data_8DV # _chem_comp.id 8DV _chem_comp.name "(R)-4-(6-(1-(cyclopropylsulfonyl)cyclopropyl)-2-(1H-indol-4-yl)pyrimidin-4-yl)-3-methylmorpholine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H26 N4 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4-{4-[1-(cyclopropylsulfonyl)cyclopropyl]-6-[(3R)-3-methylmorpholin-4-yl]pyrimidin-2-yl}-1H-indole" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-01-26 _chem_comp.pdbx_modified_date 2020-06-17 _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 438.543 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8DV _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 5UK8 _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 8DV C1 C1 C 0 1 N N R -3.147 -11.842 17.729 1.850 -2.782 0.406 C1 8DV 1 8DV C2 C2 C 0 1 N N N -3.800 -12.303 16.435 2.116 -4.256 0.723 C2 8DV 2 8DV C3 C3 C 0 1 N N N -2.750 -10.630 15.142 0.326 -4.909 -0.730 C3 8DV 3 8DV O1 O1 O 0 1 N N N 0.575 -7.001 19.560 -4.970 1.767 0.175 O1 8DV 4 8DV O2 O2 O 0 1 N N N 0.231 -4.566 19.975 -4.562 -0.649 0.087 O2 8DV 5 8DV C11 C4 C 0 1 Y N N -4.286 -9.733 24.497 2.685 4.187 -0.502 C11 8DV 6 8DV C12 C5 C 0 1 Y N N -5.216 -10.761 24.457 3.943 3.826 -0.068 C12 8DV 7 8DV C13 C6 C 0 1 Y N N -5.531 -11.327 23.225 4.207 2.509 0.295 C13 8DV 8 8DV C14 C7 C 0 1 Y N N -6.513 -12.383 21.515 5.055 0.540 0.965 C14 8DV 9 8DV C15 C8 C 0 1 Y N N -5.559 -11.597 20.956 3.770 0.288 0.658 C15 8DV 10 8DV C16 C9 C 0 1 Y N N -4.911 -10.904 22.037 3.181 1.551 0.216 C16 8DV 11 8DV C17 C10 C 0 1 N N N -1.902 -6.105 19.773 -2.797 0.935 -1.067 C17 8DV 12 8DV C18 C11 C 0 1 N N N -2.819 -4.989 20.262 -3.233 0.812 -2.528 C18 8DV 13 8DV C19 C12 C 0 1 N N N -2.517 -5.107 18.797 -2.919 2.188 -1.936 C19 8DV 14 8DV C20 C13 C 0 1 N N N -0.079 -6.226 21.988 -3.083 0.785 1.733 C20 8DV 15 8DV C21 C14 C 0 1 N N N 0.028 -7.594 22.581 -3.815 0.570 3.059 C21 8DV 16 8DV C22 C15 C 0 1 N N N 1.195 -6.678 22.620 -2.865 -0.505 2.527 C22 8DV 17 8DV S S1 S 0 1 N N N -0.126 -5.932 20.206 -4.061 0.675 0.209 S 8DV 18 8DV C7 C16 C 0 1 Y N N -2.360 -7.541 19.771 -1.410 0.465 -0.713 C7 8DV 19 8DV C6 C17 C 0 1 Y N N -2.292 -8.263 18.572 -1.165 -0.876 -0.481 C6 8DV 20 8DV N1 N1 N 0 1 Y N N -2.861 -8.034 20.917 -0.412 1.330 -0.626 N1 8DV 21 8DV C8 C18 C 0 1 Y N N -3.358 -9.278 20.854 0.814 0.929 -0.315 C8 8DV 22 8DV C9 C19 C 0 1 Y N N -3.973 -9.850 22.093 1.901 1.930 -0.228 C9 8DV 23 8DV N3 N2 N 0 1 Y N N -6.506 -12.233 22.878 5.333 1.862 0.754 N3 8DV 24 8DV C10 C20 C 0 1 Y N N -3.668 -9.287 23.336 1.665 3.254 -0.579 C10 8DV 25 8DV N2 N3 N 0 1 Y N N -3.375 -10.046 19.758 1.089 -0.348 -0.081 N2 8DV 26 8DV C5 C21 C 0 1 Y N N -2.835 -9.561 18.627 