# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 19:39:54 2020
#   Inital geometry file: a 73 line input string
#   Ligand name: 3-pyrrolidin-1-ylquinoxalin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1nc2ccccc2nc1N3CCCC3
#
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
 EV2  EV2  3-pyrrolidin-1-ylquinoxalin-2-amine  ligand  30  16  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EV2
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
 EV2  N12   N  NH2   0  -0.825  -0.8305   2.4073   0.8209
 EV2  C10   C  CR6   0   0.353  -0.0334   1.3562   0.4851
 EV2  N8    N  N     0  -0.455   1.2449   1.4612   0.6765
 EV2  C6    C  CR66  0   0.212   2.0584   0.4482   0.2694
 EV2  C4    C  CR16  0  -0.321   3.4462   0.5322   0.4667
 EV2  C2    C  CR16  0  -0.271   4.2736  -0.4631  -0.0023
 EV2  C9    C  CR6   0   0.426  -0.6130   0.1322  -0.0797
 EV2  N7    N  N     0  -0.474   0.1721  -0.7935  -0.5507
 EV2  C5    C  CR66  0   0.226   1.5177  -0.6647  -0.4017
 EV2  C3    C  CR16  0  -0.321   2.3787  -1.6649  -0.8838
 EV2  C1    C  CR16  0  -0.268   3.7372  -1.5653  -0.6855
 EV2  N11   N  NR5   0  -0.516  -1.9572  -0.0371  -0.1914
 EV2  C16   C  CH2   0  -0.292  -2.9517   0.4348   0.7844
 EV2  C14   C  CH2   0  -0.472  -4.0254  -0.6477   0.7599
 EV2  C13   C  CH2   0  -0.480  -3.9504  -1.1704  -0.6680
 EV2  C15   C  CH2   0  -0.261  -2.4518  -1.2032  -0.9193
 EV2  HN12  H  HNH2  0   0.391  -0.3342   3.2654   1.0065
 EV2  HN1A  H  HNH2  0   0.398  -1.6750   2.5462   0.2924
 EV2  H4    H  HCR6  0   0.252   3.8484   1.3940   0.9847
 EV2  H2    H  HCR6  0   0.253   5.3426  -0.3945   0.1522
 EV2  H3    H  HCR6  0   0.251   1.9512  -2.5160  -1.3995
 EV2  H1    H  HCR6  0   0.253   4.3949  -2.3418  -1.0541
 EV2  H16   H  HCH2  0   0.259  -2.5183   0.5645   1.7748
 EV2  H16A  H  HCH2  0   0.232  -3.3871   1.3905   0.4796
 EV2  H14   H  HCH2  0   0.239  -3.7784  -1.4435   1.4657
 EV2  H14A  H  HCH2  0   0.253  -5.0037  -0.2530   1.0317
 EV2  H13   H  HCH2  0   0.250  -4.4058  -2.1518  -0.7952
 EV2  H13A  H  HCH2  0   0.237  -4.4435  -0.4797  -1.3560
 EV2  H15   H  HCH2  0   0.244  -2.1863  -1.1407  -1.9759
 EV2  H15A  H  HCH2  0   0.228  -2.0108  -2.1251  -0.5266

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
 EV2  N12  C10   single    1.361  0.020  1.361
 EV2  C10  N8    aromatic  1.297  0.020  1.297
 EV2  C10  C9    aromatic  1.467  0.020  1.467
 EV2  N8   C6    aromatic  1.361  0.020  1.361
 EV2  C6   C4    aromatic  1.404  0.020  1.404
 EV2  C6   C5    aromatic  1.408  0.020  1.408
 EV2  C4   C2    aromatic  1.377  0.020  1.377
 EV2  C2   C1    aromatic  1.403  0.020  1.403
 EV2  C9   N7    aromatic  1.302  0.020  1.302
 EV2  C9   N11   single    1.359  0.020  1.359
 EV2  N7   C5    aromatic  1.360  0.020  1.360
