# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 18:57:43 2022
#   Inital geometry file: a 88 line input string
#   Ligand name: 6-chloranyl-9-[(2-phenyl-1,3-oxazol-5-yl)methyl]purin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1nc(Cl)c2ncn(Cc3oc(nc3)c4ccccc4)c2n1
#
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
 GQ9  GQ9  6-chloranyl-9-[(2-phenyl-1,3-oxazol-5-yl)methyl]purin-2-amine  ligand  34  23  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GQ9
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
 GQ9  C13  C   CR5   0   0.518  -5.0905  32.8257  23.9981
 GQ9  C15  C   CR15  0  -0.216  -5.4237  34.7575  23.2013
 GQ9  C17  C   CR6   0  -0.021  -5.1818  31.4949  24.5803
 GQ9  C20  C   CR16  0  -0.250  -5.4069  28.9599  25.7119
 GQ9  C21  C   CR16  0  -0.237  -4.1550  29.4806  25.4128
 GQ9  C22  C   CR16  0  -0.286  -4.0376  30.7418  24.8492
 GQ9  C02  C   CR15  0   0.121  -2.1536  36.7436  24.8224
 GQ9  C04  C   CR56  0   0.526  -1.1007  34.8547  24.4996
 GQ9  C06  C   CR6   0   0.553   0.2921  33.1606  24.7923
 GQ9  C08  C   CR6   0   0.113   0.3557  34.8554  26.3204
 GQ9  C09  C   CR56  0   0.115  -0.6470  35.5247  25.6416
 GQ9  C16  C   CR5   0   0.343  -4.0884  34.5594  23.2159
 GQ9  C18  C   CR16  0  -0.275  -6.4386  30.9676  24.8806
 GQ9  C19  C   CR16  0  -0.238  -6.5475  29.7069  25.4428
 GQ9  N01  N   N     0  -0.432  -1.3232  36.7044  25.8172
 GQ9  N03  N   NR5   0  -0.504  -2.0645  35.6621  23.9819
 GQ9  N05  N   N     0  -0.479  -0.6708  33.6966  24.0420
 GQ9  N07  N   N     0  -0.451   0.8164  33.7052  25.9125
 GQ9  N14  N   N     0  -0.432  -6.0490  33.6398  23.6996
 GQ9  O12  O   O     0  -0.421  -3.8768  33.3208  23.7241
 GQ9  CL2  CL  CL    0  -0.080   1.0319  35.5373  27.7513
 GQ9  H1   H   HCR5  0   0.276  -5.9682  35.6263  22.8672
 GQ9  H2   H   HCR6  0   0.263  -5.4938  27.9751  26.1519
 GQ9  H3   H   HCR6  0   0.263  -3.2631  28.9036  25.6181
 GQ9  H4   H   HCR6  0   0.260  -3.0533  31.1317  24.6244
 GQ9  H5   H   HCR5  0   0.300  -2.8603  37.5372  24.6261
 GQ9  H6   H   HCH2  0   0.306  -2.3024  34.8724  22.0836
 GQ9  H7   H   HCH2  0   0.316  -3.2511  36.3153  22.4092
 GQ9  H8   H   HCR6  0   0.259  -7.3289  31.5469  24.6741
 GQ9  H9   H   HCR6  0   0.263  -7.5260  29.3062  25.6730
 GQ9  H10  H   HNH2  0   0.401   0.5454  31.5895  23.5272
 GQ9  H11  H   HNH2  0   0.401   1.6144  31.6190  24.8713
 GQ9  C11  C   CH2   0  -0.451  -2.9097  35.3744  22.8388
 GQ9  N10  N   NH2   0  -0.822   0.7757  31.9583  24.4338

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
 GQ9  C11  C16  single    1.482  0.020  1.482
