data_H0E # _chem_comp.id H0E _chem_comp.name "(10S)-3,3-dimethyl-8-{[(2S)-2-(phenoxymethyl)pyrrolidin-1-yl]sulfonyl}-2,3,4,10-tetrahydropyrimido[1,2-a]indol-10-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H29 N3 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-04-10 _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 455.570 _chem_comp.one_letter_code ? _chem_comp.three_letter_code H0E _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 3H0E _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 H0E C22 C22 C 0 1 Y N N 21.215 59.465 7.664 -0.893 -3.249 -1.372 C22 H0E 1 H0E O1 O1 O 0 1 N N N 28.063 49.441 14.163 -1.953 0.731 -3.020 O1 H0E 2 H0E C15 C15 C 0 1 N N N 24.757 56.266 11.735 4.736 -1.757 0.786 C15 H0E 3 H0E C14 C14 C 0 1 N N N 26.253 56.491 11.821 5.316 -0.722 1.786 C14 H0E 4 H0E C20 C20 C 0 1 Y N N 23.042 58.801 6.234 -1.343 -3.269 0.982 C20 H0E 5 H0E N1 N1 N 0 1 N N N 26.816 49.601 16.973 -4.352 0.089 -1.227 N1 H0E 6 H0E S1 S1 S 0 1 N N N 25.806 52.962 10.123 3.083 1.737 -0.390 S1 H0E 7 H0E C16 C16 C 0 1 N N S 24.594 55.350 10.515 4.058 -0.867 -0.277 C16 H0E 8 H0E C17 C17 C 0 1 N N N 24.271 56.117 9.229 2.749 -1.511 -0.737 C17 H0E 9 H0E C11 C11 C 0 1 Y N N 25.151 51.226 14.312 -1.405 1.379 0.207 C11 H0E 10 H0E C5 C5 C 0 1 N N S 27.318 50.543 14.691 -1.880 0.149 -1.717 C5 H0E 11 H0E C4 C4 C 0 1 N N N 26.422 50.185 15.895 -3.140 0.430 -0.942 C4 H0E 12 H0E C3 C3 C 0 1 N N N 25.751 49.418 17.988 -5.441 0.488 -0.328 C3 H0E 13 H0E C6 C6 C 0 1 Y N N 26.428 51.186 13.697 -0.790 0.811 -0.902 C6 H0E 14 H0E C1 C1 C 0 1 N N N 25.274 51.868 18.273 -4.476 -0.822 1.567 C1 H0E 15 H0E C2 C2 C 0 1 N N N 24.643 50.504 17.932 -4.938 0.564 1.114 C2 H0E 16 H0E C9 C9 C 0 1 Y N N 24.325 52.326 12.345 0.742 2.169 0.948 C9 H0E 17 H0E C8 C8 C 0 1 Y N N 25.612 52.275 11.757 1.342 1.599 -0.159 C8 H0E 18 H0E C7 C7 C 0 1 Y N N 26.695 51.697 12.435 0.571 0.918 -1.085 C7 H0E 19 H0E C10 C10 C 0 1 Y N N 24.095 51.800 13.627 -0.621 2.064 1.135 C10 H0E 20 H0E N2 N2 N 0 1 N N N 25.162 50.650 15.578 -2.776 1.137 0.181 N2 H0E 21 H0E C12 C12 C 0 1 N N N 24.059 50.517 16.497 -3.762 1.548 1.197 C12 H0E 22 H0E O2 O2 O 0 1 N N N 27.085 52.526 9.605 3.317 1.578 -1.783 O2 H0E 23 H0E O3 O3 O 0 1 N N N 24.582 52.712 9.391 3.495 2.884 0.341 O3 H0E 24 H0E N3 N3 N 0 1 N N N 25.910 54.637 10.385 3.782 0.433 0.353 N3 H0E 25 H0E C13 C13 C 0 1 N N N 26.818 55.127 11.460 4.230 0.382 1.757 C13 H0E 26 H0E O4 O4 O 0 1 N N N 23.086 56.894 9.417 1.933 -1.797 0.401 O4 H0E 27 H0E C18 C18 C 0 1 Y N N 22.770 57.752 8.400 0.726 -2.376 0.165 C18 H0E 28 H0E C19 C19 C 0 1 Y N N 23.469 57.882 7.198 -0.116 -2.681 1.224 C19 H0E 29 H0E C21 C21 C 0 1 