# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 10:42:44 2020
#   Inital geometry file: a 121 line input string
#   Ligand name: [5-(6-bromo[1,2,4]triazolo[4,3-a]pyridin-3-yl)-2,4-dihydroxyphenyl](3,4-dihydroisoquinolin-2(1H)-yl)methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(O)c(cc1C(=O)N2CCc3ccccc3C2)c4nnc5ccc(Br)cn45
#
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
 RL1  RL1  '[5-(6-bromo[1,2,4]triazolo[4,3-a]pyridin-3-yl)-2,4-dihydroxyphenyl](3,4-dihydroisoquinolin-2(1H)-yl)methanone'  ligand  47  30  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RL1
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
 RL1  C01  C   CR6   0   0.379  -1.3983  -2.3631  -1.8275
 RL1  C02  C   CR16  0  -0.482  -0.5817  -3.4156  -1.4263
 RL1  C03  C   CR6   0   0.386   0.4019  -3.2213  -0.4700
 RL1  C04  C   CR6   0  -0.124   0.5884  -1.9503   0.1015
 RL1  C05  C   CR16  0  -0.289  -0.2587  -0.9233  -0.2794
 RL1  C06  C   CR6   0  -0.223  -1.2836  -1.1023  -1.2037
 RL1  C07  C   C     0   0.597  -2.1911  -0.0156  -1.6350
 RL1  O08  O   O     0  -0.532  -2.6237  -0.0260  -2.7961
 RL1  O09  O   OH1   0  -0.602   1.2232  -4.1973  -0.0809
 RL1  O10  O   OH1   0  -0.621  -2.2767  -2.5982  -2.7970
 RL1  C11  C   CR5   0   0.400   1.6585  -1.7161   1.0681
 RL1  N12  N   N     0  -0.551   2.6993  -0.8542   0.8561
 RL1  C13  C   CR56  0   0.485   3.4594  -0.9254   1.9999
 RL1  N14  N   N     0  -0.347   2.9103  -1.7788   2.8355
 RL1  N15  N   N     0  -0.299   1.8017  -2.2563   2.2491
 RL1  C16  C   CR16  0   0.065   3.0275  -0.0737  -0.2170
 RL1  C17  C   CR6   0  -0.242   4.1492   0.6770  -0.1279
 RL1  C18  C   CR16  0  -0.121   4.9657   0.6571   1.0422
 RL1  C19  C   CR16  0  -0.368   4.6273  -0.1342   2.0917
 RL1  BR1  BR  BR    0   0.004   4.6458   1.7654  -1.5729
 RL1  N21  N   NT    0  -0.464  -2.5160   0.9721  -0.7791
 RL1  C22  C   CH2   0  -0.364  -2.5481   0.8473   0.6666
 RL1  C23  C   CR6   0   0.047  -3.9402   1.0569   1.2214
 RL1  C24  C   CR6   0   0.083  -4.9842   1.5492   0.4404
 RL1  C25  C   CH2   0  -0.497  -4.7514   1.9112  -1.0018
 RL1  C26  C   CH2   0  -0.345  -3.2715   2.1166  -1.2659
 RL1  C27  C   CR16  0  -0.281  -4.1669   0.7480   2.5615
 RL1  C28  C   CR16  0  -0.261  -5.4195   0.9138   3.1274
 RL1  C29  C   CR16  0  -0.255  -6.4663   1.3955   2.3489
 RL1  C30  C   CR16  0  -0.300  -6.2430   1.7096   1.0189
 RL1  H1   H   HCR6  0   0.289  -0.7011  -4.3833  -1.9006
 RL1  H2   H   HCR6  0   0.302  -0.1022   0.0562   0.1556
 RL1  H3   H   HOH1  0   0.487   1.0314  -5.0165  -0.5535
 RL1  H4   H   HOH1  0   0.479  -2.6324  -1.7283  -3.0859
