data_S56 # _chem_comp.id S56 _chem_comp.name "(2S)-3-[4-amino-7-(2-methoxyethyl)-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-2-cyano-N-(propan-2-yl)propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H30 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Rao-IV-156, bound form" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-09-28 _chem_comp.pdbx_modified_date 2021-03-13 _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 498.576 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S56 _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 5TEH _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 S56 O1 O1 O 0 1 N N N -5.559 -42.960 4.919 0.138 -3.270 -1.456 O1 S56 1 S56 C21 C1 C 0 1 N N N -5.286 -41.839 4.486 0.399 -3.049 -0.292 C21 S56 2 S56 N4 N1 N 0 1 N N N -5.096 -41.580 3.182 0.204 -4.006 0.636 N4 S56 3 S56 C22 C2 C 0 1 N N N -4.098 -42.253 2.339 -0.324 -5.314 0.239 C22 S56 4 S56 C24 C3 C 0 1 N N N -2.703 -42.104 2.918 0.827 -6.208 -0.229 C24 S56 5 S56 C23 C4 C 0 1 N N N -4.481 -43.701 2.120 -1.023 -5.966 1.434 C23 S56 6 S56 C19 C5 C 0 1 N N S -5.237 -40.617 5.409 0.948 -1.706 0.115 C19 S56 7 S56 C20 C6 C 0 1 N N N -3.882 -40.374 5.928 0.034 -1.075 1.082 C20 S56 8 S56 N3 N2 N 0 1 N N N -2.841 -40.138 6.330 -0.670 -0.589 1.829 N3 S56 9 S56 C18 C7 C 0 1 N N N -6.240 -40.710 6.591 1.078 -0.812 -1.120 C18 S56 10 S56 C17 C8 C 0 1 Y N N -7.268 -39.546 6.493 1.740 0.486 -0.734 C17 S56 11 S56 N5 N3 N 0 1 Y N N -8.385 -39.603 5.681 3.088 0.720 -0.754 N5 S56 12 S56 C25 C9 C 0 1 N N N -8.491 -40.432 4.462 4.102 -0.258 -1.157 C25 S56 13 S56 C26 C10 C 0 1 N N N -9.704 -40.280 3.563 4.555 -1.056 0.067 C26 S56 14 S56 O2 O2 O 0 1 N N N -10.850 -40.744 4.251 5.544 -2.010 -0.325 O2 S56 15 S56 C27 C11 C 0 1 N N N -12.079 -40.284 3.718 6.037 -2.812 0.749 C27 S56 16 S56 C2 C12 C 0 1 Y N N -9.184 -38.521 6.035 3.354 1.999 -0.345 C2 S56 17 S56 N2 N4 N 0 1 Y N N -10.482 -38.368 5.719 4.470 2.709 -0.189 N2 S56 18 S56 C1 C13 C 0 1 Y N N -10.984 -37.213 6.156 4.420 3.955 0.232 C1 S56 19 S56 N1 N5 N 0 1 Y N N -10.368 -36.243 6.827 3.286 4.565 0.520 N1 S56 20 S56 C4 C14 C 0 1 Y N N -7.149 -38.282 7.033 1.090 1.601 -0.319 C4 S56 21 S56 C3 C15 C 0 1 Y N N -8.400 -37.605 6.764 2.122 2.610 -0.050 C3 S56 22 S56 C C16 C 0 1 Y N N -9.068 -36.411 7.151 2.119 3.938 0.395 C S56 23 S56 N N6 N 0 1 N N N -8.481 -35.431 7.846 0.932 4.581 0.697 N S56 24 S56 C5 C17 C 0 1 Y N N -5.963 -37.712 7.728 -0.375 1.768 -0.164 C5 S56 25 S56 C16 C18 C 0 1 Y N N -6.030 -37.380 9.078 -0.924 1.982 1.100 C16 S56 26 S56 C15 C19 C 0 1 Y N N -4.935 -36.846 9.737 -2.287 2.137 1.241 C15 S56 27 S56 C8 C20 C 0 1 Y N N -3.742 -36.653 9.055 -3.112 2.080 0.126 C8 S56 28 S56 C7 C21 C 0 1 Y N N -3.657 -36.975 7.702 -2.569 1.865 -1.134 C7 S56 29 S56 C6 C22 C 0 1 Y N N -4.765 -37.493 7.045 -1.206 1.716 -1.282 C6 S56 30 S56 O O3 O 0 1 N N N -2.697 -36.188 9.865 -4.455 2.233 0.268 O S56 31 S56 C9 C23 C 0 1 Y N N -1.685 -35.339 