data_LM5 # _chem_comp.id LM5 _chem_comp.name "(3S,4R,5S)-N-benzyl-3,4-dihydroxy-5-methyl-D-prolinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H18 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-03-22 _chem_comp.pdbx_modified_date 2014-01-17 _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 250.294 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LM5 _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 4JL2 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 LM5 CAN CAN C 0 1 Y N N -27.526 -18.561 -17.335 -3.945 -0.760 -0.885 CAN LM5 1 LM5 CAO CAO C 0 1 Y N N -27.638 -18.438 -18.725 -5.141 -0.108 -1.121 CAO LM5 2 LM5 CAP CAP C 0 1 Y N N -28.550 -19.211 -19.421 -5.594 0.849 -0.233 CAP LM5 3 LM5 CAQ CAQ C 0 1 Y N N -29.366 -20.102 -18.739 -4.851 1.155 0.892 CAQ LM5 4 LM5 CAR CAR C 0 1 Y N N -29.286 -20.210 -17.351 -3.655 0.503 1.129 CAR LM5 5 LM5 CAM CAM C 0 1 Y N N -28.342 -19.449 -16.636 -3.202 -0.454 0.240 CAM LM5 6 LM5 CAL CAL C 0 1 N N N -28.323 -19.600 -15.245 -1.898 -1.164 0.498 CAL LM5 7 LM5 N1 N1 N 0 1 N N N -27.040 -19.231 -14.567 -0.803 -0.419 -0.128 N1 LM5 8 LM5 C C C 0 1 N N N -26.714 -17.991 -14.178 0.463 -0.870 -0.028 C LM5 9 LM5 O O O 0 1 N N N -27.395 -16.992 -14.453 0.696 -1.893 0.581 O LM5 10 LM5 CA CA C 0 1 N N R -25.423 -17.810 -13.350 1.589 -0.104 -0.673 CA LM5 11 LM5 N N N 0 1 N N N -24.804 -16.510 -13.636 2.773 -0.978 -0.821 N LM5 12 LM5 CD1 CD1 C 0 1 N N S -23.388 -16.806 -13.948 3.608 -0.736 0.383 CD1 LM5 13 LM5 CAF CAF C 0 1 N N N -22.482 -15.559 -13.725 5.064 -1.122 0.117 CAF LM5 14 LM5 CG CG C 0 1 N N R -23.058 -18.006 -13.084 3.480 0.793 0.603 CG LM5 15 LM5 OD2 OD2 O 0 1 N N N -23.026 -17.671 -11.673 4.365 1.504 -0.264 OD2 LM5 16 LM5 CB CB C 0 1 N N S -24.290 -18.867 -13.453 2.006 1.073 0.229 CB LM5 17 LM5 OG OG O 0 1 N N N -24.507 -19.920 -12.552 1.901 2.306 -0.485 OG LM5 18 LM5 H1 H1 H 0 1 N N N -26.802 -17.964 -16.800 -3.594 -1.512 -1.576 H1 LM5 19 LM5 H2 H2 H 0 1 N N N -27.010 -17.737 -19.256 -5.722 -0.347 -2.000 H2 LM5 20 LM5 H3 H3 H 0 1 N N N -28.627 -19.121 -20.495 -6.528 1.359 -0.418 H3 LM5 21 LM5 H4 H4 H 0 1 N N N -30.067 -20.715 -19.286 -5.204 1.904 1.585 H4 LM5 22 LM5 H5 H5 H 0 1 N N N -29.950 -20.879 -16.823 -3.074 0.742 2.007 H5 LM5 23 LM5 H6 H6 H 0 1 N N N -29.120 -18.968 -14.826 -1.726 -1.229 1.572 H6 LM5 24 LM5 H7 H7 H 0 1 N N N -28.534 -20.655 -15.017 -1.942 -2.169 0.077 H7 LM5 25 LM5 H9 H9 H 0 1 N N N -25.733 -17.796 -12.295 1.275 0.266 -1.649 H9 LM5 26 LM5 H10 H10 H 0 1 N N N -25.250 -16.075 -14.418 2.501 -1.947 -0.883 H10 LM5 27 LM5 H12 H12 H 0 1 N N N -23.307 -17.102 -15.004 