# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 10:48:55 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: {(2R)-7-nitro-2-[(propan-2-ylamino)methyl]-1,2,3,4-tetrahydroquinolin-6-yl}methanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)NC[C@H]1CCc2cc(CO)c(cc2N1)[N+]([O-])=O
#
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
 OQR  OQR  {(2R)-7-nitro-2-[(propan-2-ylamino)methyl]-1,2,3,4-tetrahydroquinolin-6-yl}methanol  ligand  41  20  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OQR
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
 OQR  C8   C  C      0  -0.453   1.4956   2.4668  -0.2071
 OQR  C9   C  C      0  -0.489   0.0580   2.6692   0.2583
 OQR  C6   C  CR66   0   0.068  -0.7737   1.4265   0.0908
 OQR  C1   C  CR16   0  -0.367  -2.1575   1.4963   0.0756
 OQR  C2   C  CR6    0   0.028  -2.9907   0.3854  -0.0344
 OQR  C10  C  CH2    0  -0.173  -4.4899   0.5729  -0.0498
 OQR  O3   O  OH1    0  -0.666  -4.7797   1.9337  -0.2556
 OQR  C3   C  CR6    0   0.206  -2.3293  -0.8412  -0.1549
 OQR  N2   N  N      1   0.326  -3.0700  -2.0849  -0.2657
 OQR  O1   O  O     -1  -0.384  -2.5328  -3.0312  -0.7952
 OQR  O2   O  O      0  -0.385  -4.1919  -2.1266   0.1888
 OQR  C4   C  CR16   0  -0.399  -0.9471  -0.9540  -0.1697
 OQR  C5   C  CR66   0   0.378  -0.1431   0.1763  -0.0401
 OQR  N1   N  NR16   0  -0.701   1.2181   0.0747  -0.0728
 OQR  C7   C  CR16   0  -0.077   2.0564   1.1711   0.3561
 OQR  C11  C  CH2    0  -0.266   3.4814   0.9030  -0.1048
 OQR  N3   N  NH1    0  -0.595   3.9376  -0.3812   0.3900
 OQR  C14  C  CH1    0  -0.086   5.1188  -0.9200  -0.2728
 OQR  C12  C  CH3    0  -0.668   6.3594  -0.0360  -0.1504
 OQR  C13  C  CH3    0  -0.660   5.3930  -2.3194   0.2590
 OQR  H1   H  H      0   0.233   1.5399   2.4336  -1.2998
 OQR  H2   H  H      0   0.245   2.1112   3.3078   0.1162
 OQR  H3   H  H      0   0.255   0.0565   2.9557   1.3148
 OQR  H4   H  H      0   0.259  -0.4040   3.4997  -0.2792
 OQR  H5   H  HCR6   0   0.261  -2.6083   2.4762   0.1579
 OQR  H6   H  HCH2   0   0.215  -4.9371  -0.0428  -0.8382
 OQR  H7   H  HCH2   0   0.226  -4.9107   0.2222   0.8994
 OQR  H8   H  HOH1   0   0.464  -5.7298   2.0459  -0.1617
 OQR  H9   H  HCR6   0   0.285  -0.4818  -1.9251  -0.2707
 OQR  H10  H  HNR6   0   0.374   1.6251  -0.8379   0.0718
 OQR  H11  H  HCR6   0   0.221   2.0606   1.2514   1.4556
 OQR  H12  H  HCH2   0   0.221   3.5005   0.8740  -1.1989
 OQR  H13  H  HCH2   0   0.210   4.1114   1.7492   0.2024
 OQR  H14  H  HNH1   0   0.337   4.1151  -0.3139   1.3870
 OQR  H16  H  HCH1   0   0.219   4.8649  -1.0045  -1.3356
 OQR  H17  H  HCH3   0   0.226   7.2076  -0.4738  -0.6790
 OQR  H18  H  HCH3   0   0.230   6.1912   0.9584  -0.5670
 OQR  H19  H  HCH3   0   0.214   6.6454   0.0843   0.8975
 OQR  H20  H  HCH3   0   0.229   4.5183  -2.9601   0.1447
 OQR  H21  H  HCH3   0   0.225   6.2253  -2.7808  -0.2734
 OQR  H22  H  HCH3   0   0.216   5.6560  -2.2915   1.3195

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
 OQR  O2   N2   double    1.211  0.020  1.211
 OQR  O1   N2   single    1.210  0.020  1.210
