data_08N
# 
_chem_comp.id                                    08N 
_chem_comp.name                                  noscapine 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H23 N O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro-2H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-2-benzofuran-1(3H)-one" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-06-07 
_chem_comp.pdbx_modified_date                    2022-06-24 
_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                        413.421 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     08N 
_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        7N4Z 
_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 
08N C02 C1  C 0 1 N N N 9.753  -14.659 32.510 -2.606 -1.701 -0.768 C02 08N 1  
08N C04 C2  C 0 1 N N S 9.723  -16.844 32.588 -0.356 -1.364 -0.907 C04 08N 2  
08N C05 C3  C 0 1 Y N N 8.547  -16.270 33.373 -0.984 -0.064 -0.472 C05 08N 3  
08N C06 C4  C 0 1 Y N N 7.516  -16.791 34.072 -0.472 1.175  -0.169 C06 08N 4  
08N C07 C5  C 0 1 Y N N 6.582  -15.969 34.669 -1.319 2.204  0.211  C07 08N 5  
08N C08 C6  C 0 1 Y N N 6.670  -14.625 34.568 -2.685 1.992  0.287  C08 08N 6  
08N C10 C7  C 0 1 N N N 4.962  -13.173 34.418 -2.898 4.264  0.960  C10 08N 7  
08N C11 C8  C 0 1 Y N N 7.736  -14.094 33.844 -3.218 0.745  -0.026 C11 08N 8  
08N C13 C9  C 0 1 N N N 7.413  -12.277 32.617 -5.320 0.794  -1.132 C13 08N 9  
08N C14 C10 C 0 1 Y N N 8.621  -14.925 33.283 -2.362 -0.298 -0.401 C14 08N 10 
08N C15 C11 C 0 1 N N R 9.475  -17.568 31.359 0.618  -1.862 0.163  C15 08N 11 
08N C17 C12 C 0 1 N N N 9.216  -16.358 29.443 -1.114 -3.136 1.271  C17 08N 12 
08N C18 C13 C 0 1 N N N 7.375  -17.323 30.082 0.831  -2.385 2.506  C18 08N 13 
08N C19 C14 C 0 1 N N N 6.721  -18.311 30.999 1.604  -1.113 2.856  C19 08N 14 
08N C20 C15 C 0 1 Y N N 7.617  -19.253 31.661 2.173  -0.495 1.604  C20 08N 15 
08N C21 C16 C 0 1 Y N N 8.942  -18.929 31.821 1.711  -0.842 0.353  C21 08N 16 
08N C22 C17 C 0 1 Y N N 9.766  -19.828 32.462 2.260  -0.244 -0.777 C22 08N 17 
08N C24 C18 C 0 1 N N N 11.694 -19.963 33.544 2.532  -1.589 -2.720 C24 08N 18 
08N C25 C19 C 0 1 Y N N 9.312  -20.998 32.881 3.272  0.697  -0.651 C25 08N 19 
08N C27 C20 C 0 1 N N N 8.914  -22.795 33.873 5.138  1.898  -0.901 C27 08N 20 
08N C29 C21 C 0 1 Y N N 7.987  -21.310 32.711 3.737  1.042  0.613  C29 08N 21 
08N C30 C22 C 0 1 Y N N 7.152  -20.471 32.112 3.185  0.445  1.734  C30 08N 22 
08N N16 N1  N 0 1 N N N 8.580  -16.729 30.594 -0.110 -2.074 1.418  N16 08N 23 
08N O01 O1  O 0 1 N N N 10.190 -13.676 32.032 -3.700 -2.229 -0.808 O01 08N 24 
08N O03 O2  O 0 1 N N N 10.406 -15.794 32.240 -1.446 -2.314 -1.060 O03 08N 25 
08N O09 O3  O 0 1 N N N 5.799  -13.843 35.154 -3.510 3.007  0.661  O09 08N 26 
08N O12 O4  O 0 1 N N N 7.902  -12.806 33.712 -4.557 0.536  0.048  O12 08N 27 
08N O23 O5  O 0 1 N N N 10.957 -19.474 32.605 1.803  -0.584 -2.012 O23 08N 28 
