# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 30 22:56:00 2020
#   Inital geometry file: a 73 line input string
#   Ligand name: ethyl 4-aminoquinoline-3-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1cnc2ccccc2c1N
#
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
 2N9  2N9  'ethyl 4-aminoquinoline-3-carboxylate'  ligand  28  16  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_2N9
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
 2N9  CAA  C  CH3   0  -0.688   5.1309   1.2732  -0.1147
 2N9  CAD  C  CR16  0  -0.253  -4.2711   0.7985  -0.0260
 2N9  CAE  C  CR16  0  -0.252  -4.1641  -0.6008  -0.0528
 2N9  CAF  C  CR16  0  -0.298  -3.1412   1.5738   0.0049
 2N9  CAG  C  CR16  0  -0.307  -2.9276  -1.1952  -0.0459
 2N9  CAH  C  CR16  0  -0.102   0.3947   1.2702   0.0452
 2N9  CAI  C  CH2   0  -0.177   4.3302   0.0012   0.0215
 2N9  CAL  C  C     0   0.639   2.0400  -0.6118   0.0325
 2N9  CAM  C  CR6   0   0.447  -0.4311  -1.0076  -0.0022
 2N9  CAN  C  CR6   0  -0.302   0.6602  -0.1179   0.0248
 2N9  CAO  C  CR66  0   0.189  -1.8596   0.9866   0.0112
 2N9  CAP  C  CR66  0   0.036  -1.7504  -0.4210  -0.0134
 2N9  NAJ  N  N     0  -0.461  -0.7833   1.8203   0.0414
 2N9  OAC  O  O     0  -0.486   2.3533  -1.7883   0.0513
 2N9  OAK  O  O2    0  -0.465   2.9400   0.3590   0.0151
 2N9  H1   H  HCH3  0   0.236   4.9115   1.7869  -1.0505
 2N9  H2   H  HCH3  0   0.237   4.9441   1.9582   0.7123
 2N9  H3   H  HCH3  0   0.239   6.1923   1.0264  -0.1101
 2N9  H4   H  HCR6  0   0.265  -5.2482   1.2639  -0.0302
 2N9  H5   H  HCR6  0   0.266  -5.0550  -1.2134  -0.0796
 2N9  H6   H  HCR6  0   0.261  -3.2064   2.6541   0.0254
 2N9  H7   H  HCR6  0   0.255  -2.8869  -2.2761  -0.0663
 2N9  H8   H  HCR6  0   0.264   1.2327   1.9572   0.0690
 2N9  H9   H  HCH2  0   0.236   4.5410  -0.6816  -0.8034
 2N9  H10  H  HCH2  0   0.236   4.5716  -0.5122   0.9545
 2N9  H11  H  HNH2  0   0.416  -1.0669  -2.9557  -0.0505
 2N9  H12  H  HNH2  0   0.422   0.6422  -2.7247  -0.0081
 2N9  NAB  N  NH2   0  -0.852  -0.2844  -2.3289  -0.0186

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
 2N9  OAK  CAL  single    1.324  0.020  1.324
 2N9  OAK  CAI  single    1.435  0.020  1.435
 2N9  CAH  NAJ  aromatic  1.300  0.020  1.300
 2N9  CAH  CAN  aromatic  1.413  0.020  1.413
 2N9  OAC  CAL  double    1.218  0.020  1.218
 2N9  CAL  CAN  single    1.465  0.020  1.465
 2N9  NAJ  CAO  aromatic  1.362  0.020  1.362
 2N9  CAI  CAA  single    1.509  0.020  1.509
 2N9  CAN  CAM  aromatic  1.408  0.020  1.408
