# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 22 16:03:30 2016
#
#   Inital geometry file: a 96 line input string
#   Ligand name: O-(5-hydroxypentyl)-L-tyrosine
#   Quantum optimisation: True
#   Method: AM1
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1ccc(OCCCCCO)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
1OP        1OP 'O-(5-hydroxypentyl)-L-tyrosine' L-peptide 39 19 .
2016-04-22 2016-04-22
;
CIF prepared directly in eLBOW
;
#
data_comp_1OP
#
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
1OP         C10    C   CH2    0    .       6.4432    0.0372   -0.2974
1OP         C11    C   CH2    0    .       7.4672   -1.0797   -0.4005
1OP         N      N   NH2    0    .      -4.4667    0.9732   -1.5125
1OP         C      C   C      0    .      -5.7941   -0.9086   -0.4368
1OP         O      O   O      0    .      -6.8018   -0.4333   -1.0333
1OP         CA     C   CH1    0    .      -4.4104   -0.2090   -0.6624
1OP         CB     C   CH2    0    .      -3.7911    0.0711    0.7124
1OP         CG     C   CR6    0    .      -2.3247    0.3128    0.6520
1OP         CD1    C   CR16   0    .      -1.8184    1.5685    0.2851
1OP         CD2    C   CR16   0    .      -1.4266   -0.7123    0.9682
1OP         CE1    C   CR16   0    .      -0.4488    1.8016    0.2364
1OP         CE2    C   CR16   0    .      -0.0489   -0.4986    0.9312
1OP         CZ     C   CR6    0    .       0.4356    0.7609    0.5661
1OP         O1     O   O2     0    .       1.7832    1.0987    0.5366
1OP         C07    C   CH2    0    .       2.6812   -0.0101    0.4524
1OP         C08    C   CH2    0    .       4.0434    0.5737    0.1157
1OP         C09    C   CH2    0    .       5.0773   -0.5266    0.0254
1OP         O2     O   OH1    0    .       8.7217   -0.4760   -0.6794
1OP         H1     H   HCH2   0    .       6.7625    0.7608    0.4971
1OP         H2     H   HCH2   0    .       6.4118    0.6015   -1.2655
1OP         H3     H   HCH2   0    .       7.5273   -1.6518    0.5645
1OP         H4     H   HCH2   0    .       7.1937   -1.7914   -1.2255
1OP         H5     H   HNH2   0    .      -4.9843    0.7193   -2.3379
1OP         H6     H   HNH2   0    .      -5.0182    1.6714   -1.0435
1OP         HA     H   HCH1   0    .      -3.7588   -0.9620   -1.1939
1OP         HB1    H   HCH2   0    .      -4.2960    0.9539    1.1870
1OP         HB2    H   HCH2   0    .      -4.0088   -0.8285    1.3531
1OP         H9     H   HCR6   0    .      -2.5208    2.3707    0.0105
1OP         H10    H   HCR6   0    .      -1.8155   -1.7045    1.2454
1OP         H11    H   HCR6   0    .      -0.0484    2.7815   -0.0546
1OP         H12    H   HCR6   0    .       0.6363   -1.3170    1.1866
1OP         H13    H   HCH2   0    .       2.7070   -0.5382    1.4424
1OP         H14    H   HCH2   0    .       2.3420   -0.7260   -0.3414
1OP         H15    H   HCH2   0    .       3.9800    1.1279   -0.8567
1OP         H16    H   HCH2   0    .       4.3344    1.3169    0.9027
1OP         H17    H   HCH2   0    .       4.7756   -1.2626   -0.7664
1OP         H18    H   HCH2   0    .       5.1197   -1.0850    0.9980
1OP         H19    H   HOH1   0    .       9.3578   -1.1945   -0.7638
1OP         OXT    O   OC    -1    .      -5.8180   -1.9223    0.3144
#
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
1OP   C11     C10   single        1.519 0.020     1.519
1OP   C11     O2    single        1.420 0.020     1.420
1OP   C10     C09   single        1.513 0.020     1.513
1OP   C09     C08   single        1.513 0.020     1.513
