# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 19:36:30 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: {(2S)-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
 OAQ  OAQ  {(2S)-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_OAQ
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
 OAQ  C1   C  CR16   0  -0.371   2.1582   1.5353   0.0544
 OAQ  C2   C  CR6    0   0.030   3.0506   0.4668   0.0417
 OAQ  C3   C  CR6    0   0.207   2.4578  -0.7994  -0.0085
 OAQ  C4   C  CR16   0  -0.394   1.0844  -0.9864  -0.0491
 OAQ  C5   C  CR6    0   0.364   0.2204   0.1053  -0.0534
 OAQ  C6   C  CR6    0   0.083   0.7800   1.3912   0.0128
 OAQ  C7   C  CH1    0  -0.071  -2.0665   1.0023   0.0641
 OAQ  C8   C  CH2    0  -0.461  -1.4881   2.2715  -0.5416
 OAQ  C9   C  CH2    0  -0.488  -0.1247   2.5898   0.0544
 OAQ  C10  C  CH2    0  -0.173   4.5366   0.7303   0.1110
 OAQ  C11  C  CH2    0  -0.269  -3.4166   0.6728  -0.5593
 OAQ  C12  C  CH3    0  -0.674  -5.7736  -2.1934  -0.1156
 OAQ  C13  C  CH3    0  -0.651  -6.1904   0.1242   0.7270
 OAQ  C14  C  CH1    0  -0.070  -5.4065  -0.7244  -0.2658
 OAQ  N1   N  NH1    0  -0.716  -1.1359  -0.0895  -0.1557
 OAQ  N2   N  N      1   0.326   3.2638  -2.0069  -0.0345
 OAQ  N3   N  NH1    0  -0.618  -3.9677  -0.5716  -0.0536
 OAQ  O1   O  O     -1  -0.383   2.7687  -3.0387   0.3582
 OAQ  O2   O  O      0  -0.384   4.3955  -1.9322  -0.4589
 OAQ  O3   O  OH1    0  -0.666   4.7496   2.0729   0.4704
 OAQ  H1   H  HCR6   0   0.262   2.5524   2.5410   0.1099
 OAQ  H2   H  HCR6   0   0.288   0.6748  -1.9863  -0.1003
 OAQ  H3   H  HCH1   0   0.223  -2.2228   1.1649   1.1409
 OAQ  H4   H  HCH2   0   0.234  -1.3993   2.1450  -1.6245
 OAQ  H5   H  HCH2   0   0.249  -2.1773   3.1001  -0.3705
 OAQ  H6   H  HCH2   0   0.255  -0.2438   2.9129   1.0937
 OAQ  H7   H  HCH2   0   0.259   0.3383   3.4261  -0.4726
 OAQ  H8   H  HCH2   0   0.216   5.0027   0.0550   0.8373
 OAQ  H9   H  HCH2   0   0.227   4.9901   0.5070  -0.8611
 OAQ  H10  H  HCH2   0   0.231  -4.0930   1.4906  -0.3039
 OAQ  H11  H  HCH2   0   0.203  -3.3210   0.6769  -1.6556
 OAQ  H12  H  HCH3   0   0.231  -6.8418  -2.3424  -0.2726
 OAQ  H13  H  HCH3   0   0.229  -5.2445  -2.8130  -0.8429
 OAQ  H14  H  HCH3   0   0.221  -5.5242  -2.5557   0.8840
 OAQ  H15  H  HCH3   0   0.227  -5.9779   1.1891   0.6229
 OAQ  H16  H  HCH3   0   0.224  -7.2629  -0.0053   0.5768
 OAQ  H17  H  HCH3   0   0.216  -5.9504  -0.1680   1.7510
 OAQ  H18  H  HCH1   0   0.194  -5.6890  -0.4082  -1.2835
 OAQ  H19  H  HNH1   0   0.381  -1.4521  -0.9862   0.1814
 OAQ  H20  H  HNH1   0   0.344  -3.5077  -1.3386  -0.5293
 OAQ  H22  H  HOH1   0   0.465   5.6933   2.2441   0.4059

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
 OAQ  O2   N2   double    1.211  0.020  1.211
 OAQ  O1   N2   single    1.210  0.020  1.210
 OAQ  N2   C3   single    1.452  0.020  1.452
 OAQ  C3   C4   aromatic  1.387  0.020  1.387
 OAQ  C3   C2   aromatic  1.399  0.020  1.399
 OAQ  C10  C2   single    1.511  0.020  1.511
