# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 20:21:11 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: N,N-diethyl-2-[(8-fluoro-5-methyl-5H-[1,2,4]triazino[5,6-b]indol-3-yl)sulfanyl]ethan-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)CCSc1nnc2c3cc(F)ccc3n(C)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
 NRV  NRV  N,N-diethyl-2-[(8-fluoro-5-methyl-5H-[1,2,4]triazino[5,6-b]indol-3-yl)sulfanyl]ethan-1-amine  ligand  43  23  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_NRV
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
 NRV  C01  C  CH3   0  -0.546  -3.2299   3.0056  -0.6775
 NRV  N02  N  NR5   0  -0.611  -2.9660   1.6310  -0.3256
 NRV  C03  C  CR56  0   0.375  -3.9346   0.6821  -0.0166
 NRV  C04  C  CR16  0  -0.288  -5.3119   0.8346   0.0123
 NRV  C05  C  CR16  0  -0.411  -6.0750  -0.2713   0.3535
 NRV  C06  C  CR6   0   0.531  -5.4590  -1.4816   0.6535
 NRV  F07  F  F     0  -0.316  -6.2383  -2.5262   0.9793
 NRV  C08  C  CR16  0  -0.479  -4.0924  -1.6556   0.6303
 NRV  C09  C  CR56  0   0.037  -3.3268  -0.5487   0.2875
 NRV  C10  C  CR56  0   0.091  -1.9148  -0.3171   0.1504
 NRV  C11  C  CR56  0   0.531  -1.7579   1.0477  -0.2257
 NRV  N12  N  N     0  -0.437  -0.5806   1.5826  -0.4271
 NRV  C13  C  CR6   0   0.228   0.4169   0.7136  -0.2440
 NRV  S14  S  S2    0   0.061   2.0014   1.4020  -0.4958
 NRV  C15  C  CH2   0  -0.553   3.1171   0.0065  -0.1707
 NRV  C16  C  CH2   0  -0.288   4.5491   0.5279  -0.2301
 NRV  N17  N  NT    0  -0.412   5.4827  -0.5740  -0.1026
 NRV  C18  C  CH2   0  -0.290   5.7254  -1.2346  -1.3781
 NRV  C19  C  CH3   0  -0.662   6.1318  -2.6898  -1.2138
 NRV  C20  C  CH2   0  -0.288   6.7195  -0.1855   0.5604
 NRV  C21  C  CH3   0  -0.666   6.5527  -0.0010   2.0598
 NRV  N22  N  N     0  -0.305   0.3208  -0.5673   0.0990
 NRV  N23  N  N     0  -0.213  -0.8744  -1.0916   0.3014
 NRV  H1   H  HCH3  0   0.266  -3.6840   3.5362   0.1584
 NRV  H2   H  HCH3  0   0.278  -2.2922   3.4894  -0.9338
 NRV  H3   H  HCH3  0   0.266  -3.8972   3.0544  -1.5365
 NRV  H4   H  HCR6  0   0.292  -5.7902   1.7761  -0.2220
 NRV  H5   H  HCR6  0   0.291  -7.1537  -0.1967   0.3884
 NRV  H6   H  HCR6  0   0.285  -3.6418  -2.6098   0.8700
 NRV  H7   H  HCH2  0   0.281   2.9063  -0.4054   0.8144
 NRV  H8   H  HCH2  0   0.279   2.9407  -0.7687  -0.9162
 NRV  H9   H  HCH2  0   0.220   4.7135   1.1039  -1.1547
 NRV  H10  H  HCH2  0   0.251   4.6952   1.2266   0.5943
 NRV  H12  H  HCH2  0   0.231   4.8076  -1.1969  -1.9685
 NRV  H13  H  HCH2  0   0.201   6.4835  -0.6947  -1.9682
 NRV  H14  H  HCH3  0   0.223   7.0424  -2.7976  -0.6229
 NRV  H15  H  HCH3  0   0.222   5.3418  -3.2559  -0.7195
 NRV  H16  H  HCH3  0   0.225   6.3192  -3.1456  -2.1866
 NRV  H17  H  HCH2  0   0.232   7.4542  -0.9751   0.3946
