# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 19:02:26 2022
#   Inital geometry file: a 112 line input string
#   Ligand name: [(1aS,8S,8aR,8bS)-6,8a-dimethoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl carbamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC1=C(C)C(=O)C2=C([C@@H](COC(N)=O)[C@@]3(OC)[C@H]4N[C@H]4CN23)C1=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
 MQA  MQA  '[(1aS,8S,8aR,8bS)-6,8a-dimethoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl carbamate'  ligand  44  25  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MQA
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
 MQA  C1    C  CH1   0  -0.228   2.7242   1.8011  -0.0858
 MQA  C2    C  CH1   0  -0.151   2.2801   2.9138  -0.9451
 MQA  C3    C  CH2   0  -0.282   0.8059   3.1592  -0.7246
 MQA  C5    C  CR6   0   0.370  -1.9110   1.4598  -0.6700
 MQA  C6    C  CR6   0  -0.153  -2.9186   0.3852  -0.7217
 MQA  C7    C  CR6   0   0.255  -2.6188  -0.8152  -0.1956
 MQA  C8    C  CR6   0   0.307  -1.2845  -1.1432   0.4376
 MQA  C9    C  CR15  0  -0.368   1.1527  -0.1427   0.8217
 MQA  C10   C  CH2   0  -0.134   2.0647  -1.0151  -0.0331
 MQA  C11   C  C     0   0.714   2.4125  -3.3177  -0.3959
 MQA  O5    O  O     0  -0.359  -2.1591   2.5897  -1.0326
 MQA  CM6   C  CH3   0  -0.713  -4.2327   0.7252  -1.3456
 MQA  O7    O  O2    0  -0.476  -3.4929  -1.8356  -0.2185
 MQA  C24   C  CH3   0  -0.414  -4.3241  -1.9566   0.9348
 MQA  O8    O  O     0  -0.395  -1.1406  -2.2297   0.9694
 MQA  C4A   C  CR56  0   0.357  -0.5747   1.1096  -0.1191
 MQA  C8A   C  CR56  0  -0.177  -0.2788  -0.1236   0.3596
 MQA  N4    N  NR5   0  -0.544   0.4158   2.0005   0.0640
 MQA  C9A   C  CR5   0   0.494   1.5414   1.3667   0.7538
 MQA  O24   O  O2    0  -0.488   1.7691   1.9431   2.0053
 MQA  C25   C  CH3   0  -0.427   0.6877   1.9340   2.9146
 MQA  N2    N  NH1   0  -0.578   2.5251   1.5978  -1.5083
 MQA  O10   O  O2    0  -0.469   1.7114  -2.3668   0.2277
 MQA  O11   O  O     0  -0.523   3.3656  -3.0952  -1.1159
 MQA  N12   N  NH2   0  -0.830   1.9097  -4.5347  -0.1293
 MQA  H1    H  HCH1  0   0.282   3.7194   1.7615   0.3400
 MQA  H2    H  HCH1  0   0.281   2.9349   3.7407  -1.1887
 MQA  H3    H  HCH2  0   0.253   0.6407   4.0891  -0.1773
 MQA  H3A   H  HCH2  0   0.269   0.2482   3.2056  -1.6575
 MQA  H9    H  HCR5  0   0.286   1.2471  -0.4851   1.8568
 MQA  H10   H  HCH2  0   0.243   1.9425  -0.7837  -1.0912
 MQA  H10A  H  HCH2  0   0.240   3.1084  -0.8385   0.2415
 MQA  HM6   H  HCH3  0   0.257  -4.0935   1.1227  -2.3516
 MQA  HM6A  H  HCH3  0   0.257  -4.8822  -0.1429  -1.4141
 MQA  HM6B  H  HCH3  0   0.256  -4.7525   1.4911  -0.7679
 MQA  H24   H  HCH3  0   0.234  -3.7371  -2.0603   1.8483
 MQA  H24A  H  HCH3  0   0.229  -4.9875  -1.0938   1.0322
 MQA  H24B  H  HCH3  0   0.247  -4.9253  -2.8519   0.7966
 MQA  H25   H  HCH3  0   0.248   1.0302   2.4369   3.8167
 MQA  H25A  H  HCH3  0   0.223  -0.1816   2.4729   2.5289
 MQA  H25B  H  HCH3  0   0.217   0.3746   0.9221   3.1881
 MQA  HN2   H  HNH1  0   0.378   3.4188   1.5653  -1.9834
 MQA  HN12  H  HNH2  0   0.403   1.1693  -4.6597   0.5395
 MQA  HN1A  H  HNH2  0   0.407   2.4201  -5.3504  -0.4189

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
 MQA  C9A  C1    single  1.514  0.020  1.514
 MQA  C1   N2    single  1.451  0.020  1.451
