data_O19 # _chem_comp.id O19 _chem_comp.name "(2R)-N-[4-[2-[(4-morpholin-4-ylphenyl)amino]pyrimidin-4-yl]phenyl]pyrrolidine-2-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H28 N6 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-09-21 _chem_comp.pdbx_modified_date 2014-09-05 _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 444.529 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O19 _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 4BBF _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 O19 O10 O10 O 0 1 N N N -35.794 -10.443 -5.895 6.377 -1.160 0.501 O10 O19 1 O19 C9 C9 C 0 1 N N N -36.340 -11.422 -6.410 7.005 -0.319 -0.107 C9 O19 2 O19 C11 C11 C 0 1 N N R -35.633 -12.246 -7.455 8.491 -0.481 -0.299 C11 O19 3 O19 C15 C15 C 0 1 N N N -36.060 -11.703 -8.821 9.249 0.386 0.723 C15 O19 4 O19 C14 C14 C 0 1 N N N -35.149 -10.502 -9.046 10.109 -0.609 1.536 C14 O19 5 O19 C13 C13 C 0 1 N N N -33.837 -10.943 -8.413 10.221 -1.827 0.585 C13 O19 6 O19 N12 N12 N 0 1 N N N -34.237 -11.946 -7.414 8.881 -1.886 -0.052 N12 O19 7 O19 N8 N8 N 0 1 N N N -37.577 -11.847 -6.196 6.373 0.757 -0.616 N8 O19 8 O19 C6 C6 C 0 1 Y N N -38.562 -11.376 -5.311 4.981 0.852 -0.536 C6 O19 9 O19 C1 C1 C 0 1 Y N N -38.409 -10.199 -4.588 4.379 2.093 -0.361 C1 O19 10 O19 C5 C5 C 0 1 Y N N -39.712 -12.176 -5.235 4.200 -0.294 -0.638 C5 O19 11 O19 C4 C4 C 0 1 Y N N -40.778 -11.758 -4.434 2.827 -0.202 -0.561 C4 O19 12 O19 C3 C3 C 0 1 Y N N -40.618 -10.565 -3.694 2.221 1.041 -0.379 C3 O19 13 O19 C2 C2 C 0 1 Y N N -39.456 -9.792 -3.781 3.007 2.190 -0.282 C2 O19 14 O19 C7 C7 C 0 1 Y N N -41.702 -10.119 -2.778 0.745 1.142 -0.295 C7 O19 15 O19 N20 N20 N 0 1 Y N N -41.353 -9.237 -1.809 -0.013 0.052 -0.392 N20 O19 16 O19 C19 C19 C 0 1 Y N N -42.246 -8.765 -0.910 -1.332 0.141 -0.317 C19 O19 17 O19 N18 N18 N 0 1 Y N N -43.497 -9.198 -1.019 -1.944 1.304 -0.145 N18 O19 18 O19 C17 C17 C 0 1 Y N N -43.926 -10.086 -1.927 -1.252 2.428 -0.040 C17 O19 19 O19 C16 C16 C 0 1 Y N N -43.026 -10.592 -2.876 0.128 2.383 -0.108 C16 O19 20 O19 N21 N21 N 0 1 N N N -41.917 -7.912 0.105 -2.092 -1.012 -0.422 N21 O19 21 O19 C22 C22 C 0 1 Y N N -40.715 -7.234 0.385 -3.479 -0.957 -0.230 C22 O19 22 O19 C27 C27 C 0 1 Y N N -39.508 -7.498 -0.278 -4.314 -1.799 -0.951 C27 O19 23 O19 C26 C26 C 0 1 Y N N -38.352 -6.770 0.005 -5.681 -1.744 -0.762 C26 O19 24 O19 C25 C25 C 0 1 Y N N -38.416 -5.733 0.931 -6.220 -0.846 0.150 C25 O19 25 O19 C24 C24 C 0 1 Y N N -39.616 -5.436 1.570 -5.385 -0.004 0.872 C24 O19 26 O19 C23 C23 C 0 1 Y N N -40.737 -6.177 1.305 -4.018 -0.063 0.686 C23 O19 27 O19 N28 N28 N 0 1 N N N -37.305 -4.929 1.211 -7.606 -0.790 0.341 N28 O19 28 O19 C33 C33 C 0 1 N N N -36.423 -4.564 0.074 -7.958 0.223 1.346 C33 O19 29 O19 C32 C32 C 0 1 N N N -35.108 -3.965 0.564 -9.473 0.210 1.567 C32 O19 30 O19 O31 O31 O 0 1 N N N -35.388 -2.992 1.586 -10.134 0.432 0.318 O31 O19 31 O19 C30 C30 C 0 1 N N N -35.847 -3.632 2.786 -9.814 -0.537 -0.683 C30 O19 32 O19 C29 C29 C 0 1 N N N -37.164 -4.407 2.599 -8.302 -0.531 -0.927 C29 O19 33 O19 H11 H11 H 0 1 N N N -35.853 -13.319 -7.355 8.768 -0.188 -1.312 H11 O19 34 O19 H8 H8 H 0 1 N N N -37.854 -12.629 -6.754 6.884 1.465 -1.038 H8 O19 35 O19 H151 H151 H 0 0 N N N -35.910 -12.459 -9.606 9.887 1.106 0.210 H151 O19 36 O19 H152 H152 H 0 0 N N N -37.116 -11.395 -8.806 8.546 0.900 1.378 H152 O19 37 O19 H12 H12 H 0 1 N N N -34.012 -11.597 -6.504 8.214 -2.345 0.550 H12 O19 38 O19 H141 H141 H 0 0 N N N -35.021 -10.299 -10.119 11.094 -0.189 1.742 H141 O19 39 O19 H142 H142 H 0 0 N N N -35.547 -9.606 -8.548 9.606 -0.888 2.462 H142 O19 40 O19 H131 H131 H 0 0 N N N -33.170 -11.387 -9.167 10.996 -1.661 -0.164 H131 O19 41 O19 H132 H132 H 0 0 N N N -33.331 -10.093 -7.932 10.419 -2.739 1.149 H132 O19 42 O19 H1 H1 H 0 1 N N N -37.500 -9.620 -4.654 4.988 2.982 -0.285 H1 O19 43 O19 H5 H5 H 0 1 N N N -39.773 -13.102 -5.788 4.670 -1.256 -0.779 H5 O19 44 O19 H2 H2 H 0 1 N N N -39.376 -8.875 -3.217 2.540 3.154 -0.145 H2 O19 45 O19 H4 H4 H 0 1 N N N -41.694 -12.328 -4.382 2.221 -1.092 -0.641 H4 O19 46 O19 H16 H16 H 0 1 N N N -43.328 -11.299 -3.634 0.716 3.285 -0.021 H16 O19 47 O19 H21 H21 H 0 1 N N N -42.654 -7.740 0.759 -1.665 -1.858 -0.629 H21 O19 48 O19 H17 H17 H 0 1 N N N -44.957 -10.409 -1.928 -1.761 3.370 0.100 H17 O19 49 O19 H27 H27 H 0 1 N N N -39.473 -8.280 -1.022 -3.895 -2.497 -1.661 H27 O19 50 O19 H23 H23 H 0 1 N N N -41.659 -5.941 1.816 -3.368 0.589 1.251 H23 O19 51 O19 H26 H26 H 0 1 N N N -37.421 -7.008 -0.487 -6.331 -2.399 -1.324 H26 O19 52 O19 H24 H24 H 0 1 N N N -39.663 -4.620 2.276 -5.804 0.694 1.581 H24 O19 53 O19 H331 H331 H 0 0 N N N -36.208 -5.467 -0.517 -7.451 -0.002 2.284 H331 O19 54 O19 H332 H332 H 0 0 N N N -36.939 -3.827 -0.558 -7.650 1.208 0.993 H332 O19 55 O19 H291 H291 H 0 0 N N N -38.007 -3.734 2.814 -8.000 0.441 -1.316 H291 O19 56 O19 H292 H292 H 0 0 N N N -37.182 -5.253 3.301 -8.047 -1.308 -1.648 H292 O19 57 O19 H321 H321 H 0 0 N N N -34.472 -4.761 0.977 -9.773 -0.757 1.971 H321 O19 58 O19 H322 H322 H 0 0 N N N -34.589 -3.479 -0.275 -9.745 0.998 2.269 H322 O19 59 O19 H301 H301 H 0 0 N N N -35.073 -4.336 3.124 -10.124 -1.526 -0.345 H301 O19 60 O19 H302 H302 H 0 0 N N N -36.002 -2.861 3.555 -10.333 -0.289 -1.609 H302 O19 61 # 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 O19 O10 C9 DOUB N N 1 O19 C9 C11 SING N N 2 O19 C9 N8 SING N N 3 O19 C11 C15 SING N N 4 O19 C11 N12 SING N N 5 O19 C15 