data_389 # _chem_comp.id 389 _chem_comp.name "L-alanyl-L-valyl-N-(2,2-diphenylethyl)-L-prolinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H36 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-11-12 _chem_comp.pdbx_modified_date 2012-01-05 _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 464.600 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 389 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag Y _chem_comp.pdbx_model_coordinates_db_code 3F7G _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 389 N1 N1 N 0 1 N N N 22.502 49.118 -7.550 ? ? ? N1 389 1 389 C2 C2 C 0 1 N N S 22.934 48.709 -6.185 ? ? ? C2 389 2 389 C3 C3 C 0 1 N N N 22.683 49.827 -5.182 ? ? ? C3 389 3 389 C4 C4 C 0 1 N N N 22.209 47.432 -5.771 ? ? ? C4 389 4 389 O5 O5 O 0 1 N N N 21.160 47.107 -6.320 ? ? ? O5 389 5 389 N6 N6 N 0 1 N N N 22.809 46.697 -4.836 ? ? ? N6 389 6 389 C7 C7 C 0 1 N N S 22.240 45.467 -4.288 ? ? ? C7 389 7 389 C8 C8 C 0 1 N N N 22.991 44.188 -4.768 ? ? ? C8 389 8 389 C9 C9 C 0 1 N N N 22.697 43.890 -6.247 ? ? ? C9 389 9 389 C10 C10 C 0 1 N N N 24.500 44.298 -4.514 ? ? ? C10 389 10 389 C11 C11 C 0 1 N N N 22.320 45.543 -2.761 ? ? ? C11 389 11 389 O12 O12 O 0 1 N N N 23.185 46.233 -2.214 ? ? ? O12 389 12 389 N13 N13 N 0 1 N N N 21.410 44.844 -2.066 ? ? ? N13 389 13 389 C14 C14 C 0 1 N N S 21.516 44.785 -0.613 ? ? ? C14 389 14 389 C15 C15 C 0 1 N N N 20.220 44.080 -0.189 ? ? ? C15 389 15 389 C16 C16 C 0 1 N N N 19.752 43.352 -1.384 ? ? ? C16 389 16 389 C17 C17 C 0 1 N N N 20.251 44.098 -2.579 ? ? ? C17 389 17 389 C18 C18 C 0 1 N N N 22.766 44.000 -0.174 ? ? ? C18 389 18 389 O19 O19 O 0 1 N N N 23.248 43.152 -0.928 ? ? ? O19 389 19 389 C20 C20 C 0 1 N N N 24.571 43.640 1.398 ? ? ? C20 389 20 389 N21 N21 N 0 1 N N N 23.308 44.280 1.014 ? ? ? N21 389 21 389 C22 C22 C 0 1 N N N 24.999 43.909 2.835 ? ? ? C22 389 22 389 C23 C23 C 0 1 Y N N 26.138 43.011 3.134 ? ? ? C23 389 23 389 C24 C24 C 0 1 Y N N 27.430 43.327 2.720 ? ? ? C24 389 24 389 C25 C25 C 0 1 Y N N 28.483 42.463 3.017 ? ? ? C25 389 25 389 C26 C26 C 0 1 Y N N 28.244 41.291 3.723 ? ? ? C26 389 26 389 C27 C27 C 0 1 Y N N 26.950 40.975 4.132 ? ? ? C27 389 27 389 C28 C28 C 0 1 Y N N 25.898 41.834 3.837 ? ? ? C28 389 28 389 C29 C29 C 0 1 Y N N 25.299 45.339 3.142 ? ? ? C29 389 29 389 C30 C30 C 0 1 Y N N 25.506 46.305 2.155 ? ? ? C30 389 30 389 C31 C31 C 0 1 Y N N 25.759 47.623 2.508 ? ? ? C31 389 31 389 C32 C32 C 0 1 Y N N 25.808 48.005 3.840 ? ? ? C32 389 32 389 C33 C33 C 0 1 Y N N 25.598 