# 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 15:30:14 2012
#
#   Inital geometry file: a 117 line input string
#   Ligand name: (1S,2R)-N-{(1E)-5-[(2S)-2-amino-2-carboxyethyl]-2-hydroxy-4-oxocyclohexa-2,5-dien-1-ylidene}-2-phenylcyclopropanaminium
#   Quantum optimisation: True
#   Method: AM1
#   Random seed: 3628800
#   SMILES string: N[C@@H](CC1=CC(=[NH+][C@H]2C[C@@H]2c3ccccc3)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
TCQ        TCQ '(1S,2R)-N-{(1E)-5-[(2S)-2-amino-2-carboxyethyl]-2-hydroxy-4-oxocyclohexa-2,5-dien-1-ylidene}-2-phenylcyclopropanaminium' L-peptide 43 24 .
2012-08-28 2012-08-28
;
CIF prepared directly in eLBOW
;
#
data_comp_TCQ
#
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
TCQ         N      N   NH2   .         -2.5064   -1.2368    1.7975
TCQ         CA     C   CH1   .         -3.1154   -1.6609    0.5599
TCQ         C      C   C     .         -3.2180   -3.1741    0.4005
TCQ         O      O   O     .         -2.3193   -4.0066    0.5313
TCQ         CB     C   CH2   .         -2.3627   -1.1253   -0.6790
TCQ         C1     C   CR6   .         -1.9611    0.2944   -0.5060
TCQ         C2     C   CR6   .         -3.0218    1.3355   -0.6633
TCQ         O2     O   O     .         -4.1916    1.0526   -0.9272
TCQ         C3     C   CR16  .         -2.5889    2.7308   -0.4854
TCQ         C4     C   CR6   .         -1.3119    3.0545   -0.1962
TCQ         O4     O   OH1   .         -0.8515    4.3349   -0.0203
TCQ         C5     C   CR6   .         -0.2561    2.0172   -0.0421
TCQ         N5     N   NC1   .          0.9896    2.3717    0.2442
TCQ         C7     C   CH1   .          2.1670    1.7973   -0.3381
TCQ         C9     C   CH2   .          3.5221    2.4393   -0.1245
TCQ         C8     C   CH1   .          3.2426    1.1091    0.5184
TCQ         C10    C   CR6   .          3.8319   -0.1518    0.0440
TCQ         C11    C   CR16  .          4.0107   -1.1869    0.9751
TCQ         C12    C   CR16  .          4.5649   -2.4038    0.5814
TCQ         C13    C   CR16  .          4.9473   -2.6029   -0.7446
TCQ         C14    C   CR16  .          4.7738   -1.5804   -1.6770
TCQ         C15    C   CR16  .          4.2205   -0.3619   -1.2890
TCQ         C6     C   CR16  .         -0.6836    0.6344   -0.2165
TCQ         OXT    O   OH1   .         -4.4597   -3.6129    0.0770
TCQ        H       H   HNH2  .         -2.9603   -1.6699    2.5787
TCQ        H2      H   HNH2  .         -1.5309   -1.4688    1.8186
TCQ        HA      H   HCH1  .         -4.1750   -1.2558    0.5238
TCQ        HB2     H   HCH2  .         -1.4667   -1.7679   -0.8866
TCQ        HB3     H   HCH2  .         -3.0654   -1.2099   -1.5574
TCQ        H3      H   HCR6  .         -3.3743    3.4993   -0.6023
TCQ        HO4     H   HOH1  .         -1.4469    4.8081    0.5866
TCQ        HN5     H   HNC1  .          1.1401    3.0966    0.9327
TCQ        H7      H   HCH1  .          1.9472    1.3584   -1.3415
TCQ        H92     H   HCH2  .          4.1970    2.5020   -1.0010
TCQ        H91     H   HCH2  .          3.6170    3.3279    0.5287
TCQ        H8      H   HCH1  .          3.0973    1.1190    1.6218
TCQ        H11     H   HCR6  .          3.7124   -1.0410    2.0248
TCQ        H12     H   HCR6  .          4.7002   -3.2085    1.3205
TCQ        H13     H   HCR6  .          5.3850   -3.5643   -1.0549
TCQ        H14     H   HCR6  .          5.0750   -1.7351   -2.7246
TCQ        H15     H   HCR6  .          4.0945    0.4277   -2.0442
TCQ        H6      H   HCR6  .          0.0802   -0.1591   -0.1052
TCQ        HXT     H   HOH1  .         -4.4568   -4.5831   -0.0095
#
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
TCQ   N       CA    single        1.443 0.020
TCQ   CA      C     single        1.525 0.020
TCQ   CA      CB    single        1.545 0.020
TCQ   C       O     double        1.232 0.020
TCQ   C       OXT   single        1.356 0.020
TCQ   CB      C1    single        1.486 0.020
TCQ   C1      C2    single        1.495 0.020
