# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 22:51:00 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: (5alpha,6beta)-17-methyl-7,8-didehydro-4,5-epoxymorphinan-3,6-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1CC[C@]23[C@H]4Oc5c(O)ccc(C[C@@H]1[C@@H]2C=C[C@@H]4O)c35
#
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
 MOI  MOI  (5alpha,6beta)-17-methyl-7,8-didehydro-4,5-epoxymorphinan-3,6-diol  ligand  40  21  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MOI
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
 MOI  C1   C  CR16  0  -0.335   2.5336   1.3932   0.4831
 MOI  C2   C  C     0  -0.529   1.1812   1.3669  -1.7075
 MOI  C3   C  CR66  0   0.081   1.5099   0.8842  -0.3202
 MOI  C4   C  C     0   0.021   0.6531  -0.0050   0.2854
 MOI  C5   C  C     0  -0.220  -0.5425  -0.6575  -0.3298
 MOI  C6   C  CR16  0  -0.252  -1.1595   0.3945  -1.2631
 MOI  C7   C  CH2   0  -0.410  -0.1702  -1.9011  -1.1410
 MOI  C8   C  CH2   0  -0.287   0.7137  -1.5580  -2.3283
 MOI  C9   C  CH3   0  -0.524   0.8710  -0.2401  -4.3292
 MOI  C10  C  CR16  0  -0.353   2.6311   1.0397   1.8250
 MOI  C11  C  CR6   0   0.247   1.6846   0.2162   2.4425
 MOI  C12  C  CR56  0   0.303   0.6748  -0.2773   1.6314
 MOI  C13  C  CR15  0   0.020  -1.3468  -1.0180   0.9392
 MOI  C14  C  CH1   0   0.035  -2.5140  -0.0521   1.1785
 MOI  C15  C  C1    0  -0.300  -2.2171   1.3529   0.7197
 MOI  C16  C  C1    0  -0.188  -1.6223   1.5659  -0.4494
 MOI  C17  C  CR16  0  -0.113  -0.0926   0.7292  -2.3207
 MOI  N1   N  NT    0  -0.410   0.1418  -0.4761  -3.1061
 MOI  O1   O  OH1   0  -0.640   1.7774  -0.0199   3.7720
 MOI  O2   O  OH1   0  -0.671  -2.8876  -0.1343   2.5300
 MOI  O3   O  O     0  -0.499  -0.4063  -0.9899   2.0353
 MOI  H1   H  HCR6  0   0.243   3.2509   2.0943   0.0729
 MOI  H21  H  H     0   0.255   1.0367   2.4505  -1.6603
 MOI  H22  H  H     0   0.257   2.0260   1.2262  -2.3884
 MOI  H6   H  HCR6  0   0.262  -2.0128  -0.0396  -1.8005
 MOI  H71  H  HCH2  0   0.237  -1.0924  -2.3756  -1.4913
 MOI  H72  H  HCH2  0   0.241   0.3433  -2.6282  -0.5062
 MOI  H81  H  HCH2  0   0.242   0.8046  -2.4361  -2.9730
 MOI  H82  H  HCH2  0   0.202   1.7352  -1.3277  -1.9814
 MOI  H91  H  HCH3  0   0.193   1.9269   0.0342  -4.1861
 MOI  H92  H  HCH3  0   0.234   0.8548  -1.1415  -4.9442
 MOI  H93  H  HCH3  0   0.231   0.3955   0.5593  -4.8999
 MOI  H10  H  HCR6  0   0.258   3.4304   1.4507   2.4301
 MOI  H13  H  HCR5  0   0.260  -1.7383  -2.0369   0.8996
 MOI  H14  H  HCH1  0   0.233  -3.3223  -0.4367   0.5349
 MOI  H15  H  H     0   0.251  -2.5643   2.1774   1.3335
 MOI  H16  H  H     0   0.243  -1.4545   2.5735  -0.8148
 MOI  H17  H  HCR6  0   0.252  -0.5255   1.4654  -3.0050
 MOI  HO1  H  HOH1  0   0.473   1.0668  -0.6017   4.0628
 MOI  HO2  H  HOH1  0   0.455  -3.7546   0.2715   2.6251

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
 MOI  C1   C3   aromatic  1.397  0.020  1.397
 MOI  C1   C10  aromatic  1.391  0.020  1.391
 MOI  C1   H1   single    0.930  0.020  1.080
 MOI  C2   C3   single    1.505  0.020  1.505
 MOI  C2   C17  single    1.551  0.020  1.551
