data_A6K # _chem_comp.id A6K _chem_comp.name "(3R)-3-azanyl-4-(4-chlorophenyl)-1-[(3S,4R)-3-(4-chlorophenyl)-4-(hydroxymethyl)pyrrolidin-1-yl]butan-1-one" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H24 Cl2 N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-11-25 _chem_comp.pdbx_modified_date 2014-07-10 _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 407.333 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A6K _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 4CGL _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 A6K CL1 CL1 CL 0 0 N N N 5.371 49.291 60.427 -9.011 -1.749 0.153 CL1 A6K 1 A6K C18 C18 C 0 1 Y N N 4.670 47.782 59.746 -7.512 -0.882 0.269 C18 A6K 2 A6K C17 C17 C 0 1 Y N N 3.884 46.983 60.592 -6.642 -1.139 1.314 C17 A6K 3 A6K C16 C16 C 0 1 Y N N 3.381 45.799 59.994 -5.449 -0.448 1.406 C16 A6K 4 A6K C19 C19 C 0 1 Y N N 4.852 47.525 58.402 -7.184 0.064 -0.686 C19 A6K 5 A6K C20 C20 C 0 1 Y N N 4.355 46.382 57.822 -5.990 0.754 -0.593 C20 A6K 6 A6K C15 C15 C 0 1 Y N N 3.632 45.509 58.629 -5.124 0.500 0.454 C15 A6K 7 A6K C14 C14 C 0 1 N N N 3.052 44.227 57.991 -3.823 1.253 0.555 C14 A6K 8 A6K C C C 0 1 N N R 1.947 44.509 56.914 -2.733 0.492 -0.202 C A6K 9 A6K N N N 0 1 N N N 1.621 43.183 56.308 -3.058 0.468 -1.634 N A6K 10 A6K C1 C1 C 0 1 N N N 0.700 45.175 57.483 -1.387 1.189 0.004 C1 A6K 11 A6K C2 C2 C 0 1 N N N 0.855 46.689 57.298 -0.295 0.373 -0.639 C2 A6K 12 A6K O O O 0 1 N N N 1.094 47.094 56.139 -0.567 -0.664 -1.206 O A6K 13 A6K N1 N1 N 0 1 N N N 0.684 47.617 58.239 0.984 0.796 -0.584 N1 A6K 14 A6K C7 C7 C 0 1 N N N 0.793 49.122 58.091 2.142 0.102 -1.165 C7 A6K 15 A6K C6 C6 C 0 1 N N S 0.238 49.656 59.431 3.394 0.940 -0.832 C6 A6K 16 A6K C4 C4 C 0 1 N N R 0.507 48.531 60.410 2.941 1.765 0.403 C4 A6K 17 A6K C5 C5 C 0 1 N N N -0.497 48.590 61.555 3.725 3.075 0.504 C5 A6K 18 A6K O1 O1 O 0 1 N N N -1.870 48.573 61.170 3.367 3.752 1.711 O1 A6K 19 A6K C3 C3 C 0 1 N N N 0.199 47.296 59.604 1.452 2.035 0.064 C3 A6K 20 A6K C8 C8 C 0 1 Y N N 0.920 50.959 59.779 4.555 0.047 -0.480 C8 A6K 21 A6K C13 C13 C 0 1 Y N N 2.251 51.001 60.246 5.726 0.116 -1.212 C13 A6K 22 A6K C12 C12 C 0 1 Y N N 2.814 52.251 60.547 6.792 -0.703 -0.889 C12 A6K 23 A6K C11 C11 C 0 1 Y N N 2.022 53.352 60.333 6.687 -1.591 0.167 C11 A6K 24 A6K CL CL CL 0 0 N N N 2.755 54.918 60.765 8.025 -2.620 0.572 CL A6K 25 A6K C10 C10 C 0 1 Y N N 0.694 53.400 59.893 5.515 -1.659 0.899 C10 A6K 26 A6K C9 C9 C 0 1 Y N N 0.164 52.141 59.576 4.452 -0.836 0.579 C9 A6K 27 A6K H17 H17 H 0 1 N N N 3.678 47.249 61.618 -6.896 -1.880 2.058 H17 A6K 28 A6K H19 H19 H 0 1 N N N 5.395 48.235 57.795 -7.860 0.262 -1.504 H19 A6K 29 A6K H16 H16 H 0 1 N N N 2.799 45.109 60.587 -4.770 -0.649 2.222 H16 A6K 30 A6K H20 H20 H 0 1 N N N 4.520 46.169 56.776 -5.734 1.492 -1.339 H20 A6K 31 A6K H141 H141 H 0 0 N N N 3.873 43.675 57.511 -3.942 2.246 0.120 H141 A6K 32 A6K H142 H142 H 0 0 N N N 2.612 43.610 58.788 -3.538 1.349 1.603 H142 A6K 33 A6K H H H 0 1 N N N 2.378 45.164 56.142 -2.674 -0.529 0.175 H A6K 34 A6K HN1 HN1 H 0 1 N N N 0.916 43.300 55.608 -3.118 1.403 -2.008 HN1 A6K 35 A6K HN2 HN2 H 0 1 N N N 2.443 42.796 55.891 -2.387 -0.084 -2.148 HN2 A6K 36 A6K H11C H11C H 0 0 N N N -0.192 44.821 56.945 -1.417 2.179 -0.452 H11C A6K 37 A6K H12C H12C H 0 0 N N N 0.602 44.936 58.552 -1.187 1.287 1.071 H12C A6K 38 A6K H71C H71C H 0 0 N N N 1.840 49.429 57.949 2.235 -0.893 -0.729 H71C A6K 39 A6K H72C H72C H 0 