 RL1  H5   H   HCR6  0   0.335   2.3702  -0.1070  -1.0738
 RL1  H6   H   HCR6  0   0.301   5.8545   1.2703   1.0898
 RL1  H7   H   HCR6  0   0.302   5.2278  -0.1749   2.9888
 RL1  H8   H   HCH2  0   0.290  -2.2093  -0.1425   0.9632
 RL1  H9   H   HCH2  0   0.275  -1.8598   1.5688   1.1188
 RL1  H10  H   HCH2  0   0.258  -5.1345   1.1233  -1.6568
 RL1  H11  H   HCH2  0   0.259  -5.3010   2.8202  -1.2555
 RL1  H12  H   HCH2  0   0.264  -2.9119   2.9970  -0.7271
 RL1  H13  H   HCH2  0   0.275  -3.0722   2.2743  -2.3219
 RL1  H14  H   HCR6  0   0.250  -3.3504   0.3675   3.1654
 RL1  H15  H   HCR6  0   0.255  -5.5813   0.6664   4.1685
 RL1  H16  H   HCR6  0   0.254  -7.4506   1.5293   2.7790
 RL1  H17  H   HCR6  0   0.249  -7.0566   2.0941   0.4143

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
 RL1  O09  C03  single    1.334  0.020  1.334
 RL1  N14  N15  aromatic  1.342  0.020  1.342
 RL1  N14  C13  aromatic  1.315  0.020  1.315
 RL1  N15  C11  aromatic  1.307  0.020  1.307
 RL1  C03  C02  aromatic  1.386  0.020  1.386
 RL1  C03  C04  aromatic  1.406  0.020  1.406
 RL1  C13  C19  aromatic  1.414  0.020  1.414
 RL1  C13  N12  aromatic  1.375  0.020  1.375
 RL1  C11  N12  aromatic  1.368  0.020  1.368
 RL1  C11  C04  single    1.461  0.020  1.461
 RL1  C19  C18  aromatic  1.357  0.020  1.357
 RL1  C02  C01  aromatic  1.391  0.020  1.391
 RL1  N12  C16  aromatic  1.367  0.020  1.367
 RL1  C04  C05  aromatic  1.385  0.020  1.385
 RL1  C18  C17  aromatic  1.427  0.020  1.427
 RL1  C16  C17  aromatic  1.353  0.020  1.353
 RL1  C17  BR1  single    1.876  0.020  1.876
 RL1  C01  O10  single    1.329  0.020  1.329
 RL1  C01  C06  aromatic  1.411  0.020  1.411
 RL1  C05  C06  aromatic  1.392  0.020  1.392
 RL1  C06  C07  single    1.480  0.020  1.480
 RL1  C26  C25  single    1.517  0.020  1.517
 RL1  C26  N21  single    1.455  0.020  1.455
 RL1  C25  C24  single    1.505  0.020  1.505
 RL1  C07  N21  single    1.347  0.020  1.347
 RL1  C07  O08  double    1.239  0.020  1.239
 RL1  N21  C22  single    1.451  0.020  1.451
 RL1  C24  C30  aromatic  1.395  0.020  1.395
 RL1  C24  C23  aromatic  1.394  0.020  1.394
 RL1  C30  C29  aromatic  1.385  0.020  1.385
 RL1  C22  C23  single    1.513  0.020  1.513
 RL1  C23  C27  aromatic  1.394  0.020  1.394
 RL1  C29  C28  aromatic  1.391  0.020  1.391
 RL1  C27  C28  aromatic  1.384  0.020  1.384
 RL1  C02  H1   single    0.930  0.020  1.080
 RL1  C05  H2   single    0.930  0.020  1.080
 RL1  O09  H3   single    0.850  0.020  0.980
 RL1  O10  H4   single    0.850  0.020  0.980
 RL1  C16  H5   single    0.930  0.020  1.080
