# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 12 00:06:10 2022
#   Inital geometry file: a 127 line input string
#   Ligand name: (8alpha)-N-[(2S)-1-hydroxybutan-2-yl]-1,6-dimethyl-9,10-didehydroergoline-8-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@@H](CO)NC(=O)[C@H]1CN(C)[C@@H]2Cc3cn(C)c4cccc(C2=C1)c34
#
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
 H8J  H8J  (8alpha)-N-[(2S)-1-hydroxybutan-2-yl]-1,6-dimethyl-9,10-didehydroergoline-8-carboxamide  ligand  53  26  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_H8J
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
 H8J  CAA  C  CH3   0  -0.661   6.3260   1.4662   0.2684
 H8J  CAB  C  CH3   0  -0.536  -0.4569   3.7651  -0.1901
 H8J  CAC  C  CH3   0  -0.527  -6.8696  -0.7646   0.2603
 H8J  CAF  C  C1    0  -0.263   0.3552  -0.3468   0.1000
 H8J  CAG  C  CR16  0  -0.262  -3.0956  -3.0120  -0.8359
 H8J  CAH  C  CR16  0  -0.394  -1.9290  -2.2368  -0.7106
 H8J  CAI  C  CR16  0  -0.335  -4.3633  -2.5216  -0.5505
 H8J  CAJ  C  CR15  0  -0.110  -4.9735   0.8478   0.6113
 H8J  CAK  C  CH2   0  -0.442   6.2102  -0.0360   0.4857
 H8J  CAL  C  CH2   0  -0.148   5.0543  -2.1853  -0.2264
 H8J  CAM  C  CH2   0  -0.535  -2.5152   1.8263   0.7427
 H8J  CAN  C  CH2   0  -0.265   1.0593   1.9452  -0.4294
 H8J  CAQ  C  C     0   0.023  -0.9051   0.0406  -0.0989
 H8J  CAR  C  CR5   0  -0.011  -3.6134   0.8500   0.4870
 H8J  CAS  C  CR6   0   0.128  -2.0044  -0.9226  -0.2709
 H8J  CAT  C  CR56  0   0.392  -4.4418  -1.1978  -0.1159
 H8J  CAU  C  CR56  0  -0.024  -3.2745  -0.4382   0.0199
 H8J  CAV  C  CH1   0  -0.439   1.4909   0.6231   0.1908
 H8J  CAW  C  CH1   0  -0.105   5.0433  -0.6642  -0.2735
 H8J  CAX  C  CH1   0  -0.090  -1.3035   1.5117  -0.1717
 H8J  NAO  N  NH1   0  -0.627   3.7889  -0.1260   0.2186
 H8J  NAY  N  NT    0  -0.446  -0.1883   2.3848   0.1639
 H8J  NAZ  N  NR5   0  -0.534  -5.4786  -0.3864   0.2499
 H8J  OAD  O  O     0  -0.496   2.6671  -0.1710  -1.7419
 H8J  H1   H  HCH3  0   0.232   7.1722   1.8736   0.8218
 H8J  H2   H  HCH3  0   0.221   6.4759   1.7011  -0.7868
 H8J  H3   H  HCH3  0   0.222   5.4317   1.9949   0.6006
 H8J  H4   H  HCH3  0   0.243  -1.2884   4.1686   0.3851
 H8J  H5   H  HCH3  0   0.240   0.4161   4.3766   0.0382
 H8J  H6   H  HCH3  0   0.198  -0.6911   3.8963  -1.2576
 H8J  H7   H  HCH3  0   0.251  -7.1917  -1.0942  -0.7275
 H8J  H8   H  HCH3  0   0.250  -7.0541  -1.5690   0.9730
 H8J  H9   H  HCH3  0   0.261  -7.4715   0.0934   0.5475
 H8J  H11  H  HCR6  0   0.249  -3.0012  -4.0331  -1.1830
