# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 10:46:38 2022
#   Inital geometry file: a 97 line input string
#   Ligand name: {1-hydroxy-3-[methyl(pentyl)amino]propane-1,1-diyl}bis(phosphonic acid)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCN(C)CCC(O)([P](O)(O)=O)[P](O)(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
 BFQ  BFQ  '{1-hydroxy-3-[methyl(pentyl)amino]propane-1,1-diyl}bis(phosphonic acid)'  ligand  38  19  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_BFQ
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
 BFQ  P1    P  P      0   1.149  -2.8402   1.3738  -0.3233
 BFQ  O2    O  OP    -1  -0.887  -1.7679   2.1867  -1.0612
 BFQ  O3    O  OP    -1  -0.928  -3.4332   2.1563   0.8976
 BFQ  O5    O  O      0  -0.895  -3.9416   0.8500  -1.2466
 BFQ  C7    C  CT     0  -0.287  -2.0468  -0.0481   0.6213
 BFQ  P8    P  P      0   1.185  -2.0260  -1.7129  -0.2242
 BFQ  O9    O  O      0  -0.920  -3.4705  -2.2285  -0.2738
 BFQ  O10   O  OP    -1  -0.927  -1.4098  -1.4895  -1.6180
 BFQ  O12   O  OP    -1  -0.941  -1.1359  -2.6013   0.6754
 BFQ  O14   O  OH1    0  -0.764  -2.8754  -0.1739   1.7961
 BFQ  C16   C  CH2    0  -0.427  -0.6553   0.3518   1.1435
 BFQ  C19   C  CH2    0  -0.286   0.4962   0.3902   0.1519
 BFQ  N22   N  NT    -1  -0.420   1.8012   0.5859   0.7928
 BFQ  C23   C  CH2    0  -0.239   2.8698   0.2917  -0.1444
 BFQ  C26   C  CH2    0  -0.443   4.2548   0.2294   0.4872
 BFQ  C29   C  CH2    0  -0.406   5.3163  -0.2472  -0.4972
 BFQ  C32   C  CH2    0  -0.417   6.7065  -0.3342   0.1207
 BFQ  C35   C  CH3    0  -0.663   7.7684  -0.7955  -0.8678
 BFQ  C39   C  CH3    0  -0.528   1.9319   1.9250   1.3273
 BFQ  HO14  H  HOH1   0   0.397  -3.2623   0.7335   1.8351
 BFQ  H161  H  HCH2   0   0.163  -0.3880  -0.3680   1.9241
 BFQ  H162  H  HCH2   0   0.164  -0.7528   1.3252   1.6396
 BFQ  H191  H  HCH2   0   0.189   0.3007   1.1643  -0.6007
 BFQ  H192  H  HCH2   0   0.208   0.5269  -0.5666  -0.3664
 BFQ  H231  H  HCH2   0   0.166   2.8865   1.0143  -0.9829
 BFQ  H232  H  HCH2   0   0.213   2.6570  -0.6840  -0.5926
 BFQ  H261  H  HCH2   0   0.208   4.2203  -0.4461   1.3486
 BFQ  H262  H  HCH2   0   0.214   4.5505   1.2097   0.8718
 BFQ  H291  H  HCH2   0   0.207   5.3459   0.4302  -1.3580
 BFQ  H292  H  HCH2   0   0.207   5.0334  -1.2289  -0.8930
 BFQ  H321  H  HCH2   0   0.210   6.6794  -1.0180   0.9748
 BFQ  H322  H  HCH2   0   0.210   6.9847   0.6442   0.5246
 BFQ  H351  H  HCH3   0   0.225   8.7502  -0.8641  -0.3975
 BFQ  H352  H  HCH3   0   0.216   7.5283  -1.7793  -1.2757
 BFQ  H353  H  HCH3   0   0.216   7.8527  -0.1037  -1.7081
 BFQ  H391  H  HCH3   0   0.231   1.1172   2.1419   2.0167
 BFQ  H392  H  HCH3   0   0.225   2.8609   2.0382   1.8871
 BFQ  H393  H  HCH3   0   0.175   1.9163   2.7016   0.5434

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
 BFQ  P1   O2    deloc   1.535  0.020  1.535
 BFQ  P1   O3    deloc   1.567  0.020  1.567
 BFQ  P1   O5    deloc   1.530  0.020  1.530
 BFQ  P1   C7    single  1.882  0.020  1.882
 BFQ  C7   P8    single  1.867  0.020  1.867
 BFQ  C7   O14   single  1.443  0.020  1.443
 BFQ  C7   C16   single  1.539  0.020  1.539
 BFQ  P8   O9    deloc   1.535  0.020  1.535
 BFQ  P8   O10   deloc   1.540  0.020  1.540
 BFQ  P8   O12   deloc   1.546  0.020  1.546
 BFQ  O14  HO14  single  0.850  0.020  0.980
 BFQ  C16  C19   single  1.520  0.020  1.520
 BFQ  C16  H161  single  0.970  0.020  1.090
 BFQ  C16  H162  single  0.970  0.020  1.090
 BFQ  C19  N22   single  1.467  0.020  1.467
 BFQ  C19  H191  single  0.970  0.020  1.090
 BFQ  C19  H192  single  0.970  0.020  1.090
 BFQ  N22  C23   single  1.451  0.020  1.451
 BFQ  N22  C39   single  1.448  0.020  1.448
 BFQ  C23  C26   single  1.523  0.020  1.523
 BFQ  C23  H231  single  0.970  0.020  1.090
 BFQ  C23  H232  single  0.970  0.020  1.090
