data_469 # _chem_comp.id 469 _chem_comp.name "2-(6-chloro-5-{[(2R,5S)-4-(4-fluorobenzyl)-2,5-dimethylpiperazin-1-yl]carbonyl}-1-methyl-1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H30 Cl F N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-06-16 _chem_comp.pdbx_modified_date 2011-06-04 _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 513.004 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 469 _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 3HUB _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 469 CAC CAC C 0 1 N N N 23.334 7.509 -27.914 6.424 4.833 0.087 CAC 469 1 469 NBG NBG N 0 1 N N N 22.782 8.699 -27.148 5.300 3.955 -0.250 NBG 469 2 469 CAD CAD C 0 1 N N N 23.385 10.028 -27.380 4.083 4.518 -0.840 CAD 469 3 469 CAV CAV C 0 1 N N N 21.749 8.585 -26.231 5.386 2.631 -0.017 CAV 469 4 469 OAG OAG O 0 1 N N N 21.304 9.542 -25.595 6.415 2.156 0.418 OAG 469 5 469 CAU CAU C 0 1 N N N 21.124 7.188 -25.885 4.217 1.747 -0.295 CAU 469 6 469 OAF OAF O 0 1 N N N 21.521 6.257 -26.574 3.232 2.198 -0.846 OAF 469 7 469 CBB CBB C 0 1 Y N N 19.911 6.916 -24.988 4.255 0.339 0.096 CBB 469 8 469 CBC CBC C 0 1 Y N N 19.406 5.650 -24.746 3.193 -0.667 -0.102 CBC 469 9 469 CAP CAP C 0 1 Y N N 19.840 4.368 -25.065 1.926 -0.629 -0.668 CAP 469 10 469 CAQ CAQ C 0 1 Y N N 19.051 7.834 -24.503 5.296 -0.322 0.721 CAQ 469 11 469 NBJ NBJ N 0 1 Y N N 18.040 7.188 -23.904 4.960 -1.610 0.918 NBJ 469 12 469 CAE CAE C 0 1 N N N 16.963 7.846 -23.196 5.823 -2.606 1.556 CAE 469 13 469 CBD CBD C 0 1 Y N N 18.215 5.856 -24.023 3.694 -1.865 0.435 CBD 469 14 469 CAO CAO C 0 1 Y N N 17.462 4.754 -23.611 2.911 -3.017 0.397 CAO 469 15 469 CAY CAY C 0 1 Y N N 17.907 3.474 -23.905 1.655 -2.980 -0.163 CAY 469 16 469 CLA CLA CL 0 0 N N N 16.903 2.158 -23.379 0.687 -4.420 -0.205 CLA 469 17 469 CBA CBA C 0 1 Y N N 19.093 3.287 -24.636 1.152 -1.787 -0.701 CBA 469 18 469 CAW CAW C 0 1 N N N 19.633 1.890 -24.952 -0.197 -1.757 -1.299 CAW 469 19 469 OAH OAH O 0 1 N N N 19.820 1.520 -26.097 -0.494 -2.554 -2.169 OAH 469 20 469 NBI NBI N 0 1 N N N 19.981 1.129 -23.883 -1.100 -0.847 -0.883 NBI 469 21 469 CBF CBF C 0 1 N N R 20.504 -0.238 -23.971 -2.479 -0.863 -1.394 CBF 469 22 469 CAS CAS C 0 1 N N N 21.681 -0.288 -23.043 -3.441 -0.835 -0.202 CAS 469 23 469 CAB CAB C 0 1 N N N 19.429 -1.235 -23.452 -2.714 0.367 -2.273 CAB 469 24 469 CAT CAT C 0 1 N N N 19.719 1.661 -22.487 -0.734 0.184 0.100 CAT 469 25 469 CBE CBE C 0 1 N N S 20.887 1.535 -21.550 -1.768 0.168 1.231 CBE 469 26 469 CAA CAA C 0 1 N N N 21.930 2.543 -22.067 -1.668 -1.154 1.995 CAA 469 27 469 NBH NBH N 0 1 N N N 21.256 0.104 -21.676 -3.111 0.306 0.663 NBH 469 28 469 CAR CAR C 0 1 N N N 22.279 -0.319 -20.746 -4.115 0.470 1.723 CAR 469 29 469 CAZ CAZ C 0 1 Y N N 22.789 -1.777 -20.874 -5.436 0.854 1.110 CAZ 469 30 469 CAM CAM C 0 1 Y N N 24.091 -2.030 -21.383 -5.748 2.188 0.920 CAM 469 31 469 CAK CAK C 0 1 Y N N 24.550 -3.355 -21.439 -6.960 2.542 0.358 CAK 469 32 469 CAX CAX C 0 1 Y N N 23.728 -4.415 -20.984 -7.861 1.560 -0.017 CAX 469 33 469 FAI FAI F 0 1 N N N 24.168 -5.704 -21.034 -9.046 1.905 -0.567 FAI 469 34 469 CAL CAL C 0 1 Y N N 22.435 -4.158 -20.498 -7.548 0.225 0.173 CAL 469 35 469 CAN CAN C 0 1 Y N N 21.967 -2.833 -20.428 -6.333 -0.127 0.731 CAN 469 36 469 HAC HAC H 0 1 N N N 23.467 7.783 -28.971 7.233 4.239 0.512 HAC 469 37 469 HACA HACA H 0 0 N N N 24.304 7.216 -27.486 6.775 5.335 -0.814 HACA 469 38 469 HACB HACB H 0 0 N N N 22.630 6.667 -27.840 6.099 5.577 0.814 HACB 469 39 469 HAD HAD H 0 1 N N N 23.535 10.537 -26.416 4.127 4.422 -1.925 HAD 469 40 469 HADA HADA H 0 0 N N N 24.355 9.907 -27.885 3.214 3.979 -0.463 HADA 469 41 469 HADB HADB H 0 0 N N N 22.714 10.629 -28.011 4.002 5.571 -0.571 HADB 469 42 469 HAP HAP H 0 1 N N N 20.744 4.220 -25.637 1.543 0.293 -1.080 HAP 469 43 469 HAQ HAQ H 0 1 N N N 19.158 8.906 -24.583 6.235 0.127 1.007 HAQ 469 44 469 HAE HAE H 0 1 N N N 17.259 8.013 -22.150 5.641 -2.610 2.631 HAE 469 45 469 HAEA HAEA H 0 0 N N N 16.747 8.813 -23.674 5.604 -3.593 1.147 HAEA 469 46 469 HAEB HAEB H 0 0 N N N 16.064 7.212 -23.226 6.867 -2.358 1.365 HAEB 469 47 469 HAO HAO H 0 1 N N N 16.540 4.898 -23.067 3.290 -3.941 0.808 HAO 469 48 469 HBF HBF H 0 1 N N N 20.773 -0.501 -25.005 -2.642 -1.768 -1.979 HBF 469 49 469 HAS HAS H 0 1 N N N 22.086 -1.311 -23.021 -4.464 -0.735 -0.562 HAS 469 50 469 HASA HASA H 0 0 N N N 22.455 0.408 -23.398 -3.343 -1.761 0.366 HASA 469 51 469 HAB HAB H 0 1 N N N 19.626 -1.470 -22.396 -2.017 0.354 -3.111 HAB 469 52 469 HABA HABA H 0 0 N N N 18.432 -0.781 -23.546 -3.737 0.353 -2.651 HABA 469 53 469 HABB HABB H 0 0 N N N 19.469 -2.159 -24.047 -2.557 1.271 -1.684 HABB 469 54 469 HAT HAT H 0 1 N N N 19.468 2.728 -22.573 0.255 -0.032 0.506 HAT 469 55 469 HATA HATA H 0 0 N N N 18.904 1.056 -22.063 -0.731 1.162 -0.380 HATA 469 56 469 HBE HBE H 0 1 N N N 20.735 1.766 -20.485 -1.576 0.997 1.911 HBE 469 57 469 HAA HAA H 0 1 N N N 21.718 2.783 -23.119 -0.669 -1.255 2.417 HAA 469 58 469 HAAA HAAA H 0 0 N N N 21.882 3.462 -21.464 -2.405 -1.165 2.799 HAAA 469 59 469 HAAB HAAB H 0 0 N N N 22.935 2.104 -21.987 -1.862 -1.983 1.314 HAAB 469 60 469 HAR HAR H 0 1 N N N 23.146 0.340 -20.900 -4.225 -0.469 2.266 HAR 469 61 469 HARA HARA H 0 0 N N N 21.809 -0.263 -19.753 -3.792 1.252 2.411 HARA 469 62 469 HAM HAM H 0 1 N N N 24.717 -1.217 -21.721 -5.044 2.953 1.213 HAM 469 63 469 HAK HAK H 0 1 N N N 25.534 -3.567 -21.831 -7.203 3.583 0.211 HAK 469 64 469 HAL HAL H 0 1 N N N 21.803 -4.974 -20.180 -8.250 -0.542 -0.118 HAL 469 65 469 HAN HAN H 0 1 N N N 20.983 -2.625 -20.035 -6.087 -1.168 0.876 HAN 469 66 # 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 469 CAC NBG SING N N 1 469 CAC HAC SING N N 2 469 CAC HACA SING N N 3 469 CAC HACB SING N N 4 469 CAD NBG SING N N 5 469 NBG CAV SING N N 6 469 CAD HAD SING N N 7 469 CAD HADA SING N N 8 469 CAD HADB