# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 22 16:48:34 2019
#
#   Inital geometry file: a 72 line input string
#   Ligand name: (2~{S})-2-azanyl-3-[(2~{S},5~{R})-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-propanoic acid
#   Quantum optimisation: True
#   Method: AM1
#   Random seed: 3628800
#   SMILES string: N[C@@H](COC1OCC(O)C(O)C1O)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
BWB        BWB '(2~{S})-2-azanyl-3-[(2~{S},5~{R})-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-propanoic acid' ligand 30 16 .
2019-03-22 2019-03-22
;
CIF prepared directly in eLBOW
;
#
data_comp_BWB
#
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
BWB         N      N   NH2    0  -0.334    2.2941   -0.6860    1.6200
BWB         CA     C   CH1    0  -0.172    2.2200   -0.2803    0.2246
BWB         C      C   C      0   0.315    3.5962   -0.2465   -0.5296
BWB         O      O   O      0  -0.570    4.6269   -0.5936    0.1100
BWB         CB     C   CH2    0  -0.013    1.5595    1.0827    0.0102
BWB         OG     O   O2     0  -0.280    0.2419    1.1549    0.5739
BWB         OXT    O   OC    -1  -0.564    3.5744    0.1126   -1.7376
BWB         H1     H   HNH2   0   0.152    3.0519   -1.3458    1.7018
BWB         H2     H   HNH2   0   0.117    2.5440    0.1098    2.1789
BWB         H4     H   HCH1   0   0.081    1.5974   -1.0673   -0.2940
BWB         H5     H   HCH2   0   0.100    2.1063    1.8964    0.5570
BWB         H6     H   HCH2   0   0.114    1.5312    1.3081   -1.0875
BWB         C1     C   CH1    0   0.115   -0.7384    0.4492   -0.1393
BWB         C2     C   CH1    0  -0.028   -1.6985   -0.1911    0.8863
BWB         O2     O   O2     0  -0.290   -1.3888    1.5039   -0.8547
BWB         C5     C   CH2    0  -0.050   -2.5030    1.0354   -1.5995
BWB         C6     C   CH1    0  -0.003   -3.5830    0.4803   -0.6682
BWB         C7     C   CH1    0   0.004   -3.0076   -0.6408    0.2177
BWB         O4     O   OH1    0  -0.340   -2.8246   -1.7706   -0.6201
BWB         O5     O   OH1    0  -0.331   -4.1407    1.4992    0.1407
BWB         O3     O   OH1    0  -0.354   -1.1189   -1.3491    1.4590
BWB         H3     H   HCH1   0   0.113   -0.3304   -0.3187   -0.8512
BWB         H7     H   HCH1   0   0.098   -1.9267    0.5562    1.6957
BWB         H9     H   HCH2   0   0.109   -2.8749    1.9427   -2.1436
BWB         H10    H   HCH2   0   0.094   -2.1873    0.2390   -2.3231
BWB         H11    H   HCH1   0   0.124   -4.4456    0.0775   -1.2668
BWB         H12    H   HCH1   0   0.091   -3.7515   -0.9042    1.0214
BWB         H13    H   HOH1   0   0.229   -2.1971   -2.3548   -0.1710
BWB         H14    H   HOH1   0   0.214   -3.3989    1.9801    0.5345
BWB         H15    H   HOH1   0   0.258   -0.1892   -1.1409    1.6471
#
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
BWB   O       C     deloc         1.262 0.020     1.262
BWB   C       CA    single        1.570 0.020     1.570
BWB   N       CA    single        1.455 0.020     1.455
BWB   CA      CB    single        1.530 0.020     1.530
BWB   CB      OG    single        1.435 0.020     1.435
BWB   C       OXT   deloc         1.260 0.020     1.260
BWB   N       H1    single        0.890 0.020     1.040
BWB   N       H2    single        0.890 0.020     1.040
BWB   CA      H4    single        0.970 0.020     1.090
BWB   CB      H5    single        0.970 0.020     1.090
BWB   CB      H6    single        0.970 0.020     1.090
BWB   OG      C1    single        1.403 0.020     1.403
BWB   C1      C2    single        1.544 0.020     1.544
BWB   C1      O2    single        1.431 0.020     1.431
BWB   C2      C7    single        1.537 0.020     1.537
BWB   O2      C5    single        1.420 0.020     1.420
BWB   C5      C6    single        1.530 0.020     1.530
BWB   C6      C7    single        1.540 0.020     1.540
