# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 11:26:55 2022
#   Inital geometry file: a 69 line input string
#   Ligand name: 3-[3-hydroxy-5-(2-methyl-2H-tetrazol-5-yl)isoxazol-4-yl]alanine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nnc(n1)c2onc(O)c2CC(N)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
 BN1  BN1  3-[3-hydroxy-5-(2-methyl-2H-tetrazol-5-yl)isoxazol-4-yl]alanine  ligand  27  18  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_BN1
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
 BN1  O1   O  OC    -1  -0.618  -3.9678   1.4717  -0.9540
 BN1  C1   C  C      0   0.390  -3.1676   1.8828  -0.0879
 BN1  O2   O  O      0  -0.601  -3.1134   3.0337   0.3852
 BN1  C2   C  CH1    0  -0.212  -2.1687   0.8327   0.4682
 BN1  N1   N  NH2    0  -0.786  -1.1741   1.3335   1.3995
 BN1  C3   C  CH2    0  -0.552  -1.4779   0.1012  -0.6909
 BN1  C4   C  CR5    0  -0.125  -0.5891  -0.9962  -0.2265
 BN1  C5   C  CR5    0   0.438   0.7423  -1.0414   0.0162
 BN1  O3   O  O      0  -0.360   1.1090  -2.2528   0.4532
 BN1  N2   N  N      0  -0.211   0.0075  -3.0577   0.5210
 BN1  C6   C  CR5    0   0.443  -0.9864  -2.3188   0.1234
 BN1  O4   O  OH1    0  -0.604  -2.2361  -2.7496   0.0482
 BN1  C7   C  CR5    0   0.301   1.7959  -0.0609  -0.1099
 BN1  N3   N  N      0  -0.256   3.0680  -0.3154   0.1346
 BN1  N4   N  NR5    0  -0.088   3.6243   0.8393  -0.1113
 BN1  N5   N  N      0  -0.050   2.7825   1.7588  -0.4843
 BN1  N6   N  N      0  -0.338   1.6125   1.2127  -0.4913
 BN1  C8   C  CH3    0  -0.500   5.0459   1.0740   0.0172
 BN1  H2   H  HCH1   0   0.225  -2.7747   0.0912   1.0068
 BN1  H3   H  HNH2   0   0.329  -0.5600   1.9749   0.9101
 BN1  H4   H  HNH2   0   0.335  -1.6472   1.9082   2.0860
 BN1  H5   H  HCH2   0   0.249  -0.9026   0.8164  -1.2821
 BN1  H6   H  HCH2   0   0.258  -2.2425  -0.3088  -1.3495
 BN1  H7   H  HOH1   0   0.486  -2.2951  -3.6782   0.3092
 BN1  H8   H  HCH3   0   0.284   5.5835   0.4162  -0.6598
 BN1  H9   H  HCH3   0   0.282   5.2406   2.1089  -0.2409
 BN1  H10  H  HCH3   0   0.284   5.3540   0.8827   1.0414

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
 BN1  O1  C1   deloc     1.249  0.020  1.249
 BN1  C1  O2   deloc     1.246  0.020  1.246
 BN1  C1  C2   single    1.552  0.020  1.552
 BN1  C2  N1   single    1.452  0.020  1.452
 BN1  C2  C3   single    1.535  0.020  1.535
 BN1  C2  H2   single    0.970  0.020  1.090
 BN1  N1  H3   single    0.890  0.020  1.040
 BN1  N1  H4   single    0.890  0.020  1.040
 BN1  C3  C4   single    1.487  0.020  1.487
 BN1  C3  H5   single    0.970  0.020  1.090
 BN1  C3  H6   single    0.970  0.020  1.090
 BN1  C4  C5   aromatic  1.354  0.020  1.354
 BN1  C4  C6   aromatic  1.425  0.020  1.425
 BN1  C5  O3   aromatic  1.339  0.020  1.339
 BN1  C5  C7   single    1.445  0.020  1.445
 BN1  O3  N2   aromatic  1.366  0.020  1.366
 BN1  N2  C6   aromatic  1.301  0.020  1.301
 BN1  C6  O4   single    1.324  0.020  1.324
 BN1  O4  H7   single    0.850  0.020  0.980
 BN1  C7  N3   aromatic  1.320  0.020  1.320
 BN1  C7  N6   aromatic  1.342  0.020  1.342
 BN1  N3  N4   aromatic  1.305  0.020  1.305
 BN1  N4  N5   aromatic  1.301  0.020  1.301
 BN1  N4  C8   single    1.447  0.020  1.447
 BN1  N5  N6   aromatic  1.291  0.020  1.291
 BN1  C8  H8   single    0.970  0.020  1.090
 BN1  C8  H9   single    0.970  0.020  1.090
 BN1  C8  H10  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
