data_S89 # _chem_comp.id S89 _chem_comp.name "N-[(2S)-1-hydroxy-3-phenylpropan-2-yl]-Nalpha-[(2E)-3-phenylprop-2-enoyl]-L-phenylalaninamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H28 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-07-18 _chem_comp.pdbx_modified_date 2011-09-02 _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 428.523 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S89 _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 3SN8 _chem_comp.pdbx_subcomponent_list "TCA PHE PHL" _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 S89 CAZ CAZ C 0 1 N N N 16.755 1.170 23.017 -1.743 -0.083 -0.085 C1 TCA 1 S89 OAB OAB O 0 1 N N N 15.677 1.172 22.428 -1.645 0.539 -1.127 O TCA 2 S89 CAE CAE C 0 1 N N N 17.154 2.294 23.961 -3.013 -0.718 0.271 C2 TCA 3 S89 CAF CAF C 0 1 N N N 17.134 3.652 23.290 -4.074 -0.613 -0.554 C3 TCA 4 S89 CBB CBB C 0 1 Y N N 17.038 4.806 24.262 -5.351 -1.252 -0.195 C31 TCA 5 S89 CAP CAP C 0 1 Y N N 16.760 4.600 25.612 -5.463 -1.982 0.992 C32 TCA 6 S89 CAJ CAJ C 0 1 Y N N 16.688 5.702 26.464 -6.661 -2.582 1.319 C33 TCA 7 S89 CAG CAG C 0 1 Y N N 16.872 7.002 25.986 -7.751 -2.463 0.474 C34 TCA 8 S89 CAK CAK C 0 1 Y N N 17.148 7.203 24.638 -7.647 -1.747 -0.706 C35 TCA 9 S89 CAQ CAQ C 0 1 Y N N 17.226 6.108 23.774 -6.454 -1.146 -1.049 C36 TCA 10 S89 NAY NAY N 0 1 N N N 17.645 0.172 22.870 -0.683 -0.187 0.740 N PHE 11 S89 CBF CBF C 0 1 N N S 17.310 -0.973 22.031 0.588 0.449 0.383 CA PHE 12 S89 CBA CBA C 0 1 N N N 16.734 -1.935 23.028 1.720 -0.272 1.069 C PHE 13 S89 OAC OAC O 0 1 N N N 17.410 -2.866 23.469 1.488 -1.223 1.785 O PHE 14 S89 CAW CAW C 0 1 N N N 18.611 -1.501 21.455 0.570 1.912 0.830 CB PHE 15 S89 CBD CBD C 0 1 Y N N 18.859 -0.734 20.192 -0.482 2.661 0.053 CG PHE 16 S89 CAU CAU C 0 1 Y N N 18.181 -1.086 19.022 -1.775 2.738 0.538 CD1 PHE 17 S89 CAT CAT C 0 1 Y N N 19.768 0.337 20.206 -0.151 3.286 -1.135 CD2 PHE 18 S89 CAO CAO C 0 1 Y N N 18.409 -0.367 17.856 -2.740 3.425 -0.175 CE1 PHE 19 S89 CAN CAN C 0 1 Y N N 20.015 1.055 19.041 -1.115 3.977 -1.844 CE2 PHE 20 S89 CAI CAI C 0 1 Y N N 19.331 0.691 17.872 -2.410 4.044 -1.366 CZ PHE 21 S89 N N N 0 1 N N N 15.480 -1.641 23.411 2.990 0.140 0.886 N PHL 22 S89 CA CA C 0 1 N N S 14.719 -2.368 24.427 4.091 -0.561 1.553 CA PHL 23 S89 C C C 0 1 N N N 14.412 -3.817 24.069 4.268 -0.003 2.966 C PHL 24 S89 O O O 0 1 N N N 13.942 -4.545 24.957 4.681 1.363 2.891 O PHL 25 S89 CB CB C 0 1 N N N 13.417 -1.540 24.543 5.382 -0.356 0.758 CB PHL 26 S89 CG CG C 0 1 Y N N 13.426 -0.183 25.244 5.251 -1.013 -0.592 CG PHL 27 S89 CD1 CD1 C 0 1 Y N N 12.219 0.550 25.244 4.750 -0.297 -1.664 CD1 PHL 28 S89 CD2 CD2 C 0 1 Y N N 14.549 0.333 25.900 5.636 -2.330 -0.760 CD2 PHL 29 S89 CE1 CE1 C 0 1 Y N N 12.139 1.780 25.901 4.629 -0.900 -2.902 CE1 PHL 30 S89 CE2 CE2 C 0 1 Y N N 14.483 1.580 26.544 5.515 -2.933 -1.998 CE2 PHL 31 S89 CZ CZ C 0 1 Y N N 13.272 2.294 26.543 5.010 -2.219 -3.068 CZ PHL 32 S89 HAE HAE H 0 1 N N N 17.422 2.141 24.996 -3.100 -1.270 1.196 H2 TCA 33 S89 HAF HAF H 0 1 N N N 17.184 3.783 22.219 -3.987 -0.062 -1.478 H3 TCA 34 S89 HAP HAP H 0 1 N N N 16.603 3.602 25.993 -4.613 -2.075 1.652 H32 TCA 35 S89 HAJ HAJ H 0 1 N N N 16.486 5.547 27.514 -6.749 -3.145 2.236 H33 TCA 36 S89 HAG HAG H 0 1 N N N 16.800 7.844 26.658 -8.687 -2.935 0.735 H34 TCA 37 S89 HAK HAK H 0 1 N N N 17.302 8.203 24.260 -8.502 -1.659 -1.360 H35 TCA 38 S89 HAQ HAQ H 0 1 N N N 17.432 6.264 22.725 -6.374 -0.588 -1.970 H36 TCA 39 S89 HNAY HNAY H 0 0 N N N 18.530 0.215 23.333 -0.761 -0.682 1.570 H PHE 40 S89 HBF HBF H 0 1 N N N 16.625 -0.774 21.193 0.728 0.400 -0.697 HA PHE 41 S89 HAW HAW H 0 1 N N N 18.529 -2.577 21.242 1.546 2.360 0.645 HB2 PHE 42 S89 HAWA HAWA H 0 0 N N N 19.436 -1.349 22.166 0.342 1.964 1.894 HB3 PHE 43 S89 HAU HAU H 0 1 N N N 17.485 -1.911 19.024 -2.032 2.254 1.468 HD1 PHE 44 S89 HAT HAT H 0 1 N N N 20.275 0.603 21.122 0.861 3.233 -1.508 HD2 PHE 45 S89 HAO HAO H 0 1 N N N 17.883 -0.619 16.947 -3.751 3.478 0.199 HE1 PHE 46 S89 HAN HAN H 0 1 N N N 20.718 1.875 19.037 -0.856 4.464 -2.773 HE2 PHE 47 S89 HAI HAI H 0 1 N N N 19.519 1.239 16.960 -3.163 4.585 -1.920 HZ PHE 48 S89 HN HN H 0 1 N N N 15.032 -0.865 22.967 3.176 0.900 0.313 H PHL 49 S89 HA HA H 0 1 N N N 15.291 -2.457 25.362 3.863 -1.625 1.608 HA PHL 50 S89 H H H 0 1 N N N 13.674 -3.793 23.254 5.026 -0.582 3.493 HC1 PHL 51 S89 H1 H1 H 0 1 N N N 15.361 -4.274 23.753 3.322 -0.068 3.504 HC2 PHL 52 S89 HO HO H 0 1 N N N 13.797 -5.417 24.608 4.812 1.782 3.752 HO PHL 53 S89 HB HB H 0 1 N N N 13.088 -1.346 23.511 5.562 0.711 0.626 HB2 PHL 54 S89 HBA HBA H 0 1 N N N 12.708 -2.167 25.104 6.217 -0.801 1.299 HB3 PHL 55 S89 HD1 HD1 H 0 1 N N N 11.352 0.157 24.733 4.453 0.733 -1.533 HD1 PHL 56 S89 HD2 HD2 H 0 1 N N N 15.471 -0.230 25.911 6.031 -2.888 0.076 HD2 PHL 57 S89 HE1 HE1 H 0 1 N N N 11.210 2.331 25.914 4.239 -0.341 -3.739 HE1 PHL 58 S89 HE2 HE2 H 0 1 N N N 15.355 1.986 27.035 5.812 -3.963 -2.128 HE2 PHL 59 S89 HZ HZ H 0 1 N N N 13.215 3.250 27.043 4.916 -2.690 -4.036 HZ PHL 60 # 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 S89 C CA SING N N 1 S89 C O SING N N 2 S89 C H SING N N 3 S89 CBA N SING N N 4 S89 N CA SING N N 5 S89 N HN SING N N 6 S89 CA CB SING N N 7 S89 CA HA SING N N 8 