# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 21:51:56 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C1=CN(C2CC2)c3cc(N4CCNCC4)c(F)cc3C1=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
 CPF  CPF  '1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid'  ligand  41  24  .  2022-09-22  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_CPF
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
 CPF  O2    O  OC    -1  -0.585   5.3476   1.5548   0.1238
 CPF  C3    C  C      0   0.404   4.8552   0.4329  -0.0811
 CPF  O1    O  O      0  -0.606   5.4909  -0.6186  -0.3132
 CPF  C2    C  CR6    0  -0.390   3.3384   0.3056  -0.0547
 CPF  C1    C  CR16   0   0.017   2.8202  -0.9132  -0.3811
 CPF  N1    N  NR6    0  -0.548   1.5133  -1.2367  -0.4075
 CPF  C10   C  CR66   0   0.417   0.5668  -0.2714  -0.1216
 CPF  C9    C  CR16   0  -0.448  -0.8020  -0.5668  -0.1735
 CPF  C8    C  CR6    0   0.216  -1.7638   0.3916   0.1090
 CPF  N2    N  NT     0  -0.507  -3.1278   0.1426   0.0311
 CPF  C17   C  CH2    0  -0.310  -3.5447  -1.0428  -0.6988
 CPF  C16   C  CH2    0  -0.294  -5.0320  -0.9695  -0.9933
 CPF  N3    N  NH1    0  -0.600  -5.7714  -0.8369   0.2456
 CPF  C15   C  CH2    0  -0.300  -5.3816   0.3723   0.9441
 CPF  C14   C  CH2    0  -0.307  -3.9005   0.3172   1.2622
 CPF  C7    C  CR6    0   0.525  -1.2941   1.6803   0.4365
 CPF  F1    F  F      0  -0.316  -2.1953   2.6564   0.6482
 CPF  C6    C  CR16   0  -0.476   0.0320   1.9817   0.5110
 CPF  C5    C  CR66   0  -0.133   1.0023   1.0100   0.2310
 CPF  C4    C  CR6    0   0.398   2.4288   1.3774   0.2926
 CPF  O3    O  O      0  -0.465   2.7489   2.5192   0.6209
 CPF  C11   C  CH1    0  -0.131   1.1057  -2.5512  -0.8294
 CPF  C12   C  CH2    0  -0.485   0.4973  -3.4919   0.1630
 CPF  C13   C  CH2    0  -0.514   1.8727  -3.7445  -0.3658
 CPF  H1    H  HCR6   0   0.300   3.4972  -1.7126  -0.6455
 CPF  H9    H  HCR6   0   0.304  -1.1180  -1.5644  -0.4345
 CPF  H171  H  HCH2   0   0.255  -2.9988  -1.0940  -1.6422
 CPF  H172  H  HCH2   0   0.214  -3.3298  -1.9655  -0.1388
 CPF  H161  H  HCH2   0   0.198  -5.2097  -0.1361  -1.6908
 CPF  H162  H  HCH2   0   0.240  -5.3336  -1.8880  -1.4998
 CPF  HN3   H  HNH1   0   0.357  -6.7639  -0.8182   0.0529
 CPF  H151  H  HCH2   0   0.198  -5.5859   1.2870   0.3657
 CPF  H152  H  HCH2   0   0.239  -5.9399   0.4472   1.8791
 CPF  H141  H  HCH2   0   0.220  -3.7075  -0.5167   1.9520
 CPF  H142  H  HCH2   0   0.259  -3.6079   1.2327   1.7689
 CPF  H6    H  HCR6   0   0.276   0.3423   2.9882   0.7592
 CPF  H11   H  HCH1   0   0.295   0.7134  -2.5771  -1.8408
 CPF  H121  H  HCH2   0   0.271   0.4159  -3.1512   1.1873
 CPF  H122  H  HCH2   0   0.269  -0.3231  -4.1109  -0.1758
 CPF  H131  H  HCH2   0   0.274   2.0224  -4.5388  -1.0845
 CPF  H132  H  HCH2   0   0.271   2.7006  -3.5950   0.3152

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
 CPF  O2   C3    deloc     1.242  0.020  1.242
 CPF  C3   O1    deloc     1.250  0.020  1.250
 CPF  C3   C2    single    1.522  0.020  1.522
 CPF  C2   C1    double    1.364  0.020  1.364
 CPF  C2   C4    single    1.448  0.020  1.448
 CPF  C1   N1    single    1.347  0.020  1.347
 CPF  C1   H1    single    0.930  0.020  1.080
 CPF  N1   C10   single    1.382  0.020  1.382
 CPF  N1   C11   single    1.439  0.020  1.439
