# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Thu May 21 06:55:05 2020
#   Inital geometry file: a 168 line input string
#   Ligand name: (2S,3aR,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyl-2,5-dihydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-prop[1]enocyclopenta[8]annulen-8-yl [(6-aminopyridazin-3-yl)carbonyl]carbamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1C=C[C@@]23C[C@H](O)C(=O)[C@H]2[C@]1(C)[C@@H](C[C@@](C)(C=C)[C@@H](O)[C@@H]3C)OC(=O)NC(=O)c4ccc(N)nn4
#
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
 G19  G19  '(2S,3aR,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyl-2,5-dihydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-prop[1]enocyclopenta[8]annulen-8-yl [(6-aminopyridazin-3-yl)carbonyl]carbamate'  ligand  70  36  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_G19
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
 G19  O3    O  O2    0  -0.495  -1.9635  -2.5676   5.0925
 G19  C21   C  C     0   0.759  -3.2333  -2.1933   5.1711
 G19  O4    O  O     0  -0.444  -3.9306  -1.8549   4.2532
 G19  N1    N  NH1   0  -0.745  -3.6187  -2.2488   6.4938
 G19  C22   C  C     0   0.560  -4.8490  -1.9016   6.9927
 G19  C23   C  CR6   0   0.067  -4.9534  -2.0676   8.4672
 G19  O6    O  O     0  -0.417  -5.7773  -1.4951   6.3324
 G19  N2    N  N     0  -0.285  -3.8951  -2.5266   9.1029
 G19  N3    N  N     0  -0.312  -3.8888  -2.7061  10.3914
 G19  C24   C  CR16  0  -0.223  -6.1376  -1.7412   9.1447
 G19  C25   C  CR16  0  -0.281  -6.1589  -1.9183  10.4939
 G19  C26   C  CR6   0   0.468  -4.9875  -2.4195  11.1058
 G19  N4    N  NH2   0  -0.824  -4.9260  -2.6450  12.4220
 G19  O2    O  OH1   0  -0.660  -1.2739  -4.6422  -0.3324
 G19  C1    C  CH2   0  -0.499   1.3070  -1.5203   0.3582
 G19  C2    C  CR15  0  -0.026   2.4531  -0.9872   1.1997
 G19  C3    C  CR5   0   0.404   2.2398  -1.6775   2.5368
 G19  C4    C  CR15  0  -0.389   0.8124  -2.1998   2.6154
 G19  C5    C  CT    0  -0.113   0.0778  -1.9759   3.9550
 G19  C6    C  CH1   0  -0.262   0.0179  -0.4416   4.1609
 G19  C7    C  C1    0  -0.201  -0.4121   0.2719   2.9103
 G19  C8    C  C1    0  -0.180  -0.3581  -0.2310   1.6815
 G19  C9    C  CR5   0  -0.135   0.1279  -1.6176   1.3499
 G19  C10   C  CH1   0  -0.278  -1.0652  -2.4158   0.7331
 G19  C11   C  CH1   0   0.091  -0.9290  -3.9617   0.8555
 G19  C12   C  CT    0  -0.153  -1.7756  -4.5632   2.0004
 G19  C13   C  CH2   0  -0.499  -1.2700  -4.1198   3.3938
 G19  C14   C  CH1   0   0.104  -1.3184  -2.6336   3.8062
 G19  C15   C  CH3   0  -0.669   0.8363  -2.6374   5.1139
 G19  C16   C  CH3   0  -0.676  -0.7626   0.0909   5.3638
 G19  C17   C  CH3   0  -0.686  -1.3215  -1.9593  -0.7057
 G19  C18   C  CH3   0  -0.637  -1.6238  -6.0970   1.9923
 G19  C19   C  C1    0  -0.120  -3.2571  -4.2730   1.9168
 G19  C20   C  C2    0  -0.550  -3.9974  -3.9469   0.8636
 G19  HN1   H  HNH1  0   0.424  -2.9427  -2.5674   7.1790
 G19  H24   H  HCR6  0   0.288  -6.9991  -1.3615   8.6140
 G19  H25   H  HCR6  0   0.295  -7.0337  -1.6855  11.0862
 G19  HN41  H  HNH2  0   0.413  -5.6678  -2.3548  13.0341
 G19  HN42  H  HNH2  0   0.404  -4.0545  -2.9194  12.8426