TCQ   C1      C6    double        1.353 0.020
TCQ   C2      O2    double        1.232 0.020
TCQ   C2      C3    single        1.472 0.020
TCQ   C3      C4    double        1.349 0.020
TCQ   C4      O4    single        1.372 0.020
TCQ   C4      C5    single        1.488 0.020
TCQ   C5      N5    double        1.327 0.020
TCQ   C5      C6    single        1.458 0.020
TCQ   N5      C7    single        1.434 0.020
TCQ   C7      C9    single        1.515 0.020
TCQ   C7      C8    single        1.538 0.020
TCQ   C9      C8    single        1.504 0.020
TCQ   C8      C10   single        1.470 0.020
TCQ   C10     C11   aromatic      1.404 0.020
TCQ   C10     C15   aromatic      1.404 0.020
TCQ   C11     C12   aromatic      1.394 0.020
TCQ   C12     C13   aromatic      1.394 0.020
TCQ   C13     C14   aromatic      1.395 0.020
TCQ   C14     C15   aromatic      1.393 0.020
TCQ   N      H      single        1.002 0.020
TCQ   N      H2     single        1.003 0.020
TCQ   CA     HA     single        1.135 0.020
TCQ   CB     HB2    single        1.122 0.020
TCQ   CB     HB3    single        1.128 0.020
TCQ   C3     H3     single        1.105 0.020
TCQ   O4     HO4    single        0.973 0.020
TCQ   N5     HN5    single        1.011 0.020
TCQ   C7     H7     single        1.117 0.020
TCQ   C9     H92    single        1.108 0.020
TCQ   C9     H91    single        1.107 0.020
TCQ   C8     H8     single        1.113 0.020
TCQ   C11    H11    single        1.101 0.020
TCQ   C12    H12    single        1.101 0.020
TCQ   C13    H13    single        1.101 0.020
TCQ   C14    H14    single        1.101 0.020
TCQ   C15    H15    single        1.100 0.020
TCQ   C6     H6     single        1.107 0.020
TCQ   OXT    HXT    single        0.974 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
TCQ  H2       N      H            108.92 3.000
TCQ  H2       N       CA          111.13 3.000
TCQ  H        N       CA          110.51 3.000
TCQ  HA       CA      CB          107.79 3.000
TCQ  HA       CA      C           106.74 3.000
TCQ   CB      CA      C           107.03 3.000
TCQ  HA       CA      N           108.44 3.000
TCQ   CB      CA      N           112.34 3.000
TCQ   C       CA      N           114.19 3.000
TCQ   OXT     C       O           118.33 3.000
TCQ   OXT     C       CA          114.05 3.000
TCQ   O       C       CA          127.61 3.000
TCQ  HB3      CB     HB2          108.09 3.000
TCQ  HB3      CB      C1          109.31 3.000
TCQ  HB2      CB      C1          110.67 3.000
TCQ  HB3      CB      CA          107.15 3.000
TCQ  HB2      CB      CA          109.80 3.000
TCQ   C1      CB      CA          111.69 3.000
TCQ   C6      C1      C2          121.16 3.000
TCQ   C6      C1      CB          121.35 3.000
TCQ   C2      C1      CB          117.49 3.000
TCQ   C3      C2      O2          121.52 3.000
TCQ   C3      C2      C1          116.04 3.000
TCQ   O2      C2      C1          122.44 3.000
TCQ  H3       C3      C4          121.92 3.000
TCQ  H3       C3      C2          115.95 3.000
TCQ   C4      C3      C2          122.14 3.000
TCQ   C5      C4      O4          113.52 3.000
TCQ   C5      C4      C3          121.78 3.000
TCQ   O4      C4      C3          124.70 3.000
TCQ  HO4      O4      C4          109.18 3.000
TCQ   C6      C5      N5          123.69 3.000
TCQ   C6      C5      C4          116.15 3.000
TCQ   N5      C5      C4          120.16 3.000
TCQ  HN5      N5      C7          116.21 3.000
TCQ  HN5      N5      C5          118.58 3.000
TCQ   C7      N5      C5          125.21 3.000
TCQ  H7       C7      C8          117.53 3.000
TCQ  H7       C7      C9          117.99 3.000
TCQ   C8      C7      C9           59.02 3.000
TCQ  H7       C7      N5          111.14 3.000
TCQ   C8      C7      N5          121.84 3.000
TCQ   C9      C7      N5          120.51 3.000
TCQ  H91      C9     H92          111.67 3.000
TCQ  H91      C9      C8          118.28 3.000
TCQ  H92      C9      C8          120.10 3.000
