# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 20 15:25:30 2022
#   Inital geometry file: a 98 line input string
#   Ligand name: 4-azanyl-6-[1-[(1~{R})-1-phenylethyl]pyrazol-4-yl]pyrimidine-5-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](n1cc(cn1)c2ncnc(N)c2C#N)c3ccccc3
#
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
 Q0Q  Q0Q  4-azanyl-6-[1-[(1~{R})-1-phenylethyl]pyrazol-4-yl]pyrimidine-5-carbonitrile  ligand  36  22  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_Q0Q
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
 Q0Q  C10  C  CR5   0  -0.216  20.2268  15.4370  34.2925
 Q0Q  N12  N  NR5   0  -0.267  20.7950  14.9665  36.3495
 Q0Q  C13  C  CH1   0  -0.214  21.2289  14.2703  37.5591
 Q0Q  C15  C  CR6   0   0.168  22.7375  14.3088  37.6751
 Q0Q  C17  C  CR16  0  -0.238  24.8581  13.1536  37.5853
 Q0Q  C20  C  CR16  0  -0.296  23.4135  15.4944  37.9560
 Q0Q  C22  C  CR15  0  -0.024  20.3725  16.5977  35.0866
 Q0Q  C02  C  CR6   0   0.549  19.4522  14.4761  30.7124
 Q0Q  C03  C  CR6   0  -0.172  19.8778  14.3160  32.0591
 Q0Q  C04  C  CSP   0  -0.018  20.3410  13.0507  32.4828
 Q0Q  N05  N  NS    0  -0.242  20.7146  12.0010  32.7851
 Q0Q  C06  C  CR6   0   0.334  19.8356  15.4364  32.8970
 Q0Q  N07  N  N     0  -0.466  19.4246  16.6150  32.4187
 Q0Q  C08  C  CR16  0   0.069  19.0629  16.6586  31.1490
 Q0Q  N09  N  N     0  -0.449  19.0447  15.6725  30.2765
 Q0Q  C11  C  CR15  0   0.044  20.5187  14.4031  35.1713
 Q0Q  C14  C  CH3   0  -0.649  20.5122  14.8144  38.7850
 Q0Q  C16  C  CR16  0  -0.314  23.4718  13.1424  37.4910
 Q0Q  C18  C  CR16  0  -0.262  25.5243  14.3379  37.8637
 Q0Q  C19  C  CR16  0  -0.237  24.7976  15.5080  38.0484
 Q0Q  N21  N  N     0  -0.265  20.7212  16.2973  36.3152
 Q0Q  H1   H  HCH1  0   0.290  20.9244  13.2323  37.4126
 Q0Q  H2   H  HCR6  0   0.256  25.4146  12.2365  37.4401
 Q0Q  H3   H  HCR6  0   0.256  22.8625  16.4156  38.0981
 Q0Q  H4   H  HCR5  0   0.268  20.2335  17.6245  34.7871
 Q0Q  H5   H  HNH2  0   0.414  19.1336  13.6343  28.9017
 Q0Q  H6   H  HNH2  0   0.422  19.7175  12.5329  30.0889
 Q0Q  H7   H  HCR6  0   0.266  18.7368  17.6253  30.7795
 Q0Q  H8   H  HCR5  0   0.302  20.5309  13.3323  35.0579
 Q0Q  H9   H  HCH3  0   0.249  20.7941  14.2222  39.6542
 Q0Q  H10  H  HCH3  0   0.244  20.7710  15.8526  38.9826
 Q0Q  H11  H  HCH3  0   0.248  19.4318  14.7442  38.6614
 Q0Q  H12  H  HCR6  0   0.256  22.9568  12.2143  37.2721
 Q0Q  H13  H  HCR6  0   0.256  26.6041  14.3511  37.9372
