data_2P4 # _chem_comp.id 2P4 _chem_comp.name "(5R)-N-benzyl-5-({(2S)-2-[(1R)-1,2-dihydroxyethyl]pyrrolidin-1-yl}carbonyl)cyclopent-1-ene-1-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H26 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-03-15 _chem_comp.pdbx_modified_date 2012-05-11 _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 358.431 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2P4 _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 4AMZ _chem_comp.pdbx_subcomponent_list "PMQ C54 TPK" _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 2P4 C10 C10 C 0 1 N N N 39.402 37.912 83.715 -1.222 0.218 0.135 C C54 1 2P4 O11 O11 O 0 1 N N N 39.699 39.082 84.027 -1.147 0.266 -1.074 O C54 2 2P4 C12 C12 C 0 1 N N R 39.744 36.774 84.632 -1.564 1.459 0.919 CA C54 3 2P4 C13 C13 C 0 1 N N N 38.472 36.411 85.404 -3.093 1.681 0.933 CB C54 4 2P4 C14 C14 C 0 1 N N N 38.822 36.405 86.896 -3.187 3.223 0.865 CG C54 5 2P4 C15 C15 C 0 1 N N N 40.219 37.000 86.939 -1.899 3.660 0.207 CD C54 6 2P4 C16 C16 C 0 1 N N N 40.711 37.148 85.709 -1.001 2.684 0.236 CN C54 7 2P4 C1 C1 C 0 1 N N R 36.859 39.033 81.965 -1.914 -2.652 -0.737 C TPK 8 2P4 O2 O2 O 0 1 N N N 35.926 37.961 81.894 -3.100 -2.698 0.061 O TPK 9 2P4 C3 C3 C 0 1 N N N 36.656 39.675 83.367 -2.096 -1.634 -1.863 C3 TPK 10 2P4 O4 O4 O 0 1 N N N 37.590 40.730 83.566 -2.999 -2.159 -2.839 O4 TPK 11 2P4 C5 C5 C 0 1 N N S 38.281 38.522 81.621 -0.728 -2.240 0.137 CA TPK 12 2P4 C6 C6 C 0 1 N N N 38.306 37.729 80.311 -0.521 -3.275 1.263 CB TPK 13 2P4 C7 C7 C 0 1 N N N 38.249 36.254 80.690 -0.133 -2.392 2.479 CG TPK 14 2P4 C8 C8 C 0 1 N N N 38.387 36.164 82.206 -1.004 -1.133 2.240 CD TPK 15 2P4 N9 N9 N 0 1 N N N 38.731 37.537 82.603 -1.004 -0.946 0.778 N TPK 16 2P4 C17 C17 C 0 1 N N N 42.087 37.575 85.420 0.357 2.781 -0.320 C17 PMQ 17 2P4 O18 O18 O 0 1 N N N 42.520 37.428 84.294 0.687 3.767 -0.951 O18 PMQ 18 2P4 N19 N19 N 0 1 N N N 42.816 38.107 86.418 1.236 1.777 -0.130 N19 PMQ 19 2P4 C20 C20 C 0 1 N N N 44.215 38.519 86.362 2.618 1.915 -0.598 C20 PMQ 20 2P4 C21 C21 C 0 1 Y N N 44.911 37.407 87.113 3.356 0.620 -0.374 C21 PMQ 21 2P4 C22 C22 C 0 1 Y N N 45.460 37.650 88.384 3.449 -0.308 -1.394 C22 PMQ 22 2P4 C23 C23 C 0 1 Y N N 46.071 36.624 89.119 4.126 -1.495 -1.189 C23 PMQ 23 2P4 C24 C24 C 0 1 Y N N 46.146 35.338 88.589 