data_C3E # _chem_comp.id C3E _chem_comp.name "(3~{S},14~{E})-19-chloranyl-~{N}-(1-cyanocyclopropyl)-5-oxidanylidene-12,17-dioxa-4-azatricyclo[16.2.2.0^{6,11}]docosa-1(21),6(11),7,9,14,18(22),19-heptaene-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H22 Cl N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-11-09 _chem_comp.pdbx_modified_date 2018-04-06 _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 451.902 _chem_comp.one_letter_code ? _chem_comp.three_letter_code C3E _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 6EXO _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 C3E CL1 CL1 CL 0 0 N N N -9.894 0.645 1.844 3.230 3.482 -1.872 CLAD C3E 1 C3E CAZ C1 C 0 1 Y N N -10.395 2.112 0.945 2.160 2.678 -0.766 CAZ C3E 2 C3E CD2 C2 C 0 1 Y N N -9.974 2.313 -0.373 0.867 2.381 -1.153 CD2 C3E 3 C3E CG C3 C 0 1 Y N N -10.368 3.448 -1.083 0.021 1.728 -0.275 CG C3E 4 C3E CB C4 C 0 1 N N N -9.964 3.648 -2.413 -1.385 1.394 -0.710 CB C3E 5 C3E CD1 C5 C 0 1 Y N N -11.188 4.386 -0.455 0.463 1.379 0.986 CD1 C3E 6 C3E CAM C6 C 0 1 Y N N -11.609 4.200 0.853 1.754 1.676 1.378 CAM C3E 7 C3E CBB C7 C 0 1 Y N N -11.219 3.059 1.550 2.607 2.332 0.502 CBB C3E 8 C3E OAV O1 O 0 1 N N N -11.594 2.801 2.845 3.869 2.648 0.889 OAV C3E 9 C3E CAO C8 C 0 1 N N N -12.954 3.066 3.199 4.687 1.602 1.419 CAO C3E 10 C3E CAF C9 C 0 1 N N N -13.750 2.530 2.178 4.253 0.287 0.830 CAF C3E 11 C3E CAG C10 C 0 1 N N N -14.698 3.287 1.485 4.428 -0.827 1.495 CAG C3E 12 C3E CAP C11 C 0 1 N N N -15.440 2.677 0.465 3.904 -2.124 0.919 CAP C3E 13 C3E OAW O2 O 0 1 N N N -14.531 2.311 -0.589 2.653 -1.862 0.287 OAW C3E 14 C3E CBC C12 C 0 1 Y N N -14.974 1.562 -1.649 1.881 -2.910 -0.078 CBC C3E 15 C3E CAJ C13 C 0 1 Y N N -15.864 0.487 -1.536 2.401 -4.187 -0.203 CAJ C3E 16 C3E CAH C14 C 0 1 Y N N -16.242 -0.229 -2.673 1.590 -5.229 -0.611 CAH C3E 17 C3E CAI C15 C 0 1 Y N N -15.725 0.120 -3.921 0.255 -5.002 -0.902 CAI C3E 18 C3E CAK C16 C 0 1 Y N N -14.829 1.187 -4.027 -0.285 -3.740 -0.772 CAK C3E 19 C3E CBD C17 C 0 1 Y N N -14.439 1.907 -2.895 0.521 -2.683 -0.346 CBD C3E 20 C3E CAX C18 C 0 1 N N N -13.550 2.979 -3.011 -0.028 -1.329 -0.164 CAX C3E 21 C3E OAB O3 O 0 1 N N N -13.964 4.134 -2.901 0.648 -0.465 0.360 OAB C3E 22 C3E N N1 N 0 1 N N N -12.175 2.747 -3.221 -1.299 -1.042 -0.585 N C3E 23 C3E CA C19 C 0 1 N N S -11.201 3.869 -3.325 -1.874 0.153 0.033 CA