# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-1137 (Mon Aug 22 05:16:00 2012)
#   - file written: Tue Aug 28 15:30:46 2012
#
#   Inital geometry file: a 72 line input string
#   Ligand name: 3-(4-hydroxy-3,6-dioxocyclohexa-1,4-dien-1-yl)-L-alanine
#   Quantum optimisation: True
#   Method: AM1
#   Random seed: 3628800
#   SMILES string: N[C@@H](CC1=CC(=O)C(=CC1=O)O)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
TPQ        TPQ '3-(4-hydroxy-3,6-dioxocyclohexa-1,4-dien-1-yl)-L-alanine' L-peptide 24 15 .
2012-08-28 2012-08-28
;
CIF prepared directly in eLBOW
;
#
data_comp_TPQ
#
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
TPQ         N      N   NH2   .         -4.9793   -3.4995   -2.2210
TPQ         CA     C   CH1   .         -4.5246   -2.1580   -1.9352
TPQ         CB     C   CH2   .         -3.4683   -1.5966   -2.9150
TPQ         C      C   C     .         -5.7210   -1.2173   -1.9476
TPQ         O      O   O     .         -6.5030   -0.9826   -2.8716
TPQ         OXT    O   OH1   .         -5.9217   -0.5700   -0.7708
TPQ         C1     C   CR6   .         -2.6443   -0.5212   -2.3005
TPQ         C2     C   CR6   .         -1.5449   -0.9506   -1.3845
TPQ         O2     O   O     .         -1.3294   -2.1458   -1.1483
TPQ         C3     C   CR16  .         -0.7346    0.1114   -0.7805
TPQ         C4     C   CR6   .         -0.9744    1.4148   -1.0422
TPQ         O4     O   OH1   .         -0.1930    2.3726   -0.4562
TPQ         C5     C   CR6   .         -2.0689    1.8535   -1.9544
TPQ         O5     O   O     .         -2.2604    3.0551   -2.1717
TPQ         C6     C   CR16  .         -2.8732    0.7800   -2.5532
TPQ        H       H   HNH2  .         -5.4728   -3.5421   -3.0908
TPQ        H2      H   HNH2  .         -4.2081   -4.1361   -2.2281
TPQ        HA      H   HCH1  .         -4.0788   -2.1648   -0.8925
TPQ        HB2     H   HCH2  .         -3.9851   -1.2186   -3.8376
TPQ        HB3     H   HCH2  .         -2.7794   -2.4324   -3.2190
TPQ        HXT     H   HOH1  .         -6.6967    0.0120   -0.8449
TPQ        H3      H   HCR6  .          0.0769   -0.2036   -0.1047
TPQ        HO4     H   HOH1  .         -0.4703    3.2413   -0.7983
TPQ        H6      H   HCR6  .         -3.6817    1.1126   -3.2274
#
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
TPQ   N       CA    single        1.445 0.020
TPQ   N      H      single        1.001 0.020
TPQ   N      H2     single        1.000 0.020
TPQ   CA      CB    single        1.546 0.020
TPQ   CA      C     single        1.522 0.020
TPQ   CA     HA     single        1.134 0.020
TPQ   CB      C1    single        1.488 0.020
TPQ   CB     HB2    single        1.123 0.020
TPQ   CB     HB3    single        1.125 0.020
TPQ   C       O     double        1.233 0.020
TPQ   C       OXT   single        1.358 0.020
TPQ   OXT    HXT    single        0.972 0.020
TPQ   C1      C2    single        1.494 0.020
TPQ   C1      C6    double        1.345 0.020
TPQ   C2      O2    double        1.237 0.020
TPQ   C2      C3    single        1.466 0.020
TPQ   C3      C4    double        1.351 0.020
TPQ   C3     H3     single        1.102 0.020
TPQ   C4      O4    single        1.368 0.020
TPQ   C4      C5    single        1.491 0.020
TPQ   O4     HO4    single        0.974 0.020
TPQ   C5      O5    double        1.236 0.020
TPQ   C5      C6    single        1.469 0.020
TPQ   C6     H6     single        1.104 0.020
#
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
TPQ  H2       N      H            110.30 3.000
TPQ  H2       N       CA          110.47 3.000
TPQ  H        N       CA          111.50 3.000
TPQ  HA       CA      C           108.67 3.000
TPQ  HA       CA      CB          108.44 3.000
TPQ   C       CA      CB          107.90 3.000
TPQ  HA       CA      N           107.46 3.000
TPQ   C       CA      N           108.96 3.000
TPQ   CB      CA      N           115.26 3.000
TPQ  HB3      CB     HB2          108.05 3.000
TPQ  HB3      CB      C1          108.03 3.000
TPQ  HB2      CB      C1          110.54 3.000
TPQ  HB3      CB      CA          108.65 3.000
TPQ  HB2      CB      CA          109.17 3.000
TPQ   C1      CB      CA          112.28 3.000
TPQ   OXT     C       O           117.70 3.000
TPQ   OXT     C       CA          113.81 3.000
TPQ   O       C       CA          128.49 3.000
TPQ  HXT      OXT     C           109.71 3.000
TPQ   C6      C1      C2          121.23 3.000
TPQ   C6      C1      CB          121.83 3.000
TPQ   C2      C1      CB          116.94 3.000
TPQ   C3      C2      O2          121.66 3.000
TPQ   C3      C2      C1          116.81 3.000
TPQ   O2      C2      C1          121.53 3.000
TPQ  H3       C3      C4          121.69 3.000
TPQ  H3       C3      C2          116.91 3.000
TPQ   C4      C3      C2          121.40 3.000
TPQ   C5      C4      O4          118.39 3.000
TPQ   C5      C4      C3          122.19 3.000
TPQ   O4      C4      C3          119.41 3.000
TPQ  HO4      O4      C4          108.14 3.000
TPQ   C6      C5      O5          123.64 3.000
TPQ   C6      C5      C4          115.87 3.000
TPQ   O5      C5      C4          120.48 3.000
TPQ  H6       C6      C5          115.45 3.000
TPQ  H6       C6      C1          122.06 3.000
TPQ   C5      C6      C1          122.49 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
TPQ CONST_01       C5      C6      C1      C2            0.02   0.0 0
TPQ CONST_02       C5      C4      C3      C2           -0.01   0.0 0
TPQ CONST_03       C5      C6      C1      CB          179.99   0.0 0
TPQ CONST_04       O4      C4      C3      C2          179.99   0.0 0
TPQ CONST_05       H6      C6      C1      C2         -179.99   0.0 0
TPQ CONST_06       H3      C3      C4      C5          180.00   0.0 0
TPQ CONST_07       HXT     OXT     C       CA         -180.00   0.0 0
TPQ Var_01         C2      C1      CB      CA           78.68  30.0 3
#
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
TPQ chir_01   CA      N       CB      C     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
TPQ plan-1     CB 0.020
TPQ plan-1     C1 0.020
TPQ plan-1     C2 0.020
TPQ plan-1     O2 0.020
TPQ plan-1     C3 0.020
TPQ plan-1     C4 0.020
TPQ plan-1     O4 0.020
TPQ plan-1     C5 0.020
TPQ plan-1     O5 0.020
TPQ plan-1     C6 0.020
TPQ plan-1     H3 0.020
TPQ plan-1     H6 0.020
TPQ plan-2     CA 0.020
TPQ plan-2      C 0.020
TPQ plan-2      O 0.020
TPQ plan-2    OXT 0.020
TPQ plan-2    HXT 0.020