 H8J  H12  H  HCR6  0   0.239  -0.9766  -2.6746  -0.9834
 H8J  H13  H  HCR6  0   0.262  -5.2378  -3.1490  -0.6656
 H8J  H14  H  HCR5  0   0.281  -5.6474   1.6285   0.9312
 H8J  H15  H  HCH2  0   0.234   7.1285  -0.5254   0.1516
 H8J  H16  H  HCH2  0   0.229   6.1208  -0.2531   1.5536
 H8J  H17  H  HCH2  0   0.209   4.2209  -2.5646  -0.8312
 H8J  H18  H  HCH2  0   0.199   5.9809  -2.5345  -0.7018
 H8J  H19  H  HCH2  0   0.253  -2.8567   2.8475   0.5737
 H8J  H20  H  HCH2  0   0.241  -2.1760   1.7724   1.7825
 H8J  H21  H  HCH2  0   0.249   1.8190   2.7063  -0.2388
 H8J  H22  H  HCH2  0   0.209   0.9823   1.8306  -1.5217
 H8J  H23  H  HCH1  0   0.275   1.7450   0.7968   1.2428
 H8J  H24  H  HCH1  0   0.250   5.1273  -0.3848  -1.3269
 H8J  H25  H  HCH1  0   0.217  -1.6353   1.6950  -1.2129
 H8J  H26  H  HNH1  0   0.398   3.7056   0.0295   1.2108
 H8J  H28  H  HOH1  0   0.457   4.9223  -3.5692   1.1239
 H8J  OAE  O  OH1   0  -0.672   4.9598  -2.6091   1.1132
 H8J  CAP  C  C     0   0.560   2.7028   0.0682  -0.5417
 H8J  H10  H  H     0   0.249   0.5801  -1.4041   0.1997

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
 H8J  CAC  NAZ  single    1.442  0.020  1.442
 H8J  CAJ  NAZ  aromatic  1.382  0.020  1.382
 H8J  CAJ  CAR  aromatic  1.366  0.020  1.366
 H8J  NAZ  CAT  aromatic  1.366  0.020  1.366
 H8J  CAM  CAR  single    1.491  0.020  1.491
 H8J  CAM  CAX  single    1.550  0.020  1.550
 H8J  CAR  CAU  aromatic  1.412  0.020  1.412
 H8J  CAB  NAY  single    1.450  0.020  1.450
 H8J  CAT  CAU  aromatic  1.399  0.020  1.399
 H8J  CAT  CAI  aromatic  1.396  0.020  1.396
 H8J  CAU  CAS  aromatic  1.390  0.020  1.390
 H8J  NAY  CAX  single    1.456  0.020  1.456
 H8J  NAY  CAN  single    1.450  0.020  1.450
 H8J  CAX  CAQ  single    1.526  0.020  1.526
 H8J  CAI  CAG  aromatic  1.389  0.020  1.389
 H8J  CAS  CAQ  single    1.472  0.020  1.472
 H8J  CAS  CAH  aromatic  1.388  0.020  1.388
 H8J  CAQ  CAF  double    1.333  0.020  1.333
 H8J  CAN  CAV  single    1.523  0.020  1.523
 H8J  CAG  CAH  aromatic  1.406  0.020  1.406
 H8J  CAF  CAV  single    1.496  0.020  1.496
 H8J  CAV  CAP  single    1.521  0.020  1.521
 H8J  CAP  NAO  single    1.340  0.020  1.340
 H8J  CAP  OAD  double    1.224  0.020  1.224
 H8J  NAO  CAW  single    1.451  0.020  1.451
 H8J  CAA  CAK  single    1.522  0.020  1.522
 H8J  CAK  CAW  single    1.527  0.020  1.527
 H8J  CAW  CAL  single    1.522  0.020  1.522
 H8J  CAL  OAE  single    1.408  0.020  1.408
 H8J  CAA  H1   single    0.970  0.020  1.090