 BN1  C2   C1  O2  117.45  3.000
 BN1  C2   C1  O1  115.98  3.000
 BN1  O2   C1  O1  126.55  3.000
 BN1  H2   C2  C3  107.26  3.000
 BN1  H2   C2  N1  107.24  3.000
 BN1  C3   C2  N1  109.91  3.000
 BN1  H2   C2  C1  106.10  3.000
 BN1  C3   C2  C1  109.96  3.000
 BN1  N1   C2  C1  115.93  3.000
 BN1  H4   N1  H3  104.55  3.000
 BN1  H4   N1  C2  108.09  3.000
 BN1  H3   N1  C2  108.89  3.000
 BN1  H6   C3  H5  106.80  3.000
 BN1  H6   C3  C4  109.31  3.000
 BN1  H5   C3  C4  109.74  3.000
 BN1  H6   C3  C2  108.67  3.000
 BN1  H5   C3  C2  109.51  3.000
 BN1  C4   C3  C2  112.64  3.000
 BN1  C6   C4  C5  101.49  3.000
 BN1  C6   C4  C3  126.54  3.000
 BN1  C5   C4  C3  131.95  3.000
 BN1  C7   C5  O3  116.28  3.000
 BN1  C7   C5  C4  132.74  3.000
 BN1  O3   C5  C4  110.97  3.000
 BN1  N2   O3  C5  109.18  3.000
 BN1  C6   N2  O3  105.44  3.000
 BN1  O4   C6  N2  123.63  3.000
 BN1  O4   C6  C4  123.46  3.000
 BN1  N2   C6  C4  112.91  3.000
 BN1  H7   O4  C6  110.79  3.000
 BN1  N6   C7  N3  111.55  3.000
 BN1  N6   C7  C5  124.69  3.000
 BN1  N3   C7  C5  123.76  3.000
 BN1  N4   N3  C7  101.85  3.000
 BN1  C8   N4  N5  123.13  3.000
 BN1  C8   N4  N3  123.07  3.000
 BN1  N5   N4  N3  113.79  3.000
 BN1  N6   N5  N4  106.79  3.000
 BN1  N5   N6  C7  106.02  3.000
 BN1  H10  C8  H9  109.97  3.000
 BN1  H10  C8  H8  109.91  3.000
 BN1  H9   C8  H8  109.92  3.000
 BN1  H10  C8  N4  109.50  3.000
 BN1  H9   C8  N4  108.07  3.000
 BN1  H8   C8  N4  109.43  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
 BN1  CONST_01  N2  O3  C5  C4    0.00   0.0  0
 BN1  CONST_02  N3  C7  C5  C4  180.00   0.0  0
 BN1  CONST_03  N6  C7  C5  C4    0.00   0.0  0
 BN1  CONST_04  O3  N2  C6  C4    0.00   0.0  0
 BN1  CONST_05  N2  C6  C4  C5    0.00   0.0  0
 BN1  CONST_06  C6  N2  O3  C5    0.00   0.0  0
 BN1  CONST_07  N4  N3  C7  C5  180.00   0.0  0
 BN1  CONST_08  N5  N6  C7  C5  180.00   0.0  0
 BN1  CONST_09  C6  C4  C5  O3    0.00   0.0  0
 BN1  CONST_10  N3  C7  C5  O3    0.00   0.0  0
 BN1  CONST_11  N6  C7  C5  O3  180.00   0.0  0
 BN1  CONST_12  C7  C5  O3  N2  180.00   0.0  0
 BN1  CONST_13  C7  C5  C4  C6  180.00   0.0  0
 BN1  CONST_14  N5  N4  N3  C7    0.00   0.0  0
 BN1  CONST_15  N4  N5  N6  C7    0.00   0.0  0
 BN1  CONST_16  N5  N6  C7  N3    0.00   0.0  0
 BN1  CONST_17  N6  N5  N4  N3    0.00   0.0  0
 BN1  CONST_18  N6  C7  N3  N4    0.00   0.0  0
 BN1  CONST_19  O3  C5  C4  C3  180.00   0.0  0
 BN1  CONST_20  C7  C5  C4  C3    0.00   0.0  0
 BN1  CONST_21  N2  C6  C4  C3  180.00   0.0  0
 BN1  CONST_22  O4  C6  C4  C5  180.00   0.0  0
 BN1  CONST_23  O4  C6  N2  O3  180.00   0.0  0
 BN1  CONST_24  C8  N4  N3  C7  180.00   0.0  0
 BN1  CONST_25  C8  N4  N5  N6  180.00   0.0  0
 BN1  Var_01    C5  C4  C3  C2  -95.50  30.0  2
 BN1  Var_02    H8  C8  N4  N3   60.51  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
 BN1  chir_01  C2  C1  N1  C3  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
 BN1  plan-1  C3  0.020
 BN1  plan-1  C4  0.020
 BN1  plan-1  C5  0.020
 BN1  plan-1  O3  0.020
 BN1  plan-1  N2  0.020
 BN1  plan-1  C6  0.020
 BN1  plan-1  O4  0.020
 BN1  plan-1  C7  0.020
 BN1  plan-2  C5  0.020
 BN1  plan-2  C7  0.020
 BN1  plan-2  N3  0.020
 BN1  plan-2  N4  0.020
 BN1  plan-2  N5  0.020
 BN1  plan-2  N6  0.020
 BN1  plan-2  C8  0.020
 BN1  plan-3  O1  0.020
 BN1  plan-3  C1  0.020
 BN1  plan-3  O2  0.020
 BN1  plan-3  C2  0.020

