# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 17:25:13 2022
#   Inital geometry file: a 79 line input string
#   Ligand name: 6-chloranyl-9-[(4-methylphenyl)methyl]purin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(Cn2cnc3c(Cl)nc(N)nc23)cc1
#
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
 GQ6  GQ6  6-chloranyl-9-[(4-methylphenyl)methyl]purin-2-amine  ligand  31  19  .  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_GQ6
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
 GQ6  C13  C   CR6   0   0.117  -3.8908  33.1291  23.7263
 GQ6  C15  C   CR16  0  -0.284  -3.8932  30.7320  23.9998
 GQ6  C17  C   CR16  0  -0.283  -5.7474  32.0139  24.7917
 GQ6  C02  C   CR6   0   0.549   0.8208  33.7099  24.7840
 GQ6  C04  C   CR56  0   0.528  -1.1734  34.6712  24.7210
 GQ6  C05  C   CR56  0   0.113  -0.8988  35.4822  25.8292
 GQ6  C06  C   CR6   0   0.110   0.3660  35.2987  26.3574
 GQ6  C08  C   CR15  0   0.114  -2.8546  35.9656  25.2286
 GQ6  C12  C   CH2   0  -0.433  -3.2138  34.3973  23.2793
 GQ6  C14  C   CR16  0  -0.275  -3.2772  31.8932  23.5553
 GQ6  C16  C   CR6   0   0.090  -5.1383  30.7719  24.6231
 GQ6  C18  C   CR16  0  -0.281  -5.1341  33.1762  24.3487
 GQ6  C19  C   CH3   0  -0.719  -5.8187  29.5110  25.0700
 GQ6  N01  N   N     0  -0.452   1.2078  34.4372  25.8553
 GQ6  N03  N   N     0  -0.479  -0.3612  33.7884  24.1734
 GQ6  N07  N   NR5   0  -0.491  -2.4348  35.0055  24.3453
 GQ6  N09  N   N     0  -0.436  -1.9708  36.2834  26.1248
 GQ6  CL1  CL  CL    0  -0.082   0.8741  36.2239  27.7204
 GQ6  H1   H   HCR6  0   0.247  -3.3972  29.7788  23.8586
 GQ6  H2   H   HCR6  0   0.247  -6.7159  32.0725  25.2746
 GQ6  H3   H   HCR5  0   0.297  -3.8412  36.3987  25.1450
 GQ6  H4   H   HCH2  0   0.291  -2.5435  34.2101  22.4410
 GQ6  H5   H   HCH2  0   0.295  -3.9471  35.1344  22.9520
 GQ6  H6   H   HCR6  0   0.249  -2.3082  31.8374  23.0743
 GQ6  H7   H   HCR6  0   0.252  -5.6316  34.1296  24.4875
 GQ6  H8   H   HCH3  0   0.248  -6.4461  29.1045  24.2739
 GQ6  H9   H   HCH3  0   0.244  -5.0964  28.7402  25.3363
 GQ6  H10  H   HCH3  0   0.244  -6.4632  29.6870  25.9307
 GQ6  H11  H   HNH2  0   0.399   1.5459  32.3876  23.4256
 GQ6  H12  H   HNH2  0   0.400   2.6644  32.8704  24.6313
 GQ6  N11  N   NH2   0  -0.821   1.7094  32.8090  24.3238

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
 GQ6  C12  C13  single    1.505  0.020  1.505
 GQ6  C12  N07  single    1.454  0.020  1.454
 GQ6  C13  C18  aromatic  1.391  0.020  1.391
 GQ6  C13  C14  aromatic  1.390  0.020  1.390
 GQ6  N11  C02  single    1.346  0.020  1.346
 GQ6  C18  C17  aromatic  1.387  0.020  1.387
 GQ6  C14  C15  aromatic  1.388  0.020  1.388
 GQ6  N03  C02  aromatic  1.333  0.020  1.333
 GQ6  N03  C04  aromatic  1.319  0.020  1.319
 GQ6  N07  C04  aromatic  1.358  0.020  1.358
 GQ6  N07  C08  aromatic  1.370  0.020  1.370
 GQ6  C17  C16  aromatic  1.394  0.020  1.394
 GQ6  C15  C16  aromatic  1.393  0.020  1.393
 GQ6  C02  N01  aromatic  1.351  0.020  1.351
