# 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 15:22:29 2012
#
#   Inital geometry file: a 137 line input string
#   Ligand name: 2-hydroxy-5-({(1E)-1-[(naphthalen-2-yloxy)methyl]-3-oxoprop-1-en-1-yl}amino)-L-tyrosine
#   Quantum optimisation: True
#   Method: AM1
#   Random seed: 3628800
#   SMILES string: N[C@@H](Cc1cc(N\C(COc2ccc3ccccc3c2)=C\C=O)c(O)cc1O)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
NBQ        NBQ '2-hydroxy-5-({(1E)-1-[(naphthalen-2-yloxy)methyl]-3-oxoprop-1-en-1-yl}amino)-L-tyrosine' L-peptide 53 31 .
2012-08-28 2012-08-28
;
CIF prepared directly in eLBOW
;
#
data_comp_NBQ
#
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
NBQ         N      N   NH2   .          1.4134  -14.4556    5.2738
NBQ         CA     C   CH1   .          2.2267  -13.2647    5.1440
NBQ         CB     C   CH2   .          2.1025  -12.2524    6.3038
NBQ         CQ1    C   CR6   .          2.4839  -10.8746    5.8990
NBQ         CQ2    C   CR6   .          1.5963  -10.0607    5.1609
NBQ         OQ2    O   OH1   .          0.3709  -10.5969    4.8367
NBQ         CQ3    C   CR16  .          1.9516   -8.7647    4.7786
NBQ         CQ4    C   CR6   .          3.2100   -8.2675    5.1337
NBQ         OQ4    O   OH1   .          3.4889   -6.9824    4.7220
NBQ         CQ5    C   CR6   .          4.1253   -9.0576    5.8759
NBQ         CQ6    C   CR16  .          3.7326  -10.3613    6.2429
NBQ         NQ5    N   NH1   .          5.3965   -8.5564    6.2336
NBQ         CAD    C   C     .          5.7318   -8.0380    7.4777
NBQ         CAC    C   C1    .          4.9118   -8.1065    8.5656
NBQ         CAB    C   C1    .          5.3587   -8.0728    9.9492
NBQ         OAA    O   O     .          4.5714   -7.9583   10.8951
NBQ         CAE    C   CH2   .          6.9172   -7.0863    7.5061
NBQ         OAF    O   O2    .          7.0758   -6.4707    6.2204
NBQ         CAG    C   CR6   .          8.3897   -6.2203    5.8436
NBQ         CAP    C   CR16  .          9.2521   -5.3960    6.6171
NBQ         CAO    C   CR16  .         10.5397   -5.1870    6.1916
NBQ         CAN    C   CR66  .         11.0193   -5.7833    4.9931
NBQ         CAM    C   CR16  .         12.3512   -5.5760    4.5403
NBQ         CAI    C   CR66  .         10.1494   -6.6046    4.2301
NBQ         CAH    C   CR16  .          8.8187   -6.8171    4.6743
NBQ         CAJ    C   CR16  .         10.6327   -7.1998    3.0312
NBQ         CAK    C   CR16  .         11.9239   -6.9821    2.6180
NBQ         CAL    C   CR16  .         12.7918   -6.1624    3.3795
NBQ         C      C   C     .          3.6867  -13.6739    5.0245
NBQ         OXT    O   OH1   .          4.2428  -13.3856    3.8184
NBQ         O      O   O     .          4.4041  -14.2196    5.8658
NBQ        H       H   HNH2  .          0.4659  -14.2039    5.4757
NBQ        H2      H   HNH2  .          1.7653  -15.0561    5.9933
NBQ        HA      H   HCH1  .          1.9187  -12.7449    4.1856
NBQ        HB2     H   HCH2  .          1.0325  -12.2366    6.6507
NBQ        HB3     H   HCH2  .          2.7395  -12.5963    7.1624
NBQ        HQ2     H   HOH1  .          0.1685  -10.3533    3.9209
NBQ        HQ3     H   HCR6  .          1.2635   -8.1285    4.2045