1OP   C08     C07   single        1.520 0.020     1.520
1OP   C07     O1    single        1.429 0.020     1.429
1OP   O1      CZ    single        1.390 0.020     1.390
1OP   CZ      CE1   aromatic      1.405 0.020     1.405
1OP   CZ      CE2   aromatic      1.398 0.020     1.398
1OP   CE1     CD1   aromatic      1.390 0.020     1.390
1OP   CE2     CD2   aromatic      1.395 0.020     1.395
1OP   CD1     CG    aromatic      1.403 0.020     1.403
1OP   CD2     CG    aromatic      1.399 0.020     1.399
1OP   CG      CB    single        1.487 0.020     1.487
1OP   CB      CA    single        1.534 0.020     1.534
1OP   CA      N     single        1.457 0.020     1.457
1OP   CA      C     single        1.567 0.020     1.567
1OP   C       O     deloc         1.264 0.020     1.264
1OP   C10     H1    single        0.970 0.020     1.090
1OP   C10     H2    single        0.970 0.020     1.090
1OP   C11     H3    single        0.970 0.020     1.090
1OP   C11     H4    single        0.970 0.020     1.090
1OP   N       H5    single        0.890 0.020     1.040
1OP   N       H6    single        0.890 0.020     1.040
1OP   CA      HA    single        0.970 0.020     1.090
1OP   CB      HB1   single        0.970 0.020     1.090
1OP   CB      HB2   single        0.970 0.020     1.090
1OP   CD1     H9    single        0.930 0.020     1.080
1OP   CD2     H10   single        0.930 0.020     1.080
1OP   CE1     H11   single        0.930 0.020     1.080
1OP   CE2     H12   single        0.930 0.020     1.080
1OP   C07     H13   single        0.970 0.020     1.090
1OP   C07     H14   single        0.970 0.020     1.090
1OP   C08     H15   single        0.970 0.020     1.090
1OP   C08     H16   single        0.970 0.020     1.090
1OP   C09     H17   single        0.970 0.020     1.090
1OP   C09     H18   single        0.970 0.020     1.090
1OP   O2      H19   single        0.850 0.020     0.980
1OP   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
1OP   H2      C10     H1          107.17 3.000
1OP   H2      C10     C09         110.28 3.000
1OP   H1      C10     C09         110.28 3.000
1OP   H2      C10     C11         109.29 3.000
1OP   H1      C10     C11         109.31 3.000
1OP   C09     C10     C11         110.44 3.000
1OP   H4      C11     H3          108.73 3.000
1OP   H4      C11     O2          109.89 3.000
1OP   H3      C11     O2          109.75 3.000
1OP   H4      C11     C10         110.59 3.000
1OP   H3      C11     C10         110.63 3.000
1OP   O2      C11     C10         107.24 3.000
1OP   H6      N       H5          105.99 3.000
1OP   H6      N       CA          108.20 3.000
1OP   H5      N       CA          107.07 3.000
1OP   OXT     C       CA          117.45 3.000
1OP   OXT     C       O           124.61 3.000
1OP   CA      C       O           117.93 3.000
1OP   HA      CA      CB          108.11 3.000
1OP   HA      CA      C           106.25 3.000
1OP   CB      CA      C           108.01 3.000
1OP   HA      CA      N           106.78 3.000
1OP   C       CA      N           114.33 3.000
1OP   CB      CA      N           112.98 3.000
1OP   HB2     CB      HB1         107.51 3.000
1OP   HB2     CB      CG          110.10 3.000
1OP   HB1     CB      CG          109.44 3.000
1OP   HB2     CB      CA          106.63 3.000
1OP   HB1     CB      CA          109.94 3.000
1OP   CG      CB      CA          113.04 3.000
1OP   CD2     CG      CD1         118.90 3.000
1OP   CD2     CG      CB          120.30 3.000
1OP   CD1     CG      CB          120.80 3.000
1OP   H9      CD1     CE1         119.85 3.000
