# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 05:00:19 2022
#   Inital geometry file: a 119 line input string
#   Ligand name: (1~{S})-1-[(7-chloranyl-1~{H}-indol-3-yl)methyl]-6,7-dimethoxy-3,4-dihydro-1~{H}-isoquinoline-2-carbaldehyde
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2CCN(C=O)[C@@H](Cc3c[nH]c4c(Cl)cccc34)c2cc1OC
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 FTX  FTX  (1~{S})-1-[(7-chloranyl-1~{H}-indol-3-yl)methyl]-6,7-dimethoxy-3,4-dihydro-1~{H}-isoquinoline-2-carbaldehyde  ligand  48  27  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FTX
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 FTX  C4   C   CR16  0  -0.431  25.0175  -3.8568  24.7591
 FTX  C14  C   CR5   0   0.015  24.3105  -4.4089  29.1570
 FTX  C5   C   CR6   0   0.120  24.3598  -2.9333  25.5808
 FTX  C6   C   CR6   0   0.035  23.4588  -2.0427  25.0252
 FTX  C11  C   CH3   0  -0.436  26.2784  -5.7066  23.0606
 FTX  C7   C   CH1   0  -0.185  24.6465  -2.9620  27.0679
 FTX  C8   C   CH2   0  -0.346  22.8200  -1.3463  27.3424
 FTX  C9   C   CH2   0  -0.492  22.7451  -1.0136  25.8620
 FTX  C10  C   CH3   0  -0.435  22.8282  -2.1817  20.8653
 FTX  C13  C   CH2   0  -0.506  24.0214  -4.2113  27.7055
 FTX  N1   N   NT    0  -0.406  24.1706  -1.7393  27.6886
 FTX  N2   N   NR15  0  -0.692  25.2545  -4.3874  31.1926
 FTX  C3   C   CR6   0   0.314  24.7863  -3.9024  23.3992
 FTX  C1   C   CR16  0  -0.429  23.2294  -2.0803  23.6437
 FTX  C15  C   CR15  0  -0.074  25.3388  -3.9159  29.9097
 FTX  C16  C   CR56  0   0.464  24.1705  -5.1986  31.2979
 FTX  C17  C   CR56  0   0.018  23.5431  -5.2435  30.0340
 FTX  C18  C   CR6   0  -0.120  23.6576  -5.9118  32.3771
 FTX  C19  C   CR16  0  -0.266  22.5239  -6.6756  32.1996
 FTX  C2   C   CR6   0   0.312  23.8736  -2.9889  22.8275
 FTX  C20  C   CR16  0  -0.275  21.8979  -6.7258  30.9442
 FTX  C21  C   CR16  0  -0.363  22.3928  -6.0214  29.8648
 FTX  O1   O   O2    0  -0.462  23.7071  -3.0890  21.4951
 FTX  O2   O   O2    0  -0.463  25.3681  -4.7610  22.5406
 FTX  O3   O   O     0  -0.485  26.1924  -1.0225  28.4806
 FTX  CL1  CL  CL    0  -0.127  24.4539  -5.8206  33.9129
 FTX  H1   H   HCR6  0   0.275  25.7248  -4.5393  25.2144
 FTX  H2   H   HCH3  0   0.258  26.6188  -6.3046  22.2186
 FTX  H3   H   HCH3  0   0.226  27.1455  -5.2287  23.5251
 FTX  H4   H   HCH3  0   0.226  25.8077  -6.3670  23.7943
 FTX  H5   H   HCH1  0   0.276  25.7282  -3.0002  27.2119
 FTX  H6   H   HCH2  0   0.272  22.5297  -0.4882  27.9486
 FTX  H7   H   HCH2  0   0.261  22.1309  -2.1554  27.5920
 FTX  H8   H   HCH2  0   0.252  23.1913  -0.0288  25.6900
 FTX  H9   H   HCH2  0   0.253  21.6997  -0.9349  25.5555
 FTX  H10  H   HCH3  0   0.258  22.8443  -2.4211  19.8046
 FTX  H11  H   HCH3  0   0.226  21.8030  -2.2812  21.2326
 FTX  H12  H   HCH3  0   0.226  23.1479  -1.1442  20.9963
 FTX  H13  H   H     0   0.202  24.4692   0.0406  28.6150
 FTX  H14  H   HCH2  0   0.247  22.9387  -4.1956  27.5492
 FTX  H15  H   HCH2  0   0.263  24.3752  -5.0790  27.1408
 FTX  H16  H   HNR5  0   0.407  25.8934  -4.1558  31.9350
 FTX  H17  H   HCR6  0   0.274  22.5224  -1.3758  23.2235
 FTX  H18  H   HCR5  0   0.282  26.1378  -3.2459  29.6355
