data_67Z # _chem_comp.id 67Z _chem_comp.name "1-(4-aminobenzyl)-3-{2-[(2R)-2-(2,5-dimethoxyphenyl)pyrrolidin-1-yl]-2-oxoethyl}urea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H28 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-15 _chem_comp.pdbx_modified_date 2014-02-14 _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 412.482 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 67Z _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 4J5A _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 67Z CAB CAB C 0 1 N N N 6.657 22.182 13.204 6.046 -1.168 3.084 CAB 67Z 1 67Z OAU OAU O 0 1 N N N 7.154 21.998 14.540 5.253 -0.319 2.252 OAU 67Z 2 67Z CBA CBA C 0 1 Y N N 6.730 22.954 15.418 4.723 -0.874 1.130 CBA 67Z 3 67Z CAK CAK C 0 1 Y N N 6.487 24.248 14.969 4.959 -2.210 0.839 CAK 67Z 4 67Z CAJ CAJ C 0 1 Y N N 6.055 25.217 15.862 4.421 -2.774 -0.302 CAJ 67Z 5 67Z CAZ CAZ C 0 1 Y N N 5.880 24.895 17.205 3.645 -2.005 -1.156 CAZ 67Z 6 67Z OAT OAT O 0 1 N N N 5.428 25.851 18.075 3.116 -2.560 -2.279 OAT 67Z 7 67Z CAA CAA C 0 1 N N N 5.725 27.190 17.623 3.399 -3.941 -2.515 CAA 67Z 8 67Z CAL CAL C 0 1 Y N N 6.093 23.587 17.647 3.410 -0.669 -0.865 CAL 67Z 9 67Z CBB CBB C 0 1 Y N N 6.593 22.612 16.767 3.943 -0.107 0.278 CBB 67Z 10 67Z CBC CBC C 0 1 N N R 6.852 21.087 17.030 3.681 1.343 0.597 CBC 67Z 11 67Z CAP CAP C 0 1 N N N 8.428 21.016 17.280 4.823 2.218 0.038 CAP 67Z 12 67Z CAM CAM C 0 1 N N N 8.547 21.917 18.516 4.076 3.478 -0.474 CAM 67Z 13 67Z CAQ CAQ C 0 1 N N N 7.637 20.922 19.226 2.756 2.864 -1.002 CAQ 67Z 14 67Z NBD NBD N 0 1 N N N 6.423 20.912 18.428 2.437 1.781 -0.053 NBD 67Z 15 67Z C C C 0 1 N N N 5.188 20.654 18.820 1.209 1.277 0.180 C 67Z 16 67Z O O O 0 1 N N N 4.919 20.385 19.991 1.064 0.383 0.986 O 67Z 17 67Z CA CA C 0 1 N N N 4.150 20.543 17.703 0.017 1.824 -0.562 CA 67Z 18 67Z N N N 0 1 N N N 2.934 19.948 18.231 -1.192 1.115 -0.134 N 67Z 19 67Z CAV CAV C 0 1 N N N 2.710 18.661 18.043 -2.387 1.438 -0.667 CAV 67Z 20 67Z OAD OAD O 0 1 N N N 3.477 17.964 17.375 -2.462 2.318 -1.503 OAD 67Z 21 67Z NAS NAS N 0 1 N N N 1.580 18.203 18.556 -3.499 0.786 -0.273 NAS 67Z 22 67Z CAO CAO C 0 1 N N N 1.172 16.805 18.443 -4.798 1.137 -0.853 CAO 67Z 23 67Z CAY CAY C 0 1 Y N N 1.017 16.296 19.880 -5.869 0.267 -0.248 CAY 67Z 24 67Z CAH CAH C 0 1 Y N N -0.091 15.538 20.242 -6.528 0.678 0.896 CAH 67Z 25 67Z CAF CAF C 0 1 Y N N -0.228 15.086 21.552 -7.510 -0.117 1.453 CAF 67Z 26 67Z CAX CAX C 0 1 Y N N 0.743 15.382 22.507 -7.837 -1.331 0.862 