# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 03:19:20 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: 2,4-bis(azanyl)-6-[[(1~{S})-1-[5-chloranyl-3-(5-fluoranyl-4-methyl-pyridin-3-yl)-4-oxidanylidene-quinazolin-2-yl]ethyl]amino]pyrimidine-5-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](Nc1nc(N)nc(N)c1C#N)C2=Nc3cccc(Cl)c3C(=O)N2c4cncc(F)c4C
#
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
 76C  76C  2,4-bis(azanyl)-6-[[(1~{S})-1-[5-chloranyl-3-(5-fluoranyl-4-methyl-pyridin-3-yl)-4-oxidanylidene-quinazolin-2-yl]ethyl]amino]pyrimidine-5-carbonitrile  ligand  50  33  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_76C
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
 76C  C10  C   CSP   0  -0.002   3.6225  -3.1415  -0.5085
 76C  C13  C   CH3   0  -0.641   0.5522  -0.2009  -3.1144
 76C  C17  C   CR66  0  -0.009  -3.0250  -1.0084   0.1732
 76C  C20  C   CR6   0  -0.087  -4.2635  -1.4166   0.6994
 76C  C21  C   CR16  0  -0.220  -4.5899  -2.7537   0.7829
 76C  C22  C   CR16  0  -0.247  -3.6870  -3.7195   0.3407
 76C  C26  C   CR6   0   0.123  -0.8529   1.9142  -0.5112
 76C  C01  C   CR6   0   0.622   2.8204  -0.8142  -0.4221
 76C  C02  C   CR6   0  -0.288   3.7591  -1.8159  -0.0716
 76C  C03  C   CR6   0   0.538   4.8519  -1.4067   0.7336
 76C  N04  N   N     0  -0.524   4.9763  -0.1491   1.1422
 76C  C05  C   CR6   0   0.589   4.0281   0.7054   0.7561
 76C  N06  N   N     0  -0.551   2.9642   0.4349  -0.0081
 76C  N07  N   NH2   0  -0.826   5.7958  -2.2699   1.1099
 76C  N08  N   NH2   0  -0.813   4.1452   1.9664   1.1830
 76C  N09  N   NH1   0  -0.665   1.7665  -1.1144  -1.1991
 76C  N11  N   NS    0  -0.271   3.5080  -4.2356  -0.8702
 76C  C12  C   CH1   0  -0.215   0.7641  -0.1637  -1.6023
 76C  C14  C   CR6   0   0.509  -0.5535  -0.4677  -0.9106
 76C  N15  N   NR6   0  -0.664  -1.3343   0.5718  -0.4721
 76C  C16  C   CR6   0   0.559  -2.6055   0.3874   0.0874
 76C  C18  C   CR66  0   0.239  -2.1308  -1.9997  -0.2771
 76C  N19  N   N     0  -0.460  -0.9118  -1.6914  -0.8239
 76C  C23  C   CR16  0  -0.305  -2.4714  -3.3531  -0.1863
 76C  O25  O   O     0  -0.415  -3.2305   1.3539   0.4614
 76C  C27  C   CR16  0  -0.054  -1.1376   2.7070  -1.6115
 76C  N28  N   N     0  -0.391  -0.6934   3.9475  -1.7329
 76C  C29  C   CR16  0  -0.188   0.0581   4.4393  -0.7585
 76C  C30  C   CR6   0   0.417   0.3650   3.7009   0.3680
 76C  C31  C   CR6   0   0.043  -0.0987   2.4083   0.5507
 76C  C32  C   CH3   0  -0.739   0.2216   1.6206   1.7783
 76C  F33  F   F     0  -0.299   1.1419   4.2505   1.3095
 76C  H1   H   HCH3  0   0.260   1.4790   0.0635  -3.6217
 76C  H2   H   HCH3  0   0.245   0.2427  -1.1934  -3.4418
 76C  H3   H   HCH3  0   0.245  -0.2157   0.5092  -3.4202
