data_ML0 # _chem_comp.id ML0 _chem_comp.name "4-{2-amino-6-[(1R)-2,2,2-trifluoro-1-(3'-fluorobiphenyl-4-yl)ethoxy]pyrimidin-4-yl}-L-phenylalanine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H22 F4 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(S)-2-Amino-3-(4-{2-amino-6-[(S)-1-(3'-fluoro-biphenyl-4-yl)-ethoxy]-pyrimidin-4-yl}-phenyl)-propionic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-05-31 _chem_comp.pdbx_modified_date 2020-06-17 _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 526.482 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ML0 _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 3HF8 _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 ML0 O38 O38 O 0 1 N N N 15.971 7.086 19.149 -10.689 1.525 0.284 O38 ML0 1 ML0 C36 C36 C 0 1 N N N 15.402 6.388 18.274 -9.696 2.107 -0.407 C36 ML0 2 ML0 O37 O37 O 0 1 N N N 15.542 6.598 17.040 -9.889 3.159 -0.970 O37 ML0 3 ML0 C34 C34 C 0 1 N N S 14.486 5.275 18.700 -8.342 1.450 -0.481 C34 ML0 4 ML0 N35 N35 N 0 1 N N N 14.609 4.972 20.119 -7.601 1.983 -1.632 N35 ML0 5 ML0 C33 C33 C 0 1 N N N 13.077 5.758 18.392 -7.564 1.738 0.804 C33 ML0 6 ML0 C30 C30 C 0 1 Y N N 12.018 4.702 18.607 -6.262 0.981 0.784 C30 ML0 7 ML0 C29 C29 C 0 1 Y N N 11.090 4.895 19.628 -5.132 1.568 0.242 C29 ML0 8 ML0 C28 C28 C 0 1 Y N N 10.094 3.947 19.843 -3.936 0.879 0.220 C28 ML0 9 ML0 C31 C31 C 0 1 Y N N 11.945 3.567 17.797 -6.199 -0.296 1.311 C31 ML0 10 ML0 C32 C32 C 0 1 Y N N 10.946 2.619 18.018 -5.008 -0.994 1.295 C32 ML0 11 ML0 C27 C27 C 0 1 Y N N 10.019 2.806 19.048 -3.868 -0.410 0.746 C27 ML0 12 ML0 C22 C22 C 0 1 Y N N 8.921 1.826 19.294 -2.586 -1.155 0.725 C22 ML0 13 ML0 C21 C21 C 0 1 Y N N 8.321 1.734 20.550 -1.442 -0.578 0.177 C21 ML0 14 ML0 N23 N23 N 0 1 Y N N 8.459 1.046 18.282 -2.510 -2.384 1.235 N23 ML0 15 ML0 C24 C24 C 0 1 Y N N 7.446 0.167 18.482 -1.369 -3.054 1.220 C24 ML0 16 ML0 N26 N26 N 0 1 N N N 7.008 -0.608 17.465 -1.328 -4.328 1.760 N26 ML0 17 ML0 N25 N25 N 0 1 Y N N 6.863 0.057 19.697 -0.264 -2.538 0.702 N25 ML0 18 ML0 C20 C20 C 0 1 Y N N 7.281 0.825 20.734 -0.262 -1.316 0.180 C20 ML0 19 ML0 O16 O16 O 0 1 N N N 6.691 0.718 21.970 0.875 -0.795 -0.342 O16 ML0 20 ML0 C14 C14 C 0 1 N N R 5.792 -0.354 22.259 2.044 -1.616 -0.300 C14 ML0 21 ML0 C15 C15 C 0 1 N N N 6.129 -0.911 23.635 2.121 -2.459 -1.574 C15 ML0 22 ML0 F19 F19 F 0 1 N N N 7.421 -1.156 23.717 2.184 -1.615 -2.688 F19 ML0 23 ML0 F18 F18 F 0 1 N N N 5.813 -0.030 24.564 3.266 -3.263 -1.533 F18 ML0 24 ML0 F17 F17 F 0 1 N N N 5.454 -2.031 23.806 0.985 -3.270 -1.667 F17 ML0 25 ML0 C11 C11 C 0 1 Y N N 4.375 0.096 22.205 3.268 -0.743 -0.200 C11 ML0 26 ML0 C10 C10 C 0 1 Y N N 4.026 1.427 22.446 4.358 -1.165 0.539 C10 ML0 27 ML0 C9 C9 C 0 1 Y N N 2.688 1.823 22.394 5.482 -0.369 0.633 C9 ML0 28 ML0 