# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 06:01:22 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: 4-[(1R)-1-hydroxy-2-{[1-(4-hydroxyphenyl)-2-methylpropan-2-yl]amino}ethyl]benzene-1,2-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(Cc1ccc(O)cc1)NC[C@H](O)c2ccc(O)c(O)c2
#
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
 XQC  XQC  4-[(1R)-1-hydroxy-2-{[1-(4-hydroxyphenyl)-2-methylpropan-2-yl]amino}ethyl]benzene-1,2-diol  ligand  46  23  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_XQC
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
 XQC  CAA  C  CH3   0  -0.658  -1.4643   1.3016  -0.4321
 XQC  CAB  C  CT    0   0.109  -1.4890  -0.1790  -0.0632
 XQC  CAC  C  CH3   0  -0.662  -1.6233  -0.3276   1.4557
 XQC  CAD  C  CH2   0  -0.513  -2.6620  -0.8843  -0.7838
 XQC  CAE  C  CR6   0   0.113  -4.0434  -0.4084  -0.4340
 XQC  CAF  C  CR16  0  -0.297  -4.6641   0.6077  -1.1561
 XQC  CAG  C  CR16  0  -0.373  -5.9400   1.0545  -0.8420
 XQC  CAH  C  CR6   0   0.336  -6.6362   0.4787   0.2165
 XQC  CAJ  C  CR16  0  -0.325  -6.0389  -0.5463   0.9461
 XQC  CAK  C  CR16  0  -0.295  -4.7641  -0.9770   0.6159
 XQC  CAM  C  CH2   0  -0.284   0.9897  -0.4264  -0.0512
 XQC  CAN  C  CH1   0  -0.072   2.1319  -1.1411  -0.7710
 XQC  CAP  C  CR6   0   0.129   3.4664  -0.6464  -0.2619
 XQC  CAQ  C  CR16  0  -0.343   3.9667  -1.0510   0.9691
 XQC  CAR  C  CR16  0  -0.329   5.1792  -0.5602   1.4367
 XQC  CAS  C  CR6   0   0.278   5.9144   0.3430   0.6856
 XQC  CAU  C  CR6   0   0.277   5.4170   0.7560  -0.5564
 XQC  CAW  C  CR16  0  -0.437   4.2072   0.2601  -1.0158
 XQC  NAL  N  NH1   0  -0.609  -0.2883  -0.8357  -0.5933
 XQC  OAI  O  OH1   0  -0.636  -7.8807   0.8647   0.5697
 XQC  OAO  O  OH1   0  -0.660   2.0074  -2.5471  -0.6928
 XQC  OAT  O  OH1   0  -0.635   7.0912   0.7971   1.1684
 XQC  OAV  O  OH1   0  -0.646   6.1830   1.6344  -1.2438
 XQC  H1   H  HCH3  0   0.225  -1.3308   1.4328  -1.5072
 XQC  H2   H  HCH3  0   0.234  -2.3965   1.7864  -0.1421
 XQC  H3   H  HCH3  0   0.231  -0.6591   1.8329   0.0774
 XQC  H4   H  HCH3  0   0.231  -2.5307   0.1510   1.8257
 XQC  H5   H  HCH3  0   0.219  -1.6566  -1.3800   1.7488
 XQC  H6   H  HCH3  0   0.231  -0.7813   0.1334   1.9746
 XQC  H7   H  HCH2  0   0.244  -2.4998  -0.7752  -1.8595
 XQC  H8   H  HCH2  0   0.239  -2.5898  -1.9559  -0.5671
 XQC  H9   H  HCR6  0   0.250  -4.1438   1.0635  -1.9905
 XQC  H10  H  HCR6  0   0.267  -6.3926   1.8466  -1.4286
 XQC  H11  H  HCR6  0   0.258  -6.5782  -1.0077   1.7643
 XQC  H12  H  HCR6  0   0.247  -4.3222  -1.7821   1.1916
 XQC  H13  H  HCH2  0   0.199   1.0963  -0.5975   1.0330
 XQC  H14  H  HCH2  0   0.236   1.1251   0.6467  -0.2028