 FTX  H19  H   HCR6  0   0.269  22.1167  -7.2362  33.0303
 FTX  H20  H   HCR6  0   0.254  21.0094  -7.3330  30.8319
 FTX  H21  H   HCR6  0   0.246  21.8960  -6.0727  28.9038
 FTX  C12  C   C1    0   0.261  24.9989  -0.8677  28.2868

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 FTX  C10  O1   single    1.411  0.020  1.411
 FTX  O1   C2   single    1.346  0.020  1.346
 FTX  O2   C11  single    1.412  0.020  1.412
 FTX  O2   C3   single    1.346  0.020  1.346
 FTX  C2   C3   aromatic  1.412  0.020  1.412
 FTX  C2   C1   aromatic  1.381  0.020  1.381
 FTX  C3   C4   aromatic  1.380  0.020  1.380
 FTX  C1   C6   aromatic  1.401  0.020  1.401
 FTX  C4   C5   aromatic  1.400  0.020  1.400
 FTX  C6   C5   aromatic  1.383  0.020  1.383
 FTX  C6   C9   single    1.506  0.020  1.506
 FTX  C5   C7   single    1.515  0.020  1.515
 FTX  C9   C8   single    1.519  0.020  1.519
 FTX  C7   N1   single    1.451  0.020  1.451
 FTX  C7   C13  single    1.536  0.020  1.536
 FTX  C8   N1   single    1.449  0.020  1.449
 FTX  N1   C12  single    1.343  0.020  1.343
 FTX  C13  C14  single    1.493  0.020  1.493
 FTX  C12  O3   double    1.219  0.020  1.219
 FTX  C14  C15  aromatic  1.366  0.020  1.366
 FTX  C14  C17  aromatic  1.433  0.020  1.433
 FTX  C15  N2   aromatic  1.369  0.020  1.369
 FTX  C21  C17  aromatic  1.399  0.020  1.399
 FTX  C21  C20  aromatic  1.381  0.020  1.381
 FTX  C17  C16  aromatic  1.412  0.020  1.412
 FTX  N2   C16  aromatic  1.358  0.020  1.358
 FTX  C20  C19  aromatic  1.404  0.020  1.404
 FTX  C16  C18  aromatic  1.392  0.020  1.392
 FTX  C19  C18  aromatic  1.378  0.020  1.378
 FTX  C18  CL1  single    1.732  0.020  1.732
 FTX  C4   H1   single    0.930  0.020  1.080
 FTX  C11  H2   single    0.970  0.020  1.090
 FTX  C11  H3   single    0.970  0.020  1.090
 FTX  C11  H4   single    0.970  0.020  1.090
 FTX  C7   H5   single    0.970  0.020  1.090
 FTX  C8   H6   single    0.970  0.020  1.090
 FTX  C8   H7   single    0.970  0.020  1.090
 FTX  C9   H8   single    0.970  0.020  1.090
 FTX  C9   H9   single    0.970  0.020  1.090
 FTX  C10  H10  single    0.970  0.020  1.090
 FTX  C10  H11  single    0.970  0.020  1.090
 FTX  C10  H12  single    0.970  0.020  1.090
 FTX  C12  H13  single    0.930  0.020  1.080
 FTX  C13  H14  single    0.970  0.020  1.090
 FTX  C13  H15  single    0.970  0.020  1.090
 FTX  N2   H16  single    0.860  0.020  1.020
 FTX  C1   H17  single    0.930  0.020  1.080
 FTX  C15  H18  single    0.930  0.020  1.080
 FTX  C19  H19  single    0.930  0.020  1.080
 FTX  C20  H20  single    0.930  0.020  1.080
 FTX  C21  H21  single    0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 FTX  H1   C4   C3   120.18  3.000
 FTX  H1   C4   C5   118.40  3.000
 FTX  C3   C4   C5   121.42  3.000
 FTX  C17  C14  C15  106.02  3.000
 FTX  C17  C14  C13  124.62  3.000
 FTX  C15  C14  C13  129.31  3.000
 FTX  C7   C5   C6   121.99  3.000
 FTX  C7   C5   C4   118.34  3.000
 FTX  C6   C5   C4   119.66  3.000
 FTX  C1   C6   C9   119.26  3.000
 FTX  C9   C6   C5   121.69  3.000
 FTX  C1   C6   C5   119.04  3.000
 FTX  H4   C11  H3   108.67  3.000
 FTX  H4   C11  H2   108.80  3.000