 OAQ  C10  O3   single    1.406  0.020  1.406
 OAQ  C4   C5   aromatic  1.392  0.020  1.392
 OAQ  C2   C1   aromatic  1.392  0.020  1.392
 OAQ  C5   N1   single    1.374  0.020  1.374
 OAQ  C5   C6   aromatic  1.404  0.020  1.404
 OAQ  C1   C6   aromatic  1.386  0.020  1.386
 OAQ  N1   C7   single    1.451  0.020  1.451
 OAQ  C6   C9   single    1.502  0.020  1.502
 OAQ  C7   C8   single    1.521  0.020  1.521
 OAQ  C7   C11  single    1.523  0.020  1.523
 OAQ  C9   C8   single    1.522  0.020  1.522
 OAQ  C11  N3   single    1.452  0.020  1.452
 OAQ  N3   C14  single    1.462  0.020  1.462
 OAQ  C14  C13  single    1.523  0.020  1.523
 OAQ  C14  C12  single    1.522  0.020  1.522
 OAQ  C1   H1   single    0.930  0.020  1.080
 OAQ  C4   H2   single    0.930  0.020  1.080
 OAQ  C7   H3   single    0.970  0.020  1.090
 OAQ  C8   H4   single    0.970  0.020  1.090
 OAQ  C8   H5   single    0.970  0.020  1.090
 OAQ  C9   H6   single    0.970  0.020  1.090
 OAQ  C9   H7   single    0.970  0.020  1.090
 OAQ  C10  H8   single    0.970  0.020  1.090
 OAQ  C10  H9   single    0.970  0.020  1.090
 OAQ  C11  H10  single    0.970  0.020  1.090
 OAQ  C11  H11  single    0.970  0.020  1.090
 OAQ  C12  H12  single    0.970  0.020  1.090
 OAQ  C12  H13  single    0.970  0.020  1.090
 OAQ  C12  H14  single    0.970  0.020  1.090
 OAQ  C13  H15  single    0.970  0.020  1.090
 OAQ  C13  H16  single    0.970  0.020  1.090
 OAQ  C13  H17  single    0.970  0.020  1.090
 OAQ  C14  H18  single    0.970  0.020  1.090
 OAQ  N1   H19  single    0.890  0.020  1.040
 OAQ  N3   H20  single    0.890  0.020  1.040
 OAQ  O3   H22  single    0.850  0.020  0.980

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
 OAQ  H1   C1   C6   117.42  3.000
 OAQ  H1   C1   C2   118.72  3.000
 OAQ  C6   C1   C2   123.86  3.000
 OAQ  C10  C2   C3   125.19  3.000
 OAQ  C10  C2   C1   119.74  3.000
 OAQ  C3   C2   C1   115.05  3.000
 OAQ  N2   C3   C4   115.92  3.000
 OAQ  C4   C3   C2   122.88  3.000
 OAQ  N2   C3   C2   121.21  3.000
 OAQ  H2   C4   C5   119.32  3.000
 OAQ  H2   C4   C3   120.07  3.000
 OAQ  C5   C4   C3   120.59  3.000
 OAQ  N1   C5   C6   121.80  3.000
 OAQ  C6   C5   C4   118.08  3.000
 OAQ  N1   C5   C4   120.10  3.000
 OAQ  C9   C6   C5   119.47  3.000
 OAQ  C9   C6   C1   120.99  3.000
 OAQ  C5   C6   C1   119.53  3.000
 OAQ  H3   C7   N1   110.52  3.000
 OAQ  H3   C7   C11  107.86  3.000
 OAQ  N1   C7   C11  110.09  3.000
 OAQ  H3   C7   C8   108.70  3.000
 OAQ  C11  C7   C8   110.77  3.000
 OAQ  N1   C7   C8   108.89  3.000
 OAQ  H5   C8   H4   107.12  3.000
 OAQ  H5   C8   C9   110.22  3.000
 OAQ  H4   C8   C9   109.83  3.000
 OAQ  H5   C8   C7   109.34  3.000
 OAQ  H4   C8   C7   109.19  3.000
 OAQ  C9   C8   C7   111.06  3.000
 OAQ  H7   C9   H6   106.16  3.000
 OAQ  H7   C9   C8   110.56  3.000
 OAQ  H6   C9   C8   109.64  3.000
 OAQ  H7   C9   C6   110.03  3.000
 OAQ  H6   C9   C6   109.10  3.000
 OAQ  C8   C9   C6   111.22  3.000
 OAQ  H9   C10  H8   106.64  3.000