 NRV  H18  H  HCH2  0   0.198   7.1474   0.7259   0.1122
 NRV  H19  H  HCH3  0   0.223   5.8349   0.7827   2.3070
 NRV  H20  H  HCH3  0   0.222   6.2119  -0.9259   2.5263
 NRV  H21  H  HCH3  0   0.227   7.5038   0.2768   2.5149

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
 NRV  F07  C06  single    1.343  0.020  1.343
 NRV  C06  C08  aromatic  1.378  0.020  1.378
 NRV  C06  C05  aromatic  1.391  0.020  1.391
 NRV  C08  C09  aromatic  1.389  0.020  1.389
 NRV  C05  C04  aromatic  1.386  0.020  1.386
 NRV  N23  C10  aromatic  1.306  0.020  1.306
 NRV  N23  N22  aromatic  1.321  0.020  1.321
 NRV  C09  C10  aromatic  1.437  0.020  1.437
 NRV  C09  C03  aromatic  1.406  0.020  1.406
 NRV  C10  C11  aromatic  1.424  0.020  1.424
 NRV  N22  C13  aromatic  1.329  0.020  1.329
 NRV  C04  C03  aromatic  1.386  0.020  1.386
 NRV  C03  N02  aromatic  1.391  0.020  1.391
 NRV  C11  N02  aromatic  1.345  0.020  1.345
 NRV  C11  N12  aromatic  1.309  0.020  1.309
 NRV  C13  N12  aromatic  1.336  0.020  1.336
 NRV  C13  S14  single    1.746  0.020  1.746
 NRV  N02  C01  single    1.443  0.020  1.443
 NRV  S14  C15  single    1.816  0.020  1.816
 NRV  C15  C16  single    1.525  0.020  1.525
 NRV  C16  N17  single    1.450  0.020  1.450
 NRV  C20  N17  single    1.456  0.020  1.456
 NRV  C20  C21  single    1.520  0.020  1.520
 NRV  N17  C18  single    1.457  0.020  1.457
 NRV  C18  C19  single    1.520  0.020  1.520
 NRV  C01  H1   single    0.970  0.020  1.090
 NRV  C01  H2   single    0.970  0.020  1.090
 NRV  C01  H3   single    0.970  0.020  1.090
 NRV  C04  H4   single    0.930  0.020  1.080
 NRV  C05  H5   single    0.930  0.020  1.080
 NRV  C08  H6   single    0.930  0.020  1.080
 NRV  C15  H7   single    0.970  0.020  1.090
 NRV  C15  H8   single    0.970  0.020  1.090
 NRV  C16  H9   single    0.970  0.020  1.090
 NRV  C16  H10  single    0.970  0.020  1.090
 NRV  C18  H12  single    0.970  0.020  1.090
 NRV  C18  H13  single    0.970  0.020  1.090
 NRV  C19  H14  single    0.970  0.020  1.090
 NRV  C19  H15  single    0.970  0.020  1.090
 NRV  C19  H16  single    0.970  0.020  1.090
 NRV  C20  H17  single    0.970  0.020  1.090
 NRV  C20  H18  single    0.970  0.020  1.090
 NRV  C21  H19  single    0.970  0.020  1.090
 NRV  C21  H20  single    0.970  0.020  1.090
 NRV  C21  H21  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
 NRV  H3   C01  H2   108.85  3.000
 NRV  H3   C01  H1   109.16  3.000
 NRV  H2   C01  H1   108.91  3.000
 NRV  H3   C01  N02  110.31  3.000
 NRV  H2   C01  N02  108.90  3.000
 NRV  H1   C01  N02  110.67  3.000
 NRV  C11  N02  C03  108.24  3.000
 NRV  C11  N02  C01  126.54  3.000
 NRV  C03  N02  C01  125.22  3.000
 NRV  C09  C03  C04  121.43  3.000
 NRV  C04  C03  N02  128.43  3.000
 NRV  C09  C03  N02  110.14  3.000
