# 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 15:10:06 2012
#
#   Inital geometry file: a 78 line input string
#   Ligand name: 1-[1,2-dihydroxy-1-(hydroxymethyl)ethyl]-L-histidine
#   Quantum optimisation: True
#   Method: AM1
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1cn(cn1)C(O)(CO)CO)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
HIQ        HIQ '1-[1,2-dihydroxy-1-(hydroxymethyl)ethyl]-L-histidine' L-peptide 32 17 .
2012-08-28 2012-08-28
;
CIF prepared directly in eLBOW
;
#
data_comp_HIQ
#
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
HIQ         N      N   NH2   .          2.6497   -0.9642    5.9255
HIQ         CA     C   CH1   .          2.2591   -0.7327    4.5505
HIQ         C      C   C     .          2.8864   -1.8085    3.6756
HIQ         O      O   O     .          4.0730   -1.9665    3.3759
HIQ         OXT    O   OH1   .          1.9933   -2.7003    3.1717
HIQ         CB     C   CH2   .          2.6597    0.6435    3.9791
HIQ         CG     C   CR5   .          2.1198    0.8674    2.6238
HIQ         ND1    N   N     .          0.7509    0.9701    2.3264
HIQ         CD2    C   CR15  .          2.8725    1.0098    1.4416
HIQ         CE1    C   CR15  .          0.6737    1.1702    0.9975
HIQ         NE2    N   NR5   .          1.9507    1.2042    0.4069
HIQ         O1     O   OH1   .          0.1099    1.8436   -2.0556
HIQ         O2     O   OH1   .          3.5792    1.9828   -1.1168
HIQ         O3     O   OH1   .          3.3711   -0.7569   -1.3693
HIQ         C1     C   CH2   .          1.3543    2.4113   -1.7256
HIQ         C2     C   CT    .          2.2881    1.3963   -0.9977
HIQ         C3     C   CH2   .          2.2817    0.0402   -1.7730
HIQ        HN1     H   HNH2  .          2.1533   -0.3438    6.5327
HIQ        HN2     H   HNH2  .          3.6356   -0.8404    6.0470
HIQ        HA      H   HCH1  .          1.1329   -0.8423    4.4920
HIQ        HXT     H   HOH1  .          2.4585   -3.3551    2.6261
HIQ        HB1     H   HCH2  .          3.7795    0.7227    3.9493
HIQ        HB2     H   HCH2  .          2.2724    1.4469    4.6648
HIQ        HD2     H   HCR5  .          3.9471    0.9892    1.2729
HIQ        HE1     H   HCR5  .         -0.2491    1.2956    0.4161
HIQ        H1      H   HOH1  .          0.0136    1.8782   -3.0152
HIQ        H2      H   HOH1  .          4.2371    1.2712   -1.0769
HIQ        H3      H   HOH1  .          3.1435   -1.1628   -0.5217
HIQ        H1C1    H   HCH2  .          1.1180    3.2759   -1.0490
HIQ        H1C2    H   HCH2  .          1.8972    2.7788   -2.6349
HIQ        H3C1    H   HCH2  .          1.3052   -0.4899   -1.6396
HIQ        H3C2    H   HCH2  .          2.4670    0.2557   -2.8594
#
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
HIQ   N       CA    single        1.448 0.020
HIQ   N      HN1    single        1.000 0.020
HIQ   N      HN2    single        1.001 0.020
HIQ   CA      C     single        1.522 0.020
HIQ   CA      CB    single        1.543 0.020
HIQ   CA     HA     single        1.133 0.020
HIQ   C       O     double        1.234 0.020
HIQ   C       OXT   single        1.359 0.020
HIQ   OXT    HXT    single        0.971 0.020
HIQ   CB      CG    single        1.476 0.020
HIQ   CB     HB1    single        1.123 0.020
HIQ   CB     HB2    single        1.125 0.020
HIQ   CG      ND1   aromatic      1.405 0.020
HIQ   CG      CD2   aromatic      1.409 0.020
HIQ   ND1     CE1   aromatic      1.346 0.020
HIQ   CD2     NE2   aromatic      1.399 0.020
HIQ   CD2    HD2    single        1.088 0.020
HIQ   CE1     NE2   aromatic      1.407 0.020
HIQ   CE1    HE1    single        1.098 0.020
HIQ   NE2     C2    single        1.457 0.020
HIQ   O1      C1    single        1.407 0.020
HIQ   O1     H1     single        0.965 0.020
HIQ   O2      C2    single        1.423 0.020
HIQ   O2     H2     single        0.970 0.020
HIQ   O3      C3    single        1.409 0.020
HIQ   O3     H3     single        0.967 0.020
HIQ   C1      C2    single        1.559 0.020
HIQ   C1     H1C1   single        1.123 0.020
HIQ   C1     H1C2   single        1.121 0.020
HIQ   C2      C3    single        1.562 0.020
HIQ   C3     H3C1   single        1.119 0.020
