data_N6L # _chem_comp.id N6L _chem_comp.name "D-phenylalanyl-N-(2,5-dichlorobenzyl)-L-prolinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 Cl2 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-12-12 _chem_comp.pdbx_modified_date 2015-08-21 _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 420.332 _chem_comp.one_letter_code ? _chem_comp.three_letter_code N6L _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 4UDW _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 N6L C C C 0 1 Y N N 125.444 -14.049 163.995 -4.898 -1.132 0.507 C N6L 1 N6L N N N 0 1 N N N 131.046 -15.818 163.904 1.728 -0.458 -0.482 N N6L 2 N6L O O O 0 1 N N N 128.874 -15.343 162.172 -0.157 0.153 1.254 O N6L 3 N6L CL CL CL 0 0 N N N 125.432 -15.446 162.925 -4.047 -2.566 0.991 CL N6L 4 N6L C1 C1 C 0 1 Y N N 126.340 -13.039 163.784 -4.269 0.098 0.567 C1 N6L 5 N6L O1 O1 O 0 1 N N N 129.339 -15.561 165.320 1.735 1.711 -0.019 O1 N6L 6 N6L CL1 CL1 CL 0 0 N N N 125.288 -10.527 166.707 -7.103 2.587 -0.745 CL1 N6L 7 N6L C2 C2 C 0 1 N N N 127.325 -13.005 162.655 -2.845 0.194 1.052 C2 N6L 8 N6L N2 N2 N 0 1 N N N 128.698 -13.274 163.055 -1.934 -0.178 -0.033 N2 N6L 9 N6L C3 C3 C 0 1 Y N N 126.265 -11.962 164.641 -4.946 1.240 0.183 C3 N6L 10 N6L N3 N3 N 0 1 N N N 129.159 -18.278 165.493 4.066 1.770 1.256 N3 N6L 11 N6L C4 C4 C 0 1 Y N N 125.334 -11.931 165.651 -6.253 1.153 -0.262 C4 N6L 12 N6L C5 C5 C 0 1 Y N N 124.439 -12.956 165.880 -6.882 -0.078 -0.322 C5 N6L 13 N6L C6 C6 C 0 1 Y N N 124.496 -14.018 165.008 -6.203 -1.221 0.057 C6 N6L 14 N6L C7 C7 C 0 1 N N N 129.378 -14.404 162.800 -0.602 -0.166 0.171 C7 N6L 15 N6L C8 C8 C 0 1 N N N 132.154 -16.505 163.230 2.342 -1.796 -0.567 C8 N6L 16 N6L C9 C9 C 0 1 N N S 130.790 -14.477 163.312 0.336 -0.548 -0.945 C9 N6L 17 N6L C10 C10 C 0 1 N N N 131.825 -14.355 162.194 0.085 -2.013 -1.362 C10 N6L 18 N6L C11 C11 C 0 1 N N N 132.898 -15.390 162.510 1.516 -2.544 -1.643 C11 N6L 19 N6L C12 C12 C 0 1 N N N 130.255 -16.275 164.885 2.340 0.661 -0.046 C12 N6L 20 N6L C13 C13 C 0 1 N N R 130.480 -17.663 165.467 3.776 0.606 0.407 C13 N6L 21 N6L C14 C14 C 0 1 N N N 131.056 -17.573 166.883 4.698 0.624 -0.815 C14 N6L 22 N6L C15 C15 C 0 1 Y N N 135.039 -15.995 167.068 8.747 0.120 0.448 C15 N6L 23 N6L C16 C16 C 0 1 Y N N 134.000 -15.328 167.720 7.977 -0.985 0.139 C16 N6L 24 N6L C17 C17 C 0 1 Y N N 132.707 -15.837 167.662 6.666 -0.822 -0.269 C17 N6L 25 N6L C18 C18 C 0 1 Y N N 132.448 -17.012 166.945 6.126 0.446 -0.369 C18 N6L 26 N6L C19 C19 C 0 1 Y N N 133.484 -17.682 166.303 6.897 1.552 -0.061 C19 N6L 27 N6L C20 C20 C 0 1 Y N N 134.766 -17.166 166.374 8.207 1.389 0.348 C20 N6L 28 N6L H2 H2 H 0 1 N N N 127.027 -13.761 161.914 -2.636 1.216 1.367 H2 N6L 29 N6L H2A H2A H 0 1 N N N 127.289 -12.006 162.195 -2.701 -0.483 1.895 H2A N6L 30 N6L HN2 HN2 H 0 1 N N N 129.176 -12.557 163.563 -2.289 -0.433 -0.899 HN2 N6L 31 N6L H3 H3 H 0 1 N N N 126.946 -11.133 164.517 -4.455 2.201 0.230 H3 N6L 32 N6L HN3 HN3 H 0 1 N N N 129.229 -19.203 165.868 3.919 2.631 0.752 HN3 N6L 33 N6L HN3A HN3A H 0 0 N N N 128.548 -17.731 166.066 3.516 1.746 2.101 HN3A N6L 34 N6L H5 H5 H 0 1 N N N 123.734 -12.926 166.697 -7.902 -0.147 -0.670 H5 N6L 35 N6L H6 H6 H 0 1 N N N 123.797 -14.835 165.112 -6.693 -2.182 0.006 H6 N6L 36 N6L H8 H8 H 0 1 N N N 132.808 -17.002 163.961 3.384 -1.716 -0.877 H8 N6L 37 N6L H8A H8A H 0 1 N N N 131.775 -17.248 162.513 2.269 -2.309 0.392 H8A N6L 38 N6L H9 H9 H 0 1 N N N 130.960 -13.691 164.062 0.185 0.113 -1.798 H9 N6L 39 N6L H10 H10 H 0 1 N N N 131.363 -14.567 161.219 -0.380 -2.571 -0.549 H10 N6L 40 N6L H10A H10A H 0 0 N N N 132.259 -13.344 162.182 -0.527 -2.058 -2.263 H10A N6L 41 N6L H11 H11 H 0 1 N N N 133.675 -14.959 163.159 1.844 -2.271 -2.647 H11 N6L 42 N6L H11A H11A H 0 0 N N N 133.360 -15.765 161.585 1.568 -3.622 -1.496 H11A N6L 43 N6L H13 H13 H 0 1 N N N 131.165 -18.233 164.822 3.944 -0.309 0.975 H13 N6L 44 N6L H14 H14 H 0 1 N N N 130.397 -16.929 167.484 4.423 -0.188 -1.488 H14 N6L 45 N6L H14A H14A H 0 0 N N N 131.072 -18.585 167.314 4.595 1.577 -1.333 H14A N6L 46 N6L H15 H15 H 0 1 N N N 136.045 -15.604 167.103 9.770 -0.008 0.771 H15 N6L 47 N6L H16 H16 H 0 1 N N N 134.200 -14.419 168.268 8.399 -1.977 0.217 H16 N6L 48 N6L H17 H17 H 0 1 N N N 131.902 -15.326 168.170 6.064 -1.686 -0.511 H17 N6L 49 N6L H19 H19 H 0 1 N N N 133.290 -18.593 165.756 6.475 2.543 -0.139 H19 N6L 50 N6L H20 H20 H 0 1 N N N 135.572 -17.686 165.878 8.809 2.252 0.589 H20 N6L 51 # 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 N6L C CL SING N N 1 N6L C C1 DOUB Y N 2 N6L C C6 SING Y N 3 N6L N C8 SING N N 4 N6L N C9 SING N N 5 N6L N C12 SING N N 6 N6L O C7 DOUB N N 7 N6L C1 C2 SING N N 8 N6L C1 C3 SING Y N 9 N6L O1 C12 DOUB N N 10 N6L CL1 C4 SING N N 11 N6L C2 N2 SING N N 12 N6L N2 C7 SING N N 13 N6L C3 C4 DOUB Y N 14 N6L N3 C13 SING N N 15 N6L C4 C5 SING Y N 16 N6L C5 C6 DOUB Y N 17 N6L C7 C9 SING N N 18 N6L C8 C11 SING N N 19 N6L C9 C10 SING N N 20 N6L C10 C11 SING N N 21 N6L C12 C13 SING N N 22 N6L C13 C14 SING N N 23 N6L C14 C18 SING N N 24 N6L C15 C16 DOUB Y N 25 N6L C15 C20 SING Y N 26 N6L C16 C17 SING Y N 27 N6L C17 C18 DOUB Y N 28 N6L C18 C19 SING Y N 29 N6L C19 C20 DOUB Y N 30 N6L C2 H2 SING N N 31 N6L C2 H2A SING N N 32 N6L N2 HN2 SING N N 33 N6L C3 H3 SING N N 34 N6L N3 HN3 SING N N 35 N6L N3 HN3A SING N N 36 N6L C5 H5 SING N N 37 N6L C6 H6 SING N N 38 N6L C8 H8 SING N N 39 N6L C8 H8A SING N N 40 N6L C9 H9 SING N N 41 N6L C10 H10 SING N N 42 N6L C10 H10A SING N N 43 N6L C11 H11 SING N N 44 N6L C11 H11A SING N N 45 N6L C13 H13 SING N N 46 N6L C14 H14 SING N N 47 N6L C14 H14A SING N N 48 N6L C15 H15 SING N N 49 N6L C16 H16 SING N N 50 N6L C17 H17 SING N N 51 N6L C19 H19 SING N N 52 N6L C20 H20 SING N N 53 # 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 N6L SMILES ACDLabs 12.01 "O=C(NCc1cc(Cl)ccc1Cl)C3N(C(=O)C(N)Cc2ccccc2)CCC3" N6L InChI InChI 1.03 "InChI=1S/C21H23Cl2N3O2/c22-16-8-9-17(23)15(12-16)13-25-20(27)19-7-4-10-26(19)21(28)18(24)11-14-5-2-1-3-6-14/h1-3,5-6,8-9,12,18-19H,4,7,10-11,13,24H2,(H,25,27)/t18-,19+/m1/s1" N6L InChIKey InChI 1.03 XSOBNETYEYXSCD-MOPGFXCFSA-N N6L SMILES_CANONICAL CACTVS 3.385 "N[C@H](Cc1ccccc1)C(=O)N2CCC[C@H]2C(=O)NCc3cc(Cl)ccc3Cl" N6L SMILES CACTVS 3.385 "N[CH](Cc1ccccc1)C(=O)N2CCC[CH]2C(=O)NCc3cc(Cl)ccc3Cl" N6L SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C[C@H](C(=O)N2CCC[C@H]2C(=O)NCc3cc(ccc3Cl)Cl)N" N6L SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CC(C(=O)N2CCCC2C(=O)NCc3cc(ccc3Cl)Cl)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 N6L "SYSTEMATIC NAME" ACDLabs 12.01 "D-phenylalanyl-N-(2,5-dichlorobenzyl)-L-prolinamide" N6L "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-1-[(2R)-2-azanyl-3-phenyl-propanoyl]-N-[[2,5-bis(chloranyl)phenyl]methyl]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 N6L "Create component" 2014-12-12 EBI N6L "Initial release" 2015-08-26 RCSB #