data_6TH # _chem_comp.id 6TH _chem_comp.name "(2~{S})-1-[(2~{R})-2-azanyl-3-cyclohexyl-propanoyl]-~{N}-[[5-chloranyl-2-(hydroxymethyl)phenyl]methyl]pyrrolidine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H32 Cl N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-06-21 _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 421.961 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6TH _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 5LCE _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 6TH C4 C1 C 0 1 N N N 21.830 -14.074 24.058 -8.436 -0.793 -0.711 C4 6TH 1 6TH C5 C2 C 0 1 N N N 22.139 -13.618 25.474 -8.631 0.631 -0.186 C5 6TH 2 6TH C6 C3 C 0 1 N N N 21.044 -12.714 26.001 -7.669 0.882 0.977 C6 6TH 3 6TH N1 N1 N 0 1 N N N 17.876 -12.833 21.394 -1.639 0.273 -0.333 N1 6TH 4 6TH C7 C4 C 0 1 N N N 19.687 -13.400 25.923 -6.228 0.709 0.493 C7 6TH 5 6TH C8 C5 C 0 1 N N N 17.126 -13.283 22.414 -2.214 -0.831 0.183 C8 6TH 6 6TH N2 N2 N 0 1 N N N 15.489 -10.303 20.738 2.044 0.112 0.016 N2 6TH 7 6TH C9 C6 C 0 1 N N N 19.006 -13.517 20.741 -2.284 1.590 -0.477 C9 6TH 8 6TH C10 C7 C 0 1 N N N 19.660 -12.419 19.938 -1.509 2.289 -1.621 C10 6TH 9 6TH C11 C8 C 0 1 N N N 18.516 -11.490 19.568 -0.059 1.805 -1.357 C11 6TH 10 6TH C12 C9 C 0 1 N N S 17.589 -11.525 20.790 -0.262 0.364 -0.841 C12 6TH 11 6TH C13 C10 C 0 1 N N N 16.123 -11.419 20.377 0.720 0.071 0.263 C13 6TH 12 6TH C14 C11 C 0 1 N N N 14.089 -10.072 20.409 2.999 -0.172 1.090 C14 6TH 13 6TH C15 C12 C 0 1 Y N N 13.184 -10.075 21.617 4.404 -0.060 0.556 C15 6TH 14 6TH O2 O1 O 0 1 N N N 16.210 -12.624 22.867 -1.585 -1.866 0.253 O2 6TH 15 6TH C C13 C 0 1 N N R 17.435 -14.682 23.019 -3.638 -0.780 0.674 C 6TH 16 6TH C1 C14 C 0 1 N N N 17.977 -14.502 24.436 -4.592 -0.887 -0.517 C1 6TH 17 6TH C2 C15 C 0 1 N N N 19.347 -13.831 24.504 -6.033 -0.715 -0.033 C2 6TH 18 6TH C3 C16 C 0 1 N N N 20.456 -14.734 23.973 -6.995 -0.965 -1.195 C3 6TH 19 6TH N N3 N 0 1 N N N 16.168 -15.426 22.986 -3.878 -1.898 1.596 N 6TH 20 6TH O1 O2 O 0 1 N N N 15.576 -12.333 19.762 0.319 -0.201 1.375 O1 6TH 21 6TH C20 C17 C 0 1 Y N N 12.407 -11.206 21.918 4.991 1.182 0.411 C20 6TH 22 6TH C21 C18 C 0 1 N N N 12.483 -12.453 21.070 4.225 2.425 0.786 C21 6TH 23 6TH O O3 O 0 1 N N N 13.139 -13.511 21.737 5.039 3.576 0.547 O 6TH 24 6TH C19 C19 C 0 1 Y N N 11.557 -11.170 23.018 6.280 1.286 -0.078 C19 6TH 25 6TH C18 C20 C 0 1 Y N N 11.467 -10.049 23.820 6.982 0.146 -0.422 C18 6TH 26 6TH C17 C21 C 0 1 Y N N 12.244 -8.958 23.519 6.394 -1.098 -0.277 C17 6TH 27 6TH CL CL1 