# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 16:52:57 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: (9-oxoacridin-10(9H)-yl)acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CN1c2ccccc2C(=O)c3ccccc13
#
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
 1K5  1K5  '(9-oxoacridin-10(9H)-yl)acetic acid'  ligand  29  19  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1K5
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
 1K5  C10  C  CR66   0   0.371  -1.2038  -0.0386   0.2399
 1K5  C13  C  CR16   0  -0.267  -3.6419  -1.3874  -0.1938
 1K5  C01  C  CR16   0  -0.335   2.3965   0.6980   0.2674
 1K5  C02  C  CR16   0  -0.244   3.5936   0.0527   0.0600
 1K5  C03  C  CR16   0  -0.266   3.6450  -1.3224  -0.1869
 1K5  C04  C  CR16   0  -0.289   2.4682  -2.0288  -0.2301
 1K5  C05  C  CR66   0  -0.107   1.2323  -1.3989  -0.0255
 1K5  C06  C  CR66   0   0.372   1.1826  -0.0174   0.2431
 1K5  N07  N  NR6    0  -0.607  -0.0166   0.6074   0.4827
 1K5  C08  C  CR6    0   0.409   0.0089  -2.1878  -0.1071
 1K5  C09  C  CR66   0  -0.107  -1.2287  -1.4210  -0.0278
 1K5  C11  C  CR16   0  -0.335  -2.4303   0.6554   0.2604
 1K5  C12  C  CR16   0  -0.289  -2.4527  -2.0729  -0.2342
 1K5  C14  C  CR16   0  -0.244  -3.6153  -0.0113   0.0512
 1K5  O15  O  O      0  -0.449   0.0199  -3.4055  -0.2633
 1K5  C16  C  CH2    0  -0.533  -0.0302   1.9957   0.9036
 1K5  O17  O  OC    -1  -0.612  -0.0593   4.2046   0.1008
 1K5  O18  O  O      0  -0.580  -0.0215   2.5561  -1.4121
 1K5  C19  C  C      0   0.420  -0.0384   3.0137  -0.2601
 1K5  H1   H  HCR6   0   0.258  -4.5807  -1.8981  -0.3588
 1K5  H2   H  HCR6   0   0.277   2.4157   1.7645   0.4304
 1K5  H3   H  HCR6   0   0.267   4.5075   0.6323   0.0806
 1K5  H4   H  HCR6   0   0.258   4.5930  -1.8160  -0.3502
 1K5  H5   H  HCR6   0   0.260   2.4775  -3.0924  -0.4280
 1K5  H6   H  HCR6   0   0.278  -2.4686   1.7219   0.4212
 1K5  H7   H  HCR6   0   0.260  -2.4422  -3.1366  -0.4313
 1K5  H8   H  HCR6   0   0.267  -4.5394   0.5518   0.0684
 1K5  H9   H  HCH2   0   0.283  -0.8899   2.1587   1.5532
 1K5  H10  H  HCH2   0   0.283   0.8272   2.1743   1.5522

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
 1K5  C14  C13  aromatic  1.398  0.020  1.398
 1K5  C14  C11  aromatic  1.376  0.020  1.376
 1K5  C13  C12  aromatic  1.373  0.020  1.373
 1K5  C11  C10  aromatic  1.409  0.020  1.409
 1K5  O18  C19  deloc     1.240  0.020  1.240
 1K5  C19  O17  deloc     1.245  0.020  1.245
 1K5  C19  C16  single    1.546  0.020  1.546
 1K5  C12  C09  aromatic  1.402  0.020  1.402
 1K5  C10  C09  aromatic  1.408  0.020  1.408
 1K5  C10  N07  single    1.373  0.020  1.373
 1K5  C16  N07  single    1.451  0.020  1.451
 1K5  C09  C08  single    1.458  0.020  1.458
 1K5  N07  C06  single    1.373  0.020  1.373
 1K5  C08  O15  double    1.228  0.020  1.228
 1K5  C08  C05  single    1.458  0.020  1.458
 1K5  C06  C05  aromatic  1.408  0.020  1.408
 1K5  C06  C01  aromatic  1.409  0.020  1.409
 1K5  C05  C04  aromatic  1.402  0.020  1.402
 1K5  C01  C02  aromatic  1.376  0.020  1.376
 1K5  C04  C03  aromatic  1.373  0.020  1.373
 1K5  C02  C03  aromatic  1.398  0.020  1.398
 1K5  C13  H1   single    0.930  0.020  1.080
 1K5  C01  H2   single    0.930  0.020  1.080
 1K5  C02  H3   single    0.930  0.020  1.080
 1K5  C03  H4   single    0.930  0.020  1.080
 1K5  C04  H5   single    0.930  0.020  1.080
 1K5  C11  H6   single    0.930  0.020  1.080
 1K5  C12  H7   single    0.930  0.020  1.080
 1K5  C14  H8   single    0.930  0.020  1.080
 1K5  C16  H9   single    0.970  0.020  1.090
 1K5  C16  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
 1K5  C11  C10  C09  118.09  3.000
