# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 11:22:51 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: (3aR,7aR)-3a-[3-(5-chloropyridin-3-yl)phenyl]-3a,4,5,6,7,7a-hexahydro-1,3-benzoxazol-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC1=N[C@]2(CCCC[C@H]2O1)c3cccc(c3)c4cncc(Cl)c4
#
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
 1WP  1WP  (3aR,7aR)-3a-[3-(5-chloropyridin-3-yl)phenyl]-3a,4,5,6,7,7a-hexahydro-1,3-benzoxazol-2-amine  ligand  41  23  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_1WP
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
 1WP  C1   C   CT    0  -0.038   2.5969  -0.1923  -0.3308
 1WP  C2   C   CH1   0   0.001   3.5607  -0.1525   0.8793
 1WP  C3   C   CH2   0  -0.448   5.0435  -0.0554   0.5264
 1WP  C4   C   CH2   0  -0.446   5.4385  -1.0018  -0.5983
 1WP  C5   C   CH2   0  -0.442   4.6047  -0.6972  -1.8342
 1WP  C6   C   CH2   0  -0.428   3.1359  -0.9581  -1.5445
 1WP  N7   N   N     0  -0.491   2.4314   1.2306  -0.6121
 1WP  C8   C   C     0   0.660   2.6785   1.8240   0.4924
 1WP  O9   O   O2    0  -0.477   3.1580   1.0797   1.5082
 1WP  C10  C   CR6   0   0.195   1.2585  -0.8146   0.0702
 1WP  C11  C   CR16  0  -0.309   1.2106  -2.0978   0.6142
 1WP  C12  C   CR16  0  -0.227  -0.0008  -2.6799   0.9531
 1WP  C13  C   CR16  0  -0.326  -1.1893  -1.9960   0.7450
 1WP  C14  C   CR6   0   0.119  -1.1664  -0.7181   0.1920
 1WP  C15  C   CR16  0  -0.392   0.0619  -0.1430  -0.1398
 1WP  C16  C   CR6   0  -0.011  -2.4176   0.0257  -0.0393
 1WP  N17  N   NH2   0  -0.842   2.4612   3.1199   0.7851
 1WP  C18  C   CR16  0  -0.089  -2.4886   1.4040   0.1676
 1WP  N19  N   N     0  -0.391  -3.5825   2.1235  -0.0300
 1WP  C20  C   CR16  0  -0.040  -4.6829   1.5139  -0.4436
 1WP  C21  C   CR6   0  -0.102  -4.7162   0.1452  -0.6676
 1WP  C22  C   CR16  0  -0.148  -3.5778  -0.6132  -0.4685
 1WP  CL1  CL  CL    0  -0.110  -6.1757  -0.5981  -1.2116
 1WP  H1   H   HCH1  0   0.260   3.3894  -0.9609   1.5905
 1WP  H2   H   HCH2  0   0.230   5.2723   0.9640   0.2020
 1WP  H3   H   HCH2  0   0.247   5.6358  -0.2401   1.4251
 1WP  H4   H   HCH2  0   0.240   6.5040  -0.8884  -0.8080
 1WP  H5   H   HCH2  0   0.219   5.2897  -2.0447  -0.2974
 1WP  H6   H   HCH2  0   0.218   4.7553   0.3456  -2.1314
 1WP  H7   H   HCH2  0   0.236   4.9217  -1.3135  -2.6785
 1WP  H8   H   HCH2  0   0.230   3.0051  -2.0308  -1.3775
 1WP  H9   H   HCH2  0   0.242   2.5100  -0.7034  -2.4034
 1WP  H11  H   HCR6  0   0.250   2.1251  -2.6560   0.7786
 1WP  H12  H   HCR6  0   0.258  -0.0195  -3.6705   1.3887
 1WP  H13  H   HCR6  0   0.257  -2.1284  -2.4515   1.0330