C12 C12 C 0 1 Y N N 3.377 -0.834 21.913 3.300 0.476 -0.854 C12 ML0 29 ML0 C13 C13 C 0 1 Y N N 2.043 -0.438 21.862 4.419 1.280 -0.767 C13 ML0 30 ML0 C8 C8 C 0 1 Y N N 1.689 0.892 22.098 5.517 0.862 -0.018 C8 ML0 31 ML0 C3 C3 C 0 1 Y N N 0.252 1.299 22.037 6.723 1.722 0.079 C3 ML0 32 ML0 C2 C2 C 0 1 Y N N -0.108 2.562 21.565 6.758 2.952 -0.573 C2 ML0 33 ML0 C4 C4 C 0 1 Y N N -0.750 0.417 22.456 7.821 1.303 0.827 C4 ML0 34 ML0 C5 C5 C 0 1 Y N N -2.094 0.797 22.398 8.941 2.108 0.914 C5 ML0 35 ML0 F7 F7 F 0 1 N N N -3.053 -0.059 22.799 10.007 1.705 1.639 F7 ML0 36 ML0 C6 C6 C 0 1 Y N N -2.442 2.062 21.923 8.972 3.328 0.258 C6 ML0 37 ML0 C1 C1 C 0 1 Y N N -1.448 2.944 21.505 7.882 3.749 -0.481 C1 ML0 38 ML0 HO38 HO38 H 0 0 N N N 16.493 7.759 18.728 -11.539 1.984 0.303 HO38 ML0 39 ML0 H34 H34 H 0 1 N N N 14.740 4.347 18.167 -8.467 0.373 -0.597 H34 ML0 40 ML0 HN35 HN35 H 0 0 N N N 14.637 3.981 20.247 -8.062 1.749 -2.499 HN35 ML0 41 ML0 HN3A HN3A H 0 0 N N N 15.451 5.378 20.475 -7.472 2.980 -1.549 HN3A ML0 42 ML0 H33 H33 H 0 1 N N N 12.853 6.607 19.054 -7.363 2.807 0.875 H33 ML0 43 ML0 H33A H33A H 0 0 N N N 13.052 6.033 17.327 -8.155 1.422 1.664 H33A ML0 44 ML0 H29 H29 H 0 1 N N N 11.143 5.776 20.250 -5.186 2.567 -0.165 H29 ML0 45 ML0 H28 H28 H 0 1 N N N 9.373 4.097 20.633 -3.055 1.338 -0.203 H28 ML0 46 ML0 H31 H31 H 0 1 N N N 12.661 3.423 17.001 -7.082 -0.748 1.737 H31 ML0 47 ML0 H32 H32 H 0 1 N N N 10.888 1.740 17.393 -4.959 -1.991 1.708 H32 ML0 48 ML0 H21 H21 H 0 1 N N N 8.657 2.357 21.366 -1.470 0.417 -0.241 H21 ML0 49 ML0 HN26 HN26 H 0 0 N N N 6.900 -0.050 16.642 -2.129 -4.718 2.142 HN26 ML0 50 ML0 HN2A HN2A H 0 0 N N N 7.673 -1.334 17.290 -0.498 -4.830 1.755 HN2A ML0 51 ML0 H14 H14 H 0 1 N N N 5.908 -1.140 21.498 1.995 -2.273 0.568 H14 ML0 52 ML0 H10 H10 H 0 1 N N N 4.794 2.152 22.673 4.330 -2.120 1.044 H10 ML0 53 ML0 H9 H9 H 0 1 N N N 2.424 2.853 22.583 6.332 -0.700 1.212 H9 ML0 54 ML0 H12 H12 H 0 1 N N N 3.640 -1.865 21.726 2.448 0.800 -1.433 H12 ML0 55 ML0 H13 H13 H 0 1 N N N 1.276 -1.165 21.638 4.443 2.231 -1.278 H13 ML0 56 ML0 H2 H2 H 0 1 N N N 0.659 3.251 21.243 5.907 3.282 -1.151 H2 ML0 57 ML0 H4 H4 H 0 1 N N N -0.484 -0.562 22.826 7.797 0.352 1.339 H4 ML0 58 ML0 H6 H6 H 0 1 N N N -3.480 2.357 21.879 9.849 3.955 0.328 H6 ML0 59 ML0 H1 H1 H 0 1 N N N -1.715 3.923 21.135 7.909 4.702 -0.987 H1 ML0 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 ML0 C36 O38 SING N N 1 ML0 O38 HO38 SING N N 2 ML0 O37 C36 DOUB N N 3 ML0 C36 C34 SING N N 4 ML0 C33 C34 SING N N 5 ML0 C34 N35 SING N N 6 ML0 C34 H34 SING N N 7 ML0 N35 HN35 SING N N 8 ML0 N35 HN3A SING N N 9 ML0 C33 C30 SING N N 10 ML0 C33 H33 SING N N 11 ML0 C33 H33A SING N N 12 ML0 C31 C30 DOUB Y N 13 ML0 C30 C29 SING Y N 14 ML0 C29 C28 DOUB Y N 15 ML0 C29 H29 SING N N 16 