data_AJX # _chem_comp.id AJX _chem_comp.name "(1S)-1-[3-(1H-indol-3-yl)propyl]-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H26 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-11-08 _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 378.464 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AJX _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 6IMR _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 AJX C4 C1 C 0 1 Y N N 82.884 77.103 24.648 -3.035 1.117 0.451 C4 AJX 1 AJX C14 C2 C 0 1 N N N 84.170 76.681 28.201 1.371 0.638 0.206 C14 AJX 2 AJX C5 C3 C 0 1 Y N N 82.285 78.139 25.343 -2.382 -0.104 0.340 C5 AJX 3 AJX C6 C4 C 0 1 Y N N 81.462 79.039 24.683 -3.057 -1.204 -0.140 C6 AJX 4 AJX C11 C5 C 0 1 N N N 84.017 75.022 23.340 -4.230 3.530 0.709 C11 AJX 5 AJX C7 C6 C 0 1 N N S 82.690 78.266 26.767 -0.931 -0.164 0.751 C7 AJX 6 AJX C8 C7 C 0 1 N N N 80.636 79.655 26.901 -0.894 -2.447 -0.292 C8 AJX 7 AJX C9 C8 C 0 1 N N N 80.843 80.147 25.483 -2.418 -2.562 -0.272 C9 AJX 8 AJX C10 C9 C 0 1 N N N 81.086 78.469 20.419 -6.980 -0.941 -1.280 C10 AJX 9 AJX C12 C10 C 0 1 N N N 82.410 79.864 28.612 0.248 -2.018 1.843 C12 AJX 10 AJX C13 C11 C 0 1 N N N 82.879 76.876 27.399 -0.081 0.591 -0.273 C13 AJX 11 AJX N1 N1 N 0 1 N N N 81.916 79.274 27.502 -0.493 -1.562 0.814 N1 AJX 12 AJX N2 N2 N 0 1 Y N N 80.693 77.153 30.634 5.543 2.124 0.594 N2 AJX 13 AJX C3 C12 C 0 1 Y N N 82.644 76.932 23.319 -4.362 1.239 0.086 C3 AJX 14 AJX C1 C13 C 0 1 Y N N 81.212 78.865 23.308 -4.389 -1.082 -0.520 C1 AJX 15 AJX C15 C14 C 0 1 N N N 83.897 75.783 29.403 2.222 1.393 -0.818 C15 AJX 16 AJX C16 C15 C 0 1 Y N N 82.535 76.064 29.959 3.652 1.439 -0.346 C16 AJX 17 AJX C17 C16 C 0 1 Y N N 81.969 77.286 30.177 4.234 2.435 0.342 C17 AJX 18 AJX C18 C17 C 0 1 Y N N 80.400 75.821 30.746 5.842 0.890 0.062 C18 AJX 19 AJX C19 C18 C 0 1 Y N N 81.536 75.094 30.324 4.670 0.405 -0.545 C19 AJX 20 AJX C2 C19 C 0 1 Y N N 81.807 77.819 22.625 -5.046 0.128 -0.401 C2 AJX 21 AJX C20 C20 C 0 1 Y N N 79.235 75.202 31.190 6.998 0.117 0.027 C20 AJX 22 AJX C21 C21 C 0 1 Y N N 79.228 73.828 31.198 6.982 -1.110 -0.599 C21 AJX 23 AJX C22 C22 C 0 1 Y N N 80.337 73.086 30.791 5.823 -1.584 -1.197 C22 AJX 24 AJX C23 C23 C 0 1 Y N N 81.488 73.697 30.346 4.676 -0.842 -1.173 C23 AJX 25 AJX O1 O1 O 0 1 N N N 81.698 77.520 21.292 -6.350 0.237 -0.773 O1 AJX 26 AJX O2 O2 O 0 1 N N N 83.203 75.926 22.598 -4.996 2.436 0.202 O2 AJX 27 AJX O3 O3 O 0 1 N N N 82.038 80.945 29.033 0.598 -3.179 1.871 O3 AJX 28 AJX H1 H1 H 0 1 N N N 83.547 76.425 25.164 -2.502 1.976 0.831 H1 AJX 29 AJX H2 H2 H 0 1 N N N 84.932 76.213 27.560 1.420 1.150 1.167 H2 AJX 30 AJX H3 H3 H 0 1 N N N 84.535 77.658 28.550 1.751 -0.378 0.316 H3 AJX 31 AJX H4 H4 H 0 1 N N N 84.418 74.251 22.666 -3.873 3.290 1.711 H4 AJX 32 AJX H5 H5 H 0 1 N N N 84.849 75.573 23.803 -3.378 3.712 0.054 H5 AJX 33 AJX H6 H6 H 0 1 N N N 83.412 74.544 24.125 -4.853 4.423 0.751 H6 AJX 34 AJX H7 H7 H 0 1 N N N 83.709 78.677 26.725 -0.813 0.298 1.731 H7 AJX 35 AJX H8 H8 H 0 1 N N N 80.179 80.457 27.500 -0.448 -3.432 -0.157 H8 AJX 36 AJX H9 H9 H 0 1 N N N 79.968 78.781 26.887 -0.568 -2.022 -1.241 H9 AJX 37 AJX H10 H10 H 0 1 N N N 81.511 81.021 25.487 -2.719 -3.183 0.572 H10 AJX 38 AJX H11 H11 H 0 1 N N N 79.875 80.428 25.042 -2.754 -3.028 -1.197 H11 AJX 39 AJX H12 H12 H 0 1 N N N 81.080 78.073 19.393 -6.450 -1.283 -2.168 H12 AJX 40 AJX H13 H13 H 0 1 N N N 80.052 78.655 20.746 -6.957 -1.721 -0.519 H13 AJX 