 GQ9  C11  N03  single    1.450  0.020  1.450
 GQ9  C15  C16  aromatic  1.350  0.020  1.350
 GQ9  C15  N14  aromatic  1.374  0.020  1.374
 GQ9  C16  O12  aromatic  1.355  0.020  1.355
 GQ9  N14  C13  aromatic  1.293  0.020  1.293
 GQ9  O12  C13  aromatic  1.339  0.020  1.339
 GQ9  N10  C06  single    1.345  0.020  1.345
 GQ9  N05  C06  aromatic  1.333  0.020  1.333
 GQ9  N05  C04  aromatic  1.317  0.020  1.317
 GQ9  C13  C17  single    1.455  0.020  1.455
 GQ9  N03  C04  aromatic  1.360  0.020  1.360
 GQ9  N03  C02  aromatic  1.373  0.020  1.373
 GQ9  C06  N07  aromatic  1.351  0.020  1.351
 GQ9  C04  C09  aromatic  1.400  0.020  1.400
 GQ9  C17  C18  aromatic  1.396  0.020  1.396
 GQ9  C17  C22  aromatic  1.396  0.020  1.396
 GQ9  C18  C19  aromatic  1.385  0.020  1.385
 GQ9  C22  C21  aromatic  1.386  0.020  1.386
 GQ9  C02  N01  aromatic  1.296  0.020  1.296
 GQ9  C19  C20  aromatic  1.390  0.020  1.390
 GQ9  C21  C20  aromatic  1.388  0.020  1.388
 GQ9  N07  C08  aromatic  1.305  0.020  1.305
 GQ9  C09  N01  aromatic  1.371  0.020  1.371
 GQ9  C09  C08  aromatic  1.383  0.020  1.383
 GQ9  C08  CL2  single    1.723  0.020  1.723
 GQ9  C15  H1   single    0.930  0.020  1.080
 GQ9  C20  H2   single    0.930  0.020  1.080
 GQ9  C21  H3   single    0.930  0.020  1.080
 GQ9  C22  H4   single    0.930  0.020  1.080
 GQ9  C02  H5   single    0.930  0.020  1.080
 GQ9  C11  H6   single    0.970  0.020  1.090
 GQ9  C11  H7   single    0.970  0.020  1.090
 GQ9  C18  H8   single    0.930  0.020  1.080
 GQ9  C19  H9   single    0.930  0.020  1.080
 GQ9  N10  H10  single    0.890  0.020  1.040
 GQ9  N10  H11  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
 GQ9  O12  C13  N14  113.08  3.000
 GQ9  O12  C13  C17  118.47  3.000
 GQ9  N14  C13  C17  128.45  3.000
 GQ9  H1   C15  N14  122.53  3.000
 GQ9  H1   C15  C16  128.39  3.000
 GQ9  N14  C15  C16  109.08  3.000
 GQ9  C18  C17  C22  119.53  3.000
 GQ9  C22  C17  C13  121.26  3.000
 GQ9  C18  C17  C13  119.21  3.000
 GQ9  H2   C20  C19  120.13  3.000
 GQ9  H2   C20  C21  120.08  3.000
 GQ9  C19  C20  C21  119.78  3.000
 GQ9  H3   C21  C22  119.51  3.000
 GQ9  H3   C21  C20  120.16  3.000
 GQ9  C22  C21  C20  120.33  3.000
 GQ9  H4   C22  C21  119.28  3.000
 GQ9  H4   C22  C17  120.74  3.000
 GQ9  C21  C22  C17  119.98  3.000
 GQ9  H5   C02  N03  120.65  3.000
 GQ9  H5   C02  N01  125.48  3.000
 GQ9  N03  C02  N01  113.86  3.000
 GQ9  N05  C04  N03  128.39  3.000
 GQ9  N03  C04  C09  104.85  3.000
 GQ9  N05  C04  C09  126.76  3.000
 GQ9  N10  C06  N07  116.22  3.000
