data_YAT
# 
_chem_comp.id                                    YAT 
_chem_comp.name                                  emetine 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H40 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(2S,3R,11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-01-20 
_chem_comp.pdbx_modified_date                    2024-01-19 
_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                        480.639 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YAT 
_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        8FVY 
_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 
YAT CAA C1  C 0 1 N N N N N N 207.168 220.464 155.408 0.350  5.536  -0.058 CAA YAT 1  
YAT CAJ C2  C 0 1 N N N N N N 207.348 221.367 156.641 0.654  4.193  -0.725 CAJ YAT 2  
YAT CBE C3  C 0 1 N N R N N N 206.861 222.822 156.445 -0.339 3.140  -0.228 CBE YAT 3  
YAT CAQ C4  C 0 1 N N N N N N 207.088 223.504 157.784 -1.751 3.510  -0.689 CAQ YAT 4  
YAT NBI N1  N 0 1 N N N N N N 207.476 224.991 157.742 -2.703 2.491  -0.245 NBI YAT 5  
YAT CAN C5  C 0 1 N N N N N N 206.634 226.387 158.050 -2.812 2.443  1.219  CAN YAT 6  
YAT CAM C6  C 0 1 N N N N N N 207.383 227.416 158.372 -4.099 1.701  1.584  CAM YAT 7  
YAT CAX C7  C 0 1 Y N N N N N 208.535 227.657 157.454 -4.181 0.402  0.823  CAX YAT 8  
YAT CAG C8  C 0 1 Y N N N N N 209.082 228.983 157.386 -5.082 -0.560 1.260  CAG YAT 9  
YAT CAZ C9  C 0 1 Y N N N N N 210.189 229.259 156.521 -5.197 -1.765 0.591  CAZ YAT 10 
YAT OAT O1  O 0 1 N N N N N N 210.721 230.588 156.458 -6.081 -2.704 1.023  OAT YAT 11 
YAT CAC C10 C 0 1 N N N N N N 212.104 230.672 156.713 -6.860 -2.379 2.176  CAC YAT 12 
YAT CBB C11 C 0 1 Y N N N N N 210.763 228.208 155.717 -4.405 -2.012 -0.527 CBB YAT 13 
YAT OAV O2  O 0 1 N N N N N N 211.851 228.508 154.871 -4.514 -3.192 -1.194 OAV YAT 14 
YAT CAE C12 C 0 1 N N N N N N 212.444 227.414 154.192 -3.669 -3.375 -2.332 CAE YAT 15 
YAT CAI C13 C 0 1 Y N N N N N 210.214 226.871 155.787 -3.507 -1.051 -0.956 CAI YAT 16 
YAT CBD C14 C 0 1 Y N N N N N 209.107 226.593 156.644 -3.394 0.155  -0.280 CBD YAT 17 
YAT CBH C15 C 0 1 N N S N N N 208.560 225.188 156.706 -2.393 1.165  -0.784 CBH YAT 18 
YAT CAP C16 C 0 1 N N N N N N 207.943 224.878 155.324 -0.992 0.737  -0.337 CAP YAT 19 
YAT CBF C17 C 0 1 N N S N N N 207.589 223.422 155.207 0.033  1.772  -0.807 CBF YAT 20 
YAT CAO C18 C 0 1 N N N N N N 206.670 223.269 153.936 1.426  1.370  -0.319 CAO YAT 21 
YAT CBG C19 C 0 1 N N R N N N 207.433 222.711 152.715 1.842  0.058  -0.986 CBG YAT 22 
YAT NAR N2  N 0 1 N N N N N N 206.445 222.565 151.598 1.972  0.269  -2.431 NAR YAT 23 
YAT CAK C20 C 0 1 N N N N N N 206.057 223.879 151.004 2.533  -0.931 -3.072 CAK YAT 24 
YAT CAL C21 C 0 1 N N N N N N 207.228 224.711 150.540 4.008  -1.043 -2.685 CAL YAT 25 
YAT CAW C22 C 0 1 Y N N N N N 208.490 224.525 151.305 4.158  -0.920 -1.190 CAW YAT 26 
YAT CAF C23 C 0 1 Y N N N N N 209.613 225.363 150.941 5.345  -1.341 -0.610 CAF YAT 27 