NBQ        HQ4     H   HOH1  .          3.4579   -6.4021    5.4975
NBQ        HQ6     H   HCR6  .          4.4296  -10.9939    6.8198
NBQ        HQ5     H   HNH1  .          6.1062   -8.5802    5.5295
NBQ        HAC     H   H     .          3.8181   -8.0196    8.4419
NBQ        HAB     H   H     .          6.4210   -8.3508   10.1431
NBQ        HAE1    H   HCH2  .          7.8360   -7.6576    7.8030
NBQ        HAE2    H   HCH2  .          6.7214   -6.2541    8.2358
NBQ        HAP     H   HCR6  .          8.8805   -4.9348    7.5430
NBQ        HAO     H   HCR6  .         11.2241   -4.5517    6.7750
NBQ        HAM     H   HCR6  .         13.0179   -4.9377    5.1386
NBQ        HAH     H   HCR6  .          8.1414   -7.4525    4.0866
NBQ        HAJ     H   HCR6  .          9.9512   -7.8349    2.4463
NBQ        HAK     H   HCR6  .         12.3002   -7.4408    1.6917
NBQ        HAL     H   HCR6  .         13.8216   -6.0038    3.0269
NBQ        HO      H   HOH1  .          5.1716  -13.6721    3.8105
#
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
NBQ   N       CA    single        1.448 0.020
NBQ   N      H      single        1.001 0.020
NBQ   N      H2     single        1.001 0.020
NBQ   CA      CB    single        1.544 0.020
NBQ   CA      C     single        1.521 0.020
NBQ   CA     HA     single        1.133 0.020
NBQ   CB      CQ1   single        1.486 0.020
NBQ   CB     HB2    single        1.125 0.020
NBQ   CB     HB3    single        1.123 0.020
NBQ   CQ1     CQ2   aromatic      1.412 0.020
NBQ   CQ1     CQ6   aromatic      1.393 0.020
NBQ   CQ2     OQ2   single        1.376 0.020
NBQ   CQ2     CQ3   aromatic      1.397 0.020
NBQ   OQ2    HQ2    single        0.969 0.020
NBQ   CQ3     CQ4   aromatic      1.399 0.020
NBQ   CQ3    HQ3    single        1.099 0.020
NBQ   CQ4     OQ4   single        1.378 0.020
NBQ   CQ4     CQ5   aromatic      1.419 0.020
NBQ   OQ4    HQ4    single        0.969 0.020
NBQ   CQ5     CQ6   aromatic      1.410 0.020
NBQ   CQ5     NQ5   single        1.412 0.020
NBQ   CQ6    HQ6    single        1.104 0.020
NBQ   NQ5     CAD   single        1.389 0.020
NBQ   NQ5    HQ5    single        1.000 0.020
NBQ   CAD     CAC   double        1.364 0.020
NBQ   CAD     CAE   single        1.520 0.020
NBQ   CAC     CAB   single        1.454 0.020
NBQ   CAC    HAC    single        1.104 0.020
NBQ   CAB     OAA   double        1.236 0.020
NBQ   CAB    HAB    single        1.115 0.020
NBQ   CAE     OAF   single        1.434 0.020
NBQ   CAE    HAE1   single        1.122 0.020
NBQ   CAE    HAE2   single        1.124 0.020
NBQ   OAF     CAG   single        1.390 0.020
NBQ   CAG     CAP   aromatic      1.422 0.020
NBQ   CAG     CAH   aromatic      1.381 0.020
NBQ   CAP     CAO   aromatic      1.372 0.020
NBQ   CAP    HAP    single        1.099 0.020
NBQ   CAO     CAN   aromatic      1.422 0.020
NBQ   CAO    HAO    single        1.101 0.020
NBQ   CAN     CAM   aromatic      1.422 0.020
NBQ   CAN     CAI   aromatic      1.419 0.020
NBQ   CAM     CAL   aromatic      1.373 0.020
NBQ   CAM    HAM    single        1.100 0.020
NBQ   CAI     CAH   aromatic      1.419 0.020
NBQ   CAI     CAJ   aromatic      1.423 0.020
NBQ   CAH    HAH    single        1.099 0.020