 GQ9  N07  C06  N05  125.79  3.000
 GQ9  N10  C06  N05  117.98  3.000
 GQ9  CL2  C08  N07  118.03  3.000
 GQ9  CL2  C08  C09  120.02  3.000
 GQ9  N07  C08  C09  121.95  3.000
 GQ9  N01  C09  C08  135.30  3.000
 GQ9  C08  C09  C04  113.81  3.000
 GQ9  N01  C09  C04  110.88  3.000
 GQ9  O12  C16  C11  118.28  3.000
 GQ9  O12  C16  C15  107.01  3.000
 GQ9  C11  C16  C15  134.70  3.000
 GQ9  H8   C18  C19  120.02  3.000
 GQ9  H8   C18  C17  119.84  3.000
 GQ9  C19  C18  C17  120.15  3.000
 GQ9  H9   C19  C18  119.65  3.000
 GQ9  H9   C19  C20  120.13  3.000
 GQ9  C18  C19  C20  120.23  3.000
 GQ9  C09  N01  C02  104.10  3.000
 GQ9  C11  N03  C04  126.54  3.000
 GQ9  C04  N03  C02  106.30  3.000
 GQ9  C11  N03  C02  126.95  3.000
 GQ9  C06  N05  C04  113.18  3.000
 GQ9  C08  N07  C06  118.52  3.000
 GQ9  C15  N14  C13  104.98  3.000
 GQ9  C16  O12  C13  105.85  3.000
 GQ9  H7   C11  H6   107.38  3.000
 GQ9  H7   C11  N03  108.79  3.000
 GQ9  H6   C11  N03  108.20  3.000
 GQ9  H7   C11  C16  109.03  3.000
 GQ9  H6   C11  C16  111.45  3.000
 GQ9  N03  C11  C16  111.84  3.000
 GQ9  H11  N10  H10  117.38  3.000
 GQ9  H11  N10  C06  119.07  3.000
 GQ9  H10  N10  C06  119.08  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
 GQ9  CONST_01  C16  C15  N14  C13    0.00   0.0  0
 GQ9  CONST_02  C15  C16  O12  C13    0.00   0.0  0
 GQ9  CONST_03  C19  C18  C17  C13  180.00   0.0  0
 GQ9  CONST_04  C21  C22  C17  C13  180.00   0.0  0
 GQ9  CONST_05  O12  C13  N14  C15    0.00   0.0  0
 GQ9  CONST_06  C17  C13  N14  C15  180.00   0.0  0
 GQ9  CONST_07  C16  O12  C13  C17  180.00   0.0  0
 GQ9  CONST_08  C20  C19  C18  C17    0.00   0.0  0
 GQ9  CONST_09  C20  C21  C22  C17    0.00   0.0  0
 GQ9  CONST_10  C18  C17  C22  C21    0.00   0.0  0
 GQ9  CONST_11  C18  C19  C20  C21    0.00   0.0  0
 GQ9  CONST_12  N14  C13  C17  C22  180.00   0.0  0
 GQ9  CONST_13  O12  C13  C17  C22    0.00   0.0  0
 GQ9  CONST_14  C19  C18  C17  C22    0.00   0.0  0
 GQ9  CONST_15  C19  C20  C21  C22    0.00   0.0  0
 GQ9  CONST_16  N05  C04  N03  C02  180.00   0.0  0
 GQ9  CONST_17  C09  C04  N03  C02    0.00   0.0  0
 GQ9  CONST_18  C04  C09  N01  C02    0.00   0.0  0
 GQ9  CONST_19  C08  C09  N01  C02  180.00   0.0  0
 GQ9  CONST_20  N07  C06  N05  C04    0.00   0.0  0
 GQ9  CONST_21  N01  C02  N03  C04    0.00   0.0  0
 GQ9  CONST_22  N07  C08  C09  C04    0.00   0.0  0
 GQ9  CONST_23  N03  C04  N05  C06  180.00   0.0  0
 GQ9  CONST_24  C09  C04  N05  C06    0.00   0.0  0
 GQ9  CONST_25  C09  C08  N07  C06    0.00   0.0  0
 GQ9  CONST_26  N05  C06  N07  C08    0.00   0.0  0