9.403 -5.250 1.159 0.019 C9 S56 32 S56 C14 C24 C 0 1 Y N N -0.454 -35.486 10.035 -6.630 1.299 0.026 C14 S56 33 S56 C13 C25 C 0 1 Y N N 0.597 -34.656 9.683 -7.436 0.206 -0.228 C13 S56 34 S56 C12 C26 C 0 1 Y N N 0.428 -33.685 8.720 -6.867 -1.027 -0.489 C12 S56 35 S56 C11 C27 C 0 1 Y N N -0.798 -33.538 8.097 -5.492 -1.170 -0.498 C11 S56 36 S56 C10 C28 C 0 1 Y N N -1.861 -34.367 8.426 -4.682 -0.079 -0.249 C10 S56 37 S56 H1 H1 H 0 1 N N N -5.672 -40.882 2.756 0.413 -3.830 1.566 H1 S56 38 S56 H2 H2 H 0 1 N N N -4.099 -41.761 1.355 -1.038 -5.186 -0.574 H2 S56 39 S56 H3 H3 H 0 1 N N N -2.475 -41.037 3.057 1.541 -6.336 0.584 H3 S56 40 S56 H4 H4 H 0 1 N N N -2.652 -42.619 3.889 0.434 -7.181 -0.524 H4 S56 41 S56 H5 H5 H 0 1 N N N -1.970 -42.548 2.228 1.324 -5.743 -1.080 H5 S56 42 S56 H6 H6 H 0 1 N N N -5.497 -43.753 1.701 -0.308 -6.094 2.247 H6 S56 43 S56 H7 H7 H 0 1 N N N -3.771 -44.166 1.420 -1.842 -5.330 1.767 H7 S56 44 S56 H8 H8 H 0 1 N N N -4.453 -44.237 3.080 -1.415 -6.939 1.139 H8 S56 45 S56 H9 H9 H 0 1 N N N -5.530 -39.744 4.808 1.928 -1.837 0.573 H9 S56 46 S56 H10 H10 H 0 1 N N N -6.771 -41.672 6.546 1.682 -1.318 -1.873 H10 S56 47 S56 H11 H11 H 0 1 N N N -5.693 -40.637 7.543 0.087 -0.608 -1.527 H11 S56 48 S56 H12 H12 H 0 1 N N N -8.461 -41.483 4.785 3.678 -0.937 -1.897 H12 S56 49 S56 H13 H13 H 0 1 N N N -7.606 -40.212 3.847 4.957 0.262 -1.589 H13 S56 50 S56 H14 H14 H 0 1 N N N -9.560 -40.871 2.647 4.979 -0.377 0.807 H14 S56 51 S56 H15 H15 H 0 1 N N N -9.837 -39.220 3.299 3.700 -1.576 0.499 H15 S56 52 S56 H16 H16 H 0 1 N N N -12.912 -40.691 4.311 5.212 -3.369 1.195 H16 S56 53 S56 H17 H17 H 0 1 N N N -12.106 -39.185 3.755 6.783 -3.510 0.370 H17 S56 54 S56 H18 H18 H 0 1 N N N -12.174 -40.619 2.674 6.491 -2.170 1.504 H18 S56 55 S56 H19 H19 H 0 1 N N N -12.028 -37.042 5.937 5.346 4.500 0.347 H19 S56 56 S56 H20 H20 H 0 1 N N N -9.142 -34.700 8.016 0.944 5.501 1.004 H20 S56 57 S56 H21 H21 H 0 1 N N N -8.151 -35.792 8.718 0.088 4.112 0.602 H21 S56 58 S56 H22 H22 H 0 1 N N N -6.950 -37.541 9.620 -0.282 2.027 1.967 H22 S56 59 S56 H23 H23 H 0 1 N N N -5.010 -36.580 10.781 -2.713 2.303 2.219 H23 S56 60 S56 H24 H24 H 0 1 N N N -2.732 -36.822 7.166 -3.214 1.821 -1.999 H24 S56 61 S56 H25 H25 H 0 1 N N N -4.699 -37.729 5.993 -0.784 1.549 -2.262 H25 S56 62 S56 H26 H26 H 0 1 N N N -0.319 -36.242 10.794 -7.075 2.262 0.231 H26 S56 63 S56 H27 H27 H 0 1 N N N 1.556 -34.770 10.167 -8.510 0.314 -0.221 H27 S56 64 S56 H28 H28 H 0 1 N N N 1.252 -33.040 8.452 -7.498 -1.881 -0.688 H28 S56 65 S56 H29 H29 H 0 1 N N N -0.929 -32.771 7.348 -5.050 -2.133 -0.706 H29 S56 66 S56 H30 H30 H 0 1 N N N -2.813 -34.258 7.929 -3.608 -0.190 -0.256 H30 S56 67 # # 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 S56 C23 C22 SING N N 1 S56 C22 C24 SING N N 2 S56 C22 N4 SING N N 3 S56 N4 C21 SING N N 4 S56 C26 O2 SING N N 5 S56 C26 C25 SING N N 6 S56 C27 O2 SING N N 7 S56 C25 N5 SING N N 8 S56 C21 O1 DOUB N N 9 S56 C21 C19 