 G19  HO2   H  HOH1  0   0.449  -0.6021  -4.4558  -0.9943
 G19  H11A  H  HCH2  0   0.266   1.0931  -0.8796  -0.4965
 G19  H12   H  HCH2  0   0.253   1.5529  -2.5186  -0.0252
 G19  H2    H  HCR5  0   0.281   2.2904   0.0833   1.3747
 G19  H4    H  HCR5  0   0.304   0.9655  -3.2769   2.4765
 G19  H6    H  HCH1  0   0.253   1.0578  -0.1414   4.3507
 G19  H7    H  H     0   0.238  -0.7717   1.2885   3.0390
 G19  H8    H  H     0   0.248  -0.6841   0.3874   0.8506
 G19  H10   H  HCH1  0   0.256  -1.9656  -2.1168   1.2721
 G19  H11   H  HCH1  0   0.212   0.1173  -4.2088   1.0863
 G19  H131  H  HCH2  0   0.251  -0.2633  -4.5190   3.5350
 G19  H132  H  HCH2  0   0.265  -1.8793  -4.6671   4.1162
 G19  H14   H  HCH1  0   0.269  -1.9186  -2.0499   3.1104
 G19  H151  H  HCH3  0   0.246   1.7456  -2.0952   5.3588
 G19  H152  H  HCH3  0   0.242   0.2303  -2.6761   6.0169
 G19  H153  H  HCH3  0   0.232   1.1313  -3.6595   4.8729
 G19  H161  H  HCH3  0   0.239  -0.5119  -0.4331   6.2852
 G19  H162  H  HCH3  0   0.239  -0.5032   1.1408   5.5094
 G19  H163  H  HCH3  0   0.221  -1.8418   0.0566   5.2225
 G19  H171  H  HCH3  0   0.249  -2.2650  -2.3542  -1.0776
 G19  H172  H  HCH3  0   0.237  -1.3961  -0.8730  -0.7548
 G19  H173  H  HCH3  0   0.223  -0.5391  -2.2556  -1.4059
 G19  H181  H  HCH3  0   0.227  -2.1831  -6.5375   2.8200
 G19  H182  H  HCH3  0   0.249  -1.9980  -6.5354   1.0700
 G19  H183  H  HCH3  0   0.226  -0.5762  -6.3866   2.1102
 G19  H19   H  H     0   0.238  -3.7770  -4.4115   2.8619
 G19  H201  H  H     0   0.234  -5.0658  -3.8099   0.9731
 G19  H202  H  H     0   0.236  -3.5942  -3.8128  -0.1298
 G19  O5    O  OH1   0  -0.659   3.7445  -1.1102   0.6849
 G19  O1    O  O     0  -0.396   3.1194  -1.8512   3.3436
 G19  HO5   H  HOH1  0   0.448   3.9229  -2.0394   0.5040

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
 G19  O3   C21   single    1.326  0.020  1.326
 G19  O3   C14   single    1.441  0.020  1.441
 G19  C21  O4    double    1.201  0.020  1.201
 G19  C21  N1    single    1.379  0.020  1.379
 G19  N1   C22   single    1.372  0.020  1.372
 G19  N1   HN1   single    0.860  0.020  1.020
 G19  C22  O6    double    1.210  0.020  1.210
 G19  C22  C23   single    1.487  0.020  1.487
 G19  C23  C24   aromatic  1.403  0.020  1.403
 G19  C23  N2    aromatic  1.317  0.020  1.317
 G19  N2   N3    aromatic  1.301  0.020  1.301
 G19  N3   C26   aromatic  1.341  0.020  1.341
 G19  C24  C25   aromatic  1.361  0.020  1.361
 G19  C24  H24   single    0.930  0.020  1.080
 G19  C25  C26   aromatic  1.413  0.020  1.413
 G19  C25  H25   single    0.930  0.020  1.080
 G19  C26  N4    single    1.337  0.020  1.337
 G19  N4   HN41  single    0.860  0.020  1.020
 G19  N4   HN42  single    0.860  0.020  1.020
 G19  O1   C3    double    1.206  0.020  1.206
 G19  O2   C11   single    1.412  0.020  1.412
 G19  O2   HO2   single    0.850  0.020  0.980
 G19  C1   C9    single    1.544  0.020  1.544
 G19  C1   C2    single    1.518  0.020  1.518
 G19  C1   H11A  single    0.970  0.020  1.090
 G19  C1   H12   single    0.970  0.020  1.090
 G19  C2   C3    single    1.520  0.020  1.520
 G19  C2   O5    single    1.396  0.020  1.396
 G19  C2   H2    single    0.970  0.020  1.090
