# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 20:46:17 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: 2-[(4-bromobenzyl)amino]-5-propyl[1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC1=CC(=O)n2nc(NCc3ccc(Br)cc3)nc2N1
#
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
 4VR  4VR  2-[(4-bromobenzyl)amino]-5-propyl[1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-one  ligand  38  22  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4VR
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
 4VR  C1   C   CH3   0  -0.665   8.7734  -2.3197   0.3006
 4VR  C2   C   CH2   0  -0.429   7.4165  -1.6681   0.5203
 4VR  C3   C   CH2   0  -0.520   7.0417  -0.7468  -0.6457
 4VR  C4   C   CR6   0   0.434   5.7256  -0.0713  -0.4448
 4VR  C5   C   CR16  0  -0.553   5.5940   1.2576  -0.2011
 4VR  C6   C   CR6   0   0.576   4.3176   1.8892   0.0206
 4VR  O7   O   O     0  -0.456   4.1113   3.0667   0.2375
 4VR  N8   N   N     0  -0.433   3.2692   0.9723  -0.0350
 4VR  N9   N   N     0  -0.347   1.9569   1.2647   0.1564
 4VR  C10  C   CR5   0   0.593   1.3890   0.0881   0.0011
 4VR  N11  N   NH1   0  -0.680   0.0503  -0.1062   0.0606
 4VR  C12  C   CH2   0  -0.333  -0.8118   0.9396   0.5680
 4VR  C13  C   CR6   0   0.082  -2.2541   0.6016   0.3110
 4VR  C14  C   CR16  0  -0.304  -3.1629   0.5254   1.3584
 4VR  C15  C   CR16  0  -0.212  -4.4997   0.2231   1.1301
 4VR  C16  C   CR6   0  -0.122  -4.9223  -0.0093  -0.1682
 4VR  BR1  BR  BR    0  -0.048  -6.7355  -0.4263  -0.4966
 4VR  C18  C   CR16  0  -0.214  -4.0341   0.0572  -1.2340
 4VR  C19  C   CR16  0  -0.277  -2.7057   0.3618  -0.9849
 4VR  N20  N   N     0  -0.535   2.2356  -0.9482  -0.2616
 4VR  C21  C   CR56  0   0.753   3.3963  -0.3527  -0.2735
 4VR  N22  N   NR16  0  -0.733   4.6217  -0.8711  -0.4829
 4VR  H1   H   HCH3  0   0.225   8.7794  -2.9207  -0.6101
 4VR  H2   H   HCH3  0   0.225   9.5621  -1.5715   0.2103
 4VR  H3   H   HCH3  0   0.237   9.0302  -2.9753   1.1326
 4VR  H4   H   HCH2  0   0.230   6.6571  -2.4442   0.6456
 4VR  H5   H   HCH2  0   0.239   7.4249  -1.0885   1.4462
 4VR  H6   H   HCH2  0   0.271   7.8076   0.0195  -0.7698
 4VR  H7   H   HCH2  0   0.271   7.0126  -1.3234  -1.5755
 4VR  H8   H   HCR6  0   0.286   6.4746   1.8819  -0.1698
 4VR  H10  H   HNH1  0   0.394  -0.2258  -1.0522   0.2751
 4VR  H11  H   HCH2  0   0.249  -0.6567   1.1177   1.6380
 4VR  H12  H   HCH2  0   0.264  -0.5553   1.8702   0.0572
 4VR  H13  H   HCR6  0   0.267  -2.8311   0.7011   2.3742
 4VR  H14  H   HCR6  0   0.281  -5.1889   0.1679   1.9619
 4VR  H15  H   HCR6  0   0.280  -4.3647  -0.1231  -2.2480
 4VR  H16  H   HCR6  0   0.265  -2.0134   0.4129  -1.8161
 4VR  H9   H   HNR6  0   0.441   4.7014  -1.8581  -0.6825

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
 4VR  BR1  C16  single    1.889  0.020  1.889
 4VR  C16  C15  aromatic  1.385  0.020  1.385
 4VR  C16  C18  aromatic  1.389  0.020  1.389
 4VR  C15  C14  aromatic  1.389  0.020  1.389
 4VR  C18  C19  aromatic  1.386  0.020  1.386
 4VR  C14  C13  aromatic  1.389  0.020  1.389
 4VR  N20  C21  aromatic  1.305  0.020  1.305