 FTX  H3   C11  H2   108.73  3.000
 FTX  H4   C11  O2   111.96  3.000
 FTX  H3   C11  O2   112.02  3.000
 FTX  H2   C11  O2   106.56  3.000
 FTX  H5   C7   N1   107.33  3.000
 FTX  H5   C7   C13  108.67  3.000
 FTX  N1   C7   C13  111.98  3.000
 FTX  H5   C7   C5   108.52  3.000
 FTX  C13  C7   C5   110.24  3.000
 FTX  N1   C7   C5   109.99  3.000
 FTX  H7   C8   H6   106.76  3.000
 FTX  H7   C8   N1   109.44  3.000
 FTX  H6   C8   N1   109.20  3.000
 FTX  H7   C8   C9   110.73  3.000
 FTX  H6   C8   C9   110.88  3.000
 FTX  N1   C8   C9   109.77  3.000
 FTX  H9   C9   H8   106.33  3.000
 FTX  H9   C9   C8   109.66  3.000
 FTX  H8   C9   C8   109.27  3.000
 FTX  H9   C9   C6   110.29  3.000
 FTX  H8   C9   C6   109.53  3.000
 FTX  C8   C9   C6   111.62  3.000
 FTX  H12  C10  H11  108.67  3.000
 FTX  H12  C10  H10  108.75  3.000
 FTX  H11  C10  H10  108.75  3.000
 FTX  H12  C10  O1   111.98  3.000
 FTX  H11  C10  O1   112.05  3.000
 FTX  H10  C10  O1   106.53  3.000
 FTX  H15  C13  H14  104.93  3.000
 FTX  H15  C13  C7   107.42  3.000
 FTX  H14  C13  C7   109.39  3.000
 FTX  H15  C13  C14  109.51  3.000
 FTX  H14  C13  C14  109.42  3.000
 FTX  C7   C13  C14  115.62  3.000
 FTX  C12  N1   C8   120.36  3.000
 FTX  C12  N1   C7   122.34  3.000
 FTX  C8   N1   C7   115.60  3.000
 FTX  H16  N2   C16  125.94  3.000
 FTX  H16  N2   C15  124.93  3.000
 FTX  C16  N2   C15  109.12  3.000
 FTX  O2   C3   C2   115.69  3.000
 FTX  C2   C3   C4   119.07  3.000
 FTX  O2   C3   C4   125.24  3.000
 FTX  H17  C1   C2   120.22  3.000
 FTX  H17  C1   C6   118.16  3.000
 FTX  C2   C1   C6   121.62  3.000
 FTX  H18  C15  N2   119.86  3.000
 FTX  H18  C15  C14  129.93  3.000
 FTX  N2   C15  C14  110.21  3.000
 FTX  C18  C16  C17  120.95  3.000
 FTX  C18  C16  N2   131.34  3.000
 FTX  C17  C16  N2   107.72  3.000
 FTX  C21  C17  C16  119.43  3.000
 FTX  C16  C17  C14  106.94  3.000
 FTX  C21  C17  C14  133.63  3.000
 FTX  CL1  C18  C19  121.43  3.000
 FTX  CL1  C18  C16  119.42  3.000
 FTX  C19  C18  C16  119.16  3.000
 FTX  H19  C19  C20  120.02  3.000
 FTX  H19  C19  C18  119.86  3.000
 FTX  C20  C19  C18  120.12  3.000
 FTX  O1   C2   C1   125.18  3.000
 FTX  C1   C2   C3   119.20  3.000
 FTX  O1   C2   C3   115.62  3.000
 FTX  H20  C20  C21  119.97  3.000
 FTX  H20  C20  C19  118.63  3.000
 FTX  C21  C20  C19  121.40  3.000
 FTX  H21  C21  C20  120.33  3.000
 FTX  H21  C21  C17  120.73  3.000
 FTX  C20  C21  C17  118.94  3.000
 FTX  C2   O1   C10  118.08  3.000
 FTX  C3   O2   C11  118.09  3.000
 FTX  H13  C12  O3   121.88  3.000
 FTX  H13  C12  N1   111.80  3.000
 FTX  O3   C12  N1   126.32  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 FTX  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 FTX  CONST_02  C1   C6   C5   C4      0.00   0.0  0
 FTX  CONST_03  C16  N2   C15  C14     0.00   0.0  0
 FTX  CONST_04  C20  C21  C17  C14   180.00   0.0  0
 FTX  CONST_05  N2   C16  C17  C14     0.00   0.0  0
 FTX  CONST_06  C18  C16  C17  C14   180.00   0.0  0
 FTX  CONST_07  C2   C3   C4   C5      0.00   0.0  0
 FTX  CONST_08  C2   C1   C6   C5      0.00   0.0  0
 FTX  CONST_09  C3   C2   C1   C6      0.00   0.0  0