08N O26 O6  O 0 1 N N N 9.873  -21.977 33.467 3.966  1.415  -1.583 O26 08N 29 
08N O28 O7  O 0 1 N N N 7.831  -22.443 33.173 4.723  1.976  0.476  O28 08N 30 
08N H1  H1  H 0 1 N N N 10.302 -17.486 33.268 0.166  -1.230 -1.854 H1  08N 31 
08N H2  H2  H 0 1 N N N 7.421  -17.863 34.165 0.593  1.346  -0.226 H2  08N 32 
08N H3  H3  H 0 1 N N N 5.767  -16.408 35.226 -0.912 3.176  0.449  H3  08N 33 
08N H4  H4  H 0 1 N N N 4.306  -12.571 35.064 -2.195 4.138  1.784  H4  08N 34 
08N H5  H5  H 0 1 N N N 5.519  -12.509 33.741 -2.366 4.627  0.081  H5  08N 35 
08N H6  H6  H 0 1 N N N 4.353  -13.872 33.826 -3.665 4.983  1.244  H6  08N 36 
08N H7  H7  H 0 1 N N N 7.610  -11.195 32.613 -6.372 0.588  -0.937 H7  08N 37 
08N H8  H8  H 0 1 N N N 7.891  -12.740 31.741 -5.202 1.839  -1.420 H8  08N 38 
08N H9  H9  H 0 1 N N N 6.328  -12.453 32.578 -4.968 0.153  -1.940 H9  08N 39 
08N H10 H10 H 0 1 N N N 10.417 -17.719 30.811 1.058  -2.805 -0.161 H10 08N 40 
08N H11 H11 H 0 1 N N N 10.175 -15.879 29.691 -1.383 -3.521 2.255  H11 08N 41 
08N H12 H12 H 0 1 N N N 9.400  -17.248 28.823 -2.001 -2.733 0.784  H12 08N 42 
08N H13 H13 H 0 1 N N N 8.585  -15.649 28.888 -0.702 -3.944 0.666  H13 08N 43 
08N H14 H14 H 0 1 N N N 6.655  -16.516 29.880 1.527  -3.158 2.179  H14 08N 44 
08N H15 H15 H 0 1 N N N 7.621  -17.839 29.142 0.280  -2.730 3.380  H15 08N 45 
08N H16 H16 H 0 1 N N N 6.189  -17.747 31.779 0.933  -0.402 3.338  H16 08N 46 
08N H17 H17 H 0 1 N N N 5.997  -18.892 30.408 2.417  -1.360 3.539  H17 08N 47 
08N H18 H18 H 0 1 N N N 12.699 -19.519 33.491 3.532  -1.220 -2.948 H18 08N 48 
08N H19 H19 H 0 1 N N N 11.243 -19.733 34.521 2.607  -2.485 -2.104 H19 08N 49 
08N H20 H20 H 0 1 N N N 11.768 -21.054 33.422 2.013  -1.829 -3.648 H20 08N 50 
08N H21 H21 H 0 1 N N N 8.733  -22.672 34.951 5.964  1.196  -1.013 H21 08N 51 
08N H22 H22 H 0 1 N N N 9.185  -23.840 33.664 5.420  2.882  -1.274 H22 08N 52 
08N H23 H23 H 0 1 N N N 6.115  -20.740 31.978 3.545  0.712  2.716  H23 08N 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 
08N C17 N16 SING N N 1  
08N C18 N16 SING N N 2  
08N C18 C19 SING N N 3  
08N N16 C15 SING N N 4  
08N C19 C20 SING N N 5  
08N C15 C21 SING N N 6  
08N C15 C04 SING N N 7  
08N C20 C21 DOUB Y N 8  
08N C20 C30 SING Y N 9  
08N C21 C22 SING Y N 10 
08N O01 C02 DOUB N N 11 
08N C30 C29 DOUB Y N 12 
08N O03 C02 SING N N 13 
08N O03 C04 SING N N 14 
08N C22 O23 SING N N 15 
08N C22 C25 DOUB Y N 16 
08N C02 C14 SING N N 17 
08N C04 C05 SING N N 18 
08N O23 C24 SING N N 19 
08N C13 O12 SING N N 20 
08N C29 C25 SING Y N 21 
08N C29 O28 SING N N 22 
08N C25 O26 SING N N 23 
08N O28 C27 SING N N 24 
08N C14 C05 DOUB Y N 25 
08N C14 C11 SING Y N 26 
08N C05 C06 SING Y N 27 
08N O26 C27 SING N N 28 
08N O12 C11 SING N N 29 
08N C11 C08 DOUB Y N 30 
08N C06 C07 DOUB Y N 31 
08N C10 O09 SING N N 32 
08N C08 C07 SING Y N 33 
08N C08 O09 SING N N 34 