 76C  H4   H   HCR6  0   0.291  -5.5452  -3.0520   1.1911
 76C  H5   H   HCR6  0   0.282  -3.9557  -4.7646   0.4140
 76C  H6   H   HNH2  0   0.413   5.7848  -3.2390   0.8444
 76C  H7   H   HNH2  0   0.407   6.5625  -1.9509   1.6771
 76C  H8   H   HNH2  0   0.404   4.9278   2.2426   1.7488
 76C  H9   H   HNH2  0   0.396   3.4767   2.6637   0.9102
 76C  H10  H   HNH1  0   0.406   1.6179  -2.0740  -1.4707
 76C  H11  H   HCH1  0   0.310   1.1319   0.8195  -1.3208
 76C  H12  H   HCR6  0   0.276  -1.7636  -4.0914  -0.5376
 76C  H13  H   HCR6  0   0.287  -1.7451   2.3141  -2.4200
 76C  H14  H   HCR6  0   0.295   0.4306   5.4520  -0.8663
 76C  H15  H   HCH3  0   0.283   1.2093   1.1676   1.6838
 76C  H16  H   HCH3  0   0.275   0.2250   2.2515   2.6646
 76C  H17  H   HCH3  0   0.258  -0.4911   0.8166   1.9430
 76C  CL2  CL  CL    0  -0.095  -5.4473  -0.2932   1.2606

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
 76C  N07  C03  single    1.333  0.020  1.333
 76C  N04  C03  aromatic  1.328  0.020  1.328
 76C  N04  C05  aromatic  1.334  0.020  1.334
 76C  N08  C05  single    1.336  0.020  1.336
 76C  C03  C02  aromatic  1.418  0.020  1.418
 76C  C05  N06  aromatic  1.338  0.020  1.338
 76C  C02  C10  single    1.402  0.020  1.402
 76C  C02  C01  aromatic  1.417  0.020  1.417
 76C  N06  C01  aromatic  1.324  0.020  1.324
 76C  C10  N11  triple    1.158  0.020  1.158
 76C  C01  N09  single    1.343  0.020  1.343
 76C  N28  C29  aromatic  1.325  0.020  1.325
 76C  N28  C27  aromatic  1.323  0.020  1.323
 76C  C29  C30  aromatic  1.381  0.020  1.381
 76C  N09  C12  single    1.439  0.020  1.439
 76C  F33  C30  single    1.339  0.020  1.339
 76C  C27  C26  aromatic  1.386  0.020  1.386
 76C  C30  C31  aromatic  1.385  0.020  1.385
 76C  C13  C12  single    1.527  0.020  1.527
 76C  C12  C14  single    1.519  0.020  1.519
 76C  C26  C31  aromatic  1.393  0.020  1.393
 76C  C26  N15  single    1.427  0.020  1.427
 76C  C31  C32  single    1.493  0.020  1.493
 76C  C14  N15  single    1.372  0.020  1.372
 76C  C14  N19  double    1.278  0.020  1.278
 76C  N15  C16  single    1.401  0.020  1.401
 76C  N19  C18  single    1.371  0.020  1.371
 76C  C16  O25  double    1.210  0.020  1.210
 76C  C16  C17  single    1.460  0.020  1.460
 76C  C18  C17  aromatic  1.409  0.020  1.409
 76C  C18  C23  aromatic  1.399  0.020  1.399
 76C  C17  C20  aromatic  1.406  0.020  1.406
 76C  C23  C22  aromatic  1.375  0.020  1.375
 76C  C20  CL2  single    1.726  0.020  1.726
 76C  C20  C21  aromatic  1.379  0.020  1.379
 76C  C22  C21  aromatic  1.394  0.020  1.394
 76C  C13  H1   single    0.970  0.020  1.090
 76C  C13  H2   single    0.970  0.020  1.090
 76C  C13  H3   single    0.970  0.020  1.090
 76C  C21  H4   single    0.930  0.020  1.080
