# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 09:01:45 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: 3-[3-(3,5-dimethyl-1H-pyrazol-4-yl)propoxy]-4-fluorobenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1[nH]nc(C)c1CCCOc2cc(ccc2F)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
 16V  16V  '3-[3-(3,5-dimethyl-1H-pyrazol-4-yl)propoxy]-4-fluorobenzoic acid'  ligand  37  21  .  2021-08-03  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_16V
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
 16V  OAC  O  O      0  -0.592   4.0389  -2.8680   0.0505
 16V  CAO  C  C      0   0.403   4.7798  -1.8675   0.0055
 16V  OAD  O  OC    -1  -0.593   6.0245  -1.8598  -0.0253
 16V  CAS  C  CR6    0  -0.096   4.0904  -0.5075  -0.0115
 16V  CAH  C  CR16   0  -0.422   2.6968  -0.4339   0.0123
 16V  CAG  C  CR16   0  -0.310   4.8316   0.6653  -0.0487
 16V  CAF  C  CR16   0  -0.396   4.1940   1.9009  -0.0620
 16V  CAR  C  CR6    0   0.441   2.8203   1.9483  -0.0387
 16V  FAE  F  F      0  -0.315   2.1912   3.1352  -0.0529
 16V  CAT  C  CR6    0   0.265   2.0415   0.7901  -0.0024
 16V  OAN  O  O2     0  -0.476   0.7084   0.9679   0.0152
 16V  CAJ  C  CH2    0  -0.176  -0.1273  -0.1788   0.0286
 16V  CAI  C  CH2    0  -0.450  -1.5683   0.2858   0.0163
 16V  CAK  C  CH2    0  -0.541  -2.5332  -0.8996   0.0049
 16V  CAU  C  CR5    0  -0.163  -3.9655  -0.4793  -0.0187
 16V  CAP  C  CR5    0   0.370  -4.7553  -0.2432  -1.1259
 16V  CAA  C  CH3    0  -0.738  -4.4648  -0.3780  -2.5788
 16V  NAL  N  NR15   0  -0.489  -5.9528   0.1429  -0.6481
 16V  NAM  N  N      0  -0.305  -6.0052   0.1790   0.6824
 16V  CAQ  C  CR5    0   0.228  -4.8023  -0.1943   1.0829
 16V  CAB  C  CH3    0  -0.747  -4.4540  -0.2801   2.5293
 16V  H2   H  HCR6   0   0.278   2.1324  -1.3560   0.0421
 16V  H3   H  HCR6   0   0.249   5.9112   0.6207  -0.0684
 16V  H4   H  HCR6   0   0.273   4.7617   2.8233  -0.0922
 16V  H5   H  HCH2   0   0.222   0.0750  -0.8089  -0.8459
 16V  H6   H  HCH2   0   0.223   0.0709  -0.7861   0.9199
 16V  H7   H  HCH2   0   0.237  -1.7604   0.9120   0.8920
 16V  H8   H  HCH2   0   0.236  -1.7441   0.9084  -0.8654
 16V  H9   H  HCH2   0   0.241  -2.3185  -1.5332  -0.8606
 16V  H10  H  HCH2   0   0.240  -2.3494  -1.5276   0.8823
 16V  H11  H  HCH3   0   0.257  -4.6942  -1.3812  -2.9427
 16V  H12  H  HCH3   0   0.256  -5.0451   0.3287  -3.1716
 16V  H13  H  HCH3   0   0.253  -3.4112  -0.1892  -2.7786
 16V  H14  H  HNR5   0   0.408  -6.7680   0.3891  -1.1859
 16V  H15  H  HCH3   0   0.242  -4.1257  -1.2845   2.8027
 16V  H16  H  HCH3   0   0.242  -3.6410   0.4016   2.7861
 16V  H17  H  HCH3   0   0.247  -5.3109  -0.0263   3.1518

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
 16V  NAM  NAL  aromatic  1.332  0.020  1.332
 16V  NAM  CAQ  aromatic  1.322  0.020  1.322
 16V  NAL  CAP  aromatic  1.346  0.020  1.346
 16V  CAQ  CAB  single    1.490  0.020  1.490
 16V  CAQ  CAU  aromatic  1.412  0.020  1.412
 16V  CAP  CAA  single    1.488  0.020  1.488
 16V  CAP  CAU  aromatic  1.380  0.020  1.380
 16V  CAU  CAK  single    1.493  0.020  1.493
