# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 15:24:07 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: 2-amino-7-(propan-2-yl)-3-(1H-tetrazol-5-yl)-5H-[1]benzopyrano[2,3-b]pyridin-5-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1ccc2Oc3nc(N)c(cc3C(=O)c2c1)c4[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
 E0M  E0M  2-amino-7-(propan-2-yl)-3-(1H-tetrazol-5-yl)-5H-[1]benzopyrano[2,3-b]pyridin-5-one  ligand  38  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_E0M
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
 E0M  C01  C  CH3   0  -0.643  -6.5306  -0.6848   1.0542
 E0M  C02  C  CH1   0  -0.335  -5.7027  -1.0163  -0.1869
 E0M  C03  C  CH3   0  -0.643  -6.4872  -0.7256  -1.4658
 E0M  C04  C  CR6   0   0.196  -4.3792  -0.2897  -0.1747
 E0M  C05  C  CR16  0  -0.304  -4.3235   1.1111  -0.2069
 E0M  C06  C  CR16  0  -0.309  -3.1234   1.7909  -0.1970
 E0M  C07  C  CR66  0   0.338  -1.9376   1.0673  -0.1526
 E0M  C09  C  CR66  0   0.506   0.3994   1.1716  -0.0965
 E0M  C11  C  CR6   0   0.497   2.6557   1.4987  -0.0452
 E0M  C13  C  CR6   0  -0.089   2.8894   0.0821   0.0083
 E0M  C14  C  CR5   0   0.568   4.2315  -0.4610   0.0697
 E0M  C19  C  CR16  0  -0.206   1.7884  -0.7409  -0.0001
 E0M  C20  C  CR66  0  -0.256   0.4950  -0.2226  -0.0540
 E0M  C21  C  CR6   0   0.428  -0.6874  -1.0676  -0.0647
 E0M  C23  C  CR66  0  -0.080  -1.9513  -0.3230  -0.1173
 E0M  C24  C  CR16  0  -0.393  -3.1852  -0.9821  -0.1303
 E0M  N10  N  N     0  -0.476   1.4170   1.9926  -0.0935
 E0M  N12  N  NH2   0  -0.826   3.6499   2.3782  -0.0475
 E0M  N15  N  NR15  0  -0.512   4.5650  -1.7540   0.1562
 E0M  N16  N  N     0  -0.066   5.8824  -1.8623   0.1891
 E0M  N17  N  N     0  -0.118   6.3464  -0.6808   0.1261
 E0M  N18  N  N     0  -0.403   5.3635   0.2131   0.0515
 E0M  O08  O  O     0  -0.450  -0.7862   1.7877  -0.1454
 E0M  O22  O  O     0  -0.423  -0.6360  -2.2874  -0.0328
 E0M  H1   H  HCH3  0   0.233  -7.4522  -1.2687   1.0640
 E0M  H2   H  HCH3  0   0.233  -5.9829  -0.9095   1.9700
 E0M  H3   H  HCH3  0   0.221  -6.8089   0.3706   1.0793
 E0M  H4   H  HCH1  0   0.246  -5.4840  -2.0879  -0.1660
 E0M  H5   H  HCH3  0   0.233  -5.9069  -0.9760  -2.3546
 E0M  H6   H  HCH3  0   0.233  -7.4062  -1.3131  -1.4899
 E0M  H7   H  HCH3  0   0.220  -6.7676   0.3273  -1.5333
 E0M  H8   H  HCR6  0   0.265  -5.2388   1.6897  -0.2414
 E0M  H9   H  HCR6  0   0.283  -3.0983   2.8724  -0.2227
 E0M  H10  H  HCR6  0   0.273   1.8971  -1.8176   0.0334
 E0M  H11  H  HCR6  0   0.262  -3.1918  -2.0652  -0.1049
 E0M  H12  H  HNH2  0   0.432   4.6143   2.0793  -0.0229
