data_MFD # _chem_comp.id MFD _chem_comp.name "(2S,3S,8S,9S)-3-AMINO-9-METHOXY-2,6,8-TRIMETHYL-10-PHENYLDECA-4,6-DIENOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H29 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-08-05 _chem_comp.pdbx_modified_date 2023-11-03 _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 331.449 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MFD _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 N _chem_comp.pdbx_model_coordinates_db_code 1AY3 _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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 MFD N N3 N 0 1 N N N Y Y N 0.104 0.057 -0.999 2.208 0.168 -4.617 N3 MFD 1 MFD C1 C2 C 0 1 N N S Y N N 0.214 2.440 -1.710 -0.059 0.420 -5.505 C2 MFD 2 MFD C C1 C 0 1 N N N Y N Y 1.647 2.131 -2.171 0.362 -0.224 -6.801 C1 MFD 3 MFD O O1 O 0 1 N N N Y N Y 1.849 1.549 -3.238 1.254 -1.039 -6.807 O1 MFD 4 MFD OXT OXT O 0 1 N Y N Y N Y 2.661 2.513 -1.306 -0.251 0.108 -7.947 OXT MFD 5 MFD CA C3 C 0 1 N N S Y N N -0.619 1.138 -1.682 0.793 -0.129 -4.360 C3 MFD 6 MFD CM2 CM2 C 0 1 N N N N N N -0.355 3.532 -2.637 -1.533 0.110 -5.238 CM2 MFD 7 MFD C7 C7 C 0 1 N N N N N N -5.579 1.029 -1.539 -0.948 -0.356 0.195 C7 MFD 8 MFD C6 C6 C 0 1 N N N N N N -4.471 1.551 -0.965 -0.494 0.393 -0.802 C6 MFD 9 MFD C5 C5 C 0 1 N N N N N N -3.181 1.260 -1.670 -0.082 -0.235 -2.067 C5 MFD 10 MFD C4 C4 C 0 1 N N N N N N -1.982 1.388 -1.064 0.371 0.514 -3.065 C4 MFD 11 MFD "C'" "C'" C 0 1 N N N N N N -6.741 -1.132 0.049 -0.994 0.787 3.845 "C'" MFD 12 MFD C9 C9 C 0 1 N N R N N N -7.572 -0.321 -1.001 -0.548 -0.009 2.618 C9 MFD 13 MFD C8 C8 C 0 1 N N R N N N -7.030 1.133 -1.118 -1.482 0.295 1.445 C8 MFD 14 MFD "C4'" "C4'" C 0 1 Y N N N N N -3.068 -3.019 -1.322 1.612 -0.063 7.120 "C4'" MFD 15 MFD "C3'" "C3'" C 0 1 Y N N N N N -3.066 -2.193 -0.194 1.900 0.980 6.260 "C3'" MFD 16 MFD "C2'" "C2'" C 0 1 Y N N N N N -4.248 -1.583 0.227 1.057 1.255 5.200 "C2'" MFD 17 MFD "C1'" "C1'" C 0 1 Y N N N N N -5.453 -1.771 -0.460 -0.074 0.487 5.000 "C1'" MFD 18 MFD "C6'" "C6'" C 0 1 Y N N N N N -5.440 -2.615 -1.577 -0.365 -0.552 5.864 "C6'" MFD 19 MFD "C5'" "C5'" C 0 1 Y N N N N N -4.265 -3.227 -2.014 0.480 -0.830 6.921 "C5'" MFD 20 MFD O9 O9 O 0 1 N N N N N N -8.988 -0.394 -0.776 -0.595 -1.406 2.914 O9 MFD 21 MFD CM9 CM9 C 0 1 N N N N N N -9.486 0.132 0.444 0.735 -1.905 2.769 CM9 MFD 22 MFD CM8 CM8 C 0 1 N N N N N N -7.789 2.068 -2.090 -2.878 -0.252 1.749 CM8 MFD 23 MFD CM6 CM6 C 0 1 N N N N N N -4.588 2.394 