 OQR  N2   C3   single    1.452  0.020  1.452
 OQR  C10  C2   single    1.511  0.020  1.511
 OQR  C10  O3   single    1.406  0.020  1.406
 OQR  C3   C2   aromatic  1.399  0.020  1.399
 OQR  C3   C4   aromatic  1.387  0.020  1.387
 OQR  C2   C1   aromatic  1.393  0.020  1.393
 OQR  C4   C5   aromatic  1.393  0.020  1.393
 OQR  C1   C6   aromatic  1.386  0.020  1.386
 OQR  C5   C6   aromatic  1.406  0.020  1.406
 OQR  C5   N1   single    1.365  0.020  1.365
 OQR  C6   C9   single    1.505  0.020  1.505
 OQR  N1   C7   single    1.445  0.020  1.445
 OQR  C9   C8   single    1.525  0.020  1.525
 OQR  C7   C11  single    1.521  0.020  1.521
 OQR  C7   C8   single    1.520  0.020  1.520
 OQR  N3   C11  single    1.450  0.020  1.450
 OQR  N3   C14  single    1.458  0.020  1.458
 OQR  C13  C14  single    1.522  0.020  1.522
 OQR  C14  C12  single    1.528  0.020  1.528
 OQR  C8   H1   single    0.970  0.020  1.090
 OQR  C8   H2   single    0.970  0.020  1.090
 OQR  C9   H3   single    0.970  0.020  1.090
 OQR  C9   H4   single    0.970  0.020  1.090
 OQR  C1   H5   single    0.930  0.020  1.080
 OQR  C10  H6   single    0.970  0.020  1.090
 OQR  C10  H7   single    0.970  0.020  1.090
 OQR  O3   H8   single    0.850  0.020  0.980
 OQR  C4   H9   single    0.930  0.020  1.080
 OQR  N1   H10  single    0.890  0.020  1.040
 OQR  C7   H11  single    0.970  0.020  1.090
 OQR  C11  H12  single    0.970  0.020  1.090
 OQR  C11  H13  single    0.970  0.020  1.090
 OQR  N3   H14  single    0.890  0.020  1.040
 OQR  C14  H16  single    0.970  0.020  1.090
 OQR  C12  H17  single    0.970  0.020  1.090
 OQR  C12  H18  single    0.970  0.020  1.090
 OQR  C12  H19  single    0.970  0.020  1.090
 OQR  C13  H20  single    0.970  0.020  1.090
 OQR  C13  H21  single    0.970  0.020  1.090
 OQR  C13  H22  single    0.970  0.020  1.090

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
 OQR  H2   C8   H1   107.24  3.000
 OQR  H2   C8   C7   109.81  3.000
 OQR  H1   C8   C7   109.22  3.000
 OQR  H2   C8   C9   109.84  3.000
 OQR  H1   C8   C9   110.31  3.000
 OQR  C7   C8   C9   110.36  3.000
 OQR  H4   C9   H3   105.99  3.000
 OQR  H4   C9   C6   109.85  3.000
 OQR  H3   C9   C6   108.84  3.000
 OQR  H4   C9   C8   110.47  3.000
 OQR  H3   C9   C8   109.30  3.000
 OQR  C6   C9   C8   112.19  3.000
 OQR  C5   C6   C1   119.44  3.000
 OQR  C5   C6   C9   119.78  3.000
 OQR  C1   C6   C9   120.77  3.000
 OQR  H5   C1   C2   118.63  3.000
 OQR  H5   C1   C6   117.45  3.000
 OQR  C2   C1   C6   123.92  3.000
 OQR  C3   C2   C10  125.25  3.000
 OQR  C3   C2   C1   115.05  3.000
 OQR  C10  C2   C1   119.69  3.000
 OQR  H7   C10  H6   106.66  3.000
 OQR  H7   C10  O3   110.93  3.000
 OQR  H6   C10  O3   110.75  3.000
 OQR  H7   C10  C2   109.42  3.000
 OQR  H6   C10  C2   110.03  3.000
 OQR  O3   C10  C2   109.03  3.000
 OQR  H8   O3   C10  107.59  3.000
 OQR  C4   C3   N2   115.97  3.000
 OQR  C4   C3   C2   122.92  3.000
 OQR  N2   C3   C2   121.11  3.000
 OQR  O2   N2   O1   123.26  3.000
 OQR  O1   N2   C3   118.48  3.000
 OQR  O2   N2   C3   118.25  3.000