 H8J  CAA  H2   single    0.970  0.020  1.090
 H8J  CAA  H3   single    0.970  0.020  1.090
 H8J  CAB  H4   single    0.970  0.020  1.090
 H8J  CAB  H5   single    0.970  0.020  1.090
 H8J  CAB  H6   single    0.970  0.020  1.090
 H8J  CAC  H7   single    0.970  0.020  1.090
 H8J  CAC  H8   single    0.970  0.020  1.090
 H8J  CAC  H9   single    0.970  0.020  1.090
 H8J  CAF  H10  single    0.930  0.020  1.080
 H8J  CAG  H11  single    0.930  0.020  1.080
 H8J  CAH  H12  single    0.930  0.020  1.080
 H8J  CAI  H13  single    0.930  0.020  1.080
 H8J  CAJ  H14  single    0.930  0.020  1.080
 H8J  CAK  H15  single    0.970  0.020  1.090
 H8J  CAK  H16  single    0.970  0.020  1.090
 H8J  CAL  H17  single    0.970  0.020  1.090
 H8J  CAL  H18  single    0.970  0.020  1.090
 H8J  CAM  H19  single    0.970  0.020  1.090
 H8J  CAM  H20  single    0.970  0.020  1.090
 H8J  CAN  H21  single    0.970  0.020  1.090
 H8J  CAN  H22  single    0.970  0.020  1.090
 H8J  CAV  H23  single    0.970  0.020  1.090
 H8J  CAW  H24  single    0.970  0.020  1.090
 H8J  CAX  H25  single    0.970  0.020  1.090
 H8J  NAO  H26  single    0.860  0.020  1.020
 H8J  OAE  H28  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
 H8J  H3   CAA  H2   107.62  3.000
 H8J  H3   CAA  H1   107.50  3.000
 H8J  H2   CAA  H1   107.69  3.000
 H8J  H3   CAA  CAK  111.86  3.000
 H8J  H2   CAA  CAK  111.15  3.000
 H8J  H1   CAA  CAK  110.82  3.000
 H8J  H6   CAB  H5   107.86  3.000
 H8J  H6   CAB  H4   107.80  3.000
 H8J  H5   CAB  H4   107.05  3.000
 H8J  H6   CAB  NAY  112.93  3.000
 H8J  H5   CAB  NAY  109.54  3.000
 H8J  H4   CAB  NAY  111.43  3.000
 H8J  H9   CAC  H8   108.42  3.000
 H8J  H9   CAC  H7   108.34  3.000
 H8J  H8   CAC  H7   108.62  3.000
 H8J  H9   CAC  NAZ  109.22  3.000
 H8J  H8   CAC  NAZ  111.19  3.000
 H8J  H7   CAC  NAZ  110.97  3.000
 H8J  H10  CAF  CAV  117.93  3.000
 H8J  H10  CAF  CAQ  119.51  3.000
 H8J  CAV  CAF  CAQ  122.56  3.000
 H8J  H11  CAG  CAI  118.59  3.000
 H8J  H11  CAG  CAH  118.44  3.000
 H8J  CAI  CAG  CAH  122.97  3.000
 H8J  H12  CAH  CAS  120.69  3.000
 H8J  H12  CAH  CAG  118.96  3.000
 H8J  CAS  CAH  CAG  120.34  3.000
 H8J  H13  CAI  CAT  122.51  3.000
 H8J  H13  CAI  CAG  120.73  3.000
 H8J  CAT  CAI  CAG  116.76  3.000
 H8J  H14  CAJ  NAZ  119.69  3.000
 H8J  H14  CAJ  CAR  130.34  3.000
 H8J  NAZ  CAJ  CAR  109.98  3.000
 H8J  H16  CAK  H15  106.17  3.000
 H8J  H16  CAK  CAW  109.96  3.000
 H8J  H15  CAK  CAW  107.81  3.000
 H8J  H16  CAK  CAA  109.97  3.000
 H8J  H15  CAK  CAA  109.53  3.000