0.297 -0.401 1.889 -0.640 CM6 MFD 24 MFD H HN31 H 0 0 N N N Y Y N 0.589 0.314 -0.154 2.719 -0.117 -3.795 HN31 MFD 25 MFD H2 HN32 H 0 0 N Y N Y Y N 0.395 0.335 -0.062 2.288 1.172 -4.673 HN32 MFD 26 MFD H1 H2 H 0 1 N N N Y N N 0.239 2.860 -0.687 0.078 1.499 -5.575 H2 MFD 27 MFD HXT HXT H 0 1 N Y N Y N Y 3.546 2.322 -1.591 0.019 -0.305 -8.778 HXT MFD 28 MFD HA H3 H 0 1 N N N Y N N -0.751 0.818 -2.725 0.656 -1.208 -4.291 H3 MFD 29 MFD HM21 HM21 H 0 0 N N N N N N -1.354 3.845 -2.296 -1.670 -0.968 -5.169 HM21 MFD 30 MFD HM22 HM22 H 0 0 N N N N N N 0.298 4.419 -2.634 -1.838 0.576 -4.301 HM22 MFD 31 MFD HM23 HM23 H 0 0 N N N N N N -0.444 3.172 -3.674 -2.141 0.502 -6.054 HM23 MFD 32 MFD H7 H7 H 0 1 N N N N N N -5.486 0.357 -2.397 -0.934 -1.432 0.111 H7 MFD 33 MFD H5 H5 H 0 1 N N N N N N -3.163 0.928 -2.713 -0.148 -1.306 -2.184 H5 MFD 34 MFD H4 H4 H 0 1 N N N N N N -1.945 1.691 -0.014 0.437 1.586 -2.949 H4 MFD 35 MFD "H'1" "H'1" H 0 1 N N N N N N -7.388 -1.937 0.390 -0.958 1.853 3.619 "H'1" MFD 36 MFD "H'2" "H'2" H 0 1 N N N N N N -6.534 -0.504 0.933 -2.014 0.506 4.110 "H'2" MFD 37 MFD H9 H9 H 0 1 N N N N N N -7.481 -0.817 -1.980 0.471 0.271 2.353 H9 MFD 38 MFD H8 H8 H 0 1 N N N N N N -7.118 1.557 -0.108 -1.539 1.373 1.296 H8 MFD 39 MFD "H4'" "H4'" H 0 1 N N N N N N -2.151 -3.501 -1.652 2.272 -0.278 7.948 "H4'" MFD 40 MFD "H3'" "H3'" H 0 1 N N N N N N -2.146 -2.031 0.358 2.785 1.579 6.416 "H3'" MFD 41 MFD "H2'" "H2'" H 0 1 N N N N N N -4.226 -0.948 1.110 1.282 2.070 4.528 "H2'" MFD 42 MFD "H6'" "H6'" H 0 1 N N N N N N -6.364 -2.804 -2.119 -1.250 -1.152 5.708 "H6'" MFD 43 MFD "H5'" "H5'" H 0 1 N N N N N N -4.282 -3.872 -2.889 0.255 -1.645 7.593 "H5'" MFD 44 MFD HM91 HM91 H 0 0 N N N N N N -9.317 1.217 0.541 0.764 -2.954 3.063 HM91 MFD 45 MFD HM92 HM92 H 0 0 N N N N N N -10.570 -0.049 0.429 1.047 -1.810 1.728 HM92 MFD 46 MFD HM93 HM93 H 0 0 N N N N N N -9.063 -0.372 1.330 1.409 -1.330 3.404 HM93 MFD 47 MFD HM81 HM81 H 0 0 N N N N N N -7.334 3.073 -2.101 -2.821 -1.330 1.897 HM81 MFD 48 MFD HM82 HM82 H 0 0 N N N N N N -8.844 2.196 -1.797 -3.264 0.218 2.652 HM82 MFD 49 MFD HM83 HM83 H 0 0 N N N N N N -7.775 1.681 -3.121 -3.543 -0.035 0.913 HM83 MFD 50 MFD HM61 HM61 H 0 0 N N N N N N -3.678 2.979 0.502 -0.667 2.160 0.381 HM61 MFD 51 MFD HM62 HM62 H 0 0 N N N N N N -4.778 1.750 1.170 0.617 2.215 -0.849 HM62 MFD 52 MFD HM63 HM63 H 0 0 N N N N N N -5.420 3.107 0.215 -1.088 2.373 -1.334 HM63 MFD 53 # 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 MFD N CA SING