 16V  CAK  CAI  single    1.528  0.020  1.528
 16V  CAI  CAJ  single    1.514  0.020  1.514
 16V  CAJ  OAN  single    1.419  0.020  1.419
 16V  OAN  CAT  single    1.345  0.020  1.345
 16V  FAE  CAR  single    1.343  0.020  1.343
 16V  CAT  CAR  aromatic  1.396  0.020  1.396
 16V  CAT  CAH  aromatic  1.388  0.020  1.388
 16V  CAR  CAF  aromatic  1.375  0.020  1.375
 16V  CAH  CAS  aromatic  1.396  0.020  1.396
 16V  CAF  CAG  aromatic  1.390  0.020  1.390
 16V  CAS  CAG  aromatic  1.388  0.020  1.388
 16V  CAS  CAO  single    1.525  0.020  1.525
 16V  OAC  CAO  deloc     1.246  0.020  1.246
 16V  CAO  OAD  deloc     1.245  0.020  1.245
 16V  CAH  H2   single    0.930  0.020  1.080
 16V  CAG  H3   single    0.930  0.020  1.080
 16V  CAF  H4   single    0.930  0.020  1.080
 16V  CAJ  H5   single    0.970  0.020  1.090
 16V  CAJ  H6   single    0.970  0.020  1.090
 16V  CAI  H7   single    0.970  0.020  1.090
 16V  CAI  H8   single    0.970  0.020  1.090
 16V  CAK  H9   single    0.970  0.020  1.090
 16V  CAK  H10  single    0.970  0.020  1.090
 16V  CAA  H11  single    0.970  0.020  1.090
 16V  CAA  H12  single    0.970  0.020  1.090
 16V  CAA  H13  single    0.970  0.020  1.090
 16V  NAL  H14  single    0.860  0.020  1.020
 16V  CAB  H15  single    0.970  0.020  1.090
 16V  CAB  H16  single    0.970  0.020  1.090
 16V  CAB  H17  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
 16V  CAS  CAO  OAD  116.50  3.000
 16V  OAD  CAO  OAC  126.90  3.000
 16V  CAS  CAO  OAC  116.60  3.000
 16V  CAG  CAS  CAH  119.28  3.000
 16V  CAG  CAS  CAO  120.83  3.000
 16V  CAH  CAS  CAO  119.89  3.000
 16V  H2   CAH  CAT  120.37  3.000
 16V  H2   CAH  CAS  118.46  3.000
 16V  CAT  CAH  CAS  121.17  3.000
 16V  H3   CAG  CAF  119.64  3.000
 16V  H3   CAG  CAS  119.94  3.000
 16V  CAF  CAG  CAS  120.42  3.000
 16V  H4   CAF  CAR  119.65  3.000
 16V  H4   CAF  CAG  121.10  3.000
 16V  CAR  CAF  CAG  119.25  3.000
 16V  CAT  CAR  FAE  118.16  3.000
 16V  CAT  CAR  CAF  121.95  3.000
 16V  FAE  CAR  CAF  119.88  3.000
 16V  OAN  CAT  CAR  116.33  3.000
 16V  CAR  CAT  CAH  117.92  3.000
 16V  OAN  CAT  CAH  125.75  3.000
 16V  CAJ  OAN  CAT  118.49  3.000
 16V  H6   CAJ  H5   107.25  3.000
 16V  H6   CAJ  CAI  110.40  3.000
 16V  H5   CAJ  CAI  110.20  3.000
 16V  H6   CAJ  OAN  110.41  3.000
 16V  H5   CAJ  OAN  110.37  3.000
 16V  CAI  CAJ  OAN  108.21  3.000
 16V  H8   CAI  H7   106.94  3.000
 16V  H8   CAI  CAK  109.51  3.000
 16V  H7   CAI  CAK  109.83  3.000
 16V  H8   CAI  CAJ  109.53  3.000
 16V  H7   CAI  CAJ  109.66  3.000
 16V  CAK  CAI  CAJ  111.28  3.000
 16V  H10  CAK  H9   105.60  3.000
 16V  H10  CAK  CAU  109.59  3.000
 16V  H9   CAK  CAU  109.81  3.000
 16V  H10  CAK  CAI  109.45  3.000
 16V  H9   CAK  CAI  109.34  3.000
 16V  CAU  CAK  CAI  112.79  3.000
 16V  CAQ  CAU  CAP  104.60  3.000
 16V  CAP  CAU  CAK  127.57  3.000
 16V  CAQ  CAU  CAK  127.80  3.000
 16V  NAL  CAP  CAA  123.12  3.000
 16V  CAA  CAP  CAU  131.01  3.000
 16V  NAL  CAP  CAU  105.86  3.000
 16V  H13  CAA  H12  107.64  3.000
 16V  H13  CAA  H11  107.55  3.000
 16V  H12  CAA  H11  107.63  3.000