 GQ6  C16  C19  single    1.501  0.020  1.501
 GQ6  C04  C05  aromatic  1.400  0.020  1.400
 GQ6  C08  N09  aromatic  1.298  0.020  1.298
 GQ6  N01  C06  aromatic  1.305  0.020  1.305
 GQ6  C05  N09  aromatic  1.371  0.020  1.371
 GQ6  C05  C06  aromatic  1.383  0.020  1.383
 GQ6  C06  CL1  single    1.724  0.020  1.724
 GQ6  C15  H1   single    0.930  0.020  1.080
 GQ6  C17  H2   single    0.930  0.020  1.080
 GQ6  C08  H3   single    0.930  0.020  1.080
 GQ6  C12  H4   single    0.970  0.020  1.090
 GQ6  C12  H5   single    0.970  0.020  1.090
 GQ6  C14  H6   single    0.930  0.020  1.080
 GQ6  C18  H7   single    0.930  0.020  1.080
 GQ6  C19  H8   single    0.970  0.020  1.090
 GQ6  C19  H9   single    0.970  0.020  1.090
 GQ6  C19  H10  single    0.970  0.020  1.090
 GQ6  N11  H11  single    0.890  0.020  1.040
 GQ6  N11  H12  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
 GQ6  C18  C13  C14  118.65  3.000
 GQ6  C14  C13  C12  120.92  3.000
 GQ6  C18  C13  C12  120.41  3.000
 GQ6  H1   C15  C16  119.51  3.000
 GQ6  H1   C15  C14  119.41  3.000
 GQ6  C16  C15  C14  121.08  3.000
 GQ6  H2   C17  C18  119.49  3.000
 GQ6  H2   C17  C16  119.51  3.000
 GQ6  C18  C17  C16  121.00  3.000
 GQ6  N11  C02  N03  117.91  3.000
 GQ6  N03  C02  N01  125.84  3.000
 GQ6  N11  C02  N01  116.23  3.000
 GQ6  N07  C04  N03  128.46  3.000
 GQ6  N07  C04  C05  104.98  3.000
 GQ6  N03  C04  C05  126.55  3.000
 GQ6  N09  C05  C06  135.28  3.000
 GQ6  C06  C05  C04  113.87  3.000
 GQ6  N09  C05  C04  110.84  3.000
 GQ6  CL1  C06  N01  117.93  3.000
 GQ6  CL1  C06  C05  120.02  3.000
 GQ6  N01  C06  C05  122.05  3.000
 GQ6  H3   C08  N09  125.22  3.000
 GQ6  H3   C08  N07  120.70  3.000
 GQ6  N09  C08  N07  114.08  3.000
 GQ6  H5   C12  H4   107.40  3.000
 GQ6  H5   C12  N07  107.33  3.000
 GQ6  H4   C12  N07  107.84  3.000
 GQ6  H5   C12  C13  110.87  3.000
 GQ6  H4   C12  C13  111.12  3.000
 GQ6  N07  C12  C13  112.06  3.000
 GQ6  H6   C14  C15  119.76  3.000
 GQ6  H6   C14  C13  119.68  3.000
 GQ6  C15  C14  C13  120.57  3.000
 GQ6  C19  C16  C17  120.97  3.000
 GQ6  C19  C16  C15  120.96  3.000
 GQ6  C17  C16  C15  118.05  3.000
 GQ6  H7   C18  C17  119.54  3.000
 GQ6  H7   C18  C13  119.81  3.000
 GQ6  C17  C18  C13  120.65  3.000
 GQ6  H10  C19  H9   108.26  3.000
 GQ6  H10  C19  H8   107.23  3.000
 GQ6  H9   C19  H8   107.20  3.000
 GQ6  H10  C19  C16  111.58  3.000
 GQ6  H9   C19  C16  111.51  3.000
 GQ6  H8   C19  C16  110.86  3.000
 GQ6  C06  N01  C02  118.39  3.000
 GQ6  C04  N03  C02  113.29  3.000
 GQ6  C12  N07  C08  126.98  3.000
 GQ6  C08  N07  C04  106.18  3.000
 GQ6  C12  N07  C04  126.71  3.000
 GQ6  C08  N09  C05  103.91  3.000
 GQ6  H12  N11  H11  116.96  3.000
 GQ6  H12  N11  C02  118.79  3.000
 GQ6  H11  N11  C02  118.58  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
 GQ6  CONST_01  C16  C17  C18  C13    0.00   0.0  0
 GQ6  CONST_02  C16  C15  C14  C13    0.00   0.0  0
