data_2XS # _chem_comp.id 2XS _chem_comp.name "4-[(3aR,4R,7S,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl]-N-(quinolin-8-yl)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H19 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-04-08 _chem_comp.pdbx_modified_date 2015-01-02 _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 409.437 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2XS _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 4OA7 _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 2XS CAF CAF C 0 1 Y N N 45.285 84.289 -1.311 5.431 0.491 -0.067 CAF 2XS 1 2XS NAG NAG N 0 1 Y N N 45.450 84.686 -2.628 5.097 1.783 -0.121 NAG 2XS 2 2XS CAH CAH C 0 1 Y N N 44.848 85.787 -3.042 6.010 2.724 -0.110 CAH 2XS 3 2XS CAI CAI C 0 1 Y N N 44.024 86.601 -2.203 7.369 2.425 -0.042 CAI 2XS 4 2XS CAJ CAJ C 0 1 Y N N 43.847 86.221 -0.896 7.779 1.124 0.015 CAJ 2XS 5 2XS CAA CAA C 0 1 Y N N 44.478 85.037 -0.405 6.795 0.116 0.009 CAA 2XS 6 2XS CAB CAB C 0 1 Y N N 44.318 84.613 0.940 7.142 -1.242 0.072 CAB 2XS 7 2XS CAC CAC C 0 1 Y N N 44.939 83.467 1.371 6.167 -2.194 0.059 CAC 2XS 8 2XS CAD CAD C 0 1 Y N N 45.742 82.703 0.502 4.823 -1.841 -0.016 CAD 2XS 9 2XS CAE CAE C 0 1 Y N N 45.939 83.082 -0.826 4.443 -0.518 -0.078 CAE 2XS 10 2XS NAK NAK N 0 1 N N N 46.700 82.356 -1.750 3.091 -0.178 -0.152 NAK 2XS 11 2XS CAL CAL C 0 1 N N N 47.248 81.087 -1.621 2.156 -1.023 0.325 CAL 2XS 12 2XS OAM OAM O 0 1 N N N 47.150 80.383 -0.596 2.493 -2.034 0.910 OAM 2XS 13 2XS CAN CAN C 0 1 Y N N 47.975 80.591 -2.825 0.724 -0.722 0.137 CAN 2XS 14 2XS CAS CAS C 0 1 Y N N 47.620 79.322 -3.292 -0.247 -1.597 0.631 CAS 2XS 15 2XS CAO CAO C 0 1 Y N N 48.233 78.779 -4.411 -1.583 -1.313 0.454 CAO 2XS 16 2XS CAR CAR C 0 1 Y N N 48.952 81.329 -3.495 0.335 0.443 -0.530 CAR 2XS 17 2XS CAQ CAQ C 0 1 Y N N 49.576 80.799 -4.615 -1.003 0.721 -0.704 CAQ 2XS 18 2XS CAP CAP C 0 1 Y N N 49.225 79.516 -5.093 -1.966 -0.156 -0.216 CAP 2XS 19 2XS NAT NAT N 0 1 N N N 49.855 78.968 -6.228 -3.323 0.130 -0.394 NAT 2XS 20 2XS CAW CAW C 0 1 N N N 51.012 78.148 -6.181 -3.880 1.277 0.012 CAW 2XS 21 2XS OBE OBE O 0 1 N N N 51.588 77.835 -5.139 -3.294 2.182 0.567 OBE 2XS 22 2XS CAV CAV C 0 1 N N R 51.411 77.740 -7.600 -5.352 1.270 -0.330 CAV 2XS 23 2XS CBB CBB C 0 1 N N R 52.739 78.376 -8.085 -6.163 1.160 1.000 CBB 2XS 24 2XS CBC CBC C 0 1 N N N 52.276 79.838 -8.389 -5.889 -0.342 1.378 CBC 2XS 25 2XS CBA CBA C 0 1 N N N 52.913 77.859 -9.512 -7.624 1.075 0.543 CBA 2XS 26 2XS CAZ CAZ C 0 1 N N N 52.014 78.501 -10.298 -7.813 -0.095 -0.032 CAZ 2XS 27 2XS CAY CAY C 0 1 N N S 51.169 79.395 -9.396 -6.464 -0.884 0.019 CAY 2XS 28 2XS CAU CAU C 0 1 N N S 50.345 78.416 -8.520 -5.553 -0.112 -1.018 CAU 2XS 29 2XS CAX CAX C 0 1 N N N 49.419 79.152 -7.563 -4.169 -0.719 -0.988 CAX 2XS 30 2XS OBD OBD O 0 1 N N N 48.441 79.817 -7.889 -3.876 -1.815 -1.414 OBD 2XS 31 2XS H1 H1 H 0 1 N N N 44.986 86.089 -4.070 5.700 3.757 -0.155 H1 2XS 32 2XS H2 H2 H 0 1 N N N 43.553 87.493 -2.588 8.098 3.222 -0.036 H2 2XS 33 2XS H3 H3 H 0 1 N N N 43.231 86.817 -0.239 8.828 0.874 0.068 H3 2XS 34 2XS H4 H4 H 0 1 N N N 43.710 85.190 1.622 8.181 -1.533 0.129 H4 2XS 35 2XS H5 H5 H 0 1 N N N 44.810 83.146 2.394 6.442 -3.237 0.107 H5 2XS 36 2XS H6 H6 H 0 1 N N N 46.215 81.805 0.871 4.069 -2.614 -0.025 H6 2XS 37 2XS H7 H7 H 0 1 N N N 46.872 82.814 -2.622 2.825 0.668 -0.546 H7 2XS 38 2XS H8 H8 H 0 1 N