# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 00:44:58 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: (4R)-4-(3-hydroxyphenyl)-N,N,7,8-tetramethyl-3,4-dihydroisoquinoline-2(1H)-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)C(=O)N1C[C@H](c2cccc(O)c2)c3ccc(C)c(C)c3C1
#
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
 3QC  3QC  (4R)-4-(3-hydroxyphenyl)-N,N,7,8-tetramethyl-3,4-dihydroisoquinoline-2(1H)-carboxamide  ligand  48  24  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3QC
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
 3QC  C1    C  CR6   0   0.006   1.0224  -1.2617   0.3025
 3QC  C2    C  CH2   0  -0.388   1.9523  -0.2769   0.9816
 3QC  C11   C  CR16  0  -0.290  -0.9915  -1.7711  -0.8953
 3QC  C12   C  CR16  0  -0.302  -0.5740  -3.0793  -1.0456
 3QC  C13   C  CR6   0   0.058   0.6324  -3.5155  -0.5038
 3QC  C14   C  CR6   0   0.032   1.4303  -2.5998   0.1894
 3QC  C19   C  CR16  0  -0.471  -3.0046   1.4426  -0.5005
 3QC  C20   C  CR6   0   0.377  -4.3535   1.5646  -0.1702
 3QC  C21   C  CR16  0  -0.356  -4.8505   0.9194   0.9577
 3QC  C22   C  CR16  0  -0.229  -3.9916   0.1566   1.7361
 3QC  O28   O  OH1   0  -0.634  -5.2129   2.2927  -0.9126
 3QC  C33   C  CH3   0  -0.764   2.7430  -3.0458   0.7748
 3QC  N3    N  NT    0  -0.492   1.5668   1.1018   0.7583
 3QC  C4    C  CH2   0  -0.301   0.1552   1.3246   0.9667
 3QC  C5    C  CH1   0  -0.397  -0.6843   0.5844  -0.0750
 3QC  C6    C  CR6   0   0.121  -0.2047  -0.8463  -0.2161
 3QC  C17   C  CR6   0   0.175  -2.1481   0.6760   0.2794
 3QC  C23   C  CR16  0  -0.323  -2.6510   0.0281   1.4064
 3QC  C29   C  CH3   0  -0.745   1.0559  -4.9453  -0.6878
 3QC  C38   C  C     0   0.711   2.2246   1.9174  -0.1345
 3QC  N39   N  NT    0  -0.477   3.5849   1.8111  -0.1616
 3QC  C40   C  CH3   0  -0.518   4.2959   2.4835  -1.2271
 3QC  C44   C  CH3   0  -0.550   4.3833   1.5461   1.0205
 3QC  O48   O  O     0  -0.523   1.6196   2.7023  -0.8563
 3QC  H21A  H  HCH2  0   0.278   2.9606  -0.4353   0.6052
 3QC  H22A  H  HCH2  0   0.263   1.9915  -0.4769   2.0589
 3QC  H11   H  HCR6  0   0.241  -1.9436  -1.4644  -1.3119
 3QC  H12   H  HCR6  0   0.242  -1.1953  -3.7795  -1.5916
 3QC  H21   H  HCR6  0   0.260  -5.8979   1.0116   1.2170
 3QC  H22   H  HCR6  0   0.255  -4.3805  -0.3467   2.6121
 3QC  H28   H  HOH1  0   0.473  -4.7598   2.6729  -1.6732
 3QC  H331  H  HCH3  0   0.252   3.5588  -2.9205   0.0574
 3QC  H332  H  HCH3  0   0.253   3.0148  -2.4903   1.6709
 3QC  H333  H  HCH3  0   0.257   2.7229  -4.0982   1.0520
 3QC  H41   H  HCH2  0   0.253  -0.0920   0.9615   1.9690
 3QC  H42   H  HCH2  0   0.268  -0.0674   2.3899   0.9499
 3QC  H5    H  HCH1  0   0.273  -0.5365   1.0911  -1.0342
 3QC  H23   H  HCR6  0   0.244  -2.0009  -0.5860   2.0174
 3QC  H291  H  HCH3  0   0.243   2.0410  -5.0222  -1.1516
 3QC  H292  H  HCH3  0   0.245   1.1104  -5.4821   0.2621
 3QC  H293  H  HCH3  0   0.249   0.3500  -5.4779  -1.3236
 3QC  H401  H  HCH3  0   0.240   5.2526   1.9847  -1.3806