CL 0 0 N N N 12.182 -7.553 24.543 7.276 -2.530 -0.710 CL 6TH 28 6TH C16 C22 C 0 1 Y N N 13.093 -8.953 22.437 5.107 -1.201 0.218 C16 6TH 29 6TH H1 H1 H 0 1 N N N 22.595 -14.798 23.740 -8.639 -1.506 0.088 H1 6TH 30 6TH H2 H2 H 0 1 N N N 21.850 -13.201 23.389 -9.122 -0.972 -1.540 H2 6TH 31 6TH H3 H3 H 0 1 N N N 22.223 -14.500 26.126 -8.429 1.344 -0.985 H3 6TH 32 6TH H4 H4 H 0 1 N N N 23.092 -13.068 25.476 -9.658 0.753 0.159 H4 6TH 33 6TH H5 H5 H 0 1 N N N 21.260 -12.461 27.050 -7.808 1.896 1.351 H5 6TH 34 6TH H6 H6 H 0 1 N N N 21.017 -11.793 25.400 -7.872 0.169 1.776 H6 6TH 35 6TH H7 H7 H 0 1 N N N 18.915 -12.701 26.276 -6.026 1.422 -0.307 H7 6TH 36 6TH H8 H8 H 0 1 N N N 19.701 -14.289 26.571 -5.543 0.888 1.321 H8 6TH 37 6TH H9 H9 H 0 1 N N N 15.989 -9.604 21.249 2.365 0.330 -0.873 H9 6TH 38 6TH H10 H10 H 0 1 N N N 18.651 -14.326 20.086 -3.333 1.472 -0.746 H10 6TH 39 6TH H11 H11 H 0 1 N N N 19.702 -13.928 21.487 -2.193 2.160 0.449 H11 6TH 40 6TH H12 H12 H 0 1 N N N 20.137 -12.828 19.035 -1.862 1.952 -2.595 H12 6TH 41 6TH H13 H13 H 0 1 N N N 20.412 -11.890 20.542 -1.581 3.374 -1.536 H13 6TH 42 6TH H14 H14 H 0 1 N N N 18.885 -10.470 19.388 0.523 1.809 -2.278 H14 6TH 43 6TH H15 H15 H 0 1 N N N 17.993 -11.854 18.671 0.420 2.419 -0.594 H15 6TH 44 6TH H16 H16 H 0 1 N N N 17.847 -10.709 21.481 -0.126 -0.344 -1.659 H16 6TH 45 6TH H17 H17 H 0 1 N N N 14.004 -9.095 19.911 2.860 0.545 1.900 H17 6TH 46 6TH H18 H18 H 0 1 N N N 13.757 -10.864 19.722 2.832 -1.182 1.467 H18 6TH 47 6TH H19 H19 H 0 1 N N N 18.190 -15.185 22.398 -3.809 0.163 1.194 H19 6TH 48 6TH H20 H20 H 0 1 N N N 17.263 -13.886 25.002 -4.357 -0.108 -1.242 H20 6TH 49 6TH H21 H21 H 0 1 N N N 18.056 -15.495 24.903 -4.481 -1.865 -0.985 H21 6TH 50 6TH H22 H22 H 0 1 N N N 19.314 -12.930 23.874 -6.235 -1.428 0.767 H22 6TH 51 6TH H23 H23 H 0 1 N N N 20.243 -14.974 22.921 -6.857 -1.980 -1.569 H23 6TH 52 6TH H24 H24 H 0 1 N N N 20.471 -15.661 24.565 -6.793 -0.253 -1.995 H24 6TH 53 6TH H25 H25 H 0 1 N N N 16.308 -16.340 23.366 -3.726 -2.784 1.138 H25 6TH 54 6TH H26 H26 H 0 1 N N N 15.482 -14.941 23.529 -3.305 -1.815 2.422 H26 6TH 55 6TH H28 H28 H 0 1 N N N 13.034 -12.221 20.146 3.319 2.490 0.183 H28 6TH 56 6TH H29 H29 H 0 1 N N N 11.461 -12.773 20.817 3.957 2.382 1.841 H29 6TH 57 6TH H30 H30 H 0 1 N N N 13.166 -14.274 21.172 4.609 4.414 0.766 H30 6TH 58 6TH H31 H31 H 0 1 N N N 10.955 -12.036 23.250 6.738 2.257 -0.191 H31 6TH 59 6TH H32 H32 H 0 1 N N N 10.798 -10.031 24.668 7.989 0.227 -0.805 H32 6TH 60 6TH H33 H33 H 0 1 N N N 13.689 -8.078 22.223 4.650 -2.173 0.336 H33 6TH 61 # 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 6TH C11 C10 SING N N 1 6TH C11 C12 SING N N 2 6TH O1 C13 DOUB N N 3 6TH C10 C9 SING N N 4 6TH C13 N2 SING N N 5 6TH C13 C12 SING N N 6 6TH C14 N2 SING N N 7 6TH C14 C15 SING N N 8 6TH C9 N1 SING N N 9 6TH C12 N1 SING N N 10 6TH C21 O SING N N 11 6TH C21 C20 SING N N 12 6TH N1 C8 SING N N 13 6TH C15 C20 DOUB Y N 14 6TH C15 C16 SING Y N 15 6TH C20 C19 SING Y N 16 6TH C8 O2 DOUB N N 17 6TH C8 C SING N N 18 6TH C16 C17 DOUB Y N 19 6TH N C SING N N 20 6TH C19 C18 DOUB Y N 21 6TH C C1 SING N N 22 6TH C17 C18 SING Y N 23 6TH C17 CL SING N N 24 6TH C3 C4 SING N N 25 6TH C3 C2 SING N N 26 6TH C4 C5 SING N N 27 6TH C1 C2 SING N N 28 6TH C2 C7 SING N N 29 6TH C5 C6 SING N N 30 6TH C7 C6 SING N N 31 6TH C4 H1 SING N N 32 6TH C4 H2 SING N N 33 6TH C5 H3 SING N N 34 6TH C5 H4 SING N N 35 6TH C6 H5 SING N N 36 6TH C6 H6 SING N N 37 6TH C7 H7 SING N N 38 6TH C7 H8 SING N N 39 6TH N2 H9 SING N N 40 6TH C9 H10 SING N N 41 6TH C9 H11 SING N N 42 6TH C10 H12 SING N N 43 6TH C10 H13 SING N N 44 6TH C11 H14 SING N N 45 6TH C11 H15 SING N N 46 6TH C12 H16 SING N N 47 6TH C14 H17 SING N N 48 6TH C14 H18 SING N N 49 6TH C H19 SING N N 50 6TH C1 H20 SING N N 51 6TH C1 H21 SING N N 52 6TH C2 H22 SING N N 53 6TH C3 H23 SING N N 54 6TH C3 H24 SING N N 55 6TH N H25 SING N N 56 6TH N H26 SING N N 57 6TH C21 H28 SING N N 58 6TH C21 H29 SING N N 59 6TH O H30 SING N N 60 6TH C19 H31 SING N N 61 6TH C18 H32 SING N N 62 6TH C16 H33 SING N N 63 # 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 6TH InChI InChI 1.03 "InChI=1S/C22H32ClN3O3/c23-18-9-8-16(14-27)17(12-18)13-25-21(28)20-7-4-10-26(20)22(29)19(24)11-15-5-2-1-3-6-15/h8-9,12,15,19-20,27H,1-7,10-11,13-14,24H2,(H,25,28)/t19-,20+/m1/s1" 6TH InChIKey InChI 1.03 DQPDUJDTFYTAKL-UXHICEINSA-N 6TH SMILES_CANONICAL CACTVS 3.385 "N[C@H](CC1CCCCC1)C(=O)N2CCC[C@H]2C(=O)NCc3cc(Cl)ccc3CO" 6TH SMILES CACTVS 3.385 "N[CH](CC1CCCCC1)C(=O)N2CCC[CH]2C(=O)NCc3cc(Cl)ccc3CO" 6TH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1cc(c(cc1Cl)CNC(=O)[C@@H]2CCCN2C(=O)[C@@H](CC3CCCCC3)N)CO" 6TH SMILES "OpenEye OEToolkits" 2.0.5 "c1cc(c(cc1Cl)CNC(=O)C2CCCN2C(=O)C(CC3CCCCC3)N)CO" # 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 6TH "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "(2~{S})-1-[(2~{R})-2-azanyl-3-cyclohexyl-propanoyl]-~{N}-[[5-chloranyl-2-(hydroxymethyl)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 6TH "Create component" 2016-06-21 EBI 6TH "Initial release" 2017-07-26 RCSB #