# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 22 16:15:36 2016
#
#   Inital geometry file: a 70 line input string
#   Ligand name: (2Z)-3-(4-hydroxyphenyl)-2-(methylamino)prop-2-enoic acid
#   Quantum optimisation: True
#   Method: AM1
#   Random seed: 3628800
#   SMILES string: CN\C(=C/c1ccc(O)cc1)C(O)=O
#
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
2QY        2QY '(2Z)-3-(4-hydroxyphenyl)-2-(methylamino)prop-2-enoic acid' ligand 24 14 .
2016-04-22 2016-04-22
;
CIF prepared directly in eLBOW
;
#
data_comp_2QY
#
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
2QY         OH     O   OH1    0    .      -4.9337   -0.0445   -0.0542
2QY         N      N   NH1    0    .       1.4704   -1.4431   -0.1730
2QY         CN     C   CH3    0    .       2.5394   -2.2632   -0.6507
2QY         CA     C   C      0    .       1.6567   -0.0854    0.0412
2QY         C      C   C      0    .       3.0959    0.4810    0.1556
2QY         O      O   O      0    .       3.8975   -0.0907    0.9420
2QY         CB     C   C1     0    .       0.6284    0.8005    0.1932
2QY         CG     C   CR6    0    .      -0.7870    0.5326    0.1540
2QY         CD2    C   CR16   0    .      -1.3664   -0.6041    0.7418
2QY         CD1    C   CR16   0    .      -1.6415    1.4680   -0.4676
2QY         CE2    C   CR16   0    .      -2.7411   -0.8222    0.6847
2QY         CE1    C   CR16   0    .      -3.0135    1.2691   -0.5295
2QY         CZ     C   CR6    0    .      -3.5616    0.1120    0.0449
2QY         H82    H   HCH3   0    .       2.6751   -2.1895   -1.7657
2QY         H83    H   HCH3   0    .       3.5012   -1.9663   -0.1481
2QY         H84    H   HCH3   0    .       2.3048   -3.3328   -0.3996
2QY         H85    H   H      0    .       0.9113    1.8595    0.3167
2QY         H86    H   HCR6   0    .      -0.7342   -1.3205    1.2875
2QY         H87    H   HCR6   0    .      -1.2004    2.3712   -0.9159
2QY         H88    H   HCR6   0    .      -3.1789   -1.7176    1.1463
2QY         H89    H   HCR6   0    .      -3.6742    1.9959   -1.0198
2QY         H1     H   HNH1   0    .       0.5722   -1.6931   -0.5300
2QY         H3     H   HOH1   0    .      -5.1616   -0.8600    0.4113
2QY         OXT    O   OC    -1    .       3.3631    1.4887   -0.5493
#
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
2QY   O       C     deloc         1.260 0.020     1.260
2QY   C       CA    single        1.551 0.020     1.551
2QY   CN      N     single        1.430 0.020     1.430
2QY   CA      N     single        1.387 0.020     1.387
2QY   CA      CB    double        1.366 0.020     1.366
2QY   CB      CG    single        1.441 0.020     1.441
2QY   CG      CD1   aromatic      1.411 0.020     1.411
2QY   CG      CD2   aromatic      1.405 0.020     1.405
2QY   CD1     CE1   aromatic      1.388 0.020     1.388
2QY   CD2     CE2   aromatic      1.393 0.020     1.393
2QY   CE1     CZ    aromatic      1.403 0.020     1.403
2QY   CE2     CZ    aromatic      1.398 0.020     1.398
2QY   CZ      OH    single        1.385 0.020     1.385
2QY   CN      H82   single        0.970 0.020     1.090
2QY   CN      H83   single        0.970 0.020     1.090
2QY   CN      H84   single        0.970 0.020     1.090
2QY   CB      H85   single        0.930 0.020     1.080
2QY   CD2     H86   single        0.930 0.020     1.080
2QY   CD1     H87   single        0.930 0.020     1.080
2QY   CE2     H88   single        0.930 0.020     1.080
2QY   CE1     H89   single        0.930 0.020     1.080
2QY   N       H1    single        0.890 0.020     1.040
2QY   OH      H3    single        0.850 0.020     0.980
2QY   C       OXT   deloc         1.258 0.020     1.258
#
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