3.216 -1.284 1.240 H12 LM5 28 LM5 H13 H13 H 0 1 N N N -21.440 -15.815 -13.966 5.446 -0.544 -0.724 H13 LM5 29 LM5 H14 H14 H 0 1 N N N -22.819 -14.740 -14.378 5.664 -0.913 1.003 H14 LM5 30 LM5 H15 H15 H 0 1 N N N -22.548 -15.241 -12.674 5.121 -2.185 -0.117 H15 LM5 31 LM5 H16 H16 H 0 1 N N N -22.129 -18.492 -13.417 3.672 1.050 1.644 H16 LM5 32 LM5 H17 H17 H 0 1 N N N -22.816 -18.448 -11.167 4.324 2.465 -0.166 H17 LM5 33 LM5 H18 H18 H 0 1 N N N -24.203 -19.222 -14.491 1.387 1.100 1.126 H18 LM5 34 LM5 H19 H19 H 0 1 N N N -23.804 -20.555 -12.631 2.152 3.083 0.033 H19 LM5 35 LM5 H20 H20 H 0 1 N N N -26.380 -19.962 -14.392 -0.990 0.399 -0.615 H20 LM5 36 # 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 LM5 CAN CAO DOUB Y N 1 LM5 CAN CAM SING Y N 2 LM5 CAO CAP SING Y N 3 LM5 CAP CAQ DOUB Y N 4 LM5 CAQ CAR SING Y N 5 LM5 CAR CAM DOUB Y N 6 LM5 CAM CAL SING N N 7 LM5 CAL N1 SING N N 8 LM5 N1 C SING N N 9 LM5 C O DOUB N N 10 LM5 C CA SING N N 11 LM5 CA N SING N N 12 LM5 CA CB SING N N 13 LM5 N CD1 SING N N 14 LM5 CD1 CAF SING N N 15 LM5 CD1 CG SING N N 16 LM5 CG OD2 SING N N 17 LM5 CG CB SING N N 18 LM5 CB OG SING N N 19 LM5 CAN H1 SING N N 20 LM5 CAO H2 SING N N 21 LM5 CAP H3 SING N N 22 LM5 CAQ H4 SING N N 23 LM5 CAR H5 SING N N 24 LM5 CAL H6 SING N N 25 LM5 CAL H7 SING N N 26 LM5 CA H9 SING N N 27 LM5 N H10 SING N N 28 LM5 CD1 H12 SING N N 29 LM5 CAF H13 SING N N 30 LM5 CAF H14 SING N N 31 LM5 CAF H15 SING N N 32 LM5 CG H16 SING N N 33 LM5 OD2 H17 SING N N 34 LM5 CB H18 SING N N 35 LM5 OG H19 SING N N 36 LM5 N1 H20 SING N N 37 # 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 LM5 SMILES ACDLabs 12.01 "O=C(NCc1ccccc1)C2NC(C)C(O)C2O" LM5 InChI InChI 1.03 "InChI=1S/C13H18N2O3/c1-8-11(16)12(17)10(15-8)13(18)14-7-9-5-3-2-4-6-9/h2-6,8,10-12,15-17H,7H2,1H3,(H,14,18)/t8-,10+,11+,12-/m0/s1" LM5 InChIKey InChI 1.03 RJAKCSBNEIOVPB-GMNPVEAJSA-N LM5 SMILES_CANONICAL CACTVS 3.370 "C[C@@H]1N[C@H]([C@H](O)[C@@H]1O)C(=O)NCc2ccccc2" LM5 SMILES CACTVS 3.370 "C[CH]1N[CH]([CH](O)[CH]1O)C(=O)NCc2ccccc2" LM5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H]1[C@H]([C@H]([C@@H](N1)C(=O)NCc2ccccc2)O)O" LM5 SMILES "OpenEye OEToolkits" 1.7.6 "CC1C(C(C(N1)C(=O)NCc2ccccc2)O)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 LM5 "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,4R,5S)-N-benzyl-3,4-dihydroxy-5-methyl-D-prolinamide" LM5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,3S,4R,5S)-5-methyl-3,4-bis(oxidanyl)-N-(phenylmethyl)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 LM5 "Create component" 2013-03-22 RCSB LM5 "Initial release" 2014-01-22 RCSB #