Y N N 21.916 59.590 6.466 -1.731 -3.553 -0.315 C21 H0E 30 H0E C23 C23 C 0 1 Y N N 21.641 58.547 8.628 0.335 -2.662 -1.135 C23 H0E 31 H0E C24 C24 C 0 1 N N N 23.530 50.232 18.966 -6.070 1.046 2.024 C24 H0E 32 H0E H22 H22 H 0 1 N N N 20.344 60.077 7.847 -1.196 -3.476 -2.383 H22 H0E 33 H0E HO1 HO1 H 0 1 N N N 28.228 49.584 13.238 -1.167 0.581 -3.563 HO1 H0E 34 H0E H15 H15 H 0 1 N N N 24.369 55.791 12.648 5.533 -2.351 0.339 H15 H0E 35 H0E H15A H15A H 0 0 N N N 24.193 57.205 11.637 4.003 -2.398 1.275 H15A H0E 36 H0E H14 H14 H 0 1 N N N 26.589 57.270 11.122 5.408 -1.153 2.783 H14 H0E 37 H0E H14A H14A H 0 0 N N N 26.582 56.849 12.808 6.274 -0.337 1.438 H14A H0E 38 H0E H20 H20 H 0 1 N N N 23.586 58.900 5.307 -1.999 -3.507 1.806 H20 H0E 39 H0E H16 H16 H 0 1 N N N 23.746 54.665 10.659 4.725 -0.733 -1.129 H16 H0E 40 H0E H17 H17 H 0 1 N N N 25.110 56.784 8.981 2.220 -0.826 -1.400 H17 H0E 41 H0E H17A H17A H 0 0 N N N 24.112 55.402 8.408 2.967 -2.436 -1.270 H17A H0E 42 H0E H5 H5 H 0 1 N N N 28.118 51.230 15.005 -1.707 -0.924 -1.789 H5 H0E 43 H0E H3 H3 H 0 1 N N N 25.279 48.439 17.815 -5.819 1.465 -0.631 H3 H0E 44 H0E H3A H3A H 0 1 N N N 26.229 49.493 18.976 -6.247 -0.243 -0.391 H3A H0E 45 H0E H1 H1 H 0 1 N N N 25.424 51.942 19.360 -3.670 -1.166 0.918 H1 H0E 46 H0E H1A H1A H 0 1 N N N 26.244 51.961 17.762 -4.118 -0.768 2.595 H1A H0E 47 H0E H1B H1B H 0 1 N N N 24.604 52.675 17.940 -5.311 -1.520 1.509 H1B H0E 48 H0E H9 H9 H 0 1 N N N 23.508 52.776 11.800 1.343 2.701 1.671 H9 H0E 49 H0E H7 H7 H 0 1 N N N 27.682 51.652 11.999 1.036 0.471 -1.951 H7 H0E 50 H0E H10 H10 H 0 1 N N N 23.111 51.843 14.070 -1.082 2.513 2.002 H10 H0E 51 H0E H12 H12 H 0 1 N N N 23.515 49.581 16.302 -4.109 2.560 0.990 H12 H0E 52 H0E H12A H12A H 0 0 N N N 23.354 51.352 16.376 -3.312 1.505 2.189 H12A H0E 53 H0E H13 H13 H 0 1 N N N 27.856 55.204 11.104 3.400 0.116 2.411 H13 H0E 54 H0E H13A H13A H 0 0 N N N 26.858 54.445 12.322 4.656 1.340 2.053 H13A H0E 55 H0E H19 H19 H 0 1 N N N 24.341 57.272 7.013 0.186 -2.459 2.237 H19 H0E 56 H0E H21 H21 H 0 1 N N N 21.588 60.297 5.718 -2.690 -4.012 -0.502 H21 H0E 57 H0E H23 H23 H 0 1 N N N 21.095 58.451 9.555 0.989 -2.425 -1.961 H23 H0E 58 H0E H24 H24 H 0 1 N N N 23.971 50.167 19.972 -6.905 0.347 1.966 H24 H0E 59 H0E H24A H24A H 0 0 N N N 22.797 51.052 18.939 -5.712 1.100 3.052 H24A H0E 60 H0E H24B H24B H 0 0 N N N 23.029 49.283 18.724 -6.400 2.034 1.702 H24B H0E 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 H0E C22 C21 DOUB Y N 1 H0E C22 C23 SING Y N 2 H0E O1 C5 SING N N 3 H0E C15 C14 SING N N 4 H0E C15 C16 SING N N 5 H0E C14 C13 SING N N 6 H0E C20 C19 DOUB Y N 7 H0E C20 C21 SING Y N 8 H0E N1 C4 DOUB N N 9 H0E