0.136 -1.270 -0.156 C5 8DV 27 8DV N N4 N 0 1 N N N -2.780 -10.420 17.560 0.427 -2.603 0.084 N 8DV 28 8DV C C22 C 0 1 N N N -1.963 -12.699 18.168 2.702 -2.355 -0.791 C 8DV 29 8DV C4 C23 C 0 1 N N N -2.055 -10.042 16.342 0.042 -3.441 -1.061 C4 8DV 30 8DV O O3 O 0 1 N N N -2.973 -12.031 15.295 1.708 -5.058 -0.389 O 8DV 31 8DV H1 H1 H 0 1 N N N -3.908 -11.903 18.521 2.107 -2.171 1.272 H1 8DV 32 8DV H2 H2 H 0 1 N N N -4.759 -11.778 16.313 3.180 -4.402 0.906 H2 8DV 33 8DV H3 H3 H 0 1 N N N -3.981 -13.386 16.494 1.551 -4.545 1.608 H3 8DV 34 8DV H4 H4 H 0 1 N N N -2.126 -10.464 14.252 -0.293 -5.217 0.113 H4 8DV 35 8DV H5 H5 H 0 1 N N N -3.719 -10.127 15.010 0.096 -5.528 -1.597 H5 8DV 36 8DV H6 H6 H 0 1 N N N -4.039 -9.274 25.443 2.491 5.212 -0.781 H6 8DV 37 8DV H7 H7 H 0 1 N N N -5.686 -11.115 25.363 4.726 4.567 -0.010 H7 8DV 38 8DV H8 H8 H 0 1 N N N -7.180 -13.032 20.967 5.762 -0.193 1.324 H8 8DV 39 8DV H9 H9 H 0 1 N N N -5.331 -11.509 19.904 3.269 -0.666 0.726 H9 8DV 40 8DV H10 H10 H 0 1 N N N -2.403 -4.152 20.842 -2.517 0.392 -3.234 H10 8DV 41 8DV H11 H11 H 0 1 N N N -3.825 -5.230 20.636 -4.279 0.575 -2.723 H11 8DV 42 8DV H12 H12 H 0 1 N N N -1.880 -4.356 18.306 -3.758 2.856 -1.742 H12 8DV 43 8DV H13 H13 H 0 1 N N N -3.302 -5.434 18.100 -1.995 2.672 -2.253 H13 8DV 44 8DV H14 H14 H 0 1 N N N -0.677 -5.488 22.543 -2.269 1.510 1.718 H14 8DV 45 8DV H15 H15 H 0 1 N N N -0.513 -7.835 23.508 -3.483 1.155 3.917 H15 8DV 46 8DV H16 H16 H 0 1 N N N 0.044 -8.477 21.926 -4.884 0.363 3.016 H16 8DV 47 8DV H17 H17 H 0 1 N N N 2.076 -6.884 21.994 -3.310 -1.419 2.134 H17 8DV 48 8DV H18 H18 H 0 1 N N N 1.519 -6.241 23.576 -1.908 -0.628 3.035 H18 8DV 49 8DV H19 H19 H 0 1 N N N -1.856 -7.854 17.673 -1.961 -1.602 -0.550 H19 8DV 50 8DV H20 H20 H 0 1 N N N -7.112 -12.706 23.517 6.194 2.281 0.904 H20 8DV 51 8DV H21 H21 H 0 1 N N N -2.939 -8.492 23.394 0.686 3.554 -0.920 H21 8DV 52 8DV H22 H22 H 0 1 N N N -1.550 -12.301 19.107 2.445 -2.965 -1.657 H22 8DV 53 8DV H23 H23 H 0 1 N N N -2.299 -13.735 18.325 2.511 -1.305 -1.017 H23 8DV 54 8DV H24 H24 H 0 1 N N N -1.187 -12.679 17.388 3.757 -2.489 -0.553 H24 8DV 55 8DV H25 H25 H 0 1 N N N -1.025 -10.426 16.394 0.621 -3.147 -1.937 H25 8DV 56 8DV H26 H26 H 0 1 N N N -2.034 -8.946 16.253 -1.020 -3.312 -1.266 H26 8DV 57 # # 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 8DV C3 O SING N N 1 8DV C3 C4 SING N N 2 8DV O C2 SING N N 3 8DV C4 N SING N N 4 8DV C2 C1 SING N N 5 8DV N C1 SING N N 6 8DV N C5 SING N N 7 8DV C1 C SING N N 8 8DV C6 C5 DOUB Y N 9 8DV C6 C7 SING Y N 10 8DV C5 N2 SING Y N 11 8DV C19 C17 SING N N 12 8DV C19 C18 SING N N 13 8DV O1 S DOUB N N 14 8DV N2 C8 DOUB Y N 