data_LMJ # _chem_comp.id LMJ _chem_comp.name ;(5aS,12aS,13aS)-9-bromo-8-chloro-12,12-dimethyl-2,3,11,12,12a,13-hexahydro-1H,5H,6H-5a,13a-(epiminomethano)indolizino[7 ,6-b]carbazol-14-one ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 Br Cl N3 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "isomalbrancheamide D" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-03-04 _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 448.784 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LMJ _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 6O5G _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 LMJ C11 C1 C 0 1 N N N 2.483 59.478 114.789 -1.847 -1.668 0.535 C11 LMJ 1 LMJ C12 C2 C 0 1 N N N 1.589 58.306 114.279 -1.840 -2.926 1.406 C12 LMJ 2 LMJ C13 C3 C 0 1 N N N 1.566 60.383 115.692 -2.397 -2.009 -0.851 C13 LMJ 3 LMJ C14 C4 C 0 1 N N S 3.585 58.789 115.713 -2.733 -0.598 1.189 C14 LMJ 4 LMJ C15 C5 C 0 1 N N N 3.096 58.732 117.161 -4.204 -1.036 1.019 C15 LMJ 5 LMJ C16 C6 C 0 1 N N S 5.042 59.362 115.656 -2.525 0.740 0.470 C16 LMJ 6 LMJ C17 C7 C 0 1 N N N 5.462 59.263 114.202 -1.121 1.277 0.723 C17 LMJ 7 LMJ N18 N1 N 0 1 N N N 5.866 58.469 116.478 -3.523 1.719 0.950 N18 LMJ 8 LMJ C19 C8 C 0 1 N N N 5.463 58.406 117.859 -4.808 1.329 0.655 C19 LMJ 9 LMJ C20 C9 C 0 1 N N S 4.178 59.244 118.064 -4.854 -0.062 0.049 C20 LMJ 10 LMJ C21 C10 C 0 1 N N N 3.785 59.271 119.531 -6.279 -0.416 -0.363 C21 LMJ 11 LMJ C23 C11 C 0 1 N N N 5.280 61.152 118.906 -4.971 0.616 -2.173 C23 LMJ 12 LMJ C02 C12 C 0 1 Y N N 5.019 62.479 109.952 3.986 -0.215 -0.084 C02 LMJ 13 LMJ C03 C13 C 0 1 Y N N 3.811 62.282 110.580 3.134 -1.307 -0.072 C03 LMJ 14 LMJ C04 C14 C 0 1 Y N N 3.766 61.446 111.726 1.779 -1.051 0.125 C04 LMJ 15 LMJ C05 C15 C 0 1 Y N N 4.965 60.833 112.202 1.311 0.276 0.306 C05 LMJ 16 LMJ C06 C16 C 0 1 Y N N 6.173 61.073 111.515 2.189 1.365 0.290 C06 LMJ 17 LMJ C07 C17 C 0 1 Y N N 6.198 61.880 110.413 3.529 1.082 0.091 C07 LMJ 18 LMJ C09 C18 C 0 1 Y N N 4.567 60.068 113.355 -0.122 0.174 0.485 C09 LMJ 19 LMJ C10 C19 C 0 1 Y N N 3.229 60.175 113.611 -0.442 -1.136 0.403 C10 LMJ 20 LMJ C22 C20 C 0 1 N N N 4.661 60.394 120.109 -6.378 0.057 -1.837 C22 LMJ 21 LMJ C25 C21 C 0 1 N N N 5.290 60.727 116.437 -2.768 0.545 -1.034 C25 LMJ 22 LMJ N24 N2 N 0 1 N N N 4.520 60.668 117.721 -4.081 -0.065 -1.216 N24 LMJ 23 LMJ N27 N3 N 0 1 Y N N 2.705 61.030 112.603 0.693 -1.876 