data_SMY # _chem_comp.id SMY _chem_comp.name "(2R)-3-(1H-indol-3-yl)-1-{4-[(5S)-5-methyl-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl]piperazin-1-yl}-1-oxopropan-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H26 N6 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-09-20 _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 422.546 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SMY _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 3OW3 _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 SMY N1 N1 N 0 1 Y N N 11.182 34.753 36.867 2.782 0.023 -2.087 N1 SMY 1 SMY C2 C2 C 0 1 Y N N 12.528 34.737 37.006 3.716 0.605 -2.811 C2 SMY 2 SMY N3 N3 N 0 1 Y N N 13.308 33.655 36.997 4.844 1.012 -2.278 N3 SMY 3 SMY C4 C4 C 0 1 Y N N 12.684 32.493 36.752 5.106 0.860 -0.974 C4 SMY 4 SMY C5 C5 C 0 1 Y N N 11.274 32.406 36.612 4.161 0.260 -0.182 C5 SMY 5 SMY C6 C6 C 0 1 Y N N 10.537 33.606 36.642 2.964 -0.164 -0.788 C6 SMY 6 SMY C7 C7 C 0 1 N N N 13.441 31.210 36.691 6.380 1.297 -0.266 C7 SMY 7 SMY S8 S8 S 0 1 N N N 12.044 30.014 36.510 5.904 1.305 1.504 S8 SMY 8 SMY C9 C9 C 0 1 N N S 10.596 31.065 36.323 4.523 0.118 1.288 C9 SMY 9 SMY C10 C10 C 0 1 N N N 9.530 30.441 37.311 3.337 0.504 2.175 C10 SMY 10 SMY N11 N11 N 0 1 N N N 9.177 33.614 36.422 1.979 -0.776 -0.029 N11 SMY 11 SMY C12 C12 C 0 1 N N N 8.204 33.932 37.414 1.797 -2.177 -0.432 C12 SMY 12 SMY C13 C13 C 0 1 N N N 7.029 34.590 36.717 0.837 -2.865 0.543 C13 SMY 13 SMY N14 N14 N 0 1 N N N 6.357 33.836 35.640 -0.400 -2.074 0.618 N14 SMY 14 SMY C15 C15 C 0 1 N N N 7.222 32.955 34.837 -0.289 -0.631 0.883 C15 SMY 15 SMY C16 C16 C 0 1 N N N 8.678 32.809 35.294 0.716 -0.031 -0.106 C16 SMY 16 SMY C17 C17 C 0 1 N N N 5.012 34.059 35.390 -1.605 -2.655 0.447 C17 SMY 17 SMY O18 O18 O 0 1 N N N 4.366 34.854 36.078 -1.678 -3.845 0.228 O18 SMY 18 SMY C19 C19 C 0 1 N N R 4.121 33.449 34.295 -2.860 -1.824 0.527 C19 SMY 19 SMY C20 C20 C 0 1 N N N 3.095 32.472 34.926 -3.070 -1.088 -0.798 C20 SMY 20 SMY C21 C21 C 0 1 Y N N 3.514 31.116 35.547 -4.254 -0.164 -0.676 C21 SMY 21 SMY C22 C22 C 0 1 Y N N 2.725 30.354 36.370 -5.519 -0.436 -1.036 C22 SMY 22 SMY N23 N23 N 0 1 Y N N 3.304 29.148 36.788 -6.319 0.643 -0.777 N23 SMY 23 SMY C24 C24 C 0 1 Y N N 4.538 29.127 36.212 -5.571 1.661 -0.231 C24 SMY 24 SMY C25 C25 C 0 1 Y N N 4.721 30.277 35.463 -4.246 1.198 -0.137 C25 SMY 25 SMY C26 C26 C 0 1 Y N N 5.574 28.166 36.282 -5.876 2.946 0.208 C26 SMY 26 SMY C27 C27 C 0 1 Y N N 6.815 28.314 35.618 -4.881 3.749 0.720 C27 SMY 27 