# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 07:30:04 2020
#   Inital geometry file: a 80 line input string
#   Ligand name: (2R,5R,6S)-2,3,4,5,6,7-hexahydro-1H-2,6-methanoazocino[5,4-b]indol-5-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@H]1CN[C@@H]2C[C@H]1c3[nH]c4ccccc4c3C2
#
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
 JPV  JPV  (2R,5R,6S)-2,3,4,5,6,7-hexahydro-1H-2,6-methanoazocino[5,4-b]indol-5-ol  ligand  33  17  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_JPV
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
 JPV  C10   C  CR56  0   0.324   1.9139   0.7743   0.3207
 JPV  C13   C  CR16  0  -0.271   3.9612  -0.9210  -0.4128
 JPV  C15   C  CR56  0   0.035   1.6334  -0.5883   0.0550
 JPV  C17   C  CH2   0  -0.503  -0.6265  -1.9828   0.1066
 JPV  O01   O  OH1   0  -0.669  -1.8864   2.3694  -0.8094
 JPV  C02   C  CH1   0   0.084  -2.4511   1.1576  -0.3675
 JPV  C03   C  CH2   0  -0.333  -2.3626   0.0715  -1.4361
 JPV  N04   N  NH1   0  -0.599  -2.8263  -1.1993  -0.9058
 JPV  C05   C  CH1   0  -0.129  -2.1273  -1.6619   0.2873
 JPV  C06   C  CH2   0  -0.430  -2.3214  -0.6080   1.3745
 JPV  C07   C  CH1   0  -0.395  -1.7103   0.7140   0.8990
 JPV  C08   C  CR5   0   0.349  -0.2715   0.4519   0.6165
 JPV  N09   N  NR15  0  -0.745   0.7359   1.3768   0.6588
 JPV  C11   C  CR16  0  -0.314   3.2017   1.2964   0.2255
 JPV  C12   C  CR16  0  -0.289   4.2178   0.4331  -0.1441
 JPV  C14   C  CR16  0  -0.378   2.6820  -1.4368  -0.3164
 JPV  C16   C  CR5   0  -0.022   0.2276  -0.7648   0.2486
 JPV  H131  H  HCR6  0   0.242   4.7812  -1.5676  -0.6988
 JPV  H171  H  HCH2  0   0.233  -0.3361  -2.7359   0.8481
 JPV  H172  H  HCH2  0   0.233  -0.4752  -2.4580  -0.8687
 JPV  H021  H  HCH1  0   0.209  -3.5091   1.2927  -0.0982
 JPV  H031  H  HCH2  0   0.234  -3.0068   0.3461  -2.2772
 JPV  H032  H  HCH2  0   0.206  -1.3340   0.0432  -1.8234
 JPV  H041  H  HNH1  0   0.350  -2.7729  -1.9043  -1.6291
 JPV  H051  H  HCH1  0   0.242  -2.6256  -2.5841   0.5972
 JPV  H062  H  HCH2  0   0.240  -3.3873  -0.4804   1.5755
 JPV  H061  H  HCH2  0   0.245  -1.8482  -0.9263   2.3057
 JPV  H071  H  HCH1  0   0.264  -1.8228   1.4851   1.6681
 JPV  H091  H  HNR5  0   0.399   0.6175   2.3521   0.8751
 JPV  H111  H  HCR6  0   0.254   3.4021   2.3402   0.4327
 JPV  H121  H  HCR6  0   0.245   5.2301   0.8081  -0.2260
 JPV  H141  H  HCR6  0   0.237   2.4954  -2.4836  -0.5254
 JPV  H011  H  HOH1  0   0.451  -2.3818   2.6737  -1.5766

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
 JPV  C05  N04   single    1.458  0.020  1.458
 JPV  C05  C17   single    1.545  0.020  1.545
 JPV  C05  C06   single    1.527  0.020  1.527
 JPV  N04  C03   single    1.453  0.020  1.453
 JPV  C17  C16   single    1.494  0.020  1.494
 JPV  C06  C07   single    1.532  0.020  1.532
 JPV  C14  C15   aromatic  1.399  0.020  1.399
 JPV  C14  C13   aromatic  1.383  0.020  1.383