 3QC  H402  H  HCH3  0   0.248   3.7393   2.4339  -2.1591
 3QC  H403  H  HCH3  0   0.226   4.4958   3.5341  -0.9958
 3QC  H441  H  HCH3  0   0.263   3.7564   1.3866   1.8932
 3QC  H442  H  HCH3  0   0.239   5.0264   0.6734   0.8898
 3QC  H443  H  HCH3  0   0.253   5.0245   2.4062   1.2299
 3QC  H19   H  HCR6  0   0.263  -2.6194   1.9439  -1.3834

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
 3QC  C1   C2    single    1.515  0.020  1.515
 3QC  C1   C14   aromatic  1.403  0.020  1.403
 3QC  C1   C6    aromatic  1.395  0.020  1.395
 3QC  C2   N3    single    1.449  0.020  1.449
 3QC  C2   H21A  single    0.970  0.020  1.090
 3QC  C2   H22A  single    0.970  0.020  1.090
 3QC  C11  C12   aromatic  1.381  0.020  1.381
 3QC  C11  C6    aromatic  1.391  0.020  1.391
 3QC  C11  H11   single    0.930  0.020  1.080
 3QC  C12  C13   aromatic  1.393  0.020  1.393
 3QC  C12  H12   single    0.930  0.020  1.080
 3QC  C13  C14   aromatic  1.398  0.020  1.398
 3QC  C13  C29   single    1.503  0.020  1.503
 3QC  C14  C33   single    1.505  0.020  1.505
 3QC  C19  C20   aromatic  1.394  0.020  1.394
 3QC  C19  C17   aromatic  1.389  0.020  1.389
 3QC  C19  H19   single    0.930  0.020  1.080
 3QC  C20  C21   aromatic  1.391  0.020  1.391
 3QC  C20  O28   single    1.349  0.020  1.349
 3QC  C21  C22   aromatic  1.388  0.020  1.388
 3QC  C21  H21   single    0.930  0.020  1.080
 3QC  C22  C23   aromatic  1.387  0.020  1.387
 3QC  C22  H22   single    0.930  0.020  1.080
 3QC  O28  H28   single    0.850  0.020  0.980
 3QC  C33  H331  single    0.970  0.020  1.090
 3QC  C33  H332  single    0.970  0.020  1.090
 3QC  C33  H333  single    0.970  0.020  1.090
 3QC  N3   C4    single    1.444  0.020  1.444
 3QC  N3   C38   single    1.377  0.020  1.377
 3QC  C4   C5    single    1.529  0.020  1.529
 3QC  C4   H41   single    0.970  0.020  1.090
 3QC  C4   H42   single    0.970  0.020  1.090
 3QC  C5   C6    single    1.516  0.020  1.516
 3QC  C5   C17   single    1.509  0.020  1.509
 3QC  C5   H5    single    0.970  0.020  1.090
 3QC  C17  C23   aromatic  1.394  0.020  1.394
 3QC  C23  H23   single    0.930  0.020  1.080
 3QC  C29  H291  single    0.970  0.020  1.090
 3QC  C29  H292  single    0.970  0.020  1.090
 3QC  C29  H293  single    0.970  0.020  1.090
 3QC  C38  N39   single    1.365  0.020  1.365
 3QC  C38  O48   double    1.226  0.020  1.226
 3QC  N39  C40   single    1.447  0.020  1.447
 3QC  N39  C44   single    1.451  0.020  1.451
 3QC  C40  H401  single    0.970  0.020  1.090
 3QC  C40  H402  single    0.970  0.020  1.090
 3QC  C40  H403  single    0.970  0.020  1.090
 3QC  C44  H441  single    0.970  0.020  1.090
 3QC  C44  H442  single    0.970  0.020  1.090
 3QC  C44  H443  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
 3QC  C6    C1   C14   120.63  3.000
 3QC  C6    C1   C2    120.85  3.000
 3QC  C14   C1   C2    118.52  3.000
 3QC  H22A  C2   H21A  106.28  3.000
 3QC  H22A  C2   N3    109.54  3.000
 3QC  H21A  C2   N3    109.38  3.000
 3QC  H22A  C2   C1    110.10  3.000