TCQ  H91      C9      C7          120.01 3.000
TCQ  H92      C9      C7          117.22 3.000
TCQ   C8      C9      C7           61.25 3.000
TCQ  H8       C8      C10         112.32 3.000
TCQ  H8       C8      C9          116.13 3.000
TCQ   C10     C8      C9          123.10 3.000
TCQ  H8       C8      C7          117.19 3.000
TCQ   C10     C8      C7          118.98 3.000
TCQ   C9      C8      C7           59.73 3.000
TCQ   C15     C10     C11         118.95 3.000
TCQ   C15     C10     C8          123.06 3.000
TCQ   C11     C10     C8          118.00 3.000
TCQ  H11      C11     C12         119.52 3.000
TCQ  H11      C11     C10         120.01 3.000
TCQ   C12     C11     C10         120.47 3.000
TCQ  H12      C12     C13         120.02 3.000
TCQ  H12      C12     C11         119.82 3.000
TCQ   C13     C12     C11         120.15 3.000
TCQ  H13      C13     C14         120.09 3.000
TCQ  H13      C13     C12         120.12 3.000
TCQ   C14     C13     C12         119.80 3.000
TCQ  H14      C14     C15         119.77 3.000
TCQ  H14      C14     C13         119.94 3.000
TCQ   C15     C14     C13         120.29 3.000
TCQ  H15      C15     C14         118.82 3.000
TCQ  H15      C15     C10         120.84 3.000
TCQ   C14     C15     C10         120.33 3.000
TCQ  H6       C6      C5          117.75 3.000
TCQ  H6       C6      C1          119.52 3.000
TCQ   C5      C6      C1          122.73 3.000
TCQ  HXT      OXT     C           109.93 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
TCQ CONST_01       C13     C12     C11     C10           0.01   0.0 0
TCQ CONST_02       C13     C14     C15     C10          -0.02   0.0 0
TCQ CONST_03       C14     C15     C10     C11           0.02   0.0 0
TCQ CONST_04       C14     C13     C12     C11           0.00   0.0 0
TCQ CONST_05       C15     C10     C11     C12          -0.02   0.0 0
TCQ CONST_06       C15     C14     C13     C12           0.01   0.0 0
TCQ CONST_07       C12     C11     C10     C8         -179.99   0.0 0
TCQ CONST_08       C14     C15     C10     C8          179.99   0.0 0
TCQ CONST_09       C5      C6      C1      C2           -0.10   0.0 0
TCQ CONST_10       C5      C4      C3      C2            0.18   0.0 0
TCQ CONST_11       C5      C6      C1      CB          179.92   0.0 0
TCQ CONST_12       O4      C4      C3      C2          179.97   0.0 0
TCQ CONST_13      H11      C11     C10     C8            0.02   0.0 0
TCQ CONST_14      H15      C15     C10     C8           -0.03   0.0 0
TCQ CONST_15      H12      C12     C11     C10        -179.99   0.0 0
TCQ CONST_16      H14      C14     C15     C10         179.99   0.0 0
TCQ CONST_17      H13      C13     C12     C11        -180.00   0.0 0
TCQ CONST_18       H6      C6      C1      C2          179.95   0.0 0
TCQ CONST_19       H3      C3      C4      C5         -179.88   0.0 0
TCQ CONST_20       HXT     OXT     C       CA          180.00   0.0 0
TCQ Var_01         C7      N5      C5      C4         -138.64  30.0 2
TCQ Var_02         C2      C1      CB      CA          -76.64  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
TCQ chir_01   CA      N       C       CB    positiv
TCQ chir_02   C7      N5      C9      C8    negativ
TCQ chir_03   C8      C7      C9      C10   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
TCQ plan-1     CB 0.020
TCQ plan-1     C1 0.020
TCQ plan-1     C2 0.020
TCQ plan-1     O2 0.020
TCQ plan-1     C3 0.020
TCQ plan-1     C4 0.020
TCQ plan-1     O4 0.020
TCQ plan-1     C5 0.020
TCQ plan-1     N5 0.020
TCQ plan-1     C6 0.020
TCQ plan-1     H3 0.020
TCQ plan-1     H6 0.020
TCQ plan-2     C8 0.020
TCQ plan-2    C10 0.020
TCQ plan-2    C11 0.020
TCQ plan-2    C12 0.020
TCQ plan-2    C13 0.020
TCQ plan-2    C14 0.020
TCQ plan-2    C15 0.020
TCQ plan-2    H11 0.020
TCQ plan-2    H12 0.020
TCQ plan-2    H13 0.020
TCQ plan-2    H14 0.020
TCQ plan-2    H15 0.020
TCQ plan-3     CA 0.020
TCQ plan-3      C 0.020
TCQ plan-3      O 0.020
TCQ plan-3    OXT 0.020
TCQ plan-3    HXT 0.020