 Q0Q  H14  H  HCR6  0   0.255  25.3113  16.4356  38.2661
 Q0Q  N01  N  NH2   0  -0.817  19.4456  13.4700  29.8444

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
 Q0Q  N01  C02  single    1.329  0.020  1.329
 Q0Q  N09  C02  aromatic  1.337  0.020  1.337
 Q0Q  N09  C08  aromatic  1.317  0.020  1.317
 Q0Q  C02  C03  aromatic  1.421  0.020  1.421
 Q0Q  C08  N07  aromatic  1.321  0.020  1.321
 Q0Q  C03  C04  single    1.412  0.020  1.412
 Q0Q  C03  C06  aromatic  1.400  0.020  1.400
 Q0Q  N07  C06  aromatic  1.337  0.020  1.337
 Q0Q  C04  N05  triple    1.154  0.020  1.154
 Q0Q  C06  C10  single    1.449  0.020  1.449
 Q0Q  C10  C22  aromatic  1.414  0.020  1.414
 Q0Q  C10  C11  aromatic  1.388  0.020  1.388
 Q0Q  C22  N21  aromatic  1.312  0.020  1.312
 Q0Q  C11  N12  aromatic  1.335  0.020  1.335
 Q0Q  N21  N12  aromatic  1.333  0.020  1.333
 Q0Q  N12  C13  single    1.462  0.020  1.462
 Q0Q  C16  C17  aromatic  1.390  0.020  1.390
 Q0Q  C16  C15  aromatic  1.391  0.020  1.391
 Q0Q  C17  C18  aromatic  1.387  0.020  1.387
 Q0Q  C13  C15  single    1.513  0.020  1.513
 Q0Q  C13  C14  single    1.521  0.020  1.521
 Q0Q  C15  C20  aromatic  1.393  0.020  1.393
 Q0Q  C18  C19  aromatic  1.390  0.020  1.390
 Q0Q  C20  C19  aromatic  1.387  0.020  1.387
 Q0Q  C13  H1   single    0.970  0.020  1.090
 Q0Q  C17  H2   single    0.930  0.020  1.080
 Q0Q  C20  H3   single    0.930  0.020  1.080
 Q0Q  C22  H4   single    0.930  0.020  1.080
 Q0Q  N01  H5   single    0.860  0.020  1.020
 Q0Q  N01  H6   single    0.860  0.020  1.020
 Q0Q  C08  H7   single    0.930  0.020  1.080
 Q0Q  C11  H8   single    0.930  0.020  1.080
 Q0Q  C14  H9   single    0.970  0.020  1.090
 Q0Q  C14  H10  single    0.970  0.020  1.090
 Q0Q  C14  H11  single    0.970  0.020  1.090
 Q0Q  C16  H12  single    0.930  0.020  1.080
 Q0Q  C18  H13  single    0.930  0.020  1.080
 Q0Q  C19  H14  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
 Q0Q  C11  C10  C06  131.77  3.000
 Q0Q  C11  C10  C22  103.54  3.000
 Q0Q  C06  C10  C22  124.68  3.000
 Q0Q  N21  N12  C11  112.78  3.000
 Q0Q  N21  N12  C13  120.87  3.000
 Q0Q  C11  N12  C13  126.22  3.000
 Q0Q  H1   C13  C14  108.48  3.000
 Q0Q  H1   C13  C15  108.21  3.000
 Q0Q  C14  C13  C15  113.51  3.000
 Q0Q  H1   C13  N12  105.01  3.000
 Q0Q  C14  C13  N12  110.90  3.000
 Q0Q  C15  C13  N12  110.32  3.000
 Q0Q  C16  C15  C20  118.96  3.000
 Q0Q  C20  C15  C13  121.38  3.000
 Q0Q  C16  C15  C13  119.66  3.000