 G19  C3   C4    single    1.522  0.020  1.522
 G19  C4   C9    single    1.552  0.020  1.552
 G19  C4   C5    single    1.544  0.020  1.544
 G19  C4   H4    single    0.970  0.020  1.090
 G19  C5   C6    single    1.549  0.020  1.549
 G19  C5   C14   single    1.551  0.020  1.551
 G19  C5   C15   single    1.535  0.020  1.535
 G19  C6   C7    single    1.503  0.020  1.503
 G19  C6   C16   single    1.530  0.020  1.530
 G19  C6   H6    single    0.970  0.020  1.090
 G19  C7   C8    double    1.329  0.020  1.329
 G19  C7   H7    single    0.930  0.020  1.080
 G19  C8   C9    single    1.506  0.020  1.506
 G19  C8   H8    single    0.930  0.020  1.080
 G19  C9   C10   single    1.562  0.020  1.562
 G19  C10  C17   single    1.531  0.020  1.531
 G19  C10  C11   single    1.557  0.020  1.557
 G19  C10  H10   single    0.970  0.020  1.090
 G19  C11  C12   single    1.546  0.020  1.546
 G19  C11  H11   single    0.970  0.020  1.090
 G19  C12  C19   single    1.512  0.020  1.512
 G19  C12  C13   single    1.547  0.020  1.547
 G19  C12  C18   single    1.541  0.020  1.541
 G19  C13  C14   single    1.543  0.020  1.543
 G19  C13  H131  single    0.970  0.020  1.090
 G19  C13  H132  single    0.970  0.020  1.090
 G19  C14  H14   single    0.970  0.020  1.090
 G19  C15  H151  single    0.970  0.020  1.090
 G19  C15  H152  single    0.970  0.020  1.090
 G19  C15  H153  single    0.970  0.020  1.090
 G19  C16  H161  single    0.970  0.020  1.090
 G19  C16  H162  single    0.970  0.020  1.090
 G19  C16  H163  single    0.970  0.020  1.090
 G19  C17  H171  single    0.970  0.020  1.090
 G19  C17  H172  single    0.970  0.020  1.090
 G19  C17  H173  single    0.970  0.020  1.090
 G19  C18  H181  single    0.970  0.020  1.090
 G19  C18  H182  single    0.970  0.020  1.090
 G19  C18  H183  single    0.970  0.020  1.090
 G19  C19  C20   double    1.328  0.020  1.328
 G19  C19  H19   single    0.930  0.020  1.080
 G19  C20  H201  single    0.930  0.020  1.080
 G19  C20  H202  single    0.930  0.020  1.080
 G19  O5   HO5   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
 G19  C14   O3   C21   119.64  3.000
 G19  N1    C21  O4    125.59  3.000
 G19  N1    C21  O3    108.24  3.000
 G19  O4    C21  O3    126.16  3.000
 G19  HN1   N1   C22   115.57  3.000
 G19  HN1   N1   C21   118.33  3.000
 G19  C22   N1   C21   126.10  3.000
 G19  O6    C22  C23   121.66  3.000
 G19  C23   C22  N1    113.27  3.000
 G19  O6    C22  N1    125.07  3.000
 G19  C24   C23  N2    121.75  3.000
 G19  N2    C23  C22   117.45  3.000
 G19  C24   C23  C22   120.80  3.000
 G19  N3    N2   C23   122.01  3.000
 G19  C26   N3   N2    119.60  3.000
 G19  H24   C24  C25   121.34  3.000
 G19  H24   C24  C23   121.16  3.000
 G19  C25   C24  C23   117.50  3.000
 G19  H25   C25  C26   120.63  3.000
 G19  H25   C25  C24   121.83  3.000
 G19  C26   C25  C24   117.54  3.000
 G19  N4    C26  C25   121.61  3.000
 G19  N4    C26  N3    116.78  3.000
 G19  C25   C26  N3    121.60  3.000
 G19  HN42  N4   HN41  117.64  3.000
 G19  HN42  N4   C26   119.84  3.000
 G19  HN41  N4   C26   121.15  3.000
 G19  HO2   O2   C11   108.37  3.000
 G19  H12   C1   H11A  107.75  3.000
 G19  H12   C1   C9    109.77  3.000