1OP   H9      CD1     CG          119.15 3.000
1OP   CE1     CD1     CG          120.99 3.000
1OP   H10     CD2     CE2         119.58 3.000
1OP   H10     CD2     CG          119.37 3.000
1OP   CE2     CD2     CG          121.05 3.000
1OP   H11     CE1     CZ          119.59 3.000
1OP   H11     CE1     CD1         121.22 3.000
1OP   CZ      CE1     CD1         119.19 3.000
1OP   H12     CE2     CZ          121.08 3.000
1OP   H12     CE2     CD2         119.76 3.000
1OP   CZ      CE2     CD2         119.17 3.000
1OP   O1      CZ      CE2         124.10 3.000
1OP   CE2     CZ      CE1         120.70 3.000
1OP   O1      CZ      CE1         115.17 3.000
1OP   C07     O1      CZ          114.96 3.000
1OP   H14     C07     H13         109.32 3.000
1OP   H14     C07     C08         111.07 3.000
1OP   H13     C07     C08         110.83 3.000
1OP   H14     C07     O1          110.30 3.000
1OP   H13     C07     O1          109.11 3.000
1OP   C08     C07     O1          106.16 3.000
1OP   H16     C08     H15         107.22 3.000
1OP   H16     C08     C09         110.29 3.000
1OP   H15     C08     C09         110.28 3.000
1OP   H16     C08     C07         109.38 3.000
1OP   H15     C08     C07         109.35 3.000
1OP   C09     C08     C07         110.27 3.000
1OP   H18     C09     H17         107.18 3.000
1OP   H18     C09     C08         109.64 3.000
1OP   H17     C09     C08         109.60 3.000
1OP   H18     C09     C10         109.65 3.000
1OP   H17     C09     C10         109.67 3.000
1OP   C08     C09     C10         111.03 3.000
1OP   H19     O2      C11         106.47 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
1OP CONST_01       CZ      CE1     CD1     CG           -0.25   0.0 0
1OP CONST_02       CZ      CE2     CD2     CG           -0.27   0.0 0
1OP CONST_03       CE2     CZ      CE1     CD1           0.40   0.0 0
1OP CONST_04       CE2     CD2     CG      CD1           0.42   0.0 0
1OP CONST_05       CE1     CZ      CE2     CD2          -0.14   0.0 0
1OP CONST_06       CE1     CD1     CG      CD2          -0.15   0.0 0
1OP CONST_07       CE1     CD1     CG      CB          179.54   0.0 0
1OP CONST_08       CE2     CD2     CG      CB         -179.28   0.0 0
1OP CONST_09       O1      CZ      CE1     CD1        -177.76   0.0 0
1OP CONST_10       O1      CZ      CE2     CD2         177.85   0.0 0
1OP CONST_11       H11     CE1     CD1     CG          179.72   0.0 0
1OP CONST_12       H12     CE2     CD2     CG          179.80   0.0 0
1OP CONST_13       H10     CD2     CG      CD1        -179.26   0.0 0
1OP CONST_14       H9      CD1     CG      CD2         178.45   0.0 0
1OP Var_01         CD1     CG      CB      CA           80.86  30.0 2
1OP Var_02         C08     C07     O1      CZ          167.41  30.0 2
1OP Var_03         C07     C08     C09     C10        -179.50  30.0 3
1OP Var_04         C08     C09     C10     C11        -179.35  30.0 3
1OP Var_05         C09     C08     C07     O1          179.10  30.0 1
1OP Var_06         O2      C11     C10     C09        -178.95  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
1OP chir_01   CA      CB      N       C     positiv
#
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
1OP plan-1     CB 0.020
1OP plan-1     CG 0.020
1OP plan-1    CD1 0.020
1OP plan-1    CD2 0.020
1OP plan-1    CE1 0.020
1OP plan-1    CE2 0.020
1OP plan-1     CZ 0.020
1OP plan-1     O1 0.020
1OP plan-1     H9 0.020
1OP plan-1    H10 0.020
1OP plan-1    H11 0.020
1OP plan-1    H12 0.020
1OP plan-2      C 0.020
1OP plan-2      O 0.020
1OP plan-2     CA 0.020
1OP plan-2    OXT 0.020