 XQC  H15  H  HCH1  0   0.240   2.0537  -0.9044  -1.8361
 XQC  H16  H  HCR6  0   0.241   3.4237  -1.7510   1.5931
 XQC  H17  H  HCR6  0   0.264   5.5635  -0.8801   2.3975
 XQC  H18  H  HCR6  0   0.269   3.8360   0.5830  -1.9836
 XQC  H19  H  HNH1  0   0.334  -0.3866  -1.8360  -0.4587
 XQC  H21  H  HOH1  0   0.472  -8.1892   1.5694  -0.0102
 XQC  H22  H  HOH1  0   0.447   1.9854  -2.8111   0.2332
 XQC  H23  H  HOH1  0   0.472   7.4841   1.4342   0.5607
 XQC  H24  H  HOH1  0   0.481   5.7697   1.8698  -2.0814

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
 XQC  OAI  CAH  single    1.350  0.020  1.350
 XQC  CAH  CAG  aromatic  1.392  0.020  1.392
 XQC  CAH  CAJ  aromatic  1.393  0.020  1.393
 XQC  CAG  CAF  aromatic  1.388  0.020  1.388
 XQC  CAJ  CAK  aromatic  1.386  0.020  1.386
 XQC  CAF  CAE  aromatic  1.393  0.020  1.393
 XQC  CAK  CAE  aromatic  1.395  0.020  1.395
 XQC  CAE  CAD  single    1.502  0.020  1.502
 XQC  CAC  CAB  single    1.532  0.020  1.532
 XQC  CAD  CAB  single    1.547  0.020  1.547
 XQC  CAA  CAB  single    1.526  0.020  1.526
 XQC  CAB  NAL  single    1.468  0.020  1.468
 XQC  NAL  CAM  single    1.447  0.020  1.447
 XQC  CAM  CAN  single    1.528  0.020  1.528
 XQC  OAV  CAU  single    1.353  0.020  1.353
 XQC  CAW  CAU  aromatic  1.386  0.020  1.386
 XQC  CAW  CAP  aromatic  1.392  0.020  1.392
 XQC  CAN  CAP  single    1.512  0.020  1.512
 XQC  CAN  OAO  single    1.414  0.020  1.414
 XQC  CAU  CAS  aromatic  1.400  0.020  1.400
 XQC  CAP  CAQ  aromatic  1.389  0.020  1.389
 XQC  CAS  OAT  single    1.351  0.020  1.351
 XQC  CAS  CAR  aromatic  1.386  0.020  1.386
 XQC  CAQ  CAR  aromatic  1.389  0.020  1.389
 XQC  CAA  H1   single    0.970  0.020  1.090
 XQC  CAA  H2   single    0.970  0.020  1.090
 XQC  CAA  H3   single    0.970  0.020  1.090
 XQC  CAC  H4   single    0.970  0.020  1.090
 XQC  CAC  H5   single    0.970  0.020  1.090
 XQC  CAC  H6   single    0.970  0.020  1.090
 XQC  CAD  H7   single    0.970  0.020  1.090
 XQC  CAD  H8   single    0.970  0.020  1.090
 XQC  CAF  H9   single    0.930  0.020  1.080
 XQC  CAG  H10  single    0.930  0.020  1.080
 XQC  CAJ  H11  single    0.930  0.020  1.080
 XQC  CAK  H12  single    0.930  0.020  1.080
 XQC  CAM  H13  single    0.970  0.020  1.090
 XQC  CAM  H14  single    0.970  0.020  1.090
 XQC  CAN  H15  single    0.970  0.020  1.090
 XQC  CAQ  H16  single    0.930  0.020  1.080
 XQC  CAR  H17  single    0.930  0.020  1.080
 XQC  CAW  H18  single    0.930  0.020  1.080
 XQC  NAL  H19  single    0.890  0.020  1.040
 XQC  OAI  H21  single    0.850  0.020  0.980
 XQC  OAO  H22  single    0.850  0.020  0.980
 XQC  OAT  H23  single    0.850  0.020  0.980
 XQC  OAV  H24  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