 4VR  N20  C10  aromatic  1.364  0.020  1.364
 4VR  C2   C1   single    1.521  0.020  1.521
 4VR  C2   C3   single    1.533  0.020  1.533
 4VR  C19  C13  aromatic  1.393  0.020  1.393
 4VR  C13  C12  single    1.504  0.020  1.504
 4VR  N11  C10  single    1.354  0.020  1.354
 4VR  N11  C12  single    1.447  0.020  1.447
 4VR  N22  C21  single    1.347  0.020  1.347
 4VR  N22  C4   single    1.364  0.020  1.364
 4VR  C21  N8   aromatic  1.352  0.020  1.352
 4VR  C10  N9   aromatic  1.316  0.020  1.316
 4VR  C3   C4   single    1.493  0.020  1.493
 4VR  C4   C5   double    1.357  0.020  1.357
 4VR  N8   N9   aromatic  1.358  0.020  1.358
 4VR  N8   C6   single    1.394  0.020  1.394
 4VR  C5   C6   single    1.441  0.020  1.441
 4VR  C6   O7   double    1.215  0.020  1.215
 4VR  C1   H1   single    0.970  0.020  1.090
 4VR  C1   H2   single    0.970  0.020  1.090
 4VR  C1   H3   single    0.970  0.020  1.090
 4VR  C2   H4   single    0.970  0.020  1.090
 4VR  C2   H5   single    0.970  0.020  1.090
 4VR  C3   H6   single    0.970  0.020  1.090
 4VR  C3   H7   single    0.970  0.020  1.090
 4VR  C5   H8   single    0.930  0.020  1.080
 4VR  N11  H10  single    0.890  0.020  1.040
 4VR  C12  H11  single    0.970  0.020  1.090
 4VR  C12  H12  single    0.970  0.020  1.090
 4VR  C14  H13  single    0.930  0.020  1.080
 4VR  C15  H14  single    0.930  0.020  1.080
 4VR  C18  H15  single    0.930  0.020  1.080
 4VR  C19  H16  single    0.930  0.020  1.080
 4VR  N22  H9   single    0.860  0.020  1.020

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
 4VR  H3   C1   H2   107.78  3.000
 4VR  H3   C1   H1   107.73  3.000
 4VR  H2   C1   H1   107.74  3.000
 4VR  H3   C1   C2   110.95  3.000
 4VR  H2   C1   C2   111.29  3.000
 4VR  H1   C1   C2   111.19  3.000
 4VR  H5   C2   H4   106.55  3.000
 4VR  H5   C2   C3   109.14  3.000
 4VR  H4   C2   C3   110.13  3.000
 4VR  H5   C2   C1   110.04  3.000
 4VR  H4   C2   C1   109.40  3.000
 4VR  C3   C2   C1   111.45  3.000
 4VR  H7   C3   H6   106.99  3.000
 4VR  H7   C3   C4   109.23  3.000
 4VR  H6   C3   C4   108.45  3.000
 4VR  H7   C3   C2   109.64  3.000
 4VR  H6   C3   C2   109.71  3.000
 4VR  C4   C3   C2   112.65  3.000
 4VR  N22  C4   C5   120.04  3.000
 4VR  C5   C4   C3   123.55  3.000
 4VR  N22  C4   C3   116.39  3.000
 4VR  H8   C5   C6   117.67  3.000
 4VR  H8   C5   C4   119.48  3.000
 4VR  C6   C5   C4   122.85  3.000
 4VR  N8   C6   O7   121.12  3.000
 4VR  O7   C6   C5   127.06  3.000
 4VR  N8   C6   C5   111.82  3.000
 4VR  C21  N8   N9   109.06  3.000
 4VR  N9   N8   C6   125.42  3.000
 4VR  C21  N8   C6   125.51  3.000
 4VR  C10  N9   N8   102.00  3.000
 4VR  N20  C10  N11  120.88  3.000
 4VR  N11  C10  N9   123.36  3.000
 4VR  N20  C10  N9   115.74  3.000
 4VR  H10  N11  C12  116.12  3.000
 4VR  H10  N11  C10  114.49  3.000
 4VR  C12  N11  C10  120.05  3.000
 4VR  H12  C12  H11  106.56  3.000
 4VR  H12  C12  C13  109.69  3.000
 4VR  H11  C12  C13  109.83  3.000
 4VR  H12  C12  N11  108.18  3.000
 4VR  H11  C12  N11  112.05  3.000
 4VR  C13  C12  N11  110.43  3.000
 4VR  C19  C13  C14  118.68  3.000
 4VR  C19  C13  C12  120.58  3.000
