data_9J8 # _chem_comp.id 9J8 _chem_comp.name "(2~{R})-2-[(4~{S})-6-(4-chlorophenyl)-8-methoxy-1-methyl-4~{H}-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]-~{N}-ethyl-pent-4-enamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H26 Cl N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-24 _chem_comp.pdbx_modified_date 2018-02-09 _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 463.959 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9J8 _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 5O3G _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 9J8 CBG C1 C 0 1 N N N 64.089 73.057 83.919 -0.604 4.965 -2.249 CBG 9J8 1 9J8 CBF C2 C 0 1 N N N 64.536 71.703 84.569 -0.743 4.589 -0.772 CBF 9J8 2 9J8 NBE N1 N 0 1 N N N 63.897 70.543 84.000 -1.336 3.254 -0.662 NBE 9J8 3 9J8 CAZ C3 C 0 1 N N N 63.919 69.194 84.431 -1.462 2.670 0.546 CAZ 9J8 4 9J8 OBD O1 O 0 1 N N N 63.292 68.382 83.790 -1.166 3.283 1.550 OBD 9J8 5 9J8 CAS C4 C 0 1 N N R 64.719 68.668 85.697 -1.972 1.256 0.650 CAS 9J8 6 9J8 CBA C5 C 0 1 N N N 64.006 69.020 86.992 -3.495 1.272 0.792 CBA 9J8 7 9J8 CBB C6 C 0 1 N N N 64.528 70.021 87.961 -4.113 1.787 -0.482 CBB 9J8 8 9J8 CBC C7 C 0 1 N N N 65.076 69.750 89.190 -4.977 1.051 -1.136 CBC 9J8 9 9J8 CAJ C8 C 0 1 N N S 66.215 69.064 85.699 -1.353 0.579 1.875 CAJ 9J8 10 9J8 NAI N2 N 0 1 N N N 66.882 69.007 84.417 0.104 0.506 1.719 NAI 9J8 11 9J8 CAK C9 C 0 1 Y N N 67.004 68.326 86.742 -1.873 -0.831 1.997 CAK 9J8 12 9J8 NAO N3 N 0 1 Y N N 66.447 67.214 87.252 -2.547 -1.344 2.986 NAO 9J8 13 9J8 NAP N4 N 0 1 Y N N 67.353 66.706 88.154 -2.780 -2.588 2.751 NAP 9J8 14 9J8 CAQ C10 C 0 1 Y N N 68.454 67.521 88.146 -2.275 -2.925 1.593 CAQ 9J8 15 9J8 CAR C11 C 0 1 N N N 69.754 67.614 88.818 -2.317 -4.292 0.959 CAR 9J8 16 9J8 NAL N5 N 0 1 Y N N 68.263 68.591 87.210 -1.707 -1.807 1.070 NAL 9J8 17 9J8 CAM C12 C 0 1 Y N N 68.989 69.708 86.803 -1.105 -1.658 -0.181 CAM 9J8 18 9J8 CAT C13 C 0 1 Y N N 69.767 70.605 87.611 -1.628 -2.373 -1.254 CAT 9J8 19 9J8 CAU C14 C 0 1 Y N N 70.442 71.712 87.094 -1.091 -2.235 -2.517 CAU 9J8 20 9J8 CAV C15 C 0 1 Y N N 70.402 72.090 85.768 -0.020 -1.375 -2.725 CAV 9J8 21 9J8 OAX O2 O 0 1 N N N 71.029 73.175 85.230 0.499 -1.227 -3.972 OAX 9J8 22 9J8 CAY C16 C 0 1 N N N 71.819 74.051 86.015 -0.106 -1.986 -5.021 CAY 9J8 23 9J8 CAW C17 C 0 1 Y N N 69.639 71.250 84.961 0.517 -0.670 -1.666 CAW 9J8 24 9J8 CAN C18 C 0 1 Y N N 68.931 70.120 85.374 -0.009 -0.814 -0.374 CAN 9J8 25 9J8 CAH C19 C 0 1 N N N 68.121 69.314 84.290 0.653 -0.099 0.723 CAH 9J8 26 9J8 CAA C20 C 0 1 Y N N 68.619 