 2N9  CAO  CAF  aromatic  1.410  0.020  1.410
 2N9  CAO  CAP  aromatic  1.412  0.020  1.412
 2N9  CAM  CAP  aromatic  1.444  0.020  1.444
 2N9  CAM  NAB  single    1.329  0.020  1.329
 2N9  CAF  CAD  aromatic  1.371  0.020  1.371
 2N9  CAP  CAG  aromatic  1.409  0.020  1.409
 2N9  CAD  CAE  aromatic  1.404  0.020  1.404
 2N9  CAG  CAE  aromatic  1.372  0.020  1.372
 2N9  CAA  H1   single    0.970  0.020  1.090
 2N9  CAA  H2   single    0.970  0.020  1.090
 2N9  CAA  H3   single    0.970  0.020  1.090
 2N9  CAD  H4   single    0.930  0.020  1.080
 2N9  CAE  H5   single    0.930  0.020  1.080
 2N9  CAF  H6   single    0.930  0.020  1.080
 2N9  CAG  H7   single    0.930  0.020  1.080
 2N9  CAH  H8   single    0.930  0.020  1.080
 2N9  CAI  H9   single    0.970  0.020  1.090
 2N9  CAI  H10  single    0.970  0.020  1.090
 2N9  NAB  H11  single    0.860  0.020  1.020
 2N9  NAB  H12  single    0.860  0.020  1.020

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
 2N9  H3   CAA  H2   107.82  3.000
 2N9  H3   CAA  H1   107.85  3.000
 2N9  H2   CAA  H1   108.71  3.000
 2N9  H3   CAA  CAI  108.99  3.000
 2N9  H2   CAA  CAI  111.73  3.000
 2N9  H1   CAA  CAI  111.59  3.000
 2N9  H4   CAD  CAF  120.07  3.000
 2N9  H4   CAD  CAE  119.83  3.000
 2N9  CAF  CAD  CAE  120.10  3.000
 2N9  H5   CAE  CAG  119.81  3.000
 2N9  H5   CAE  CAD  120.16  3.000
 2N9  CAG  CAE  CAD  120.03  3.000
 2N9  H6   CAF  CAO  118.06  3.000
 2N9  H6   CAF  CAD  121.01  3.000
 2N9  CAO  CAF  CAD  120.92  3.000
 2N9  H7   CAG  CAP  121.19  3.000
 2N9  H7   CAG  CAE  117.82  3.000
 2N9  CAP  CAG  CAE  120.99  3.000
 2N9  H8   CAH  NAJ  115.63  3.000
 2N9  H8   CAH  CAN  118.53  3.000
 2N9  NAJ  CAH  CAN  125.85  3.000
 2N9  H10  CAI  H9   107.99  3.000
 2N9  H10  CAI  OAK  109.58  3.000
 2N9  H9   CAI  OAK  109.86  3.000
 2N9  H10  CAI  CAA  110.86  3.000
 2N9  H9   CAI  CAA  110.89  3.000
 2N9  OAK  CAI  CAA  107.66  3.000
 2N9  OAK  CAL  OAC  122.26  3.000
 2N9  OAC  CAL  CAN  124.61  3.000
 2N9  OAK  CAL  CAN  113.13  3.000
 2N9  NAB  CAM  CAP  120.30  3.000
 2N9  NAB  CAM  CAN  122.86  3.000
 2N9  CAP  CAM  CAN  116.84  3.000
 2N9  CAM  CAN  CAL  121.11  3.000
 2N9  CAM  CAN  CAH  118.37  3.000
 2N9  CAL  CAN  CAH  120.51  3.000
 2N9  NAJ  CAO  CAP  123.34  3.000
 2N9  CAP  CAO  CAF  119.04  3.000
 2N9  NAJ  CAO  CAF  117.62  3.000
 2N9  CAO  CAP  CAM  118.39  3.000
 2N9  CAM  CAP  CAG  122.70  3.000
 2N9  CAO  CAP  CAG  118.91  3.000
 2N9  CAO  NAJ  CAH  117.21  3.000
 2N9  CAL  OAK  CAI  118.39  3.000
 2N9  H12  NAB  H11  118.17  3.000
 2N9  H12  NAB  CAM  119.46  3.000
