# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 19:36:47 2020
#   Inital geometry file: a 58 line input string
#   Ligand name: 2-[(5-bromopyridin-2-yl)(methyl)amino]ethanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(CCO)c1ccc(Br)cn1
#
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
 4VY  4VY  2-[(5-bromopyridin-2-yl)(methyl)amino]ethanol  ligand  23  12  .  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_4VY
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
 4VY  C1    C   CH3   0  -0.554   3.3416   1.8236   0.1955
 4VY  N2    N   NT    0  -0.477   2.6891   0.6796  -0.3978
 4VY  C3    C   CH2   0  -0.350   3.5369  -0.4211  -0.8058
 4VY  C4    C   CH2   0  -0.154   4.1828  -1.1490   0.3599
 4VY  O5    O   OH1   0  -0.662   3.1783  -1.6607   1.2018
 4VY  C6    C   CR6   0   0.563   1.3428   0.5366  -0.2882
 4VY  C7    C   CR16  0  -0.410   0.5477   1.5173   0.3468
 4VY  C8    C   CR16  0  -0.116  -0.8179   1.3494   0.3907
 4VY  C9    C   CR6   0  -0.225  -1.3799   0.2159  -0.1856
 4VY  C10   C   CR16  0  -0.045  -0.5329  -0.7019  -0.7816
 4VY  N11   N   N     0  -0.465   0.7782  -0.5460  -0.8308
 4VY  BR    BR  BR    0  -0.057  -3.2414  -0.0745  -0.1550
 4VY  H11C  H   HCH3  0   0.250   2.9184   2.7593  -0.1731
 4VY  H12C  H   HCH3  0   0.236   3.2829   1.8300   1.2880
 4VY  H13C  H   HCH3  0   0.265   4.3934   1.8138  -0.0810
 4VY  H31C  H   HCH2  0   0.263   2.9515  -1.1159  -1.4027
 4VY  H32C  H   HCH2  0   0.248   4.3339  -0.0331  -1.4452
 4VY  H41C  H   HCH2  0   0.203   4.8197  -1.9416  -0.0558
 4VY  H42C  H   HCH2  0   0.198   4.8484  -0.4632   0.8999
 4VY  H5    H   HOH1  0   0.454   3.6036  -2.0501   1.9709
 4VY  H7    H   HCR6  0   0.281   0.9808   2.3933   0.8054
 4VY  H8    H   HCR6  0   0.285  -1.4311   2.0974   0.8761
 4VY  H10   H   HCR6  0   0.270  -0.9265  -1.6030  -1.2408

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
 4VY  C1   N2    single    1.444  0.020  1.444
 4VY  N2   C3    single    1.448  0.020  1.448
 4VY  N2   C6    single    1.358  0.020  1.358
 4VY  C3   C4    single    1.519  0.020  1.519
 4VY  C4   O5    single    1.407  0.020  1.407
 4VY  C6   C7    aromatic  1.413  0.020  1.413
 4VY  C6   N11   aromatic  1.336  0.020  1.336
 4VY  C7   C8    aromatic  1.377  0.020  1.377
 4VY  C8   C9    aromatic  1.390  0.020  1.390
 4VY  C9   C10   aromatic  1.384  0.020  1.384
 4VY  C9   BR    single    1.884  0.020  1.884
 4VY  C10  N11   aromatic  1.321  0.020  1.321
 4VY  C1   H11C  single    0.970  0.020  1.090
 4VY  C1   H12C  single    0.970  0.020  1.090
 4VY  C1   H13C  single    0.970  0.020  1.090
 4VY  C3   H31C  single    0.970  0.020  1.090
 4VY  C3   H32C  single    0.970  0.020  1.090
 4VY  C4   H41C  single    0.970  0.020  1.090
 4VY  C4   H42C  single    0.970  0.020  1.090
 4VY  O5   H5    single    0.850  0.020  0.980
 4VY  C7   H7    single    0.930  0.020  1.080
 4VY  C8   H8    single    0.930  0.020  1.080