 4VR  C14  C13  C12  120.74  3.000
 4VR  H13  C14  C15  118.95  3.000
 4VR  H13  C14  C13  119.87  3.000
 4VR  C15  C14  C13  121.17  3.000
 4VR  H14  C15  C16  121.19  3.000
 4VR  H14  C15  C14  119.86  3.000
 4VR  C16  C15  C14  118.95  3.000
 4VR  C18  C16  BR1  119.40  3.000
 4VR  C18  C16  C15  121.08  3.000
 4VR  BR1  C16  C15  119.52  3.000
 4VR  H15  C18  C19  119.88  3.000
 4VR  H15  C18  C16  121.06  3.000
 4VR  C19  C18  C16  119.06  3.000
 4VR  H16  C19  C18  119.03  3.000
 4VR  H16  C19  C13  119.91  3.000
 4VR  C18  C19  C13  121.06  3.000
 4VR  C21  N20  C10  101.96  3.000
 4VR  N22  C21  N20  129.43  3.000
 4VR  N22  C21  N8   119.34  3.000
 4VR  N20  C21  N8   111.23  3.000
 4VR  H9   N22  C21  118.59  3.000
 4VR  H9   N22  C4   120.98  3.000
 4VR  C21  N22  C4   120.42  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
 4VR  CONST_01  C10  N20  C21  N8      0.00   0.0  0
 4VR  CONST_02  N20  C10  N9   N8      0.00   0.0  0
 4VR  CONST_03  C21  N20  C10  N9      0.00   0.0  0
 4VR  CONST_04  N20  C21  N8   N9      0.00   0.0  0
 4VR  CONST_05  C21  N8   N9   C10     0.00   0.0  0
 4VR  CONST_06  C16  C15  C14  C13     0.00   0.0  0
 4VR  CONST_07  C16  C18  C19  C13     0.00   0.0  0
 4VR  CONST_08  C18  C16  C15  C14     0.00   0.0  0
 4VR  CONST_09  C18  C19  C13  C14     0.00   0.0  0
 4VR  CONST_10  C19  C18  C16  C15     0.00   0.0  0
 4VR  CONST_11  C19  C13  C14  C15     0.00   0.0  0
 4VR  CONST_12  N11  C10  N9   N8    180.00   0.0  0
 4VR  CONST_13  C21  N20  C10  N11   180.00   0.0  0
 4VR  CONST_14  C15  C14  C13  C12   180.00   0.0  0
 4VR  CONST_15  C18  C19  C13  C12   180.00   0.0  0
 4VR  CONST_16  BR1  C16  C15  C14   180.00   0.0  0
 4VR  CONST_17  C19  C18  C16  BR1   180.00   0.0  0
 4VR  CONST_18  H14  C15  C14  C13   180.00   0.0  0
 4VR  CONST_19  H15  C18  C19  C13   180.00   0.0  0
 4VR  CONST_20  H16  C19  C13  C14   180.00   0.0  0
 4VR  CONST_21  H13  C14  C15  C16   180.00   0.0  0
 4VR  CONST_22  C12  N11  C10  N9      0.00   0.0  0
 4VR  CONST_23  N20  C10  N11  C12   180.00   0.0  0
 4VR  Var_01    N22  C4   C3   C2    -68.38  30.0  3
 4VR  Var_02    C13  C12  N11  C10   169.81  30.0  3
 4VR  Var_03    C14  C13  C12  N11   122.79  30.0  2
 4VR  Var_04    C4   C3   C2   C1   -178.84  30.0  3
 4VR  Var_05    H1   C1   C2   C3    -59.94  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
 4VR  plan-1  C12  0.020
 4VR  plan-1  C13  0.020
 4VR  plan-1  C14  0.020
 4VR  plan-1  C15  0.020
 4VR  plan-1  C16  0.020
 4VR  plan-1  BR1  0.020
 4VR  plan-1  C18  0.020
 4VR  plan-1  C19  0.020
 4VR  plan-1  H13  0.020
 4VR  plan-1  H14  0.020
 4VR  plan-1  H15  0.020
 4VR  plan-1  H16  0.020
 4VR  plan-2  C3   0.020
 4VR  plan-2  C4   0.020
 4VR  plan-2  C5   0.020
 4VR  plan-2  C6   0.020
 4VR  plan-2  O7   0.020
 4VR  plan-2  N8   0.020
 4VR  plan-2  N9   0.020
 4VR  plan-2  C10  0.020
 4VR  plan-2  N11  0.020
 4VR  plan-2  N20  0.020
 4VR  plan-2  C21  0.020
 4VR  plan-2  N22  0.020
 4VR  plan-2  H8   0.020
 4VR  plan-2  H9   0.020
 4VR  plan-3  C10  0.020
 4VR  plan-3  N11  0.020
 4VR  plan-3  C12  0.020
 4VR  plan-3  H10  0.020