 RL1  C18  H6   single    0.930  0.020  1.080
 RL1  C19  H7   single    0.930  0.020  1.080
 RL1  C22  H8   single    0.970  0.020  1.090
 RL1  C22  H9   single    0.970  0.020  1.090
 RL1  C25  H10  single    0.970  0.020  1.090
 RL1  C25  H11  single    0.970  0.020  1.090
 RL1  C26  H12  single    0.970  0.020  1.090
 RL1  C26  H13  single    0.970  0.020  1.090
 RL1  C27  H14  single    0.930  0.020  1.080
 RL1  C28  H15  single    0.930  0.020  1.080
 RL1  C29  H16  single    0.930  0.020  1.080
 RL1  C30  H17  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
 RL1  O10  C01  C06  122.28  3.000
 RL1  C06  C01  C02  120.05  3.000
 RL1  O10  C01  C02  117.67  3.000
 RL1  H1   C02  C03  120.35  3.000
 RL1  H1   C02  C01  118.97  3.000
 RL1  C03  C02  C01  120.64  3.000
 RL1  O09  C03  C04  117.47  3.000
 RL1  C04  C03  C02  120.10  3.000
 RL1  O09  C03  C02  122.41  3.000
 RL1  C11  C04  C05  120.75  3.000
 RL1  C05  C04  C03  118.52  3.000
 RL1  C11  C04  C03  120.73  3.000
 RL1  H2   C05  C06  119.30  3.000
 RL1  H2   C05  C04  118.15  3.000
 RL1  C06  C05  C04  122.54  3.000
 RL1  C07  C06  C05  123.42  3.000
 RL1  C07  C06  C01  118.51  3.000
 RL1  C05  C06  C01  117.92  3.000
 RL1  N21  C07  O08  121.16  3.000
 RL1  O08  C07  C06  118.75  3.000
 RL1  N21  C07  C06  120.08  3.000
 RL1  H3   O09  C03  110.85  3.000
 RL1  H4   O10  C01  107.27  3.000
 RL1  N15  C11  N12  108.49  3.000
 RL1  N12  C11  C04  123.77  3.000
 RL1  N15  C11  C04  127.74  3.000
 RL1  C16  N12  C13  123.36  3.000
 RL1  C16  N12  C11  131.61  3.000
 RL1  C13  N12  C11  105.01  3.000
 RL1  C19  C13  N14  131.85  3.000
 RL1  C19  C13  N12  118.79  3.000
 RL1  N14  C13  N12  109.36  3.000
 RL1  N15  N14  C13  107.36  3.000
 RL1  N14  N15  C11  109.78  3.000
 RL1  H5   C16  C17  125.02  3.000
 RL1  H5   C16  N12  117.32  3.000
 RL1  C17  C16  N12  117.66  3.000
 RL1  BR1  C17  C18  119.22  3.000
 RL1  BR1  C17  C16  119.39  3.000
 RL1  C18  C17  C16  121.39  3.000
 RL1  H6   C18  C19  120.11  3.000
 RL1  H6   C18  C17  119.92  3.000
 RL1  C19  C18  C17  119.97  3.000
 RL1  H7   C19  C18  121.70  3.000
 RL1  H7   C19  C13  119.47  3.000
 RL1  C18  C19  C13  118.82  3.000
 RL1  C26  N21  C22  112.91  3.000
 RL1  C22  N21  C07  125.12  3.000
 RL1  C26  N21  C07  119.31  3.000
 RL1  H9   C22  H8   106.94  3.000
 RL1  H9   C22  C23  109.61  3.000
 RL1  H8   C22  C23  108.22  3.000
 RL1  H9   C22  N21  109.92  3.000
 RL1  H8   C22  N21  110.06  3.000
 RL1  C23  C22  N21  111.94  3.000
 RL1  C27  C23  C24  119.69  3.000
 RL1  C27  C23  C22  118.13  3.000
 RL1  C24  C23  C22  122.18  3.000
 RL1  C30  C24  C25  120.63  3.000