 XQC  H3   CAA  H2   106.88  3.000
 XQC  H3   CAA  H1   108.14  3.000
 XQC  H2   CAA  H1   108.26  3.000
 XQC  H3   CAA  CAB  111.81  3.000
 XQC  H2   CAA  CAB  110.69  3.000
 XQC  H1   CAA  CAB  110.90  3.000
 XQC  NAL  CAB  CAD  104.37  3.000
 XQC  NAL  CAB  CAC  112.73  3.000
 XQC  CAD  CAB  CAC  110.56  3.000
 XQC  NAL  CAB  CAA  109.49  3.000
 XQC  CAD  CAB  CAA  110.00  3.000
 XQC  CAC  CAB  CAA  109.58  3.000
 XQC  H6   CAC  H5   107.62  3.000
 XQC  H6   CAC  H4   107.18  3.000
 XQC  H5   CAC  H4   107.83  3.000
 XQC  H6   CAC  CAB  111.27  3.000
 XQC  H5   CAC  CAB  111.22  3.000
 XQC  H4   CAC  CAB  111.51  3.000
 XQC  H8   CAD  H7   106.40  3.000
 XQC  H8   CAD  CAE  108.93  3.000
 XQC  H7   CAD  CAE  109.50  3.000
 XQC  H8   CAD  CAB  107.69  3.000
 XQC  H7   CAD  CAB  107.48  3.000
 XQC  CAE  CAD  CAB  116.39  3.000
 XQC  CAK  CAE  CAF  117.23  3.000
 XQC  CAK  CAE  CAD  121.42  3.000
 XQC  CAF  CAE  CAD  121.35  3.000
 XQC  H9   CAF  CAG  118.69  3.000
 XQC  H9   CAF  CAE  119.48  3.000
 XQC  CAG  CAF  CAE  121.82  3.000
 XQC  H10  CAG  CAH  120.32  3.000
 XQC  H10  CAG  CAF  119.76  3.000
 XQC  CAH  CAG  CAF  119.92  3.000
 XQC  OAI  CAH  CAJ  117.95  3.000
 XQC  CAJ  CAH  CAG  119.24  3.000
 XQC  OAI  CAH  CAG  122.81  3.000
 XQC  H11  CAJ  CAK  120.38  3.000
 XQC  H11  CAJ  CAH  119.72  3.000
 XQC  CAK  CAJ  CAH  119.90  3.000
 XQC  H12  CAK  CAJ  118.65  3.000
 XQC  H12  CAK  CAE  119.47  3.000
 XQC  CAJ  CAK  CAE  121.88  3.000
 XQC  H14  CAM  H13  106.08  3.000
 XQC  H14  CAM  NAL  109.59  3.000
 XQC  H13  CAM  NAL  114.19  3.000
 XQC  H14  CAM  CAN  107.55  3.000
 XQC  H13  CAM  CAN  108.57  3.000
 XQC  NAL  CAM  CAN  110.58  3.000
 XQC  H15  CAN  OAO  105.23  3.000
 XQC  H15  CAN  CAP  108.68  3.000
 XQC  OAO  CAN  CAP  112.62  3.000
 XQC  H15  CAN  CAM  107.70  3.000
 XQC  OAO  CAN  CAM  111.92  3.000
 XQC  CAP  CAN  CAM  110.39  3.000
 XQC  CAW  CAP  CAQ  118.54  3.000
 XQC  CAQ  CAP  CAN  121.41  3.000
 XQC  CAW  CAP  CAN  120.03  3.000
 XQC  H16  CAQ  CAR  118.15  3.000
 XQC  H16  CAQ  CAP  121.19  3.000
 XQC  CAR  CAQ  CAP  120.65  3.000
 XQC  H17  CAR  CAS  119.01  3.000
 XQC  H17  CAR  CAQ  120.26  3.000
 XQC  CAS  CAR  CAQ  120.73  3.000
 XQC  OAT  CAS  CAU  121.83  3.000
 XQC  OAT  CAS  CAR  119.19  3.000
 XQC  CAU  CAS  CAR  118.98  3.000
 XQC  OAV  CAU  CAW  123.93  3.000
 XQC  CAW  CAU  CAS  119.91  3.000
 XQC  OAV  CAU  CAS  116.16  3.000
 XQC  H18  CAW  CAU  119.18  3.000
 XQC  H18  CAW  CAP  119.63  3.000
 XQC  CAU  CAW  CAP  121.19  3.000
 XQC  H19  NAL  CAM  108.35  3.000
 XQC  H19  NAL  CAB  108.31  3.000
 XQC  CAM  NAL  CAB  117.42  3.000
 XQC  H21  OAI  CAH  110.30  3.000
 XQC  H22  OAO  CAN  109.14  3.000