SMY C28 C28 C 0 1 Y N N 6.999 29.483 34.851 -3.573 3.289 0.804 C28 SMY 28 SMY C29 C29 C 0 1 Y N N 5.953 30.442 34.780 -3.254 2.026 0.393 C29 SMY 29 SMY N30 N30 N 0 1 N N N 3.534 34.635 33.548 -4.010 -2.700 0.788 N30 SMY 30 SMY H2 H2 H 0 1 N N N 13.017 35.691 37.137 3.549 0.750 -3.868 H2 SMY 31 SMY H7 H7 H 0 1 N N N 14.144 31.172 35.846 7.183 0.582 -0.444 H7 SMY 32 SMY H7A H7A H 0 1 N N N 14.041 31.028 37.595 6.675 2.295 -0.588 H7A SMY 33 SMY H9 H9 H 0 1 N N N 10.015 31.169 35.395 4.852 -0.898 1.507 H9 SMY 34 SMY H10 H10 H 0 1 N N N 9.175 29.481 36.909 2.530 -0.214 2.034 H10 SMY 35 SMY H10A H10A H 0 0 N N N 9.994 30.277 38.295 3.648 0.502 3.220 H10A SMY 36 SMY H10B H10B H 0 0 N N N 8.680 31.131 37.416 2.989 1.500 1.902 H10B SMY 37 SMY H12 H12 H 0 1 N N N 7.874 33.016 37.925 1.382 -2.214 -1.439 H12 SMY 38 SMY H12A H12A H 0 0 N N N 8.634 34.619 38.157 2.760 -2.688 -0.417 H12A SMY 39 SMY H13 H13 H 0 1 N N N 6.270 34.785 37.489 0.608 -3.869 0.185 H13 SMY 40 SMY H13A H13A H 0 0 N N N 7.407 35.519 36.266 1.295 -2.922 1.530 H13A SMY 41 SMY H15 H15 H 0 1 N N N 6.773 31.951 34.863 -1.262 -0.158 0.749 H15 SMY 42 SMY H15A H15A H 0 0 N N N 7.243 33.366 33.817 0.062 -0.473 1.903 H15A SMY 43 SMY H16 H16 H 0 1 N N N 9.299 33.079 34.427 0.894 1.015 0.147 H16 SMY 44 SMY H16A H16A H 0 0 N N N 8.801 31.757 35.591 0.315 -0.098 -1.117 H16A SMY 45 SMY H19 H19 H 0 1 N N N 4.660 32.819 33.573 -2.765 -1.099 1.335 H19 SMY 46 SMY H20 H20 H 0 1 N N N 2.622 33.034 35.745 -2.179 -0.506 -1.035 H20 SMY 47 SMY H20A H20A H 0 0 N N N 2.397 32.218 34.115 -3.253 -1.812 -1.591 H20A SMY 48 SMY H22 H22 H 0 1 N N N 1.734 30.659 36.673 -5.854 -1.367 -1.467 H22 SMY 49 SMY HN23 HN23 H 0 0 N N N 2.898 28.453 37.381 -7.272 0.685 -0.953 HN23 SMY 50 SMY H26 H26 H 0 1 N N N 5.410 27.276 36.871 -6.890 3.313 0.146 H26 SMY 51 SMY H27 H27 H 0 1 N N N 7.588 27.564 35.695 -5.120 4.746 1.059 H27 SMY 52 SMY H28 H28 H 0 1 N N N 7.926 29.648 34.323 -2.805 3.931 1.208 H28 SMY 53 SMY H29 H29 H 0 1 N N N 6.102 31.330 34.184 -2.235 1.674 0.463 H29 SMY 54 SMY HN30 HN30 H 0 0 N N N 2.939 34.306 32.815 -4.120 -3.382 0.052 HN30 SMY 55 SMY HN3A HN3A H 0 0 N N N 3.003 35.198 34.181 -3.926 -3.149 1.687 HN3A SMY 56 # 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 SMY N1 C2 DOUB Y N 1 SMY N1 C6 SING Y N 2 SMY C2 N3 SING Y N 3 SMY N3 C4 DOUB Y N 4 SMY C4 C5 SING Y N 5 SMY C4 C7 SING N N 6 SMY C5 C6 DOUB Y N 7 SMY C5 C9 SING N N 8 SMY C6 N11 SING N N 9 SMY C7 S8 SING N N 10 SMY S8 C9 SING N N 11 SMY C9 C10 SING N N 12 SMY N11 C12 SING N