CAX 67Z 27 67Z NAC NAC N 0 1 N N N 0.607 14.942 23.763 -8.830 -2.137 1.422 NAC 67Z 28 67Z CAG CAG C 0 1 Y N N 1.848 16.143 22.144 -7.173 -1.741 -0.287 CAG 67Z 29 67Z CAI CAI C 0 1 Y N N 1.985 16.602 20.834 -6.196 -0.938 -0.842 CAI 67Z 30 67Z H1 H1 H 0 1 N N N 7.038 21.379 12.557 6.406 -0.602 3.943 H1 67Z 31 67Z H2 H2 H 0 1 N N N 5.557 22.153 13.215 5.442 -2.007 3.429 H2 67Z 32 67Z H3 H3 H 0 1 N N N 6.995 23.155 12.818 6.896 -1.543 2.514 H3 67Z 33 67Z H4 H4 H 0 1 N N N 6.634 24.497 13.928 5.563 -2.809 1.504 H4 67Z 34 67Z H5 H5 H 0 1 N N N 5.855 26.220 15.516 4.605 -3.814 -0.528 H5 67Z 35 67Z H6 H6 H 0 1 N N N 5.343 27.918 18.354 2.918 -4.257 -3.441 H6 67Z 36 67Z H7 H7 H 0 1 N N N 6.814 27.310 17.522 4.477 -4.081 -2.599 H7 67Z 37 67Z H8 H8 H 0 1 N N N 5.245 27.363 16.648 3.019 -4.537 -1.686 H8 67Z 38 67Z H9 H9 H 0 1 N N N 5.872 23.324 18.671 2.806 -0.070 -1.531 H9 67Z 39 67Z H10 H10 H 0 1 N N N 6.457 20.390 16.276 3.605 1.477 1.676 H10 67Z 40 67Z H11 H11 H 0 1 N N N 8.761 19.989 17.491 5.528 2.481 0.827 H11 67Z 41 67Z H12 H12 H 0 1 N N N 8.994 21.418 16.427 5.331 1.711 -0.781 H12 67Z 42 67Z H13 H13 H 0 1 N N N 9.561 21.994 18.934 3.884 4.176 0.340 H13 67Z 43 67Z H14 H14 H 0 1 N N N 8.123 22.925 18.395 4.631 3.961 -1.278 H14 67Z 44 67Z H15 H15 H 0 1 N N N 7.425 21.253 20.254 1.963 3.612 -1.004 H15 67Z 45 67Z H16 H16 H 0 1 N N N 8.096 19.923 19.250 2.899 2.461 -2.005 H16 67Z 46 67Z H17 H17 H 0 1 N N N 4.547 19.911 16.895 -0.090 2.887 -0.345 H17 67Z 47 67Z H18 H18 H 0 1 N N N 3.927 21.545 17.309 0.160 1.685 -1.633 H18 67Z 48 67Z H19 H19 H 0 1 N N N 2.274 20.508 18.732 -1.132 0.413 0.533 H19 67Z 49 67Z H20 H20 H 0 1 N N N 0.981 18.840 19.041 -3.439 0.084 0.393 H20 67Z 50 67Z H21 H21 H 0 1 N N N 0.216 16.728 17.904 -5.018 2.184 -0.643 H21 67Z 51 67Z H22 H22 H 0 1 N N N 1.940 16.224 17.912 -4.769 0.981 -1.931 H22 67Z 52 67Z H23 H23 H 0 1 N N N -0.846 15.300 19.507 -6.273 1.622 1.355 H23 67Z 53 67Z H24 H24 H 0 1 N N N -1.093 14.502 21.830 -8.024 0.205 2.347 H24 67Z 54 67Z H25 H25 H 0 1 N N N 1.388 15.244 24.309 -9.293 -1.850 2.225 H25 67Z 55 67Z H26 H26 H 0 1 N N N -0.236 15.310 24.156 -9.057 -2.985 1.009 H26 67Z 56 67Z H27 H27 H 0 1 N N N 2.603 16.380 22.879 -7.425 -2.684 -0.749 H27 67Z 57 67Z H28 H28 H 0 1 N N N 2.844 17.196 20.559 -5.683 -1.254 -1.738 H28 67Z 58 # 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 67Z CAB OAU SING N N 1 67Z OAU CBA SING N N 2 67Z CAK CBA DOUB Y N 3 67Z CAK CAJ SING Y N 4 67Z CBA CBB SING Y N 5 67Z CAJ CAZ DOUB