 EV2  C5   C3    aromatic  1.405  0.020  1.405
 EV2  C3   C1    aromatic  1.376  0.020  1.376
 EV2  N11  C16   single    1.471  0.020  1.471
 EV2  N11  C15   single    1.461  0.020  1.461
 EV2  C16  C14   single    1.525  0.020  1.525
 EV2  C14  C13   single    1.522  0.020  1.522
 EV2  C13  C15   single    1.520  0.020  1.520
 EV2  N12  HN12  single    0.890  0.020  1.040
 EV2  N12  HN1A  single    0.890  0.020  1.040
 EV2  C4   H4    single    0.930  0.020  1.080
 EV2  C2   H2    single    0.930  0.020  1.080
 EV2  C3   H3    single    0.930  0.020  1.080
 EV2  C1   H1    single    0.930  0.020  1.080
 EV2  C16  H16   single    0.970  0.020  1.090
 EV2  C16  H16A  single    0.970  0.020  1.090
 EV2  C14  H14   single    0.970  0.020  1.090
 EV2  C14  H14A  single    0.970  0.020  1.090
 EV2  C13  H13   single    0.970  0.020  1.090
 EV2  C13  H13A  single    0.970  0.020  1.090
 EV2  C15  H15   single    0.970  0.020  1.090
 EV2  C15  H15A  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
 EV2  HN1A  N12  HN12  113.10  3.000
 EV2  HN1A  N12  C10   117.95  3.000
 EV2  HN12  N12  C10   114.47  3.000
 EV2  C9    C10  N8    120.91  3.000
 EV2  C9    C10  N12   120.51  3.000
 EV2  N8    C10  N12   118.57  3.000
 EV2  C6    N8   C10   118.99  3.000
 EV2  C5    C6   C4    119.60  3.000
 EV2  C5    C6   N8    120.09  3.000
 EV2  C4    C6   N8    120.26  3.000
 EV2  H4    C4   C2    121.00  3.000
 EV2  H4    C4   C6    118.81  3.000
 EV2  C2    C4   C6    120.19  3.000
 EV2  H2    C2   C1    119.79  3.000
 EV2  H2    C2   C4    119.94  3.000
 EV2  C1    C2   C4    120.26  3.000
 EV2  N11   C9   N7    118.55  3.000
 EV2  N11   C9   C10   121.74  3.000
 EV2  N7    C9   C10   119.61  3.000
 EV2  C5    N7   C9    119.32  3.000
 EV2  C3    C5   N7    120.09  3.000
 EV2  C3    C5   C6    119.41  3.000
 EV2  N7    C5   C6    120.48  3.000
 EV2  H3    C3   C1    121.00  3.000
 EV2  H3    C3   C5    118.74  3.000
 EV2  C1    C3   C5    120.25  3.000
 EV2  H1    C1   C3    119.92  3.000
 EV2  H1    C1   C2    119.80  3.000
 EV2  C3    C1   C2    120.28  3.000
 EV2  C15   N11  C16   110.96  3.000
 EV2  C15   N11  C9    118.37  3.000
 EV2  C16   N11  C9    125.04  3.000
 EV2  H16A  C16  H16   107.93  3.000
 EV2  H16A  C16  C14   109.61  3.000
 EV2  H16   C16  C14   112.30  3.000
 EV2  H16A  C16  N11   111.39  3.000
 EV2  H16   C16  N11   111.87  3.000
 EV2  C14   C16  N11   103.75  3.000
 EV2  H14A  C14  H14   107.81  3.000
 EV2  H14A  C14  C13   113.74  3.000
 EV2  H14   C14  C13   110.17  3.000
 EV2  H14A  C14  C16   111.79  3.000
 EV2  H14   C14  C16   110.35  3.000
 EV2  C13   C14  C16   102.95  3.000
 EV2  H13A  C13  H13   107.90  3.000
 EV2  H13A  C13  C15   110.77  3.000
 EV2  H13   C13  C15   111.93  3.000
 EV2  H13A  C13  C14   110.56  3.000