BWB   C7      O4    single        1.418 0.020     1.418
BWB   C6      O5    single        1.415 0.020     1.415
BWB   C2      O3    single        1.416 0.020     1.416
BWB   C1      H3    single        0.970 0.020     1.090
BWB   C2      H7    single        0.970 0.020     1.090
BWB   C5      H9    single        0.970 0.020     1.090
BWB   C5      H10   single        0.970 0.020     1.090
BWB   C6      H11   single        0.970 0.020     1.090
BWB   C7      H12   single        0.970 0.020     1.090
BWB   O4      H13   single        0.850 0.020     0.980
BWB   O5      H14   single        0.850 0.020     0.980
BWB   O3      H15   single        0.850 0.020     0.980
#
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
BWB   H2      N       H1          106.65 3.000
BWB   H2      N       CA          108.99 3.000
BWB   H1      N       CA          107.37 3.000
BWB   H4      CA      CB          108.57 3.000
BWB   H4      CA      C           106.12 3.000
BWB   CB      CA      C           106.98 3.000
BWB   H4      CA      N           105.91 3.000
BWB   CB      CA      N           113.88 3.000
BWB   C       CA      N           114.97 3.000
BWB   OXT     C       O           125.33 3.000
BWB   OXT     C       CA          116.84 3.000
BWB   O       C       CA          117.82 3.000
BWB   H6      CB      H5          110.09 3.000
BWB   H6      CB      OG          110.57 3.000
BWB   H5      CB      OG          102.68 3.000
BWB   H6      CB      CA          109.11 3.000
BWB   H5      CB      CA          111.55 3.000
BWB   OG      CB      CA          112.73 3.000
BWB   C1      OG      CB          114.62 3.000
BWB   H3      C1      O2          110.61 3.000
BWB   H3      C1      C2          111.30 3.000
BWB   O2      C1      C2          110.80 3.000
BWB   H3      C1      OG          114.34 3.000
BWB   O2      C1      OG          101.60 3.000
BWB   C2      C1      OG          107.79 3.000
BWB   H7      C2      O3          109.59 3.000
BWB   H7      C2      C7          109.54 3.000
BWB   O3      C2      C7          106.58 3.000
BWB   H7      C2      C1          109.18 3.000
BWB   O3      C2      C1          110.69 3.000
BWB   C7      C2      C1          111.22 3.000
BWB   C5      O2      C1          112.08 3.000
BWB   H10     C5      H9          110.79 3.000
BWB   H10     C5      C6          109.49 3.000
BWB   H9      C5      C6          110.78 3.000
BWB   H10     C5      O2          110.61 3.000
BWB   H9      C5      O2          104.35 3.000
BWB   C6      C5      O2          110.74 3.000
BWB   H11     C6      O5          105.06 3.000
BWB   H11     C6      C7          109.39 3.000
BWB   O5      C6      C7          110.03 3.000
BWB   H11     C6      C5          110.32 3.000
BWB   O5      C6      C5          111.39 3.000
BWB   C7      C6      C5          110.51 3.000
BWB   H12     C7      O4          108.69 3.000
BWB   H12     C7      C6          109.51 3.000
BWB   O4      C7      C6          106.75 3.000
BWB   H12     C7      C2          108.69 3.000
BWB   O4      C7      C2          112.33 3.000
BWB   C6      C7      C2          110.81 3.000
BWB   H13     O4      C7          106.88 3.000
BWB   H14     O5      C6          106.75 3.000
BWB   H15     O3      C2          107.15 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
BWB Var_01         C6      C5      O2      C1           63.70  30.0 1
#
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
BWB chir_01   CA      C       N       CB    negativ
BWB chir_02   C1      OG      O2      C2    positiv
BWB chir_03   C2      O3      C1      C7    negativ
BWB chir_04   C6      O5      C7      C5    positiv
BWB chir_05   C7      O4      C2      C6    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
BWB plan-1     CA 0.020
BWB plan-1      C 0.020
BWB plan-1      O 0.020
BWB plan-1    OXT 0.020