68.984 82.827 2.133 -0.068 0.680 CAA 9J8 27 9J8 CAB C21 C 0 1 Y N N 69.988 68.782 82.603 2.830 0.964 1.306 CAB 9J8 28 9J8 CAC C22 C 0 1 Y N N 70.514 68.461 81.341 4.209 0.988 1.263 CAC 9J8 29 9J8 CAD C23 C 0 1 Y N N 69.663 68.319 80.246 4.900 -0.012 0.599 CAD 9J8 30 9J8 CLA CL1 CL 0 0 N N N 70.359 67.911 78.621 6.635 0.028 0.541 CLA 9J8 31 9J8 CAE C24 C 0 1 Y N N 68.299 68.502 80.413 4.213 -1.039 -0.025 CAE 9J8 32 9J8 CAF C25 C 0 1 Y N N 67.786 68.822 81.694 2.834 -1.076 0.017 CAF 9J8 33 9J8 HBI H1 H 0 1 N N N 64.618 73.890 84.405 -0.162 5.958 -2.331 HBI 9J8 34 9J8 HBJ H2 H 0 1 N N N 64.330 73.046 82.846 0.038 4.240 -2.750 HBJ 9J8 35 9J8 HBH H3 H 0 1 N N N 63.004 73.186 84.050 -1.588 4.965 -2.718 HBH 9J8 36 9J8 HBG H4 H 0 1 N N N 65.623 71.598 84.439 0.241 4.589 -0.303 HBG 9J8 37 9J8 HBF H5 H 0 1 N N N 64.297 71.739 85.642 -1.384 5.314 -0.271 HBF 9J8 38 9J8 HBK H6 H 0 1 N N N 63.357 70.717 83.177 -1.638 2.790 -1.459 HBK 9J8 39 9J8 HAU H7 H 0 1 N N N 64.698 67.571 85.623 -1.696 0.703 -0.248 HAU 9J8 40 9J8 HBB H8 H 0 1 N N N 63.006 69.374 86.700 -3.853 0.261 0.986 HBB 9J8 41 9J8 HBA H9 H 0 1 N N N 63.912 68.078 87.552 -3.776 1.922 1.620 HBA 9J8 42 9J8 HBC H10 H 0 1 N N N 64.470 71.059 87.670 -3.843 2.764 -0.857 HBC 9J8 43 9J8 HBE H12 H 0 1 N N N 65.425 70.558 89.816 -5.247 0.075 -0.762 H2 9J8 44 9J8 HBD H13 H 0 1 N N N 65.158 68.729 89.531 -5.420 1.420 -2.049 HBD 9J8 45 9J8 HAJ H15 H 0 1 N N N 66.232 70.120 86.007 -1.601 1.144 2.773 HAJ 9J8 46 9J8 HAS H18 H 0 1 N N N 69.859 66.782 89.530 -3.216 -4.382 0.350 HAS 9J8 47 9J8 HAT H19 H 0 1 N N N 70.558 67.560 88.070 -1.437 -4.427 0.331 HAT 9J8 48 9J8 HAR H20 H 0 1 N N N 69.820 68.570 89.358 -2.327 -5.054 1.739 HAR 9J8 49 9J8 HAV H21 H 0 1 N N N 69.833 70.413 88.672 -2.461 -3.041 -1.096 HAV 9J8 50 9J8 HAW H22 H 0 1 N N N 71.032 72.309 87.774 -1.503 -2.795 -3.343 HAW 9J8 51 9J8 HA0 H23 H 0 1 N N N 72.225 74.850 85.377 -0.024 -3.049 -4.794 HA0 9J8 52 9J8 HAZ H24 H 0 1 N N N 71.198 74.494 86.807 -1.158 -1.714 -5.107 HAZ 9J8 53 9J8 HAY H25 H 0 1 N N N 72.648 73.489 86.470 0.402 -1.775 -5.962 HAY 9J8 54 9J8 HAX H26 H 0 1 N N N 69.590 71.497 83.911 1.349 -0.002 -1.835 HAX 9J8 55 9J8 HAB H28 H 0 1 N N N 70.668 68.877 83.437 2.292 1.745 1.824 HAB 9J8 56 9J8 HAC H29 H 0 1 N N N 71.578 68.324 81.219 4.750 1.787 1.748 HAC 9J8 57 9J8 HAE H30 H 0 1 N N N 67.631 68.401 79.571 4.757 -1.816 -0.542 HAE 9J8 58 9J8 HAF H31 H 0 1 N N N 66.720 68.947 81.811 2.299 -1.878 -0.470 HAF 9J8 59 # 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 9J8 CLA CAD SING N N 1 9J8 CAD CAE DOUB Y N 2 9J8 