NBQ   CAJ     CAK   aromatic      1.373 0.020
NBQ   CAJ    HAJ    single        1.100 0.020
NBQ   CAK     CAL   aromatic      1.416 0.020
NBQ   CAK    HAK    single        1.100 0.020
NBQ   CAL    HAL    single        1.100 0.020
NBQ   C       OXT   single        1.359 0.020
NBQ   C       O     double        1.233 0.020
NBQ   OXT    HO     single        0.972 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
NBQ  H2       N      H            109.79 3.000
NBQ  H2       N       CA          111.12 3.000
NBQ  H        N       CA          110.06 3.000
NBQ  HA       CA      C           108.54 3.000
NBQ  HA       CA      CB          108.22 3.000
NBQ   C       CA      CB          108.22 3.000
NBQ  HA       CA      N           107.48 3.000
NBQ   C       CA      N           108.96 3.000
NBQ   CB      CA      N           115.25 3.000
NBQ  HB3      CB     HB2          107.94 3.000
NBQ  HB3      CB      CQ1         110.28 3.000
NBQ  HB2      CB      CQ1         108.37 3.000
NBQ  HB3      CB      CA          109.14 3.000
NBQ  HB2      CB      CA          108.50 3.000
NBQ   CQ1     CB      CA          112.49 3.000
NBQ   CQ6     CQ1     CQ2         118.68 3.000
NBQ   CQ6     CQ1     CB          120.29 3.000
NBQ   CQ2     CQ1     CB          121.02 3.000
NBQ   CQ3     CQ2     OQ2         121.56 3.000
NBQ   CQ3     CQ2     CQ1         121.17 3.000
NBQ   OQ2     CQ2     CQ1         117.27 3.000
NBQ  HQ2      OQ2     CQ2         108.10 3.000
NBQ  HQ3      CQ3     CQ4         119.35 3.000
NBQ  HQ3      CQ3     CQ2         121.37 3.000
NBQ   CQ4     CQ3     CQ2         119.27 3.000
NBQ   CQ5     CQ4     OQ4         123.03 3.000
NBQ   CQ5     CQ4     CQ3         121.02 3.000
NBQ   OQ4     CQ4     CQ3         115.95 3.000
NBQ  HQ4      OQ4     CQ4         108.24 3.000
NBQ   NQ5     CQ5     CQ6         120.85 3.000
NBQ   NQ5     CQ5     CQ4         121.03 3.000
NBQ   CQ6     CQ5     CQ4         118.12 3.000
NBQ  HQ6      CQ6     CQ5         119.34 3.000
NBQ  HQ6      CQ6     CQ1         118.93 3.000
NBQ   CQ5     CQ6     CQ1         121.73 3.000
NBQ  HQ5      NQ5     CAD         117.93 3.000
NBQ  HQ5      NQ5     CQ5         116.87 3.000
NBQ   CAD     NQ5     CQ5         125.21 3.000
NBQ   CAE     CAD     CAC         119.03 3.000
NBQ   CAE     CAD     NQ5         116.01 3.000
NBQ   CAC     CAD     NQ5         123.40 3.000
NBQ  HAC      CAC     CAB         114.15 3.000
NBQ  HAC      CAC     CAD         120.15 3.000
NBQ   CAB     CAC     CAD         124.94 3.000
NBQ  HAB      CAB     OAA         119.79 3.000
NBQ  HAB      CAB     CAC         116.90 3.000
NBQ   OAA     CAB     CAC         122.31 3.000
NBQ  HAE2     CAE    HAE1         110.36 3.000
NBQ  HAE2     CAE     OAF         106.46 3.000
NBQ  HAE1     CAE     OAF         111.42 3.000
NBQ  HAE2     CAE     CAD         109.86 3.000
NBQ  HAE1     CAE     CAD         108.95 3.000
NBQ   OAF     CAE     CAD         109.77 3.000
NBQ   CAG     OAF     CAE         115.15 3.000
NBQ   CAH     CAG     CAP         121.51 3.000
NBQ   CAH     CAG     OAF         116.45 3.000
NBQ   CAP     CAG     OAF         122.04 3.000
NBQ  HAP      CAP     CAO         120.97 3.000
NBQ  HAP      CAP     CAG         119.76 3.000