 76C  C22  H5   single    0.930  0.020  1.080
 76C  N07  H6   single    0.860  0.020  1.020
 76C  N07  H7   single    0.860  0.020  1.020
 76C  N08  H8   single    0.860  0.020  1.020
 76C  N08  H9   single    0.860  0.020  1.020
 76C  N09  H10  single    0.860  0.020  1.020
 76C  C12  H11  single    0.970  0.020  1.090
 76C  C23  H12  single    0.930  0.020  1.080
 76C  C27  H13  single    0.930  0.020  1.080
 76C  C29  H14  single    0.930  0.020  1.080
 76C  C32  H15  single    0.970  0.020  1.090
 76C  C32  H16  single    0.970  0.020  1.090
 76C  C32  H17  single    0.970  0.020  1.090

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
 76C  N11  C10  C02  180.00  3.000
 76C  H3   C13  H2   108.00  3.000
 76C  H3   C13  H1   108.10  3.000
 76C  H2   C13  H1   108.83  3.000
 76C  H3   C13  C12  111.08  3.000
 76C  H2   C13  C12  111.03  3.000
 76C  H1   C13  C12  109.70  3.000
 76C  C18  C17  C16  118.13  3.000
 76C  C18  C17  C20  118.32  3.000
 76C  C16  C17  C20  123.55  3.000
 76C  CL2  C20  C21  116.69  3.000
 76C  C21  C20  C17  120.84  3.000
 76C  CL2  C20  C17  122.47  3.000
 76C  H4   C21  C22  120.07  3.000
 76C  H4   C21  C20  119.98  3.000
 76C  C22  C21  C20  119.95  3.000
 76C  H5   C22  C23  120.22  3.000
 76C  H5   C22  C21  119.14  3.000
 76C  C23  C22  C21  120.64  3.000
 76C  C31  C26  C27  120.90  3.000
 76C  C31  C26  N15  119.70  3.000
 76C  C27  C26  N15  119.39  3.000
 76C  N09  C01  N06  118.48  3.000
 76C  N09  C01  C02  120.33  3.000
 76C  N06  C01  C02  121.18  3.000
 76C  C03  C02  C01  116.56  3.000
 76C  C01  C02  C10  121.78  3.000
 76C  C03  C02  C10  121.66  3.000
 76C  N07  C03  N04  117.38  3.000
 76C  N04  C03  C02  121.34  3.000
 76C  N07  C03  C02  121.27  3.000
 76C  C05  N04  C03  116.81  3.000
 76C  N08  C05  N06  116.30  3.000
 76C  N06  C05  N04  126.97  3.000
 76C  N08  C05  N04  116.73  3.000
 76C  C05  N06  C01  117.12  3.000
 76C  H7   N07  H6   117.60  3.000
 76C  H7   N07  C03  119.57  3.000
 76C  H6   N07  C03  122.82  3.000
 76C  H9   N08  H8   118.75  3.000
 76C  H9   N08  C05  120.68  3.000
 76C  H8   N08  C05  120.51  3.000
 76C  H10  N09  C12  116.78  3.000
 76C  H10  N09  C01  118.95  3.000
 76C  C12  N09  C01  124.12  3.000
 76C  H11  C12  C14  110.90  3.000
 76C  H11  C12  N09  106.82  3.000
 76C  C14  C12  N09  110.15  3.000
 76C  H11  C12  C13  108.99  3.000
 76C  C14  C12  C13  109.00  3.000
 76C  N09  C12  C13  110.97  3.000
 76C  N19  C14  N15  122.97  3.000
 76C  N19  C14  C12  117.76  3.000
 76C  N15  C14  C12  119.18  3.000
 76C  C16  N15  C14  122.97  3.000
 76C  C16  N15  C26  116.16  3.000
 76C  C14  N15  C26  120.81  3.000
 76C  O25  C16  N15  119.14  3.000
 76C  O25  C16  C17  126.65  3.000
 76C  N15  C16  C17  114.20  3.000
