# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 15:38:04 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: ethyl 2-amino-5-oxo-7-(propan-2-yl)-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1cc2C(=O)c3cc(ccc3Oc2nc1N)C(C)C
#
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
 E0P  E0P  'ethyl 2-amino-5-oxo-7-(propan-2-yl)-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylate'  ligand  42  24  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_E0P
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
 E0P  C01  C  CH3   0  -0.687  -5.6502   3.2534   0.0775
 E0P  C02  C  CH2   0  -0.179  -5.7757   1.7502   0.0549
 E0P  C04  C  C     0   0.645  -4.3116  -0.1115   0.0603
 E0P  C06  C  CR6   0  -0.244  -2.9018  -0.5394   0.0763
 E0P  C07  C  CR16  0  -0.182  -1.8744   0.3777   0.0950
 E0P  C08  C  CR66  0  -0.257  -0.5401  -0.0242   0.1092
 E0P  C09  C  CR6   0   0.427   0.5646   0.9210   0.1284
 E0P  C11  C  CR66  0  -0.079   1.8907   0.2890   0.1386
 E0P  C12  C  CR16  0  -0.393   3.0631   1.0522   0.1550
 E0P  C13  C  CR6   0   0.196   4.3131   0.4648   0.1645
 E0P  C14  C  CH1   0  -0.334   5.5695   1.3017   0.1818
 E0P  C15  C  CH3   0  -0.644   6.3899   1.0489   1.4460
 E0P  C16  C  CH3   0  -0.643   6.4094   1.0691  -1.0737
 E0P  C17  C  CR16  0  -0.304   4.3794  -0.9358   0.1574
 E0P  C18  C  CR16  0  -0.310   3.2426  -1.7164   0.1412
 E0P  C19  C  CR66  0   0.337   1.9983  -1.0972   0.1315
 E0P  C21  C  CR66  0   0.508  -0.3208  -1.4066   0.1033
 E0P  C23  C  CR6   0   0.503  -2.5411  -1.9297   0.0728
 E0P  N22  N  N     0  -0.479  -1.2601  -2.3137   0.0863
 E0P  N24  N  NH2   0  -0.816  -3.4406  -2.9053   0.0554
 E0P  O03  O  O2    0  -0.459  -4.4467   1.2013   0.0693
 E0P  O05  O  O     0  -0.471  -5.2556  -0.8744   0.0412
 E0P  O10  O  O     0  -0.424   0.4080   2.1321   0.1349
 E0P  O20  O  O     0  -0.450   0.9151  -1.9164   0.1153
 E0P  H1   H  HCH3  0   0.238  -5.1110   3.6246  -0.7939
 E0P  H2   H  HCH3  0   0.241  -6.6476   3.6914   0.0649
 E0P  H3   H  HCH3  0   0.238  -5.1434   3.6007   0.9776
 E0P  H4   H  HCH2  0   0.239  -6.3281   1.3895   0.9244
 E0P  H5   H  HCH2  0   0.239  -6.2984   1.4136  -0.8423
 E0P  H6   H  HCR6  0   0.282  -2.0868   1.4383   0.0986
 E0P  H7   H  HCR6  0   0.262   2.9753   2.1321   0.1604
 E0P  H8   H  HCH1  0   0.246   5.2591   2.3506   0.1879
 E0P  H9   H  HCH3  0   0.234   7.2513   1.7175   1.4825
 E0P  H10  H  HCH3  0   0.234   5.7977   1.2154   2.3465
 E0P  H11  H  HCH3  0   0.220   6.7680   0.0251   1.4784
 E0P  H12  H  HCH3  0   0.234   5.8333   1.2598  -1.9798