 Q0Q  H2   C17  C18  120.22  3.000
 Q0Q  H2   C17  C16  119.80  3.000
 Q0Q  C18  C17  C16  119.98  3.000
 Q0Q  H3   C20  C19  119.38  3.000
 Q0Q  H3   C20  C15  120.23  3.000
 Q0Q  C19  C20  C15  120.38  3.000
 Q0Q  H4   C22  N21  120.82  3.000
 Q0Q  H4   C22  C10  127.75  3.000
 Q0Q  N21  C22  C10  111.43  3.000
 Q0Q  N09  C02  C03  120.06  3.000
 Q0Q  C03  C02  N01  122.35  3.000
 Q0Q  N09  C02  N01  117.59  3.000
 Q0Q  C06  C03  C04  123.19  3.000
 Q0Q  C06  C03  C02  117.90  3.000
 Q0Q  C04  C03  C02  118.90  3.000
 Q0Q  N05  C04  C03  180.00  3.000
 Q0Q  N07  C06  C03  120.06  3.000
 Q0Q  N07  C06  C10  115.29  3.000
 Q0Q  C03  C06  C10  124.65  3.000
 Q0Q  C08  N07  C06  117.21  3.000
 Q0Q  H7   C08  N09  115.93  3.000
 Q0Q  H7   C08  N07  116.04  3.000
 Q0Q  N09  C08  N07  128.02  3.000
 Q0Q  C08  N09  C02  116.73  3.000
 Q0Q  H8   C11  N12  120.68  3.000
 Q0Q  H8   C11  C10  132.56  3.000
 Q0Q  N12  C11  C10  106.74  3.000
 Q0Q  H11  C14  H10  108.53  3.000
 Q0Q  H11  C14  H9   108.19  3.000
 Q0Q  H10  C14  H9   108.21  3.000
 Q0Q  H11  C14  C13  110.66  3.000
 Q0Q  H10  C14  C13  112.07  3.000
 Q0Q  H9   C14  C13  109.08  3.000
 Q0Q  H12  C16  C17  119.65  3.000
 Q0Q  H12  C16  C15  119.62  3.000
 Q0Q  C17  C16  C15  120.74  3.000
 Q0Q  H13  C18  C19  120.16  3.000
 Q0Q  H13  C18  C17  120.21  3.000
 Q0Q  C19  C18  C17  119.63  3.000
 Q0Q  H14  C19  C18  120.00  3.000
 Q0Q  H14  C19  C20  119.69  3.000
 Q0Q  C18  C19  C20  120.31  3.000
 Q0Q  C22  N21  N12  105.50  3.000
 Q0Q  H6   N01  H5   117.61  3.000
 Q0Q  H6   N01  C02  123.05  3.000
 Q0Q  H5   N01  C02  119.32  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
 Q0Q  CONST_01  C02  C03  C06  C10  180.00  0.0  0
 Q0Q  CONST_02  C08  N07  C06  C10  180.00  0.0  0
 Q0Q  CONST_03  N12  N21  C22  C10    0.00  0.0  0
 Q0Q  CONST_04  N21  N12  C11  C10    0.00  0.0  0
 Q0Q  CONST_05  C06  C10  C11  N12  180.00  0.0  0
 Q0Q  CONST_06  C22  C10  C11  N12    0.00  0.0  0
 Q0Q  CONST_07  C18  C17  C16  C15    0.00  0.0  0
 Q0Q  CONST_08  C18  C19  C20  C15    0.00  0.0  0
 Q0Q  CONST_09  C20  C15  C16  C17    0.00  0.0  0
 Q0Q  CONST_10  C20  C19  C18  C17    0.00  0.0  0
 Q0Q  CONST_11  C03  C06  C10  C22  180.00  0.0  0
 Q0Q  CONST_12  N07  C06  C10  C22    0.00  0.0  0
 Q0Q  CONST_13  C11  N12  N21  C22    0.00  0.0  0
 Q0Q  CONST_14  N07  C08  N09  C02    0.00  0.0  0
 Q0Q  CONST_15  N07  C06  C03  C02    0.00  0.0  0
 Q0Q  CONST_16  C08  N09  C02  C03    0.00  0.0  0