 76C  C23  C18  N19  117.39  3.000
 76C  C23  C18  C17  120.37  3.000
 76C  N19  C18  C17  122.24  3.000
 76C  C18  N19  C14  119.44  3.000
 76C  H12  C23  C18  118.70  3.000
 76C  H12  C23  C22  121.42  3.000
 76C  C18  C23  C22  119.88  3.000
 76C  H13  C27  N28  117.33  3.000
 76C  H13  C27  C26  119.98  3.000
 76C  N28  C27  C26  122.70  3.000
 76C  C29  N28  C27  118.09  3.000
 76C  H14  C29  C30  120.26  3.000
 76C  H14  C29  N28  117.92  3.000
 76C  C30  C29  N28  121.82  3.000
 76C  F33  C30  C31  118.98  3.000
 76C  C31  C30  C29  122.14  3.000
 76C  F33  C30  C29  118.88  3.000
 76C  C32  C31  C30  121.93  3.000
 76C  C32  C31  C26  123.76  3.000
 76C  C30  C31  C26  114.30  3.000
 76C  H17  C32  H16  107.91  3.000
 76C  H17  C32  H15  107.44  3.000
 76C  H16  C32  H15  107.97  3.000
 76C  H17  C32  C31  111.97  3.000
 76C  H16  C32  C31  111.37  3.000
 76C  H15  C32  C31  110.00  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
 76C  CONST_01  C22  C23  C18  C17    0.00   0.0  0
 76C  CONST_02  C22  C21  C20  C17    0.00   0.0  0
 76C  CONST_03  C23  C18  C17  C20    0.00   0.0  0
 76C  CONST_04  C23  C22  C21  C20    0.00   0.0  0
 76C  CONST_05  C18  C17  C20  C21    0.00   0.0  0
 76C  CONST_06  C18  C23  C22  C21    0.00   0.0  0
 76C  CONST_07  C29  N28  C27  C26    0.00   0.0  0
 76C  CONST_08  C29  C30  C31  C26    0.00   0.0  0
 76C  CONST_09  N04  C03  C02  C01    0.00   0.0  0
 76C  CONST_10  N04  C05  N06  C01    0.00   0.0  0
 76C  CONST_11  C05  N04  C03  C02    0.00   0.0  0
 76C  CONST_12  C05  N06  C01  C02    0.00   0.0  0
 76C  CONST_13  N06  C05  N04  C03    0.00   0.0  0
 76C  CONST_14  N06  C01  C02  C03    0.00   0.0  0
 76C  CONST_15  C30  C29  N28  C27    0.00   0.0  0
 76C  CONST_16  C30  C31  C26  C27    0.00   0.0  0
 76C  CONST_17  C31  C30  C29  N28    0.00   0.0  0
 76C  CONST_18  C31  C26  C27  N28    0.00   0.0  0
 76C  CONST_19  N28  C27  C26  N15  180.00   0.0  0
 76C  CONST_20  C30  C31  C26  N15  180.00   0.0  0
 76C  CONST_21  C26  N15  C16  C17  180.00   0.0  0
 76C  CONST_22  C14  N15  C16  C17    0.00   0.0  0
 76C  CONST_23  N19  C14  N15  C26  180.00   0.0  0
 76C  CONST_24  C18  N19  C14  N15    0.00   0.0  0
 76C  CONST_25  N19  C14  N15  C16    0.00   0.0  0
 76C  CONST_26  N04  C03  C02  C10  180.00   0.0  0
 76C  CONST_27  N06  C01  C02  C10  180.00   0.0  0
 76C  CONST_28  CL2  C20  C21  C22  180.00   0.0  0
 76C  CONST_29  F33  C30  C31  C26  180.00   0.0  0
 76C  CONST_30  N07  C03  C02  C01  180.00   0.0  0
 76C  CONST_31  N08  C05  N06  C01  180.00   0.0  0
 76C  CONST_32  N08  C05  N04  C03  180.00   0.0  0
 76C  CONST_33  N09  C01  C02  C03  180.00   0.0  0
 76C  CONST_34  N07  C03  N04  C05  180.00   0.0  0
