# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 16:09:45 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: 2-amino-5-oxo-7-(propan-2-yl)-N-(1H-tetrazol-5-yl)-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1ccc2Oc3nc(N)c(cc3C(=O)c2c1)C(=O)Nc4[nH]nnn4
#
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
 E0S  E0S  2-amino-5-oxo-7-(propan-2-yl)-N-(1H-tetrazol-5-yl)-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxamide  ligand  42  27  .  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_E0S
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
 E0S  C01  C  CH3   0  -0.645  -7.2089  -1.4003   1.0699
 E0S  C02  C  CH1   0  -0.333  -6.3277  -1.6379  -0.1559
 E0S  C03  C  CH3   0  -0.645  -7.1410  -1.5305  -1.4456
 E0S  C04  C  CR6   0   0.195  -5.1458  -0.6986  -0.1686
 E0S  C05  C  CR16  0  -0.304  -5.3262   0.6881  -0.2719
 E0S  C06  C  CR16  0  -0.308  -4.2573   1.5601  -0.2864
 E0S  C07  C  CR66  0   0.338  -2.9685   1.0490  -0.1936
 E0S  C09  C  CR66  0   0.511  -0.6837   1.5514  -0.1350
 E0S  C11  C  CR6   0   0.510   1.4884   2.2534  -0.0888
 E0S  C13  C  CR6   0  -0.203   1.9611   0.8964  -0.0006
 E0S  C14  C  CR16  0  -0.201   1.0035  -0.0939   0.0442
 E0S  C15  C  CR66  0  -0.260  -0.3555   0.1956  -0.0220
 E0S  C16  C  CR6   0   0.433  -1.3791  -0.8366   0.0184
 E0S  C18  C  CR66  0  -0.078  -2.7490  -0.3199  -0.0837
 E0S  C19  C  CR16  0  -0.392  -3.8539  -1.1773  -0.0735
 E0S  C20  C  C     0   0.624   3.4019   0.6026   0.0667
 E0S  C23  C  CR5   0   0.755   5.0605  -1.1518  -0.0356
 E0S  N10  N  N     0  -0.478   0.1822   2.5278  -0.1649
 E0S  N12  N  NH2   0  -0.812   2.3009   3.3010  -0.1150
 E0S  N22  N  NH1   0  -0.739   3.7753  -0.7007  -0.1189
 E0S  N24  N  NR15  0  -0.486   6.1629  -0.4501   0.2232
 E0S  N25  N  N     0  -0.076   7.1975  -1.2851   0.2119
 E0S  N26  N  N     0  -0.132   6.7303  -2.4375  -0.0436
 E0S  N27  N  N     0  -0.381   5.4073  -2.4057  -0.2057
 E0S  O08  O  O     0  -0.449  -1.9544   1.9543  -0.2160
 E0S  O17  O  O     0  -0.421  -1.1229  -2.0254   0.1240
 E0S  O21  O  O     0  -0.474   4.2499   1.4583   0.2706
 E0S  H1   H  HCH3  0   0.234  -8.0227  -2.1262   1.1045
 E0S  H2   H  HCH3  0   0.234  -6.6385  -1.4903   1.9951
 E0S  H3   H  HCH3  0   0.221  -7.6567  -0.4046   1.0494
 E0S  H4   H  HCH1  0   0.247  -5.9311  -2.6554  -0.0932
 E0S  H5   H  HCH3  0   0.234  -6.5214  -1.7117  -2.3245
 E0S  H6   H  HCH3  0   0.234  -7.9511  -2.2614  -1.4486
 E0S  H7   H  HCH3  0   0.220  -7.5921  -0.5418  -1.5523
 E0S  H8   H  HCR6  0   0.266  -6.3264   1.0980  -0.3434
 E0S  H9   H  HCR6  0   0.284  -4.4117   2.6280  -0.3687
 E0S  H10  H  HCR6  0   0.278   1.2726  -1.1371   0.1505
 E0S  H11  H  HCR6  0   0.263  -3.6809  -2.2436   0.0116
 E0S  H12  H  HNH2  0   0.428   3.2945   3.1934  -0.0010