08N C04 H1  SING N N 35 
08N C06 H2  SING N N 36 
08N C07 H3  SING N N 37 
08N C10 H4  SING N N 38 
08N C10 H5  SING N N 39 
08N C10 H6  SING N N 40 
08N C13 H7  SING N N 41 
08N C13 H8  SING N N 42 
08N C13 H9  SING N N 43 
08N C15 H10 SING N N 44 
08N C17 H11 SING N N 45 
08N C17 H12 SING N N 46 
08N C17 H13 SING N N 47 
08N C18 H14 SING N N 48 
08N C18 H15 SING N N 49 
08N C19 H16 SING N N 50 
08N C19 H17 SING N N 51 
08N C24 H18 SING N N 52 
08N C24 H19 SING N N 53 
08N C24 H20 SING N N 54 
08N C27 H21 SING N N 55 
08N C27 H22 SING N N 56 
08N C30 H23 SING N N 57 
# 
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 
08N SMILES           ACDLabs              12.01 "COc1c2OCOc2cc2CCN(C)C(C3OC(=O)c4c(OC)c(ccc43)OC)c12"                                                                                                             
08N InChI            InChI                1.03  "InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1" 
08N InChIKey         InChI                1.03  AKNNEGZIBPJZJG-MSOLQXFVSA-N                                                                                                                                       
08N SMILES_CANONICAL CACTVS               3.385 "COc1ccc2[C@H](OC(=O)c2c1OC)[C@@H]3N(C)CCc4cc5OCOc5c(OC)c34"                                                                                                      
08N SMILES           CACTVS               3.385 "COc1ccc2[CH](OC(=O)c2c1OC)[CH]3N(C)CCc4cc5OCOc5c(OC)c34"                                                                                                         
08N SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN1CCc2cc3c(c(c2[C@@H]1[C@@H]4c5ccc(c(c5C(=O)O4)OC)OC)OC)OCO3"                                                                                                   
08N SMILES           "OpenEye OEToolkits" 2.0.7 "CN1CCc2cc3c(c(c2C1C4c5ccc(c(c5C(=O)O4)OC)OC)OC)OCO3"                                                                                                             
# 
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 
08N "SYSTEMATIC NAME" ACDLabs              12.01 "(3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro-2H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-2-benzofuran-1(3H)-one"     
08N "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{S})-6,7-dimethoxy-3-[(5~{R})-4-methoxy-6-methyl-7,8-dihydro-5~{H}-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3~{H}-2-benzofuran-1-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
08N "Create component" 2021-06-07 RCSB 
08N "Initial release"  2022-06-29 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      08N 
_pdbx_chem_comp_synonyms.name         "(3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro-2H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-2-benzofuran-1(3H)-one" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