 1K5  C09  C10  N07  120.70  3.000
 1K5  C11  C10  N07  121.21  3.000
 1K5  H1   C13  C14  120.54  3.000
 1K5  H1   C13  C12  120.77  3.000
 1K5  C14  C13  C12  118.69  3.000
 1K5  H2   C01  C06  121.31  3.000
 1K5  H2   C01  C02  118.09  3.000
 1K5  C06  C01  C02  120.59  3.000
 1K5  H3   C02  C03  119.94  3.000
 1K5  H3   C02  C01  118.73  3.000
 1K5  C03  C02  C01  121.33  3.000
 1K5  H4   C03  C04  120.78  3.000
 1K5  H4   C03  C02  120.53  3.000
 1K5  C04  C03  C02  118.69  3.000
 1K5  H5   C04  C05  118.41  3.000
 1K5  H5   C04  C03  120.28  3.000
 1K5  C05  C04  C03  121.31  3.000
 1K5  C08  C05  C06  120.79  3.000
 1K5  C06  C05  C04  119.98  3.000
 1K5  C08  C05  C04  119.23  3.000
 1K5  N07  C06  C05  120.69  3.000
 1K5  C05  C06  C01  118.09  3.000
 1K5  N07  C06  C01  121.22  3.000
 1K5  C16  N07  C06  119.61  3.000
 1K5  C06  N07  C10  120.67  3.000
 1K5  C16  N07  C10  119.56  3.000
 1K5  O15  C08  C09  122.43  3.000
 1K5  O15  C08  C05  122.43  3.000
 1K5  C09  C08  C05  115.12  3.000
 1K5  C12  C09  C08  119.24  3.000
 1K5  C08  C09  C10  120.78  3.000
 1K5  C12  C09  C10  119.99  3.000
 1K5  H6   C11  C14  118.10  3.000
 1K5  H6   C11  C10  121.31  3.000
 1K5  C14  C11  C10  120.58  3.000
 1K5  H7   C12  C09  118.39  3.000
 1K5  H7   C12  C13  120.30  3.000
 1K5  C09  C12  C13  121.30  3.000
 1K5  H8   C14  C11  118.75  3.000
 1K5  H8   C14  C13  119.91  3.000
 1K5  C11  C14  C13  121.34  3.000
 1K5  H10  C16  H9   103.96  3.000
 1K5  H10  C16  C19  110.13  3.000
 1K5  H9   C16  C19  110.25  3.000
 1K5  H10  C16  N07  108.79  3.000
 1K5  H9   C16  N07  108.87  3.000
 1K5  C19  C16  N07  114.32  3.000
 1K5  O18  C19  O17  128.53  3.000
 1K5  O17  C19  C16  114.32  3.000
 1K5  O18  C19  C16  117.15  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
 1K5  CONST_01  C13  C14  C11  C10    0.00   0.0  0
 1K5  CONST_02  C13  C12  C09  C10    0.00   0.0  0
 1K5  CONST_03  C04  C05  C06  C01    0.00   0.0  0
 1K5  CONST_04  C04  C03  C02  C01    0.00   0.0  0
 1K5  CONST_05  C05  C06  C01  C02    0.00   0.0  0
 1K5  CONST_06  C05  C04  C03  C02    0.00   0.0  0
 1K5  CONST_07  C06  C05  C04  C03    0.00   0.0  0
 1K5  CONST_08  C06  C01  C02  C03    0.00   0.0  0
 1K5  CONST_09  C14  C13  C12  C09    0.00   0.0  0
 1K5  CONST_10  C14  C11  C10  C09    0.00   0.0  0
 1K5  CONST_11  C12  C13  C14  C11    0.00   0.0  0
 1K5  CONST_12  C12  C09  C10  C11    0.00   0.0  0
 1K5  CONST_13  H8   C14  C11  C10  180.00   0.0  0
 1K5  CONST_14  H7   C12  C09  C10  180.00   0.0  0
 1K5  CONST_15  H6   C11  C14  C13  180.00   0.0  0
 1K5  CONST_16  H4   C03  C02  C01  180.00   0.0  0
 1K5  CONST_17  H5   C04  C03  C02  180.00   0.0  0
 1K5  CONST_18  H2   C01  C02  C03  180.00   0.0  0
 1K5  CONST_19  H3   C02  C03  C04  180.00   0.0  0
 1K5  CONST_20  H1   C13  C12  C09  180.00   0.0  0
 1K5  Var_01    C19  C16  N07  C10  -87.76  30.0  2
 1K5  Var_02    O18  C19  C16  N07   -0.58  30.0  2

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
 1K5  plan-1  C10  0.020
 1K5  plan-1  C13  0.020
 1K5  plan-1  C01  0.020
 1K5  plan-1  C02  0.020
 1K5  plan-1  C03  0.020
 1K5  plan-1  C04  0.020
 1K5  plan-1  C05  0.020
 1K5  plan-1  C06  0.020
 1K5  plan-1  N07  0.020
 1K5  plan-1  C08  0.020
 1K5  plan-1  C09  0.020
 1K5  plan-1  C11  0.020
 1K5  plan-1  C12  0.020
 1K5  plan-1  C14  0.020
 1K5  plan-1  O15  0.020
 1K5  plan-1  C16  0.020
 1K5  plan-1  H1   0.020
 1K5  plan-1  H2   0.020
 1K5  plan-1  H3   0.020
 1K5  plan-1  H4   0.020
 1K5  plan-1  H5   0.020
 1K5  plan-1  H6   0.020
 1K5  plan-1  H7   0.020
 1K5  plan-1  H8   0.020
 1K5  plan-2  C16  0.020
 1K5  plan-2  O17  0.020
 1K5  plan-2  O18  0.020
 1K5  plan-2  C19  0.020