 JPV  C16  C15   aromatic  1.430  0.020  1.430
 JPV  C16  C08   aromatic  1.366  0.020  1.366
 JPV  C03  C02   single    1.526  0.020  1.526
 JPV  C15  C10   aromatic  1.416  0.020  1.416
 JPV  C13  C12   aromatic  1.404  0.020  1.404
 JPV  C08  C07   single    1.490  0.020  1.490
 JPV  C08  N09   aromatic  1.368  0.020  1.368
 JPV  C07  C02   single    1.533  0.020  1.533
 JPV  C02  O01   single    1.408  0.020  1.408
 JPV  C10  N09   aromatic  1.366  0.020  1.366
 JPV  C10  C11   aromatic  1.393  0.020  1.393
 JPV  C12  C11   aromatic  1.384  0.020  1.384
 JPV  C13  H131  single    0.930  0.020  1.080
 JPV  C17  H171  single    0.970  0.020  1.090
 JPV  C17  H172  single    0.970  0.020  1.090
 JPV  O01  H011  single    0.850  0.020  0.980
 JPV  C02  H021  single    0.970  0.020  1.090
 JPV  C03  H031  single    0.970  0.020  1.090
 JPV  C03  H032  single    0.970  0.020  1.090
 JPV  N04  H041  single    0.890  0.020  1.040
 JPV  C05  H051  single    0.970  0.020  1.090
 JPV  C06  H062  single    0.970  0.020  1.090
 JPV  C06  H061  single    0.970  0.020  1.090
 JPV  C07  H071  single    0.970  0.020  1.090
 JPV  N09  H091  single    0.860  0.020  1.020
 JPV  C11  H111  single    0.930  0.020  1.080
 JPV  C12  H121  single    0.930  0.020  1.080
 JPV  C14  H141  single    0.930  0.020  1.080

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
 JPV  C11   C10  N09   130.48  3.000
 JPV  C11   C10  C15   122.07  3.000
 JPV  N09   C10  C15   107.46  3.000
 JPV  H131  C13  C14   119.75  3.000
 JPV  H131  C13  C12   119.22  3.000
 JPV  C14   C13  C12   121.03  3.000
 JPV  C16   C15  C14   134.26  3.000
 JPV  C16   C15  C10   106.74  3.000
 JPV  C14   C15  C10   119.00  3.000
 JPV  H172  C17  H171  105.53  3.000
 JPV  H172  C17  C16   111.05  3.000
 JPV  H171  C17  C16   110.14  3.000
 JPV  H172  C17  C05   109.16  3.000
 JPV  H171  C17  C05   108.71  3.000
 JPV  C16   C17  C05   112.01  3.000
 JPV  H011  O01  C02   108.40  3.000
 JPV  H021  C02  C07   107.34  3.000
 JPV  H021  C02  C03   108.34  3.000
 JPV  C07   C02  C03   110.15  3.000
 JPV  H021  C02  O01   110.90  3.000
 JPV  C07   C02  O01   108.33  3.000
 JPV  C03   C02  O01   111.68  3.000
 JPV  H032  C03  H031  106.65  3.000
 JPV  H032  C03  N04   113.86  3.000
 JPV  H031  C03  N04   108.19  3.000
 JPV  H032  C03  C02   108.61  3.000
 JPV  H031  C03  C02   108.99  3.000
 JPV  N04   C03  C02   110.39  3.000
 JPV  H041  N04  C05   109.80  3.000
 JPV  H041  N04  C03   109.38  3.000
 JPV  C05   N04  C03   115.04  3.000
 JPV  H051  C05  C06   108.82  3.000
 JPV  H051  C05  N04   106.33  3.000
 JPV  C06   C05  N04   107.63  3.000
 JPV  H051  C05  C17   107.50  3.000
 JPV  C06   C05  C17   110.49  3.000
 JPV  N04   C05  C17   115.83  3.000
 JPV  H061  C06  H062  107.47  3.000
 JPV  H061  C06  C07   110.08  3.000
 JPV  H062  C06  C07   110.21  3.000
 JPV  H061  C06  C05   110.55  3.000
 JPV  H062  C06  C05   109.62  3.000