 Q0Q  CONST_17  C08  N07  C06  C03    0.00  0.0  0
 Q0Q  CONST_18  C11  C10  C06  C03    0.00  0.0  0
 Q0Q  CONST_19  N09  C02  C03  C06    0.00  0.0  0
 Q0Q  CONST_20  N09  C08  N07  C06    0.00  0.0  0
 Q0Q  CONST_21  N21  C22  C10  C06  180.00  0.0  0
 Q0Q  CONST_22  C11  C10  C06  N07  180.00  0.0  0
 Q0Q  CONST_23  N21  C22  C10  C11    0.00  0.0  0
 Q0Q  CONST_24  C19  C18  C17  C16    0.00  0.0  0
 Q0Q  CONST_25  C19  C20  C15  C16    0.00  0.0  0
 Q0Q  CONST_26  C04  C03  C06  C10    0.00  0.0  0
 Q0Q  CONST_27  C13  N12  C11  C10  180.00  0.0  0
 Q0Q  CONST_28  C22  N21  N12  C13  180.00  0.0  0
 Q0Q  CONST_29  C17  C16  C15  C13  180.00  0.0  0
 Q0Q  CONST_30  C19  C20  C15  C13  180.00  0.0  0
 Q0Q  CONST_31  C08  N09  C02  N01  180.00  0.0  0
 Q0Q  CONST_32  C06  C03  C02  N01  180.00  0.0  0
 Q0Q  CONST_33  N09  C02  C03  C04  180.00  0.0  0
 Q0Q  CONST_34  N07  C06  C03  C04  180.00  0.0  0
 Q0Q  CONST_35  H4   C22  N21  N12  180.00  0.0  0
 Q0Q  CONST_36  H2   C17  C16  C15  180.00  0.0  0
 Q0Q  CONST_37  H14  C19  C20  C15  180.00  0.0  0
 Q0Q  CONST_38  H12  C16  C15  C20  180.00  0.0  0
 Q0Q  CONST_39  H13  C18  C19  C20  180.00  0.0  0
 Q0Q  CONST_40  H8   C11  C10  C22  180.00  0.0  0
 Q0Q  CONST_41  H7   C08  N09  C02  180.00  0.0  0
 Q0Q  CONST_42  H3   C20  C15  C16  180.00  0.0  0
 Q0Q  CONST_43  H5   N01  C02  C03  180.00  0.0  0
 Q0Q  CONST_44  H6   N01  C02  C03    0.00  0.0  0

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
 Q0Q  chir_01  C13  N12  C15  C14  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
 Q0Q  plan-1  C10  0.020
 Q0Q  plan-1  N12  0.020
 Q0Q  plan-1  C13  0.020
 Q0Q  plan-1  C22  0.020
 Q0Q  plan-1  C06  0.020
 Q0Q  plan-1  C11  0.020
 Q0Q  plan-1  N21  0.020
 Q0Q  plan-1  H4   0.020
 Q0Q  plan-1  H8   0.020
 Q0Q  plan-2  C10  0.020
 Q0Q  plan-2  C02  0.020
 Q0Q  plan-2  C03  0.020
 Q0Q  plan-2  C04  0.020
 Q0Q  plan-2  N05  0.020
 Q0Q  plan-2  C06  0.020
 Q0Q  plan-2  N07  0.020
 Q0Q  plan-2  C08  0.020
 Q0Q  plan-2  N09  0.020
 Q0Q  plan-2  H7   0.020
 Q0Q  plan-2  N01  0.020
 Q0Q  plan-3  C13  0.020
 Q0Q  plan-3  C15  0.020
 Q0Q  plan-3  C17  0.020
 Q0Q  plan-3  C20  0.020
 Q0Q  plan-3  C16  0.020
 Q0Q  plan-3  C18  0.020
 Q0Q  plan-3  C19  0.020
 Q0Q  plan-3  H2   0.020
 Q0Q  plan-3  H3   0.020
 Q0Q  plan-3  H12  0.020
 Q0Q  plan-3  H13  0.020
 Q0Q  plan-3  H14  0.020
 Q0Q  plan-4  C02  0.020
 Q0Q  plan-4  H5   0.020
 Q0Q  plan-4  H6   0.020
 Q0Q  plan-4  N01  0.020