 RL1  C30  C24  C23  118.97  3.000
 RL1  C25  C24  C23  120.40  3.000
 RL1  H11  C25  H10  106.51  3.000
 RL1  H11  C25  C26  109.74  3.000
 RL1  H10  C25  C26  109.57  3.000
 RL1  H11  C25  C24  110.17  3.000
 RL1  H10  C25  C24  110.26  3.000
 RL1  C26  C25  C24  110.50  3.000
 RL1  H13  C26  H12  107.57  3.000
 RL1  H13  C26  C25  111.58  3.000
 RL1  H12  C26  C25  110.13  3.000
 RL1  H13  C26  N21  110.13  3.000
 RL1  H12  C26  N21  107.32  3.000
 RL1  C25  C26  N21  109.98  3.000
 RL1  H14  C27  C28  119.71  3.000
 RL1  H14  C27  C23  119.38  3.000
 RL1  C28  C27  C23  120.91  3.000
 RL1  H15  C28  C29  120.34  3.000
 RL1  H15  C28  C27  120.07  3.000
 RL1  C29  C28  C27  119.58  3.000
 RL1  H16  C29  C30  120.01  3.000
 RL1  H16  C29  C28  120.32  3.000
 RL1  C30  C29  C28  119.67  3.000
 RL1  H17  C30  C29  119.67  3.000
 RL1  H17  C30  C24  119.13  3.000
 RL1  C29  C30  C24  121.19  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
 RL1  CONST_01  C04  C03  C02  C01    0.00   0.0  0
 RL1  CONST_02  C04  C05  C06  C01    0.00   0.0  0
 RL1  CONST_03  C11  C04  C03  C02  180.00   0.0  0
 RL1  CONST_04  C05  C04  C03  C02    0.00   0.0  0
 RL1  CONST_05  C05  C06  C01  C02    0.00   0.0  0
 RL1  CONST_06  C06  C01  C02  C03    0.00   0.0  0
 RL1  CONST_09  C06  C05  C04  C03    0.00   0.0  0
 RL1  CONST_10  N14  N15  C11  C04  180.00   0.0  0
 RL1  CONST_11  C13  N12  C11  C04  180.00   0.0  0
 RL1  CONST_12  C16  N12  C11  C04    0.00   0.0  0
 RL1  CONST_15  C11  C04  C05  C06  180.00   0.0  0
 RL1  CONST_16  C13  N14  N15  C11    0.00   0.0  0
 RL1  CONST_17  N14  C13  N12  C11    0.00   0.0  0
 RL1  CONST_18  C19  C13  N12  C11  180.00   0.0  0
 RL1  CONST_19  C17  C16  N12  C11  180.00   0.0  0
 RL1  CONST_20  N15  N14  C13  N12    0.00   0.0  0
 RL1  CONST_21  C18  C19  C13  N12    0.00   0.0  0
 RL1  CONST_22  N14  N15  C11  N12    0.00   0.0  0
 RL1  CONST_23  C18  C17  C16  N12    0.00   0.0  0
 RL1  CONST_24  C17  C18  C19  C13    0.00   0.0  0
 RL1  CONST_25  N15  C11  N12  C13    0.00   0.0  0
 RL1  CONST_26  C17  C16  N12  C13    0.00   0.0  0
 RL1  CONST_27  C18  C19  C13  N14  180.00   0.0  0
 RL1  CONST_28  C16  N12  C13  N14  180.00   0.0  0
 RL1  CONST_29  C19  C13  N14  N15  180.00   0.0  0
 RL1  CONST_30  C16  N12  C11  N15  180.00   0.0  0
 RL1  CONST_31  C19  C13  N12  C16    0.00   0.0  0
 RL1  CONST_32  C19  C18  C17  C16    0.00   0.0  0
 RL1  CONST_33  C29  C30  C24  C23    0.00   0.0  0
 RL1  CONST_34  C29  C28  C27  C23    0.00   0.0  0
 RL1  CONST_35  C28  C29  C30  C24    0.00   0.0  0
 RL1  CONST_36  C28  C27  C23  C24    0.00   0.0  0