0 N N N 0.188 49.479 57.244 2.024 0.025 -2.246 H72C A6K 40 A6K H31C H31C H 0 0 N N N -0.883 47.096 59.596 1.363 2.878 -0.621 H31C A6K 41 A6K H32C H32C H 0 0 N N N 0.730 46.423 60.011 0.885 2.224 0.975 H32C A6K 42 A6K H6 H6 H 0 1 N N N -0.846 49.816 59.338 3.649 1.598 -1.662 H6 A6K 43 A6K H4 H4 H 0 1 N N N 1.545 48.541 60.774 3.038 1.182 1.319 H4 A6K 44 A6K H51C H51C H 0 0 N N N -0.318 47.723 62.208 4.793 2.859 0.511 H51C A6K 45 A6K H52C H52C H 0 0 N N N -0.315 49.517 62.118 3.487 3.707 -0.351 H52C A6K 46 A6K H1 H1 H 0 1 N N N -2.417 48.613 61.945 3.826 4.592 1.841 H1 A6K 47 A6K H13 H13 H 0 1 N N N 2.823 50.093 60.369 5.808 0.809 -2.036 H13 A6K 48 A6K H9 H9 H 0 1 N N N -0.835 52.071 59.171 3.538 -0.886 1.153 H9 A6K 49 A6K H12 H12 H 0 1 N N N 3.820 52.342 60.928 7.706 -0.650 -1.462 H12 A6K 50 A6K H10 H10 H 0 1 N N N 0.132 54.318 59.806 5.433 -2.352 1.723 H10 A6K 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 A6K CL1 C18 SING N N 1 A6K C18 C17 SING Y N 2 A6K C18 C19 DOUB Y N 3 A6K C17 C16 DOUB Y N 4 A6K C16 C15 SING Y N 5 A6K C19 C20 SING Y N 6 A6K C20 C15 DOUB Y N 7 A6K C15 C14 SING N N 8 A6K C14 C SING N N 9 A6K C N SING N N 10 A6K C C1 SING N N 11 A6K C1 C2 SING N N 12 A6K C2 O DOUB N N 13 A6K C2 N1 SING N N 14 A6K N1 C7 SING N N 15 A6K N1 C3 SING N N 16 A6K C7 C6 SING N N 17 A6K C6 C4 SING N N 18 A6K C6 C8 SING N N 19 A6K C4 C5 SING N N 20 A6K C4 C3 SING N N 21 A6K C5 O1 SING N N 22 A6K C8 C13 SING Y N 23 A6K C8 C9 DOUB Y N 24 A6K C13 C12 DOUB Y N 25 A6K C12 C11 SING Y N 26 A6K C11 CL SING N N 27 A6K C11 C10 DOUB Y N 28 A6K C10 C9 SING Y N 29 A6K C17 H17 SING N N 30 A6K C19 H19 SING N N 31 A6K C16 H16 SING N N 32 A6K C20 H20 SING N N 33 A6K C14 H141 SING N N 34 A6K C14 H142 SING N N 35 A6K C H SING N N 36 A6K N HN1 SING N N 37 A6K N HN2 SING N N 38 A6K C1 H11C SING N N 39 A6K C1 H12C SING N N 40 A6K C7 H71C SING N N 41 A6K C7 H72C SING N N 42 A6K C3 H31C SING N N 43 A6K C3 H32C SING N N 44 A6K C6 H6 SING N N 45 A6K C4 H4 SING N N 46 A6K C5 H51C SING N N 47 A6K C5 H52C SING N N 48 A6K O1 H1 SING N N 49 A6K C13 H13 SING N N 50 A6K C9 H9 SING N N 51 A6K C12 H12 SING N N 52 A6K C10 H10 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 A6K SMILES ACDLabs 12.01 "O=C(N2CC(c1ccc(Cl)cc1)C(CO)C2)CC(N)Cc3ccc(Cl)cc3" A6K InChI InChI 1.03 "InChI=1S/C21H24Cl2N2O2/c22-17-5-1-14(2-6-17)9-19(24)10-21(27)25-11-16(13-26)20(12-25)15-3-7-18(23)8-4-15/h1-8,16,19-20,26H,9-13,24H2/t16-,19-,20-/m1/s1" A6K InChIKey InChI 1.03 ZFSKJGRASNTEBX-NSISKUIASA-N A6K SMILES_CANONICAL CACTVS 3.385 "N[C@@H](CC(=O)N1C[C@H](CO)[C@H](C1)c2ccc(Cl)cc2)Cc3ccc(Cl)cc3" A6K SMILES CACTVS 3.385 "N[CH](CC(=O)N1C[CH](CO)[CH](C1)c2ccc(Cl)cc2)Cc3ccc(Cl)cc3" A6K SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C[C@H](CC(=O)N2C[C@@H]([C@H](C2)c3ccc(cc3)Cl)CO)N)Cl" A6K SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CC(CC(=O)N2CC(C(C2)c3ccc(cc3)Cl)CO)N)Cl" # 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 A6K "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-3-amino-4-(4-chlorophenyl)-1-[(3S,4R)-3-(4-chlorophenyl)-4-(hydroxymethyl)pyrrolidin-1-yl]butan-1-one" A6K "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3R)-3-azanyl-4-(4-chlorophenyl)-1-[(3S,4R)-3-(4-chlorophenyl)-4-(hydroxymethyl)pyrrolidin-1-yl]butan-1-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A6K "Create component" 2013-11-25 EBI A6K "Initial release" 2014-07-08 RCSB A6K "Other modification" 2014-07-10 EBI #