data_GYB # _chem_comp.id GYB _chem_comp.name "(8R)-5-(4-amino-3-bromophenyl)-N,8-dimethyl-8,9-dihydro-2H,7H-[1,3]dioxolo[4,5-h][2,3]benzodiazepine-7-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H19 Br N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-02 _chem_comp.pdbx_modified_date 2016-10-25 _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 431.283 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GYB _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 5L1G _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 GYB CAH C1 C 0 1 N N N 43.788 119.353 43.443 1.860 3.474 3.131 CAH GYB 1 GYB NAI N1 N 0 1 N N N 44.133 117.930 43.436 1.306 2.802 1.953 NAI GYB 2 GYB CAJ C2 C 0 1 N N N 44.130 117.250 44.750 1.953 2.868 0.772 CAJ GYB 3 GYB OAS O1 O 0 1 N N N 43.856 117.874 45.670 2.997 3.486 0.685 OAS GYB 4 GYB NAK N2 N 0 1 N N N 44.452 115.821 44.941 1.444 2.249 -0.311 NAK GYB 5 GYB NAL N3 N 0 1 N N N 44.800 115.038 43.809 0.237 1.540 -0.213 NAL GYB 6 GYB CAB C3 C 0 1 N N R 44.364 115.439 46.329 2.142 2.319 -1.589 CAB GYB 7 GYB CAA C4 C 0 1 N N N 45.746 114.878 46.802 1.427 3.319 -2.500 CAA GYB 8 GYB CAC C5 C 0 1 N N N 43.273 114.398 46.546 2.165 0.949 -2.266 CAC GYB 9 GYB CAD C6 C 0 1 Y N N 43.661 113.016 45.991 2.509 -0.114 -1.250 CAD GYB 10 GYB CAE C7 C 0 1 Y N N 43.676 111.936 46.971 3.739 -0.732 -1.279 CAE GYB 11 GYB CAF C8 C 0 1 Y N N 44.024 110.600 46.561 4.045 -1.722 -0.357 CAF GYB 12 GYB OAG O2 O 0 1 N N N 44.134 109.377 47.209 5.172 -2.472 -0.177 OAG GYB 13 GYB CAR C9 C 0 1 N N N 44.493 108.451 46.330 4.763 -3.592 0.630 CAR GYB 14 GYB OAQ O3 O 0 1 N N N 44.627 108.990 45.124 3.641 -3.086 1.376 OAQ GYB 15 GYB CAP C10 C 0 1 Y N N 44.346 110.345 45.210 3.104 -2.097 0.601 CAP GYB 16 GYB CAO C11 C 0 1 Y N N 44.324 111.417 44.236 1.870 -1.475 0.640 CAO GYB 17 GYB CAN C12 C 0 1 Y N N 43.983 112.769 44.644 1.565 -0.472 -0.281 CAN GYB 18 GYB CAM C13 C 0 1 N N N 43.998 113.852 43.515 0.255 0.232 -0.211 CAM GYB 19 GYB CAU C14 C 0 1 Y N N 44.499 113.289 42.161 -1.009 -0.534 -0.143 CAU GYB 20 GYB CAV C15 C 0 1 Y N N 43.612 113.263 41.090 -2.231 0.138 -0.082 CAV GYB 21 GYB CAY C16 C 0 1 Y N N 44.009 112.770 39.831 -3.408 -0.579 -0.019 CAY GYB 22 GYB BR1 BR1 BR 0 0 N N N 42.738 112.757 38.376 -5.064 0.330 0.065 BR1 GYB 23 GYB CAX C17 C 0 1 Y N N 45.331 112.301 39.644 -3.377 -1.970 -0.017 CAX GYB 24 GYB NBA N4 N 0 1 N N N 45.765 111.777 38.317 -4.569 -2.693 0.046 NBA GYB 25 GYB CAW C18 C 0 1 Y N N 46.218 112.333 40.699 -2.161 -2.641 -0.078 CAW GYB 26 GYB CAT C19 C 0 1 Y N N 45.814 112.841 41.959 -0.982 -1.930 -0.147 CAT GYB 27 GYB H1 H1 H 0 1 N N N 43.824 119.745 42.416 1.204 3.310 3.985 H1 GYB 28 GYB H2 H2 H 0 1 N N N 42.774 119.482 43.849 2.849 3.070 3.349 H2 GYB 29 GYB H3 H3 H 0 1 N N N 44.507 119.901 44.070 1.941 4.543 2.934 H3 GYB 30 GYB H4 H4 H 0 1 N N N 44.358 117.445 42.591 0.474 2.309 2.023 H4 GYB 31 GYB H6 H6 H 0 1 N N N 44.129 116.323 46.940 3.165 2.655 -1.422 H6 GYB 32 GYB H7 H7 H 0 1 N N N 45.681 114.586 47.861 1.426 4.303 -2.030 H7 GYB 33 GYB H8 H8 H 0 1 N N N 46.012 114.000 46.195 1.946 3.375 -3.457 H8 GYB 34 GYB H9 H9 H 0 1 N N N 46.517 115.654 46.682 0.400 2.993 -2.663 H9 GYB 35 GYB H10 H10 H 0 1 N N N 42.356 114.737 46.041 1.185 0.739 -2.693 H10 GYB 36 GYB H11 H11 H 0 1 N N N 