 E0P  H13  H  HCH3  0   0.233   7.2762   1.7316  -1.0820
 E0P  H14  H  HCH3  0   0.220   6.7795   0.0430  -1.1214
 E0P  H15  H  HCR6  0   0.263   5.3428  -1.4313   0.1648
 E0P  H16  H  HCR6  0   0.282   3.3110  -2.7964   0.1361
 E0P  H17  H  HNH2  0   0.424  -4.4257  -2.7004   0.0464
 E0P  H18  H  HNH2  0   0.407  -3.1280  -3.8615   0.0550

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
 E0P  O05  C04  double    1.214  0.020  1.214
 E0P  C01  C02  single    1.509  0.020  1.509
 E0P  C02  O03  single    1.438  0.020  1.438
 E0P  N24  C23  single    1.327  0.020  1.327
 E0P  C04  O03  single    1.320  0.020  1.320
 E0P  C04  C06  single    1.473  0.020  1.473
 E0P  C23  C06  aromatic  1.436  0.020  1.436
 E0P  C23  N22  aromatic  1.337  0.020  1.337
 E0P  C06  C07  aromatic  1.377  0.020  1.377
 E0P  N22  C21  aromatic  1.306  0.020  1.306
 E0P  C07  C08  aromatic  1.394  0.020  1.394
 E0P  C21  C08  aromatic  1.400  0.020  1.400
 E0P  C21  O20  single    1.337  0.020  1.337
 E0P  C08  C09  single    1.454  0.020  1.454
 E0P  O20  C19  single    1.358  0.020  1.358
 E0P  C09  O10  double    1.221  0.020  1.221
 E0P  C09  C11  single    1.469  0.020  1.469
 E0P  C19  C11  aromatic  1.390  0.020  1.390
 E0P  C19  C18  aromatic  1.390  0.020  1.390
 E0P  C11  C12  aromatic  1.399  0.020  1.399
 E0P  C18  C17  aromatic  1.379  0.020  1.379
 E0P  C12  C13  aromatic  1.381  0.020  1.381
 E0P  C17  C13  aromatic  1.402  0.020  1.402
 E0P  C13  C14  single    1.510  0.020  1.510
 E0P  C14  C16  single    1.528  0.020  1.528
 E0P  C14  C15  single    1.528  0.020  1.528
 E0P  C01  H1   single    0.970  0.020  1.090
 E0P  C01  H2   single    0.970  0.020  1.090
 E0P  C01  H3   single    0.970  0.020  1.090
 E0P  C02  H4   single    0.970  0.020  1.090
 E0P  C02  H5   single    0.970  0.020  1.090
 E0P  C07  H6   single    0.930  0.020  1.080
 E0P  C12  H7   single    0.930  0.020  1.080
 E0P  C14  H8   single    0.970  0.020  1.090
 E0P  C15  H9   single    0.970  0.020  1.090
 E0P  C15  H10  single    0.970  0.020  1.090
 E0P  C15  H11  single    0.970  0.020  1.090
 E0P  C16  H12  single    0.970  0.020  1.090
 E0P  C16  H13  single    0.970  0.020  1.090
 E0P  C16  H14  single    0.970  0.020  1.090
 E0P  C17  H15  single    0.930  0.020  1.080
 E0P  C18  H16  single    0.930  0.020  1.080
 E0P  N24  H17  single    0.860  0.020  1.020
 E0P  N24  H18  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
 E0P  H3   C01  H2   107.89  3.000
 E0P  H3   C01  H1   108.77  3.000
 E0P  H2   C01  H1   107.87  3.000
 E0P  H3   C01  C02  111.63  3.000
 E0P  H2   C01  C02  108.92  3.000