 G19  H11A  C1   C9    113.02  3.000
 G19  H12   C1   C2    110.11  3.000
 G19  H11A  C1   C2    112.12  3.000
 G19  C9    C1   C2    104.04  3.000
 G19  H2    C2   O5    106.39  3.000
 G19  H2    C2   C3    106.38  3.000
 G19  O5    C2   C3    114.48  3.000
 G19  H2    C2   C1    108.61  3.000
 G19  O5    C2   C1    117.59  3.000
 G19  C3    C2   C1    102.83  3.000
 G19  C4    C3   C2    109.45  3.000
 G19  C4    C3   O1    126.87  3.000
 G19  C2    C3   O1    123.47  3.000
 G19  H4    C4   C9    109.07  3.000
 G19  H4    C4   C5    108.59  3.000
 G19  C9    C4   C5    116.31  3.000
 G19  H4    C4   C3    101.51  3.000
 G19  C5    C4   C3    116.18  3.000
 G19  C9    C4   C3    104.05  3.000
 G19  C15   C5   C14   109.55  3.000
 G19  C15   C5   C6    110.22  3.000
 G19  C14   C5   C6    113.45  3.000
 G19  C15   C5   C4    110.94  3.000
 G19  C14   C5   C4    106.48  3.000
 G19  C6    C5   C4    106.10  3.000
 G19  H6    C6   C16   104.59  3.000
 G19  H6    C6   C7    106.55  3.000
 G19  C16   C6   C7    110.08  3.000
 G19  H6    C6   C5    104.88  3.000
 G19  C16   C6   C5    117.97  3.000
 G19  C7    C6   C5    111.76  3.000
 G19  H7    C7   C8    118.52  3.000
 G19  H7    C7   C6    116.14  3.000
 G19  C8    C7   C6    125.33  3.000
 G19  H8    C8   C9    116.91  3.000
 G19  H8    C8   C7    118.68  3.000
 G19  C9    C8   C7    124.41  3.000
 G19  C10   C9   C8    108.11  3.000
 G19  C10   C9   C4    117.84  3.000
 G19  C8    C9   C4    107.94  3.000
 G19  C10   C9   C1    111.22  3.000
 G19  C8    C9   C1    109.26  3.000
 G19  C4    C9   C1    102.16  3.000
 G19  H10   C10  C17   104.15  3.000
 G19  H10   C10  C11   107.79  3.000
 G19  C17   C10  C11   112.62  3.000
 G19  H10   C10  C9    107.17  3.000
 G19  C11   C10  C9    114.17  3.000
 G19  C17   C10  C9    110.27  3.000
 G19  H11   C11  C12   106.15  3.000
 G19  H11   C11  C10   108.84  3.000
 G19  C12   C11  C10   113.38  3.000
 G19  H11   C11  O2    107.50  3.000
 G19  C12   C11  O2    107.57  3.000
 G19  C10   C11  O2    113.03  3.000
 G19  C19   C12  C18   106.70  3.000
 G19  C18   C12  C13   104.94  3.000
 G19  C19   C12  C13   108.36  3.000
 G19  C18   C12  C11   109.23  3.000
 G19  C13   C12  C11   112.12  3.000
 G19  C19   C12  C11   114.90  3.000
 G19  H132  C13  H131  104.21  3.000
 G19  H132  C13  C14   106.76  3.000
 G19  H131  C13  C14   110.27  3.000
 G19  H132  C13  C12   105.65  3.000
 G19  H131  C13  C12   108.24  3.000
 G19  C14   C13  C12   120.43  3.000
 G19  H14   C14  C13   111.28  3.000
 G19  H14   C14  C5    109.29  3.000
 G19  C13   C14  C5    113.95  3.000
 G19  H14   C14  O3    107.42  3.000
 G19  C13   C14  O3    107.27  3.000
 G19  C5    C14  O3    107.34  3.000
 G19  H153  C15  H152  107.50  3.000
 G19  H153  C15  H151  106.92  3.000
 G19  H152  C15  H151  107.26  3.000
 G19  H153  C15  C5    111.75  3.000
 G19  H152  C15  C5    111.51  3.000
 G19  H151  C15  C5    111.64  3.000
 G19  H163  C16  H162  106.45  3.000
 G19  H163  C16  H161  108.83  3.000
 G19  H162  C16  H161  107.17  3.000
 G19  H163  C16  C6    113.12  3.000
 G19  H162  C16  C6    108.57  3.000
 G19  H161  C16  C6    112.36  3.000
 G19  H173  C17  H172  106.91  3.000