 CPF  C10  C9    aromatic  1.401  0.020  1.401
 CPF  C10  C5    aromatic  1.399  0.020  1.399
 CPF  C9   C8    aromatic  1.387  0.020  1.387
 CPF  C9   H9    single    0.930  0.020  1.080
 CPF  C8   N2    single    1.389  0.020  1.389
 CPF  C8   C7    aromatic  1.410  0.020  1.410
 CPF  N2   C17   single    1.453  0.020  1.453
 CPF  N2   C14   single    1.464  0.020  1.464
 CPF  C17  C16   single    1.518  0.020  1.518
 CPF  C17  H171  single    0.970  0.020  1.090
 CPF  C17  H172  single    0.970  0.020  1.090
 CPF  C16  N3    single    1.449  0.020  1.449
 CPF  C16  H161  single    0.970  0.020  1.090
 CPF  C16  H162  single    0.970  0.020  1.090
 CPF  N3   C15   single    1.450  0.020  1.450
 CPF  N3   HN3   single    0.890  0.020  1.040
 CPF  C15  C14   single    1.516  0.020  1.516
 CPF  C15  H151  single    0.970  0.020  1.090
 CPF  C15  H152  single    0.970  0.020  1.090
 CPF  C14  H141  single    0.970  0.020  1.090
 CPF  C14  H142  single    0.970  0.020  1.090
 CPF  C7   F1    single    1.345  0.020  1.345
 CPF  C7   C6    aromatic  1.362  0.020  1.362
 CPF  C6   C5    aromatic  1.402  0.020  1.402
 CPF  C6   H6    single    0.930  0.020  1.080
 CPF  C5   C4    single    1.474  0.020  1.474
 CPF  C4   O3    double    1.230  0.020  1.230
 CPF  C11  C12   single    1.497  0.020  1.497
 CPF  C11  C13   single    1.492  0.020  1.492
 CPF  C11  H11   single    0.970  0.020  1.090
 CPF  C12  C13   single    1.495  0.020  1.495
 CPF  C12  H121  single    0.970  0.020  1.090
 CPF  C12  H122  single    0.970  0.020  1.090
 CPF  C13  H131  single    0.970  0.020  1.090
 CPF  C13  H132  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
 CPF  C2    C3   O1    116.07  3.000
 CPF  C2    C3   O2    117.88  3.000
 CPF  O1    C3   O2    126.06  3.000
 CPF  C4    C2   C1    118.69  3.000
 CPF  C4    C2   C3    124.62  3.000
 CPF  C1    C2   C3    116.68  3.000
 CPF  H1    C1   N1    115.19  3.000
 CPF  H1    C1   C2    118.79  3.000
 CPF  N1    C1   C2    126.02  3.000
 CPF  C11   N1   C10   120.31  3.000
 CPF  C11   N1   C1    119.99  3.000
 CPF  C10   N1   C1    119.53  3.000
 CPF  C5    C10  C9    120.44  3.000
 CPF  C5    C10  N1    118.62  3.000
 CPF  C9    C10  N1    120.94  3.000
 CPF  H9    C9   C8    119.03  3.000
 CPF  H9    C9   C10   119.35  3.000
 CPF  C8    C9   C10   121.62  3.000
 CPF  C7    C8   N2    120.26  3.000
 CPF  C7    C8   C9    116.61  3.000
 CPF  N2    C8   C9    123.09  3.000
 CPF  C14   N2   C17   111.61  3.000
 CPF  C14   N2   C8    116.74  3.000
 CPF  C17   N2   C8    117.14  3.000
 CPF  H172  C17  H171  107.63  3.000
 CPF  H172  C17  C16   109.31  3.000
 CPF  H171  C17  C16   108.95  3.000
 CPF  H172  C17  N2    111.85  3.000
 CPF  H171  C17  N2    109.20  3.000
 CPF  C16   C17  N2    109.82  3.000
 CPF  H162  C16  H161  107.36  3.000
 CPF  H162  C16  N3    109.44  3.000
 CPF  H161  C16  N3    112.96  3.000
 CPF  H162  C16  C17   108.67  3.000
 CPF  H161  C16  C17   108.52  3.000
 CPF  N3    C16  C17   109.79  3.000
 CPF  HN3   N3   C15   109.89  3.000
 CPF  HN3   N3   C16   109.85  3.000
 CPF  C15   N3   C16   110.55  3.000
 CPF  H152  C15  H151  107.33  3.000
 CPF  H152  C15  C14   108.81  3.000
 CPF  H151  C15  C14   108.76  3.000
 CPF  H152  C15  N3    109.41  3.000
 CPF  H151  C15  N3    112.94  3.000