 E0M  H13  H  HNH2  0   0.409   3.4357   3.3607  -0.0834
 E0M  H14  H  HNR5  0   0.454   3.9886  -2.5830   0.1987

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
 E0M  N16  N15  aromatic  1.322  0.020  1.322
 E0M  N16  N17  aromatic  1.271  0.020  1.271
 E0M  N15  C14  aromatic  1.338  0.020  1.338
 E0M  N17  N18  aromatic  1.331  0.020  1.331
 E0M  N12  C11  single    1.327  0.020  1.327
 E0M  C14  N18  aromatic  1.318  0.020  1.318
 E0M  C14  C13  single    1.449  0.020  1.449
 E0M  C11  C13  aromatic  1.437  0.020  1.437
 E0M  C11  N10  aromatic  1.334  0.020  1.334
 E0M  C13  C19  aromatic  1.375  0.020  1.375
 E0M  N10  C09  aromatic  1.307  0.020  1.307
 E0M  C19  C20  aromatic  1.394  0.020  1.394
 E0M  C09  C20  aromatic  1.398  0.020  1.398
 E0M  C09  O08  single    1.337  0.020  1.337
 E0M  C20  C21  single    1.453  0.020  1.453
 E0M  O08  C07  single    1.358  0.020  1.358
 E0M  C21  O22  double    1.221  0.020  1.221
 E0M  C21  C23  single    1.468  0.020  1.468
 E0M  C07  C23  aromatic  1.391  0.020  1.391
 E0M  C07  C06  aromatic  1.390  0.020  1.390
 E0M  C23  C24  aromatic  1.399  0.020  1.399
 E0M  C06  C05  aromatic  1.379  0.020  1.379
 E0M  C24  C04  aromatic  1.381  0.020  1.381
 E0M  C05  C04  aromatic  1.402  0.020  1.402
 E0M  C04  C02  single    1.510  0.020  1.510
 E0M  C02  C03  single    1.528  0.020  1.528
 E0M  C02  C01  single    1.528  0.020  1.528
 E0M  C01  H1   single    0.970  0.020  1.090
 E0M  C01  H2   single    0.970  0.020  1.090
 E0M  C01  H3   single    0.970  0.020  1.090
 E0M  C02  H4   single    0.970  0.020  1.090
 E0M  C03  H5   single    0.970  0.020  1.090
 E0M  C03  H6   single    0.970  0.020  1.090
 E0M  C03  H7   single    0.970  0.020  1.090
 E0M  C05  H8   single    0.930  0.020  1.080
 E0M  C06  H9   single    0.930  0.020  1.080
 E0M  C19  H10  single    0.930  0.020  1.080
 E0M  C24  H11  single    0.930  0.020  1.080
 E0M  N12  H12  single    0.860  0.020  1.020
 E0M  N12  H13  single    0.860  0.020  1.020
 E0M  N15  H14  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
 E0M  H3   C01  H2   107.93  3.000
 E0M  H3   C01  H1   107.57  3.000
 E0M  H2   C01  H1   107.84  3.000
 E0M  H3   C01  C02  111.49  3.000
 E0M  H2   C01  C02  111.42  3.000
 E0M  H1   C01  C02  110.42  3.000
 E0M  H4   C02  C04  107.22  3.000
 E0M  H4   C02  C03  107.76  3.000
 E0M  C04  C02  C03  111.42  3.000
 E0M  H4   C02  C01  107.77  3.000
 E0M  C03  C02  C01  111.11  3.000
 E0M  C04  C02  C01  111.34  3.000
 E0M  H7   C03  H6   107.55  3.000
 E0M  H7   C03  H5   107.92  3.000
 E0M  H6   C03  H5   107.85  3.000