 E0P  H1   C01  C02  111.63  3.000
 E0P  H5   C02  H4   108.09  3.000
 E0P  H5   C02  O03  109.45  3.000
 E0P  H4   C02  O03  109.49  3.000
 E0P  H5   C02  C01  111.07  3.000
 E0P  H4   C02  C01  111.07  3.000
 E0P  O03  C02  C01  107.66  3.000
 E0P  O05  C04  O03  123.07  3.000
 E0P  O03  C04  C06  112.75  3.000
 E0P  O05  C04  C06  124.17  3.000
 E0P  C23  C06  C07  117.21  3.000
 E0P  C07  C06  C04  121.37  3.000
 E0P  C23  C06  C04  121.43  3.000
 E0P  H6   C07  C08  118.08  3.000
 E0P  H6   C07  C06  120.43  3.000
 E0P  C08  C07  C06  121.49  3.000
 E0P  C21  C08  C09  121.54  3.000
 E0P  C09  C08  C07  122.69  3.000
 E0P  C21  C08  C07  115.77  3.000
 E0P  O10  C09  C11  122.84  3.000
 E0P  C11  C09  C08  113.97  3.000
 E0P  O10  C09  C08  123.18  3.000
 E0P  C19  C11  C12  118.62  3.000
 E0P  C12  C11  C09  121.46  3.000
 E0P  C19  C11  C09  119.92  3.000
 E0P  H7   C12  C13  119.82  3.000
 E0P  H7   C12  C11  118.41  3.000
 E0P  C13  C12  C11  121.77  3.000
 E0P  C17  C13  C14  120.96  3.000
 E0P  C14  C13  C12  121.17  3.000
 E0P  C17  C13  C12  117.88  3.000
 E0P  H8   C14  C16  107.85  3.000
 E0P  H8   C14  C15  107.84  3.000
 E0P  C16  C14  C15  111.06  3.000
 E0P  H8   C14  C13  107.18  3.000
 E0P  C15  C14  C13  111.38  3.000
 E0P  C16  C14  C13  111.32  3.000
 E0P  H11  C15  H10  107.86  3.000
 E0P  H11  C15  H9   107.47  3.000
 E0P  H10  C15  H9   107.91  3.000
 E0P  H11  C15  C14  111.44  3.000
 E0P  H10  C15  C14  111.49  3.000
 E0P  H9   C15  C14  110.50  3.000
 E0P  H14  C16  H13  107.51  3.000
 E0P  H14  C16  H12  107.88  3.000
 E0P  H13  C16  H12  107.89  3.000
 E0P  H14  C16  C14  111.42  3.000
 E0P  H13  C16  C14  110.52  3.000
 E0P  H12  C16  C14  111.45  3.000
 E0P  H15  C17  C18  118.30  3.000
 E0P  H15  C17  C13  119.93  3.000
 E0P  C18  C17  C13  121.77  3.000
 E0P  H16  C18  C19  120.08  3.000
 E0P  H16  C18  C17  120.86  3.000
 E0P  C19  C18  C17  119.07  3.000
 E0P  O20  C19  C18  116.45  3.000
 E0P  C18  C19  C11  120.89  3.000
 E0P  O20  C19  C11  122.66  3.000
 E0P  O20  C21  N22  113.59  3.000
 E0P  O20  C21  C08  121.43  3.000
 E0P  N22  C21  C08  124.98  3.000
 E0P  N24  C23  N22  115.99  3.000
 E0P  N22  C23  C06  121.23  3.000
 E0P  N24  C23  C06  122.78  3.000
 E0P  C23  N22  C21  119.32  3.000
 E0P  H18  N24  H17  119.85  3.000
 E0P  H18  N24  C23  119.22  3.000
 E0P  H17  N24  C23  120.93  3.000
 E0P  C04  O03  C02  118.31  3.000
 E0P  C21  O20  C19  120.49  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
 E0P  CONST_01  C21  N22  C23  C06     0.00   0.0  0
 E0P  CONST_02  C21  C08  C07  C06     0.00   0.0  0