47.047 4.827 ? ? ? C33 389 33 389 C34 C34 C 0 1 Y N N 25.344 45.724 4.481 ? ? ? C34 389 34 389 HN1 HN1 H 0 1 N N N 21.506 49.210 -7.572 ? ? ? HN1 389 35 389 HN1A HN1A H 0 0 N N N 22.922 49.995 -7.784 ? ? ? HN1A 389 36 389 H2 H2 H 0 1 N N N 24.016 48.509 -6.200 ? ? ? H2 389 37 389 H3 H3 H 0 1 N N N 22.622 49.404 -4.168 ? ? ? H3 389 38 389 H3A H3A H 0 1 N N N 23.509 50.553 -5.228 ? ? ? H3A 389 39 389 H3B H3B H 0 1 N N N 21.737 50.332 -5.425 ? ? ? H3B 389 40 389 HN6 HN6 H 0 1 N N N 23.696 47.003 -4.490 ? ? ? HN6 389 41 389 H7 H7 H 0 1 N N N 21.202 45.388 -4.642 ? ? ? H7 389 42 389 H8 H8 H 0 1 N N N 22.614 43.341 -4.175 ? ? ? H8 389 43 389 H9 H9 H 0 1 N N N 22.627 44.835 -6.805 ? ? ? H9 389 44 389 H9A H9A H 0 1 N N N 23.509 43.277 -6.666 ? ? ? H9A 389 45 389 H9B H9B H 0 1 N N N 21.745 43.345 -6.329 ? ? ? H9B 389 46 389 H10 H10 H 0 1 N N N 25.033 44.324 -5.476 ? ? ? H10 389 47 389 H10A H10A H 0 0 N N N 24.711 45.220 -3.953 ? ? ? H10A 389 48 389 H10B H10B H 0 0 N N N 24.838 43.428 -3.931 ? ? ? H10B 389 49 389 H14 H14 H 0 1 N N N 21.628 45.776 -0.149 ? ? ? H14 389 50 389 H15 H15 H 0 1 N N N 20.409 43.384 0.642 ? ? ? H15 389 51 389 H15A H15A H 0 0 N N N 19.467 44.798 0.167 ? ? ? H15A 389 52 389 H16 H16 H 0 1 N N N 20.148 42.326 -1.384 ? ? ? H16 389 53 389 H16A H16A H 0 0 N N N 18.654 43.287 -1.396 ? ? ? H16A 389 54 389 H17 H17 H 0 1 N N N 19.482 44.775 -2.980 ? ? ? H17 389 55 389 H17A H17A H 0 0 N N N 20.512 43.433 -3.415 ? ? ? H17A 389 56 389 H20 H20 H 0 1 N N N 24.449 42.553 1.280 ? ? ? H20 389 57 389 H20A H20A H 0 0 N N N 25.352 44.064 0.749 ? ? ? H20A 389 58 389 HN21 HN21 H 0 0 N N N 22.857 44.920 1.636 ? ? ? HN21 389 59 389 H22 H22 H 0 1 N N N 24.148 43.693 3.497 ? ? ? H22 389 60 389 H24 H24 H 0 1 N N N 27.615 44.238 2.171 ? ? ? H24 389 61 389 H25 H25 H 0 1 N N N 29.486 42.705 2.698 ? ? ? H25 389 62 389 H26 H26 H 0 1 N N N 29.061 40.624 3.955 ? ? ? H26 389 63 389 H27 H27 H 0 1 N N N 26.764 40.062 4.678 ? ? ? H27 389 64 389 H28 H28 H 0 1 N N N 24.895 41.588 4.153 ? ? ? H28 389 65 389 H30 H30 H 0 1 N N N 25.469 46.025 1.113 ? ? ? H30 389 66 389 H31 H31 H 0 1 N N N 25.920 48.360 1.736 ? ? ? H31 389 67 389 H32 H32 H 0 1 N N N 26.006 49.032 4.108 ? ? ? H32 389 68 389 H33 H33 H 0 1 N N N 25.632 47.332 5.868 ? ? ? H33 389 69 389 H34 H34 H 0 1 N N N 25.180 44.989 5.256 ? ? ? H34 389 70 # # 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 389 N1 C2 SING N N 1 389 C2 C3 SING N N 2 389 C2 C4 SING N N 3 389 C4 O5 DOUB N N 4 389 C4 N6 SING N N 5 389 N6 C7 SING N N 6 389 