Y N 6 67Z CBB CBC SING N N 7 67Z CBB CAL DOUB Y N 8 67Z CBC CAP SING N N 9 67Z CBC NBD SING N N 10 67Z CAZ CAL SING Y N 11 67Z CAZ OAT SING N N 12 67Z CAP CAM SING N N 13 67Z OAD CAV DOUB N N 14 67Z CAA OAT SING N N 15 67Z CA N SING N N 16 67Z CA C SING N N 17 67Z CAV N SING N N 18 67Z CAV NAS SING N N 19 67Z NBD C SING N N 20 67Z NBD CAQ SING N N 21 67Z CAO NAS SING N N 22 67Z CAO CAY SING N N 23 67Z CAM CAQ SING N N 24 67Z C O DOUB N N 25 67Z CAY CAH DOUB Y N 26 67Z CAY CAI SING Y N 27 67Z CAH CAF SING Y N 28 67Z CAI CAG DOUB Y N 29 67Z CAF CAX DOUB Y N 30 67Z CAG CAX SING Y N 31 67Z CAX NAC SING N N 32 67Z CAB H1 SING N N 33 67Z CAB H2 SING N N 34 67Z CAB H3 SING N N 35 67Z CAK H4 SING N N 36 67Z CAJ H5 SING N N 37 67Z CAA H6 SING N N 38 67Z CAA H7 SING N N 39 67Z CAA H8 SING N N 40 67Z CAL H9 SING N N 41 67Z CBC H10 SING N N 42 67Z CAP H11 SING N N 43 67Z CAP H12 SING N N 44 67Z CAM H13 SING N N 45 67Z CAM H14 SING N N 46 67Z CAQ H15 SING N N 47 67Z CAQ H16 SING N N 48 67Z CA H17 SING N N 49 67Z CA H18 SING N N 50 67Z N H19 SING N N 51 67Z NAS H20 SING N N 52 67Z CAO H21 SING N N 53 67Z CAO H22 SING N N 54 67Z CAH H23 SING N N 55 67Z CAF H24 SING N N 56 67Z NAC H25 SING N N 57 67Z NAC H26 SING N N 58 67Z CAG H27 SING N N 59 67Z CAI H28 SING N N 60 # 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 67Z SMILES ACDLabs 12.01 "O=C(N2C(c1c(OC)ccc(OC)c1)CCC2)CNC(=O)NCc3ccc(N)cc3" 67Z InChI InChI 1.03 "InChI=1S/C22H28N4O4/c1-29-17-9-10-20(30-2)18(12-17)19-4-3-11-26(19)21(27)14-25-22(28)24-13-15-5-7-16(23)8-6-15/h5-10,12,19H,3-4,11,13-14,23H2,1-2H3,(H2,24,25,28)/t19-/m1/s1" 67Z InChIKey InChI 1.03 BLBIXVAZFDEMKW-LJQANCHMSA-N 67Z SMILES_CANONICAL CACTVS 3.370 "COc1ccc(OC)c(c1)[C@H]2CCCN2C(=O)CNC(=O)NCc3ccc(N)cc3" 67Z SMILES CACTVS 3.370 "COc1ccc(OC)c(c1)[CH]2CCCN2C(=O)CNC(=O)NCc3ccc(N)cc3" 67Z SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1ccc(c(c1)[C@H]2CCCN2C(=O)CNC(=O)NCc3ccc(cc3)N)OC" 67Z SMILES "OpenEye OEToolkits" 1.7.6 "COc1ccc(c(c1)C2CCCN2C(=O)CNC(=O)NCc3ccc(cc3)N)OC" # 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 67Z "SYSTEMATIC NAME" ACDLabs 12.01 "1-(4-aminobenzyl)-3-{2-[(2R)-2-(2,5-dimethoxyphenyl)pyrrolidin-1-yl]-2-oxoethyl}urea" 67Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[(4-aminophenyl)methyl]-3-[2-[(2R)-2-(2,5-dimethoxyphenyl)pyrrolidin-1-yl]-2-oxidanylidene-ethyl]urea" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 67Z "Create component" 2013-02-15 RCSB 67Z "Initial release" 2014-02-19 RCSB #