HIQ   C3     H3C2   single        1.123 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
HIQ  HN2      N      HN1          109.79 3.000
HIQ  HN2      N       CA          111.17 3.000
HIQ  HN1      N       CA          110.09 3.000
HIQ  HA       CA      CB          108.98 3.000
HIQ  HA       CA      C           108.15 3.000
HIQ   CB      CA      C           108.09 3.000
HIQ  HA       CA      N           107.56 3.000
HIQ   CB      CA      N           115.10 3.000
HIQ   C       CA      N           108.76 3.000
HIQ   OXT     C       O           117.25 3.000
HIQ   OXT     C       CA          113.96 3.000
HIQ   O       C       CA          128.79 3.000
HIQ  HXT      OXT     C           109.63 3.000
HIQ  HB2      CB     HB1          108.01 3.000
HIQ  HB2      CB      CG          108.99 3.000
HIQ  HB1      CB      CG          109.25 3.000
HIQ  HB2      CB      CA          108.77 3.000
HIQ  HB1      CB      CA          109.37 3.000
HIQ   CG      CB      CA          112.35 3.000
HIQ   CD2     CG      ND1         109.61 3.000
HIQ   CD2     CG      CB          126.19 3.000
HIQ   ND1     CG      CB          124.20 3.000
HIQ   CE1     ND1     CG          106.01 3.000
HIQ  HD2      CD2     NE2         122.59 3.000
HIQ  HD2      CD2     CG          130.99 3.000
HIQ   NE2     CD2     CG          106.42 3.000
HIQ  HE1      CE1     NE2         122.52 3.000
HIQ  HE1      CE1     ND1         126.01 3.000
HIQ   NE2     CE1     ND1         111.47 3.000
HIQ   C2      NE2     CE1         128.16 3.000
HIQ   C2      NE2     CD2         125.34 3.000
HIQ   CE1     NE2     CD2         106.50 3.000
HIQ  H1       O1      C1          107.88 3.000
HIQ  H2       O2      C2          108.03 3.000
HIQ  H3       O3      C3          107.85 3.000
HIQ  H1C2     C1     H1C1         109.77 3.000
HIQ  H1C2     C1      C2          107.58 3.000
HIQ  H1C1     C1      C2          110.24 3.000
HIQ  H1C2     C1      O1          111.74 3.000
HIQ  H1C1     C1      O1          105.42 3.000
HIQ   C2      C1      O1          112.12 3.000
HIQ   C3      C2      C1          109.33 3.000
HIQ   C3      C2      O2          108.67 3.000
HIQ   C1      C2      O2          103.65 3.000
HIQ   C3      C2      NE2         111.28 3.000
HIQ   C1      C2      NE2         113.39 3.000
HIQ   O2      C2      NE2         110.18 3.000
HIQ  H3C2     C3     H3C1         110.50 3.000
HIQ  H3C2     C3      C2          108.23 3.000
HIQ  H3C1     C3      C2          110.84 3.000
HIQ  H3C2     C3      O3          104.95 3.000
HIQ  H3C1     C3      O3          111.88 3.000
HIQ   C2      C3      O3          110.23 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
HIQ CONST_01       NE2     CE1     ND1     CG           -0.05   0.0 0
HIQ CONST_02       CE1     NE2     CD2     CG           -0.11   0.0 0
HIQ CONST_03       NE2     CD2     CG      ND1           0.08   0.0 0
HIQ CONST_04       CD2     NE2     CE1     ND1           0.10   0.0 0
HIQ CONST_05       CE1     ND1     CG      CD2          -0.02   0.0 0
HIQ CONST_06       CE1     ND1     CG      CB          180.00   0.0 0
HIQ CONST_07       NE2     CD2     CG      CB         -179.94   0.0 0
HIQ CONST_08       C2      NE2     CD2     CG         -179.92   0.0 0
HIQ CONST_09       C2      NE2     CE1     ND1         179.90   0.0 0
HIQ CONST_10      HE1      CE1     ND1     CG          179.98   0.0 0
HIQ CONST_11      HD2      CD2     CG      ND1         179.96   0.0 0
HIQ CONST_12       HXT     OXT     C       CA          180.00   0.0 0
HIQ Var_01         ND1     CG      CB      CA           65.01  30.0 2
HIQ Var_02         O2      C2      NE2     CD2         -27.66  30.0 2
HIQ Var_03         O1      C1      C2      NE2         -77.69  30.0 3
HIQ Var_04         O3      C3      C2      NE2         -70.13  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
HIQ chir_01   CA      N       C       CB    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
HIQ plan-1     CB 0.020
HIQ plan-1     CG 0.020
HIQ plan-1    ND1 0.020
HIQ plan-1    CD2 0.020
HIQ plan-1    CE1 0.020
HIQ plan-1    NE2 0.020
HIQ plan-1     C2 0.020
HIQ plan-1    HD2 0.020
HIQ plan-1    HE1 0.020
HIQ plan-2     CA 0.020
HIQ plan-2      C 0.020
HIQ plan-2      O 0.020
HIQ plan-2    OXT 0.020
HIQ plan-2    HXT 0.020
