# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 23:51:54 2020
#   Inital geometry file: a 58 line input string
#   Ligand name: (4-bromo-3-cyclopropyl-1H-pyrazol-1-yl)acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cn1cc(Br)c(n1)C2CC2
#
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
 4A5  4A5  '(4-bromo-3-cyclopropyl-1H-pyrazol-1-yl)acetic acid'  ligand  22  13  .  2022-09-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4A5
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
 4A5  C5   C   CR15  0   0.088  -0.3518   1.2963   0.1948
 4A5  C4   C   CR5   0  -0.397   0.7424   0.4878   0.0120
 4A5  C1   C   CR5   0   0.376   0.3149  -0.8203   0.3193
 4A5  C10  C   C     0   0.546  -3.5576   0.5851  -0.4093
 4A5  C8   C   CH2   0  -0.469   0.7247  -3.1376  -0.7281
 4A5  C9   C   CH2   0  -0.473   0.5061  -3.3562   0.7320
 4A5  C6   C   CH1   0  -0.355   1.0998  -2.0631   0.2612
 4A5  N3   N   N     0  -0.304  -0.9578  -0.7937   0.6659
 4A5  N2   N   NR5   0  -0.261  -1.3398   0.4800   0.5925
 4A5  O12  O   O     0  -0.422  -3.1253   0.2456  -1.4767
 4A5  O13  O   OH1   0  -0.586  -4.8330   0.8133  -0.1442
 4A5  BR1  BR  BR    0  -0.047   2.4407   1.0231  -0.5264
 4A5  H1   H   HCR5  0   0.316  -0.4821   2.3600   0.0797
 4A5  H2   H   HCH2  0   0.256   1.5296  -3.6694  -1.2184
 4A5  H3   H   HCH2  0   0.252  -0.1416  -2.9577  -1.3521
 4A5  H4   H   HCH2  0   0.254  -0.5101  -3.3339   1.1037
 4A5  H5   H   HCH2  0   0.259   1.1610  -4.0410   1.2543
 4A5  H6   H   HCH1  0   0.269   2.1619  -1.9292   0.4299
 4A5  H7   H   HCH2  0   0.320  -2.7766   1.8771   1.1060
 4A5  H8   H   HCH2  0   0.321  -3.0934   0.2425   1.6607
 4A5  H9   H   HOH1  0   0.489  -5.3752   0.6718  -0.9353
 4A5  C7   C   CH2   0  -0.432  -2.7098   0.8256   0.8227

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
 4A5  C9   C8   single    1.492  0.020  1.492
 4A5  C9   C6   single    1.499  0.020  1.499
 4A5  C8   C6   single    1.508  0.020  1.508
 4A5  C6   C1   single    1.471  0.020  1.471
 4A5  BR1  C4   single    1.860  0.020  1.860
 4A5  C1   C4   aromatic  1.410  0.020  1.410
 4A5  C1   N3   aromatic  1.319  0.020  1.319
 4A5  C4   C5   aromatic  1.373  0.020  1.373
 4A5  N3   N2   aromatic  1.332  0.020  1.332
 4A5  C5   N2   aromatic  1.342  0.020  1.342
 4A5  N2   C7   single    1.432  0.020  1.432
 4A5  O12  C10  double    1.201  0.020  1.201
 4A5  C10  C7   single    1.515  0.020  1.515
 4A5  C10  O13  single    1.323  0.020  1.323
 4A5  C5   H1   single    0.930  0.020  1.080
 4A5  C8   H2   single    0.970  0.020  1.090
 4A5  C8   H3   single    0.970  0.020  1.090
 4A5  C9   H4   single    0.970  0.020  1.090
 4A5  C9   H5   single    0.970  0.020  1.090
 4A5  C6   H6   single    0.970  0.020  1.090
 4A5  C7   H7   single    0.970  0.020  1.090
 4A5  C7   H8   single    0.970  0.020  1.090
 4A5  O13  H9   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
