# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 22 21:42:50 2022
#   Inital geometry file: a 105 line input string
#   Ligand name: (3~{S})-3-azanyl-4-[5-[4-(5-chloranyl-3-fluoranyl-pyridin-2-yl)oxyphenyl]-1,2,3,4-tetrazol-2-yl]butanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@H](Cn1nnc(n1)c2ccc(Oc3ncc(Cl)cc3F)cc2)CC(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
 RZE  RZE  '(3~{S})-3-azanyl-4-[5-[4-(5-chloranyl-3-fluoranyl-pyridin-2-yl)oxyphenyl]-1,2,3,4-tetrazol-2-yl]butanoic acid'  ligand  40  27  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RZE
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
 RZE  C1   C   CR6    0   0.355  -27.7172   0.1064  -0.4772
 RZE  C2   C   CR16   0  -0.303  -28.0986  -0.0076   0.8483
 RZE  C3   C   CR16   0  -0.278  -29.3060   0.5348   1.2590
 RZE  C12  C   CH2    0  -0.276  -34.2487   3.6895   0.4401
 RZE  C13  C   CH1    0  -0.112  -35.1725   2.9441  -0.5348
 RZE  C15  C   CH2    0  -0.558  -36.2921   3.8830  -0.9564
 RZE  C16  C   C      0   0.411  -37.1516   3.3413  -2.1190
 RZE  C20  C   C      0   0.387  -25.5677   0.2279  -1.4194
 RZE  C21  C   C      0   0.397  -24.5427  -0.4696  -2.0627
 RZE  C22  C   C1     0  -0.242  -23.5063   0.2207  -2.6350
 RZE  C23  C   C      0  -0.112  -23.5311   1.6095  -2.5444
 RZE  C24  C   C1     0  -0.033  -24.5764   2.2271  -1.8871
 RZE  C4   C   CR6    0   0.039  -30.1249   1.2029   0.3533
 RZE  C5   C   CR16   0  -0.282  -29.7246   1.3024  -0.9794
 RZE  C6   C   CR16   0  -0.283  -28.5269   0.7549  -1.3995
 RZE  C7   C   CR5    0   0.366  -31.3818   1.7976   0.7920
 RZE  N8   N   N      0  -0.277  -32.1378   2.5752   0.0389
 RZE  N9   N   NR5    0  -0.099  -33.1194   2.8772   0.8471
 RZE  N10  N   N      0  -0.060  -33.0118   2.3315   2.0231
 RZE  N11  N   N      0  -0.342  -31.9162   1.6441   2.0150
 RZE  N14  N   NH2    0  -0.784  -35.7233   1.7145   0.0007
 RZE  O17  O   OC    -1  -0.610  -38.3834   3.5115  -2.0316
 RZE  O18  O   O      0  -0.608  -36.5358   2.8125  -3.0664
 RZE  O19  O   O2     0  -0.500  -26.5481  -0.5035  -0.8631
 RZE  N25  N   N      0  -0.420  -25.5664   1.5316  -1.3374
 RZE  CL1  CL  CL     0  -0.102  -22.2692   2.5481  -3.2467
 RZE  F27  F   F      0  -0.287  -24.5869  -1.7996  -2.1153
 RZE  H1   H   HCR6   0   0.277  -27.4590  -0.5184   1.5561
 RZE  H2   H   HCR6   0   0.265  -29.5997   0.4465   2.2964
 RZE  H3   H   HCH2   0   0.277  -33.8510   4.5981  -0.0113
 RZE  H4   H   HCH2   0   0.272  -34.7814   3.9631   1.3507
 RZE  H5   H   HCH1   0   0.236  -34.5879   2.6877  -1.4216
 RZE  H6   H   HCH2   0   0.228  -35.8541   4.8355  -1.2777
 RZE  H7   H   HCH2   0   0.206  -36.9209   4.1141  -0.0907
 RZE  H8   H   H      0   0.323  -22.7072  -0.3047  -3.1417