2QY   H3      OH      CZ          107.13 3.000
2QY   H1      N       CA          114.91 3.000
2QY   H1      N       CN          114.18 3.000
2QY   CA      N       CN          120.84 3.000
2QY   H84     CN      H83         109.26 3.000
2QY   H84     CN      H82         107.99 3.000
2QY   H83     CN      H82         108.79 3.000
2QY   H84     CN      N           108.38 3.000
2QY   H83     CN      N           109.79 3.000
2QY   H82     CN      N           112.56 3.000
2QY   CB      CA      C           116.97 3.000
2QY   CB      CA      N           123.43 3.000
2QY   C       CA      N           119.57 3.000
2QY   OXT     C       O           125.29 3.000
2QY   OXT     C       CA          116.63 3.000
2QY   O       C       CA          118.08 3.000
2QY   H85     CB      CG          115.68 3.000
2QY   H85     CB      CA          116.24 3.000
2QY   CG      CB      CA          128.02 3.000
2QY   CD1     CG      CD2         118.09 3.000
2QY   CD2     CG      CB          122.97 3.000
2QY   CD1     CG      CB          118.91 3.000
2QY   H86     CD2     CE2         119.04 3.000
2QY   H86     CD2     CG          119.83 3.000
2QY   CE2     CD2     CG          121.10 3.000
2QY   H87     CD1     CE1         119.72 3.000
2QY   H87     CD1     CG          118.73 3.000
2QY   CE1     CD1     CG          121.56 3.000
2QY   H88     CE2     CZ          120.20 3.000
2QY   H88     CE2     CD2         120.25 3.000
2QY   CZ      CE2     CD2         119.55 3.000
2QY   H89     CE1     CZ          119.58 3.000
2QY   H89     CE1     CD1         121.34 3.000
2QY   CZ      CE1     CD1         119.08 3.000
2QY   CE1     CZ      CE2         120.60 3.000
2QY   CE2     CZ      OH          122.59 3.000
2QY   CE1     CZ      OH          116.80 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
2QY CONST_01       CZ      CE1     CD1     CG            0.23   0.0 0
2QY CONST_02       CZ      CE2     CD2     CG           -0.71   0.0 0
2QY CONST_03       CE1     CD1     CG      CD2          -1.38   0.0 0
2QY CONST_04       CE1     CZ      CE2     CD2          -0.48   0.0 0
2QY CONST_05       CE2     CD2     CG      CD1           1.61   0.0 0
2QY CONST_06       CE2     CZ      CE1     CD1           0.72   0.0 0
2QY CONST_07       CD1     CE1     CZ      OH         -179.44   0.0 0
2QY CONST_08       CD2     CE2     CZ      OH          179.69   0.0 0
2QY CONST_09       CE1     CD1     CG      CB         -179.61   0.0 0
2QY CONST_10       CE2     CD2     CG      CB          179.77   0.0 0
2QY CONST_11       H89     CE1     CD1     CG         -179.59   0.0 0
2QY CONST_12       H88     CE2     CD2     CG          179.80   0.0 0
2QY CONST_13       H87     CD1     CG      CD2         178.93   0.0 0
2QY CONST_14       H86     CD2     CG      CD1        -176.26   0.0 0
2QY Var_01         CD1     CG      CB      CA         -141.41  30.0 2
2QY Var_02         CG      CB      CA      N            -0.57   0.0 2
2QY Var_03         O       C       CA      N           -49.88  30.0 2
2QY Var_04         C       CA      N       CN          -17.33  30.0 1
2QY Var_05         H82     CN      N       CA          -81.00  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
2QY plan-1     OH 0.020
2QY plan-1     CB 0.020
2QY plan-1     CG 0.020
2QY plan-1    CD2 0.020
2QY plan-1    CD1 0.020
2QY plan-1    CE2 0.020
2QY plan-1    CE1 0.020
2QY plan-1     CZ 0.020
2QY plan-1    H86 0.020
2QY plan-1    H87 0.020
2QY plan-1    H88 0.020
2QY plan-1    H89 0.020
2QY plan-2     CA 0.020
2QY plan-2      C 0.020
2QY plan-2      O 0.020
2QY plan-2    OXT 0.020
2QY plan-3      N 0.020
2QY plan-3     CA 0.020
2QY plan-3      C 0.020
2QY plan-3     CB 0.020
2QY plan-3     CG 0.020
2QY plan-3    H85 0.020
