data_A6M # _chem_comp.id A6M _chem_comp.name "(3R)-3-amino-4-(4-chlorophenyl)-1-[(3R,4S)-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 2014-04-14 _chem_comp.pdbx_modified_date 2014-09-26 _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 A6M _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 4CYN _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 A6M CL1 CL1 CL 0 0 N N N 7.717 48.253 60.930 -8.741 -1.645 0.238 CL1 A6M 1 A6M C18 C18 C 0 1 Y N N 6.909 46.780 60.295 -7.239 -0.825 -0.057 C18 A6M 2 A6M C17 C17 C 0 1 Y N N 5.871 46.331 61.042 -6.878 0.259 0.724 C17 A6M 3 A6M C16 C16 C 0 1 Y N N 5.184 45.247 60.518 -5.683 0.912 0.488 C16 A6M 4 A6M C19 C19 C 0 1 Y N N 7.338 46.206 59.081 -6.402 -1.258 -1.069 C19 A6M 5 A6M C20 C20 C 0 1 Y N N 6.616 45.106 58.556 -5.207 -0.604 -1.304 C20 A6M 6 A6M C15 C15 C 0 1 Y N N 5.532 44.672 59.317 -4.848 0.482 -0.527 C15 A6M 7 A6M C14 C14 C 0 1 N N N 4.740 43.545 58.739 -3.546 1.194 -0.784 C14 A6M 8 A6M C C C 0 1 N N R 3.967 44.073 57.477 -2.438 0.549 0.052 C A6M 9 A6M N N N 0 1 N N N 3.282 42.950 56.871 -2.223 -0.831 -0.403 N A6M 10 A6M C1 C1 C 0 1 N N N 2.865 45.148 57.764 -1.144 1.348 -0.112 C1 A6M 11 A6M C2 C2 C 0 1 N N N 3.591 46.466 57.764 -0.087 0.786 0.804 C2 A6M 12 A6M O O O 0 1 N N N 4.683 46.708 57.113 -0.345 -0.160 1.518 O A6M 13 A6M N1 N1 N 0 1 N N N 3.207 47.426 58.674 1.143 1.336 0.831 N1 A6M 14 A6M C3 C3 C 0 1 N N N 2.215 47.230 59.761 1.622 2.490 0.035 C3 A6M 15 A6M C4 C4 C 0 1 N N S 2.111 48.695 60.208 3.067 2.083 -0.347 C4 A6M 16 A6M C6 C6 C 0 1 N N R 3.561 49.175 60.211 3.566 1.355 0.922 C6 A6M 17 A6M C5 C5 C 0 1 N N N 1.496 48.774 61.582 3.921 3.320 -0.633 C5 A6M 18 A6M O1 O1 O 0 1 N N N 0.134 48.344 61.499 3.434 3.973 -1.808 O1 A6M 19 A6M C7 C7 C 0 1 N N N 4.014 48.670 58.784 2.286 0.914 1.661 C7 A6M 20 A6M C8 C8 C 0 1 Y N N 3.770 50.668 60.312 4.397 0.156 0.545 C8 A6M 21 A6M C13 C13 C 0 1 Y N N 4.930 51.116 60.977 5.715 0.072 0.955 C13 A6M 22 A6M C12 C12 C 0 1 Y N N 5.229 52.446 61.122 6.477 -1.028 0.609 C12 A6M 23 A6M C11 C11 C 0 1 Y N N 4.354 53.396 60.574 5.922 -2.045 -0.146 C11 A6M 24 A6M CL CL CL 0 0 N N N 4.801 55.110 60.780 6.878 -3.427 -0.580 CL A6M 25 A6M C10 C10 C 0 1 Y N N 3.192 52.968 59.909 4.603 -1.961 -0.556 C10 A6M 26 A6M C9 C9 C 0 1 Y N N 2.846 51.609 59.765 3.840 -0.863 -0.205 C9 A6M 27 A6M H17 H17 H 0 1 N N N 5.598 46.787 61.982 -7.530 0.595 1.516 H17 A6M 28 A6M H19 H19 H 0 1 N N N 8.200 46.597 58.561 -6.681 -2.107 -1.675 H19 A6M 29 A6M H16 H16 H 0 1 N N N 4.349 44.841 61.070 -5.400 1.758 1.097 H16 A6M 30 A6M H20 H20 H 0 1 N N N 6.889 44.633 57.624 -4.552 -0.942 -2.093 H20 A6M 31 A6M H141 H141 H 0 0 N N N 5.416 42.729 58.445 -3.293 1.120 -1.841 H141 A6M 32 A6M H142 H142 H 0 0 N N N 4.022 43.175 59.486 -3.645 2.244 -0.507 H142 A6M 33 A6M H H H 0 1 N N N 4.697 44.498 56.772 -2.732 0.544 1.102 H A6M 34 A6M HN1 HN1 H 0 1 N N N 2.781 43.261 56.063 -1.950 -0.853 -1.374 HN1 A6M 35 A6M HN2 HN2 H 0 1 N N N 3.951 42.257 56.602 -1.542 -1.300 0.175 HN2 A6M 36 A6M H11C H11C H 0 0 N N N 2.096 45.131 56.978 -0.803 1.279 -1.145 H11C A6M 37 A6M H12C H12C H 0 0 N N N 2.394 44.967 58.742 -1.327 2.392 0.141 H12C A6M 38 