PDBx/mmCIF: ak0Download

data_AK0
# 
_chem_comp.id                                    AK0 
_chem_comp.name                                  "(1S)-1-[2-(6-fluoro-1H-indol-3-yl)ethyl]-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H23 F 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                        382.428 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AK0 
_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        6IMT 
_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 
AK0 C4  C1  C 0 1 Y N N 83.128 76.919 24.700 -2.092 1.132  0.715  C4  AK0 1  
AK0 C14 C2  C 0 1 N N N 82.952 76.519 28.956 1.410  -1.591 0.576  C14 AK0 2  
AK0 C5  C3  C 0 1 Y N N 82.376 77.859 25.425 -2.154 -0.210 0.366  C5  AK0 3  
AK0 C6  C4  C 0 1 Y N N 81.436 78.634 24.756 -3.214 -0.679 -0.378 C6  AK0 4  
AK0 C11 C5  C 0 1 N N N 84.473 74.941 23.169 -1.895 3.730  1.446  C11 AK0 5  
AK0 C7  C6  C 0 1 N N S 82.630 78.019 26.903 -1.028 -1.105 0.820  C7  AK0 6  
AK0 C8  C7  C 0 1 N N N 80.617 79.404 26.974 -2.010 -2.844 -0.701 C8  AK0 7  
AK0 C9  C8  C 0 1 N N N 80.620 79.666 25.487 -3.355 -2.125 -0.778 C9  AK0 8  
AK0 C10 C9  C 0 1 N N N 81.083 78.202 20.561 -6.213 1.828  -1.593 C10 AK0 9  
AK0 C12 C10 C 0 1 N N N 82.661 80.200 28.123 -1.164 -3.452 1.527  C12 AK0 10 
AK0 C13 C11 C 0 1 N N N 82.184 76.753 27.659 0.239  -0.771 0.031  C13 AK0 11 
AK0 N1  N1  N 0 1 N N N 81.994 79.233 27.449 -1.390 -2.508 0.592  N1  AK0 12 
AK0 N2  N2  N 0 1 Y N N 83.327 73.141 30.418 4.293  -1.341 -1.702 N2  AK0 13 
AK0 C3  C12 C 0 1 Y N N 82.933 76.756 23.348 -3.089 2.007  0.324  C3  AK0 14 
AK0 C1  C13 C 0 1 Y N N 81.262 78.476 23.378 -4.212 0.199  -0.783 C1  AK0 15 
AK0 C15 C14 C 0 1 Y N N 83.158 75.071 29.283 2.658  -1.262 -0.201 C15 AK0 16 
AK0 C16 C15 C 0 1 Y N N 83.070 74.482 30.511 3.142  -1.934 -1.257 C16 AK0 17 
AK0 C17 C16 C 0 1 Y N N 83.600 72.828 29.110 4.587  -0.247 -0.919 C17 AK0 18 
AK0 C18 C17 C 0 1 Y N N 83.506 74.020 28.359 3.579  -0.151 0.057  C18 AK0 19 
AK0 C19 C18 C 0 1 Y N N 83.922 71.619 28.506 5.616  0.689  -0.931 C19 AK0 20 
AK0 C2  C19 C 0 1 Y N N 82.004 77.560 22.668 -4.160 1.535  -0.429 C2  AK0 21 
AK0 C20 C20 C 0 1 Y N N 84.146 71.621 27.153 5.636  1.697  0.011  C20 AK0 22 
AK0 C21 C21 C 0 1 Y N N 84.062 72.769 26.380 4.636  1.787  0.973  C21 AK0 23 
AK0 C22 C22 C 0 1 Y N N 83.745 73.966 26.977 3.618  0.877  1.001  C22 AK0 24 
AK0 F1  F1  F 0 1 N N N 84.464 70.448 26.533 6.635  2.606  -0.002 F1  AK0 25 
AK0 O1  O1  O 0 1 N N N 81.899 77.316 21.327 -5.146 2.385  -0.823 O1  AK0 26 
AK0 O2  O2  O 0 1 N N N 83.601 75.878 22.541 -3.024 3.320  0.673  O2  AK0 27 