 OQR  H9   C4   C5   119.27  3.000
 OQR  H9   C4   C3   120.19  3.000
 OQR  C5   C4   C3   120.54  3.000
 OQR  N1   C5   C4   120.85  3.000
 OQR  N1   C5   C6   121.02  3.000
 OQR  C4   C5   C6   118.11  3.000
 OQR  H10  N1   C7   114.17  3.000
 OQR  H10  N1   C5   117.75  3.000
 OQR  C7   N1   C5   120.98  3.000
 OQR  H11  C7   C11  108.15  3.000
 OQR  H11  C7   N1   110.69  3.000
 OQR  C11  C7   N1   108.64  3.000
 OQR  H11  C7   C8   107.99  3.000
 OQR  C11  C7   C8   112.55  3.000
 OQR  N1   C7   C8   108.83  3.000
 OQR  H13  C11  H12  106.85  3.000
 OQR  H13  C11  N3   113.98  3.000
 OQR  H12  C11  N3   108.19  3.000
 OQR  H13  C11  C7   108.45  3.000
 OQR  H12  C11  C7   108.89  3.000
 OQR  N3   C11  C7   110.33  3.000
 OQR  H14  N3   C14  109.24  3.000
 OQR  H14  N3   C11  109.36  3.000
 OQR  C14  N3   C11  115.29  3.000
 OQR  H16  C14  C13  108.04  3.000
 OQR  H16  C14  C12  108.08  3.000
 OQR  C13  C14  C12  110.95  3.000
 OQR  H16  C14  N3   106.36  3.000
 OQR  C12  C14  N3   114.05  3.000
 OQR  C13  C14  N3   109.08  3.000
 OQR  H19  C12  H18  107.82  3.000
 OQR  H19  C12  H17  107.77  3.000
 OQR  H18  C12  H17  107.49  3.000
 OQR  H19  C12  C14  110.66  3.000
 OQR  H18  C12  C14  111.81  3.000
 OQR  H17  C12  C14  111.11  3.000
 OQR  H22  C13  H21  107.51  3.000
 OQR  H22  C13  H20  108.05  3.000
 OQR  H21  C13  H20  108.21  3.000
 OQR  H22  C13  C14  111.03  3.000
 OQR  H21  C13  C14  110.85  3.000
 OQR  H20  C13  C14  111.05  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
 OQR  CONST_01  C3   C2   C1   C6      0.00   0.0  0
 OQR  CONST_02  C3   C4   C5   C6      0.00   0.0  0
 OQR  CONST_03  C4   C3   C2   C1      0.00   0.0  0
 OQR  CONST_04  C4   C5   C6   C1      0.00   0.0  0
 OQR  CONST_05  C5   C4   C3   C2      0.00   0.0  0
 OQR  CONST_06  C5   C6   C1   C2      0.00   0.0  0
 OQR  CONST_07  C10  C2   C1   C6    180.00   0.0  0
 OQR  CONST_08  N2   C3   C2   C1    180.00   0.0  0
 OQR  CONST_09  C4   C3   C2   C10   180.00   0.0  0
 OQR  CONST_10  C5   C4   C3   N2    180.00   0.0  0
 OQR  CONST_11  H5   C1   C6   C9      0.00   0.0  0
 OQR  CONST_12  H9   C4   C5   C6    180.00   0.0  0
 OQR  Var_01    C1   C6   C9   C8   -160.92  30.0  1
 OQR  Var_02    C7   N1   C5   C6     15.73  30.0  1
 OQR  Var_03    C7   C8   C9   C6    -47.17  30.0  1
 OQR  Var_04    O3   C10  C2   C1     13.59  30.0  2
 OQR  Var_05    C14  N3   C11  C7    163.61  30.0  2
 OQR  Var_06    C13  C14  N3   C11  -174.60  30.0  3
 OQR  Var_07    H20  C13  C14  N3     55.26  30.0  3
 OQR  Var_08    H17  C12  C14  N3   -178.87  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
 OQR  chir_01  C7  N1  C11  C8  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
 OQR  plan-1  C9   0.020
 OQR  plan-1  C6   0.020
 OQR  plan-1  C1   0.020
 OQR  plan-1  C2   0.020
 OQR  plan-1  C10  0.020
 OQR  plan-1  C3   0.020
 OQR  plan-1  N2   0.020
 OQR  plan-1  C4   0.020
 OQR  plan-1  C5   0.020
 OQR  plan-1  N1   0.020
 OQR  plan-1  H5   0.020
 OQR  plan-1  H9   0.020
 OQR  plan-2  C3   0.020
 OQR  plan-2  N2   0.020
 OQR  plan-2  O1   0.020
 OQR  plan-2  O2   0.020