YAT CBC C24 C 0 1 Y N N N N N 208.616 223.632 152.300 3.153  -0.402 -0.405 CBC YAT 28 
YAT CAH C25 C 0 1 Y N N N N N 209.875 223.501 152.988 3.332  -0.301 0.967  CAH YAT 29 
YAT CBA C26 C 0 1 Y N N N N N 210.958 224.309 152.640 4.513  -0.721 1.553  CBA YAT 30 
YAT OAU O3  O 0 1 N N N N N N 212.177 224.182 153.330 4.682  -0.619 2.898  OAU YAT 31 
YAT CAD C27 C 0 1 N N N N N N 212.801 222.927 153.200 3.598  -0.069 3.649  CAD YAT 32 
YAT CAY C28 C 0 1 Y N N N N N 210.827 225.239 151.616 5.529  -1.244 0.758  CAY YAT 33 
YAT OAS O4  O 0 1 N N N N N N 211.921 226.058 151.258 6.695  -1.658 1.322  OAS YAT 34 
YAT CAB C29 C 0 1 N N N N N N 213.032 225.351 150.786 7.691  -2.183 0.442  CAB YAT 35 
YAT H3  H1  H 0 1 N N N N N N 207.539 219.454 155.636 1.058  6.286  -0.412 H3  YAT 36 
YAT H2  H2  H 0 1 N N N N N N 206.101 220.412 155.144 -0.664 5.846  -0.310 H2  YAT 37 
YAT H1  H3  H 0 1 N N N N N N 207.735 220.881 154.563 0.441  5.433  1.023  H1  YAT 38 
YAT H5  H4  H 0 1 N N N N N N 206.784 220.925 157.476 0.563  4.296  -1.807 H5  YAT 39 
YAT H4  H5  H 0 1 N N N N N N 208.418 221.394 156.894 1.668  3.883  -0.474 H4  YAT 40 
YAT H6  H6  H 0 1 N N N N N N 205.781 222.803 156.236 -0.310 3.098  0.861  H6  YAT 41 
YAT H8  H7  H 0 1 N N N N N N 206.157 223.418 158.364 -2.029 4.475  -0.264 H8  YAT 42 
YAT H7  H8  H 0 1 N N N N N N 207.894 222.963 158.302 -1.771 3.574  -1.777 H7  YAT 43 
YAT H11 H10 H 0 1 N N N N N N 206.061 226.648 157.148 -1.954 1.913  1.632  H11 YAT 44 
YAT H10 H11 H 0 1 N N N N N N 205.941 226.193 158.882 -2.848 3.457  1.617  H10 YAT 45 
YAT H12 H12 H 0 1 N N N N N N 207.780 227.248 159.384 -4.106 1.495  2.654  H12 YAT 46 
YAT H13 H13 H 0 1 N N N N N N 206.749 228.315 158.371 -4.958 2.322  1.330  H13 YAT 47 
YAT H14 H14 H 0 1 N N N N N N 208.658 229.773 157.988 -5.695 -0.366 2.127  H14 YAT 48 
YAT H15 H15 H 0 1 N N N N N N 212.427 231.721 156.645 -7.522 -3.212 2.413  H15 YAT 49 
YAT H17 H16 H 0 1 N N N N N N 212.315 230.289 157.722 -6.198 -2.190 3.021  H17 YAT 50 
YAT H16 H17 H 0 1 N N N N N N 212.651 230.071 155.971 -7.455 -1.489 1.974  H16 YAT 51 
YAT H18 H18 H 0 1 N N N N N N 213.275 227.776 153.569 -3.882 -2.601 -3.069 H18 YAT 52 
YAT H19 H19 H 0 1 N N N N N N 212.825 226.690 154.927 -2.626 -3.307 -2.025 H19 YAT 53 
YAT H20 H20 H 0 1 N N N N N N 211.692 226.928 153.554 -3.856 -4.355 -2.770 H20 YAT 54 
YAT H21 H21 H 0 1 N N N N N N 210.643 226.081 155.189 -2.891 -1.242 -1.822 H21 YAT 55 
YAT H22 H22 H 0 1 N N N N N N 209.382 224.483 156.898 -2.429 1.199  -1.873 H22 YAT 56 
YAT H23 H23 H 0 1 N N N N N N 208.670 225.136 154.540 -0.964 0.666  0.751  H23 YAT 57 
YAT H24 H24 H 0 1 N N N N N N 207.033 225.481 155.193 -0.753 -0.234 -0.770 H24 YAT 58 
YAT H25 H25 H 0 1 N N N N N N 208.509 222.844 155.034 0.027  1.822  -1.895 H25 YAT 59 
YAT H26 H26 H 0 1 N N N N N N 206.262 224.257 153.675 2.141  2.152  -0.577 H26 YAT 60 
YAT H27 H27 H 0 1 N N N N N N 205.844 222.584 154.179 1.408  1.238  0.763  H27 YAT 61 