SING N N 9 469 CAV CAU SING N N 10 469 CAV OAG DOUB N N 11 469 OAF CAU DOUB N N 12 469 CAU CBB SING N N 13 469 CBB CBC SING Y N 14 469 CBB CAQ DOUB Y N 15 469 CAP CBC SING Y N 16 469 CBC CBD DOUB Y N 17 469 CAP CBA DOUB Y N 18 469 CAP HAP SING N N 19 469 CAQ NBJ SING Y N 20 469 CAQ HAQ SING N N 21 469 CBD NBJ SING Y N 22 469 NBJ CAE SING N N 23 469 CAE HAE SING N N 24 469 CAE HAEA SING N N 25 469 CAE HAEB SING N N 26 469 CBD CAO SING Y N 27 469 CAY CAO DOUB Y N 28 469 CAO HAO SING N N 29 469 CBA CAY SING Y N 30 469 CAY CLA SING N N 31 469 CAW CBA SING N N 32 469 OAH CAW DOUB N N 33 469 CAW NBI SING N N 34 469 CBF NBI SING N N 35 469 NBI CAT SING N N 36 469 CBF CAB SING N N 37 469 CBF CAS SING N N 38 469 CBF HBF SING N N 39 469 CAS NBH SING N N 40 469 CAS HAS SING N N 41 469 CAS HASA SING N N 42 469 CAB HAB SING N N 43 469 CAB HABA SING N N 44 469 CAB HABB SING N N 45 469 CAT CBE SING N N 46 469 CAT HAT SING N N 47 469 CAT HATA SING N N 48 469 CAA CBE SING N N 49 469 NBH CBE SING N N 50 469 CBE HBE SING N N 51 469 CAA HAA SING N N 52 469 CAA HAAA SING N N 53 469 CAA HAAB SING N N 54 469 NBH CAR SING N N 55 469 CAZ CAR SING N N 56 469 CAR HAR SING N N 57 469 CAR HARA SING N N 58 469 CAM CAZ DOUB Y N 59 469 CAZ CAN SING Y N 60 469 CAK CAM SING Y N 61 469 CAM HAM SING N N 62 469 CAK CAX DOUB Y N 63 469 CAK HAK SING N N 64 469 FAI CAX SING N N 65 469 CAX CAL SING Y N 66 469 CAL CAN DOUB Y N 67 469 CAL HAL SING N N 68 469 CAN HAN SING N N 69 # 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 469 SMILES ACDLabs 10.04 "O=C(N(C)C)C(=O)c2c1cc(c(Cl)cc1n(c2)C)C(=O)N4CC(N(Cc3ccc(F)cc3)CC4C)C" 469 SMILES_CANONICAL CACTVS 3.341 "C[C@H]1CN([C@H](C)CN1Cc2ccc(F)cc2)C(=O)c3cc4c(cc3Cl)n(C)cc4C(=O)C(=O)N(C)C" 469 SMILES CACTVS 3.341 "C[CH]1CN([CH](C)CN1Cc2ccc(F)cc2)C(=O)c3cc4c(cc3Cl)n(C)cc4C(=O)C(=O)N(C)C" 469 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1C[N@]([C@H](CN1C(=O)c2cc3c(cc2Cl)n(cc3C(=O)C(=O)N(C)C)C)C)Cc4ccc(cc4)F" 469 SMILES "OpenEye OEToolkits" 1.5.0 "CC1CN(C(CN1C(=O)c2cc3c(cc2Cl)n(cc3C(=O)C(=O)N(C)C)C)C)Cc4ccc(cc4)F" 469 InChI InChI 1.03 "InChI=1S/C27H30ClFN4O3/c1-16-13-33(17(2)12-32(16)14-18-6-8-19(29)9-7-18)26(35)21-10-20-22(25(34)27(36)30(3)4)15-31(5)24(20)11-23(21)28/h6-11,15-17H,12-14H2,1-5H3/t16-,17+/m0/s1" 469 InChIKey InChI 1.03 ZMELOYOKMZBMRB-DLBZAZTESA-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 469 "SYSTEMATIC NAME" ACDLabs 10.04 "2-(6-chloro-5-{[(2R,5S)-4-(4-fluorobenzyl)-2,5-dimethylpiperazin-1-yl]carbonyl}-1-methyl-1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide" 469 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[6-chloro-5-[(2R,4R,5S)-4-[(4-fluorophenyl)methyl]-2,5-dimethyl-piperazin-1-yl]carbonyl-1-methyl-indol-3-yl]-N,N-dimethyl-2-oxo-ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 469 "Create component" 2009-06-16 RCSB 469 "Modify aromatic_flag" 2011-06-04 RCSB 469 "Modify descriptor" 2011-06-04 RCSB #