data_X99 # _chem_comp.id X99 _chem_comp.name "2-{3-[(2S)-4,4-difluoro-2-(pyrrolidin-1-ylcarbonyl)pyrrolidin-1-yl]-3-oxopropyl}-isoindole-1,3(2H)-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H21 F2 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-10-09 _chem_comp.pdbx_modified_date 2020-08-12 _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 405.395 _chem_comp.one_letter_code ? _chem_comp.three_letter_code X99 _chem_comp.pdbx_model_coordinates_details "not provided" _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 3EQ7 _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 X99 C C1 C 0 1 N N N 6.773 38.021 30.682 0.532 -0.192 -0.581 C X99 1 X99 O O1 O 0 1 N N N 7.422 37.914 29.634 0.799 -1.128 -1.305 O X99 2 X99 C1 C2 C 0 1 N N N 7.312 38.436 31.837 -0.900 0.080 -0.199 C1 X99 3 X99 C2 C3 C 0 1 N N N 8.831 38.657 31.684 -1.810 -0.957 -0.859 C2 X99 4 X99 N3 N1 N 0 1 N N N 9.430 38.631 33.006 -3.202 -0.692 -0.488 N3 X99 5 X99 C4 C4 C 0 1 N N N 10.075 37.580 33.534 -4.036 0.105 -1.180 C4 X99 6 X99 C5 C5 C 0 1 N N N 9.440 39.671 33.873 -3.817 -1.218 0.587 C5 X99 7 X99 O6 O2 O 0 1 N N N 10.210 36.482 33.024 -3.758 0.710 -2.196 O6 X99 8 X99 O7 O3 O 0 1 N N N 8.925 40.777 33.704 -3.313 -1.976 1.391 O7 X99 9 X99 C8 C6 C 0 1 Y N N 10.584 37.941 34.905 -5.347 0.122 -0.498 C8 X99 10 X99 C9 C7 C 0 1 Y N N 11.303 37.212 35.868 -6.558 0.749 -0.743 C9 X99 11 X99 C10 C8 C 0 1 Y N N 11.591 37.880 37.073 -7.624 0.547 0.120 C10 X99 12 X99 C11 C9 C 0 1 Y N N 11.187 39.214 37.291 -7.486 -0.275 1.223 C11 X99 13 X99 C12 C10 C 0 1 Y N N 10.470 39.932 36.318 -6.281 -0.909 1.481 C12 X99 14 X99 C13 C11 C 0 1 Y N N 10.184 39.261 35.122 -5.208 -0.720 0.625 C13 X99 15 X99 N N2 N 0 1 N N N 5.430 38.009 30.683 1.517 0.600 -0.113 N X99 16 X99 CD C12 C 0 1 N N N 4.483 38.425 31.731 1.336 1.762 0.776 CD X99 17 X99 CA C13 C 0 1 N N S 4.729 37.572 29.472 2.951 0.445 -0.400 CA X99 18 X99 CB C14 C 0 1 N N N 3.499 36.895 30.017 3.689 1.590 0.325 CB X99 19 X99 CG C15 C 0 1 N N N 3.218 37.631 31.336 2.576 2.654 0.520 CG X99 20 X99 C3 C16 C 0 1 N N N 4.380 38.725 28.543 3.435 -0.886 0.116 C3 X99 21 X99 O1 O5 O 0 1 N N N 4.702 39.883 28.819 2.664 -1.638 0.671 O1 X99 22 X99 F1 F1 F 0 1 N N N 2.929 36.729 32.305 2.410 3.424 -0.636 F1 X99 23 X99 F2 F2 F 0 1 N N N 2.178 38.481 31.155 2.847 3.467 1.626 F2 X99 24 X99 N1 N3 N 0 1 N N N 3.697 38.426 27.426 4.727 -1.239 -0.040 N1 X99 25 X99 CD1 C17 C 0 1 N N N 3.222 37.069 27.098 5.331 -2.500 0.413 CD1 X99 26 X99 CA1 C18 C 0 1 N N N 3.288 39.404 26.421 5.766 -0.426 -0.698 CA1 X99 27 X99 CB1 C19 C 0 1 N N N 2.840 38.522 25.254 7.102 -0.928 -0.096 CB1 X99 28 X99 CG1 C20 C 0 1 N N N 2.344 37.288 25.900 6.828 -2.451 0.042 CG1 X99 29 X99 H1 H1 H 0 1 N N N 6.840 39.384 32.133 -1.005 0.020 0.884 H1 X99 30 X99 H1A H2 H 0 1 N N N 7.142 37.665 32.603 -1.182 1.078 -0.536 H1A X99 31 X99 H2 H3 H 0 1 N N N 9.264 37.860 31.062 -1.705 -0.896 -1.942 H2 X99 32 X99 H2A H4 H 0 1 N N N 9.026 39.625 31.199 -1.528 -1.955 -0.522 H2A X99 33 X99 H9 H5 H 0 1 N N N 11.618 36.194 35.693 -6.671 1.393 -1.603 H9 X99 34 X99 H10 H6 H 0 1 N N N 12.134 37.360 37.848 -8.568 1.036 -0.070 H10 X99 35 X99 H11 H7 H 0 1 N N N 11.434 39.694 38.226 -8.324 -0.424 1.888 H11 X99 36 X99 H12 H8 H 0 1 N N N 10.155 40.952 36.484 -6.179 -1.550 2.344 H12 X99 37 X99 HD H11 H 0 1 N N N 4.838 38.166 32.739 0.423 2.298 0.518 HD X99 38 X99 HDA H12 H 0 1 N N N 4.328 39.513 31.785 1.305 1.441 1.818 HDA X99 39 X99 