C14 SING N N 6 O19 C14 C13 SING N N 7 O19 C13 N12 SING N N 8 O19 N8 C6 SING N N 9 O19 C6 C1 SING Y N 10 O19 C6 C5 DOUB Y N 11 O19 C1 C2 DOUB Y N 12 O19 C5 C4 SING Y N 13 O19 C4 C3 DOUB Y N 14 O19 C3 C2 SING Y N 15 O19 C3 C7 SING N N 16 O19 C7 N20 DOUB Y N 17 O19 C7 C16 SING Y N 18 O19 N20 C19 SING Y N 19 O19 C19 N18 DOUB Y N 20 O19 C19 N21 SING N N 21 O19 N18 C17 SING Y N 22 O19 C17 C16 DOUB Y N 23 O19 N21 C22 SING N N 24 O19 C22 C27 SING Y N 25 O19 C22 C23 DOUB Y N 26 O19 C27 C26 DOUB Y N 27 O19 C26 C25 SING Y N 28 O19 C25 C24 DOUB Y N 29 O19 C25 N28 SING N N 30 O19 C24 C23 SING Y N 31 O19 N28 C33 SING N N 32 O19 N28 C29 SING N N 33 O19 C33 C32 SING N N 34 O19 C32 O31 SING N N 35 O19 O31 C30 SING N N 36 O19 C30 C29 SING N N 37 O19 C11 H11 SING N N 38 O19 N8 H8 SING N N 39 O19 C15 H151 SING N N 40 O19 C15 H152 SING N N 41 O19 N12 H12 SING N N 42 O19 C14 H141 SING N N 43 O19 C14 H142 SING N N 44 O19 C13 H131 SING N N 45 O19 C13 H132 SING N N 46 O19 C1 H1 SING N N 47 O19 C5 H5 SING N N 48 O19 C2 H2 SING N N 49 O19 C4 H4 SING N N 50 O19 C16 H16 SING N N 51 O19 N21 H21 SING N N 52 O19 C17 H17 SING N N 53 O19 C27 H27 SING N N 54 O19 C23 H23 SING N N 55 O19 C26 H26 SING N N 56 O19 C24 H24 SING N N 57 O19 C33 H331 SING N N 58 O19 C33 H332 SING N N 59 O19 C29 H291 SING N N 60 O19 C29 H292 SING N N 61 O19 C32 H321 SING N N 62 O19 C32 H322 SING N N 63 O19 C30 H301 SING N N 64 O19 C30 H302 SING N N 65 # 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 O19 SMILES ACDLabs 12.01 "O=C(Nc1ccc(cc1)c2nc(ncc2)Nc4ccc(N3CCOCC3)cc4)C5NCCC5" O19 InChI InChI 1.03 "InChI=1S/C25H28N6O2/c32-24(23-2-1-12-26-23)28-19-5-3-18(4-6-19)22-11-13-27-25(30-22)29-20-7-9-21(10-8-20)31-14-16-33-17-15-31/h3-11,13,23,26H,1-2,12,14-17H2,(H,28,32)(H,27,29,30)/t23-/m1/s1" O19 InChIKey InChI 1.03 ISOCDPQFIXDIMS-HSZRJFAPSA-N O19 SMILES_CANONICAL CACTVS 3.385 "O=C(Nc1ccc(cc1)c2ccnc(Nc3ccc(cc3)N4CCOCC4)n2)[C@H]5CCCN5" O19 SMILES CACTVS 3.385 "O=C(Nc1ccc(cc1)c2ccnc(Nc3ccc(cc3)N4CCOCC4)n2)[CH]5CCCN5" O19 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1c2ccnc(n2)Nc3ccc(cc3)N4CCOCC4)NC(=O)[C@H]5CCCN5" O19 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1c2ccnc(n2)Nc3ccc(cc3)N4CCOCC4)NC(=O)C5CCCN5" # 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 O19 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[4-(2-{[4-(morpholin-4-yl)phenyl]amino}pyrimidin-4-yl)phenyl]-D-prolinamide" O19 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R)-N-[4-[2-[(4-morpholin-4-ylphenyl)amino]pyrimidin-4-yl]phenyl]pyrrolidine-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 O19 "Create component" 2012-09-21 EBI O19 "Initial release" 2012-11-16 RCSB O19 "Modify descriptor" 2014-09-05 RCSB #