data_E86 # _chem_comp.id E86 _chem_comp.name "4-{2-[(2-chlorophenyl)amino]-5-methylpyrimidin-4-yl}-N-[(1S)-2-hydroxy-1-phenylethyl]-1H-pyrrole-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H22 Cl N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-07-09 _chem_comp.pdbx_modified_date 2011-06-04 _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 447.917 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E86 _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 3I60 _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 E86 C1 C1 C 0 1 N N N 7.041 -0.692 47.413 -0.976 -3.376 -0.272 C1 E86 1 E86 C2 C2 C 0 1 Y N N 5.931 -1.133 46.494 -1.972 -2.253 -0.142 C2 E86 2 E86 C3 C3 C 0 1 Y N N 4.651 -0.673 46.769 -3.329 -2.493 -0.259 C3 E86 3 E86 N4 N4 N 0 1 Y N N 3.633 -1.039 45.997 -4.179 -1.485 -0.140 N4 E86 4 E86 C5 C5 C 0 1 Y N N 3.831 -1.833 44.962 -3.747 -0.253 0.090 C5 E86 5 E86 N6 N6 N 0 1 N N N 2.754 -2.164 44.174 -4.670 0.774 0.208 N6 E86 6 E86 C7 C7 C 0 1 Y N N 2.852 -2.931 43.000 -6.039 0.487 0.215 C7 E86 7 E86 C8 C8 C 0 1 Y N N 3.877 -2.750 42.066 -6.483 -0.777 0.579 C8 E86 8 E86 C9 C9 C 0 1 Y N N 3.914 -3.534 40.926 -7.835 -1.058 0.586 C9 E86 9 E86 C10 C10 C 0 1 Y N N 2.926 -4.489 40.692 -8.747 -0.081 0.231 C10 E86 10 E86 C11 C11 C 0 1 Y N N 1.895 -4.661 41.603 -8.309 1.179 -0.133 C11 E86 11 E86 C12 C12 C 0 1 Y N N 1.862 -3.881 42.751 -6.958 1.469 -0.136 C12 E86 12 E86 CL13 CL13 CL 0 0 N N N 0.596 -4.079 43.912 -6.409 3.051 -0.591 CL13 E86 13 E86 N14 N14 N 0 1 Y N N 5.032 -2.285 44.657 -2.458 0.022 0.209 N14 E86 14 E86 C15 C15 C 0 1 Y N N 6.107 -1.994 45.390 -1.547 -0.944 0.105 C15 E86 15 E86 C16 C16 C 0 1 Y N N 7.412 -2.531 44.930 -0.104 -0.635 0.239 C16 E86 16 E86 C17 C17 C 0 1 Y N N 7.637 -3.000 43.649 0.470 0.195 1.177 C17 E86 17 E86 N18 N18 N 0 1 Y N N 8.933 -3.375 43.551 1.801 0.216 0.969 N18 E86 18 E86 C20 C20 C 0 1 Y N N 9.556 -3.165 44.757 2.102 -0.597 -0.101 C20 E86 19 E86 C21 C21 C 0 1 Y N N 8.642 -2.620 45.626 0.938 -1.140 -0.565 C21 E86 20 E86 C22 C22 C 0 1 N N N 10.969 -3.454 44.992 3.443 -0.844 -0.643 C22 E86 21 E86 O23 O23 O 0 1 N N N 11.600 -2.765 45.783 3.586 -1.586 -1.597 O23 E86 22 E86 N24 N24 N 0 1 N N N 11.567 -4.447 44.296 4.515 -0.248 -0.086 N24 E86 23 E86 C25 C25 C 0 1 N N S 13.006 -4.745 44.446 5.854 -0.494 -0.627 C25 E86 24 E86 C27 C27 C 0 1 N N N 13.520 -5.155 43.060 6.427 -1.772 -0.011 C27 E86 25 E86 O28 O28 O 0 1 N N N 13.010 -4.279 42.045 6.616 -1.581 1.392 O28 E86 26 E86 C29 C29 C 0 1 Y N N 13.330 -5.853 45.423 6.752 0.670 -0.295 C29 E86 27 E86 C30 C30 C 0 1 Y N N 12.325 -6.620 45.994 6.675 1.270 0.948 C30 E86 28 E86 C31 C31 C 0 1 Y N N 12.655 -7.621 46.890 7.499 2.337 1.253 C31 E86 29 E86 C32 C32 C 0 1 Y N N 13.984 -7.865 47.203 8.400 2.805 0.314 C32 E86 30 E86 C33 C33 C 0 1 Y N N 14.999 -7.112 46.632 8.477 2.205 -0.929 C33 E86 31 E86 C34 C34 C 0 1 Y N N 14.662 -6.101 45.744 7.656 1.134 -1.232 C34 E86 32 E86 H1 H1 H 0 1 N N N 7.485 0.240 47.032 -0.605 -3.416 -1.296 H1 E86 33 E86 H1A H1A H 0 1 N N N 6.636 -0.519 48.421 -0.144 -3.204 0.410 H1A E86 34 E86 H1B H1B H 0 1 N N N 7.813 -1.474 47.457 -1.460 -4.321 -0.024 H1B E86 35 E86 H3 H3 H 0 1 N N N 4.482 -0.017 47.611 -3.692 -3.493 -0.446 H3 E86 36 E86 HN6 HN6 H 0 1 N N N 1.849 -1.841 44.452 -4.366 1.692 0.285 HN6 E86 37 E86 H8 H8 H 0 1 N N N 4.637 -2.001 42.234 -5.771 -1.541 0.856 H8 E86 38 E86 H9 H9 H 0 1 N N N 4.714 -3.405 40.212 -8.181 -2.041 0.868 H9 E86 39 E86 H10 H10 H 0 1 N N N 2.964 -5.096 39.800 -9.804 -0.303 0.237 H10 E86 40 E86 H11 H11 H 0 1 N N N 1.124 -5.395 41.421 -9.025 1.940 -0.410 H11 E86 41 E86 H17 H17 H 0 1 N N N 6.902 -3.057 42.860 -0.057 0.738 1.947 H17 E86 42 E86 H21 H21 H 0 1 N N N 8.827 -2.317 46.646 0.835 -1.824 -1.394 H21 E86 43 E86 HN24 HN24 H 0 0 N N N 11.020 -4.995 43.663 4.401 0.343 0.675 HN24 E86 44 E86 H25 H25 H 0 1 N N N 13.486 -3.843 44.852 5.793 -0.608 -1.710 H25 E86 45 E86 H27 H27 H 0 1 N N N 14.619 -5.105 43.057 5.734 -2.597 -0.175 H27 E86 46 E86 H27A H27A H 0 0 N N N 13.190 -6.182 42.845 7.384 -2.003 -0.479 H27A E86 47 E86 HO28 HO28 H 0 0 N N N 13.340 -4.551 41.197 6.978 -2.353 1.849 HO28 E86 48 E86 H30 H30 H 0 1 N N N 11.291 -6.437 45.741 5.971 0.904 1.681 H30 E86 49 E86 H31 H31 H 0 1 N N N 11.876 -8.214 47.347 7.438 2.806 2.224 H31 E86 50 E86 H32 H32 H 0 1 N N N 14.232 -8.652 47.900 9.043 3.639 0.552 H32 E86 51 E86 H33 H33 H 0 1 N N N 16.033 -7.309 46.874 9.180 2.571 -1.662 H33 E86 52 E86 H34 H34 H 0 1 N N N 15.440 -5.500 45.297 7.720 0.663 -2.202 H34 E86 53 E86 HN18 HN18 H 0 0 N N N 9.368 -3.746 42.731 2.444 0.722 1.490 HN18 E86 54 # 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 E86 C2 C1 SING N N 1 E86 C1 H1 SING N N 2 E86 C1 H1A SING N N 3 E86 C1 H1B SING N N 4 E86 C15 C2 DOUB Y N 5 E86 C2 C3 SING Y N 6 E86 N4 C3 DOUB Y N 7 E86 C3 H3 SING N N 8 E86 C5 N4 SING Y N 9 E86 N6 C5 SING N N 10 E86 N14 