 JPV  C07   C06  C05   108.90  3.000
 JPV  H071  C07  C08   110.88  3.000
 JPV  H071  C07  C06   110.41  3.000
 JPV  C08   C07  C06   106.99  3.000
 JPV  H071  C07  C02   109.08  3.000
 JPV  C08   C07  C02   111.17  3.000
 JPV  C06   C07  C02   108.27  3.000
 JPV  C16   C08  N09   109.97  3.000
 JPV  N09   C08  C07   125.90  3.000
 JPV  C16   C08  C07   124.12  3.000
 JPV  H091  N09  C08   125.12  3.000
 JPV  H091  N09  C10   125.62  3.000
 JPV  C08   N09  C10   109.22  3.000
 JPV  H111  C11  C12   121.11  3.000
 JPV  H111  C11  C10   121.28  3.000
 JPV  C12   C11  C10   117.61  3.000
 JPV  H121  C12  C11   119.39  3.000
 JPV  H121  C12  C13   119.37  3.000
 JPV  C11   C12  C13   121.24  3.000
 JPV  H141  C14  C15   120.53  3.000
 JPV  H141  C14  C13   120.42  3.000
 JPV  C15   C14  C13   119.06  3.000
 JPV  C08   C16  C17   122.88  3.000
 JPV  C08   C16  C15   106.61  3.000
 JPV  C17   C16  C15   130.51  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
 JPV  CONST_01  C13   C14  C15  C10     0.00   0.0  0
 JPV  CONST_02  C08   C16  C15  C10     0.00   0.0  0
 JPV  CONST_03  C16   C08  N09  C10     0.00   0.0  0
 JPV  CONST_04  C13   C12  C11  C10     0.00   0.0  0
 JPV  CONST_05  C16   C15  C14  C13   180.00   0.0  0
 JPV  CONST_06  C12   C13  C14  C15     0.00   0.0  0
 JPV  CONST_07  N09   C08  C16  C15     0.00   0.0  0
 JPV  CONST_08  C08   N09  C10  C15     0.00   0.0  0
 JPV  CONST_09  C12   C11  C10  C15     0.00   0.0  0
 JPV  CONST_10  C14   C15  C16  C08   180.00   0.0  0
 JPV  CONST_11  C11   C10  N09  C08   180.00   0.0  0
 JPV  CONST_12  C14   C15  C10  N09   180.00   0.0  0
 JPV  CONST_13  C16   C15  C10  N09     0.00   0.0  0
 JPV  CONST_14  C12   C11  C10  N09   180.00   0.0  0
 JPV  CONST_15  C14   C15  C10  C11     0.00   0.0  0
 JPV  CONST_16  C16   C15  C10  C11   180.00   0.0  0
 JPV  CONST_17  C14   C13  C12  C11     0.00   0.0  0
 JPV  CONST_18  H141  C14  C15  C10   180.00   0.0  0
 JPV  CONST_19  H121  C12  C11  C10   180.00   0.0  0
 JPV  CONST_20  H111  C11  C12  C13   180.00   0.0  0
 JPV  CONST_21  H131  C13  C14  C15   180.00   0.0  0
 JPV  CONST_22  H091  N09  C10  C15   180.00   0.0  0
 JPV  Var_01    C05   C17  C16  C15  -174.41  30.0  1
 JPV  Var_02    C05   N04  C03  C02   -56.66  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
 JPV  chir_01  C02  C03  C07  O01  negativ
 JPV  chir_02  C05  N04  C17  C06  negativ
 JPV  chir_03  C07  C02  C08  C06  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
 JPV  plan-1  C10   0.020
 JPV  plan-1  C13   0.020
 JPV  plan-1  C15   0.020
 JPV  plan-1  C17   0.020
 JPV  plan-1  C07   0.020
 JPV  plan-1  C08   0.020
 JPV  plan-1  N09   0.020
 JPV  plan-1  C11   0.020
 JPV  plan-1  C12   0.020
 JPV  plan-1  C14   0.020
 JPV  plan-1  C16   0.020
 JPV  plan-1  H131  0.020
 JPV  plan-1  H091  0.020
 JPV  plan-1  H111  0.020
 JPV  plan-1  H121  0.020
 JPV  plan-1  H141  0.020