CAD CAC SING Y N 3 9J8 CAE CAF SING Y N 4 9J8 CAC CAB DOUB Y N 5 9J8 CAF CAA DOUB Y N 6 9J8 CAB CAA SING Y N 7 9J8 CAA CAH SING N N 8 9J8 OBD CAZ DOUB N N 9 9J8 CBG CBF SING N N 10 9J8 NBE CAZ SING N N 11 9J8 NBE CBF SING N N 12 9J8 CAH NAI DOUB N N 13 9J8 CAH CAN SING N N 14 9J8 NAI CAJ SING N N 15 9J8 CAZ CAS SING N N 16 9J8 CAW CAN DOUB Y N 17 9J8 CAW CAV SING Y N 18 9J8 OAX CAV SING N N 19 9J8 OAX CAY SING N N 20 9J8 CAN CAM SING Y N 21 9J8 CAS CAJ SING N N 22 9J8 CAS CBA SING N N 23 9J8 CAJ CAK SING N N 24 9J8 CAV CAU DOUB Y N 25 9J8 CAK NAL SING Y N 26 9J8 CAK NAO DOUB Y N 27 9J8 CAM NAL SING N N 28 9J8 CAM CAT DOUB Y N 29 9J8 CBA CBB SING N N 30 9J8 CAU CAT SING Y N 31 9J8 NAL CAQ SING Y N 32 9J8 NAO NAP SING Y N 33 9J8 CBB CBC DOUB N N 34 9J8 CAQ NAP DOUB Y N 35 9J8 CAQ CAR SING N N 36 9J8 CBG HBI SING N N 37 9J8 CBG HBJ SING N N 38 9J8 CBG HBH SING N N 39 9J8 CBF HBG SING N N 40 9J8 CBF HBF SING N N 41 9J8 NBE HBK SING N N 42 9J8 CAS HAU SING N N 43 9J8 CBA HBB SING N N 44 9J8 CBA HBA SING N N 45 9J8 CBB HBC SING N N 46 9J8 CBC HBE SING N N 47 9J8 CBC HBD SING N N 48 9J8 CAJ HAJ SING N N 49 9J8 CAR HAS SING N N 50 9J8 CAR HAT SING N N 51 9J8 CAR HAR SING N N 52 9J8 CAT HAV SING N N 53 9J8 CAU HAW SING N N 54 9J8 CAY HA0 SING N N 55 9J8 CAY HAZ SING N N 56 9J8 CAY HAY SING N N 57 9J8 CAW HAX SING N N 58 9J8 CAB HAB SING N N 59 9J8 CAC HAC SING N N 60 9J8 CAE HAE SING N N 61 9J8 CAF HAF 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 9J8 InChI InChI 1.03 "InChI=1S/C25H26ClN5O2/c1-5-7-19(25(32)27-6-2)23-24-30-29-15(3)31(24)21-13-12-18(33-4)14-20(21)22(28-23)16-8-10-17(26)11-9-16/h5,8-14,19,23H,1,6-7H2,2-4H3,(H,27,32)/t19-,23+/m1/s1" 9J8 InChIKey InChI 1.03 BBDSCBLVVIKKIF-XXBNENTESA-N 9J8 SMILES_CANONICAL CACTVS 3.385 "CCNC(=O)[C@H](CC=C)[C@@H]1N=C(c2ccc(Cl)cc2)c3cc(OC)ccc3n4c(C)nnc14" 9J8 SMILES CACTVS 3.385 "CCNC(=O)[CH](CC=C)[CH]1N=C(c2ccc(Cl)cc2)c3cc(OC)ccc3n4c(C)nnc14" 9J8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCNC(=O)[C@H](CC=C)[C@H]1c2nnc(n2-c3ccc(cc3C(=N1)c4ccc(cc4)Cl)OC)C" 9J8 SMILES "OpenEye OEToolkits" 2.0.6 "CCNC(=O)C(CC=C)C1c2nnc(n2-c3ccc(cc3C(=N1)c4ccc(cc4)Cl)OC)C" # 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 9J8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R})-2-[(4~{S})-6-(4-chlorophenyl)-8-methoxy-1-methyl-4~{H}-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]-~{N}-ethyl-pent-4-enamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9J8 "Create component" 2017-05-24 EBI 9J8 "Other modification" 2017-05-26 EBI 9J8 "Initial release" 2018-02-14 RCSB #