 NRV  H4   C04  C05  120.28  3.000
 NRV  H4   C04  C03  122.05  3.000
 NRV  C05  C04  C03  117.67  3.000
 NRV  H5   C05  C06  119.64  3.000
 NRV  H5   C05  C04  120.12  3.000
 NRV  C06  C05  C04  120.23  3.000
 NRV  C08  C06  F07  118.76  3.000
 NRV  C08  C06  C05  123.06  3.000
 NRV  F07  C06  C05  118.17  3.000
 NRV  H6   C08  C09  121.87  3.000
 NRV  H6   C08  C06  121.38  3.000
 NRV  C09  C08  C06  116.76  3.000
 NRV  C10  C09  C08  133.90  3.000
 NRV  C10  C09  C03  105.24  3.000
 NRV  C08  C09  C03  120.85  3.000
 NRV  N23  C10  C11  120.74  3.000
 NRV  C11  C10  C09  106.72  3.000
 NRV  N23  C10  C09  132.53  3.000
 NRV  N12  C11  C10  122.09  3.000
 NRV  N12  C11  N02  128.26  3.000
 NRV  C10  C11  N02  109.65  3.000
 NRV  C13  N12  C11  112.64  3.000
 NRV  N22  C13  S14  118.87  3.000
 NRV  S14  C13  N12  113.67  3.000
 NRV  N22  C13  N12  127.46  3.000
 NRV  C15  S14  C13  103.22  3.000
 NRV  H8   C15  H7   108.58  3.000
 NRV  H8   C15  C16  111.63  3.000
 NRV  H7   C15  C16  110.27  3.000
 NRV  H8   C15  S14  108.95  3.000
 NRV  H7   C15  S14  109.50  3.000
 NRV  C16  C15  S14  107.89  3.000
 NRV  H10  C16  H9   106.22  3.000
 NRV  H10  C16  N17  109.53  3.000
 NRV  H9   C16  N17  112.03  3.000
 NRV  H10  C16  C15  108.39  3.000
 NRV  H9   C16  C15  110.58  3.000
 NRV  N17  C16  C15  109.96  3.000
 NRV  C20  N17  C18  112.22  3.000
 NRV  C18  N17  C16  112.02  3.000
 NRV  C20  N17  C16  112.60  3.000
 NRV  H13  C18  H12  105.77  3.000
 NRV  H13  C18  C19  110.07  3.000
 NRV  H12  C18  C19  108.44  3.000
 NRV  H13  C18  N17  111.18  3.000
 NRV  H12  C18  N17  108.52  3.000
 NRV  C19  C18  N17  112.59  3.000
 NRV  H16  C19  H15  108.17  3.000
 NRV  H16  C19  H14  107.37  3.000
 NRV  H15  C19  H14  107.93  3.000
 NRV  H16  C19  C18  110.47  3.000
 NRV  H15  C19  C18  110.63  3.000
 NRV  H14  C19  C18  112.11  3.000
 NRV  H18  C20  H17  105.97  3.000
 NRV  H18  C20  C21  110.09  3.000
 NRV  H17  C20  C21  108.15  3.000
 NRV  H18  C20  N17  111.42  3.000
 NRV  H17  C20  N17  108.04  3.000
 NRV  C21  C20  N17  112.86  3.000
 NRV  H21  C21  H20  108.07  3.000
 NRV  H21  C21  H19  107.23  3.000
 NRV  H20  C21  H19  107.86  3.000
 NRV  H21  C21  C20  110.30  3.000
 NRV  H20  C21  C20  110.70  3.000
 NRV  H19  C21  C20  112.51  3.000
 NRV  N23  N22  C13  119.17  3.000
 NRV  N22  N23  C10  117.89  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
 NRV  CONST_01  C08  C09  C03  N02   180.00   0.0  0
 NRV  CONST_02  C10  C09  C03  N02     0.00   0.0  0
 NRV  CONST_03  C05  C04  C03  N02   180.00   0.0  0
 NRV  CONST_04  N23  C10  C11  N02   180.00   0.0  0
 NRV  CONST_05  C09  C10  C11  N02     0.00   0.0  0
 NRV  CONST_06  C13  N12  C11  N02   180.00   0.0  0
 NRV  CONST_07  C06  C08  C09  C03     0.00   0.0  0