 EV2  H13   C13  C14   113.47  3.000
 EV2  C15   C13  C14   102.18  3.000
 EV2  H15A  C15  H15   107.31  3.000
 EV2  H15A  C15  C13   110.86  3.000
 EV2  H15   C15  C13   113.50  3.000
 EV2  H15A  C15  N11   110.91  3.000
 EV2  H15   C15  N11   110.75  3.000
 EV2  C13   C15  N11   103.55  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
 EV2  CONST_01  C4    C6   N8   C10   180.00   0.0  0
 EV2  CONST_02  C5    C6   N8   C10     0.00   0.0  0
 EV2  CONST_03  C5    N7   C9   C10     0.00   0.0  0
 EV2  CONST_04  N7    C9   C10  N8      0.00   0.0  0
 EV2  CONST_05  C2    C4   C6   N8    180.00   0.0  0
 EV2  CONST_06  N7    C5   C6   N8      0.00   0.0  0
 EV2  CONST_07  C3    C5   C6   N8    180.00   0.0  0
 EV2  CONST_08  C9    C10  N8   C6      0.00   0.0  0
 EV2  CONST_09  C1    C2   C4   C6      0.00   0.0  0
 EV2  CONST_10  C9    N7   C5   C6      0.00   0.0  0
 EV2  CONST_11  C1    C3   C5   C6      0.00   0.0  0
 EV2  CONST_12  N7    C5   C6   C4    180.00   0.0  0
 EV2  CONST_13  C3    C5   C6   C4      0.00   0.0  0
 EV2  CONST_14  C3    C1   C2   C4      0.00   0.0  0
 EV2  CONST_15  C5    C6   C4   C2      0.00   0.0  0
 EV2  CONST_16  C5    C3   C1   C2      0.00   0.0  0
 EV2  CONST_17  C3    C5   N7   C9    180.00   0.0  0
 EV2  CONST_18  C1    C3   C5   N7    180.00   0.0  0
 EV2  CONST_19  N11   C9   C10  N8    180.00   0.0  0
 EV2  CONST_20  N11   C9   N7   C5    180.00   0.0  0
 EV2  CONST_21  C6    N8   C10  N12   180.00   0.0  0
 EV2  CONST_22  N7    C9   C10  N12   180.00   0.0  0
 EV2  CONST_23  N11   C9   C10  N12     0.00   0.0  0
 EV2  CONST_24  H4    C4   C6   N8      0.00   0.0  0
 EV2  CONST_25  H2    C2   C4   C6    180.00   0.0  0
 EV2  CONST_26  H3    C3   C5   C6    180.00   0.0  0
 EV2  CONST_27  H1    C1   C2   C4    180.00   0.0  0
 EV2  CONST_28  HN12  N12  C10  N8      0.00   0.0  0
 EV2  Var_01    C16   N11  C9   C10   -36.75  30.0  2
 EV2  Var_02    C14   C16  N11  C9   -144.76  30.0  1
 EV2  Var_03    C13   C15  N11  C9    172.14  30.0  1
 EV2  Var_04    C13   C14  C16  N11   -30.12  30.0  1
 EV2  Var_05    C14   C13  C15  N11   -35.45  30.0  1
 EV2  Var_06    C15   C13  C14  C16    40.57  30.0  1

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
 EV2  plan-1  N12   0.020
 EV2  plan-1  C10   0.020
 EV2  plan-1  N8    0.020
 EV2  plan-1  C6    0.020
 EV2  plan-1  C4    0.020
 EV2  plan-1  C2    0.020
 EV2  plan-1  C9    0.020
 EV2  plan-1  N7    0.020
 EV2  plan-1  C5    0.020
 EV2  plan-1  C3    0.020
 EV2  plan-1  C1    0.020
 EV2  plan-1  N11   0.020
 EV2  plan-1  H4    0.020
 EV2  plan-1  H2    0.020
 EV2  plan-1  H3    0.020
 EV2  plan-1  H1    0.020
 EV2  plan-2  N12   0.020
 EV2  plan-2  C10   0.020
 EV2  plan-2  HN12  0.020
 EV2  plan-2  HN1A  0.020

