# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 09:46:47 2020
#   Inital geometry file: a 67 line input string
#   Ligand name: 4-chloro-6-(2-methoxyphenyl)pyrimidin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccccc1c2cc(Cl)nc(N)n2
#
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
 WOE  WOE  4-chloro-6-(2-methoxyphenyl)pyrimidin-2-amine  ligand  26  16  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_WOE
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
 WOE  C1    C   CH3   0  -0.439   3.3035  -2.2329  -0.8652
 WOE  O2    O   O2    0  -0.456   2.1763  -1.4299  -0.5728
 WOE  C3    C   CR6   0   0.373   2.3710  -0.1795  -0.1291
 WOE  C4    C   CR16  0  -0.385   3.6290   0.3936   0.0457
 WOE  C5    C   CR16  0  -0.240   3.7433   1.7110   0.4709
 WOE  C6    C   CR16  0  -0.273   2.6166   2.4784   0.7161
 WOE  C7    C   CR16  0  -0.267   1.3640   1.9088   0.5366
 WOE  C8    C   CR6   0  -0.073   1.2216   0.5863   0.1321
 WOE  C9    C   CR6   0   0.279  -0.1364   0.0214  -0.0164
 WOE  C10   C   CR16  0  -0.344  -1.0897   0.7025  -0.7713
 WOE  C11   C   CR6   0   0.209  -2.3363   0.1067  -0.8066
 WOE  CL1   CL  CL    0  -0.099  -3.6025   0.8669  -1.7110
 WOE  N13   N   N     0  -0.445  -2.6451  -1.0095  -0.2042
 WOE  C14   C   CR6   0   0.551  -1.6545  -1.5884   0.4931
 WOE  N15   N   NH2   0  -0.822  -1.9369  -2.7477   1.1039
 WOE  N16   N   N     0  -0.458  -0.4137  -1.1114   0.6120
 WOE  H11C  H   HCH3  0   0.231   3.9241  -2.4019   0.0183
 WOE  H12C  H   HCH3  0   0.261   2.9172  -3.1886  -1.2099
 WOE  H13C  H   HCH3  0   0.230   3.9219  -1.7975  -1.6543
 WOE  H4    H   HCR6  0   0.284   4.5303  -0.1705  -0.1501
 WOE  H5    H   HCR6  0   0.264   4.7302   2.1343   0.6055
 WOE  H6    H   HCR6  0   0.258   2.7071   3.5044   1.0455
 WOE  H7    H   HCR6  0   0.262   0.4745   2.4945   0.7336
 WOE  H10   H   HCR6  0   0.290  -0.8675   1.6193  -1.2943
 WOE  H151  H   HNH2  0   0.403  -2.8891  -3.0639   1.1594
 WOE  H152  H   HNH2  0   0.403  -1.2735  -3.1405   1.7482

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
 WOE  C1   O2    single    1.415  0.020  1.415
 WOE  O2   C3    single    1.341  0.020  1.341
 WOE  C3   C4    aromatic  1.393  0.020  1.393
 WOE  C3   C8    aromatic  1.406  0.020  1.406
 WOE  C4   C5    aromatic  1.389  0.020  1.389
 WOE  C5   C6    aromatic  1.385  0.020  1.385
 WOE  C6   C7    aromatic  1.388  0.020  1.388
 WOE  C7   C8    aromatic  1.390  0.020  1.390
 WOE  C8   C9    single    1.478  0.020  1.478
 WOE  C9   C10   aromatic  1.394  0.020  1.394
 WOE  C9   N16   aromatic  1.325  0.020  1.325
 WOE  C10  C11   aromatic  1.382  0.020  1.382
 WOE  C11  CL1   single    1.732  0.020  1.732
 WOE  C11  N13   aromatic  1.305  0.020  1.305
 WOE  N13  C14   aromatic  1.343  0.020  1.343
 WOE  C14  N15   single    1.340  0.020  1.340
 WOE  C14  N16   aromatic  1.335  0.020  1.335
 WOE  C1   H11C  single    0.970  0.020  1.090
 WOE  C1   H12C  single    0.970  0.020  1.090
 WOE  C1   H13C  single    0.970  0.020  1.090
 WOE  C4   H4    single    0.930  0.020  1.080
 WOE  C5   H5    single    0.930  0.020  1.080
 WOE  C6   H6    single    0.930  0.020  1.080
 WOE  C7   H7    single    0.930  0.020  1.080
 WOE  C10  H10   single    0.930  0.020  1.080
 WOE  N15  H151  single    0.860  0.020  1.020
 WOE  N15  H152  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
 WOE  H13C  C1   H12C  108.81  3.000
 WOE  H13C  C1   H11C  108.90  3.000
 WOE  H12C  C1   H11C  108.79  3.000
 WOE  H13C  C1   O2    111.96  3.000
 WOE  H12C  C1   O2    106.35  3.000
 WOE  H11C  C1   O2    111.91  3.000
 WOE  C3    O2   C1    118.82  3.000
 WOE  C8    C3   C4    119.40  3.000
 WOE  C8    C3   O2    116.79  3.000