N1 C3 SING N N 10 H0E S1 C8 SING N N 11 H0E S1 O2 DOUB N N 12 H0E S1 O3 DOUB N N 13 H0E S1 N3 SING N N 14 H0E C16 C17 SING N N 15 H0E C16 N3 SING N N 16 H0E C17 O4 SING N N 17 H0E C11 C6 DOUB Y N 18 H0E C11 C10 SING Y N 19 H0E C11 N2 SING N N 20 H0E C5 C4 SING N N 21 H0E C5 C6 SING N N 22 H0E C4 N2 SING N N 23 H0E C3 C2 SING N N 24 H0E C6 C7 SING Y N 25 H0E C1 C2 SING N N 26 H0E C2 C12 SING N N 27 H0E C2 C24 SING N N 28 H0E C9 C8 SING Y N 29 H0E C9 C10 DOUB Y N 30 H0E C8 C7 DOUB Y N 31 H0E N2 C12 SING N N 32 H0E N3 C13 SING N N 33 H0E O4 C18 SING N N 34 H0E C18 C19 SING Y N 35 H0E C18 C23 DOUB Y N 36 H0E C22 H22 SING N N 37 H0E O1 HO1 SING N N 38 H0E C15 H15 SING N N 39 H0E C15 H15A SING N N 40 H0E C14 H14 SING N N 41 H0E C14 H14A SING N N 42 H0E C20 H20 SING N N 43 H0E C16 H16 SING N N 44 H0E C17 H17 SING N N 45 H0E C17 H17A SING N N 46 H0E C5 H5 SING N N 47 H0E C3 H3 SING N N 48 H0E C3 H3A SING N N 49 H0E C1 H1 SING N N 50 H0E C1 H1A SING N N 51 H0E C1 H1B SING N N 52 H0E C9 H9 SING N N 53 H0E C7 H7 SING N N 54 H0E C10 H10 SING N N 55 H0E C12 H12 SING N N 56 H0E C12 H12A SING N N 57 H0E C13 H13 SING N N 58 H0E C13 H13A SING N N 59 H0E C19 H19 SING N N 60 H0E C21 H21 SING N N 61 H0E C23 H23 SING N N 62 H0E C24 H24 SING N N 63 H0E C24 H24A SING N N 64 H0E C24 H24B 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 H0E SMILES ACDLabs 10.04 "O=S(=O)(c3ccc2N1C(=NCC(C)(C)C1)C(O)c2c3)N5C(COc4ccccc4)CCC5" H0E SMILES_CANONICAL CACTVS 3.341 "CC1(C)CN=C2[C@@H](O)c3cc(ccc3N2C1)[S](=O)(=O)N4CCC[C@H]4COc5ccccc5" H0E SMILES CACTVS 3.341 "CC1(C)CN=C2[CH](O)c3cc(ccc3N2C1)[S](=O)(=O)N4CCC[CH]4COc5ccccc5" H0E SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1(CN=C2[C@H](c3cc(ccc3N2C1)S(=O)(=O)[N@@]4CCC[C@H]4COc5ccccc5)O)C" H0E SMILES "OpenEye OEToolkits" 1.5.0 "CC1(CN=C2C(c3cc(ccc3N2C1)S(=O)(=O)N4CCCC4COc5ccccc5)O)C" H0E InChI InChI 1.03 "InChI=1S/C24H29N3O4S/c1-24(2)15-25-23-22(28)20-13-19(10-11-21(20)26(23)16-24)32(29,30)27-12-6-7-17(27)14-31-18-8-4-3-5-9-18/h3-5,8-11,13,17,22,28H,6-7,12,14-16H2,1-2H3/t17-,22-/m0/s1" H0E InChIKey InChI 1.03 RPXBZVLBDLIKLZ-JTSKRJEESA-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 H0E "SYSTEMATIC NAME" ACDLabs 10.04 "(10S)-3,3-dimethyl-8-{[(2S)-2-(phenoxymethyl)pyrrolidin-1-yl]sulfonyl}-2,3,4,10-tetrahydropyrimido[1,2-a]indol-10-ol" H0E "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(10S)-3,3-dimethyl-8-[(1R,2S)-2-(phenoxymethyl)pyrrolidin-1-yl]sulfonyl-4,10-dihydro-2H-pyrimido[1,2-a]indol-10-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site H0E "Create component" 2009-04-10 RCSB H0E "Modify aromatic_flag" 2011-06-04 RCSB H0E "Modify descriptor" 2011-06-04 RCSB #