 1WP  H14  H   HCR6  0   0.248   0.0892   0.8405  -0.5907
 1WP  H15  H   HNH2  0   0.400   2.2198   3.7184   0.0128
 1WP  H16  H   HCR6  0   0.265  -1.6182   1.9433   0.5254
 1WP  H17  H   HCR6  0   0.287  -5.5649   2.1233  -0.6034
 1WP  H18  H   HCR6  0   0.292  -3.5881  -1.6780  -0.6617
 1WP  H10  H   HNH2  0   0.400   3.0343   3.5499   1.4928

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
 1WP  C3   C4   single    1.522  0.020  1.522
 1WP  C3   C2   single    1.527  0.020  1.527
 1WP  C4   C5   single    1.522  0.020  1.522
 1WP  C2   O9   single    1.441  0.020  1.441
 1WP  C2   C1   single    1.547  0.020  1.547
 1WP  C5   C6   single    1.520  0.020  1.520
 1WP  O9   C8   single    1.347  0.020  1.347
 1WP  C11  C12  aromatic  1.386  0.020  1.386
 1WP  C11  C10  aromatic  1.395  0.020  1.395
 1WP  C6   C1   single    1.533  0.020  1.533
 1WP  C12  C13  aromatic  1.387  0.020  1.387
 1WP  C1   C10  single    1.529  0.020  1.529
 1WP  C1   N7   single    1.460  0.020  1.460
 1WP  C10  C15  aromatic  1.388  0.020  1.388
 1WP  C13  C14  aromatic  1.393  0.020  1.393
 1WP  C18  N19  aromatic  1.324  0.020  1.324
 1WP  C18  C16  aromatic  1.396  0.020  1.396
 1WP  C15  C14  aromatic  1.396  0.020  1.396
 1WP  C14  C16  single    1.474  0.020  1.474
 1WP  N19  C20  aromatic  1.324  0.020  1.324
 1WP  C8   N7   double    1.278  0.020  1.278
 1WP  C8   N17  single    1.346  0.020  1.346
 1WP  C16  C22  aromatic  1.392  0.020  1.392
 1WP  C20  C21  aromatic  1.387  0.020  1.387
 1WP  C22  C21  aromatic  1.382  0.020  1.382
 1WP  C21  CL1  single    1.726  0.020  1.726
 1WP  C2   H1   single    0.970  0.020  1.090
 1WP  C3   H2   single    0.970  0.020  1.090
 1WP  C3   H3   single    0.970  0.020  1.090
 1WP  C4   H4   single    0.970  0.020  1.090
 1WP  C4   H5   single    0.970  0.020  1.090
 1WP  C5   H6   single    0.970  0.020  1.090
 1WP  C5   H7   single    0.970  0.020  1.090
 1WP  C6   H8   single    0.970  0.020  1.090
 1WP  C6   H9   single    0.970  0.020  1.090
 1WP  C11  H11  single    0.930  0.020  1.080
 1WP  C12  H12  single    0.930  0.020  1.080
 1WP  C13  H13  single    0.930  0.020  1.080
 1WP  C15  H14  single    0.930  0.020  1.080
 1WP  N17  H15  single    0.890  0.020  1.040
 1WP  C18  H16  single    0.930  0.020  1.080
 1WP  C20  H17  single    0.930  0.020  1.080
 1WP  C22  H18  single    0.930  0.020  1.080
 1WP  N17  H10  single    0.890  0.020  1.040

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
 1WP  C10  C1   N7   110.36  3.000
 1WP  N7   C1   C6   111.97  3.000
 1WP  C10  C1   C6   108.18  3.000
 1WP  N7   C1   C2   101.31  3.000
 1WP  C10  C1   C2   110.52  3.000