 16V  H13  CAA  CAP  110.63  3.000
 16V  H12  CAA  CAP  111.62  3.000
 16V  H11  CAA  CAP  111.57  3.000
 16V  H14  NAL  NAM  119.66  3.000
 16V  H14  NAL  CAP  126.92  3.000
 16V  NAM  NAL  CAP  113.42  3.000
 16V  CAQ  NAM  NAL  105.02  3.000
 16V  CAB  CAQ  NAM  121.54  3.000
 16V  CAB  CAQ  CAU  127.36  3.000
 16V  NAM  CAQ  CAU  111.09  3.000
 16V  H17  CAB  H16  107.81  3.000
 16V  H17  CAB  H15  107.94  3.000
 16V  H16  CAB  H15  106.96  3.000
 16V  H17  CAB  CAQ  110.95  3.000
 16V  H16  CAB  CAQ  111.50  3.000
 16V  H15  CAB  CAQ  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
 16V  CONST_01  CAR  CAT  CAH  CAS     0.00   0.0  0
 16V  CONST_02  CAR  CAF  CAG  CAS     0.00   0.0  0
 16V  CONST_03  CAF  CAR  CAT  CAH     0.00   0.0  0
 16V  CONST_04  CAF  CAG  CAS  CAH     0.00   0.0  0
 16V  CONST_05  CAT  CAR  CAF  CAG     0.00   0.0  0
 16V  CONST_06  CAT  CAH  CAS  CAG     0.00   0.0  0
 16V  CONST_07  NAL  NAM  CAQ  CAU     0.00   0.0  0
 16V  CONST_08  NAM  NAL  CAP  CAU     0.00   0.0  0
 16V  CONST_09  CAQ  NAM  NAL  CAP     0.00   0.0  0
 16V  CONST_10  NAM  CAQ  CAU  CAP     0.00   0.0  0
 16V  CONST_11  CAQ  CAU  CAP  NAL     0.00   0.0  0
 16V  CONST_12  CAT  CAH  CAS  CAO   180.00   0.0  0
 16V  CONST_13  CAF  CAG  CAS  CAO   180.00   0.0  0
 16V  CONST_14  OAN  CAT  CAH  CAS   180.00   0.0  0
 16V  CONST_15  FAE  CAR  CAT  CAH   180.00   0.0  0
 16V  CONST_16  FAE  CAR  CAF  CAG   180.00   0.0  0
 16V  CONST_17  OAN  CAT  CAR  CAF   180.00   0.0  0
 16V  CONST_18  NAM  CAQ  CAU  CAK   180.00   0.0  0
 16V  CONST_19  NAL  CAP  CAU  CAK   180.00   0.0  0
 16V  CONST_20  CAB  CAQ  CAU  CAP   180.00   0.0  0
 16V  CONST_21  NAM  NAL  CAP  CAA   180.00   0.0  0
 16V  CONST_22  CAQ  CAU  CAP  CAA   180.00   0.0  0
 16V  CONST_23  CAB  CAQ  NAM  NAL   180.00   0.0  0
 16V  CONST_24  H4   CAF  CAG  CAS   180.00   0.0  0
 16V  CONST_25  H3   CAG  CAS  CAH   180.00   0.0  0
 16V  CONST_26  H2   CAH  CAS  CAG   180.00   0.0  0
 16V  CONST_27  H14  NAL  CAP  CAU   180.00   0.0  0
 16V  Var_01    CAH  CAS  CAO  OAC    -0.50  30.0  3
 16V  Var_02    CAQ  CAU  CAK  CAI   -87.97  30.0  3
 16V  Var_03    H15  CAB  CAQ  CAU   -58.09  30.0  2
 16V  Var_04    H11  CAA  CAP  CAU    89.12  30.0  2
 16V  Var_05    CAI  CAJ  OAN  CAT  -178.77  30.0  1
 16V  Var_06    CAU  CAK  CAI  CAJ  -179.53  30.0  1
 16V  Var_07    CAK  CAI  CAJ  OAN   179.00  30.0  1

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
 16V  plan-1  CAK  0.020
 16V  plan-1  CAU  0.020
 16V  plan-1  CAP  0.020
 16V  plan-1  CAA  0.020
 16V  plan-1  NAL  0.020
 16V  plan-1  NAM  0.020
 16V  plan-1  CAQ  0.020
 16V  plan-1  CAB  0.020
 16V  plan-1  H14  0.020
 16V  plan-2  CAO  0.020
 16V  plan-2  CAS  0.020
 16V  plan-2  CAH  0.020
 16V  plan-2  CAG  0.020
 16V  plan-2  CAF  0.020
 16V  plan-2  CAR  0.020
 16V  plan-2  FAE  0.020
 16V  plan-2  CAT  0.020
 16V  plan-2  OAN  0.020
 16V  plan-2  H2   0.020
 16V  plan-2  H3   0.020
 16V  plan-2  H4   0.020
 16V  plan-3  OAC  0.020
 16V  plan-3  CAO  0.020
 16V  plan-3  OAD  0.020
 16V  plan-3  CAS  0.020