 3QC  H21A  C2   C1    108.61  3.000
 3QC  N3    C2   C1    112.71  3.000
 3QC  H11   C11  C6    119.77  3.000
 3QC  H11   C11  C12   119.46  3.000
 3QC  C6    C11  C12   120.77  3.000
 3QC  H12   C12  C13   119.36  3.000
 3QC  H12   C12  C11   119.56  3.000
 3QC  C13   C12  C11   121.07  3.000
 3QC  C29   C13  C14   121.53  3.000
 3QC  C29   C13  C12   119.64  3.000
 3QC  C14   C13  C12   118.82  3.000
 3QC  C33   C14  C13   119.77  3.000
 3QC  C33   C14  C1    120.31  3.000
 3QC  C13   C14  C1    119.90  3.000
 3QC  H19   C19  C17   119.51  3.000
 3QC  H19   C19  C20   119.70  3.000
 3QC  C17   C19  C20   120.79  3.000
 3QC  O28   C20  C21   117.96  3.000
 3QC  O28   C20  C19   122.23  3.000
 3QC  C21   C20  C19   119.81  3.000
 3QC  H21   C21  C22   120.74  3.000
 3QC  H21   C21  C20   120.01  3.000
 3QC  C22   C21  C20   119.25  3.000
 3QC  H22   C22  C23   119.78  3.000
 3QC  H22   C22  C21   119.15  3.000
 3QC  C23   C22  C21   121.06  3.000
 3QC  H28   O28  C20   110.35  3.000
 3QC  H333  C33  H332  106.76  3.000
 3QC  H333  C33  H331  106.95  3.000
 3QC  H332  C33  H331  107.17  3.000
 3QC  H333  C33  C14   111.69  3.000
 3QC  H332  C33  C14   112.75  3.000
 3QC  H331  C33  C14   111.19  3.000
 3QC  C38   N3   C4    117.98  3.000
 3QC  C38   N3   C2    122.45  3.000
 3QC  C4    N3   C2    112.62  3.000
 3QC  H42   C4   H41   107.02  3.000
 3QC  H42   C4   C5    110.55  3.000
 3QC  H41   C4   C5    109.83  3.000
 3QC  H42   C4   N3    110.41  3.000
 3QC  H41   C4   N3    107.56  3.000
 3QC  C5    C4   N3    111.33  3.000
 3QC  H5    C5   C17   107.98  3.000
 3QC  H5    C5   C6    108.22  3.000
 3QC  C17   C5   C6    112.72  3.000
 3QC  H5    C5   C4    107.37  3.000
 3QC  C17   C5   C4    110.07  3.000
 3QC  C6    C5   C4    110.29  3.000
 3QC  C5    C6   C11   119.60  3.000
 3QC  C5    C6   C1    121.65  3.000
 3QC  C11   C6   C1    118.75  3.000
 3QC  C23   C17  C5    120.78  3.000
 3QC  C23   C17  C19   119.21  3.000
 3QC  C5    C17  C19   119.99  3.000
 3QC  H23   C23  C17   120.21  3.000
 3QC  H23   C23  C22   119.92  3.000
 3QC  C17   C23  C22   119.87  3.000
 3QC  H293  C29  H292  107.44  3.000
 3QC  H293  C29  H291  107.60  3.000
 3QC  H292  C29  H291  106.85  3.000
 3QC  H293  C29  C13   110.74  3.000
 3QC  H292  C29  C13   112.03  3.000
 3QC  H291  C29  C13   111.93  3.000
 3QC  O48   C38  N39   122.01  3.000
 3QC  O48   C38  N3    121.69  3.000
 3QC  N39   C38  N3    116.30  3.000
 3QC  C44   N39  C40   114.49  3.000
 3QC  C44   N39  C38   123.13  3.000
 3QC  C40   N39  C38   117.92  3.000
 3QC  H403  C40  H402  108.58  3.000
 3QC  H403  C40  H401  107.99  3.000
 3QC  H402  C40  H401  107.94  3.000
 3QC  H403  C40  N39   112.35  3.000
 3QC  H402  C40  N39   111.02  3.000
 3QC  H401  C40  N39   108.81  3.000
 3QC  H443  C44  H442  107.84  3.000
 3QC  H443  C44  H441  107.47  3.000
 3QC  H442  C44  H441  108.58  3.000
 3QC  H443  C44  N39   109.59  3.000
 3QC  H442  C44  N39   111.87  3.000
 3QC  H441  C44  N39   111.33  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