 1WP  C6   C1   C2   114.39  3.000
 1WP  H1   C2   O9   107.79  3.000
 1WP  H1   C2   C3   110.51  3.000
 1WP  O9   C2   C3   108.53  3.000
 1WP  H1   C2   C1   113.15  3.000
 1WP  O9   C2   C1   100.91  3.000
 1WP  C3   C2   C1   115.19  3.000
 1WP  H3   C3   H2   106.75  3.000
 1WP  H3   C3   C4   111.23  3.000
 1WP  H2   C3   C4   107.82  3.000
 1WP  H3   C3   C2   109.01  3.000
 1WP  H2   C3   C2   109.32  3.000
 1WP  C4   C3   C2   112.53  3.000
 1WP  H5   C4   H4   106.52  3.000
 1WP  H5   C4   C5   109.83  3.000
 1WP  H4   C4   C5   110.98  3.000
 1WP  H5   C4   C3   110.71  3.000
 1WP  H4   C4   C3   109.30  3.000
 1WP  C5   C4   C3   109.48  3.000
 1WP  H7   C5   H6   106.72  3.000
 1WP  H7   C5   C6   109.32  3.000
 1WP  H6   C5   C6   110.38  3.000
 1WP  H7   C5   C4   110.84  3.000
 1WP  H6   C5   C4   109.62  3.000
 1WP  C6   C5   C4   109.90  3.000
 1WP  H9   C6   H8   106.27  3.000
 1WP  H9   C6   C5   111.33  3.000
 1WP  H8   C6   C5   108.25  3.000
 1WP  H9   C6   C1   107.72  3.000
 1WP  H8   C6   C1   109.09  3.000
 1WP  C5   C6   C1   113.89  3.000
 1WP  C8   N7   C1   105.32  3.000
 1WP  N17  C8   O9   115.17  3.000
 1WP  N17  C8   N7   127.14  3.000
 1WP  O9   C8   N7   117.63  3.000
 1WP  C8   O9   C2   104.06  3.000
 1WP  C15  C10  C11  118.34  3.000
 1WP  C15  C10  C1   121.18  3.000
 1WP  C11  C10  C1   120.44  3.000
 1WP  H11  C11  C12  118.94  3.000
 1WP  H11  C11  C10  120.27  3.000
 1WP  C12  C11  C10  120.78  3.000
 1WP  H12  C12  C13  119.80  3.000
 1WP  H12  C12  C11  119.86  3.000
 1WP  C13  C12  C11  120.34  3.000
 1WP  H13  C13  C14  120.40  3.000
 1WP  H13  C13  C12  119.73  3.000
 1WP  C14  C13  C12  119.87  3.000
 1WP  C16  C14  C15  120.11  3.000
 1WP  C16  C14  C13  120.76  3.000
 1WP  C15  C14  C13  119.13  3.000
 1WP  H14  C15  C14  119.70  3.000
 1WP  H14  C15  C10  118.75  3.000
 1WP  C14  C15  C10  121.54  3.000
 1WP  C22  C16  C18  117.16  3.000
 1WP  C22  C16  C14  121.62  3.000
 1WP  C18  C16  C14  121.22  3.000
 1WP  H10  N17  H15  114.95  3.000
 1WP  H10  N17  C8   118.16  3.000
 1WP  H15  N17  C8   116.38  3.000
 1WP  H16  C18  N19  116.23  3.000
 1WP  H16  C18  C16  119.95  3.000
 1WP  N19  C18  C16  123.82  3.000
 1WP  C20  N19  C18  118.88  3.000
 1WP  H17  C20  C21  120.76  3.000
 1WP  H17  C20  N19  117.61  3.000
 1WP  C21  C20  N19  121.64  3.000
 1WP  CL1  C21  C22  120.37  3.000
 1WP  CL1  C21  C20  119.74  3.000
 1WP  C22  C21  C20  119.89  3.000
 1WP  H18  C22  C21  120.42  3.000
 1WP  H18  C22  C16  120.96  3.000
 1WP  C21  C22  C16  118.61  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
 1WP  CONST_01  C13  C12  C11  C10    0.00   0.0  0