 MQA  C1   C2    single  1.474  0.020  1.474
 MQA  C1   H1    single  0.970  0.020  1.090
 MQA  C3   C2    single  1.511  0.020  1.511
 MQA  N2   C2    single  1.452  0.020  1.452
 MQA  C2   H2    single  0.970  0.020  1.090
 MQA  N4   C3    single  1.455  0.020  1.455
 MQA  C3   H3    single  0.970  0.020  1.090
 MQA  C3   H3A   single  0.970  0.020  1.090
 MQA  C6   C5    single  1.474  0.020  1.474
 MQA  C4A  C5    single  1.487  0.020  1.487
 MQA  C5   O5    double  1.212  0.020  1.212
 MQA  C7   C6    double  1.345  0.020  1.345
 MQA  C6   CM6   single  1.494  0.020  1.494
 MQA  O7   C7    single  1.344  0.020  1.344
 MQA  C8   C7    single  1.513  0.020  1.513
 MQA  O8   C8    double  1.218  0.020  1.218
 MQA  C8   C8A   single  1.434  0.020  1.434
 MQA  C8A  C9    single  1.504  0.020  1.504
 MQA  C9   C10   single  1.524  0.020  1.524
 MQA  C9   C9A   single  1.560  0.020  1.560
 MQA  C9   H9    single  0.970  0.020  1.090
 MQA  O10  C10   single  1.421  0.020  1.421
 MQA  C10  H10   single  0.970  0.020  1.090
 MQA  C10  H10A  single  0.970  0.020  1.090
 MQA  O11  C11   double  1.215  0.020  1.215
 MQA  C11  O10   single  1.336  0.020  1.336
 MQA  C11  N12   single  1.343  0.020  1.343
 MQA  CM6  HM6   single  0.970  0.020  1.090
 MQA  CM6  HM6A  single  0.970  0.020  1.090
 MQA  CM6  HM6B  single  0.970  0.020  1.090
 MQA  O7   C24   single  1.427  0.020  1.427
 MQA  C24  H24   single  0.970  0.020  1.090
 MQA  C24  H24A  single  0.970  0.020  1.090
 MQA  C24  H24B  single  0.970  0.020  1.090
 MQA  C8A  C4A   double  1.356  0.020  1.356
 MQA  C4A  N4    single  1.345  0.020  1.345
 MQA  C9A  N4    single  1.464  0.020  1.464
 MQA  O24  C9A   single  1.396  0.020  1.396
 MQA  C25  O24   single  1.413  0.020  1.413
 MQA  C25  H25   single  0.970  0.020  1.090
 MQA  C25  H25A  single  0.970  0.020  1.090
 MQA  C25  H25B  single  0.970  0.020  1.090
 MQA  N2   HN2   single  0.890  0.020  1.040
 MQA  N12  HN12  single  0.860  0.020  1.020
 MQA  N12  HN1A  single  0.860  0.020  1.020

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
 MQA  H1    C1   N2    120.43  3.000
 MQA  H1    C1   C9A   119.29  3.000
 MQA  N2    C1   C9A   113.35  3.000
 MQA  H1    C1   C2    122.24  3.000
 MQA  N2    C1   C2     59.53  3.000
 MQA  C9A   C1   C2    107.72  3.000
 MQA  H2    C2   N2    120.19  3.000
 MQA  H2    C2   C3    119.94  3.000
 MQA  N2    C2   C3    111.62  3.000
 MQA  H2    C2   C1    121.69  3.000
 MQA  N2    C2   C1     59.42  3.000
 MQA  C3    C2   C1    109.36  3.000
 MQA  H3A   C3   H3    108.42  3.000
 MQA  H3A   C3   N4    111.18  3.000
 MQA  H3    C3   N4    111.48  3.000
 MQA  H3A   C3   C2    112.46  3.000
 MQA  H3    C3   C2    111.06  3.000
 MQA  N4    C3   C2    102.21  3.000
 MQA  C4A   C5   O5    120.94  3.000
 MQA  O5    C5   C6    121.94  3.000
 MQA  C4A   C5   C6    117.10  3.000
 MQA  CM6   C6   C7    124.25  3.000
 MQA  CM6   C6   C5    116.75  3.000
 MQA  C7    C6   C5    118.99  3.000
 MQA  O7    C7   C8    114.59  3.000
 MQA  C8    C7   C6    123.64  3.000
 MQA  O7    C7   C6    121.75  3.000
 MQA  C8A   C8   O8    125.10  3.000
 MQA  C8A   C8   C7    116.20  3.000
 MQA  O8    C8   C7    118.70  3.000
 MQA  H9    C9   C9A   108.80  3.000
 MQA  H9    C9   C8A   112.12  3.000
 MQA  C9A   C9   C8A   102.21  3.000
 MQA  H9    C9   C10   107.44  3.000