 OAQ  H9   C10  O3   111.02  3.000
 OAQ  H8   C10  O3   110.77  3.000
 OAQ  H9   C10  C2   109.32  3.000
 OAQ  H8   C10  C2   109.95  3.000
 OAQ  O3   C10  C2   109.11  3.000
 OAQ  H11  C11  H10  106.50  3.000
 OAQ  H11  C11  N3   112.53  3.000
 OAQ  H10  C11  N3   108.99  3.000
 OAQ  H11  C11  C7   109.26  3.000
 OAQ  H10  C11  C7   106.94  3.000
 OAQ  N3   C11  C7   112.29  3.000
 OAQ  H14  C12  H13  108.10  3.000
 OAQ  H14  C12  H12  108.08  3.000
 OAQ  H13  C12  H12  107.54  3.000
 OAQ  H14  C12  C14  110.83  3.000
 OAQ  H13  C12  C14  111.41  3.000
 OAQ  H12  C12  C14  110.75  3.000
 OAQ  H17  C13  H16  108.28  3.000
 OAQ  H17  C13  H15  107.94  3.000
 OAQ  H16  C13  H15  107.12  3.000
 OAQ  H17  C13  C14  110.43  3.000
 OAQ  H16  C13  C14  110.50  3.000
 OAQ  H15  C13  C14  112.42  3.000
 OAQ  H18  C14  N3   110.86  3.000
 OAQ  H18  C14  C13  108.06  3.000
 OAQ  N3   C14  C13  110.70  3.000
 OAQ  H18  C14  C12  107.83  3.000
 OAQ  C13  C14  C12  110.44  3.000
 OAQ  N3   C14  C12  108.90  3.000
 OAQ  H19  N1   C7   114.65  3.000
 OAQ  H19  N1   C5   114.24  3.000
 OAQ  C7   N1   C5   120.99  3.000
 OAQ  O2   N2   O1   123.29  3.000
 OAQ  O1   N2   C3   118.44  3.000
 OAQ  O2   N2   C3   118.27  3.000
 OAQ  H20  N3   C14  107.43  3.000
 OAQ  H20  N3   C11  108.24  3.000
 OAQ  C14  N3   C11  114.36  3.000
 OAQ  H22  O3   C10  107.56  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
 OAQ  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 OAQ  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 OAQ  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 OAQ  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 OAQ  CONST_05  C6   C5   C4   C3      0.00   0.0  0
 OAQ  CONST_06  C6   C1   C2   C3      0.00   0.0  0
 OAQ  CONST_07  N2   C3   C2   C1    180.00   0.0  0
 OAQ  CONST_08  C10  C2   C3   C4    180.00   0.0  0
 OAQ  CONST_09  N2   C3   C4   C5    180.00   0.0  0
 OAQ  CONST_10  C10  C2   C1   C6    180.00   0.0  0
 OAQ  CONST_11  H2   C4   C3   C2    180.00   0.0  0
 OAQ  CONST_12  H1   C1   C2   C3    180.00   0.0  0
 OAQ  Var_01    C8   C9   C6   C1    157.42  30.0  1
 OAQ  Var_02    C7   N1   C5   C4    169.44  30.0  1
 OAQ  Var_03    C7   C8   C9   C6     50.28  30.0  1
 OAQ  Var_04    O3   C10  C2   C1     12.66  30.0  3
 OAQ  Var_05    C14  N3   C11  C7    161.14  30.0  3
 OAQ  Var_06    C13  C14  N3   C11   -76.36  30.0  3
 OAQ  Var_07    H15  C13  C14  C12  -177.96  30.0  3
 OAQ  Var_08    H12  C12  C14  C13    58.48  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
 OAQ  chir_01  C7  N1  C8  C11  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
 OAQ  plan-1  C1   0.020
 OAQ  plan-1  C2   0.020
 OAQ  plan-1  C3   0.020
 OAQ  plan-1  C4   0.020
 OAQ  plan-1  C5   0.020
 OAQ  plan-1  C6   0.020
 OAQ  plan-1  C9   0.020
 OAQ  plan-1  C10  0.020
 OAQ  plan-1  N1   0.020
 OAQ  plan-1  N2   0.020
 OAQ  plan-1  H1   0.020
 OAQ  plan-1  H2   0.020
 OAQ  plan-2  C3   0.020
 OAQ  plan-2  N2   0.020
 OAQ  plan-2  O1   0.020
 OAQ  plan-2  O2   0.020