 76C  CONST_35  N09  C01  N06  C05  180.00   0.0  0
 76C  CONST_36  C32  C31  C26  N15    0.00   0.0  0
 76C  CONST_37  CL2  C20  C17  C16    0.00   0.0  0
 76C  CONST_38  CL2  C20  C17  C18  180.00   0.0  0
 76C  CONST_39  C32  C31  C26  C27  180.00   0.0  0
 76C  CONST_40  F33  C30  C29  N28  180.00   0.0  0
 76C  CONST_41  C32  C31  C30  C29  180.00   0.0  0
 76C  CONST_42  C12  C14  N15  C26    0.00   0.0  0
 76C  CONST_43  O25  C16  N15  C26    0.00   0.0  0
 76C  CONST_44  C16  N15  C14  C12  180.00   0.0  0
 76C  CONST_45  C18  N19  C14  C12  180.00   0.0  0
 76C  CONST_46  O25  C16  N15  C14  180.00   0.0  0
 76C  CONST_47  H12  C23  C18  C17  180.00   0.0  0
 76C  CONST_48  H4   C21  C20  C17  180.00   0.0  0
 76C  CONST_49  H5   C22  C21  C20  180.00   0.0  0
 76C  CONST_50  H13  C27  C26  N15    0.00   0.0  0
 76C  CONST_51  H14  C29  N28  C27  180.00   0.0  0
 76C  CONST_52  C12  N09  C01  C02  180.00   0.0  0
 76C  CONST_53  C12  N09  C01  N06    0.00   0.0  0
 76C  CONST_54  H6   N07  C03  C02    0.00   0.0  0
 76C  CONST_55  H7   N07  C03  C02  180.00   0.0  0
 76C  CONST_56  H10  N09  C01  C02    0.00   0.0  0
 76C  CONST_57  H8   N08  C05  N04    0.00   0.0  0
 76C  CONST_58  H9   N08  C05  N04  180.00   0.0  0
 76C  Var_01    C27  C26  N15  C14   93.46  30.0  2
 76C  Var_02    H15  C32  C31  C26   96.38  30.0  2

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
 76C  chir_01  C12  N09  C13  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
 76C  plan-1  C10  0.020
 76C  plan-1  C01  0.020
 76C  plan-1  C02  0.020
 76C  plan-1  C03  0.020
 76C  plan-1  N04  0.020
 76C  plan-1  C05  0.020
 76C  plan-1  N06  0.020
 76C  plan-1  N07  0.020
 76C  plan-1  N08  0.020
 76C  plan-1  N09  0.020
 76C  plan-1  N11  0.020
 76C  plan-2  C26  0.020
 76C  plan-2  N15  0.020
 76C  plan-2  C27  0.020
 76C  plan-2  N28  0.020
 76C  plan-2  C29  0.020
 76C  plan-2  C30  0.020
 76C  plan-2  C31  0.020
 76C  plan-2  C32  0.020
 76C  plan-2  F33  0.020
 76C  plan-2  H13  0.020
 76C  plan-2  H14  0.020
 76C  plan-3  C17  0.020
 76C  plan-3  C20  0.020
 76C  plan-3  C21  0.020
 76C  plan-3  C22  0.020
 76C  plan-3  C26  0.020
 76C  plan-3  C12  0.020
 76C  plan-3  C14  0.020
 76C  plan-3  N15  0.020
 76C  plan-3  C16  0.020
 76C  plan-3  C18  0.020
 76C  plan-3  N19  0.020
 76C  plan-3  C23  0.020
 76C  plan-3  O25  0.020
 76C  plan-3  H4   0.020
 76C  plan-3  H5   0.020
 76C  plan-3  H12  0.020
 76C  plan-3  CL2  0.020
 76C  plan-4  C03  0.020
 76C  plan-4  N07  0.020
 76C  plan-4  H6   0.020
 76C  plan-4  H7   0.020
 76C  plan-5  C05  0.020
 76C  plan-5  N08  0.020
 76C  plan-5  H8   0.020
 76C  plan-5  H9   0.020
 76C  plan-6  C01  0.020
 76C  plan-6  N09  0.020
 76C  plan-6  C12  0.020
 76C  plan-6  H10  0.020