N N 46.859 78.757 -2.775 0.050 -2.497 1.150 H8 2XS 39 2XS H9 H9 H 0 1 N N N 47.953 77.796 -4.759 -2.333 -1.989 0.835 H9 2XS 40 2XS H10 H10 H 0 1 N N N 49.222 82.313 -3.141 1.082 1.124 -0.910 H10 2XS 41 2XS H11 H11 H 0 1 N N N 50.336 81.371 -5.126 -1.304 1.621 -1.219 H11 2XS 42 2XS H12 H12 H 0 1 N N N 51.416 76.647 -7.727 -5.655 2.114 -0.950 H12 2XS 43 2XS H13 H13 H 0 1 N N N 53.603 78.273 -7.412 -5.938 1.904 1.764 H13 2XS 44 2XS H14 H14 H 0 1 N N N 53.061 80.454 -8.852 -4.827 -0.555 1.497 H14 2XS 45 2XS H15 H15 H 0 1 N N N 51.875 80.358 -7.506 -6.472 -0.668 2.240 H15 2XS 46 2XS H16 H16 H 0 1 N N N 53.625 77.115 -9.837 -8.371 1.845 0.670 H16 2XS 47 2XS H18 H18 H 0 1 N N N 51.914 78.398 -11.368 -8.742 -0.448 -0.455 H18 2XS 48 2XS H20 H20 H 0 1 N N N 50.607 80.204 -9.885 -6.531 -1.964 -0.109 H20 2XS 49 2XS H21 H21 H 0 1 N N N 49.808 77.675 -9.131 -5.988 -0.057 -2.016 H21 2XS 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 2XS CAZ CBA DOUB N N 1 2XS CAZ CAY SING N N 2 2XS CBA CBB SING N N 3 2XS CAY CAU SING N N 4 2XS CAY CBC SING N N 5 2XS CAU CAV SING N N 6 2XS CAU CAX SING N N 7 2XS CBC CBB SING N N 8 2XS CBB CAV SING N N 9 2XS OBD CAX DOUB N N 10 2XS CAV CAW SING N N 11 2XS CAX NAT SING N N 12 2XS NAT CAW SING N N 13 2XS NAT CAP SING N N 14 2XS CAW OBE DOUB N N 15 2XS CAP CAQ DOUB Y N 16 2XS CAP CAO SING Y N 17 2XS CAQ CAR SING Y N 18 2XS CAO CAS DOUB Y N 19 2XS CAR CAN DOUB Y N 20 2XS CAS CAN SING Y N 21 2XS CAH NAG DOUB Y N 22 2XS CAH CAI SING Y N 23 2XS CAN CAL SING N N 24 2XS NAG CAF SING Y N 25 2XS CAI CAJ DOUB Y N 26 2XS NAK CAL SING N N 27 2XS NAK CAE SING N N 28 2XS CAL OAM DOUB N N 29 2XS CAF CAE DOUB Y N 30 2XS CAF CAA SING Y N 31 2XS CAJ CAA SING Y N 32 2XS CAE CAD SING Y N 33 2XS CAA CAB DOUB Y N 34 2XS CAD CAC DOUB Y N 35 2XS CAB CAC SING Y N 36 2XS CAH H1 SING N N 37 2XS CAI H2 SING N N 38 2XS CAJ H3 SING N N 39 2XS CAB H4 SING N N 40 2XS CAC H5 SING N N 41 2XS CAD H6 SING N N 42 2XS NAK H7 SING N N 43 2XS CAS H8 SING N N 44 2XS CAO H9 SING N N 45 2XS CAR H10 SING N N 46 2XS CAQ H11 SING N N 47 2XS CAV H12 SING N N 48 2XS CBB H13 SING N N 49 2XS CBC H14 SING N N 50 2XS CBC H15 SING N N 51 2XS CBA H16 SING N N 52 2XS CAZ H18 SING N N 53 2XS CAY H20 SING N N 54 2XS CAU H21 SING N N 55 # 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 2XS SMILES ACDLabs 12.01 "O=C(Nc2c1ncccc1ccc2)c3ccc(cc3)N5C(=O)C6C4C=CC(C4)C6C5=O" 2XS InChI InChI 1.03 "InChI=1S/C25H19N3O3/c29-23(27-19-5-1-3-14-4-2-12-26-22(14)19)15-8-10-18(11-9-15)28-24(30)20-16-6-7-17(13-16)21(20)25(28)31/h1-12,16-17,20-21H,13H2,(H,27,29)/t16-,17+,20+,21-" 2XS InChIKey InChI 1.03 ZGSXEXBYLJIOGF-BTYSMDAFSA-N 2XS SMILES_CANONICAL CACTVS 3.385 "O=C(Nc1cccc2cccnc12)c3ccc(cc3)N4C(=O)[C@@H]5[C@@H]6C[C@@H](C=C6)[C@@H]5C4=O" 2XS SMILES CACTVS 3.385 "O=C(Nc1cccc2cccnc12)c3ccc(cc3)N4C(=O)[CH]5[CH]6C[CH](C=C6)[CH]5C4=O" 2XS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc2cccnc2c(c1)NC(=O)c3ccc(cc3)N4C(=O)[C@@H]5[C@@H]6C[C@H]([C@@H]5C4=O)C=C6" 2XS SMILES "OpenEye OEToolkits" 1.7.6 "c1cc2cccnc2c(c1)NC(=O)c3ccc(cc3)N4C(=O)C5C6CC(C5C4=O)C=C6" # 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 2XS "SYSTEMATIC NAME" ACDLabs 12.01 "4-[(3aR,4R,7S,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl]-N-(quinolin-8-yl)benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2XS "Create component" 2014-04-08 RCSB 2XS "Initial release" 2015-01-07 RCSB #