 FTX  CONST_10  C3   C4   C5   C6      0.00   0.0  0
 FTX  CONST_11  C17  C14  C15  N2      0.00   0.0  0
 FTX  CONST_12  C21  C17  C16  N2    180.00   0.0  0
 FTX  CONST_13  C19  C18  C16  N2    180.00   0.0  0
 FTX  CONST_14  C21  C17  C14  C15   180.00   0.0  0
 FTX  CONST_15  C16  C17  C14  C15     0.00   0.0  0
 FTX  CONST_16  C17  C16  N2   C15     0.00   0.0  0
 FTX  CONST_17  C18  C16  N2   C15   180.00   0.0  0
 FTX  CONST_18  C20  C21  C17  C16     0.00   0.0  0
 FTX  CONST_19  C20  C19  C18  C16     0.00   0.0  0
 FTX  CONST_20  C19  C20  C21  C17     0.00   0.0  0
 FTX  CONST_21  C19  C18  C16  C17     0.00   0.0  0
 FTX  CONST_22  C21  C17  C16  C18     0.00   0.0  0
 FTX  CONST_23  C21  C20  C19  C18     0.00   0.0  0
 FTX  CONST_24  O1   C2   C3   C4    180.00   0.0  0
 FTX  CONST_25  O2   C3   C4   C5    180.00   0.0  0
 FTX  CONST_26  O1   C2   C1   C6    180.00   0.0  0
 FTX  CONST_27  N2   C15  C14  C13   180.00   0.0  0
 FTX  CONST_28  C21  C17  C14  C13     0.00   0.0  0
 FTX  CONST_29  C16  C17  C14  C13   180.00   0.0  0
 FTX  CONST_30  CL1  C18  C16  N2      0.00   0.0  0
 FTX  CONST_31  O2   C3   C2   C1    180.00   0.0  0
 FTX  CONST_32  CL1  C18  C16  C17   180.00   0.0  0
 FTX  CONST_33  CL1  C18  C19  C20   180.00   0.0  0
 FTX  CONST_34  H16  N2   C15  C14   180.00   0.0  0
 FTX  CONST_35  H21  C21  C17  C14     0.00   0.0  0
 FTX  CONST_36  H17  C1   C6   C5    180.00   0.0  0
 FTX  CONST_37  H1   C4   C5   C6    180.00   0.0  0
 FTX  CONST_38  H18  C15  N2   C16   180.00   0.0  0
 FTX  CONST_39  H19  C19  C18  C16   180.00   0.0  0
 FTX  CONST_40  H20  C20  C21  C17   180.00   0.0  0
 FTX  CONST_41  O3   C12  N1   C7      0.00   0.0  0
 FTX  CONST_42  O3   C12  N1   C8    180.00   0.0  0
 FTX  Var_01    C8   C9   C6   C5    -16.62  30.0  1
 FTX  Var_02    N1   C8   C9   C6     44.97  30.0  1
 FTX  Var_03    C9   C8   N1   C7    -64.74  30.0  1
 FTX  Var_04    C15  C14  C13  C7    -22.37  30.0  2
 FTX  Var_05    C2   C3   O2   C11  -179.31  30.0  2
 FTX  Var_06    C3   C2   O1   C10  -178.65  30.0  2
 FTX  Var_07    H2   C11  O2   C3    179.18  30.0  3
 FTX  Var_08    H10  C10  O1   C2    179.39  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 FTX  chir_01  C7  C5  N1  C13  negativ

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 FTX  plan-1  C14  0.020
 FTX  plan-1  C13  0.020
 FTX  plan-1  N2   0.020
 FTX  plan-1  C15  0.020
 FTX  plan-1  C16  0.020
 FTX  plan-1  C17  0.020
 FTX  plan-1  C18  0.020
 FTX  plan-1  C19  0.020
 FTX  plan-1  C20  0.020
 FTX  plan-1  C21  0.020
 FTX  plan-1  CL1  0.020
 FTX  plan-1  H16  0.020
 FTX  plan-1  H18  0.020
 FTX  plan-1  H19  0.020
 FTX  plan-1  H20  0.020
 FTX  plan-1  H21  0.020
 FTX  plan-2  C4   0.020
 FTX  plan-2  C5   0.020
 FTX  plan-2  C6   0.020
 FTX  plan-2  C7   0.020
 FTX  plan-2  C9   0.020
 FTX  plan-2  C3   0.020
 FTX  plan-2  C1   0.020
 FTX  plan-2  C2   0.020
 FTX  plan-2  O1   0.020
 FTX  plan-2  O2   0.020
 FTX  plan-2  H1   0.020
 FTX  plan-2  H17  0.020
 FTX  plan-3  C7   0.020
 FTX  plan-3  C8   0.020
 FTX  plan-3  N1   0.020
 FTX  plan-3  O3   0.020
 FTX  plan-3  H13  0.020
 FTX  plan-3  C12  0.020