41 AJX H14 H14 H 0 1 N N N 81.654 79.411 20.446 -8.015 -0.716 -1.538 H14 AJX 42 AJX H15 H15 H 0 1 N N N 83.183 79.345 29.160 0.531 -1.350 2.643 H15 AJX 43 AJX H16 H16 H 0 1 N N N 82.030 76.694 28.075 -0.461 1.607 -0.383 H16 AJX 44 AJX H17 H17 H 0 1 N N N 82.869 76.132 26.589 -0.130 0.079 -1.234 H17 AJX 45 AJX H18 H18 H 0 1 N N N 80.072 77.906 30.852 6.167 2.691 1.074 H18 AJX 46 AJX H19 H19 H 0 1 N N N 80.557 79.547 22.787 -4.917 -1.942 -0.903 H19 AJX 47 AJX H20 H20 H 0 1 N N N 83.952 74.730 29.090 2.173 0.881 -1.779 H20 AJX 48 AJX H21 H21 H 0 1 N N N 84.653 75.974 30.179 1.842 2.409 -0.927 H21 AJX 49 AJX H22 H22 H 0 1 N N N 82.465 78.231 30.010 3.743 3.346 0.650 H22 AJX 50 AJX H23 H23 H 0 1 N N N 78.378 75.774 31.513 7.905 0.478 0.489 H23 AJX 51 AJX H24 H24 H 0 1 N N N 78.340 73.309 31.528 7.881 -1.709 -0.625 H24 AJX 52 AJX H25 H25 H 0 1 N N N 80.292 72.008 30.826 5.827 -2.548 -1.684 H25 AJX 53 AJX H26 H26 H 0 1 N N N 82.335 73.110 30.021 3.779 -1.215 -1.646 H26 AJX 54 # # 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 AJX C10 O1 SING N N 1 AJX O1 C2 SING N N 2 AJX O2 C3 SING N N 3 AJX O2 C11 SING N N 4 AJX C2 C1 DOUB Y N 5 AJX C2 C3 SING Y N 6 AJX C1 C6 SING Y N 7 AJX C3 C4 DOUB Y N 8 AJX C4 C5 SING Y N 9 AJX C6 C5 DOUB Y N 10 AJX C6 C9 SING N N 11 AJX C5 C7 SING N N 12 AJX C9 C8 SING N N 13 AJX C7 C13 SING N N 14 AJX C7 N1 SING N N 15 AJX C8 N1 SING N N 16 AJX C13 C14 SING N N 17 AJX N1 C12 SING N N 18 AJX C14 C15 SING N N 19 AJX C12 O3 DOUB N N 20 AJX C15 C16 SING N N 21 AJX C16 C17 DOUB Y N 22 AJX C16 C19 SING Y N 23 AJX C17 N2 SING Y N 24 AJX C19 C23 SING Y N 25 AJX C19 C18 DOUB Y N 26 AJX C23 C22 DOUB Y N 27 AJX N2 C18 SING Y N 28 AJX C18 C20 SING Y N 29 AJX C22 C21 SING Y N 30 AJX C20 C21 DOUB Y N 31 AJX C4 H1 SING N N 32 AJX C14 H2 SING N N 33 AJX C14 H3 SING N N 34 AJX C11 H4 SING N N 35 AJX C11 H5 SING N N 36 AJX C11 H6 SING N N 37 AJX C7 H7 SING N N 38 AJX C8 H8 SING N N 39 AJX C8 H9 SING N N 40 AJX C9 H10 SING N N 41 AJX C9 H11 SING N N 42 AJX C10 H12 SING N N 43 AJX C10 H13 SING N N 44 AJX C10 H14 SING N N 45 AJX C12 H15 SING N N 46 AJX C13 H16 SING N N 47 AJX C13 H17 SING N N 48 AJX N2 H18 SING N N 49 AJX C1 H19 SING N N 50 AJX C15 H20 SING N N 51 AJX C15 H21 SING N N 52 AJX C17 H22 SING N N 53 AJX C20 H23 SING N N 54 AJX C21 H24 SING N N 55 AJX C22 H25 SING N N 56 AJX C23 H26 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 AJX SMILES ACDLabs 12.01 "c4c3C(CCCc1cnc2ccccc12)N(CCc3cc(c4OC)OC)C=O" AJX InChI InChI 1.03 "InChI=1S/C23H26N2O3/c1-27-22-12-16-10-11-25(15-26)21(19(16)13-23(22)28-2)9-5-6-17-14-24-20-8-4-3-7-18(17)20/h3-4,7-8,12-15,21,24H,5-6,9-11H2,1-2H3/t21-/m0/s1" AJX InChIKey InChI 1.03 HGZABGWOLKSXPI-NRFANRHFSA-N AJX SMILES_CANONICAL CACTVS 3.385 "COc1cc2CCN(C=O)[C@@H](CCCc3c[nH]c4ccccc34)c2cc1OC" AJX SMILES CACTVS 3.385 "COc1cc2CCN(C=O)[CH](CCCc3c[nH]c4ccccc34)c2cc1OC" AJX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1cc2c(cc1OC)[C@@H](N(CC2)C=O)CCCc3c[nH]c4c3cccc4" AJX SMILES "OpenEye OEToolkits" 2.0.6 "COc1cc2c(cc1OC)C(N(CC2)C=O)CCCc3c[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 AJX "SYSTEMATIC NAME" ACDLabs 12.01 "(1S)-1-[3-(1H-indol-3-yl)propyl]-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde" AJX "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(1~{S})-1-[3-(1~{H}-indol-3-yl)propyl]-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 AJX "Create component" 2018-11-08 PDBJ AJX "Initial release" 2019-10-23 RCSB ##