N N 1 MFD N H SING N N 2 MFD N H2 SING N N 3 MFD C1 C SING N N 4 MFD C1 CA SING N N 5 MFD C1 CM2 SING N N 6 MFD C1 H1 SING N N 7 MFD C O DOUB N N 8 MFD C OXT SING N N 9 MFD OXT HXT SING N N 10 MFD CA C4 SING N N 11 MFD CA HA SING N N 12 MFD CM2 HM21 SING N N 13 MFD CM2 HM22 SING N N 14 MFD CM2 HM23 SING N N 15 MFD C7 C6 DOUB N E 16 MFD C7 C8 SING N N 17 MFD C7 H7 SING N N 18 MFD C6 C5 SING N N 19 MFD C6 CM6 SING N N 20 MFD C5 C4 DOUB N E 21 MFD C5 H5 SING N N 22 MFD C4 H4 SING N N 23 MFD "C'" C9 SING N N 24 MFD "C'" "C1'" SING N N 25 MFD "C'" "H'1" SING N N 26 MFD "C'" "H'2" SING N N 27 MFD C9 C8 SING N N 28 MFD C9 O9 SING N N 29 MFD C9 H9 SING N N 30 MFD C8 CM8 SING N N 31 MFD C8 H8 SING N N 32 MFD "C4'" "C3'" DOUB Y N 33 MFD "C4'" "C5'" SING Y N 34 MFD "C4'" "H4'" SING N N 35 MFD "C3'" "C2'" SING Y N 36 MFD "C3'" "H3'" SING N N 37 MFD "C2'" "C1'" DOUB Y N 38 MFD "C2'" "H2'" SING N N 39 MFD "C1'" "C6'" SING Y N 40 MFD "C6'" "C5'" DOUB Y N 41 MFD "C6'" "H6'" SING N N 42 MFD "C5'" "H5'" SING N N 43 MFD O9 CM9 SING N N 44 MFD CM9 HM91 SING N N 45 MFD CM9 HM92 SING N N 46 MFD CM9 HM93 SING N N 47 MFD CM8 HM81 SING N N 48 MFD CM8 HM82 SING N N 49 MFD CM8 HM83 SING N N 50 MFD CM6 HM61 SING N N 51 MFD CM6 HM62 SING N N 52 MFD CM6 HM63 SING N N 53 # 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 MFD SMILES ACDLabs 10.04 "O=C(O)C(C)C(N)/C=C/C(=C/C(C(OC)Cc1ccccc1)C)C" MFD SMILES_CANONICAL CACTVS 3.341 "CO[C@H](Cc1ccccc1)[C@H](C)\C=C(C)\C=C\[C@H](N)[C@H](C)C(O)=O" MFD SMILES CACTVS 3.341 "CO[CH](Cc1ccccc1)[CH](C)C=C(C)C=C[CH](N)[CH](C)C(O)=O" MFD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@H](\C=C(/C)\C=C\[C@@H]([C@H](C)C(=O)O)N)[C@@H](Cc1ccccc1)OC" MFD SMILES "OpenEye OEToolkits" 1.5.0 "CC(C=C(C)C=CC(C(C)C(=O)O)N)C(Cc1ccccc1)OC" MFD InChI InChI 1.03 "InChI=1S/C20H29NO3/c1-14(10-11-18(21)16(3)20(22)23)12-15(2)19(24-4)13-17-8-6-5-7-9-17/h5-12,15-16,18-19H,13,21H2,1-4H3,(H,22,23)/b11-10+,14-12+/t15-,16+,18+,19-/m1/s1" MFD InChIKey InChI 1.03 HJVCHYDYCYBBQX-AWKNMOFVSA-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 MFD "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,3S,4E,6E,8R,9R)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid" MFD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3S,4E,6E,8R,9R)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic 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 MFD "Create component" 1999-08-05 RCSB MFD "Modify descriptor" 2011-06-04 RCSB MFD "Modify backbone" 2023-11-03 PDBE #