4.709 -1.755 0.037 C24 PMQ 24 2P4 C25 C25 C 0 1 Y N N 45.592 35.092 87.326 4.617 -0.827 1.057 C25 PMQ 25 2P4 C26 C26 C 0 1 Y N N 44.968 36.112 86.592 3.944 0.363 0.850 C26 PMQ 26 2P4 H12 H12 H 0 1 N N N 40.107 35.907 84.061 -1.182 1.381 1.937 HA C54 27 2P4 H13 H13 H 0 1 N N N 37.687 37.156 85.206 -3.563 1.223 0.062 HB2 C54 28 2P4 H13A H13A H 0 0 N N N 38.118 35.415 85.098 -3.534 1.304 1.856 HB3 C54 29 2P4 H14 H14 H 0 1 N N N 38.114 37.023 87.468 -4.043 3.525 0.262 HG2 C54 30 2P4 H14A H14A H 0 0 N N N 38.819 35.380 87.296 -3.261 3.643 1.869 HG3 C54 31 2P4 H15 H15 H 0 1 N N N 40.743 37.267 87.845 -1.732 4.634 -0.229 HD2 C54 32 2P4 H1 H1 H 0 1 N N N 36.591 39.792 81.215 -1.726 -3.637 -1.164 H1 TPK 33 2P4 HO2 HO2 H 0 1 N N N 36.004 37.528 81.052 -3.329 -1.854 0.473 HO TPK 34 2P4 H3 H3 H 0 1 N N N 35.634 40.076 83.438 -2.501 -0.708 -1.455 H3 TPK 35 2P4 H3A H3A H 0 1 N N N 36.803 38.909 84.142 -1.132 -1.433 -2.331 H3A TPK 36 2P4 HO4 HO4 H 0 1 N N N 38.447 40.364 83.752 -3.162 -1.565 -3.584 HO4 TPK 37 2P4 H5 H5 H 0 1 N N N 38.979 39.370 81.563 0.174 -2.170 -0.472 HA TPK 38 2P4 H6 H6 H 0 1 N N N 37.437 37.995 79.691 -1.444 -3.819 1.461 HB2 TPK 39 2P4 H6A H6A H 0 1 N N N 39.232 37.942 79.756 0.287 -3.962 1.012 HB3 TPK 40 2P4 H7 H7 H 0 1 N N N 37.288 35.822 80.374 -0.399 -2.879 3.417 HG2 TPK 41 2P4 H7A H7A H 0 1 N N N 39.073 35.710 80.205 0.928 -2.142 2.457 HG3 TPK 42 2P4 H8 H8 H 0 1 N N N 37.441 35.847 82.669 -2.019 -1.301 2.601 HD2 TPK 43 2P4 H8A H8A H 0 1 N N N 39.186 35.462 82.487 -0.563 -0.267 2.734 HD3 TPK 44 2P4 HN19 HN19 H 0 0 N N N 42.349 38.234 87.293 0.954 0.963 0.316 HN19 PMQ 45 2P4 H20 H20 H 0 1 N N N 44.570 38.581 85.323 2.619 2.155 -1.661 H20 PMQ 46 2P4 H20A H20A H 0 0 N N N 44.364 39.489 86.859 3.111 2.714 -0.045 H20A PMQ 47 2P4 H22 H22 H 0 1 N N N 45.410 38.645 88.802 2.993 -0.105 -2.352 H22 PMQ 48 2P4 H23 H23 H 0 1 N N N 46.483 36.831 90.096 4.198 -2.220 -1.986 H23 PMQ 49 2P4 H24 H24 H 0 1 N N N 46.624 34.543 89.143 5.238 -2.683 0.198 H24 PMQ 50 2P4 H25 H25 H 0 1 N N N 45.646 34.097 86.909 5.073 -1.030 2.015 H25 PMQ 51 2P4 H26 H26 H 0 1 N N N 44.533 35.897 85.627 3.875 1.090 1.646 H26 PMQ 52 # 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 2P4 C1 O2 SING N N 1 2P4 C1 C3 SING N N 2 2P4 C1 C5 SING N N 3 2P4 C3 O4 SING N N 4 2P4 C5 C6 SING N N 5 2P4 C5 N9 