# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 26 21:20:15 2016
#
#   Inital geometry file: a 75 line input string
#   Ligand name: 1-hydroperoxy-L-tryptophan
#   Quantum optimisation: True
#   Method: AM1
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1cn(OO)c2ccccc12)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
TOX        TOX '1-hydroperoxy-L-tryptophan' L-peptide 28 17 .
2016-04-26 2016-04-26
;
CIF prepared directly in eLBOW
;
#
data_comp_TOX
#
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
TOX         N      N   NH2    0    .      -2.1108    0.9333   -1.3026
TOX         CA     C   CH1    0    .      -2.2610   -0.2668   -0.4912
TOX         CB     C   CH2    0    .      -1.4980   -0.1905    0.8387
TOX         CG     C   CR5    0    .      -0.0402   -0.2966    0.6756
TOX         CD1    C   CR15   0    .       0.7186   -1.4402    0.7538
TOX         NE1    N   NR5    0    .       2.1423   -1.1471    0.6999
TOX         CE2    C   CR56   0    .       2.2080    0.2603    0.3652
TOX         CD2    C   CR56   0    .       0.8831    0.8186    0.4251
TOX         CE3    C   CR16   0    .       0.6973    2.1804    0.2504
TOX         CZ3    C   CR16   0    .       1.8167    2.9823    0.0067
TOX         CH2    C   CR16   0    .       3.0982    2.4343   -0.0588
TOX         CZ2    C   CR16   0    .       3.3152    1.0647    0.1204
TOX         C      C   C      0    .      -3.7470   -0.6490   -0.1673
TOX         O      O   O      0    .      -4.6610    0.0818   -0.6420
TOX         O2     O   OH1    0    .       2.7476   -2.0991   -1.2445
TOX         O1     O   OC2    0    .       2.9163   -2.0096    0.0421
TOX         H1     H   HNH2   0    .      -2.7067    0.8240   -2.1065
TOX         H2     H   HNH2   0    .      -2.4833    1.7113   -0.7849
TOX         H4     H   HCH1   0    .      -1.8370   -1.1235   -1.0909
TOX         H5     H   HCH2   0    .      -1.7464    0.7672    1.3694
TOX         H6     H   HCH2   0    .      -1.8735   -1.0428    1.4731
TOX         H7     H   HCR5   0    .       0.4052   -2.4716    0.9200
TOX         H8     H   HCR6   0    .      -0.3154    2.6094    0.2829
TOX         H9     H   HCR6   0    .       1.6813    4.0631   -0.1437
TOX         H10    H   HCR6   0    .       3.9583    3.0888   -0.2612
TOX         H11    H   HCR6   0    .       4.3246    0.6367    0.0600
TOX         H13    H   HOH1   0    .       2.0192   -2.7348   -1.4254
TOX         OXT    O   OC    -1    .      -3.9384   -1.6790    0.5354
#
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
TOX   O       C     deloc         1.263 0.020     1.263
TOX   CH2     CZ3   aromatic      1.395 0.020     1.395
TOX   CH2     CZ2   aromatic      1.398 0.020     1.398
TOX   CZ3     CE3   aromatic      1.398 0.020     1.398
TOX   C       CA    single        1.568 0.020     1.568
TOX   CZ2     CE2   aromatic      1.390 0.020     1.390
TOX   CE3     CD2   aromatic      1.385 0.020     1.385
TOX   CE2     CD2   aromatic      1.439 0.020     1.439
TOX   CE2     NE1   aromatic      1.448 0.020     1.448
TOX   CD2     CG    aromatic      1.469 0.020     1.469
TOX   O2      O1    single        1.301 0.020     1.301
TOX   CA      N     single        1.456 0.020     1.456
TOX   CA      CB    single        1.535 0.020     1.535
TOX   NE1     CD1   aromatic      1.455 0.020     1.455
TOX   CG      CD1   aromatic      1.375 0.020     1.375
TOX   CG      CB    single        1.471 0.020     1.471
TOX   NE1     O1    single        1.333 0.020     1.333
TOX   N       H1    single        0.890 0.020     1.040
TOX   N       H2    single        0.890 0.020     1.040
TOX   CA      H4    single        0.970 0.020     1.090
TOX   CB      H5    single        0.970 0.020     1.090
TOX   CB      H6    single        0.970 0.020     1.090
TOX   CD1     H7    single        0.930 0.020     1.080
TOX   CE3     H8    single        0.930 0.020     1.080
TOX   CZ3     H9    single        0.930 0.020     1.080
TOX   CH2     H10   single        0.930 0.020     1.080
TOX   CZ2     H11   single        0.930 0.020     1.080
TOX   O2      H13   single        0.850 0.020     0.980
TOX   C       OXT   deloc         1.262 0.020     1.262
#
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
TOX   H2      N       H1          106.00 3.000
TOX   H2      N       CA          108.20 3.000
TOX   H1      N       CA          107.12 3.000
TOX   H4      CA      C           106.31 3.000
TOX   H4      CA      CB          108.14 3.000
TOX   C       CA      CB          107.71 3.000
TOX   H4      CA      N           106.90 3.000
TOX   CB      CA      N           112.98 3.000