YAT H28 H28 H 0 1 N N N N N N 207.836 221.721 152.974 1.080  -0.698 -0.799 H28 YAT 62 
YAT H29 H29 H 0 1 N N N N N N 205.624 222.118 151.952 2.536  1.082  -2.629 H29 YAT 63 
YAT H31 H31 H 0 1 N N N N N N 205.504 224.452 151.763 1.996  -1.815 -2.729 H31 YAT 64 
YAT H32 H32 H 0 1 N N N N N N 205.403 223.689 150.140 2.441  -0.844 -4.155 H32 YAT 65 
YAT H33 H33 H 0 1 N N N N N N 207.429 224.457 149.489 4.394  -2.009 -3.009 H33 YAT 66 
YAT H34 H34 H 0 1 N N N N N N 206.941 225.770 150.613 4.571  -0.247 -3.171 H34 YAT 67 
YAT H35 H35 H 0 1 N N N N N N 209.510 226.086 150.145 6.132  -1.746 -1.230 H35 YAT 68 
YAT H36 H36 H 0 1 N N N N N N 209.981 222.773 153.778 2.544  0.108  1.582  H36 YAT 69 
YAT H37 H37 H 0 1 N N N N N N 213.741 222.924 153.771 3.863  -0.045 4.706  H37 YAT 70 
YAT H39 H38 H 0 1 N N N N N N 212.134 222.144 153.589 3.393  0.944  3.302  H39 YAT 71 
YAT H38 H39 H 0 1 N N N N N N 213.016 222.733 152.139 2.711  -0.687 3.511  H38 YAT 72 
YAT H42 H40 H 0 1 N N N N N N 213.835 226.058 150.530 7.971  -1.421 -0.286 H42 YAT 73 
YAT H40 H41 H 0 1 N N N N N N 213.385 224.660 151.566 8.568  -2.475 1.019  H40 YAT 74 
YAT H41 H42 H 0 1 N N N N N N 212.749 224.779 149.890 7.293  -3.054 -0.079 H41 YAT 75 
# 
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 
YAT CAL CAK SING N N 1  
YAT CAL CAW SING N N 2  
YAT CAB OAS SING N N 3  
YAT CAF CAW DOUB Y N 4  
YAT CAF CAY SING Y N 5  
YAT CAK NAR SING N N 6  
YAT OAS CAY SING N N 7  
YAT CAW CBC SING Y N 8  
YAT NAR CBG SING N N 9  
YAT CAY CBA DOUB Y N 10 
YAT CBC CBG SING N N 11 
YAT CBC CAH DOUB Y N 12 
YAT CBA CAH SING Y N 13 
YAT CBA OAU SING N N 14 
YAT CBG CAO SING N N 15 
YAT CAD OAU SING N N 16 
YAT CAO CBF SING N N 17 
YAT CAE OAV SING N N 18 
YAT OAV CBB SING N N 19 
YAT CBF CAP SING N N 20 
YAT CBF CBE SING N N 21 
YAT CAP CBH SING N N 22 
YAT CAA CAJ SING N N 23 
YAT CBB CAI DOUB Y N 24 
YAT CBB CAZ SING Y N 25 
YAT CAI CBD SING Y N 26 
YAT CBE CAJ SING N N 27 
YAT CBE CAQ SING N N 28 
YAT OAT CAZ SING N N 29 
YAT OAT CAC SING N N 30 
YAT CAZ CAG DOUB Y N 31 
YAT CBD CBH SING N N 32 
YAT CBD CAX DOUB Y N 33 
YAT CBH NBI SING N N 34 
YAT CAG CAX SING Y N 35 
YAT CAX CAM SING N N 36 
YAT NBI CAQ SING N N 37 
YAT NBI CAN SING N N 38 
YAT CAN CAM SING N N 39 
YAT CAA H3  SING N N 40 
YAT CAA H2  SING N N 41 
YAT CAA H1  SING N N 42 
YAT CAJ H5  SING N N 43 
YAT CAJ H4  SING N N 44 
YAT CBE H6  SING N N 45 
YAT CAQ H8  SING N N 46 
YAT CAQ H7  SING N N 47 
YAT CAN H11 SING N N 48 
YAT CAN H10 SING N N 49 
YAT CAM H12 SING N N 50 
YAT CAM H13 SING N N 51 
YAT CAG H14 SING N N 52 
YAT CAC H15 SING N N 53 
YAT CAC H17 SING N N 54 
YAT CAC H16 SING N N 55 
YAT CAE H18 SING N N 56 
YAT CAE H19 SING N N 57 
YAT CAE H20 SING N N 58 
YAT CAI H21 SING N N 59 
YAT CBH H22 SING N N 60 
YAT CAP H23 SING N N 61 
YAT CAP H24 SING N N 62 
YAT CBF H25 SING N N 63 
YAT CAO H26 SING N N 64 
YAT CAO H27 SING N N 65 
YAT CBG H28 SING N N 66 
YAT NAR H29 SING N N 67 
