data_71U # _chem_comp.id 71U _chem_comp.name "(2~{S})-~{N}-[[2-(aminomethyl)-5-chloranyl-phenyl]methyl]-1-[(2~{R})-2-azanyl-3-cyclohexyl-propanoyl]pyrrolidine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H33 Cl N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-13 _chem_comp.pdbx_modified_date 2017-07-21 _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 420.976 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 71U _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 5LPD _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 71U C4 C1 C 0 1 N N N 20.983 -12.496 26.064 -7.621 -0.941 -0.899 C4 71U 1 71U C5 C2 C 0 1 N N N 22.114 -13.356 25.512 -8.591 -0.562 0.222 C5 71U 2 71U C6 C3 C 0 1 N N N 21.821 -13.778 24.085 -8.393 0.909 0.592 C6 71U 3 71U N1 N1 N 0 1 N N N 17.848 -12.703 21.406 -1.607 -0.245 0.411 N1 71U 4 71U C7 C4 C 0 1 N N N 20.479 -14.494 23.986 -6.954 1.125 1.068 C7 71U 5 71U C8 C5 C 0 1 N N N 17.099 -13.160 22.421 -2.162 0.796 -0.240 C8 71U 6 71U N2 N2 N 0 1 N N N 15.449 -10.145 20.753 2.081 -0.171 0.086 N2 71U 7 71U C9 C6 C 0 1 N N N 19.020 -13.352 20.794 -2.270 -1.529 0.703 C9 71U 8 71U C10 C7 C 0 1 N N N 19.603 -12.267 19.915 -1.515 -2.095 1.931 C10 71U 9 71U C11 C8 C 0 1 N N N 18.396 -11.428 19.509 -0.057 -1.663 1.627 C11 71U 10 71U C12 C9 C 0 1 N N S 17.532 -11.415 20.777 -0.237 -0.291 0.942 C12 71U 11 71U N3 N3 N 0 1 N N N 13.034 -13.418 21.852 4.303 -2.944 -1.801 N3 71U 12 71U C13 C10 C 0 1 N N N 16.046 -11.300 20.436 0.760 -0.144 -0.179 C13 71U 13 71U C14 C11 C 0 1 N N N 14.041 -9.921 20.447 3.050 -0.027 -1.003 C14 71U 14 71U C15 C12 C 0 1 Y N N 13.159 -9.923 21.667 4.448 -0.091 -0.444 C15 71U 15 71U O1 O1 O 0 1 N N N 16.141 -12.526 22.842 -1.520 1.808 -0.425 O1 71U 16 71U C C13 C 0 1 N N R 17.448 -14.546 23.042 -3.582 0.703 -0.737 C 71U 17 71U C1 C14 C 0 1 N N N 18.002 -14.351 24.454 -4.546 0.963 0.422 C1 71U 18 71U C2 C15 C 0 1 N N N 19.342 -13.625 24.513 -5.984 0.746 -0.053 C2 71U 19 71U C3 C16 C 0 1 N N N 19.647 -13.216 25.942 -6.183 -0.725 -0.424 C3 71U 20 71U N N4 N 0 1 N N N 16.211 -15.331 23.136 -3.799 1.706 -1.788 N 71U 21 71U O O2 O 0 1 N N N 15.448 -12.233 19.892 0.373 -0.001 -1.320 O 71U 22 71U C20 C17 C 0 1 Y N N 12.337 -11.026 21.958 5.017 -1.314 -0.145 C20 71U 23 71U C21 C18 C 0 1 N N N 12.398 -12.294 21.163 4.240 -2.584 -0.378 C21 71U 24 71U C19 C19 C 0 1 Y N N 11.467 -10.958 23.042 6.300 -1.374 0.367 C19 71U 25 71U C18 C20 C 0 1 Y N N 11.405 -9.829 23.836 7.014 -0.210 0.581 C18 71U 26 71U C17 C21 C 0 1 Y N N 12.244 -8.774 23.558 6.444 1.015 0.282 C17 71U 27 71U CL CL1 CL 0 0 N N N 12.220 -7.360 