 G19  H173  C17  H171  107.69  3.000
 G19  H172  C17  H171  106.67  3.000
 G19  H173  C17  C10   113.71  3.000
 G19  H172  C17  C10   110.54  3.000
 G19  H171  C17  C10   110.98  3.000
 G19  H183  C18  H182  108.33  3.000
 G19  H183  C18  H181  107.60  3.000
 G19  H182  C18  H181  107.70  3.000
 G19  H183  C18  C12   110.95  3.000
 G19  H182  C18  C12   111.81  3.000
 G19  H181  C18  C12   110.31  3.000
 G19  H19   C19  C20   117.00  3.000
 G19  H19   C19  C12   113.32  3.000
 G19  C20   C19  C12   129.59  3.000
 G19  H202  C20  H201  116.46  3.000
 G19  H202  C20  C19   123.47  3.000
 G19  H201  C20  C19   120.06  3.000
 G19  HO5   O5   C2    109.01  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
 G19  CONST_01  C26   C25  C24  C23    0.00   0.0  0
 G19  CONST_02  C26   N3   N2   C23    0.00   0.0  0
 G19  CONST_03  C25   C24  C23  N2     0.00   0.0  0
 G19  CONST_04  C25   C26  N3   N2     0.00   0.0  0
 G19  CONST_05  C24   C23  N2   N3     0.00   0.0  0
 G19  CONST_06  C24   C25  C26  N3     0.00   0.0  0
 G19  CONST_07  C25   C24  C23  C22  180.00   0.0  0
 G19  CONST_08  N3    N2   C23  C22  180.00   0.0  0
 G19  CONST_09  N4    C26  N3   N2   180.00   0.0  0
 G19  CONST_10  N4    C26  C25  C24  180.00   0.0  0
 G19  CONST_11  H25   C25  C24  C23  180.00   0.0  0
 G19  CONST_12  H24   C24  C23  N2   180.00   0.0  0
 G19  CONST_13  HN41  N4   C26  N3   180.00   0.0  0
 G19  CONST_14  HN42  N4   C26  N3     0.00   0.0  0
 G19  CONST_15  C23   C22  N1   C21  180.00   0.0  0
 G19  CONST_16  HN1   N1   C22  C23    0.00   0.0  0
 G19  CONST_17  O6    C22  N1   C21    0.00   0.0  0
 G19  Var_01    C9    C8   C7   C6     1.01  30.0  1
 G19  Var_02    C24   C23  C22  N1   179.15  30.0  2
 G19  Var_03    H201  C20  C19  C12  177.51   0.0  2
 G19  Var_04    C22   N1   C21  O3   178.05  30.0  2

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
 G19  chir_01  C2   C1   C3   O5   negativ
 G19  chir_02  C4   C5   C9   C3   negativ
 G19  chir_03  C5   C14  C6   C4   positiv
 G19  chir_04  C6   C5   C7   C16  negativ
 G19  chir_05  C9   C4   C8   C1   negativ
 G19  chir_06  C10  C9   C17  C11  negativ
 G19  chir_07  C11  O2   C10  C12  negativ
 G19  chir_08  C12  C13  C19  C11  negativ
 G19  chir_09  C14  O3   C5   C13  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
 G19  plan-1  C22   0.020
 G19  plan-1  C23   0.020
 G19  plan-1  N2    0.020
 G19  plan-1  N3    0.020
 G19  plan-1  C24   0.020
 G19  plan-1  C25   0.020
 G19  plan-1  C26   0.020
 G19  plan-1  N4    0.020
 G19  plan-1  H24   0.020
 G19  plan-1  H25   0.020
 G19  plan-2  C12   0.020
 G19  plan-2  C19   0.020
 G19  plan-2  C20   0.020
 G19  plan-2  H19   0.020
 G19  plan-2  H201  0.020
 G19  plan-2  H202  0.020
 G19  plan-3  C21   0.020
 G19  plan-3  N1    0.020
 G19  plan-3  C22   0.020
 G19  plan-3  C23   0.020
 G19  plan-3  O6    0.020
 G19  plan-3  HN1   0.020
 G19  plan-4  C26   0.020
 G19  plan-4  N4    0.020
 G19  plan-4  HN41  0.020
 G19  plan-4  HN42  0.020
 G19  plan-5  C2    0.020
 G19  plan-5  C3    0.020
 G19  plan-5  C4    0.020
 G19  plan-5  O1    0.020
 G19  plan-6  O3    0.020
 G19  plan-6  C21   0.020
 G19  plan-6  O4    0.020
 G19  plan-6  N1    0.020

