# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Sep 22 00:22:00 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  "(S)-2-AMINO-3-[3-HYDROXY-5-(2-METHYL-2H-TETRAZOL-5-YL)ISOXAZOL-4-YL]PROPIONIC ACID"  ligand  28  18  .  2022-09-16  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

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  OH1   0  -0.593  -4.1040   1.2980  -0.6262
 BN1  C1   C  C     0   0.519  -3.0699   1.8327   0.0111
 BN1  O2   O  O     0  -0.431  -2.9038   3.0190   0.1357
 BN1  C2   C  CH1   0  -0.195  -2.1254   0.7671   0.5567
 BN1  N1   N  NH2   0  -0.770  -1.1253   1.2717   1.4560
 BN1  C3   C  CH2   0  -0.586  -1.4633   0.0348  -0.6296
 BN1  C4   C  CR5   0  -0.161  -0.5663  -1.0560  -0.1668
 BN1  C5   C  CR5   0   0.446   0.7670  -1.0730   0.0705
 BN1  O3   O  O     0  -0.350   1.1500  -2.2683   0.5216
 BN1  N2   N  N     0  -0.194   0.0676  -3.0950   0.6003
 BN1  C6   C  CR5   0   0.444  -0.9429  -2.3810   0.1996
 BN1  O4   O  OH1   0  -0.595  -2.1522  -2.9263   0.1881
 BN1  C7   C  CR5   0   0.307   1.7993  -0.0732  -0.0760
 BN1  N3   N  N     0  -0.251   3.0816  -0.3053   0.1321
 BN1  N4   N  NR5   0  -0.088   3.6088   0.8599  -0.1244
 BN1  N5   N  N     0  -0.047   2.7398   1.7651  -0.4707
 BN1  N6   N  N     0  -0.338   1.5806   1.1973  -0.4466
 BN1  C8   C  CH3   0  -0.500   5.0295   1.1199  -0.0380
 BN1  H1   H  HOH1  0   0.484  -4.6778   1.9948  -0.9793
 BN1  H2   H  HCH1  0   0.280  -2.7426   0.0451   1.1029
 BN1  H3   H  HNH2  0   0.349  -0.5509   1.9710   1.0026
 BN1  H4   H  HNH2  0   0.358  -1.5587   1.7171   2.2539
 BN1  H5   H  HCH2  0   0.288  -0.8995   0.7505  -1.2291
 BN1  H6   H  HCH2  0   0.281  -2.2323  -0.3729  -1.2897
 BN1  H7   H  HOH1  0   0.491  -2.7817  -2.3740  -0.2893
 BN1  H8   H  HCH3  0   0.285   5.5565   0.4804  -0.7403
 BN1  H9   H  HCH3  0   0.283   5.1966   2.1613  -0.2887
 BN1  H10  H  HCH3  0   0.285   5.3729   0.9212   0.9734

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   single    1.327  0.020  1.327
 BN1  O1  H1   single    0.850  0.020  0.980
 BN1  C1  O2   double    1.204  0.020  1.204
 BN1  C1  C2   single    1.525  0.020  1.525
 BN1  C2  N1   single    1.436  0.020  1.436
 BN1  C2  C3   single    1.543  0.020  1.543
 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    1.486  0.020  1.486
 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  1.334  0.020  1.334
 BN1  C5  C7   single    1.445  0.020  1.445
 BN1  O3  N2   aromatic  1.364  0.020  1.364
 BN1  N2  C6   aromatic  1.301  0.020  1.301
 BN1  C6  O4   single    1.327  0.020  1.327
 BN1  O4  H7   single    0.850  0.020  0.980
 BN1  C7  N3   aromatic  1.320  0.020  1.320
 BN1  C7  N6   aromatic  1.341  0.020  1.341
 BN1  N3  N4   aromatic  1.304  0.020  1.304
 BN1  N4  N5   aromatic  1.302  0.020  1.302
 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  H1   O1  C1  110.28  3.000
 BN1  C2   C1  O2  124.47  3.000
 BN1  C2   C1  O1  111.89  3.000
 BN1  O2   C1  O1  123.64  3.000
 BN1  H2   C2  C3  108.19  3.000
 BN1  H2   C2  N1  108.15  3.000
 BN1  C3   C2  N1  110.44  3.000
 BN1  H2   C2  C1  106.86  3.000
 BN1  C3   C2  C1  108.80  3.000
 BN1  N1   C2  C1  114.19  3.000
 BN1  H4   N1  H3  106.99  3.000
 BN1  H4   N1  C2  110.51  3.000
 BN1  H3   N1  C2  110.94  3.000
 BN1  H6   C3  H5  106.06  3.000
 BN1  H6   C3  C4  109.82  3.000
 BN1  H5   C3  C4  109.92  3.000
 BN1  H6   C3  C2  109.85  3.000
 BN1  H5   C3  C2  109.45  3.000
 BN1  C4   C3  C2  111.58  3.000
 BN1  C6   C4  C5  101.74  3.000
 BN1  C6   C4  C3  127.08  3.000
 BN1  C5   C4  C3  131.14  3.000
 BN1  C7   C5  O3  116.70  3.000
 BN1  C7   C5  C4  132.62  3.000
 BN1  O3   C5  C4  110.68  3.000
 BN1  N2   O3  C5  109.56  3.000
 BN1  C6   N2  O3  105.42  3.000
 BN1  O4   C6  N2  119.03  3.000
 BN1  O4   C6  C4  128.37  3.000
 BN1  N2   C6  C4  112.60  3.000
 BN1  H7   O4  C6  111.35  3.000
 BN1  N6   C7  N3  111.63  3.000
 BN1  N6   C7  C5  124.54  3.000
 BN1  N3   C7  C5  123.83  3.000
 BN1  N4   N3  C7  101.80  3.000
 BN1  C8   N4  N5  123.12  3.000
 BN1  C8   N4  N3  123.06  3.000
 BN1  N5   N4  N3  113.81  3.000
 BN1  N6   N5  N4  106.77  3.000
 BN1  N5   N6  C7  105.98  3.000
 BN1  H10  C8  H9  110.01  3.000
 BN1  H10  C8  H8  109.93  3.000
 BN1  H9   C8  H8  109.95  3.000
 BN1  H10  C8  N4  109.46  3.000
 BN1  H9   C8  N4  108.07  3.000
 BN1  H8   C8  N4  109.39  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  CONST_26  H1   O1  C1  O2     0.00   0.0  0
 BN1  CONST_27  H1   O1  C1  C2   180.00   0.0  0
 BN1  Var_01    C5   C4  C3  C2   -94.23  30.0  2
 BN1  Var_02    C6   C4  C3  C2    82.90  30.0  2
 BN1  Var_03    H5   C3  C4  C5    27.39  30.0  2
 BN1  Var_04    H6   C3  C4  C5   143.71  30.0  2
 BN1  Var_05    H5   C3  C4  C6  -155.48  30.0  2
 BN1  Var_06    H6   C3  C4  C6   -39.15  30.0  2
 BN1  Var_07    H8   C8  N4  N3    60.95  30.0  2
 BN1  Var_08    H9   C8  N4  N3  -179.35  30.0  2
 BN1  Var_09    H10  C8  N4  N3   -59.55  30.0  2
 BN1  Var_10    H8   C8  N4  N5  -118.74  30.0  2
 BN1  Var_11    H9   C8  N4  N5     0.96  30.0  2
 BN1  Var_12    H10  C8  N4  N5   120.76  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
 BN1  plan-3  H1  0.020