 NRV  CONST_08  N23  C10  C09  C03   180.00   0.0  0
 NRV  CONST_09  C11  C10  C09  C03     0.00   0.0  0
 NRV  CONST_10  C06  C05  C04  C03     0.00   0.0  0
 NRV  CONST_11  C10  C11  N02  C03     0.00   0.0  0
 NRV  CONST_12  N12  C11  N02  C03   180.00   0.0  0
 NRV  CONST_13  C08  C06  C05  C04     0.00   0.0  0
 NRV  CONST_14  C08  C09  C03  C04     0.00   0.0  0
 NRV  CONST_15  C10  C09  C03  C04   180.00   0.0  0
 NRV  CONST_16  C11  N02  C03  C04   180.00   0.0  0
 NRV  CONST_17  C09  C08  C06  C05     0.00   0.0  0
 NRV  CONST_18  C09  C03  C04  C05     0.00   0.0  0
 NRV  CONST_19  C10  C09  C08  C06   180.00   0.0  0
 NRV  CONST_20  N23  C10  C09  C08     0.00   0.0  0
 NRV  CONST_21  C11  C10  C09  C08   180.00   0.0  0
 NRV  CONST_22  N22  N23  C10  C09   180.00   0.0  0
 NRV  CONST_23  N12  C11  C10  C09   180.00   0.0  0
 NRV  CONST_24  C11  N02  C03  C09     0.00   0.0  0
 NRV  CONST_25  C13  N22  N23  C10     0.00   0.0  0
 NRV  CONST_26  C13  N12  C11  C10     0.00   0.0  0
 NRV  CONST_27  N22  N23  C10  C11     0.00   0.0  0
 NRV  CONST_28  N22  C13  N12  C11     0.00   0.0  0
 NRV  CONST_29  N23  C10  C11  N12     0.00   0.0  0
 NRV  CONST_30  N23  N22  C13  N12     0.00   0.0  0
 NRV  CONST_31  C09  C03  N02  C01   180.00   0.0  0
 NRV  CONST_32  C04  C03  N02  C01     0.00   0.0  0
 NRV  CONST_33  C10  C11  N02  C01   180.00   0.0  0
 NRV  CONST_34  N12  C11  N02  C01     0.00   0.0  0
 NRV  CONST_35  F07  C06  C05  C04   180.00   0.0  0
 NRV  CONST_36  C09  C08  C06  F07   180.00   0.0  0
 NRV  CONST_37  S14  C13  N12  C11   180.00   0.0  0
 NRV  CONST_38  N23  N22  C13  S14   180.00   0.0  0
 NRV  CONST_39  H4   C04  C03  N02     0.00   0.0  0
 NRV  CONST_40  H6   C08  C09  C03   180.00   0.0  0
 NRV  CONST_41  H5   C05  C04  C03   180.00   0.0  0
 NRV  Var_01    N22  C13  S14  C15    -0.16  30.0  1
 NRV  Var_02    H1   C01  N02  C03    64.26  30.0  2
 NRV  Var_03    C16  C15  S14  C13  -174.61  30.0  3
 NRV  Var_04    N17  C16  C15  S14  -174.60  30.0  3
 NRV  Var_05    C20  N17  C16  C15  -148.49  30.0  3
 NRV  Var_06    C21  C20  N17  C16    74.64  30.0  2
 NRV  Var_07    C19  C18  N17  C16  -153.41  30.0  3
 NRV  Var_08    H19  C21  C20  N17   -61.01  30.0  3
 NRV  Var_09    H14  C19  C18  N17   -59.43  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
 NRV  plan-1  C01  0.020
 NRV  plan-1  N02  0.020
 NRV  plan-1  C03  0.020
 NRV  plan-1  C04  0.020
 NRV  plan-1  C05  0.020
 NRV  plan-1  C06  0.020
 NRV  plan-1  F07  0.020
 NRV  plan-1  C08  0.020
 NRV  plan-1  C09  0.020
 NRV  plan-1  C10  0.020
 NRV  plan-1  C11  0.020
 NRV  plan-1  N12  0.020
 NRV  plan-1  C13  0.020
 NRV  plan-1  S14  0.020
 NRV  plan-1  N22  0.020
 NRV  plan-1  N23  0.020
 NRV  plan-1  H4   0.020
 NRV  plan-1  H5   0.020
 NRV  plan-1  H6   0.020