HA H13 H 0 1 N N N 5.346 36.913 28.844 3.123 0.514 -1.474 HA X99 40 X99 HB H14 H 0 1 N N N 2.652 36.986 29.321 4.070 1.253 1.289 HB X99 41 X99 HBA H15 H 0 1 N N N 3.645 35.814 30.162 4.496 1.981 -0.294 HBA X99 42 X99 HD1 H18 H 0 1 N N N 4.058 36.393 26.868 5.219 -2.598 1.492 HD1 X99 43 X99 HDA1 H19 H 0 0 N N N 2.692 36.588 27.934 4.852 -3.341 -0.089 HDA1 X99 44 X99 HA1 H20 H 0 1 N N N 2.472 40.046 26.784 5.750 -0.591 -1.776 HA1 X99 45 X99 HAA H21 H 0 1 N N N 4.089 40.107 26.150 5.622 0.630 -0.473 HAA X99 46 X99 HB1 H22 H 0 1 N N N 2.049 39.010 24.666 7.932 -0.742 -0.778 HB1 X99 47 X99 HBA1 H23 H 0 0 N N N 3.655 38.323 24.542 7.288 -0.473 0.877 HBA1 X99 48 X99 HG H24 H 0 1 N N N 2.410 36.435 25.209 7.436 -2.884 0.835 HG X99 49 X99 HGA H25 H 0 1 N N N 1.287 37.382 26.188 7.008 -2.960 -0.905 HGA X99 50 # # 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 X99 C C1 SING N N 1 X99 O C DOUB N N 2 X99 C1 H1 SING N N 3 X99 C1 H1A SING N N 4 X99 C2 C1 SING N N 5 X99 C2 N3 SING N N 6 X99 C2 H2 SING N N 7 X99 C2 H2A SING N N 8 X99 N3 C4 SING N N 9 X99 N3 C5 SING N N 10 X99 C4 C8 SING N N 11 X99 C5 C13 SING N N 12 X99 O6 C4 DOUB N N 13 X99 O7 C5 DOUB N N 14 X99 C8 C13 DOUB Y N 15 X99 C8 C9 SING Y N 16 X99 C9 C10 DOUB Y N 17 X99 C9 H9 SING N N 18 X99 C10 C11 SING Y N 19 X99 C10 H10 SING N N 20 X99 C11 H11 SING N N 21 X99 C12 C11 DOUB Y N 22 X99 C12 H12 SING N N 23 X99 C13 C12 SING Y N 24 X99 N CD SING N N 25 X99 CD HD SING N N 26 X99 CD HDA SING N N 27 X99 CA N SING N N 28 X99 CA CB SING N N 29 X99 CA HA SING N N 30 X99 CB CG SING N N 31 X99 CB HB SING N N 32 X99 CB HBA SING N N 33 X99 CG CD SING N N 34 X99 CG F1 SING N N 35 X99 C3 CA SING N N 36 X99 C3 O1 DOUB N N 37 X99 F2 CG SING N N 38 X99 N1 CD1 SING N N 39 X99 N1 CA1 SING N N 40 X99 CD1 CG1 SING N N 41 X99 CA1 CB1 SING N N 42 X99 CB1 CG1 SING N N 43 X99 CD1 HD1 SING N N 44 X99 CD1 HDA1 SING N N 45 X99 CA1 HA1 SING N N 46 X99 CA1 HAA SING N N 47 X99 CB1 HB1 SING N N 48 X99 CB1 HBA1 SING N N 49 X99 CG1 HG SING N N 50 X99 CG1 HGA SING N N 51 X99 C N SING N N 52 X99 C3 N1 SING N N 53 # # 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 X99 SMILES ACDLabs 10.04 "FC4(F)CC(C(=O)N1CCCC1)N(C(=O)CCN3C(=O)c2ccccc2C3=O)C4" X99 SMILES_CANONICAL CACTVS 3.341 "FC1(F)C[C@H](N(C1)C(=O)CCN2C(=O)c3ccccc3C2=O)C(=O)N4CCCC4" X99 SMILES CACTVS 3.341 "FC1(F)C[CH](N(C1)C(=O)CCN2C(=O)c3ccccc3C2=O)C(=O)N4CCCC4" X99 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)C(=O)N(C2=O)CCC(=O)N3CC(C[C@H]3C(=O)N4CCCC4)(F)F" X99 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)C(=O)N(C2=O)CCC(=O)N3CC(CC3C(=O)N4CCCC4)(F)F" X99 InChI InChI 1.03 "InChI=1S/C20H21F2N3O4/c21-20(22)11-15(19(29)23-8-3-4-9-23)25(12-20)16(26)7-10-24-17(27)13-5-1-2-6-14(13)18(24)28/h1-2,5-6,15H,3-4,7-12H2/t15-/m0/s1" X99 InChIKey InChI 1.03 ZSXNPAWXICXNGZ-HNNXBMFYSA-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 X99 "SYSTEMATIC NAME" ACDLabs 10.04 "2-{3-[(2S)-4,4-difluoro-2-(pyrrolidin-1-ylcarbonyl)pyrrolidin-1-yl]-3-oxopropyl}-1H-isoindole-1,3(2H)-dione" X99 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-[(2S)-4,4-difluoro-2-pyrrolidin-1-ylcarbonyl-pyrrolidin-1-yl]-3-oxo-propyl]isoindole-1,3-dione" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site X99 "Create component" 2008-10-09 RCSB X99 "Modify aromatic_flag" 2011-06-04 RCSB X99 "Modify descriptor" 2011-06-04 RCSB X99 "Modify subcomponent list" 2012-01-11 RCSB X99 "Other modification" 2020-08-12 RCSB ##