data_AJL # _chem_comp.id AJL _chem_comp.name "(1S)-1-[(1H-indol-3-yl)methyl]-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H22 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-11-03 _chem_comp.pdbx_modified_date 2019-10-18 _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 350.411 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AJL _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 6IMO _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 AJL C4 C1 C 0 1 Y N N 25.061 157.315 24.874 -2.313 1.137 0.285 C4 AJL 1 AJL C14 C2 C 0 1 Y N N 24.898 156.689 28.859 2.051 1.314 -0.373 C14 AJL 2 AJL C5 C3 C 0 1 Y N N 24.372 158.311 25.585 -1.477 0.029 0.256 C5 AJL 3 AJL C6 C4 C 0 1 Y N N 23.505 159.160 24.906 -1.996 -1.219 -0.010 C6 AJL 4 AJL C11 C5 C 0 1 N N N 26.347 155.285 23.374 -3.871 3.348 0.368 C11 AJL 5 AJL C7 C6 C 0 1 N N S 24.589 158.442 27.085 -0.008 0.253 0.514 C7 AJL 6 AJL C8 C7 C 0 1 N N N 22.689 159.998 27.111 0.323 -2.119 -0.237 C8 AJL 7 AJL C9 C8 C 0 1 N N N 22.737 160.241 25.621 -1.151 -2.466 -0.040 C9 AJL 8 AJL C10 C9 C 0 1 N N N 23.088 158.728 20.751 -5.994 -1.732 -0.725 C10 AJL 9 AJL C12 C10 C 0 1 N N N 24.736 160.553 28.384 1.556 -1.225 1.695 C12 AJL 10 AJL C13 C11 C 0 1 N N N 23.955 157.248 27.834 0.614 0.980 -0.680 C13 AJL 11 AJL N1 N1 N 0 1 N N N 24.042 159.714 27.582 0.663 -1.038 0.702 N1 AJL 12 AJL N2 N2 N 0 1 Y N N 26.068 156.459 30.757 3.873 2.408 0.269 N2 AJL 13 AJL C3 C12 C 0 1 Y N N 24.893 157.170 23.515 -3.670 0.999 0.051 C3 AJL 14 AJL C1 C13 C 0 1 Y N N 23.340 159.003 23.527 -3.357 -1.358 -0.258 C1 AJL 15 AJL C15 C14 C 0 1 Y N N 25.147 157.224 30.091 2.514 2.473 0.121 C15 AJL 16 AJL C16 C15 C 0 1 Y N N 26.441 155.403 29.965 4.327 1.170 -0.127 C16 AJL 17 AJL C17 C16 C 0 1 Y N N 25.726 155.510 28.753 3.207 0.432 -0.549 C17 AJL 18 AJL C18 C17 C 0 1 Y N N 27.341 154.365 30.206 5.588 0.582 -0.173 C18 AJL 19 AJL C19 C18 C 0 1 Y N N 27.513 153.434 29.207 5.724 -0.710 -0.631 C19 AJL 20 AJL C2 C19 C 0 1 Y N N 24.024 158.036 22.829 -4.196 -0.260 -0.219 C2 AJL 21 AJL C20 C20 C 0 1 Y N N 26.814 153.517 28.002 4.616 -1.430 -1.057 C20 AJL 22 AJL C21 C21 C 0 1 Y N N 25.927 154.543 27.761 3.369 -0.875 -1.015 C21 AJL 23 AJL O1 O1 O 0 1 N N N 23.914 157.818 21.482 -5.527 -0.409 -0.455 O1 AJL 24 AJL O2 O2 O 0 1 N N N 25.512 156.240 22.726 -4.484 2.088 0.084 O2 AJL 25 AJL O3 O3 O 0 1 N N N 25.822 160.301 28.877 2.096 -2.303 1.829 O3 AJL 26 AJL H1 H1 H 0 1 N N N 25.732 156.653 25.401 -1.903 2.113 0.496 H1 AJL 27 AJL H2 H2 H 0 1 N N N 26.777 154.604 22.624 -4.630 4.130 0.365 H2 AJL 28 AJL H3 H3 H 0 1 N N N 27.158 155.807 23.903 -3.395 3.307 1.348 H3 AJL 29 AJL H4 H4 H 0 1 N N N 25.751 154.707 24.095 -3.121 3.566 -0.391 H4 AJL 30 AJL H5 H5 H 0 1 N N N 25.672 158.423 27.277 0.115 0.860 1.411 H5 AJL 31 AJL H6 H6 H 0 1 N N N 22.300 160.892 27.620 0.939 -2.995 -0.029 H6 AJL 32 AJL H7 H7 H 0 1 N N N 22.035 159.140 27.325 0.491 -1.785 -1.260 H7 AJL 33 AJL H8 H8 H 0 1 N N N 23.225 161.209 25.433 -1.271 -3.002 0.901 H8 AJL 34 AJL H9 H9 H 0 1 N N N 21.709 160.266 25.230 -1.482 -3.103 -0.860 H9 AJL 35 AJL H10 H10 H 0 1 N N N 23.083 158.446 19.688 -7.071 -1.709 -0.895 H10 AJL 36 AJL H11 H11 H 0 1 N N N 22.062 158.689 21.145 -5.494 -2.120 -1.613 H11 AJL 