 CPF  C14   C15  N3    109.48  3.000
 CPF  H142  C14  H141  107.41  3.000
 CPF  H142  C14  C15   109.29  3.000
 CPF  H141  C14  C15   109.31  3.000
 CPF  H142  C14  N2    110.52  3.000
 CPF  H141  C14  N2    110.16  3.000
 CPF  C15   C14  N2    110.10  3.000
 CPF  C6    C7   F1    118.88  3.000
 CPF  C6    C7   C8    122.63  3.000
 CPF  F1    C7   C8    118.46  3.000
 CPF  H6    C6   C5    119.48  3.000
 CPF  H6    C6   C7    119.84  3.000
 CPF  C5    C6   C7    120.65  3.000
 CPF  C4    C5   C6    119.26  3.000
 CPF  C4    C5   C10   122.69  3.000
 CPF  C6    C5   C10   118.04  3.000
 CPF  O3    C4   C5    119.61  3.000
 CPF  O3    C4   C2    125.97  3.000
 CPF  C5    C4   C2    114.41  3.000
 CPF  H11   C11  C13   117.14  3.000
 CPF  H11   C11  C12   117.13  3.000
 CPF  C13   C11  C12    60.02  3.000
 CPF  H11   C11  N1    113.41  3.000
 CPF  C13   C11  N1    119.58  3.000
 CPF  C12   C11  N1    119.66  3.000
 CPF  H122  C12  H121  114.79  3.000
 CPF  H122  C12  C13   119.35  3.000
 CPF  H121  C12  C13   117.20  3.000
 CPF  H122  C12  C11   117.40  3.000
 CPF  H121  C12  C11   117.39  3.000
 CPF  C13   C12  C11    59.84  3.000
 CPF  H132  C13  H131  114.44  3.000
 CPF  H132  C13  C12   117.24  3.000
 CPF  H131  C13  C12   119.10  3.000
 CPF  H132  C13  C11   118.56  3.000
 CPF  H131  C13  C11   116.87  3.000
 CPF  C12   C13  C11    60.13  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
 CPF  CONST_01  C7   C8   C9   C10     0.00   0.0  0
 CPF  CONST_02  C7   C6   C5   C10     0.00   0.0  0
 CPF  CONST_03  C6   C5   C10  C9      0.00   0.0  0
 CPF  CONST_04  C6   C7   C8   C9      0.00   0.0  0
 CPF  CONST_05  C5   C10  C9   C8      0.00   0.0  0
 CPF  CONST_06  C5   C6   C7   C8      0.00   0.0  0
 CPF  CONST_07  N2   C8   C9   C10   180.00   0.0  0
 CPF  CONST_08  C6   C7   C8   N2    180.00   0.0  0
 CPF  CONST_09  F1   C7   C8   C9    180.00   0.0  0
 CPF  CONST_10  F1   C7   C8   N2      0.00   0.0  0
 CPF  CONST_11  C5   C6   C7   F1    180.00   0.0  0
 CPF  CONST_12  H9   C9   C10  N1      0.00   0.0  0
 CPF  CONST_13  H6   C6   C5   C10   180.00   0.0  0
 CPF  Var_01    C12  C11  N1   C1    112.27  30.0  3
 CPF  Var_02    C13  C12  C11  N1   -109.11  30.0  1
 CPF  Var_03    C17  N2   C8   C9    -16.18  30.0  2
 CPF  Var_04    C16  C17  N2   C8   -165.34  30.0  1
 CPF  Var_05    C15  C14  N2   C8    165.06  30.0  1
 CPF  Var_06    N3   C16  C17  N2    -57.74  30.0  1
 CPF  Var_07    N3   C15  C14  N2     57.38  30.0  1
 CPF  Var_08    C15  N3   C16  C17    60.38  30.0  1
 CPF  Var_09    C14  C15  N3   C16   -60.13  30.0  1
 CPF  Var_10    C1   C2   C3   O2    175.24  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
 CPF  chir_01  C11  N1  C12  C13  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
 CPF  plan-1  C3   0.020
 CPF  plan-1  C2   0.020
 CPF  plan-1  C1   0.020
 CPF  plan-1  N1   0.020
 CPF  plan-1  C10  0.020
 CPF  plan-1  C9   0.020
 CPF  plan-1  C8   0.020
 CPF  plan-1  N2   0.020
 CPF  plan-1  C7   0.020
 CPF  plan-1  F1   0.020
 CPF  plan-1  C6   0.020
 CPF  plan-1  C5   0.020
 CPF  plan-1  C4   0.020
 CPF  plan-1  O3   0.020
 CPF  plan-1  C11  0.020
 CPF  plan-1  H1   0.020
 CPF  plan-1  H9   0.020
 CPF  plan-1  H6   0.020
 CPF  plan-2  O2   0.020
 CPF  plan-2  C3   0.020
 CPF  plan-2  O1   0.020
 CPF  plan-2  C2   0.020