 H8J  CAW  CAK  CAA  113.15  3.000
 H8J  H18  CAL  H17  107.00  3.000
 H8J  H18  CAL  OAE  111.88  3.000
 H8J  H17  CAL  OAE  111.67  3.000
 H8J  H18  CAL  CAW  108.09  3.000
 H8J  H17  CAL  CAW  108.84  3.000
 H8J  OAE  CAL  CAW  109.25  3.000
 H8J  H20  CAM  H19  106.88  3.000
 H8J  H20  CAM  CAX  107.94  3.000
 H8J  H19  CAM  CAX  110.09  3.000
 H8J  H20  CAM  CAR  111.02  3.000
 H8J  H19  CAM  CAR  110.86  3.000
 H8J  CAX  CAM  CAR  109.97  3.000
 H8J  H22  CAN  H21  107.11  3.000
 H8J  H22  CAN  NAY  112.17  3.000
 H8J  H21  CAN  NAY  108.41  3.000
 H8J  H22  CAN  CAV  109.49  3.000
 H8J  H21  CAN  CAV  109.69  3.000
 H8J  NAY  CAN  CAV  109.91  3.000
 H8J  CAX  CAQ  CAS  115.49  3.000
 H8J  CAS  CAQ  CAF  122.23  3.000
 H8J  CAX  CAQ  CAF  122.28  3.000
 H8J  CAU  CAR  CAM  118.51  3.000
 H8J  CAU  CAR  CAJ  105.53  3.000
 H8J  CAM  CAR  CAJ  135.95  3.000
 H8J  CAU  CAS  CAQ  115.47  3.000
 H8J  CAQ  CAS  CAH  128.04  3.000
 H8J  CAU  CAS  CAH  116.48  3.000
 H8J  NAZ  CAT  CAU  106.54  3.000
 H8J  CAU  CAT  CAI  119.88  3.000
 H8J  NAZ  CAT  CAI  133.58  3.000
 H8J  CAT  CAU  CAS  123.55  3.000
 H8J  CAS  CAU  CAR  127.34  3.000
 H8J  CAT  CAU  CAR  109.10  3.000
 H8J  H23  CAV  CAP  109.59  3.000
 H8J  H23  CAV  CAN  108.60  3.000
 H8J  CAP  CAV  CAN  110.27  3.000
 H8J  H23  CAV  CAF  109.69  3.000
 H8J  CAP  CAV  CAF  109.82  3.000
 H8J  CAN  CAV  CAF  108.84  3.000
 H8J  H24  CAW  NAO  107.37  3.000
 H8J  H24  CAW  CAL  106.54  3.000
 H8J  NAO  CAW  CAL  111.50  3.000
 H8J  H24  CAW  CAK  108.37  3.000
 H8J  CAL  CAW  CAK  112.97  3.000
 H8J  NAO  CAW  CAK  109.84  3.000
 H8J  H25  CAX  NAY  110.30  3.000
 H8J  H25  CAX  CAQ  106.41  3.000
 H8J  NAY  CAX  CAQ  111.54  3.000
 H8J  H25  CAX  CAM  106.66  3.000
 H8J  CAQ  CAX  CAM  111.81  3.000
 H8J  NAY  CAX  CAM  109.94  3.000
 H8J  H26  NAO  CAW  117.56  3.000
 H8J  H26  NAO  CAP  117.99  3.000
 H8J  CAW  NAO  CAP  124.20  3.000
 H8J  CAX  NAY  CAN  112.52  3.000
 H8J  CAN  NAY  CAB  110.37  3.000
 H8J  CAX  NAY  CAB  111.89  3.000
 H8J  CAT  NAZ  CAJ  108.85  3.000
 H8J  CAT  NAZ  CAC  125.33  3.000
 H8J  CAJ  NAZ  CAC  125.82  3.000
 H8J  H28  OAE  CAL  108.29  3.000
 H8J  OAD  CAP  NAO  123.48  3.000
 H8J  OAD  CAP  CAV  121.35  3.000
 H8J  NAO  CAP  CAV  115.18  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
 H8J  CONST_01  NAZ  CAT  CAI  CAG   180.00   0.0  0
 H8J  CONST_02  CAU  CAT  CAI  CAG     0.00   0.0  0
 H8J  CONST_03  CAU  CAS  CAH  CAG     0.00   0.0  0
 H8J  CONST_04  CAR  CAU  CAS  CAH   180.00   0.0  0