 E0S  H13  H  HNH2  0   0.409   1.9045   4.2250  -0.1612
 E0S  H14  H  HNH1  0   0.448   3.1019  -1.4084  -0.3706
 E0S  H15  H  HNR5  0   0.453   6.2730   0.5395   0.3930

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
 E0S  O21  C20  double    1.222  0.020  1.222
 E0S  N12  C11  single    1.326  0.020  1.326
 E0S  C20  N22  single    1.368  0.020  1.368
 E0S  C20  C13  single    1.472  0.020  1.472
 E0S  N22  C23  single    1.365  0.020  1.365
 E0S  C11  C13  aromatic  1.440  0.020  1.440
 E0S  C11  N10  aromatic  1.337  0.020  1.337
 E0S  C13  C14  aromatic  1.378  0.020  1.378
 E0S  N10  C09  aromatic  1.305  0.020  1.305
 E0S  C23  N27  aromatic  1.312  0.020  1.312
 E0S  C23  N24  aromatic  1.332  0.020  1.332
 E0S  N27  N26  aromatic  1.333  0.020  1.333
 E0S  C14  C15  aromatic  1.391  0.020  1.391
 E0S  N24  N25  aromatic  1.330  0.020  1.330
 E0S  C09  C15  aromatic  1.400  0.020  1.400
 E0S  C09  O08  single    1.335  0.020  1.335
 E0S  C15  C16  single    1.454  0.020  1.454
 E0S  N26  N25  aromatic  1.270  0.020  1.270
 E0S  O08  C07  single    1.360  0.020  1.360
 E0S  C16  O17  double    1.221  0.020  1.221
 E0S  C16  C18  single    1.468  0.020  1.468
 E0S  C07  C18  aromatic  1.391  0.020  1.391
 E0S  C07  C06  aromatic  1.390  0.020  1.390
 E0S  C18  C19  aromatic  1.399  0.020  1.399
 E0S  C06  C05  aromatic  1.380  0.020  1.380
 E0S  C19  C04  aromatic  1.381  0.020  1.381
 E0S  C05  C04  aromatic  1.402  0.020  1.402
 E0S  C04  C02  single    1.510  0.020  1.510
 E0S  C02  C03  single    1.528  0.020  1.528
 E0S  C02  C01  single    1.528  0.020  1.528
 E0S  C01  H1   single    0.970  0.020  1.090
 E0S  C01  H2   single    0.970  0.020  1.090
 E0S  C01  H3   single    0.970  0.020  1.090
 E0S  C02  H4   single    0.970  0.020  1.090
 E0S  C03  H5   single    0.970  0.020  1.090
 E0S  C03  H6   single    0.970  0.020  1.090
 E0S  C03  H7   single    0.970  0.020  1.090
 E0S  C05  H8   single    0.930  0.020  1.080
 E0S  C06  H9   single    0.930  0.020  1.080
 E0S  C14  H10  single    0.930  0.020  1.080
 E0S  C19  H11  single    0.930  0.020  1.080
 E0S  N12  H12  single    0.860  0.020  1.020
 E0S  N12  H13  single    0.860  0.020  1.020
 E0S  N22  H14  single    0.860  0.020  1.020
 E0S  N24  H15  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
 E0S  H3   C01  H2   107.80  3.000
 E0S  H3   C01  H1   107.54  3.000
 E0S  H2   C01  H1   107.96  3.000
 E0S  H3   C01  C02  111.29  3.000
 E0S  H2   C01  C02  111.48  3.000
 E0S  H1   C01  C02  110.61  3.000
 E0S  H4   C02  C04  107.18  3.000
 E0S  H4   C02  C03  107.86  3.000
 E0S  C04  C02  C03  111.46  3.000
 E0S  H4   C02  C01  107.92  3.000
 E0S  C03  C02  C01  111.04  3.000
 E0S  C04  C02  C01  111.19  3.000
 E0S  H7   C03  H6   107.43  3.000
 E0S  H7   C03  H5   107.84  3.000
 E0S  H6   C03  H5   107.96  3.000