 4VY  C10  H10   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
 4VY  H13C  C1   H12C  107.80  3.000
 4VY  H13C  C1   H11C  107.27  3.000
 4VY  H12C  C1   H11C  108.15  3.000
 4VY  H13C  C1   N2    108.99  3.000
 4VY  H12C  C1   N2    112.99  3.000
 4VY  H11C  C1   N2    111.43  3.000
 4VY  C6    N2   C3    121.53  3.000
 4VY  C6    N2   C1    119.87  3.000
 4VY  C3    N2   C1    116.96  3.000
 4VY  H32C  C3   H31C  107.36  3.000
 4VY  H32C  C3   C4    108.01  3.000
 4VY  H31C  C3   C4    110.13  3.000
 4VY  H32C  C3   N2    108.78  3.000
 4VY  H31C  C3   N2    108.98  3.000
 4VY  C4    C3   N2    113.40  3.000
 4VY  H42C  C4   H41C  106.59  3.000
 4VY  H42C  C4   O5    111.45  3.000
 4VY  H41C  C4   O5    112.21  3.000
 4VY  H42C  C4   C3    109.63  3.000
 4VY  H41C  C4   C3    107.58  3.000
 4VY  O5    C4   C3    109.27  3.000
 4VY  H5    O5   C4    108.06  3.000
 4VY  N11   C6   C7    120.46  3.000
 4VY  N11   C6   N2    118.13  3.000
 4VY  C7    C6   N2    121.39  3.000
 4VY  H7    C7   C8    118.92  3.000
 4VY  H7    C7   C6    121.89  3.000
 4VY  C8    C7   C6    119.20  3.000
 4VY  H8    C8   C9    121.36  3.000
 4VY  H8    C8   C7    119.48  3.000
 4VY  C9    C8   C7    119.16  3.000
 4VY  BR    C9   C10   120.63  3.000
 4VY  BR    C9   C8    121.21  3.000
 4VY  C10   C9   C8    118.16  3.000
 4VY  H10   C10  N11   116.24  3.000
 4VY  H10   C10  C9    120.73  3.000
 4VY  N11   C10  C9    123.04  3.000
 4VY  C10   N11  C6    119.99  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
 4VY  CONST_01  C9    C8   C7   C6     0.00   0.0  0
 4VY  CONST_02  C9    C10  N11  C6     0.00   0.0  0
 4VY  CONST_03  C10   N11  C6   C7     0.00   0.0  0
 4VY  CONST_04  C10   C9   C8   C7     0.00   0.0  0
 4VY  CONST_05  N11   C6   C7   C8     0.00   0.0  0
 4VY  CONST_06  N11   C10  C9   C8     0.00   0.0  0
 4VY  CONST_07  C8    C7   C6   N2   180.00   0.0  0
 4VY  CONST_08  C10   N11  C6   N2   180.00   0.0  0
 4VY  CONST_09  BR    C9   C8   C7   180.00   0.0  0
 4VY  CONST_10  BR    C9   C10  N11  180.00   0.0  0
 4VY  CONST_11  H8    C8   C7   C6   180.00   0.0  0
 4VY  CONST_12  H10   C10  N11  C6   180.00   0.0  0
 4VY  CONST_13  H7    C7   C8   C9   180.00   0.0  0
 4VY  CONST_14  C7    C6   N2   C1     0.00   0.0  0
 4VY  CONST_15  N11   C6   N2   C1   180.00   0.0  0
 4VY  CONST_16  C7    C6   N2   C3   180.00   0.0  0
 4VY  CONST_17  N11   C6   N2   C3     0.00   0.0  0
 4VY  Var_01    C6    N2   C3   C4   -97.46  30.0  2
 4VY  Var_02    H11C  C1   N2   C6   -56.23  30.0  3
 4VY  Var_03    O5    C4   C3   N2    59.39  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
 4VY  plan-1  N2   0.020
 4VY  plan-1  C6   0.020
 4VY  plan-1  C7   0.020
 4VY  plan-1  C8   0.020
 4VY  plan-1  C9   0.020
 4VY  plan-1  C10  0.020
 4VY  plan-1  N11  0.020
 4VY  plan-1  BR   0.020
 4VY  plan-1  H7   0.020
 4VY  plan-1  H8   0.020
 4VY  plan-1  H10  0.020
 4VY  plan-2  C1   0.020
 4VY  plan-2  N2   0.020
 4VY  plan-2  C3   0.020
 4VY  plan-2  C6   0.020