 XQC  H23  OAT  CAS  110.61  3.000
 XQC  H24  OAV  CAU  110.94  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
 XQC  CONST_01  CAH  CAG  CAF  CAE     0.00   0.0  0
 XQC  CONST_02  CAH  CAJ  CAK  CAE     0.00   0.0  0
 XQC  CONST_03  CAJ  CAH  CAG  CAF     0.00   0.0  0
 XQC  CONST_04  CAJ  CAK  CAE  CAF     0.00   0.0  0
 XQC  CONST_05  CAK  CAJ  CAH  CAG     0.00   0.0  0
 XQC  CONST_06  CAK  CAE  CAF  CAG     0.00   0.0  0
 XQC  CONST_07  CAS  CAU  CAW  CAP     0.00   0.0  0
 XQC  CONST_08  CAS  CAR  CAQ  CAP     0.00   0.0  0
 XQC  CONST_09  CAU  CAW  CAP  CAQ     0.00   0.0  0
 XQC  CONST_10  CAU  CAS  CAR  CAQ     0.00   0.0  0
 XQC  CONST_11  CAW  CAU  CAS  CAR     0.00   0.0  0
 XQC  CONST_12  CAW  CAP  CAQ  CAR     0.00   0.0  0
 XQC  CONST_13  CAG  CAF  CAE  CAD   180.00   0.0  0
 XQC  CONST_14  CAJ  CAK  CAE  CAD   180.00   0.0  0
 XQC  CONST_15  OAI  CAH  CAG  CAF   180.00   0.0  0
 XQC  CONST_16  OAI  CAH  CAJ  CAK   180.00   0.0  0
 XQC  CONST_17  CAU  CAW  CAP  CAN   180.00   0.0  0
 XQC  CONST_18  CAR  CAQ  CAP  CAN   180.00   0.0  0
 XQC  CONST_19  OAV  CAU  CAW  CAP   180.00   0.0  0
 XQC  CONST_20  OAT  CAS  CAR  CAQ   180.00   0.0  0
 XQC  CONST_21  OAV  CAU  CAS  CAR   180.00   0.0  0
 XQC  CONST_22  OAT  CAS  CAU  CAW   180.00   0.0  0
 XQC  CONST_23  H10  CAG  CAF  CAE   180.00   0.0  0
 XQC  CONST_24  H11  CAJ  CAK  CAE   180.00   0.0  0
 XQC  CONST_25  H12  CAK  CAE  CAF   180.00   0.0  0
 XQC  CONST_26  H9   CAF  CAG  CAH   180.00   0.0  0
 XQC  CONST_27  H17  CAR  CAQ  CAP   180.00   0.0  0
 XQC  CONST_28  H18  CAW  CAP  CAQ   180.00   0.0  0
 XQC  CONST_29  H16  CAQ  CAR  CAS   180.00   0.0  0
 XQC  Var_01    CAF  CAE  CAD  CAB    91.17  30.0  2
 XQC  Var_02    CAE  CAD  CAB  CAA   -62.54  30.0  1
 XQC  Var_03    CAM  NAL  CAB  CAA    65.14  30.0  3
 XQC  Var_04    CAN  CAM  NAL  CAB  -176.44  30.0  3
 XQC  Var_05    H4   CAC  CAB  CAA    58.86  30.0  3
 XQC  Var_06    H1   CAA  CAB  CAC   177.84  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
 XQC  chir_01  CAN  CAM  CAP  OAO  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
 XQC  plan-1  CAD  0.020
 XQC  plan-1  CAE  0.020
 XQC  plan-1  CAF  0.020
 XQC  plan-1  CAG  0.020
 XQC  plan-1  CAH  0.020
 XQC  plan-1  CAJ  0.020
 XQC  plan-1  CAK  0.020
 XQC  plan-1  OAI  0.020
 XQC  plan-1  H9   0.020
 XQC  plan-1  H10  0.020
 XQC  plan-1  H11  0.020
 XQC  plan-1  H12  0.020
 XQC  plan-2  CAN  0.020
 XQC  plan-2  CAP  0.020
 XQC  plan-2  CAQ  0.020
 XQC  plan-2  CAR  0.020
 XQC  plan-2  CAS  0.020
 XQC  plan-2  CAU  0.020
 XQC  plan-2  CAW  0.020
 XQC  plan-2  OAT  0.020
 XQC  plan-2  OAV  0.020
 XQC  plan-2  H16  0.020
 XQC  plan-2  H17  0.020
 XQC  plan-2  H18  0.020