NBQ   CAO     CAP     CAG         119.26 3.000
NBQ  HAO      CAO     CAN         118.62 3.000
NBQ  HAO      CAO     CAP         120.45 3.000
NBQ   CAN     CAO     CAP         120.93 3.000
NBQ   CAI     CAN     CAM         119.17 3.000
NBQ   CAI     CAN     CAO         119.29 3.000
NBQ   CAM     CAN     CAO         121.54 3.000
NBQ  HAM      CAM     CAL         120.88 3.000
NBQ  HAM      CAM     CAN         118.62 3.000
NBQ   CAL     CAM     CAN         120.50 3.000
NBQ   CAJ     CAI     CAH         121.31 3.000
NBQ   CAJ     CAI     CAN         119.14 3.000
NBQ   CAH     CAI     CAN         119.55 3.000
NBQ  HAH      CAH     CAI         119.81 3.000
NBQ  HAH      CAH     CAG         120.74 3.000
NBQ   CAI     CAH     CAG         119.45 3.000
NBQ  HAJ      CAJ     CAK         120.94 3.000
NBQ  HAJ      CAJ     CAI         118.62 3.000
NBQ   CAK     CAJ     CAI         120.44 3.000
NBQ  HAK      CAK     CAL         118.98 3.000
NBQ  HAK      CAK     CAJ         120.60 3.000
NBQ   CAL     CAK     CAJ         120.42 3.000
NBQ  HAL      CAL     CAK         119.01 3.000
NBQ  HAL      CAL     CAM         120.66 3.000
NBQ   CAK     CAL     CAM         120.34 3.000
NBQ   O       C       OXT         117.48 3.000
NBQ   O       C       CA          128.61 3.000
NBQ   OXT     C       CA          113.92 3.000
NBQ  HO       OXT     C           109.62 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
NBQ CONST_01       CQ4     CQ3     CQ2     CQ1           0.05   0.0 0
NBQ CONST_02       CQ4     CQ5     CQ6     CQ1          -0.19   0.0 0
NBQ CONST_03       CQ5     CQ6     CQ1     CQ2           0.13   0.0 0
NBQ CONST_04       CQ5     CQ4     CQ3     CQ2          -0.11   0.0 0
NBQ CONST_05       CQ6     CQ1     CQ2     CQ3          -0.06   0.0 0
NBQ CONST_06       CQ6     CQ5     CQ4     CQ3           0.18   0.0 0
NBQ CONST_07       CAN     CAO     CAP     CAG          -0.06   0.0 0
NBQ CONST_08       CAN     CAI     CAH     CAG           0.02   0.0 0
NBQ CONST_09       CAJ     CAI     CAH     CAG        -179.98   0.0 0
NBQ CONST_10       CAI     CAH     CAG     CAP          -0.05   0.0 0
NBQ CONST_11       CAM     CAN     CAO     CAP        -179.98   0.0 0
NBQ CONST_12       CAI     CAN     CAO     CAP           0.02   0.0 0
NBQ CONST_13       CAH     CAG     CAP     CAO           0.08   0.0 0
NBQ CONST_14       CAL     CAM     CAN     CAO         180.00   0.0 0
NBQ CONST_15       CAH     CAI     CAN     CAO           0.00   0.0 0
NBQ CONST_16       CAJ     CAI     CAN     CAO        -180.00   0.0 0
NBQ CONST_17       CAK     CAL     CAM     CAN          -0.00   0.0 0
NBQ CONST_18       CAK     CAJ     CAI     CAN          -0.00   0.0 0
NBQ CONST_19       CAH     CAI     CAN     CAM        -180.00   0.0 0
NBQ CONST_20       CAJ     CAI     CAN     CAM           0.00   0.0 0
NBQ CONST_21       CAJ     CAK     CAL     CAM          -0.00   0.0 0
NBQ CONST_22       CAL     CAM     CAN     CAI          -0.00   0.0 0
NBQ CONST_23       CAL     CAK     CAJ     CAI           0.00   0.0 0
NBQ CONST_24       CAK     CAJ     CAI     CAH         180.00   0.0 0
NBQ CONST_25       CQ3     CQ2     CQ1     CB         -180.00   0.0 0
NBQ CONST_26       CQ5     CQ6     CQ1     CB         -179.93   0.0 0