AK0 O3  O3  O 0 1 N N N 83.848 80.127 28.375 -1.473 -4.605 1.312  O3  AK0 28 
AK0 H1  H1  H 0 1 N N N 83.867 76.318 25.210 -1.260 1.496  1.300  H1  AK0 29 
AK0 H2  H2  H 0 1 N N N 83.938 76.998 28.867 1.564  -1.350 1.628  H2  AK0 30 
AK0 H3  H3  H 0 1 N N N 82.391 76.984 29.780 1.189  -2.653 0.475  H3  AK0 31 
AK0 H4  H4  H 0 1 N N N 84.939 74.303 22.404 -1.877 3.176  2.385  H4  AK0 32 
AK0 H5  H5  H 0 1 N N N 85.255 75.482 23.722 -0.980 3.530  0.888  H5  AK0 33 
AK0 H6  H6  H 0 1 N N N 83.897 74.315 23.867 -1.966 4.797  1.656  H6  AK0 34 
AK0 H7  H7  H 0 1 N N N 83.717 78.114 27.044 -0.845 -0.947 1.883  H7  AK0 35 
AK0 H8  H8  H 0 1 N N N 80.154 80.255 27.494 -2.163 -3.921 -0.767 H8  AK0 36 
AK0 H9  H9  H 0 1 N N N 80.042 78.490 27.183 -1.366 -2.513 -1.516 H9  AK0 37 
AK0 H10 H10 H 0 1 N N N 81.048 80.662 25.299 -4.062 -2.614 -0.109 H10 AK0 38 
AK0 H11 H11 H 0 1 N N N 79.585 79.635 25.115 -3.732 -2.179 -1.799 H11 AK0 39 
AK0 H12 H12 H 0 1 N N N 81.090 77.889 19.507 -5.813 1.398  -2.511 H12 AK0 40 
AK0 H13 H13 H 0 1 N N N 80.052 78.175 20.945 -6.711 1.050  -1.014 H13 AK0 41 
AK0 H14 H14 H 0 1 N N N 81.477 79.226 20.642 -6.930 2.611  -1.841 H14 AK0 42 
AK0 H15 H15 H 0 1 N N N 82.115 81.073 28.450 -0.708 -3.181 2.468  H15 AK0 43 
AK0 H16 H16 H 0 1 N N N 81.115 76.849 27.899 0.460  0.291  0.132  H16 AK0 44 
AK0 H17 H17 H 0 1 N N N 82.335 75.883 27.003 0.086  -1.012 -1.021 H17 AK0 45 
AK0 H18 H18 H 0 1 N N N 83.317 72.494 31.180 4.824  -1.648 -2.453 H18 AK0 46 
AK0 H19 H19 H 0 1 N N N 80.533 79.083 22.862 -5.040 -0.166 -1.372 H19 AK0 47 
AK0 H20 H20 H 0 1 N N N 82.831 75.001 31.427 2.690  -2.813 -1.692 H20 AK0 48 
AK0 H21 H21 H 0 1 N N N 83.993 70.708 29.082 6.397  0.627  -1.674 H21 AK0 49 
AK0 H22 H22 H 0 1 N N N 84.244 72.723 25.316 4.665  2.581  1.704  H22 AK0 50 
AK0 H23 H23 H 0 1 N N N 83.680 74.865 26.382 2.844  0.953  1.751  H23 AK0 51 
# 
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 
AK0 C10 O1  SING N N 1  
AK0 O1  C2  SING N N 2  
AK0 O2  C11 SING N N 3  
AK0 O2  C3  SING N N 4  
AK0 C2  C3  DOUB Y N 5  
AK0 C2  C1  SING Y N 6  
AK0 C3  C4  SING Y N 7  
AK0 C1  C6  DOUB Y N 8  
AK0 C4  C5  DOUB Y N 9  
AK0 C6  C5  SING Y N 10 
AK0 C6  C9  SING N N 11 
AK0 C5  C7  SING N N 12 
AK0 C9  C8  SING N N 13 
AK0 C21 C22 DOUB Y N 14 
AK0 C21 C20 SING Y N 15 
AK0 F1  C20 SING N N 16 
AK0 C7  N1  SING N N 17 
AK0 C7  C13 SING N N 18 
AK0 C8  N1  SING N N 19 
AK0 C22 C18 SING Y N 20 
AK0 C20 C19 DOUB Y N 21 
AK0 N1  C12 SING N N 22 
AK0 C13 C14 SING N N 23 
AK0 C12 O3  DOUB N N 24 
AK0 C18 C17 DOUB Y N 25 
AK0 C18 C15 SING Y N 26 
AK0 C19 C17 SING Y N 27 