15 8DV C7 C17 SING N N 16 8DV C7 N1 DOUB Y N 17 8DV C17 S SING N N 18 8DV C17 C18 SING N N 19 8DV O2 S DOUB N N 20 8DV S C20 SING N N 21 8DV C8 N1 SING Y N 22 8DV C8 C9 SING N N 23 8DV C15 C14 DOUB Y N 24 8DV C15 C16 SING Y N 25 8DV C14 N3 SING Y N 26 8DV C20 C21 SING N N 27 8DV C20 C22 SING N N 28 8DV C16 C9 DOUB Y N 29 8DV C16 C13 SING Y N 30 8DV C9 C10 SING Y N 31 8DV C21 C22 SING N N 32 8DV N3 C13 SING Y N 33 8DV C13 C12 DOUB Y N 34 8DV C10 C11 DOUB Y N 35 8DV C12 C11 SING Y N 36 8DV C1 H1 SING N N 37 8DV C2 H2 SING N N 38 8DV C2 H3 SING N N 39 8DV C3 H4 SING N N 40 8DV C3 H5 SING N N 41 8DV C11 H6 SING N N 42 8DV C12 H7 SING N N 43 8DV C14 H8 SING N N 44 8DV C15 H9 SING N N 45 8DV C18 H10 SING N N 46 8DV C18 H11 SING N N 47 8DV C19 H12 SING N N 48 8DV C19 H13 SING N N 49 8DV C20 H14 SING N N 50 8DV C21 H15 SING N N 51 8DV C21 H16 SING N N 52 8DV C22 H17 SING N N 53 8DV C22 H18 SING N N 54 8DV C6 H19 SING N N 55 8DV N3 H20 SING N N 56 8DV C10 H21 SING N N 57 8DV C H22 SING N N 58 8DV C H23 SING N N 59 8DV C H24 SING N N 60 8DV C4 H25 SING N N 61 8DV C4 H26 SING N N 62 # # 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 8DV SMILES ACDLabs 12.01 "C1(C)COCCN1c6cc(C3(S(=O)(=O)C2CC2)CC3)nc(c4c5c(ccc4)ncc5)n6" 8DV InChI InChI 1.03 "InChI=1S/C23H26N4O3S/c1-15-14-30-12-11-27(15)21-13-20(23(8-9-23)31(28,29)16-5-6-16)25-22(26-21)18-3-2-4-19-17(18)7-10-24-19/h2-4,7,10,13,15-16,24H,5-6,8-9,11-12,14H2,1H3/t15-/m1/s1" 8DV InChIKey InChI 1.03 NTJNSGIJAQGTSK-OAHLLOKOSA-N 8DV SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1COCCN1c2cc(nc(n2)c3cccc4[nH]ccc34)C5(CC5)[S](=O)(=O)C6CC6" 8DV SMILES CACTVS 3.385 "C[CH]1COCCN1c2cc(nc(n2)c3cccc4[nH]ccc34)C5(CC5)[S](=O)(=O)C6CC6" 8DV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H]1COCCN1c2cc(nc(n2)c3cccc4c3cc[nH]4)C5(CC5)S(=O)(=O)C6CC6" 8DV SMILES "OpenEye OEToolkits" 2.0.6 "CC1COCCN1c2cc(nc(n2)c3cccc4c3cc[nH]4)C5(CC5)S(=O)(=O)C6CC6" # # 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 8DV "SYSTEMATIC NAME" ACDLabs 12.01 "4-{4-[1-(cyclopropylsulfonyl)cyclopropyl]-6-[(3R)-3-methylmorpholin-4-yl]pyrimidin-2-yl}-1H-indole" 8DV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{R})-4-[6-(1-cyclopropylsulfonylcyclopropyl)-2-(1~{H}-indol-4-yl)pyrimidin-4-yl]-3-methyl-morpholine" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8DV "Create component" 2017-01-26 RCSB 8DV "Initial release" 2017-06-14 RCSB 8DV "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 8DV _pdbx_chem_comp_synonyms.name "4-{4-[1-(cyclopropylsulfonyl)cyclopropyl]-6-[(3R)-3-methylmorpholin-4-yl]pyrimidin-2-yl}-1H-indole" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##