 E0S  H7   C03  C02  111.46  3.000
 E0S  H6   C03  C02  110.51  3.000
 E0S  H5   C03  C02  111.47  3.000
 E0S  C19  C04  C05  117.92  3.000
 E0S  C05  C04  C02  121.01  3.000
 E0S  C19  C04  C02  121.07  3.000
 E0S  H8   C05  C06  118.39  3.000
 E0S  H8   C05  C04  119.86  3.000
 E0S  C06  C05  C04  121.75  3.000
 E0S  H9   C06  C07  120.02  3.000
 E0S  H9   C06  C05  120.94  3.000
 E0S  C07  C06  C05  119.04  3.000
 E0S  O08  C07  C18  122.62  3.000
 E0S  C18  C07  C06  120.91  3.000
 E0S  O08  C07  C06  116.47  3.000
 E0S  O08  C09  N10  113.84  3.000
 E0S  O08  C09  C15  121.35  3.000
 E0S  N10  C09  C15  124.81  3.000
 E0S  N12  C11  N10  115.81  3.000
 E0S  N10  C11  C13  121.18  3.000
 E0S  N12  C11  C13  123.00  3.000
 E0S  C20  C13  C14  122.35  3.000
 E0S  C14  C13  C11  116.81  3.000
 E0S  C20  C13  C11  120.82  3.000
 E0S  H10  C14  C15  116.62  3.000
 E0S  H10  C14  C13  121.52  3.000
 E0S  C15  C14  C13  121.85  3.000
 E0S  C16  C15  C14  122.59  3.000
 E0S  C16  C15  C09  121.65  3.000
 E0S  C14  C15  C09  115.76  3.000
 E0S  O17  C16  C18  123.01  3.000
 E0S  C18  C16  C15  113.90  3.000
 E0S  O17  C16  C15  123.09  3.000
 E0S  C19  C18  C16  121.40  3.000
 E0S  C19  C18  C07  118.64  3.000
 E0S  C16  C18  C07  119.96  3.000
 E0S  H11  C19  C18  118.54  3.000
 E0S  H11  C19  C04  119.73  3.000
 E0S  C18  C19  C04  121.74  3.000
 E0S  O21  C20  N22  120.02  3.000
 E0S  N22  C20  C13  116.81  3.000
 E0S  O21  C20  C13  123.17  3.000
 E0S  N27  C23  N24  108.05  3.000
 E0S  N24  C23  N22  128.11  3.000
 E0S  N27  C23  N22  123.84  3.000
 E0S  C11  N10  C09  119.56  3.000
 E0S  H13  N12  H12  119.50  3.000
 E0S  H13  N12  C11  119.01  3.000
 E0S  H12  N12  C11  121.23  3.000
 E0S  H14  N22  C23  114.34  3.000
 E0S  H14  N22  C20  121.32  3.000
 E0S  C23  N22  C20  124.30  3.000
 E0S  H15  N24  N25  122.13  3.000
 E0S  H15  N24  C23  129.71  3.000
 E0S  N25  N24  C23  108.15  3.000
 E0S  N26  N25  N24  106.59  3.000
 E0S  N27  N26  N25  111.59  3.000
 E0S  N26  N27  C23  105.63  3.000
 E0S  C09  O08  C07  120.52  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
 E0S  CONST_01  C07  C18  C19  C04     0.00   0.0  0
 E0S  CONST_02  C07  C06  C05  C04     0.00   0.0  0
 E0S  CONST_03  C18  C07  C06  C05     0.00   0.0  0
 E0S  CONST_04  C18  C19  C04  C05     0.00   0.0  0
 E0S  CONST_05  C19  C18  C07  C06     0.00   0.0  0
 E0S  CONST_06  C19  C04  C05  C06     0.00   0.0  0
 E0S  CONST_07  C13  C11  N10  C09     0.00   0.0  0
 E0S  CONST_08  C13  C14  C15  C09     0.00   0.0  0
 E0S  CONST_09  C15  C14  C13  C11     0.00   0.0  0
 E0S  CONST_10  C15  C09  N10  C11     0.00   0.0  0
 E0S  CONST_11  N10  C11  C13  C14     0.00   0.0  0
 E0S  CONST_12  N10  C09  C15  C14     0.00   0.0  0
 E0S  CONST_13  N25  N26  N27  C23     0.00   0.0  0