N 13 SMY N11 C16 SING N N 14 SMY C12 C13 SING N N 15 SMY C13 N14 SING N N 16 SMY N14 C15 SING N N 17 SMY N14 C17 SING N N 18 SMY C15 C16 SING N N 19 SMY C17 O18 DOUB N N 20 SMY C17 C19 SING N N 21 SMY C19 C20 SING N N 22 SMY C19 N30 SING N N 23 SMY C20 C21 SING N N 24 SMY C21 C22 DOUB Y N 25 SMY C21 C25 SING Y N 26 SMY C22 N23 SING Y N 27 SMY N23 C24 SING Y N 28 SMY C24 C25 DOUB Y N 29 SMY C24 C26 SING Y N 30 SMY C25 C29 SING Y N 31 SMY C26 C27 DOUB Y N 32 SMY C27 C28 SING Y N 33 SMY C28 C29 DOUB Y N 34 SMY C2 H2 SING N N 35 SMY C7 H7 SING N N 36 SMY C7 H7A SING N N 37 SMY C9 H9 SING N N 38 SMY C10 H10 SING N N 39 SMY C10 H10A SING N N 40 SMY C10 H10B SING N N 41 SMY C12 H12 SING N N 42 SMY C12 H12A SING N N 43 SMY C13 H13 SING N N 44 SMY C13 H13A SING N N 45 SMY C15 H15 SING N N 46 SMY C15 H15A SING N N 47 SMY C16 H16 SING N N 48 SMY C16 H16A SING N N 49 SMY C19 H19 SING N N 50 SMY C20 H20 SING N N 51 SMY C20 H20A SING N N 52 SMY C22 H22 SING N N 53 SMY N23 HN23 SING N N 54 SMY C26 H26 SING N N 55 SMY C27 H27 SING N N 56 SMY C28 H28 SING N N 57 SMY C29 H29 SING N N 58 SMY N30 HN30 SING N N 59 SMY N30 HN3A SING N N 60 # 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 SMY SMILES ACDLabs 12.01 "O=C(N3CCN(c1ncnc2c1C(SC2)C)CC3)C(N)Cc5c4ccccc4nc5" SMY SMILES_CANONICAL CACTVS 3.370 "C[C@@H]1SCc2ncnc(N3CCN(CC3)C(=O)[C@H](N)Cc4c[nH]c5ccccc45)c12" SMY SMILES CACTVS 3.370 "C[CH]1SCc2ncnc(N3CCN(CC3)C(=O)[CH](N)Cc4c[nH]c5ccccc45)c12" SMY SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[C@H]1c2c(ncnc2N3CCN(CC3)C(=O)[C@@H](Cc4c[nH]c5c4cccc5)N)CS1" SMY SMILES "OpenEye OEToolkits" 1.7.0 "CC1c2c(ncnc2N3CCN(CC3)C(=O)C(Cc4c[nH]c5c4cccc5)N)CS1" SMY InChI InChI 1.03 "InChI=1S/C22H26N6OS/c1-14-20-19(12-30-14)25-13-26-21(20)27-6-8-28(9-7-27)22(29)17(23)10-15-11-24-18-5-3-2-4-16(15)18/h2-5,11,13-14,17,24H,6-10,12,23H2,1H3/t14-,17+/m0/s1" SMY InChIKey InChI 1.03 JGLUXTFIRPYAQV-WMLDXEAASA-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 SMY "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-2-amino-3-(1H-indol-3-yl)-1-{4-[(5S)-5-methyl-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl]piperazin-1-yl}propan-1-one" SMY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2R)-2-azanyl-3-(1H-indol-3-yl)-1-[4-[(5S)-5-methyl-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl]piperazin-1-yl]propan-1-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SMY "Create component" 2010-09-20 RCSB SMY "Modify aromatic_flag" 2011-06-04 RCSB SMY "Modify descriptor" 2011-06-04 RCSB #