 BFQ  C26  C29   single  1.524  0.020  1.524
 BFQ  C26  H261  single  0.970  0.020  1.090
 BFQ  C26  H262  single  0.970  0.020  1.090
 BFQ  C29  C32   single  1.524  0.020  1.524
 BFQ  C29  H291  single  0.970  0.020  1.090
 BFQ  C29  H292  single  0.970  0.020  1.090
 BFQ  C32  C35   single  1.522  0.020  1.522
 BFQ  C32  H321  single  0.970  0.020  1.090
 BFQ  C32  H322  single  0.970  0.020  1.090
 BFQ  C35  H351  single  0.970  0.020  1.090
 BFQ  C35  H352  single  0.970  0.020  1.090
 BFQ  C35  H353  single  0.970  0.020  1.090
 BFQ  C39  H391  single  0.970  0.020  1.090
 BFQ  C39  H392  single  0.970  0.020  1.090
 BFQ  C39  H393  single  0.970  0.020  1.090

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
 BFQ  C7    P1   O5    110.34  3.000
 BFQ  C7    P1   O3     98.38  3.000
 BFQ  O5    P1   O3    111.65  3.000
 BFQ  C7    P1   O2    110.30  3.000
 BFQ  O5    P1   O2    113.22  3.000
 BFQ  O3    P1   O2    112.00  3.000
 BFQ  C16   C7   O14   105.40  3.000
 BFQ  C16   C7   P8    112.04  3.000
 BFQ  O14   C7   P8    107.29  3.000
 BFQ  C16   C7   P1    110.80  3.000
 BFQ  O14   C7   P1    103.44  3.000
 BFQ  P8    C7   P1    116.80  3.000
 BFQ  O12   P8   O10   112.30  3.000
 BFQ  O12   P8   O9    111.57  3.000
 BFQ  O10   P8   O9    113.33  3.000
 BFQ  O12   P8   C7    104.79  3.000
 BFQ  O10   P8   C7    106.55  3.000
 BFQ  O9    P8   C7    107.68  3.000
 BFQ  HO14  O14  C7    100.20  3.000
 BFQ  H162  C16  H161  106.42  3.000
 BFQ  H162  C16  C19   109.87  3.000
 BFQ  H161  C16  C19   107.26  3.000
 BFQ  H162  C16  C7    107.67  3.000
 BFQ  H161  C16  C7    106.97  3.000
 BFQ  C19   C16  C7    118.04  3.000
 BFQ  H192  C19  H191  107.37  3.000
 BFQ  H192  C19  N22   107.47  3.000
 BFQ  H191  C19  N22   111.35  3.000
 BFQ  H192  C19  C16   108.04  3.000
 BFQ  H191  C19  C16   109.29  3.000
 BFQ  N22   C19  C16   113.09  3.000
 BFQ  C39   N22  C23   111.06  3.000
 BFQ  C39   N22  C19   111.40  3.000
 BFQ  C23   N22  C19   110.23  3.000
 BFQ  H232  C23  H231  105.94  3.000
 BFQ  H232  C23  C26   108.06  3.000
 BFQ  H231  C23  C26   109.09  3.000
 BFQ  H232  C23  N22   107.57  3.000
 BFQ  H231  C23  N22   111.59  3.000
 BFQ  C26   C23  N22   114.20  3.000
 BFQ  H262  C26  H261  106.55  3.000
 BFQ  H262  C26  C29   108.61  3.000
 BFQ  H261  C26  C29   109.70  3.000
 BFQ  H262  C26  C23   110.78  3.000
 BFQ  H261  C26  C23   108.82  3.000
 BFQ  C29   C26  C23   112.22  3.000
 BFQ  H292  C29  H291  106.08  3.000
 BFQ  H292  C29  C32   109.32  3.000
 BFQ  H291  C29  C32   109.22  3.000
 BFQ  H292  C29  C26   109.50  3.000
 BFQ  H291  C29  C26   109.44  3.000
 BFQ  C32   C29  C26   113.04  3.000
 BFQ  H322  C32  H321  106.07  3.000
 BFQ  H322  C32  C35   109.46  3.000
 BFQ  H321  C32  C35   109.56  3.000
 BFQ  H322  C32  C29   109.30  3.000
 BFQ  H321  C32  C29   109.24  3.000
 BFQ  C35   C32  C29   112.98  3.000
 BFQ  H353  C35  H352  107.49  3.000
 BFQ  H353  C35  H351  107.59  3.000
 BFQ  H352  C35  H351  107.60  3.000
 BFQ  H353  C35  C32   111.20  3.000
 BFQ  H352  C35  C32   111.23  3.000
 BFQ  H351  C35  C32   111.52  3.000
 BFQ  H393  C39  H392  107.68  3.000
 BFQ  H393  C39  H391  107.40  3.000
 BFQ  H392  C39  H391  106.96  3.000
 BFQ  H393  C39  N22   112.79  3.000
 BFQ  H392  C39  N22   111.25  3.000
 BFQ  H391  C39  N22   110.51  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
 BFQ  Var_01  O9    P8   C7   P1    -69.62  30.0  3
 BFQ  Var_02  C19   C16  C7   P1    -76.40  30.0  3
 BFQ  Var_03  P8    C7   P1   O2    -96.19  30.0  3
 BFQ  Var_04  N22   C19  C16  C7   -171.40  30.0  3
 BFQ  Var_05  C29   C26  C23  N22   173.02  30.0  3
 BFQ  Var_06  C32   C29  C26  C23  -179.24  30.0  3
 BFQ  Var_07  C35   C32  C29  C26  -179.36  30.0  3
 BFQ  Var_08  H351  C35  C32  C29  -179.12  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
 BFQ  chir_01  N22  C19  C23  C39  negativ