 H8J  CONST_05  CAT  CAU  CAS  CAH     0.00   0.0  0
 H8J  CONST_06  CAT  CAI  CAG  CAH     0.00   0.0  0
 H8J  CONST_07  CAJ  NAZ  CAT  CAI   180.00   0.0  0
 H8J  CONST_08  CAR  CAU  CAT  CAI   180.00   0.0  0
 H8J  CONST_09  CAS  CAU  CAT  CAI     0.00   0.0  0
 H8J  CONST_10  CAS  CAH  CAG  CAI     0.00   0.0  0
 H8J  CONST_11  CAU  CAT  NAZ  CAJ     0.00   0.0  0
 H8J  CONST_12  CAT  CAU  CAR  CAJ     0.00   0.0  0
 H8J  CONST_13  CAS  CAU  CAR  CAJ   180.00   0.0  0
 H8J  CONST_14  CAT  NAZ  CAJ  CAR     0.00   0.0  0
 H8J  CONST_15  NAZ  CAT  CAU  CAR     0.00   0.0  0
 H8J  CONST_16  NAZ  CAT  CAU  CAS   180.00   0.0  0
 H8J  CONST_17  NAZ  CAJ  CAR  CAU     0.00   0.0  0
 H8J  CONST_18  CAR  CAJ  NAZ  CAC   180.00   0.0  0
 H8J  CONST_19  CAU  CAT  NAZ  CAC   180.00   0.0  0
 H8J  CONST_20  CAI  CAT  NAZ  CAC     0.00   0.0  0
 H8J  CONST_21  H13  CAI  CAG  CAH   180.00   0.0  0
 H8J  CONST_22  H12  CAH  CAG  CAI   180.00   0.0  0
 H8J  CONST_23  H14  CAJ  CAR  CAM     0.00   0.0  0
 H8J  CONST_24  H11  CAG  CAH  CAS   180.00   0.0  0
 H8J  CONST_25  CAW  NAO  CAP  CAV   180.00   0.0  0
 H8J  CONST_26  H26  NAO  CAP  CAV     0.00   0.0  0
 H8J  CONST_27  OAD  CAP  NAO  CAW     0.00   0.0  0
 H8J  Var_01    CAV  CAF  CAQ  CAS   176.10   0.0  0
 H8J  Var_02    CAU  CAS  CAQ  CAF   157.25  30.0  1
 H8J  Var_03    CAX  CAM  CAR  CAJ  -153.77  30.0  1
 H8J  Var_04    CAX  NAY  CAN  CAV   -66.95  30.0  1
 H8J  Var_05    H7   CAC  NAZ  CAJ   122.40  30.0  2
 H8J  Var_06    H4   CAB  NAY  CAN  -169.77  30.0  3
 H8J  Var_07    H1   CAA  CAK  CAW  -179.69  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
 H8J  chir_01  CAV  CAN  CAF  CAP  negativ
 H8J  chir_02  CAW  NAO  CAK  CAL  negativ
 H8J  chir_03  CAX  NAY  CAM  CAQ  positiv

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
 H8J  plan-1  CAV  0.020
 H8J  plan-1  CAW  0.020
 H8J  plan-1  NAO  0.020
 H8J  plan-1  OAD  0.020
 H8J  plan-1  H26  0.020
 H8J  plan-1  CAP  0.020
 H8J  plan-2  CAC  0.020
 H8J  plan-2  CAG  0.020
 H8J  plan-2  CAH  0.020
 H8J  plan-2  CAI  0.020
 H8J  plan-2  CAJ  0.020
 H8J  plan-2  CAM  0.020
 H8J  plan-2  CAQ  0.020
 H8J  plan-2  CAR  0.020
 H8J  plan-2  CAS  0.020
 H8J  plan-2  CAT  0.020
 H8J  plan-2  CAU  0.020
 H8J  plan-2  NAZ  0.020
 H8J  plan-2  H11  0.020
 H8J  plan-2  H12  0.020
 H8J  plan-2  H13  0.020
 H8J  plan-2  H14  0.020
 H8J  plan-3  CAF  0.020
 H8J  plan-3  CAQ  0.020
 H8J  plan-3  CAS  0.020
 H8J  plan-3  CAV  0.020
 H8J  plan-3  CAX  0.020
 H8J  plan-3  H10  0.020