C5 DOUB Y N 11 E86 C7 N6 SING N N 12 E86 N6 HN6 SING N N 13 E86 C8 C7 DOUB Y N 14 E86 C12 C7 SING Y N 15 E86 C9 C8 SING Y N 16 E86 C8 H8 SING N N 17 E86 C10 C9 DOUB Y N 18 E86 C9 H9 SING N N 19 E86 C10 C11 SING Y N 20 E86 C10 H10 SING N N 21 E86 C11 C12 DOUB Y N 22 E86 C11 H11 SING N N 23 E86 C12 CL13 SING N N 24 E86 N14 C15 SING Y N 25 E86 C16 C15 SING Y N 26 E86 C17 C16 DOUB Y N 27 E86 C16 C21 SING Y N 28 E86 N18 C17 SING Y N 29 E86 C17 H17 SING N N 30 E86 N18 C20 SING Y N 31 E86 C20 C22 SING N N 32 E86 C20 C21 DOUB Y N 33 E86 C21 H21 SING N N 34 E86 N24 C22 SING N N 35 E86 C22 O23 DOUB N N 36 E86 N24 C25 SING N N 37 E86 N24 HN24 SING N N 38 E86 C27 C25 SING N N 39 E86 C25 C29 SING N N 40 E86 C25 H25 SING N N 41 E86 O28 C27 SING N N 42 E86 C27 H27 SING N N 43 E86 C27 H27A SING N N 44 E86 O28 HO28 SING N N 45 E86 C29 C34 DOUB Y N 46 E86 C29 C30 SING Y N 47 E86 C30 C31 DOUB Y N 48 E86 C30 H30 SING N N 49 E86 C31 C32 SING Y N 50 E86 C31 H31 SING N N 51 E86 C33 C32 DOUB Y N 52 E86 C32 H32 SING N N 53 E86 C34 C33 SING Y N 54 E86 C33 H33 SING N N 55 E86 C34 H34 SING N N 56 E86 N18 HN18 SING N N 57 # 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 E86 SMILES ACDLabs 11.02 "Clc1ccccc1Nc2ncc(c(n2)c4cc(C(=O)NC(c3ccccc3)CO)nc4)C" E86 SMILES_CANONICAL CACTVS 3.352 "Cc1cnc(Nc2ccccc2Cl)nc1c3c[nH]c(c3)C(=O)N[C@H](CO)c4ccccc4" E86 SMILES CACTVS 3.352 "Cc1cnc(Nc2ccccc2Cl)nc1c3c[nH]c(c3)C(=O)N[CH](CO)c4ccccc4" E86 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1cnc(nc1c2cc([nH]c2)C(=O)N[C@H](CO)c3ccccc3)Nc4ccccc4Cl" E86 SMILES "OpenEye OEToolkits" 1.7.0 "Cc1cnc(nc1c2cc([nH]c2)C(=O)NC(CO)c3ccccc3)Nc4ccccc4Cl" E86 InChI InChI 1.03 "InChI=1S/C24H22ClN5O2/c1-15-12-27-24(29-19-10-6-5-9-18(19)25)30-22(15)17-11-20(26-13-17)23(32)28-21(14-31)16-7-3-2-4-8-16/h2-13,21,26,31H,14H2,1H3,(H,28,32)(H,27,29,30)/t21-/m1/s1" E86 InChIKey InChI 1.03 AICUOEJPCSKION-OAQYLSRUSA-N # 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 E86 "SYSTEMATIC NAME" ACDLabs 11.02 "4-{2-[(2-chlorophenyl)amino]-5-methylpyrimidin-4-yl}-N-[(1S)-2-hydroxy-1-phenylethyl]-1H-pyrrole-2-carboxamide" E86 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "4-[2-[(2-chlorophenyl)amino]-5-methyl-pyrimidin-4-yl]-N-[(1S)-2-hydroxy-1-phenyl-ethyl]-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 E86 "Create component" 2009-07-09 RCSB E86 "Modify aromatic_flag" 2011-06-04 RCSB E86 "Modify descriptor" 2011-06-04 RCSB #