 E0P  CONST_03  N22  C23  C06  C07     0.00   0.0  0
 E0P  CONST_04  N22  C21  C08  C07     0.00   0.0  0
 E0P  CONST_05  C23  C06  C07  C08     0.00   0.0  0
 E0P  CONST_06  C23  N22  C21  C08     0.00   0.0  0
 E0P  CONST_07  C17  C18  C19  C11     0.00   0.0  0
 E0P  CONST_08  C17  C13  C12  C11     0.00   0.0  0
 E0P  CONST_09  C18  C19  C11  C12     0.00   0.0  0
 E0P  CONST_10  C18  C17  C13  C12     0.00   0.0  0
 E0P  CONST_11  C19  C11  C12  C13     0.00   0.0  0
 E0P  CONST_12  C19  C18  C17  C13     0.00   0.0  0
 E0P  CONST_13  N22  C23  C06  C04   180.00   0.0  0
 E0P  CONST_14  C08  C07  C06  C04   180.00   0.0  0
 E0P  CONST_15  N24  C23  C06  C07   180.00   0.0  0
 E0P  CONST_16  C14  C13  C12  C11   180.00   0.0  0
 E0P  CONST_17  C18  C17  C13  C14   180.00   0.0  0
 E0P  CONST_18  N24  C23  N22  C21   180.00   0.0  0
 E0P  CONST_19  H6   C07  C08  C09     0.00   0.0  0
 E0P  CONST_20  H7   C12  C11  C09     0.00   0.0  0
 E0P  CONST_21  H16  C18  C19  C11   180.00   0.0  0
 E0P  CONST_22  H15  C17  C13  C12   180.00   0.0  0
 E0P  CONST_23  H17  N24  C23  C06     0.00   0.0  0
 E0P  CONST_24  H18  N24  C23  C06   180.00   0.0  0
 E0P  Var_01    C11  C09  C08  C07  -179.89  30.0  1
 E0P  Var_02    C19  C11  C09  C08    -0.09  30.0  1
 E0P  Var_03    N22  C21  O20  C19   179.90  30.0  1
 E0P  Var_04    O05  C04  C06  C07   179.86  30.0  3
 E0P  Var_05    C16  C14  C13  C12  -117.51  30.0  2
 E0P  Var_06    C06  C04  O03  C02   179.98  30.0  2
 E0P  Var_07    H12  C16  C14  C13    55.98  30.0  3
 E0P  Var_08    H9   C15  C14  C13  -175.45  30.0  3
 E0P  Var_09    H4   C02  O03  C04    58.82  30.0  1
 E0P  Var_10    H1   C01  C02  O03    60.88  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
 E0P  plan-1  C09  0.020
 E0P  plan-1  C11  0.020
 E0P  plan-1  C12  0.020
 E0P  plan-1  C13  0.020
 E0P  plan-1  C14  0.020
 E0P  plan-1  C17  0.020
 E0P  plan-1  C18  0.020
 E0P  plan-1  C19  0.020
 E0P  plan-1  O20  0.020
 E0P  plan-1  H7   0.020
 E0P  plan-1  H15  0.020
 E0P  plan-1  H16  0.020
 E0P  plan-2  C23  0.020
 E0P  plan-2  N24  0.020
 E0P  plan-2  H17  0.020
 E0P  plan-2  H18  0.020
 E0P  plan-3  C04  0.020
 E0P  plan-3  C06  0.020
 E0P  plan-3  C07  0.020
 E0P  plan-3  C08  0.020
 E0P  plan-3  C09  0.020
 E0P  plan-3  C21  0.020
 E0P  plan-3  C23  0.020
 E0P  plan-3  N22  0.020
 E0P  plan-3  N24  0.020
 E0P  plan-3  O20  0.020
 E0P  plan-3  H6   0.020
 E0P  plan-4  C08  0.020
 E0P  plan-4  C09  0.020
 E0P  plan-4  C11  0.020
 E0P  plan-4  O10  0.020
 E0P  plan-5  C04  0.020
 E0P  plan-5  C06  0.020
 E0P  plan-5  O03  0.020
 E0P  plan-5  O05  0.020