 MQA  C9A   C9   C10   112.35  3.000
 MQA  C8A   C9   C10   113.85  3.000
 MQA  H10A  C10  H10   108.46  3.000
 MQA  H10A  C10  O10   110.17  3.000
 MQA  H10   C10  O10   110.62  3.000
 MQA  H10A  C10  C9    109.74  3.000
 MQA  H10   C10  C9    110.84  3.000
 MQA  O10   C10  C9    107.02  3.000
 MQA  N12   C11  O11   125.24  3.000
 MQA  N12   C11  O10   110.84  3.000
 MQA  O11   C11  O10   123.91  3.000
 MQA  HM6B  CM6  HM6A  108.03  3.000
 MQA  HM6B  CM6  HM6   107.06  3.000
 MQA  HM6A  CM6  HM6   108.02  3.000
 MQA  HM6B  CM6  C6    110.96  3.000
 MQA  HM6A  CM6  C6    111.74  3.000
 MQA  HM6   CM6  C6    110.85  3.000
 MQA  C24   O7   C7    115.44  3.000
 MQA  H24B  C24  H24A  109.02  3.000
 MQA  H24B  C24  H24   109.01  3.000
 MQA  H24A  C24  H24   109.10  3.000
 MQA  H24B  C24  O7    106.81  3.000
 MQA  H24A  C24  O7    111.02  3.000
 MQA  H24   C24  O7    111.81  3.000
 MQA  N4    C4A  C8A   113.19  3.000
 MQA  N4    C4A  C5    123.80  3.000
 MQA  C8A   C4A  C5    122.76  3.000
 MQA  C4A   C8A  C9    109.13  3.000
 MQA  C4A   C8A  C8    120.85  3.000
 MQA  C9    C8A  C8    129.90  3.000
 MQA  C9A   N4   C4A   110.09  3.000
 MQA  C9A   N4   C3    113.19  3.000
 MQA  C4A   N4   C3    130.65  3.000
 MQA  O24   C9A  N4    111.64  3.000
 MQA  O24   C9A  C9    113.64  3.000
 MQA  N4    C9A  C9    104.34  3.000
 MQA  O24   C9A  C1    104.55  3.000
 MQA  N4    C9A  C1    102.42  3.000
 MQA  C9    C9A  C1    119.75  3.000
 MQA  C25   O24  C9A   116.70  3.000
 MQA  H25B  C25  H25A  108.46  3.000
 MQA  H25B  C25  H25   108.08  3.000
 MQA  H25A  C25  H25   108.37  3.000
 MQA  H25B  C25  O24   112.70  3.000
 MQA  H25A  C25  O24   112.23  3.000
 MQA  H25   C25  O24   106.84  3.000
 MQA  HN2   N2   C2    111.09  3.000
 MQA  HN2   N2   C1    110.08  3.000
 MQA  C2    N2   C1     61.05  3.000
 MQA  C11   O10  C10   117.45  3.000
 MQA  HN1A  N12  HN12  117.69  3.000
 MQA  HN1A  N12  C11   119.21  3.000
 MQA  HN12  N12  C11   121.34  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
 MQA  Var_01  C3    C2   N2   C1   -100.37  30.0  1
 MQA  Var_02  N4    C3   C2   C1    -10.64  30.0  1
 MQA  Var_03  C4A   N4   C3   C2   -127.70  30.0  1
 MQA  Var_04  C9A   C1   N2   C2     97.51  30.0  1
 MQA  Var_05  C5    C4A  N4   C3    -36.06  30.0  1
 MQA  Var_06  HM6   CM6  C6   C5     54.83  30.0  3
 MQA  Var_07  H24   C24  O7   C7    -57.40  30.0  3
 MQA  Var_08  H25   C25  O24  C9A  -178.73  30.0  3
 MQA  Var_09  O11   C11  O10  C10     3.61  30.0  2
 MQA  Var_10  H10   C10  O10  C11    60.79  30.0  3
 MQA  Var_11  HN12  N12  C11  O10    -6.25  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
 MQA  chir_03  C9   C8A  C10  C9A  negativ
 MQA  chir_04  C9A  N4   C1   C9   positiv
 MQA  chir_05  C1   C9A  N2   C2   both
 MQA  chir_06  C2   N2   C1   C3   both

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
 MQA  plan-1  C5   0.020
 MQA  plan-1  C6   0.020
 MQA  plan-1  C7   0.020
 MQA  plan-1  C8   0.020
 MQA  plan-1  C9   0.020
 MQA  plan-1  O5   0.020
 MQA  plan-1  CM6  0.020
 MQA  plan-1  O7   0.020
 MQA  plan-1  O8   0.020
 MQA  plan-1  C4A  0.020
 MQA  plan-1  C8A  0.020
 MQA  plan-1  N4   0.020
 MQA  plan-2  C3   0.020
 MQA  plan-2  C4A  0.020
 MQA  plan-2  N4   0.020
 MQA  plan-2  C9A  0.020
 MQA  plan-3  C11  0.020
 MQA  plan-3  O10  0.020
 MQA  plan-3  O11  0.020
 MQA  plan-3  N12  0.020