 WOE  C4    C3   O2    123.78  3.000
 WOE  H4    C4   C5    118.79  3.000
 WOE  H4    C4   C3    121.02  3.000
 WOE  C5    C4   C3    120.19  3.000
 WOE  H5    C5   C6    120.20  3.000
 WOE  H5    C5   C4    118.95  3.000
 WOE  C6    C5   C4    120.84  3.000
 WOE  H6    C6   C7    120.29  3.000
 WOE  H6    C6   C5    120.76  3.000
 WOE  C7    C6   C5    118.94  3.000
 WOE  H7    C7   C8    118.90  3.000
 WOE  H7    C7   C6    119.72  3.000
 WOE  C8    C7   C6    121.37  3.000
 WOE  C9    C8   C7    119.13  3.000
 WOE  C9    C8   C3    121.62  3.000
 WOE  C7    C8   C3    119.25  3.000
 WOE  N16   C9   C10   122.11  3.000
 WOE  N16   C9   C8    118.13  3.000
 WOE  C10   C9   C8    119.74  3.000
 WOE  H10   C10  C11   122.68  3.000
 WOE  H10   C10  C9    122.48  3.000
 WOE  C11   C10  C9    114.84  3.000
 WOE  N13   C11  CL1   116.32  3.000
 WOE  N13   C11  C10   124.76  3.000
 WOE  CL1   C11  C10   118.92  3.000
 WOE  C14   N13  C11   115.71  3.000
 WOE  N16   C14  N15   117.67  3.000
 WOE  N16   C14  N13   125.31  3.000
 WOE  N15   C14  N13   117.01  3.000
 WOE  H152  N15  H151  117.85  3.000
 WOE  H152  N15  C14   119.42  3.000
 WOE  H151  N15  C14   119.80  3.000
 WOE  C14   N16  C9    117.26  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
 WOE  CONST_01  C6    C5   C4   C3     0.00   0.0  0
 WOE  CONST_02  C6    C7   C8   C3     0.00   0.0  0
 WOE  CONST_05  C7    C8   C3   C4     0.00   0.0  0
 WOE  CONST_06  C9    C8   C3   C4   180.00   0.0  0
 WOE  CONST_07  C7    C6   C5   C4     0.00   0.0  0
 WOE  CONST_08  C8    C3   C4   C5     0.00   0.0  0
 WOE  CONST_09  C8    C7   C6   C5     0.00   0.0  0
 WOE  CONST_10  C9    C8   C7   C6   180.00   0.0  0
 WOE  CONST_13  C11   C10  C9   C8   180.00   0.0  0
 WOE  CONST_14  C14   N16  C9   C8   180.00   0.0  0
 WOE  CONST_15  N13   C11  C10  C9     0.00   0.0  0
 WOE  CONST_16  N13   C14  N16  C9     0.00   0.0  0
 WOE  CONST_17  C14   N16  C9   C10    0.00   0.0  0
 WOE  CONST_18  C14   N13  C11  C10    0.00   0.0  0
 WOE  CONST_19  N16   C9   C10  C11    0.00   0.0  0
 WOE  CONST_20  N16   C14  N13  C11    0.00   0.0  0
 WOE  CONST_21  C5    C4   C3   O2   180.00   0.0  0
 WOE  CONST_22  C7    C8   C3   O2   180.00   0.0  0
 WOE  CONST_23  C9    C8   C3   O2     0.00   0.0  0
 WOE  CONST_24  CL1   C11  C10  C9   180.00   0.0  0
 WOE  CONST_25  N15   C14  N16  C9   180.00   0.0  0
 WOE  CONST_26  N15   C14  N13  C11  180.00   0.0  0
 WOE  CONST_27  C14   N13  C11  CL1  180.00   0.0  0
 WOE  CONST_28  H5    C5   C4   C3   180.00   0.0  0
 WOE  CONST_29  H7    C7   C8   C3   180.00   0.0  0
 WOE  CONST_30  H6    C6   C5   C4   180.00   0.0  0
 WOE  CONST_31  H4    C4   C5   C6   180.00   0.0  0
 WOE  CONST_32  H10   C10  C9   C8     0.00   0.0  0
 WOE  CONST_33  H151  N15  C14  N13    0.00   0.0  0
 WOE  CONST_34  H152  N15  C14  N13  180.00   0.0  0
 WOE  Var_01    C4    C3   O2   C1     1.00  30.0  2
 WOE  Var_02    H11C  C1   O2   C3    61.69  30.0  3

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
 WOE  plan-1  O2    0.020
 WOE  plan-1  C3    0.020
 WOE  plan-1  C4    0.020
 WOE  plan-1  C5    0.020
 WOE  plan-1  C6    0.020
 WOE  plan-1  C7    0.020
 WOE  plan-1  C8    0.020
 WOE  plan-1  C9    0.020
 WOE  plan-1  H4    0.020
 WOE  plan-1  H5    0.020
 WOE  plan-1  H6    0.020
 WOE  plan-1  H7    0.020
 WOE  plan-2  C8    0.020
 WOE  plan-2  C9    0.020
 WOE  plan-2  C10   0.020
 WOE  plan-2  C11   0.020
 WOE  plan-2  CL1   0.020
 WOE  plan-2  N13   0.020
 WOE  plan-2  C14   0.020
 WOE  plan-2  N15   0.020
 WOE  plan-2  N16   0.020
 WOE  plan-2  H10   0.020
 WOE  plan-3  C14   0.020
 WOE  plan-3  N15   0.020
 WOE  plan-3  H151  0.020
 WOE  plan-3  H152  0.020