 RZE  H9   H   H      0   0.294  -24.6208   3.3053  -1.7970
 RZE  H10  H   HCR6   0   0.268  -30.3539   1.8072  -1.7003
 RZE  H11  H   HCR6   0   0.283  -28.2330   0.8292  -2.4383
 RZE  H12  H   HNH2   0   0.346  -34.9967   1.0391   0.2007
 RZE  H13  H   HNH2   0   0.338  -36.2021   1.8952   0.8754

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
 RZE  CL1  C23  single    1.722  0.020  1.722
 RZE  C23  C22  aromatic  1.392  0.020  1.392
 RZE  C23  C24  aromatic  1.381  0.020  1.381
 RZE  O18  C16  deloc     1.248  0.020  1.248
 RZE  C22  C21  aromatic  1.370  0.020  1.370
 RZE  O17  C16  deloc     1.247  0.020  1.247
 RZE  C24  N25  aromatic  1.329  0.020  1.329
 RZE  C16  C15  single    1.544  0.020  1.544
 RZE  C21  F27  single    1.332  0.020  1.332
 RZE  C21  C20  aromatic  1.397  0.020  1.397
 RZE  N25  C20  aromatic  1.306  0.020  1.306
 RZE  N14  C13  single    1.450  0.020  1.450
 RZE  C20  O19  single    1.344  0.020  1.344
 RZE  C15  C13  single    1.521  0.020  1.521
 RZE  C13  C12  single    1.536  0.020  1.536
 RZE  C6   C5   aromatic  1.382  0.020  1.382
 RZE  C6   C1   aromatic  1.388  0.020  1.388
 RZE  C5   C4   aromatic  1.395  0.020  1.395
 RZE  O19  C1   single    1.374  0.020  1.374
 RZE  C1   C2   aromatic  1.384  0.020  1.384
 RZE  N8   N9   aromatic  1.307  0.020  1.307
 RZE  N8   C7   aromatic  1.320  0.020  1.320
 RZE  C12  N9   single    1.449  0.020  1.449
 RZE  C4   C7   single    1.458  0.020  1.458
 RZE  C4   C3   aromatic  1.392  0.020  1.392
 RZE  N9   N10  aromatic  1.301  0.020  1.301
 RZE  C7   N11  aromatic  1.343  0.020  1.343
 RZE  C2   C3   aromatic  1.386  0.020  1.386
 RZE  N10  N11  aromatic  1.294  0.020  1.294
 RZE  C2   H1   single    0.930  0.020  1.080
 RZE  C3   H2   single    0.930  0.020  1.080
 RZE  C12  H3   single    0.970  0.020  1.090
 RZE  C12  H4   single    0.970  0.020  1.090
 RZE  C13  H5   single    0.970  0.020  1.090
 RZE  C15  H6   single    0.970  0.020  1.090
 RZE  C15  H7   single    0.970  0.020  1.090
 RZE  C22  H8   single    0.930  0.020  1.080
 RZE  C24  H9   single    0.930  0.020  1.080
 RZE  C5   H10  single    0.930  0.020  1.080
 RZE  C6   H11  single    0.930  0.020  1.080
 RZE  N14  H12  single    0.890  0.020  1.040
 RZE  N14  H13  single    0.890  0.020  1.040

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
 RZE  O19  C1   C6   121.14  3.000
 RZE  O19  C1   C2   117.83  3.000
 RZE  C6   C1   C2   120.94  3.000
 RZE  H1   C2   C3   120.39  3.000
 RZE  H1   C2   C1   120.16  3.000
 RZE  C3   C2   C1   119.45  3.000
 RZE  H2   C3   C4   120.23  3.000
 RZE  H2   C3   C2   119.26  3.000
 RZE  C4   C3   C2   120.50  3.000
 RZE  H4   C12  H3   108.37  3.000
 RZE  H4   C12  N9   106.67  3.000