43.084 114.305 47.626 2.914 0.948 -3.058 H11 GYB 37 GYB H12 H12 H 0 1 N N N 43.427 112.138 48.002 4.469 -0.444 -2.021 H12 GYB 38 GYB H13 H13 H 0 1 N N N 43.723 107.667 46.294 4.458 -4.427 -0.001 H13 GYB 39 GYB H14 H14 H 0 1 N N N 44.562 111.210 43.203 1.142 -1.765 1.383 H14 GYB 40 GYB H16 H16 H 0 1 N N N 42.604 113.626 41.225 -2.255 1.217 -0.083 H16 GYB 41 GYB H17 H17 H 0 1 N N N 46.722 111.492 38.368 -5.418 -2.225 0.088 H17 GYB 42 GYB H18 H18 H 0 1 N N N 45.197 110.993 38.066 -4.549 -3.662 0.047 H18 GYB 43 GYB H19 H19 H 0 1 N N N 47.226 111.969 40.565 -2.140 -3.721 -0.076 H19 GYB 44 GYB H20 H20 H 0 1 N N N 46.524 112.884 42.771 -0.038 -2.452 -0.194 H20 GYB 45 GYB H5 H5 H 0 1 N N N 45.452 108.009 46.639 5.567 -3.894 1.301 H5 GYB 46 # 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 GYB NBA CAX SING N N 1 GYB BR1 CAY SING N N 2 GYB CAX CAY DOUB Y N 3 GYB CAX CAW SING Y N 4 GYB CAY CAV SING Y N 5 GYB CAW CAT DOUB Y N 6 GYB CAV CAU DOUB Y N 7 GYB CAT CAU SING Y N 8 GYB CAU CAM SING N N 9 GYB NAI CAH SING N N 10 GYB NAI CAJ SING N N 11 GYB CAM NAL DOUB N N 12 GYB CAM CAN SING N N 13 GYB NAL NAK SING N N 14 GYB CAO CAN DOUB Y N 15 GYB CAO CAP SING Y N 16 GYB CAN CAD SING Y N 17 GYB CAJ NAK SING N N 18 GYB CAJ OAS DOUB N N 19 GYB NAK CAB SING N N 20 GYB OAQ CAP SING N N 21 GYB OAQ CAR SING N N 22 GYB CAP CAF DOUB Y N 23 GYB CAD CAC SING N N 24 GYB CAD CAE DOUB Y N 25 GYB CAB CAC SING N N 26 GYB CAB CAA SING N N 27 GYB CAR OAG SING N N 28 GYB CAF CAE SING Y N 29 GYB CAF OAG SING N N 30 GYB CAH H1 SING N N 31 GYB CAH H2 SING N N 32 GYB CAH H3 SING N N 33 GYB NAI H4 SING N N 34 GYB CAB H6 SING N N 35 GYB CAA H7 SING N N 36 GYB CAA H8 SING N N 37 GYB CAA H9 SING N N 38 GYB CAC H10 SING N N 39 GYB CAC H11 SING N N 40 GYB CAE H12 SING N N 41 GYB CAR H13 SING N N 42 GYB CAO H14 SING N N 43 GYB CAV H16 SING N N 44 GYB NBA H17 SING N N 45 GYB NBA H18 SING N N 46 GYB CAW H19 SING N N 47 GYB CAT H20 SING N N 48 GYB CAR H5 SING N N 49 # 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 GYB SMILES ACDLabs 12.01 "CNC(N3C(Cc2cc1OCOc1cc2C(=N3)c4cc(Br)c(cc4)N)C)=O" GYB InChI InChI 1.03 "InChI=1S/C19H19BrN4O3/c1-10-5-12-7-16-17(27-9-26-16)8-13(12)18(23-24(10)19(25)22-2)11-3-4-15(21)14(20)6-11/h3-4,6-8,10H,5,9,21H2,1-2H3,(H,22,25)/t10-/m1/s1" GYB InChIKey InChI 1.03 OZUDBWJNUXUTGY-SNVBAGLBSA-N GYB SMILES_CANONICAL CACTVS 3.385 "CNC(=O)N1N=C(c2ccc(N)c(Br)c2)c3cc4OCOc4cc3C[C@H]1C" GYB SMILES CACTVS 3.385 "CNC(=O)N1N=C(c2ccc(N)c(Br)c2)c3cc4OCOc4cc3C[CH]1C" GYB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H]1Cc2cc3c(cc2C(=NN1C(=O)NC)c4ccc(c(c4)Br)N)OCO3" GYB SMILES "OpenEye OEToolkits" 2.0.6 "CC1Cc2cc3c(cc2C(=NN1C(=O)NC)c4ccc(c(c4)Br)N)OCO3" # 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 GYB "SYSTEMATIC NAME" ACDLabs 12.01 "(8R)-5-(4-amino-3-bromophenyl)-N,8-dimethyl-8,9-dihydro-2H,7H-[1,3]dioxolo[4,5-h][2,3]benzodiazepine-7-carboxamide" GYB "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(8~{R})-5-(4-azanyl-3-bromanyl-phenyl)-~{N},8-dimethyl-8,9-dihydro-[1,3]dioxolo[4,5-h][2,3]benzodiazepine-7-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 GYB "Create component" 2016-08-02 RCSB GYB "Other modification" 2016-10-13 RCSB GYB "Initial release" 2016-10-19 RCSB GYB "Other modification" 2016-10-25 RCSB #