C3E 24 C3E C C20 C 0 1 N N N -10.837 4.020 -4.671 -3.378 0.086 -0.045 C C3E 25 C3E O O4 O 0 1 N N N -10.592 3.038 -5.358 -3.911 -0.643 -0.854 O C3E 26 C3E NAU N2 N 0 1 N N N -10.821 5.291 -5.133 -4.129 0.837 0.785 NAU C3E 27 C3E CBF C21 C 0 1 N N N -10.477 5.639 -6.521 -5.591 0.773 0.709 CBF C3E 28 C3E CAE C22 C 0 1 N N N -9.006 5.700 -6.766 -6.148 0.569 -0.637 CAE C3E 29 C3E NAA N3 N 0 1 N N N -7.793 5.780 -6.861 -6.579 0.412 -1.677 NAA C3E 30 C3E CAQ C23 C 0 1 N N N -11.274 6.793 -7.126 -6.387 1.648 1.679 CAQ C3E 31 C3E CAR C24 C 0 1 N N N -11.496 5.382 -7.641 -6.331 0.132 1.885 CAR C3E 32 C3E H1 H1 H 0 1 N N N -9.337 1.581 -0.847 0.518 2.658 -2.137 H1 C3E 33 C3E H2 H2 H 0 1 N N N -9.410 2.764 -2.761 -2.043 2.233 -0.485 H2 C3E 34 C3E H3 H3 H 0 1 N N N -9.312 4.533 -2.465 -1.396 1.201 -1.782 H3 C3E 35 C3E H4 H4 H 0 1 N N N -11.499 5.268 -0.995 -0.203 0.871 1.668 H4 C3E 36 C3E H5 H5 H 0 1 N N N -12.237 4.938 1.330 2.098 1.400 2.364 H5 C3E 37 C3E H6 H6 H 0 1 N N N -13.120 4.150 3.279 5.730 1.789 1.162 H6 C3E 38 C3E H7 H7 H 0 1 N N N -13.196 2.586 4.159 4.580 1.569 2.503 H7 C3E 39 C3E H8 H8 H 0 1 N N N -13.626 1.490 1.916 3.797 0.267 -0.150 H8 C3E 40 C3E H9 H9 H 0 1 N N N -14.856 4.326 1.732 4.913 -0.821 2.456 H9 C3E 41 C3E H10 H10 H 0 1 N N N -16.194 3.380 0.080 4.611 -2.513 0.186 H10 C3E 42 C3E H11 H11 H 0 1 N N N -15.941 1.779 0.854 3.767 -2.852 1.718 H11 C3E 43 C3E H12 H12 H 0 1 N N N -16.258 0.212 -0.569 3.443 -4.369 0.018 H12 C3E 44 C3E H13 H13 H 0 1 N N N -16.935 -1.053 -2.587 1.999 -6.224 -0.705 H13 C3E 45 C3E H14 H14 H 0 1 N N N -16.016 -0.433 -4.802 -0.368 -5.819 -1.233 H14 C3E 46 C3E H15 H15 H 0 1 N N N -14.434 1.458 -4.995 -1.327 -3.569 -1.000 H15 C3E 47 C3E H16 H16 H 0 1 N N N -11.846 1.806 -3.302 -1.776 -1.582 -1.235 H16 C3E 48 C3E H17 H17 H 0 1 N N N -11.701 4.786 -2.981 -1.564 0.208 1.077 H17 C3E 49 C3E H18 H18 H 0 1 N N N -11.054 6.030 -4.501 -3.702 1.421 1.432 H18 C3E 50 C3E H19 H19 H 0 1 N N N -10.768 7.535 -7.761 -5.824 2.271 2.373 H19 C3E 51 C3E H20 H20 H 0 1 N N N -12.056 7.290 -6.533 -7.325 2.072 1.320 H20 C3E 52 C3E H21 H21 H 0 1 N N N -12.437 4.857 -7.419 -7.231 -0.440 1.661 H21 C3E 53 C3E H22 H22 H 0 1 N N N -11.149 5.103 -8.647 -5.731 -0.241 2.715 H22 C3E 54 # 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 C3E CAR CAQ SING N N 1 C3E CAR CBF SING N N 2 C3E CAQ CBF SING N N 3 C3E NAA CAE TRIP