37 AJL H12 H12 H 0 1 N N N 23.484 159.749 20.858 -5.774 -2.376 0.126 H12 AJL 38 AJL H13 H13 H 0 1 N N N 24.297 161.515 28.603 1.789 -0.417 2.372 H13 AJL 39 AJL H14 H14 H 0 1 N N N 23.037 157.586 28.337 0.061 1.900 -0.873 H14 AJL 40 AJL H15 H15 H 0 1 N N N 23.706 156.460 27.108 0.570 0.338 -1.560 H15 AJL 41 AJL H16 H16 H 0 1 N N N 26.414 156.642 31.677 4.431 3.124 0.608 H16 AJL 42 AJL H17 H17 H 0 1 N N N 22.661 159.655 22.998 -3.763 -2.335 -0.473 H17 AJL 43 AJL H18 H18 H 0 1 N N N 24.686 158.119 30.482 1.904 3.331 0.364 H18 AJL 44 AJL H19 H19 H 0 1 N N N 27.881 154.295 31.139 6.457 1.138 0.148 H19 AJL 45 AJL H20 H20 H 0 1 N N N 28.206 152.620 29.359 6.703 -1.164 -0.667 H20 AJL 46 AJL H21 H21 H 0 1 N N N 26.971 152.763 27.245 4.740 -2.442 -1.414 H21 AJL 47 AJL H22 H22 H 0 1 N N N 25.396 154.600 26.823 2.511 -1.445 -1.340 H22 AJL 48 # # 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 AJL C10 O1 SING N N 1 AJL O1 C2 SING N N 2 AJL O2 C11 SING N N 3 AJL O2 C3 SING N N 4 AJL C2 C3 DOUB Y N 5 AJL C2 C1 SING Y N 6 AJL C3 C4 SING Y N 7 AJL C1 C6 DOUB Y N 8 AJL C4 C5 DOUB Y N 9 AJL C6 C5 SING Y N 10 AJL C6 C9 SING N N 11 AJL C5 C7 SING N N 12 AJL C9 C8 SING N N 13 AJL C7 N1 SING N N 14 AJL C7 C13 SING N N 15 AJL C8 N1 SING N N 16 AJL N1 C12 SING N N 17 AJL C21 C20 DOUB Y N 18 AJL C21 C17 SING Y N 19 AJL C13 C14 SING N N 20 AJL C20 C19 SING Y N 21 AJL C12 O3 DOUB N N 22 AJL C17 C14 SING Y N 23 AJL C17 C16 DOUB Y N 24 AJL C14 C15 DOUB Y N 25 AJL C19 C18 DOUB Y N 26 AJL C16 C18 SING Y N 27 AJL C16 N2 SING Y N 28 AJL C15 N2 SING Y N 29 AJL C4 H1 SING N N 30 AJL C11 H2 SING N N 31 AJL C11 H3 SING N N 32 AJL C11 H4 SING N N 33 AJL C7 H5 SING N N 34 AJL C8 H6 SING N N 35 AJL C8 H7 SING N N 36 AJL C9 H8 SING N N 37 AJL C9 H9 SING N N 38 AJL C10 H10 SING N N 39 AJL C10 H11 SING N N 40 AJL C10 H12 SING N N 41 AJL C12 H13 SING N N 42 AJL C13 H14 SING N N 43 AJL C13 H15 SING N N 44 AJL N2 H16 SING N N 45 AJL C1 H17 SING N N 46 AJL C15 H18 SING N N 47 AJL C18 H19 SING N N 48 AJL C19 H20 SING N N 49 AJL C20 H21 SING N N 50 AJL C21 H22 SING N N 51 # # 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 AJL SMILES ACDLabs 12.01 "c2c1C(N(CCc1cc(c2OC)OC)C=O)Cc3cnc4ccccc34" AJL InChI InChI 1.03 "InChI=1S/C21H22N2O3/c1-25-20-10-14-7-8-23(13-24)19(17(14)11-21(20)26-2)9-15-12-22-18-6-4-3-5-16(15)18/h3-6,10-13,19,22H,7-9H2,1-2H3/t19-/m0/s1" AJL InChIKey InChI 1.03 KJLYODHJNMBXRK-IBGZPJMESA-N AJL SMILES_CANONICAL CACTVS 3.385 "COc1cc2CCN(C=O)[C@@H](Cc3c[nH]c4ccccc34)c2cc1OC" AJL SMILES CACTVS 3.385 "COc1cc2CCN(C=O)[CH](Cc3c[nH]c4ccccc34)c2cc1OC" AJL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1cc2c(cc1OC)[C@@H](N(CC2)C=O)Cc3c[nH]c4c3cccc4" AJL SMILES "OpenEye OEToolkits" 2.0.6 "COc1cc2c(cc1OC)C(N(CC2)C=O)Cc3c[nH]c4c3cccc4" # # 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 AJL "SYSTEMATIC NAME" ACDLabs 12.01 "(1S)-1-[(1H-indol-3-yl)methyl]-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde" AJL "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(1~{S})-1-(1~{H}-indol-3-ylmethyl)-6,7-dimethoxy-3,4-dihydro-1~{H}-isoquinoline-2-carbaldehyde" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AJL "Create component" 2018-11-03 PDBJ AJL "Initial release" 2019-10-23 RCSB ##