 E0S  CONST_14  N26  N25  N24  C23     0.00   0.0  0
 E0S  CONST_15  N26  N27  C23  N24     0.00   0.0  0
 E0S  CONST_16  N27  N26  N25  N24     0.00   0.0  0
 E0S  CONST_17  N27  C23  N24  N25     0.00   0.0  0
 E0S  CONST_18  C18  C19  C04  C02   180.00   0.0  0
 E0S  CONST_19  C06  C05  C04  C02   180.00   0.0  0
 E0S  CONST_20  N12  C11  N10  C09   180.00   0.0  0
 E0S  CONST_21  N12  C11  C13  C14   180.00   0.0  0
 E0S  CONST_22  C20  C13  C14  C15   180.00   0.0  0
 E0S  CONST_23  N10  C11  C13  C20   180.00   0.0  0
 E0S  CONST_24  N26  N27  C23  N22   180.00   0.0  0
 E0S  CONST_25  N25  N24  C23  N22   180.00   0.0  0
 E0S  CONST_26  H9   C06  C05  C04   180.00   0.0  0
 E0S  CONST_27  H11  C19  C04  C05   180.00   0.0  0
 E0S  CONST_28  H8   C05  C06  C07   180.00   0.0  0
 E0S  CONST_29  H10  C14  C15  C09   180.00   0.0  0
 E0S  CONST_30  H15  N24  N25  N26   180.00   0.0  0
 E0S  CONST_31  C23  N22  C20  C13   180.00   0.0  0
 E0S  CONST_32  N27  C23  N22  C20   180.00   0.0  0
 E0S  CONST_33  N24  C23  N22  C20     0.00   0.0  0
 E0S  CONST_34  H12  N12  C11  C13     0.00   0.0  0
 E0S  CONST_35  H13  N12  C11  C13   180.00   0.0  0
 E0S  CONST_36  H14  N22  C23  N24   180.00   0.0  0
 E0S  CONST_37  O21  C20  N22  C23     0.00   0.0  0
 E0S  Var_01    N10  C09  O08  C07  -179.82  30.0  1
 E0S  Var_02    C15  C16  C18  C07    -0.59  30.0  1
 E0S  Var_03    C18  C16  C15  C09     0.61  30.0  1
 E0S  Var_04    C18  C07  O08  C09     0.18  30.0  1
 E0S  Var_05    C19  C04  C02  C01   116.11  30.0  3
 E0S  Var_06    O21  C20  C13  C11    12.29  30.0  1
 E0S  Var_07    H5   C03  C02  C04    56.18  30.0  3
 E0S  Var_08    H1   C01  C02  C04  -176.28  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
 E0S  plan-1  C23  0.020
 E0S  plan-1  N22  0.020
 E0S  plan-1  N24  0.020
 E0S  plan-1  N25  0.020
 E0S  plan-1  N26  0.020
 E0S  plan-1  N27  0.020
 E0S  plan-1  H15  0.020
 E0S  plan-2  C02  0.020
 E0S  plan-2  C04  0.020
 E0S  plan-2  C05  0.020
 E0S  plan-2  C06  0.020
 E0S  plan-2  C07  0.020
 E0S  plan-2  C16  0.020
 E0S  plan-2  C18  0.020
 E0S  plan-2  C19  0.020
 E0S  plan-2  O08  0.020
 E0S  plan-2  H8   0.020
 E0S  plan-2  H9   0.020
 E0S  plan-2  H11  0.020
 E0S  plan-3  C13  0.020
 E0S  plan-3  C20  0.020
 E0S  plan-3  C23  0.020
 E0S  plan-3  N22  0.020
 E0S  plan-3  O21  0.020
 E0S  plan-3  H14  0.020
 E0S  plan-4  C11  0.020
 E0S  plan-4  N12  0.020
 E0S  plan-4  H12  0.020
 E0S  plan-4  H13  0.020
 E0S  plan-5  C09  0.020
 E0S  plan-5  C11  0.020
 E0S  plan-5  C13  0.020
 E0S  plan-5  C14  0.020
 E0S  plan-5  C15  0.020
 E0S  plan-5  C16  0.020
 E0S  plan-5  C20  0.020
 E0S  plan-5  N10  0.020
 E0S  plan-5  N12  0.020
 E0S  plan-5  O08  0.020
 E0S  plan-5  H10  0.020
 E0S  plan-6  C15  0.020
 E0S  plan-6  C16  0.020
 E0S  plan-6  C18  0.020
 E0S  plan-6  O17  0.020