0.189 N27 LMJ 24 LMJ O26 O1 O 0 1 N N N 6.070 57.790 118.663 -5.788 2.014 0.855 O26 LMJ 25 LMJ BR01 BR1 BR 0 0 N N N 5.138 63.608 108.389 5.837 -0.504 -0.347 BR01 LMJ 26 LMJ CL08 CL1 CL 0 0 N N N 7.687 62.189 109.557 4.671 2.390 0.060 CL08 LMJ 27 LMJ H1 H1 H 0 1 N N N 1.078 57.836 115.132 -1.209 -3.685 0.942 H1 LMJ 28 LMJ H2 H2 H 0 1 N N N 0.841 58.696 113.573 -1.448 -2.682 2.393 H2 LMJ 29 LMJ H3 H3 H 0 1 N N N 2.218 57.559 113.772 -2.856 -3.308 1.502 H3 LMJ 30 LMJ H4 H4 H 0 1 N N N 1.104 59.768 116.478 -1.829 -1.470 -1.610 H4 LMJ 31 LMJ H5 H5 H 0 1 N N N 2.174 61.174 116.155 -2.307 -3.081 -1.024 H5 LMJ 32 LMJ H6 H6 H 0 1 N N N 0.779 60.840 115.074 -3.446 -1.719 -0.908 H6 LMJ 33 LMJ H7 H7 H 0 1 N N N 3.655 57.747 115.367 -2.489 -0.507 2.247 H7 LMJ 34 LMJ H8 H8 H 0 1 N N N 2.198 59.357 117.271 -4.245 -2.047 0.614 H8 LMJ 35 LMJ H9 H9 H 0 1 N N N 2.855 57.692 117.428 -4.715 -0.999 1.981 H9 LMJ 36 LMJ H10 H10 H 0 1 N N N 5.416 58.212 113.882 -0.919 2.105 0.043 H10 LMJ 37 LMJ H11 H11 H 0 1 N N N 6.492 59.634 114.096 -1.043 1.624 1.753 H11 LMJ 38 LMJ H12 H12 H 0 1 N N N 6.639 57.950 116.112 -3.299 2.538 1.418 H12 LMJ 39 LMJ H13 H13 H 0 1 N N N 2.716 59.504 119.649 -6.440 -1.492 -0.296 H13 LMJ 40 LMJ H14 H14 H 0 1 N N N 4.006 58.309 120.016 -6.999 0.118 0.257 H14 LMJ 41 LMJ H15 H15 H 0 1 N N N 6.349 60.912 118.805 -4.694 0.366 -3.197 H15 LMJ 42 LMJ H16 H16 H 0 1 N N N 5.158 62.238 119.028 -4.943 1.696 -2.023 H16 LMJ 43 LMJ H17 H17 H 0 1 N N N 2.914 62.755 110.208 3.503 -2.312 -0.211 H17 LMJ 44 LMJ H18 H18 H 0 1 N N N 7.087 60.615 111.863 1.838 2.377 0.425 H18 LMJ 45 LMJ H19 H19 H 0 1 N N N 5.457 59.967 120.736 -6.617 -0.783 -2.489 H19 LMJ 46 LMJ H20 H20 H 0 1 N N N 4.047 61.079 120.712 -7.130 0.840 -1.934 H20 LMJ 47 LMJ H21 H21 H 0 1 N N N 6.363 60.847 116.649 -2.741 1.511 -1.538 H21 LMJ 48 LMJ H22 H22 H 0 1 N N N 4.940 61.574 115.829 -2.000 -0.108 -1.448 H22 LMJ 49 LMJ H24 H24 H 0 1 N N N 1.746 61.300 112.517 0.719 -2.841 0.096 H24 LMJ 50 # # 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 LMJ BR01 C02 SING N N 1 LMJ CL08 C07 SING N N 2 LMJ C02 C07 DOUB Y N 3 LMJ C02 C03 SING Y N 4 LMJ C07 C06 SING Y N 5 LMJ C03 C04 DOUB Y N 6 LMJ C06 C05 DOUB Y N 7 LMJ C04 C05 SING Y N 8 LMJ C04 N27 SING Y N 9 LMJ C05 C09 SING Y N 10 LMJ N27 C10 SING Y N 11 LMJ C09 C10 DOUB Y N 12 LMJ C09 C17 SING N N 13 LMJ C10 C11 SING N N 14 LMJ C17 C16 SING N N 15 LMJ C12 C11 SING N N 16 