 RL1  CONST_37  C30  C24  C23  C27    0.00   0.0  0
 RL1  CONST_38  C30  C29  C28  C27    0.00   0.0  0
 RL1  CONST_39  O09  C03  C02  C01  180.00   0.0  0
 RL1  CONST_40  C07  C06  C01  C02  180.00   0.0  0
 RL1  CONST_41  O10  C01  C02  C03  180.00   0.0  0
 RL1  CONST_42  C07  C06  C05  C04  180.00   0.0  0
 RL1  CONST_43  O09  C03  C04  C05  180.00   0.0  0
 RL1  CONST_44  O10  C01  C06  C05  180.00   0.0  0
 RL1  CONST_45  C11  C04  C03  O09    0.00   0.0  0
 RL1  CONST_46  BR1  C17  C16  N12  180.00   0.0  0
 RL1  CONST_47  BR1  C17  C18  C19  180.00   0.0  0
 RL1  CONST_48  C26  N21  C07  C06  180.00   0.0  0
 RL1  CONST_50  H2   C05  C06  C01  180.00   0.0  0
 RL1  CONST_51  H1   C02  C03  C04  180.00   0.0  0
 RL1  CONST_52  H5   C16  N12  C11    0.00   0.0  0
 RL1  CONST_53  H7   C19  C13  N12  180.00   0.0  0
 RL1  CONST_54  H6   C18  C19  C13  180.00   0.0  0
 RL1  CONST_55  H14  C27  C23  C22    0.00   0.0  0
 RL1  CONST_56  H17  C30  C24  C23  180.00   0.0  0
 RL1  CONST_57  H15  C28  C27  C23  180.00   0.0  0
 RL1  CONST_58  H16  C29  C30  C24  180.00   0.0  0
 RL1  CONST_59  C26  N21  C07  O08    0.00   0.0  0
 RL1  Var_01    C24  C25  C26  N21   51.41  30.0  1
 RL1  Var_02    C24  C23  C22  N21  -10.85  30.0  1
 RL1  Var_03    C25  C26  N21  C22  -66.90  30.0  1
 RL1  Var_04    C26  C25  C24  C23  -19.28  30.0  1
 RL1  Var_05    C26  N21  C22  C23   44.50  30.0  1
 RL1  Var_06    N21  C07  C06  C01  152.96  30.0  2

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
 RL1  plan-1  C01  0.020
 RL1  plan-1  C02  0.020
 RL1  plan-1  C03  0.020
 RL1  plan-1  C04  0.020
 RL1  plan-1  C05  0.020
 RL1  plan-1  C06  0.020
 RL1  plan-1  C07  0.020
 RL1  plan-1  O09  0.020
 RL1  plan-1  O10  0.020
 RL1  plan-1  C11  0.020
 RL1  plan-1  H1   0.020
 RL1  plan-1  H2   0.020
 RL1  plan-2  C04  0.020
 RL1  plan-2  C11  0.020
 RL1  plan-2  N12  0.020
 RL1  plan-2  C13  0.020
 RL1  plan-2  N14  0.020
 RL1  plan-2  N15  0.020
 RL1  plan-2  C16  0.020
 RL1  plan-2  C17  0.020
 RL1  plan-2  C18  0.020
 RL1  plan-2  C19  0.020
 RL1  plan-2  BR1  0.020
 RL1  plan-2  H5   0.020
 RL1  plan-2  H6   0.020
 RL1  plan-2  H7   0.020
 RL1  plan-3  C22  0.020
 RL1  plan-3  C23  0.020
 RL1  plan-3  C24  0.020
 RL1  plan-3  C25  0.020
 RL1  plan-3  C27  0.020
 RL1  plan-3  C28  0.020
 RL1  plan-3  C29  0.020
 RL1  plan-3  C30  0.020
 RL1  plan-3  H14  0.020
 RL1  plan-3  H15  0.020
 RL1  plan-3  H16  0.020
 RL1  plan-3  H17  0.020
 RL1  plan-4  C06  0.020
 RL1  plan-4  C07  0.020
 RL1  plan-4  O08  0.020
 RL1  plan-4  N21  0.020
 RL1  plan-4  C22  0.020
 RL1  plan-4  C26  0.020