 2N9  H11  NAB  CAM  122.37  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
 2N9  CONST_01  NAJ  CAO  CAF  CAD  180.00   0.0  0
 2N9  CONST_02  CAP  CAO  CAF  CAD    0.00   0.0  0
 2N9  CONST_03  CAP  CAG  CAE  CAD    0.00   0.0  0
 2N9  CONST_04  CAO  CAF  CAD  CAE    0.00   0.0  0
 2N9  CONST_05  CAO  CAP  CAG  CAE    0.00   0.0  0
 2N9  CONST_06  CAM  CAP  CAG  CAE  180.00   0.0  0
 2N9  CONST_07  CAH  NAJ  CAO  CAF  180.00   0.0  0
 2N9  CONST_08  CAM  CAP  CAO  CAF  180.00   0.0  0
 2N9  CONST_09  CAG  CAP  CAO  CAF    0.00   0.0  0
 2N9  CONST_10  CAG  CAE  CAD  CAF    0.00   0.0  0
 2N9  CONST_11  NAJ  CAO  CAP  CAG  180.00   0.0  0
 2N9  CONST_12  CAN  CAM  CAP  CAG  180.00   0.0  0
 2N9  CONST_13  CAP  CAO  NAJ  CAH    0.00   0.0  0
 2N9  CONST_14  CAP  CAM  CAN  CAH    0.00   0.0  0
 2N9  CONST_15  NAJ  CAH  CAN  CAM    0.00   0.0  0
 2N9  CONST_16  NAJ  CAO  CAP  CAM    0.00   0.0  0
 2N9  CONST_17  CAO  NAJ  CAH  CAN    0.00   0.0  0
 2N9  CONST_18  CAO  CAP  CAM  CAN    0.00   0.0  0
 2N9  CONST_19  NAB  CAM  CAP  CAG    0.00   0.0  0
 2N9  CONST_20  NAB  CAM  CAN  CAH  180.00   0.0  0
 2N9  CONST_21  NAJ  CAH  CAN  CAL  180.00   0.0  0
 2N9  CONST_22  CAP  CAM  CAN  CAL  180.00   0.0  0
 2N9  CONST_23  NAB  CAM  CAP  CAO  180.00   0.0  0
 2N9  CONST_24  H7   CAG  CAE  CAD  180.00   0.0  0
 2N9  CONST_25  H6   CAF  CAD  CAE  180.00   0.0  0
 2N9  CONST_26  H5   CAE  CAD  CAF  180.00   0.0  0
 2N9  CONST_27  H4   CAD  CAE  CAG  180.00   0.0  0
 2N9  CONST_28  H8   CAH  CAN  CAM  180.00   0.0  0
 2N9  CONST_29  H11  NAB  CAM  CAN  180.00   0.0  0
 2N9  CONST_30  H12  NAB  CAM  CAN    0.00   0.0  0
 2N9  Var_01    OAK  CAL  CAN  CAH   -2.09  30.0  3
 2N9  Var_02    CAN  CAL  OAK  CAI  179.95  30.0  3
 2N9  Var_03    H9   CAI  OAK  CAL   54.62  30.0  3
 2N9  Var_04    H1   CAA  CAI  OAK  -61.12  30.0  3

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
 2N9  plan-1  CAD  0.020
 2N9  plan-1  CAE  0.020
 2N9  plan-1  CAF  0.020
 2N9  plan-1  CAG  0.020
 2N9  plan-1  CAH  0.020
 2N9  plan-1  CAL  0.020
 2N9  plan-1  CAM  0.020
 2N9  plan-1  CAN  0.020
 2N9  plan-1  CAO  0.020
 2N9  plan-1  CAP  0.020
 2N9  plan-1  NAJ  0.020
 2N9  plan-1  H4   0.020
 2N9  plan-1  H5   0.020
 2N9  plan-1  H6   0.020
 2N9  plan-1  H7   0.020
 2N9  plan-1  H8   0.020
 2N9  plan-1  NAB  0.020
 2N9  plan-2  CAM  0.020
 2N9  plan-2  H11  0.020
 2N9  plan-2  H12  0.020
 2N9  plan-2  NAB  0.020
 2N9  plan-3  CAL  0.020
 2N9  plan-3  CAN  0.020
 2N9  plan-3  OAC  0.020
 2N9  plan-3  OAK  0.020