 RZE  H3   C12  N9   107.41  3.000
 RZE  H4   C12  C13  110.99  3.000
 RZE  H3   C12  C13  111.17  3.000
 RZE  N9   C12  C13  112.01  3.000
 RZE  H5   C13  N14  107.70  3.000
 RZE  H5   C13  C15  108.29  3.000
 RZE  N14  C13  C15  110.26  3.000
 RZE  H5   C13  C12  107.89  3.000
 RZE  C15  C13  C12  108.61  3.000
 RZE  N14  C13  C12  113.93  3.000
 RZE  H7   C15  H6   106.13  3.000
 RZE  H7   C15  C16  110.47  3.000
 RZE  H6   C15  C16  107.85  3.000
 RZE  H7   C15  C13  109.51  3.000
 RZE  H6   C15  C13  108.88  3.000
 RZE  C16  C15  C13  113.70  3.000
 RZE  O18  C16  O17  126.79  3.000
 RZE  O17  C16  C15  116.70  3.000
 RZE  O18  C16  C15  116.47  3.000
 RZE  N25  C20  O19  121.20  3.000
 RZE  O19  C20  C21  117.02  3.000
 RZE  N25  C20  C21  121.77  3.000
 RZE  F27  C21  C22  120.77  3.000
 RZE  F27  C21  C20  119.51  3.000
 RZE  C22  C21  C20  119.72  3.000
 RZE  H8   C22  C23  121.87  3.000
 RZE  H8   C22  C21  120.62  3.000
 RZE  C23  C22  C21  117.51  3.000
 RZE  CL1  C23  C24  120.33  3.000
 RZE  C24  C23  C22  119.40  3.000
 RZE  CL1  C23  C22  120.27  3.000
 RZE  H9   C24  N25  117.14  3.000
 RZE  H9   C24  C23  121.07  3.000
 RZE  N25  C24  C23  121.79  3.000
 RZE  C7   C4   C5   120.38  3.000
 RZE  C7   C4   C3   120.47  3.000
 RZE  C5   C4   C3   119.14  3.000
 RZE  H10  C5   C6   119.10  3.000
 RZE  H10  C5   C4   120.19  3.000
 RZE  C6   C5   C4   120.71  3.000
 RZE  H11  C6   C5   119.99  3.000
 RZE  H11  C6   C1   120.76  3.000
 RZE  C5   C6   C1   119.25  3.000
 RZE  N11  C7   N8   111.03  3.000
 RZE  N11  C7   C4   124.77  3.000
 RZE  N8   C7   C4   124.20  3.000
 RZE  N9   N8   C7   102.32  3.000
 RZE  N10  N9   N8   113.58  3.000
 RZE  N10  N9   C12  123.60  3.000
 RZE  N8   N9   C12  122.76  3.000
 RZE  N11  N10  N9   106.70  3.000
 RZE  N10  N11  C7   106.37  3.000
 RZE  H13  N14  H12  106.72  3.000
 RZE  H13  N14  C13  110.31  3.000
 RZE  H12  N14  C13  111.49  3.000
 RZE  C20  O19  C1   119.70  3.000
 RZE  C24  N25  C20  119.81  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
 RZE  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 RZE  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 RZE  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 RZE  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 RZE  CONST_05  C7   C4   C3   C2    180.00   0.0  0
 RZE  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 RZE  CONST_07  N8   C7   C4   C3    180.00   0.0  0
 RZE  CONST_08  N11  C7   C4   C3      0.00   0.0  0
 RZE  CONST_09  C6   C1   C2   C3      0.00   0.0  0
 RZE  CONST_10  C23  C22  C21  C20     0.00   0.0  0
 RZE  CONST_11  C23  C24  N25  C20     0.00   0.0  0
 RZE  CONST_12  C24  C23  C22  C21     0.00   0.0  0