A6M H71C H71C H 0 0 N N N 5.093 48.459 58.750 2.234 1.396 2.637 H71C A6M 39 A6M H72C H72C H 0 0 N N N 3.757 49.393 57.996 2.281 -0.169 1.779 H72C A6M 40 A6M H31C H31C H 0 0 N N N 1.258 46.838 59.388 1.010 2.622 -0.857 H31C A6M 41 A6M H32C H32C H 0 0 N N N 2.593 46.575 60.560 1.622 3.398 0.638 H32C A6M 42 A6M H6 H6 H 0 1 N N N 4.136 48.651 60.988 4.146 2.036 1.546 H6 A6M 43 A6M H4 H4 H 0 1 N N N 1.518 49.273 59.484 3.064 1.411 -1.205 H4 A6M 44 A6M H51C H51C H 0 0 N N N 2.049 48.121 62.273 3.863 4.005 0.213 H51C A6M 45 A6M H52C H52C H 0 0 N N N 1.535 49.811 61.946 4.957 3.019 -0.788 H52C A6M 46 A6M H1 H1 H 0 1 N N N -0.266 48.389 62.360 3.930 4.767 -2.050 H1 A6M 47 A6M H13 H13 H 0 1 N N N 5.609 50.383 61.388 6.149 0.865 1.544 H13 A6M 48 A6M H9 H9 H 0 1 N N N 1.937 51.299 59.271 2.809 -0.798 -0.521 H9 A6M 49 A6M H12 H12 H 0 1 N N N 6.120 52.756 61.647 7.507 -1.094 0.928 H12 A6M 50 A6M H10 H10 H 0 1 N N N 2.534 53.714 59.489 4.168 -2.754 -1.145 H10 A6M 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 A6M CL1 C18 SING N N 1 A6M C18 C17 SING Y N 2 A6M C18 C19 DOUB Y N 3 A6M C17 C16 DOUB Y N 4 A6M C16 C15 SING Y N 5 A6M C19 C20 SING Y N 6 A6M C20 C15 DOUB Y N 7 A6M C15 C14 SING N N 8 A6M C14 C SING N N 9 A6M C N SING N N 10 A6M C C1 SING N N 11 A6M C1 C2 SING N N 12 A6M C2 O DOUB N N 13 A6M C2 N1 SING N N 14 A6M N1 C7 SING N N 15 A6M N1 C3 SING N N 16 A6M C7 C6 SING N N 17 A6M C6 C4 SING N N 18 A6M C6 C8 SING N N 19 A6M C4 C5 SING N N 20 A6M C4 C3 SING N N 21 A6M C5 O1 SING N N 22 A6M C8 C13 SING Y N 23 A6M C8 C9 DOUB Y N 24 A6M C13 C12 DOUB Y N 25 A6M C12 C11 SING Y N 26 A6M C11 CL SING N N 27 A6M C11 C10 DOUB Y N 28 A6M C10 C9 SING Y N 29 A6M C17 H17 SING N N 30 A6M C19 H19 SING N N 31 A6M C16 H16 SING N N 32 A6M C20 H20 SING N N 33 A6M C14 H141 SING N N 34 A6M C14 H142 SING N N 35 A6M C H SING N N 36 A6M N HN1 SING N N 37 A6M N HN2 SING N N 38 A6M C1 H11C SING N N 39 A6M C1 H12C SING N N 40 A6M C7 H71C SING N N 41 A6M C7 H72C SING N N 42 A6M C3 H31C SING N N 43 A6M C3 H32C SING N N 44 A6M C6 H6 SING N N 45 A6M C4 H4 SING N N 46 A6M C5 H51C SING N N 47 A6M C5 H52C SING N N 48 A6M O1 H1 SING N N 49 A6M C13 H13 SING N N 50 A6M C9 H9 SING N N 51 A6M C12 H12 SING N N 52 A6M 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 A6M SMILES ACDLabs 12.01 "O=C(N2CC(c1ccc(Cl)cc1)C(CO)C2)CC(N)Cc3ccc(Cl)cc3" A6M 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-/m0/s1" A6M InChIKey InChI 1.03 ZFSKJGRASNTEBX-DBVUQKKJSA-N A6M SMILES_CANONICAL CACTVS 3.385 "N[C@@H](CC(=O)N1C[C@@H](CO)[C@@H](C1)c2ccc(Cl)cc2)Cc3ccc(Cl)cc3" A6M SMILES CACTVS 3.385 "N[CH](CC(=O)N1C[CH](CO)[CH](C1)c2ccc(Cl)cc2)Cc3ccc(Cl)cc3" A6M 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" A6M 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 A6M "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-3-amino-4-(4-chlorophenyl)-1-[(3R,4S)-3-(4-chlorophenyl)-4-(hydroxymethyl)pyrrolidin-1-yl]butan-1-one" A6M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3R)-3-azanyl-4-(4-chlorophenyl)-1-[(3R,4S)-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 A6M "Create component" 2014-04-14 EBI A6M "Initial release" 2014-10-01 RCSB #