 GQ6  CONST_03  C18  C13  C14  C15    0.00   0.0  0
 GQ6  CONST_04  C18  C17  C16  C15    0.00   0.0  0
 GQ6  CONST_05  C14  C13  C18  C17    0.00   0.0  0
 GQ6  CONST_06  C14  C15  C16  C17    0.00   0.0  0
 GQ6  CONST_07  N07  C04  N03  C02  180.00   0.0  0
 GQ6  CONST_08  C05  C04  N03  C02    0.00   0.0  0
 GQ6  CONST_09  C05  C06  N01  C02    0.00   0.0  0
 GQ6  CONST_10  N01  C02  N03  C04    0.00   0.0  0
 GQ6  CONST_11  N09  C08  N07  C04    0.00   0.0  0
 GQ6  CONST_12  C08  N09  C05  C04    0.00   0.0  0
 GQ6  CONST_13  N01  C06  C05  C04    0.00   0.0  0
 GQ6  CONST_14  C08  N07  C04  C05    0.00   0.0  0
 GQ6  CONST_15  N07  C08  N09  C05    0.00   0.0  0
 GQ6  CONST_16  N03  C02  N01  C06    0.00   0.0  0
 GQ6  CONST_17  N03  C04  C05  C06    0.00   0.0  0
 GQ6  CONST_18  N07  C04  C05  C06  180.00   0.0  0
 GQ6  CONST_19  C08  N09  C05  C06  180.00   0.0  0
 GQ6  CONST_20  N03  C04  N07  C08  180.00   0.0  0
 GQ6  CONST_21  N09  C05  C06  N01  180.00   0.0  0
 GQ6  CONST_22  N09  C05  C04  N03  180.00   0.0  0
 GQ6  CONST_23  N09  C05  C04  N07    0.00   0.0  0
 GQ6  CONST_24  C12  C13  C14  C15  180.00   0.0  0
 GQ6  CONST_25  C12  C13  C18  C17  180.00   0.0  0
 GQ6  CONST_26  CL1  C06  N01  C02  180.00   0.0  0
 GQ6  CONST_27  N11  C02  N03  C04  180.00   0.0  0
 GQ6  CONST_28  CL1  C06  C05  C04  180.00   0.0  0
 GQ6  CONST_29  C12  N07  C04  C05  180.00   0.0  0
 GQ6  CONST_30  N11  C02  N01  C06  180.00   0.0  0
 GQ6  CONST_31  N03  C04  N07  C12    0.00   0.0  0
 GQ6  CONST_32  N09  C08  N07  C12  180.00   0.0  0
 GQ6  CONST_33  C19  C16  C15  C14  180.00   0.0  0
 GQ6  CONST_34  C19  C16  C17  C18  180.00   0.0  0
 GQ6  CONST_35  CL1  C06  C05  N09    0.00   0.0  0
 GQ6  CONST_36  H2   C17  C18  C13  180.00   0.0  0
 GQ6  CONST_37  H1   C15  C14  C13  180.00   0.0  0
 GQ6  CONST_38  H3   C08  N07  C04  180.00   0.0  0
 GQ6  CONST_39  H7   C18  C13  C14  180.00   0.0  0
 GQ6  CONST_40  H6   C14  C15  C16  180.00   0.0  0
 GQ6  CONST_41  H11  N11  C02  N01  180.00   0.0  0
 GQ6  CONST_42  H12  N11  C02  N01    0.00   0.0  0
 GQ6  Var_01    C04  N07  C12  C13   82.54  30.0  2
 GQ6  Var_02    N07  C12  C13  C14  -92.34  30.0  3
 GQ6  Var_03    H8   C19  C16  C15  -89.53  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
 GQ6  plan-1  C13  0.020
 GQ6  plan-1  C15  0.020
 GQ6  plan-1  C17  0.020
 GQ6  plan-1  C12  0.020
 GQ6  plan-1  C14  0.020
 GQ6  plan-1  C16  0.020
 GQ6  plan-1  C18  0.020
 GQ6  plan-1  C19  0.020
 GQ6  plan-1  H1   0.020
 GQ6  plan-1  H2   0.020
 GQ6  plan-1  H6   0.020
 GQ6  plan-1  H7   0.020
 GQ6  plan-2  C02  0.020
 GQ6  plan-2  C04  0.020
 GQ6  plan-2  C05  0.020
 GQ6  plan-2  C06  0.020
 GQ6  plan-2  C08  0.020
 GQ6  plan-2  C12  0.020
 GQ6  plan-2  N01  0.020
 GQ6  plan-2  N03  0.020
 GQ6  plan-2  N07  0.020
 GQ6  plan-2  N09  0.020
 GQ6  plan-2  CL1  0.020
 GQ6  plan-2  H3   0.020
 GQ6  plan-2  N11  0.020
 GQ6  plan-3  C02  0.020
 GQ6  plan-3  H11  0.020
 GQ6  plan-3  H12  0.020
 GQ6  plan-3  N11  0.020