 4A5  H1   C5   N2   122.89  3.000
 4A5  H1   C5   C4   131.56  3.000
 4A5  N2   C5   C4   105.55  3.000
 4A5  BR1  C4   C1   127.36  3.000
 4A5  C1   C4   C5   106.00  3.000
 4A5  BR1  C4   C5   126.64  3.000
 4A5  N3   C1   C6   122.83  3.000
 4A5  N3   C1   C4   109.33  3.000
 4A5  C6   C1   C4   127.83  3.000
 4A5  O13  C10  O12  125.04  3.000
 4A5  O13  C10  C7   110.45  3.000
 4A5  O12  C10  C7   124.51  3.000
 4A5  H3   C8   H2   114.56  3.000
 4A5  H3   C8   C6   117.31  3.000
 4A5  H2   C8   C6   117.54  3.000
 4A5  H3   C8   C9   118.10  3.000
 4A5  H2   C8   C9   118.69  3.000
 4A5  C6   C8   C9    59.93  3.000
 4A5  H5   C9   H4   114.55  3.000
 4A5  H5   C9   C6   117.26  3.000
 4A5  H4   C9   C6   117.52  3.000
 4A5  H5   C9   C8   118.45  3.000
 4A5  H4   C9   C8   118.07  3.000
 4A5  C6   C9   C8    60.55  3.000
 4A5  H6   C6   C9   116.49  3.000
 4A5  H6   C6   C8   115.72  3.000
 4A5  C9   C6   C8    59.52  3.000
 4A5  H6   C6   C1   114.35  3.000
 4A5  C8   C6   C1   119.68  3.000
 4A5  C9   C6   C1   120.34  3.000
 4A5  N2   N3   C1   106.35  3.000
 4A5  N3   N2   C7   119.77  3.000
 4A5  C7   N2   C5   127.26  3.000
 4A5  N3   N2   C5   112.77  3.000
 4A5  H9   O13  C10  110.53  3.000
 4A5  H8   C7   H7   107.11  3.000
 4A5  H8   C7   N2   109.33  3.000
 4A5  H7   C7   N2   109.45  3.000
 4A5  H8   C7   C10  110.07  3.000
 4A5  H7   C7   C10  109.27  3.000
 4A5  N2   C7   C10  111.50  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
 4A5  CONST_01  N3   C1   C4   C5    0.00   0.0  0
 4A5  CONST_02  C1   N3   N2   C5    0.00   0.0  0
 4A5  CONST_03  N2   N3   C1   C4    0.00   0.0  0
 4A5  CONST_04  N3   N2   C5   C4    0.00   0.0  0
 4A5  CONST_05  N2   C5   C4   C1    0.00   0.0  0
 4A5  CONST_06  C6   C1   C4   C5  180.00   0.0  0
 4A5  CONST_07  N2   N3   C1   C6  180.00   0.0  0
 4A5  CONST_08  C7   N2   C5   C4  180.00   0.0  0
 4A5  CONST_09  C7   N2   N3   C1  180.00   0.0  0
 4A5  CONST_10  BR1  C4   C1   C6    0.00   0.0  0
 4A5  CONST_11  BR1  C4   C1   N3  180.00   0.0  0
 4A5  CONST_12  BR1  C4   C5   N2  180.00   0.0  0
 4A5  CONST_13  H1   C5   C4   C1  180.00   0.0  0
 4A5  CONST_14  H9   O13  C10  C7  180.00   0.0  0
 4A5  Var_01    C9   C6   C1   C4  175.07  30.0  2
 4A5  Var_02    C8   C9   C6   C1  108.74  30.0  1
 4A5  Var_03    C10  C7   N2   C5   93.54  30.0  2
 4A5  Var_04    O12  C10  C7   N2   -5.33  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
 4A5  chir_01  C6  C9  C8  C1  both

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
 4A5  plan-1  C5   0.020
 4A5  plan-1  C4   0.020
 4A5  plan-1  C1   0.020
 4A5  plan-1  C6   0.020
 4A5  plan-1  N3   0.020
 4A5  plan-1  N2   0.020
 4A5  plan-1  BR1  0.020
 4A5  plan-1  H1   0.020
 4A5  plan-1  C7   0.020
 4A5  plan-2  C10  0.020
 4A5  plan-2  O12  0.020
 4A5  plan-2  O13  0.020
 4A5  plan-2  H9   0.020
 4A5  plan-2  C7   0.020