 1WP  CONST_02  C13  C14  C15  C10    0.00   0.0  0
 1WP  CONST_03  C16  C14  C15  C10  180.00   0.0  0
 1WP  CONST_04  C14  C13  C12  C11    0.00   0.0  0
 1WP  CONST_05  C14  C15  C10  C11    0.00   0.0  0
 1WP  CONST_06  C15  C10  C11  C12    0.00   0.0  0
 1WP  CONST_07  C15  C14  C13  C12    0.00   0.0  0
 1WP  CONST_08  C16  C14  C13  C12  180.00   0.0  0
 1WP  CONST_11  N19  C18  C16  C14  180.00   0.0  0
 1WP  CONST_12  C21  C22  C16  C14  180.00   0.0  0
 1WP  CONST_15  C20  N19  C18  C16    0.00   0.0  0
 1WP  CONST_16  C20  C21  C22  C16    0.00   0.0  0
 1WP  CONST_17  C21  C20  N19  C18    0.00   0.0  0
 1WP  CONST_18  C21  C22  C16  C18    0.00   0.0  0
 1WP  CONST_19  C22  C16  C18  N19    0.00   0.0  0
 1WP  CONST_20  C22  C21  C20  N19    0.00   0.0  0
 1WP  CONST_21  C12  C11  C10  C1   180.00   0.0  0
 1WP  CONST_22  C14  C15  C10  C1   180.00   0.0  0
 1WP  CONST_23  O9   C8   N7   C1     0.00   0.0  0
 1WP  CONST_24  CL1  C21  C22  C16  180.00   0.0  0
 1WP  CONST_25  CL1  C21  C20  N19  180.00   0.0  0
 1WP  CONST_26  N17  C8   N7   C1   180.00   0.0  0
 1WP  CONST_27  H11  C11  C10  C1     0.00   0.0  0
 1WP  CONST_28  H14  C15  C10  C1     0.00   0.0  0
 1WP  CONST_29  H12  C12  C11  C10  180.00   0.0  0
 1WP  CONST_30  H13  C13  C12  C11  180.00   0.0  0
 1WP  CONST_31  H16  C18  C16  C14    0.00   0.0  0
 1WP  CONST_32  H18  C22  C16  C14    0.00   0.0  0
 1WP  CONST_33  H17  C20  N19  C18  180.00   0.0  0
 1WP  CONST_34  H15  N17  C8   N7     0.00   0.0  0
 1WP  Var_01    C4   C5   C6   C1    55.40  30.0  1
 1WP  Var_02    C5   C4   C3   C2    58.16  30.0  1
 1WP  Var_03    N7   C8   O9   C2    14.26  30.0  1
 1WP  Var_04    C6   C5   C4   C3   -63.29  30.0  1

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
 1WP  chir_01  C1  C6  C10  N7  positiv
 1WP  chir_02  C2  O9  C1   C3  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
 1WP  plan-1  C1   0.020
 1WP  plan-1  C10  0.020
 1WP  plan-1  C11  0.020
 1WP  plan-1  C12  0.020
 1WP  plan-1  C13  0.020
 1WP  plan-1  C14  0.020
 1WP  plan-1  C15  0.020
 1WP  plan-1  C16  0.020
 1WP  plan-1  H11  0.020
 1WP  plan-1  H12  0.020
 1WP  plan-1  H13  0.020
 1WP  plan-1  H14  0.020
 1WP  plan-2  C14  0.020
 1WP  plan-2  C16  0.020
 1WP  plan-2  C18  0.020
 1WP  plan-2  N19  0.020
 1WP  plan-2  C20  0.020
 1WP  plan-2  C21  0.020
 1WP  plan-2  C22  0.020
 1WP  plan-2  CL1  0.020
 1WP  plan-2  H16  0.020
 1WP  plan-2  H17  0.020
 1WP  plan-2  H18  0.020
 1WP  plan-3  C1   0.020
 1WP  plan-3  N7   0.020
 1WP  plan-3  C8   0.020
 1WP  plan-3  O9   0.020
 1WP  plan-3  N17  0.020
 1WP  plan-3  H15  0.020
 1WP  plan-3  H10  0.020

