E57 C17 H12 SING N N 46 E57 C17 H14 SING N N 47 E57 C17 H13 SING N N 48 E57 C15 H11 SING N N 49 E57 N5 H15 SING N N 50 E57 C18 H3 SING N N 51 E57 C21 H21 SING N N 52 E57 C21 H22 SING N N 53 E57 O2 H23 SING N N 54 E57 C19 H16 SING N N 55 E57 C19 H17 SING N N 56 E57 C20 H19 SING N N 57 E57 C20 H20 SING N N 58 E57 C20 H18 SING N N 59 # 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 E57 SMILES ACDLabs 12.01 "Clc1cccc(c1)C(NC(=O)c3cc(c2nc(ncc2C)NC(CC)CO)cn3)CO" E57 InChI InChI 1.03 "InChI=1S/C22H26ClN5O3/c1-3-17(11-29)26-22-25-9-13(2)20(28-22)15-8-18(24-10-15)21(31)27-19(12-30)14-5-4-6-16(23)7-14/h4-10,17,19,24,29-30H,3,11-12H2,1-2H3,(H,27,31)(H,25,26,28)/t17-,19+/m0/s1" E57 InChIKey InChI 1.03 GFHDSVUCETUKHU-PKOBYXMFSA-N E57 SMILES_CANONICAL CACTVS 3.370 "CC[C@@H](CO)Nc1ncc(C)c(n1)c2c[nH]c(c2)C(=O)N[C@H](CO)c3cccc(Cl)c3" E57 SMILES CACTVS 3.370 "CC[CH](CO)Nc1ncc(C)c(n1)c2c[nH]c(c2)C(=O)N[CH](CO)c3cccc(Cl)c3" E57 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC[C@@H](CO)Nc1ncc(c(n1)c2cc([nH]c2)C(=O)N[C@H](CO)c3cccc(c3)Cl)C" E57 SMILES "OpenEye OEToolkits" 1.7.6 "CCC(CO)Nc1ncc(c(n1)c2cc([nH]c2)C(=O)NC(CO)c3cccc(c3)Cl)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 E57 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(1S)-1-(3-chlorophenyl)-2-hydroxyethyl]-4-(2-{[(2S)-1-hydroxybutan-2-yl]amino}-5-methylpyrimidin-4-yl)-1H-pyrrole-2-carboxamide" E57 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(1S)-1-(3-chlorophenyl)-2-oxidanyl-ethyl]-4-[5-methyl-2-[[(2S)-1-oxidanylbutan-2-yl]amino]pyrimidin-4-yl]-1H-pyrrole-2-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 E57 "Create component" 2012-07-09 RCSB E57 "Initial release" 2012-08-24 RCSB #