SING N N 10 S56 C19 C20 SING N N 11 S56 C19 C18 SING N N 12 S56 N5 C2 SING Y N 13 S56 N5 C17 SING Y N 14 S56 N2 C2 DOUB Y N 15 S56 N2 C1 SING Y N 16 S56 C20 N3 TRIP N N 17 S56 C2 C3 SING Y N 18 S56 C1 N1 DOUB Y N 19 S56 C17 C18 SING N N 20 S56 C17 C4 DOUB Y N 21 S56 C3 C4 SING Y N 22 S56 C3 C DOUB Y N 23 S56 N1 C SING Y N 24 S56 C4 C5 SING N N 25 S56 C6 C7 DOUB Y N 26 S56 C6 C5 SING Y N 27 S56 C N SING N N 28 S56 C7 C8 SING Y N 29 S56 C5 C16 DOUB Y N 30 S56 C11 C10 DOUB Y N 31 S56 C11 C12 SING Y N 32 S56 C10 C9 SING Y N 33 S56 C12 C13 DOUB Y N 34 S56 C8 C15 DOUB Y N 35 S56 C8 O SING N N 36 S56 C16 C15 SING Y N 37 S56 C9 O SING N N 38 S56 C9 C14 DOUB Y N 39 S56 C13 C14 SING Y N 40 S56 N4 H1 SING N N 41 S56 C22 H2 SING N N 42 S56 C24 H3 SING N N 43 S56 C24 H4 SING N N 44 S56 C24 H5 SING N N 45 S56 C23 H6 SING N N 46 S56 C23 H7 SING N N 47 S56 C23 H8 SING N N 48 S56 C19 H9 SING N N 49 S56 C18 H10 SING N N 50 S56 C18 H11 SING N N 51 S56 C25 H12 SING N N 52 S56 C25 H13 SING N N 53 S56 C26 H14 SING N N 54 S56 C26 H15 SING N N 55 S56 C27 H16 SING N N 56 S56 C27 H17 SING N N 57 S56 C27 H18 SING N N 58 S56 C1 H19 SING N N 59 S56 N H20 SING N N 60 S56 N H21 SING N N 61 S56 C16 H22 SING N N 62 S56 C15 H23 SING N N 63 S56 C7 H24 SING N N 64 S56 C6 H25 SING N N 65 S56 C14 H26 SING N N 66 S56 C13 H27 SING N N 67 S56 C12 H28 SING N N 68 S56 C11 H29 SING N N 69 S56 C10 H30 SING N N 70 # # 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 S56 SMILES ACDLabs 12.01 "O=C(C(C#N)Cc3c(c2ccc(Oc1ccccc1)cc2)c4c(n3CCOC)ncnc4N)NC(C)C" S56 InChI InChI 1.03 "InChI=1S/C28H30N6O3/c1-18(2)33-28(35)20(16-29)15-23-24(25-26(30)31-17-32-27(25)34(23)13-14-36-3)19-9-11-22(12-10-19)37-21-7-5-4-6-8-21/h4-12,17-18,20H,13-15H2,1-3H3,(H,33,35)(H2,30,31,32)/t20-/m0/s1" S56 InChIKey InChI 1.03 GAMOPTBAZOPJOL-FQEVSTJZSA-N S56 SMILES_CANONICAL CACTVS 3.385 "COCCn1c(C[C@@H](C#N)C(=O)NC(C)C)c(c2ccc(Oc3ccccc3)cc2)c4c(N)ncnc14" S56 SMILES CACTVS 3.385 "COCCn1c(C[CH](C#N)C(=O)NC(C)C)c(c2ccc(Oc3ccccc3)cc2)c4c(N)ncnc14" S56 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)NC(=O)[C@@H](Cc1c(c2c(ncnc2n1CCOC)N)c3ccc(cc3)Oc4ccccc4)C#N" S56 SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)NC(=O)C(Cc1c(c2c(ncnc2n1CCOC)N)c3ccc(cc3)Oc4ccccc4)C#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 S56 "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-3-[4-amino-7-(2-methoxyethyl)-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-2-cyano-N-(propan-2-yl)propanamide" S56 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-3-[4-azanyl-7-(2-methoxyethyl)-5-(4-phenoxyphenyl)pyrrolo[2,3-d]pyrimidin-6-yl]-2-cyano-~{N}-propan-2-yl-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 S56 "Create component" 2016-09-28 RCSB S56 "Initial release" 2017-09-27 RCSB S56 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id S56 _pdbx_chem_comp_synonyms.name "Rao-IV-156, bound form" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##