N N 4 C3E CAE CBF SING N N 5 C3E CBF NAU SING N N 6 C3E O C DOUB N N 7 C3E NAU C SING N N 8 C3E C CA SING N N 9 C3E CAK CAI DOUB Y N 10 C3E CAK CBD SING Y N 11 C3E CAI CAH SING Y N 12 C3E CA N SING N N 13 C3E CA CB SING N N 14 C3E N CAX SING N N 15 C3E CAX OAB DOUB N N 16 C3E CAX CBD SING N N 17 C3E CBD CBC DOUB Y N 18 C3E CAH CAJ DOUB Y N 19 C3E CB CG SING N N 20 C3E CBC CAJ SING Y N 21 C3E CBC OAW SING N N 22 C3E CG CD1 DOUB Y N 23 C3E CG CD2 SING Y N 24 C3E OAW CAP SING N N 25 C3E CD1 CAM SING Y N 26 C3E CD2 CAZ DOUB Y N 27 C3E CAP CAG SING N N 28 C3E CAM CBB DOUB Y N 29 C3E CAZ CBB SING Y N 30 C3E CAZ CL1 SING N N 31 C3E CAG CAF DOUB N E 32 C3E CBB OAV SING N N 33 C3E CAF CAO SING N N 34 C3E OAV CAO SING N N 35 C3E CD2 H1 SING N N 36 C3E CB H2 SING N N 37 C3E CB H3 SING N N 38 C3E CD1 H4 SING N N 39 C3E CAM H5 SING N N 40 C3E CAO H6 SING N N 41 C3E CAO H7 SING N N 42 C3E CAF H8 SING N N 43 C3E CAG H9 SING N N 44 C3E CAP H10 SING N N 45 C3E CAP H11 SING N N 46 C3E CAJ H12 SING N N 47 C3E CAH H13 SING N N 48 C3E CAI H14 SING N N 49 C3E CAK H15 SING N N 50 C3E N H16 SING N N 51 C3E CA H17 SING N N 52 C3E NAU H18 SING N N 53 C3E CAQ H19 SING N N 54 C3E CAQ H20 SING N N 55 C3E CAR H21 SING N N 56 C3E CAR H22 SING N N 57 # 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 C3E InChI InChI 1.03 "InChI=1S/C24H22ClN3O4/c25-18-13-16-7-8-21(18)32-12-4-3-11-31-20-6-2-1-5-17(20)22(29)27-19(14-16)23(30)28-24(15-26)9-10-24/h1-8,13,19H,9-12,14H2,(H,27,29)(H,28,30)/b4-3+/t19-/m0/s1" C3E InChIKey InChI 1.03 DAGMBGOOMHAGIF-RTLBZRNLSA-N C3E SMILES_CANONICAL CACTVS 3.385 "Clc1cc2C[C@H](NC(=O)c3ccccc3OC\C=C\COc1cc2)C(=O)NC4(CC4)C#N" C3E SMILES CACTVS 3.385 "Clc1cc2C[CH](NC(=O)c3ccccc3OCC=CCOc1cc2)C(=O)NC4(CC4)C#N" C3E SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)C(=O)N[C@@H](Cc3ccc(c(c3)Cl)OC/C=C/CO2)C(=O)NC4(CC4)C#N" C3E SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc2c(c1)C(=O)NC(Cc3ccc(c(c3)Cl)OCC=CCO2)C(=O)NC4(CC4)C#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 C3E "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(3~{S},14~{E})-19-chloranyl-~{N}-(1-cyanocyclopropyl)-5-oxidanylidene-12,17-dioxa-4-azatricyclo[16.2.2.0^{6,11}]docosa-1(21),6(11),7,9,14,18(22),19-heptaene-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site C3E "Create component" 2017-11-09 EBI C3E "Initial release" 2018-04-11 RCSB #