SING N N 6 2P4 C6 C7 SING N N 7 2P4 C7 C8 SING N N 8 2P4 C8 N9 SING N N 9 2P4 N9 C10 SING N N 10 2P4 C10 O11 DOUB N N 11 2P4 C10 C12 SING N N 12 2P4 C12 C13 SING N N 13 2P4 C12 C16 SING N N 14 2P4 C13 C14 SING N N 15 2P4 C14 C15 SING N N 16 2P4 C15 C16 DOUB N N 17 2P4 C16 C17 SING N N 18 2P4 C17 O18 DOUB N N 19 2P4 C17 N19 SING N N 20 2P4 N19 C20 SING N N 21 2P4 C20 C21 SING N N 22 2P4 C21 C22 DOUB Y N 23 2P4 C21 C26 SING Y N 24 2P4 C22 C23 SING Y N 25 2P4 C23 C24 DOUB Y N 26 2P4 C24 C25 SING Y N 27 2P4 C25 C26 DOUB Y N 28 2P4 C1 H1 SING N N 29 2P4 O2 HO2 SING N N 30 2P4 C3 H3 SING N N 31 2P4 C3 H3A SING N N 32 2P4 O4 HO4 SING N N 33 2P4 C5 H5 SING N N 34 2P4 C6 H6 SING N N 35 2P4 C6 H6A SING N N 36 2P4 C7 H7 SING N N 37 2P4 C7 H7A SING N N 38 2P4 C8 H8 SING N N 39 2P4 C8 H8A SING N N 40 2P4 C12 H12 SING N N 41 2P4 C13 H13 SING N N 42 2P4 C13 H13A SING N N 43 2P4 C14 H14 SING N N 44 2P4 C14 H14A SING N N 45 2P4 C15 H15 SING N N 46 2P4 N19 HN19 SING N N 47 2P4 C20 H20 SING N N 48 2P4 C20 H20A SING N N 49 2P4 C22 H22 SING N N 50 2P4 C23 H23 SING N N 51 2P4 C24 H24 SING N N 52 2P4 C25 H25 SING N N 53 2P4 C26 H26 SING N N 54 # 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 2P4 InChI InChI 1.03 "InChI=1S/C20H26N2O4/c23-13-18(24)17-10-5-11-22(17)20(26)16-9-4-8-15(16)19(25)21-12-14-6-2-1-3-7-14/h1-3,6-8,16-18,23-24H,4-5,9-13H2,(H,21,25)/t16-,17+,18+/m1/s1" 2P4 InChIKey InChI 1.03 YWYIBAJVRQWUCG-SQNIBIBYSA-N 2P4 SMILES ACDLabs 12.01 "O=C(N1C(C(O)CO)CCC1)C3C(C(=O)NCc2ccccc2)=CCC3" 2P4 SMILES_CANONICAL CACTVS 3.370 "OC[C@H](O)[C@@H]1CCCN1C(=O)[C@@H]2CCC=C2C(=O)NCc3ccccc3" 2P4 SMILES CACTVS 3.370 "OC[CH](O)[CH]1CCCN1C(=O)[CH]2CCC=C2C(=O)NCc3ccccc3" 2P4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CNC(=O)C2=CCC[C@H]2C(=O)N3CCC[C@H]3[C@H](CO)O" 2P4 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CNC(=O)C2=CCCC2C(=O)N3CCCC3C(CO)O" # 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 2P4 "SYSTEMATIC NAME" ACDLabs 12.01 "(5R)-N-benzyl-5-({(2S)-2-[(1R)-1,2-dihydroxyethyl]pyrrolidin-1-yl}carbonyl)cyclopent-1-ene-1-carboxamide" 2P4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(5R)-5-[(2S)-2-[(1R)-1,2-bis(oxidanyl)ethyl]pyrrolidin-1-yl]carbonyl-N-(phenylmethyl)cyclopentene-1-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 2P4 "Create component" 2012-03-15 EBI #