 E0M  H7   C03  C02  111.54  3.000
 E0M  H6   C03  C02  110.40  3.000
 E0M  H5   C03  C02  111.42  3.000
 E0M  C24  C04  C05  117.86  3.000
 E0M  C05  C04  C02  121.02  3.000
 E0M  C24  C04  C02  121.13  3.000
 E0M  H8   C05  C06  118.17  3.000
 E0M  H8   C05  C04  120.05  3.000
 E0M  C06  C05  C04  121.78  3.000
 E0M  H9   C06  C07  120.09  3.000
 E0M  H9   C06  C05  120.84  3.000
 E0M  C07  C06  C05  119.07  3.000
 E0M  O08  C07  C23  122.58  3.000
 E0M  C23  C07  C06  120.85  3.000
 E0M  O08  C07  C06  116.57  3.000
 E0M  O08  C09  N10  113.63  3.000
 E0M  O08  C09  C20  121.41  3.000
 E0M  N10  C09  C20  124.95  3.000
 E0M  N12  C11  N10  116.74  3.000
 E0M  N10  C11  C13  121.15  3.000
 E0M  N12  C11  C13  122.11  3.000
 E0M  C19  C13  C14  121.18  3.000
 E0M  C19  C13  C11  117.37  3.000
 E0M  C14  C13  C11  121.45  3.000
 E0M  N18  C14  N15  106.32  3.000
 E0M  N18  C14  C13  127.11  3.000
 E0M  N15  C14  C13  126.56  3.000
 E0M  H10  C19  C20  117.64  3.000
 E0M  H10  C19  C13  120.98  3.000
 E0M  C20  C19  C13  121.38  3.000
 E0M  C21  C20  C19  122.60  3.000
 E0M  C21  C20  C09  121.60  3.000
 E0M  C19  C20  C09  115.80  3.000
 E0M  O22  C21  C23  122.95  3.000
 E0M  C23  C21  C20  113.94  3.000
 E0M  O22  C21  C20  123.11  3.000
 E0M  C24  C23  C21  121.38  3.000
 E0M  C24  C23  C07  118.65  3.000
 E0M  C21  C23  C07  119.97  3.000
 E0M  H11  C24  C23  118.44  3.000
 E0M  H11  C24  C04  119.78  3.000
 E0M  C23  C24  C04  121.78  3.000
 E0M  C11  N10  C09  119.35  3.000
 E0M  H13  N12  H12  119.54  3.000
 E0M  H13  N12  C11  119.18  3.000
 E0M  H12  N12  C11  121.27  3.000
 E0M  H14  N15  N16  120.00  3.000
 E0M  H14  N15  C14  130.78  3.000
 E0M  N16  N15  C14  109.22  3.000
 E0M  N17  N16  N15  106.64  3.000
 E0M  N18  N17  N16  110.95  3.000
 E0M  N17  N18  C14  106.87  3.000
 E0M  C09  O08  C07  120.50  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
 E0M  CONST_01  C07  C23  C24  C04     0.00   0.0  0
 E0M  CONST_02  C07  C06  C05  C04     0.00   0.0  0
 E0M  CONST_03  C23  C07  C06  C05     0.00   0.0  0
 E0M  CONST_04  C23  C24  C04  C05     0.00   0.0  0
 E0M  CONST_05  C24  C23  C07  C06     0.00   0.0  0
 E0M  CONST_06  C24  C04  C05  C06     0.00   0.0  0
 E0M  CONST_07  C13  C11  N10  C09     0.00   0.0  0
 E0M  CONST_08  C13  C19  C20  C09     0.00   0.0  0
 E0M  CONST_09  N15  C14  C13  C11   180.00   0.0  0
 E0M  CONST_10  N18  C14  C13  C11     0.00   0.0  0
 E0M  CONST_11  C20  C19  C13  C11     0.00   0.0  0
 E0M  CONST_12  C20  C09  N10  C11     0.00   0.0  0
 E0M  CONST_13  N16  N15  C14  C13   180.00   0.0  0
 E0M  CONST_14  N17  N18  C14  C13   180.00   0.0  0