 MOI  C2   H21  single    0.970  0.020  1.090
 MOI  C2   H22  single    0.970  0.020  1.090
 MOI  C3   C4   aromatic  1.375  0.020  1.375
 MOI  C4   C5   single    1.495  0.020  1.495
 MOI  C4   C12  aromatic  1.373  0.020  1.373
 MOI  C5   C6   single    1.536  0.020  1.536
 MOI  C5   C7   single    1.531  0.020  1.531
 MOI  C5   C13  single    1.545  0.020  1.545
 MOI  C6   C16  single    1.500  0.020  1.500
 MOI  C6   C17  single    1.539  0.020  1.539
 MOI  C6   H6   single    0.970  0.020  1.090
 MOI  C7   C8   single    1.519  0.020  1.519
 MOI  C7   H71  single    0.970  0.020  1.090
 MOI  C7   H72  single    0.970  0.020  1.090
 MOI  C8   N1   single    1.450  0.020  1.450
 MOI  C8   H81  single    0.970  0.020  1.090
 MOI  C8   H82  single    0.970  0.020  1.090
 MOI  C9   N1   single    1.443  0.020  1.443
 MOI  C9   H91  single    0.970  0.020  1.090
 MOI  C9   H92  single    0.970  0.020  1.090
 MOI  C9   H93  single    0.970  0.020  1.090
 MOI  C10  C11  aromatic  1.398  0.020  1.398
 MOI  C10  H10  single    0.930  0.020  1.080
 MOI  C11  C12  aromatic  1.386  0.020  1.386
 MOI  C11  O1   single    1.353  0.020  1.353
 MOI  C12  O3   single    1.356  0.020  1.356
 MOI  C13  C14  single    1.534  0.020  1.534
 MOI  C13  O3   single    1.445  0.020  1.445
 MOI  C13  H13  single    0.970  0.020  1.090
 MOI  C14  C15  single    1.508  0.020  1.508
 MOI  C14  O2   single    1.405  0.020  1.405
 MOI  C14  H14  single    0.970  0.020  1.090
 MOI  C15  C16  double    1.329  0.020  1.329
 MOI  C15  H15  single    0.930  0.020  1.080
 MOI  C16  H16  single    0.930  0.020  1.080
 MOI  C17  N1   single    1.458  0.020  1.458
 MOI  C17  H17  single    0.970  0.020  1.090
 MOI  O1   HO1  single    0.850  0.020  0.980
 MOI  O2   HO2  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
 MOI  H1   C1   C10  118.89  3.000
 MOI  H1   C1   C3   120.20  3.000
 MOI  C10  C1   C3   120.89  3.000
 MOI  H22  C2   H21  104.84  3.000
 MOI  H22  C2   C17  109.59  3.000
 MOI  H21  C2   C17  108.41  3.000
 MOI  H22  C2   C3   111.33  3.000
 MOI  H21  C2   C3   107.85  3.000
 MOI  C17  C2   C3   114.33  3.000
 MOI  C4   C3   C2   118.50  3.000
 MOI  C4   C3   C1   116.03  3.000
 MOI  C2   C3   C1   124.96  3.000
 MOI  C12  C4   C5   109.24  3.000
 MOI  C12  C4   C3   123.36  3.000
 MOI  C5   C4   C3   126.83  3.000
 MOI  C13  C5   C7   111.86  3.000
 MOI  C13  C5   C6   116.74  3.000
 MOI  C7   C5   C6   109.40  3.000
 MOI  C13  C5   C4   100.38  3.000
 MOI  C7   C5   C4   112.22  3.000
 MOI  C6   C5   C4   105.81  3.000
 MOI  H6   C6   C17  106.77  3.000
 MOI  H6   C6   C16  109.54  3.000
 MOI  C17  C6   C16  114.64  3.000
 MOI  H6   C6   C5   109.81  3.000
 MOI  C17  C6   C5   106.75  3.000
 MOI  C16  C6   C5   109.23  3.000
 MOI  H72  C7   H71  107.05  3.000
 MOI  H72  C7   C8   109.31  3.000
 MOI  H71  C7   C8   109.75  3.000
 MOI  H72  C7   C5   110.29  3.000
 MOI  H71  C7   C5   108.46  3.000
 MOI  C8   C7   C5   111.85  3.000
 MOI  H82  C8   H81  106.03  3.000
 MOI  H82  C8   N1   112.22  3.000
 MOI  H81  C8   N1   108.41  3.000
 MOI  H82  C8   C7   109.88  3.000