24.576 7.339 2.478 0.551 CL 71U 28 71U C16 C22 C 0 1 Y N N 13.112 -8.811 22.496 5.163 1.074 -0.236 C16 71U 29 71U H1 H1 H 0 1 N N N 21.180 -12.278 27.124 -7.763 -1.989 -1.163 H1 71U 30 71U H2 H2 H 0 1 N N N 20.938 -11.554 25.499 -7.813 -0.317 -1.772 H2 71U 31 71U H3 H3 H 0 1 N N N 22.224 -14.254 26.138 -9.616 -0.717 -0.117 H3 71U 32 71U H4 H4 H 0 1 N N N 23.050 -12.778 25.532 -8.399 -1.186 1.095 H4 71U 33 71U H5 H5 H 0 1 N N N 22.616 -14.456 23.741 -8.585 1.532 -0.280 H5 71U 34 71U H6 H6 H 0 1 N N N 21.799 -12.884 23.444 -9.084 1.179 1.391 H6 71U 35 71U H7 H7 H 0 1 N N N 20.282 -14.740 22.932 -6.813 2.173 1.332 H7 71U 36 71U H8 H8 H 0 1 N N N 20.524 -15.421 24.577 -6.762 0.501 1.941 H8 71U 37 71U H9 H9 H 0 1 N N N 15.976 -9.426 21.206 2.391 -0.285 0.998 H9 71U 38 71U H10 H10 H 0 1 N N N 18.719 -14.224 20.195 -3.321 -1.366 0.945 H10 71U 39 71U H11 H11 H 0 1 N N N 19.742 -13.666 21.562 -2.178 -2.205 -0.147 H11 71U 40 71U H12 H12 H 0 1 N N N 20.092 -12.702 19.031 -1.874 -1.640 2.854 H12 71U 41 71U H13 H13 H 0 1 N N N 20.330 -11.660 20.474 -1.600 -3.181 1.975 H13 71U 42 71U H14 H14 H 0 1 N N N 18.701 -10.409 19.229 0.516 -1.564 2.549 H14 71U 43 71U H15 H15 H 0 1 N N N 17.857 -11.893 18.670 0.421 -2.369 0.948 H15 71U 44 71U H16 H16 H 0 1 N N N 17.833 -10.579 21.426 -0.099 0.508 1.670 H16 71U 45 71U H17 H17 H 0 1 N N N 13.033 -14.220 21.254 5.260 -3.027 -2.110 H17 71U 46 71U H18 H18 H 0 1 N N N 13.976 -13.177 22.084 3.789 -3.792 -1.983 H18 71U 47 71U H20 H20 H 0 1 N N N 13.943 -8.946 19.947 2.909 -0.834 -1.723 H20 71U 48 71U H21 H21 H 0 1 N N N 13.700 -10.717 19.768 2.900 0.932 -1.499 H21 71U 49 71U H22 H22 H 0 1 N N N 18.191 -15.057 22.412 -3.760 -0.292 -1.143 H22 71U 50 71U H23 H23 H 0 1 N N N 17.270 -13.769 25.033 -4.326 0.275 1.238 H23 71U 51 71U H24 H24 H 0 1 N N N 18.128 -15.342 24.914 -4.429 1.989 0.770 H24 71U 52 71U H25 H25 H 0 1 N N N 19.277 -12.719 23.893 -6.176 1.370 -0.926 H25 71U 53 71U H26 H26 H 0 1 N N N 18.850 -12.545 26.296 -5.991 -1.349 0.449 H26 71U 54 71U H27 H27 H 0 1 N N N 19.673 -14.118 26.570 -5.492 -0.995 -1.223 H27 71U 55 71U H28 H28 H 0 1 N N N 16.413 -16.226 23.533 -4.724 1.622 -2.183 H28 71U 56 71U H29 H29 H 0 1 N N N 15.554 -14.850 23.717 -3.639 2.639 -1.437 H29 71U 57 71U H31 H31 H 0 1 N N N 12.963 -12.093 20.241 3.200 -2.432 -0.088 H31 71U 58 71U H32 H32 H 0 1 N N N 11.369 -12.587 20.906 4.670 -3.388 0.219 H32 71U 59 71U H33 H33 H 0 1 N N N 10.830 -11.801 23.266 6.745 -2.330 0.600 H33 71U 60 71U H34 H34 H 0 1 N N N 10.710 -9.775 24.661 8.015 -0.256 0.982 H34 71U 61 71U H35 H35 H 0 1 N N N 13.762 -7.970 22.304 4.719 2.029 -0.474 H35 71U 62 # 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 71U C11 C10 SING N N 1 71U C11 C12 SING N N 2 71U O C13 DOUB N N 3 71U C10 C9 SING N N 4 71U C13 N2 SING N N 5 71U C13 C12 SING N N 6 71U C14 N2 SING N N 7 71U C14 C15 SING N N 8 71U C12 N1 SING N N 9 71U C9 N1 SING N N 10 71U C21 N3 SING N N 11 71U C21 C20 SING N N 12 71U N1 C8 SING N N 13 71U C15 C20 DOUB Y N 14 71U C15 C16 SING Y N 15 71U C20 C19 SING Y N 16 71U C8 O1 DOUB N N 17 71U C8 C SING N N 18 71U C16 C17 DOUB Y N 19 71U C N SING N N 20 71U C C1 SING N N 21 71U C19 C18 DOUB Y N 22 71U C17 C18 SING Y N 23 71U C17 CL SING N N 24 71U C7 C6 SING N N 25 71U C7 C2 SING N N 26 71U C6 C5 SING N N 27 71U C1 C2 SING N N 28 71U C2 C3 SING N N 29 71U C5 C4 SING N N 30 71U C3 C4 SING N N 31 71U C4 H1 SING N N 32 71U C4 H2 SING N N 33 71U C5 H3 SING N N 34 71U C5 H4 SING N N 35 71U C6 H5 SING N N 36 71U C6 H6 SING N N 37 71U C7 H7 SING N N 38 71U C7 H8 SING N N 39 71U N2 H9 SING N N 40 71U C9 H10 SING N N 41 71U C9 H11 SING N N 42 71U C10 H12 SING N N 43 71U C10 H13 SING N N 44 71U C11 H14 SING N N 45 71U C11 H15 SING N N 46 71U C12 H16 SING N N 47 71U N3 H17 SING N N 48 71U N3 H18 SING N N 49 71U C14 H20 SING N N 50 71U C14 H21 SING N N 51 71U C H22 SING N N 52 71U C1 H23 SING N N 53 71U C1 H24 SING N N 54 71U C2 H25 SING N N 55 71U C3 H26 SING N N 56 71U C3 H27 SING N N 57 71U N H28 SING N N 58 71U N H29 SING N N 59 71U C21 H31 SING N N 60 71U C21 H32 SING N N 61 71U C19 H33 SING N N 62 71U C18 H34 SING N N 63 71U C16 H35 SING N N 64 # 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 71U InChI InChI 1.03 "InChI=1S/C22H33ClN4O2/c23-18-9-8-16(13-24)17(12-18)14-26-21(28)20-7-4-10-27(20)22(29)19(25)11-15-5-2-1-3-6-15/h8-9,12,15,19-20H,1-7,10-11,13-14,24-25H2,(H,26,28)/t19-,20+/m1/s1" 71U InChIKey InChI 1.03 KFAWBGCOGBILHI-UXHICEINSA-N 71U SMILES_CANONICAL CACTVS 3.385 "NCc1ccc(Cl)cc1CNC(=O)[C@@H]2CCCN2C(=O)[C@H](N)CC3CCCCC3" 71U SMILES CACTVS 3.385 "NCc1ccc(Cl)cc1CNC(=O)[CH]2CCCN2C(=O)[CH](N)CC3CCCCC3" 71U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1cc(c(cc1Cl)CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](CC3CCCCC3)N)CN" 71U SMILES "OpenEye OEToolkits" 2.0.5 "c1cc(c(cc1Cl)CNC(=O)C2CCCN2C(=O)C(CC3CCCCC3)N)CN" # 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 71U "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "(2~{S})-~{N}-[[2-(aminomethyl)-5-chloranyl-phenyl]methyl]-1-[(2~{R})-2-azanyl-3-cyclohexyl-propanoyl]pyrrolidine-2-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 71U "Create component" 2016-08-13 EBI 71U "Initial release" 2017-07-26 RCSB #