C7 C8 SING N N 7 389 C7 C11 SING N N 8 389 C8 C9 SING N N 9 389 C8 C10 SING N N 10 389 C11 O12 DOUB N N 11 389 C11 N13 SING N N 12 389 N13 C14 SING N N 13 389 N13 C17 SING N N 14 389 C14 C15 SING N N 15 389 C14 C18 SING N N 16 389 C15 C16 SING N N 17 389 C16 C17 SING N N 18 389 C18 O19 DOUB N N 19 389 C18 N21 SING N N 20 389 C20 N21 SING N N 21 389 C20 C22 SING N N 22 389 C22 C23 SING N N 23 389 C22 C29 SING N N 24 389 C23 C24 DOUB Y N 25 389 C23 C28 SING Y N 26 389 C24 C25 SING Y N 27 389 C25 C26 DOUB Y N 28 389 C26 C27 SING Y N 29 389 C27 C28 DOUB Y N 30 389 C29 C30 DOUB Y N 31 389 C29 C34 SING Y N 32 389 C30 C31 SING Y N 33 389 C31 C32 DOUB Y N 34 389 C32 C33 SING Y N 35 389 C33 C34 DOUB Y N 36 389 N1 HN1 SING N N 37 389 N1 HN1A SING N N 38 389 C2 H2 SING N N 39 389 C3 H3 SING N N 40 389 C3 H3A SING N N 41 389 C3 H3B SING N N 42 389 N6 HN6 SING N N 43 389 C7 H7 SING N N 44 389 C8 H8 SING N N 45 389 C9 H9 SING N N 46 389 C9 H9A SING N N 47 389 C9 H9B SING N N 48 389 C10 H10 SING N N 49 389 C10 H10A SING N N 50 389 C10 H10B SING N N 51 389 C14 H14 SING N N 52 389 C15 H15 SING N N 53 389 C15 H15A SING N N 54 389 C16 H16 SING N N 55 389 C16 H16A SING N N 56 389 C17 H17 SING N N 57 389 C17 H17A SING N N 58 389 C20 H20 SING N N 59 389 C20 H20A SING N N 60 389 N21 HN21 SING N N 61 389 C22 H22 SING N N 62 389 C24 H24 SING N N 63 389 C25 H25 SING N N 64 389 C26 H26 SING N N 65 389 C27 H27 SING N N 66 389 C28 H28 SING N N 67 389 C30 H30 SING N N 68 389 C31 H31 SING N N 69 389 C32 H32 SING N N 70 389 C33 H33 SING N N 71 389 C34 H34 SING N N 72 # # 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 389 InChI InChI 1.03 "InChI=1S/C27H36N4O3/c1-18(2)24(30-25(32)19(3)28)27(34)31-16-10-15-23(31)26(33)29-17-22(20-11-6-4-7-12-20)21-13-8-5-9-14-21/h4-9,11-14,18-19,22-24H,10,15-17,28H2,1-3H3,(H,29,33)(H,30,32)/t19-,23-,24-/m0/s1" 389 InChIKey InChI 1.03 ZJCCVSICICQPSQ-IGKWTDBASA-N 389 SMILES_CANONICAL CACTVS 3.385 "CC(C)[C@H](NC(=O)[C@H](C)N)C(=O)N1CCC[C@H]1C(=O)NCC(c2ccccc2)c3ccccc3" 389 SMILES CACTVS 3.385 "CC(C)[CH](NC(=O)[CH](C)N)C(=O)N1CCC[CH]1C(=O)NCC(c2ccccc2)c3ccccc3" 389 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "C[C@@H](C(=O)N[C@@H](C(C)C)C(=O)N1CCC[C@H]1C(=O)NCC(c2ccccc2)c3ccccc3)N" 389 SMILES "OpenEye OEToolkits" 1.7.5 "CC(C)C(C(=O)N1CCCC1C(=O)NCC(c2ccccc2)c3ccccc3)NC(=O)C(C)N" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 389 "Create component" 2008-11-12 RCSB 389 "Modify descriptor" 2011-06-04 RCSB 389 "Modify descriptor" 2012-01-05 RCSB ##