NBQ CONST_27       NQ5     CQ5     CQ6     CQ1        -179.95   0.0 0
NBQ CONST_28       OQ4     CQ4     CQ3     CQ2        -179.99   0.0 0
NBQ CONST_29       CQ6     CQ1     CQ2     OQ2         179.99   0.0 0
NBQ CONST_30       CQ4     CQ3     CQ2     OQ2        -180.00   0.0 0
NBQ CONST_31       NQ5     CQ5     CQ4     CQ3         179.94   0.0 0
NBQ CONST_32       CQ6     CQ5     CQ4     OQ4        -179.95   0.0 0
NBQ CONST_33       CAO     CAP     CAG     OAF        -180.00   0.0 0
NBQ CONST_34       CAI     CAH     CAG     OAF        -179.98   0.0 0
NBQ CONST_35      HQ3      CQ3     CQ2     CQ1        -179.98   0.0 0
NBQ CONST_36      HQ6      CQ6     CQ1     CQ2         179.99   0.0 0
NBQ CONST_37      HAO      CAO     CAP     CAG         179.96   0.0 0
NBQ CONST_38      HAH      CAH     CAG     CAP         179.96   0.0 0
NBQ CONST_39      HAM      CAM     CAN     CAO          -0.00   0.0 0
NBQ CONST_40      HAP      CAP     CAO     CAN        -179.95   0.0 0
NBQ CONST_41      HAL      CAL     CAM     CAN         180.00   0.0 0
NBQ CONST_42      HAJ      CAJ     CAI     CAN         180.00   0.0 0
NBQ CONST_43      HAK      CAK     CAL     CAM        -180.00   0.0 0
NBQ CONST_44       CAD     NQ5     CQ5     CQ4          99.81   0.0 0
NBQ CONST_45       CAD     NQ5     CQ5     CQ6         -80.44   0.0 0
NBQ CONST_46      HQ5      NQ5     CQ5     CQ4         -80.20   0.0 0
NBQ CONST_47       CAC     CAD     NQ5     CQ5           8.66   0.0 0
NBQ CONST_48       CAE     CAD     NQ5     CQ5        -156.94   0.0 0
NBQ CONST_49       HO      OXT     C       CA         -180.00   0.0 0
NBQ Var_01         CQ2     CQ1     CB      CA           78.24  30.0 2
NBQ Var_02         CAD     NQ5     CQ5     CQ4          99.81  30.0 2
NBQ Var_03         CAP     CAG     OAF     CAE         -58.83  30.0 2
NBQ Var_04         CAC     CAD     NQ5     CQ5           8.66  30.0 2
NBQ Var_05        HAE1     CAE     OAF     CAG         -24.62  30.0 1
NBQ Var_06         CAB     CAC     CAD     NQ5         154.90  30.0 2
NBQ Var_07         OAF     CAE     CAD     NQ5          25.34  30.0 3
NBQ Var_08         OAA     CAB     CAC     CAD         170.11  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
NBQ 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
NBQ plan-1     CB 0.020
NBQ plan-1    CQ1 0.020
NBQ plan-1    CQ2 0.020
NBQ plan-1    OQ2 0.020
NBQ plan-1    CQ3 0.020
NBQ plan-1    CQ4 0.020
NBQ plan-1    OQ4 0.020
NBQ plan-1    CQ5 0.020
NBQ plan-1    CQ6 0.020
NBQ plan-1    NQ5 0.020
NBQ plan-1    HQ3 0.020
NBQ plan-1    HQ6 0.020
NBQ plan-2    OAF 0.020
NBQ plan-2    CAG 0.020
NBQ plan-2    CAP 0.020
NBQ plan-2    CAO 0.020
NBQ plan-2    CAN 0.020
NBQ plan-2    CAM 0.020
NBQ plan-2    CAI 0.020
NBQ plan-2    CAH 0.020
NBQ plan-2    CAJ 0.020
NBQ plan-2    CAK 0.020
NBQ plan-2    CAL 0.020
NBQ plan-2    HAP 0.020
NBQ plan-2    HAO 0.020
NBQ plan-2    HAM 0.020
NBQ plan-2    HAH 0.020
NBQ plan-2    HAJ 0.020
NBQ plan-2    HAK 0.020
NBQ plan-2    HAL 0.020
NBQ plan-3    CQ5 0.020
NBQ plan-3    NQ5 0.020
NBQ plan-3    CAD 0.020
NBQ plan-3    HQ5 0.020
NBQ plan-4     CA 0.020
NBQ plan-4      C 0.020
NBQ plan-4    OXT 0.020
NBQ plan-4      O 0.020
NBQ plan-4     HO 0.020