AK0 C14 C15 SING N N 28 
AK0 C17 N2  SING Y N 29 
AK0 C15 C16 DOUB Y N 30 
AK0 N2  C16 SING Y N 31 
AK0 C4  H1  SING N N 32 
AK0 C14 H2  SING N N 33 
AK0 C14 H3  SING N N 34 
AK0 C11 H4  SING N N 35 
AK0 C11 H5  SING N N 36 
AK0 C11 H6  SING N N 37 
AK0 C7  H7  SING N N 38 
AK0 C8  H8  SING N N 39 
AK0 C8  H9  SING N N 40 
AK0 C9  H10 SING N N 41 
AK0 C9  H11 SING N N 42 
AK0 C10 H12 SING N N 43 
AK0 C10 H13 SING N N 44 
AK0 C10 H14 SING N N 45 
AK0 C12 H15 SING N N 46 
AK0 C13 H16 SING N N 47 
AK0 C13 H17 SING N N 48 
AK0 N2  H18 SING N N 49 
AK0 C1  H19 SING N N 50 
AK0 C16 H20 SING N N 51 
AK0 C19 H21 SING N N 52 
AK0 C21 H22 SING N N 53 
AK0 C22 H23 SING N N 54 
# 
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 
AK0 SMILES           ACDLabs              12.01 "c2c1C(N(CCc1cc(c2OC)OC)C=O)CCc3cnc4c3ccc(c4)F"                                                                                                          
AK0 InChI            InChI                1.03  "InChI=1S/C22H23FN2O3/c1-27-21-9-14-7-8-25(13-26)20(18(14)11-22(21)28-2)6-3-15-12-24-19-10-16(23)4-5-17(15)19/h4-5,9-13,20,24H,3,6-8H2,1-2H3/t20-/m0/s1" 
AK0 InChIKey         InChI                1.03  RBONXQJLLSKVHK-FQEVSTJZSA-N                                                                                                                              
AK0 SMILES_CANONICAL CACTVS               3.385 "COc1cc2CCN(C=O)[C@@H](CCc3c[nH]c4cc(F)ccc34)c2cc1OC"                                                                                                    
AK0 SMILES           CACTVS               3.385 "COc1cc2CCN(C=O)[CH](CCc3c[nH]c4cc(F)ccc34)c2cc1OC"                                                                                                      
AK0 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1cc2c(cc1OC)[C@@H](N(CC2)C=O)CCc3c[nH]c4c3ccc(c4)F"                                                                                                  
AK0 SMILES           "OpenEye OEToolkits" 2.0.6 "COc1cc2c(cc1OC)C(N(CC2)C=O)CCc3c[nH]c4c3ccc(c4)F"                                                                                                       
# 
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 
AK0 "SYSTEMATIC NAME" ACDLabs              12.01 "(1S)-1-[2-(6-fluoro-1H-indol-3-yl)ethyl]-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-carbaldehyde"             
AK0 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(1~{S})-1-[2-(6-fluoranyl-1~{H}-indol-3-yl)ethyl]-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 
AK0 "Create component" 2018-11-08 PDBJ 
AK0 "Initial release"  2019-10-23 RCSB 
#