 E0M  CONST_15  N17  N16  N15  C14     0.00   0.0  0
 E0M  CONST_16  N16  N17  N18  C14     0.00   0.0  0
 E0M  CONST_17  N10  C11  C13  C14   180.00   0.0  0
 E0M  CONST_18  C20  C19  C13  C14   180.00   0.0  0
 E0M  CONST_19  N15  C14  C13  C19     0.00   0.0  0
 E0M  CONST_20  N18  C14  C13  C19   180.00   0.0  0
 E0M  CONST_21  N10  C11  C13  C19     0.00   0.0  0
 E0M  CONST_22  N10  C09  C20  C19     0.00   0.0  0
 E0M  CONST_23  N18  N17  N16  N15     0.00   0.0  0
 E0M  CONST_24  N17  N18  C14  N15     0.00   0.0  0
 E0M  CONST_25  N18  C14  N15  N16     0.00   0.0  0
 E0M  CONST_26  C23  C24  C04  C02   180.00   0.0  0
 E0M  CONST_27  C06  C05  C04  C02   180.00   0.0  0
 E0M  CONST_28  N12  C11  N10  C09   180.00   0.0  0
 E0M  CONST_29  N12  C11  C13  C14     0.00   0.0  0
 E0M  CONST_30  N12  C11  C13  C19   180.00   0.0  0
 E0M  CONST_31  H9   C06  C05  C04   180.00   0.0  0
 E0M  CONST_32  H11  C24  C04  C05   180.00   0.0  0
 E0M  CONST_33  H8   C05  C06  C07   180.00   0.0  0
 E0M  CONST_34  H10  C19  C20  C09   180.00   0.0  0
 E0M  CONST_35  H14  N15  C14  C13     0.00   0.0  0
 E0M  CONST_36  H12  N12  C11  C13     0.00   0.0  0
 E0M  CONST_37  H13  N12  C11  C13   180.00   0.0  0
 E0M  Var_01    N10  C09  O08  C07  -179.89  30.0  1
 E0M  Var_02    C20  C21  C23  C07     0.04  30.0  1
 E0M  Var_03    C23  C21  C20  C09    -0.24  30.0  1
 E0M  Var_04    C23  C07  O08  C09    -0.34  30.0  1
 E0M  Var_05    C24  C04  C02  C01   117.08  30.0  2
 E0M  Var_06    H5   C03  C02  C04    56.15  30.0  3
 E0M  Var_07    H1   C01  C02  C04  -176.14  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
 E0M  plan-1  C13  0.020
 E0M  plan-1  C14  0.020
 E0M  plan-1  N15  0.020
 E0M  plan-1  N16  0.020
 E0M  plan-1  N17  0.020
 E0M  plan-1  N18  0.020
 E0M  plan-1  H14  0.020
 E0M  plan-2  C02  0.020
 E0M  plan-2  C04  0.020
 E0M  plan-2  C05  0.020
 E0M  plan-2  C06  0.020
 E0M  plan-2  C07  0.020
 E0M  plan-2  C21  0.020
 E0M  plan-2  C23  0.020
 E0M  plan-2  C24  0.020
 E0M  plan-2  O08  0.020
 E0M  plan-2  H8   0.020
 E0M  plan-2  H9   0.020
 E0M  plan-2  H11  0.020
 E0M  plan-3  C11  0.020
 E0M  plan-3  N12  0.020
 E0M  plan-3  H12  0.020
 E0M  plan-3  H13  0.020
 E0M  plan-4  C09  0.020
 E0M  plan-4  C11  0.020
 E0M  plan-4  C13  0.020
 E0M  plan-4  C14  0.020
 E0M  plan-4  C19  0.020
 E0M  plan-4  C20  0.020
 E0M  plan-4  C21  0.020
 E0M  plan-4  N10  0.020
 E0M  plan-4  N12  0.020
 E0M  plan-4  O08  0.020
 E0M  plan-4  H10  0.020
 E0M  plan-5  C20  0.020
 E0M  plan-5  C21  0.020
 E0M  plan-5  C23  0.020
 E0M  plan-5  O22  0.020