TOX   C       CA      N           114.43 3.000
TOX   H6      CB      H5          107.78 3.000
TOX   H6      CB      CG          109.77 3.000
TOX   H5      CB      CG          109.47 3.000
TOX   H6      CB      CA          106.52 3.000
TOX   H5      CB      CA          109.99 3.000
TOX   CG      CB      CA          113.14 3.000
TOX   CD2     CG      CD1         107.11 3.000
TOX   CD1     CG      CB          126.93 3.000
TOX   CD2     CG      CB          125.95 3.000
TOX   H7      CD1     NE1         118.52 3.000
TOX   H7      CD1     CG          129.55 3.000
TOX   NE1     CD1     CG          111.75 3.000
TOX   O1      NE1     CE2         119.25 3.000
TOX   O1      NE1     CD1         117.15 3.000
TOX   CE2     NE1     CD1         104.40 3.000
TOX   CZ2     CE2     CD2         121.07 3.000
TOX   CD2     CE2     NE1         109.01 3.000
TOX   CZ2     CE2     NE1         129.73 3.000
TOX   CE3     CD2     CE2         119.98 3.000
TOX   CE2     CD2     CG          106.93 3.000
TOX   CE3     CD2     CG          133.09 3.000
TOX   H8      CE3     CZ3         121.21 3.000
TOX   H8      CE3     CD2         120.20 3.000
TOX   CZ3     CE3     CD2         118.57 3.000
TOX   H9      CZ3     CH2         119.51 3.000
TOX   H9      CZ3     CE3         119.27 3.000
TOX   CH2     CZ3     CE3         121.21 3.000
TOX   H10     CH2     CZ2         119.03 3.000
TOX   H10     CH2     CZ3         119.56 3.000
TOX   CZ2     CH2     CZ3         121.41 3.000
TOX   H11     CZ2     CH2         121.16 3.000
TOX   H11     CZ2     CE2         121.08 3.000
TOX   CH2     CZ2     CE2         117.76 3.000
TOX   OXT     C       O           124.89 3.000
TOX   OXT     C       CA          117.25 3.000
TOX   O       C       CA          117.85 3.000
TOX   H13     O2      O1          108.81 3.000
TOX   O2      O1      NE1         117.22 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
TOX CONST_01       CZ3     CE3     CD2     CG         -179.17   0.0 0
TOX CONST_02       CZ2     CE2     CD2     CG          179.13   0.0 0
TOX CONST_03       NE1     CE2     CD2     CG           -5.48   0.0 0
TOX CONST_04       CE2     NE1     CD1     CG           -8.89   0.0 0
TOX CONST_05       CZ2     CE2     NE1     CD1        -176.59   0.0 0
TOX CONST_06       CD2     CE2     NE1     CD1           8.55   0.0 0
TOX CONST_07       CE3     CD2     CG      CD1         179.64   0.0 0
TOX CONST_08       CE2     CD2     CG      CD1          -0.07   0.0 0
TOX CONST_09       CH2     CZ2     CE2     NE1        -174.03   0.0 0
TOX CONST_10       CE3     CD2     CE2     NE1         174.76   0.0 0
TOX CONST_11       CD2     CG      CD1     NE1           5.68   0.0 0
TOX CONST_12       CZ3     CH2     CZ2     CE2           0.10   0.0 0
TOX CONST_13       CZ3     CE3     CD2     CE2           0.52   0.0 0
TOX CONST_14       CH2     CZ3     CE3     CD2          -0.11   0.0 0
TOX CONST_15       CH2     CZ2     CE2     CD2           0.31   0.0 0
TOX CONST_16       CZ2     CH2     CZ3     CE3          -0.21   0.0 0
TOX CONST_17       CZ2     CE2     CD2     CE3          -0.63   0.0 0
TOX CONST_18       CE3     CD2     CG      CB           -1.55   0.0 0
TOX CONST_19       CE2     CD2     CG      CB          178.74   0.0 0
TOX CONST_20       NE1     CD1     CG      CB         -173.12   0.0 0
TOX CONST_21       O1      NE1     CD1     CG         -143.22   0.0 0
TOX CONST_22       O1      NE1     CE2     CD2         141.70   0.0 0
TOX CONST_23       O1      NE1     CE2     CZ2         -43.44   0.0 0
TOX CONST_24       H8      CE3     CD2     CG           -0.45   0.0 0
TOX CONST_25       H11     CZ2     CE2     NE1           6.57   0.0 0
TOX CONST_26       H10     CH2     CZ2     CE2        -179.54   0.0 0
TOX CONST_27       H7      CD1     NE1     CE2         175.57   0.0 0
TOX CONST_28       H9      CZ3     CE3     CD2         179.39   0.0 0
TOX Var_01         CD2     CG      CB      CA           87.83  30.0 2
#
loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
TOX chir_01   CA      C       N       CB    negativ
#
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
TOX plan-1     CB 0.020
TOX plan-1     CG 0.020
TOX plan-1    CD1 0.020
TOX plan-1    NE1 0.020
TOX plan-1    CE2 0.020
TOX plan-1    CD2 0.020
TOX plan-1    CE3 0.020
TOX plan-1    CZ3 0.020
TOX plan-1    CH2 0.020
TOX plan-1    CZ2 0.020
TOX plan-1     O1 0.020
TOX plan-1     H7 0.020
TOX plan-1     H8 0.020
TOX plan-1     H9 0.020
TOX plan-1    H10 0.020
TOX plan-1    H11 0.020
TOX plan-2     CA 0.020
TOX plan-2      C 0.020
TOX plan-2      O 0.020
TOX plan-2    OXT 0.020