 3QC  CONST_01  C12   C13  C14  C1      0.00   0.0  0
 3QC  CONST_02  C12   C11  C6   C1      0.00   0.0  0
 3QC  CONST_03  C14   C13  C12  C11     0.00   0.0  0
 3QC  CONST_04  C14   C1   C6   C11     0.00   0.0  0
 3QC  CONST_05  C6    C11  C12  C13     0.00   0.0  0
 3QC  CONST_06  C6    C1   C14  C13     0.00   0.0  0
 3QC  CONST_07  C22   C21  C20  C19     0.00   0.0  0
 3QC  CONST_08  C22   C23  C17  C19     0.00   0.0  0
 3QC  CONST_09  C23   C17  C19  C20     0.00   0.0  0
 3QC  CONST_10  C23   C22  C21  C20     0.00   0.0  0
 3QC  CONST_11  C17   C19  C20  C21     0.00   0.0  0
 3QC  CONST_12  C17   C23  C22  C21     0.00   0.0  0
 3QC  CONST_13  C5    C17  C19  C20   180.00   0.0  0
 3QC  CONST_14  C5    C17  C23  C22   180.00   0.0  0
 3QC  CONST_15  C29   C13  C14  C1    180.00   0.0  0
 3QC  CONST_16  C33   C14  C1   C2      0.00   0.0  0
 3QC  CONST_17  C29   C13  C12  C11   180.00   0.0  0
 3QC  CONST_18  C33   C14  C13  C12   180.00   0.0  0
 3QC  CONST_19  O28   C20  C21  C22   180.00   0.0  0
 3QC  CONST_20  C17   C19  C20  O28   180.00   0.0  0
 3QC  CONST_21  C6    C1   C14  C33   180.00   0.0  0
 3QC  CONST_22  H11   C11  C6   C1    180.00   0.0  0
 3QC  CONST_23  H12   C12  C13  C14   180.00   0.0  0
 3QC  CONST_24  H21   C21  C20  C19   180.00   0.0  0
 3QC  CONST_25  H23   C23  C17  C19   180.00   0.0  0
 3QC  CONST_26  H22   C22  C21  C20   180.00   0.0  0
 3QC  CONST_27  H19   C19  C20  C21   180.00   0.0  0
 3QC  CONST_29  O48   C38  N3   C4      0.00   0.0  0
 3QC  CONST_31  N39   C38  N3   C4    180.00   0.0  0
 3QC  CONST_32  C40   N39  C38  N3    180.00   0.0  0
 3QC  CONST_34  O48   C38  N39  C40     0.00   0.0  0
 3QC  Var_01    C4    N3   C2   C1     46.75  30.0  1
 3QC  Var_02    C5    C4   N3   C2    -66.02  30.0  1
 3QC  Var_03    N3    C2   C1   C14   166.40  30.0  1
 3QC  Var_04    H331  C33  C14  C1    -88.43  30.0  2
 3QC  Var_05    H291  C29  C13  C12   124.26  30.0  2
 3QC  Var_06    H401  C40  N39  C38  -155.73  30.0  3
 3QC  Var_07    H441  C44  N39  C38     3.51  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
 3QC  chir_01  C5  C4  C6  C17  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
 3QC  plan-1  C19  0.020
 3QC  plan-1  C20  0.020
 3QC  plan-1  C21  0.020
 3QC  plan-1  C22  0.020
 3QC  plan-1  O28  0.020
 3QC  plan-1  C5   0.020
 3QC  plan-1  C17  0.020
 3QC  plan-1  C23  0.020
 3QC  plan-1  H21  0.020
 3QC  plan-1  H22  0.020
 3QC  plan-1  H23  0.020
 3QC  plan-1  H19  0.020
 3QC  plan-2  C1   0.020
 3QC  plan-2  C2   0.020
 3QC  plan-2  C11  0.020
 3QC  plan-2  C12  0.020
 3QC  plan-2  C13  0.020
 3QC  plan-2  C14  0.020
 3QC  plan-2  C33  0.020
 3QC  plan-2  C5   0.020
 3QC  plan-2  C6   0.020
 3QC  plan-2  C29  0.020
 3QC  plan-2  H11  0.020
 3QC  plan-2  H12  0.020
 3QC  plan-3  C2   0.020
 3QC  plan-3  N3   0.020
 3QC  plan-3  C4   0.020
 3QC  plan-3  C38  0.020
 3QC  plan-3  N39  0.020
 3QC  plan-3  C40  0.020
 3QC  plan-3  C44  0.020
 3QC  plan-3  O48  0.020