YAT CAK H31 SING N N 68 
YAT CAK H32 SING N N 69 
YAT CAL H33 SING N N 70 
YAT CAL H34 SING N N 71 
YAT CAF H35 SING N N 72 
YAT CAH H36 SING N N 73 
YAT CAD H37 SING N N 74 
YAT CAD H39 SING N N 75 
YAT CAD H38 SING N N 76 
YAT CAB H42 SING N N 77 
YAT CAB H40 SING N N 78 
YAT CAB H41 SING N N 79 
# 
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 
YAT SMILES           ACDLabs              12.01 "COc1cc2CCNC(CC3CC4c5cc(OC)c(OC)cc5CCN4CC3CC)c2cc1OC"                                                                                                                                               
YAT InChI            InChI                1.06  "InChI=1S/C29H40N2O4/c1-6-18-17-31-10-8-20-14-27(33-3)29(35-5)16-23(20)25(31)12-21(18)11-24-22-15-28(34-4)26(32-2)13-19(22)7-9-30-24/h13-16,18,21,24-25,30H,6-12,17H2,1-5H3/t18-,21-,24+,25-/m0/s1" 
YAT InChIKey         InChI                1.06  AUVVAXYIELKVAI-CKBKHPSWSA-N                                                                                                                                                                         
YAT SMILES_CANONICAL CACTVS               3.385 "CC[C@H]1CN2CCc3cc(OC)c(OC)cc3[C@@H]2C[C@@H]1C[C@H]4NCCc5cc(OC)c(OC)cc45"                                                                                                                           
YAT SMILES           CACTVS               3.385 "CC[CH]1CN2CCc3cc(OC)c(OC)cc3[CH]2C[CH]1C[CH]4NCCc5cc(OC)c(OC)cc45"                                                                                                                                 
YAT SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC[C@H]1CN2CCc3cc(c(cc3[C@@H]2C[C@@H]1C[C@@H]4c5cc(c(cc5CCN4)OC)OC)OC)OC"                                                                                                                          
YAT SMILES           "OpenEye OEToolkits" 2.0.7 "CCC1CN2CCc3cc(c(cc3C2CC1CC4c5cc(c(cc5CCN4)OC)OC)OC)OC"                                                                                                                                             
# 
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 
YAT "SYSTEMATIC NAME" ACDLabs              12.01 "(5S)-6',7',10,11-tetramethoxyemetan"                                                                                                                                       
YAT "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S},3~{R},11~{b}~{S})-2-[[(1~{R})-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11~{b}-hexahydro-1~{H}-benzo[a]quinolizine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
YAT "Create component" 2023-01-20 RCSB 
YAT "Modify name"      2023-01-24 RCSB 
YAT "Initial release"  2024-01-24 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      YAT 
_pdbx_chem_comp_synonyms.name         "(2S,3R,11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine" 
_pdbx_chem_comp_synonyms.provenance   PUBCHEM 
_pdbx_chem_comp_synonyms.type         ? 
# 