S89 CB CG SING N N 9 S89 CB HB SING N N 10 S89 CB HBA SING N N 11 S89 CG CD1 DOUB Y N 12 S89 CG CD2 SING Y N 13 S89 CE1 CZ DOUB Y N 14 S89 CZ CE2 SING Y N 15 S89 CZ HZ SING N N 16 S89 OAB CAZ DOUB N N 17 S89 CBA OAC DOUB N N 18 S89 CAZ CAE SING N N 19 S89 CAF CAE DOUB N E 20 S89 CAE HAE SING N N 21 S89 C H1 SING N N 22 S89 CAF CBB SING N N 23 S89 CAF HAF SING N N 24 S89 O HO SING N N 25 S89 CAK CAG DOUB Y N 26 S89 CAG CAJ SING Y N 27 S89 CAG HAG SING N N 28 S89 CAO CAI DOUB Y N 29 S89 CAI CAN SING Y N 30 S89 CAI HAI SING N N 31 S89 CAP CAJ DOUB Y N 32 S89 CAJ HAJ SING N N 33 S89 CAQ CAK SING Y N 34 S89 CAK HAK SING N N 35 S89 CAN CAT DOUB Y N 36 S89 CAN HAN SING N N 37 S89 CAO CAU SING Y N 38 S89 CAO HAO SING N N 39 S89 CBB CAP SING Y N 40 S89 CAP HAP SING N N 41 S89 CAQ CBB DOUB Y N 42 S89 CAQ HAQ SING N N 43 S89 CBD CAT SING Y N 44 S89 CAT HAT SING N N 45 S89 CAU CBD DOUB Y N 46 S89 CAU HAU SING N N 47 S89 CBD CAW SING N N 48 S89 CAW CBF SING N N 49 S89 CAW HAW SING N N 50 S89 CAW HAWA SING N N 51 S89 CBF NAY SING N N 52 S89 NAY CAZ SING N N 53 S89 NAY HNAY SING N N 54 S89 CBF CBA SING N N 55 S89 CBF HBF SING N N 56 S89 CD1 CE1 SING Y N 57 S89 CD1 HD1 SING N N 58 S89 CD2 CE2 DOUB Y N 59 S89 CD2 HD2 SING N N 60 S89 CE1 HE1 SING N N 61 S89 CE2 HE2 SING N N 62 # 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 S89 SMILES ACDLabs 12.01 "O=C(\\C=C\\c1ccccc1)NC(C(=O)NC(Cc2ccccc2)CO)Cc3ccccc3" S89 InChI InChI 1.03 "InChI=1S/C27H28N2O3/c30-20-24(18-22-12-6-2-7-13-22)28-27(32)25(19-23-14-8-3-9-15-23)29-26(31)17-16-21-10-4-1-5-11-21/h1-17,24-25,30H,18-20H2,(H,28,32)(H,29,31)/b17-16+/t24-,25-/m0/s1" S89 InChIKey InChI 1.03 GEVQDXBVGFGWFA-KQRRRSJSSA-N S89 SMILES_CANONICAL CACTVS 3.370 "OC[C@H](Cc1ccccc1)NC(=O)[C@H](Cc2ccccc2)NC(=O)/C=C/c3ccccc3" S89 SMILES CACTVS 3.370 "OC[CH](Cc1ccccc1)NC(=O)[CH](Cc2ccccc2)NC(=O)C=Cc3ccccc3" S89 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)C[C@@H](CO)NC(=O)[C@H](Cc2ccccc2)NC(=O)/C=C/c3ccccc3" S89 SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)CC(CO)NC(=O)C(Cc2ccccc2)NC(=O)C=Cc3ccccc3" # 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 S89 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2S)-1-hydroxy-3-phenylpropan-2-yl]-Nalpha-[(2E)-3-phenylprop-2-enoyl]-L-phenylalaninamide" S89 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2S)-N-[(2S)-1-oxidanyl-3-phenyl-propan-2-yl]-3-phenyl-2-[[(E)-3-phenylprop-2-enoyl]amino]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site S89 "Create component" 2011-07-18 RCSB S89 "Modify subcomponent list" 2011-07-20 RCSB S89 "Modify subcomponent list" 2011-08-04 RCSB #