ML0 C27 C28 SING Y N 17 ML0 C28 H28 SING N N 18 ML0 C31 C32 SING Y N 19 ML0 C31 H31 SING N N 20 ML0 C32 C27 DOUB Y N 21 ML0 C32 H32 SING N N 22 ML0 C27 C22 SING Y N 23 ML0 N23 C22 DOUB Y N 24 ML0 C22 C21 SING Y N 25 ML0 C21 C20 DOUB Y N 26 ML0 C21 H21 SING N N 27 ML0 N23 C24 SING Y N 28 ML0 N26 C24 SING N N 29 ML0 C24 N25 DOUB Y N 30 ML0 N26 HN26 SING N N 31 ML0 N26 HN2A SING N N 32 ML0 N25 C20 SING Y N 33 ML0 C20 O16 SING N N 34 ML0 O16 C14 SING N N 35 ML0 C11 C14 SING N N 36 ML0 C14 C15 SING N N 37 ML0 C14 H14 SING N N 38 ML0 C15 F19 SING N N 39 ML0 C15 F17 SING N N 40 ML0 C15 F18 SING N N 41 ML0 C12 C11 DOUB Y N 42 ML0 C11 C10 SING Y N 43 ML0 C9 C10 DOUB Y N 44 ML0 C10 H10 SING N N 45 ML0 C8 C9 SING Y N 46 ML0 C9 H9 SING N N 47 ML0 C13 C12 SING Y N 48 ML0 C12 H12 SING N N 49 ML0 C13 C8 DOUB Y N 50 ML0 C13 H13 SING N N 51 ML0 C3 C8 SING Y N 52 ML0 C2 C3 DOUB Y N 53 ML0 C3 C4 SING Y N 54 ML0 C1 C2 SING Y N 55 ML0 C2 H2 SING N N 56 ML0 C5 C4 DOUB Y N 57 ML0 C4 H4 SING N N 58 ML0 C6 C5 SING Y N 59 ML0 C5 F7 SING N N 60 ML0 C1 C6 DOUB Y N 61 ML0 C6 H6 SING N N 62 ML0 C1 H1 SING N N 63 # # 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 ML0 SMILES ACDLabs 10.04 "Fc1cccc(c1)c2ccc(cc2)C(Oc4nc(nc(c3ccc(cc3)CC(C(=O)O)N)c4)N)C(F)(F)F" ML0 SMILES_CANONICAL CACTVS 3.341 "N[C@@H](Cc1ccc(cc1)c2cc(O[C@H](c3ccc(cc3)c4cccc(F)c4)C(F)(F)F)nc(N)n2)C(O)=O" ML0 SMILES CACTVS 3.341 "N[CH](Cc1ccc(cc1)c2cc(O[CH](c3ccc(cc3)c4cccc(F)c4)C(F)(F)F)nc(N)n2)C(O)=O" ML0 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)F)c2ccc(cc2)[C@H](C(F)(F)F)Oc3cc(nc(n3)N)c4ccc(cc4)C[C@@H](C(=O)O)N" ML0 SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)F)c2ccc(cc2)C(C(F)(F)F)Oc3cc(nc(n3)N)c4ccc(cc4)CC(C(=O)O)N" ML0 InChI InChI 1.03 "InChI=1S/C27H22F4N4O3/c28-20-3-1-2-19(13-20)16-8-10-18(11-9-16)24(27(29,30)31)38-23-14-22(34-26(33)35-23)17-6-4-15(5-7-17)12-21(32)25(36)37/h1-11,13-14,21,24H,12,32H2,(H,36,37)(H2,33,34,35)/t21-,24+/m0/s1" ML0 InChIKey InChI 1.03 JZWUKILTKYJLCN-XUZZJYLKSA-N # # 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 ML0 "SYSTEMATIC NAME" ACDLabs 10.04 "4-{2-amino-6-[(1R)-2,2,2-trifluoro-1-(3'-fluorobiphenyl-4-yl)ethoxy]pyrimidin-4-yl}-L-phenylalanine" ML0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-[4-[2-amino-6-[(1R)-2,2,2-trifluoro-1-[4-(3-fluorophenyl)phenyl]ethoxy]pyrimidin-4-yl]phenyl]propanoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ML0 "Create component" 2009-05-31 RCSB ML0 "Modify aromatic_flag" 2011-06-04 RCSB ML0 "Modify descriptor" 2011-06-04 RCSB ML0 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id ML0 _pdbx_chem_comp_synonyms.name "(S)-2-Amino-3-(4-{2-amino-6-[(S)-1-(3'-fluoro-biphenyl-4-yl)-ethoxy]-pyrimidin-4-yl}-phenyl)-propionic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##