 MOI  H81  C8   C7   109.14  3.000
 MOI  N1   C8   C7   110.99  3.000
 MOI  H93  C9   H92  107.69  3.000
 MOI  H93  C9   H91  107.67  3.000
 MOI  H92  C9   H91  107.07  3.000
 MOI  H93  C9   N1   110.04  3.000
 MOI  H92  C9   N1   109.57  3.000
 MOI  H91  C9   N1   114.54  3.000
 MOI  H10  C10  C11  118.43  3.000
 MOI  H10  C10  C1   119.61  3.000
 MOI  C11  C10  C1   121.88  3.000
 MOI  O1   C11  C12  124.24  3.000
 MOI  O1   C11  C10  119.35  3.000
 MOI  C12  C11  C10  116.38  3.000
 MOI  O3   C12  C11  126.40  3.000
 MOI  O3   C12  C4   112.55  3.000
 MOI  C11  C12  C4   120.96  3.000
 MOI  H13  C13  O3   106.20  3.000
 MOI  H13  C13  C14  108.68  3.000
 MOI  O3   C13  C14  111.40  3.000
 MOI  H13  C13  C5   111.99  3.000
 MOI  O3   C13  C5   106.25  3.000
 MOI  C14  C13  C5   112.17  3.000
 MOI  H14  C14  O2   110.26  3.000
 MOI  H14  C14  C15  106.97  3.000
 MOI  O2   C14  C15  113.56  3.000
 MOI  H14  C14  C13  104.31  3.000
 MOI  O2   C14  C13  108.40  3.000
 MOI  C15  C14  C13  112.93  3.000
 MOI  H15  C15  C16  121.28  3.000
 MOI  H15  C15  C14  118.23  3.000
 MOI  C16  C15  C14  120.35  3.000
 MOI  H16  C16  C15  120.96  3.000
 MOI  H16  C16  C6   119.67  3.000
 MOI  C15  C16  C6   119.37  3.000
 MOI  H17  C17  N1   106.44  3.000
 MOI  H17  C17  C6   107.56  3.000
 MOI  N1   C17  C6   107.57  3.000
 MOI  H17  C17  C2   107.19  3.000
 MOI  N1   C17  C2   114.90  3.000
 MOI  C6   C17  C2   112.77  3.000
 MOI  C17  N1   C9   113.75  3.000
 MOI  C17  N1   C8   113.04  3.000
 MOI  C9   N1   C8   112.17  3.000
 MOI  HO1  O1   C11  110.57  3.000
 MOI  HO2  O2   C14  108.06  3.000
 MOI  C13  O3   C12  107.65  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
 MOI  CONST_01  C12  C4   C3   C1     0.00   0.0  0
 MOI  CONST_02  C12  C11  C10  C1     0.00   0.0  0
 MOI  CONST_03  C11  C10  C1   C3     0.00   0.0  0
 MOI  CONST_04  C11  C12  C4   C3     0.00   0.0  0
 MOI  CONST_05  C10  C1   C3   C4     0.00   0.0  0
 MOI  CONST_06  C10  C11  C12  C4     0.00   0.0  0
 MOI  CONST_07  O1   C11  C10  C1   180.00   0.0  0
 MOI  CONST_08  O1   C11  C12  C4   180.00   0.0  0
 MOI  CONST_09  O3   C12  C11  O1     0.00   0.0  0
 MOI  CONST_10  H1   C1   C3   C2     0.00   0.0  0
 MOI  CONST_11  H10  C10  C1   C3   180.00   0.0  0
 MOI  Var_01    C17  C2   C3   C1  -174.10  30.0  1
 MOI  Var_02    N1   C8   C7   C5   -50.51  30.0  3
 MOI  Var_03    C14  C15  C16  C6    -4.40  30.0  1
 MOI  Var_04    C17  N1   C8   C7    56.99  30.0  3
 MOI  Var_05    H91  C9   N1   C8   -60.18  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
 MOI  chir_01  C5   C6   C4   C13  negativ
 MOI  chir_02  C6   C17  C16  C5   positiv
 MOI  chir_03  C13  O3   C5   C14  positiv
 MOI  chir_04  C14  O2   C13  C15  positiv
 MOI  chir_05  C17  N1   C2   C6   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
 MOI  plan-1  C1   0.020
 MOI  plan-1  C2   0.020
 MOI  plan-1  C3   0.020
 MOI  plan-1  C4   0.020
 MOI  plan-1  C5   0.020
 MOI  plan-1  C10  0.020
 MOI  plan-1  C11  0.020
 MOI  plan-1  C12  0.020
 MOI  plan-1  O1   0.020
 MOI  plan-1  O3   0.020
 MOI  plan-1  H1   0.020
 MOI  plan-1  H10  0.020