 RZE  CONST_13  C24  N25  C20  C21     0.00   0.0  0
 RZE  CONST_14  N25  C24  C23  C22     0.00   0.0  0
 RZE  CONST_15  N25  C20  C21  C22     0.00   0.0  0
 RZE  CONST_16  N9   N8   C7   C4    180.00   0.0  0
 RZE  CONST_17  N10  N11  C7   C4    180.00   0.0  0
 RZE  CONST_18  N8   C7   C4   C5      0.00   0.0  0
 RZE  CONST_19  N11  C7   C4   C5    180.00   0.0  0
 RZE  CONST_20  C7   C4   C5   C6    180.00   0.0  0
 RZE  CONST_21  N10  N9   N8   C7      0.00   0.0  0
 RZE  CONST_22  N9   N10  N11  C7      0.00   0.0  0
 RZE  CONST_23  N11  N10  N9   N8      0.00   0.0  0
 RZE  CONST_24  N10  N11  C7   N8      0.00   0.0  0
 RZE  CONST_25  N11  C7   N8   N9      0.00   0.0  0
 RZE  CONST_26  O19  C1   C2   C3    180.00   0.0  0
 RZE  CONST_27  C7   N8   N9   C12   180.00   0.0  0
 RZE  CONST_28  N11  N10  N9   C12   180.00   0.0  0
 RZE  CONST_29  CL1  C23  C22  C21   180.00   0.0  0
 RZE  CONST_30  O19  C20  C21  C22   180.00   0.0  0
 RZE  CONST_31  F27  C21  C22  C23   180.00   0.0  0
 RZE  CONST_32  O19  C20  N25  C24   180.00   0.0  0
 RZE  CONST_33  O19  C1   C6   C5    180.00   0.0  0
 RZE  CONST_34  CL1  C23  C24  N25   180.00   0.0  0
 RZE  CONST_35  F27  C21  C20  N25   180.00   0.0  0
 RZE  CONST_36  H10  C5   C6   C1    180.00   0.0  0
 RZE  CONST_37  H2   C3   C2   C1    180.00   0.0  0
 RZE  CONST_38  H11  C6   C1   C2    180.00   0.0  0
 RZE  CONST_39  H8   C22  C21  C20   180.00   0.0  0
 RZE  CONST_40  H9   C24  N25  C20   180.00   0.0  0
 RZE  CONST_41  H1   C2   C3   C4    180.00   0.0  0
 RZE  Var_01    C21  C20  O19  C1   -165.86  30.0  2
 RZE  Var_02    C6   C1   O19  C20    61.04  30.0  2
 RZE  Var_03    N8   N9   C12  C13    70.85  30.0  2
 RZE  Var_04    O18  C16  C15  C13   -43.58  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
 RZE  chir_01  C13  N14  C15  C12  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
 RZE  plan-1  C12  0.020
 RZE  plan-1  C4   0.020
 RZE  plan-1  C7   0.020
 RZE  plan-1  N8   0.020
 RZE  plan-1  N9   0.020
 RZE  plan-1  N10  0.020
 RZE  plan-1  N11  0.020
 RZE  plan-2  C20  0.020
 RZE  plan-2  C21  0.020
 RZE  plan-2  C22  0.020
 RZE  plan-2  C23  0.020
 RZE  plan-2  C24  0.020
 RZE  plan-2  O19  0.020
 RZE  plan-2  N25  0.020
 RZE  plan-2  CL1  0.020
 RZE  plan-2  F27  0.020
 RZE  plan-2  H8   0.020
 RZE  plan-2  H9   0.020
 RZE  plan-3  C1   0.020
 RZE  plan-3  C2   0.020
 RZE  plan-3  C3   0.020
 RZE  plan-3  C4   0.020
 RZE  plan-3  C5   0.020
 RZE  plan-3  C6   0.020
 RZE  plan-3  C7   0.020
 RZE  plan-3  O19  0.020
 RZE  plan-3  H1   0.020
 RZE  plan-3  H2   0.020
 RZE  plan-3  H10  0.020
 RZE  plan-3  H11  0.020
 RZE  plan-4  C15  0.020
 RZE  plan-4  C16  0.020
 RZE  plan-4  O17  0.020
 RZE  plan-4  O18  0.020