LMJ C11 C13 SING N N 17 LMJ C11 C14 SING N N 18 LMJ C16 C14 SING N N 19 LMJ C16 C25 SING N N 20 LMJ C16 N18 SING N N 21 LMJ C14 C15 SING N N 22 LMJ C25 N24 SING N N 23 LMJ N18 C19 SING N N 24 LMJ C15 C20 SING N N 25 LMJ N24 C20 SING N N 26 LMJ N24 C23 SING N N 27 LMJ C19 C20 SING N N 28 LMJ C19 O26 DOUB N N 29 LMJ C20 C21 SING N N 30 LMJ C23 C22 SING N N 31 LMJ C21 C22 SING N N 32 LMJ C12 H1 SING N N 33 LMJ C12 H2 SING N N 34 LMJ C12 H3 SING N N 35 LMJ C13 H4 SING N N 36 LMJ C13 H5 SING N N 37 LMJ C13 H6 SING N N 38 LMJ C14 H7 SING N N 39 LMJ C15 H8 SING N N 40 LMJ C15 H9 SING N N 41 LMJ C17 H10 SING N N 42 LMJ C17 H11 SING N N 43 LMJ N18 H12 SING N N 44 LMJ C21 H13 SING N N 45 LMJ C21 H14 SING N N 46 LMJ C23 H15 SING N N 47 LMJ C23 H16 SING N N 48 LMJ C03 H17 SING N N 49 LMJ C06 H18 SING N N 50 LMJ C22 H19 SING N N 51 LMJ C22 H20 SING N N 52 LMJ C25 H21 SING N N 53 LMJ C25 H22 SING N N 54 LMJ N27 H24 SING N N 55 # # 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 LMJ SMILES ACDLabs 12.01 "C5(C)(C1CC32C(NC1(CN2CCC3)Cc6c4c(cc(c(c4)Cl)Br)nc56)=O)C" LMJ InChI InChI 1.03 "InChI=1S/C21H23BrClN3O/c1-19(2)16-9-21-4-3-5-26(21)10-20(16,25-18(21)27)8-12-11-6-14(23)13(22)7-15(11)24-17(12)19/h6-7,16,24H,3-5,8-10H2,1-2H3,(H,25,27)/t16-,20+,21-/m0/s1" LMJ InChIKey InChI 1.03 HGDDRCCRXJDDLU-DQLDELGASA-N LMJ SMILES_CANONICAL CACTVS 3.385 "CC1(C)[C@@H]2C[C@]34CCCN3C[C@@]2(Cc5c1[nH]c6cc(Br)c(Cl)cc56)NC4=O" LMJ SMILES CACTVS 3.385 "CC1(C)[CH]2C[C]34CCCN3C[C]2(Cc5c1[nH]c6cc(Br)c(Cl)cc56)NC4=O" LMJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC1(c2c(c3cc(c(cc3[nH]2)Br)Cl)C[C@]45[C@H]1C[C@@]6(CCCN6C4)C(=O)N5)C" LMJ SMILES "OpenEye OEToolkits" 2.0.7 "CC1(c2c(c3cc(c(cc3[nH]2)Br)Cl)CC45C1CC6(CCCN6C4)C(=O)N5)C" # _pdbx_chem_comp_identifier.comp_id LMJ _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program ACDLabs _pdbx_chem_comp_identifier.program_version 12.01 _pdbx_chem_comp_identifier.identifier "(5aS,12aS,13aS)-9-bromo-8-chloro-12,12-dimethyl-2,3,11,12,12a,13-hexahydro-1H,5H,6H-5a,13a-(epiminomethano)indolizino[7,6-b]carbazol-14-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 LMJ "Create component" 2019-03-04 RCSB LMJ "Modify name" 2019-03-05 RCSB LMJ "Initial release" 2019-08-07 RCSB LMJ "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LMJ _pdbx_chem_comp_synonyms.name "isomalbrancheamide D" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##