 GQ9  CONST_27  N05  C04  C09  C08    0.00   0.0  0
 GQ9  CONST_28  N03  C04  C09  C08  180.00   0.0  0
 GQ9  CONST_29  N03  C02  N01  C09    0.00   0.0  0
 GQ9  CONST_30  N14  C13  O12  C16    0.00   0.0  0
 GQ9  CONST_31  N14  C13  C17  C18    0.00   0.0  0
 GQ9  CONST_32  O12  C13  C17  C18  180.00   0.0  0
 GQ9  CONST_33  N05  C04  C09  N01  180.00   0.0  0
 GQ9  CONST_34  N03  C04  C09  N01    0.00   0.0  0
 GQ9  CONST_35  N07  C08  C09  N01  180.00   0.0  0
 GQ9  CONST_36  O12  C16  C15  N14    0.00   0.0  0
 GQ9  CONST_37  C11  C16  O12  C13  180.00   0.0  0
 GQ9  CONST_38  N10  C06  N05  C04  180.00   0.0  0
 GQ9  CONST_39  CL2  C08  C09  C04  180.00   0.0  0
 GQ9  CONST_40  CL2  C08  N07  C06  180.00   0.0  0
 GQ9  CONST_41  N10  C06  N07  C08  180.00   0.0  0
 GQ9  CONST_42  C11  N03  C04  C09  180.00   0.0  0
 GQ9  CONST_43  N14  C15  C16  C11  180.00   0.0  0
 GQ9  CONST_44  N05  C04  N03  C11    0.00   0.0  0
 GQ9  CONST_45  N01  C02  N03  C11  180.00   0.0  0
 GQ9  CONST_46  CL2  C08  C09  N01    0.00   0.0  0
 GQ9  CONST_47  H1   C15  N14  C13  180.00   0.0  0
 GQ9  CONST_48  H8   C18  C17  C13    0.00   0.0  0
 GQ9  CONST_49  H4   C22  C17  C13    0.00   0.0  0
 GQ9  CONST_50  H9   C19  C18  C17  180.00   0.0  0
 GQ9  CONST_51  H3   C21  C22  C17  180.00   0.0  0
 GQ9  CONST_52  H2   C20  C21  C22  180.00   0.0  0
 GQ9  CONST_53  H5   C02  N03  C04  180.00   0.0  0
 GQ9  CONST_54  H10  N10  C06  N05    0.00   0.0  0
 GQ9  CONST_55  H11  N10  C06  N05  180.00   0.0  0
 GQ9  Var_01    N03  C11  C16  C15  116.47  30.0  3
 GQ9  Var_02    C16  C11  N03  C02  -90.17  30.0  2

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
 GQ9  plan-1  C13  0.020
 GQ9  plan-1  C15  0.020
 GQ9  plan-1  C17  0.020
 GQ9  plan-1  C16  0.020
 GQ9  plan-1  N14  0.020
 GQ9  plan-1  O12  0.020
 GQ9  plan-1  H1   0.020
 GQ9  plan-1  C11  0.020
 GQ9  plan-2  C13  0.020
 GQ9  plan-2  C17  0.020
 GQ9  plan-2  C20  0.020
 GQ9  plan-2  C21  0.020
 GQ9  plan-2  C22  0.020
 GQ9  plan-2  C18  0.020
 GQ9  plan-2  C19  0.020
 GQ9  plan-2  H2   0.020
 GQ9  plan-2  H3   0.020
 GQ9  plan-2  H4   0.020
 GQ9  plan-2  H8   0.020
 GQ9  plan-2  H9   0.020
 GQ9  plan-3  C02  0.020
 GQ9  plan-3  C04  0.020
 GQ9  plan-3  C06  0.020
 GQ9  plan-3  C08  0.020
 GQ9  plan-3  C09  0.020
 GQ9  plan-3  N01  0.020
 GQ9  plan-3  N03  0.020
 GQ9  plan-3  N05  0.020
 GQ9  plan-3  N07  0.020
 GQ9  plan-3  CL2  0.020
 GQ9  plan-3  H5   0.020
 GQ9  plan-3  C11  0.020
 GQ9  plan-3  N10  0.020
 GQ9  plan-4  C06  0.020
 GQ9  plan-4  H10  0.020
 GQ9  plan-4  H11  0.020
 GQ9  plan-4  N10  0.020

