# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 12:16:18 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: 3-(1H-indol-4-yl)-N-(3-methoxypropyl)-1,2,4-oxadiazole-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COCCCNC(=O)c1onc(n1)c2cccc3[nH]ccc23
#
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
 M1W  M1W  3-(1H-indol-4-yl)-N-(3-methoxypropyl)-1,2,4-oxadiazole-5-carboxamide  ligand  38  22  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_M1W
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
 M1W  C1    C  CH3   0  -0.398   8.7885  -0.8216   0.2312
 M1W  O2    O  O2    0  -0.486   7.4182  -1.1275   0.2689
 M1W  C3    C  CH2   0  -0.120   6.6098  -0.0104   0.0004
 M1W  C4    C  CH2   0  -0.518   5.1549  -0.4342   0.0473
 M1W  C5    C  CH2   0  -0.249   4.2366   0.7474  -0.2189
 M1W  N6    N  NH1   0  -0.645   2.8514   0.3173  -0.1906
 M1W  C7    C  C     0   0.484   1.8406   1.1809  -0.1146
 M1W  O8    O  O     0  -0.452   1.9449   2.3911  -0.0478
 M1W  C9    C  CR5   0   0.438   0.4720   0.5708  -0.1005
 M1W  N10   N  N     0  -0.434  -0.6379   1.2095  -0.0109
 M1W  C11   C  CR5   0   0.300  -1.5663   0.2036  -0.0367
 M1W  N12   N  N     0  -0.148  -1.0307  -0.9814  -0.1387
 M1W  O13   O  O     0  -0.325   0.3111  -0.7397  -0.1801
 M1W  C14   C  CR6   0  -0.037  -2.9999   0.4427   0.0441
 M1W  C15   C  CR16  0  -0.325  -3.4635   1.7453   0.1660
 M1W  C16   C  CR16  0  -0.272  -4.8302   2.0303   0.2493
 M1W  C17   C  CR16  0  -0.294  -5.7731   1.0211   0.2126
 M1W  C18   C  CR56  0   0.355  -5.3121  -0.2857   0.0900
 M1W  C19   C  CR56  0   0.073  -3.9368  -0.6093   0.0042
 M1W  C20   C  CR15  0  -0.460  -3.8585  -2.0294  -0.1095
 M1W  C21   C  CR15  0  -0.007  -5.1444  -2.4948  -0.0888
 M1W  N22   N  NR15  0  -0.677  -6.0120  -1.4541   0.0302
 M1W  H11C  H  HCH3  0   0.204   9.0593  -0.0538   0.9660
 M1W  H12C  H  HCH3  0   0.234   9.3440  -1.7298   0.4627
 M1W  H13C  H  HCH3  0   0.204   9.1029  -0.4649  -0.7570
 M1W  H31C  H  HCH2  0   0.199   6.7932   0.7868   0.7359
 M1W  H32C  H  HCH2  0   0.200   6.8457   0.4114  -0.9877
 M1W  H41C  H  HCH2  0   0.245   4.9798  -1.2138  -0.6998
 M1W  H42C  H  HCH2  0   0.247   4.9260  -0.8585   1.0282
 M1W  H51C  H  HCH2  0   0.252   4.3842   1.5185   0.5390
 M1W  H52C  H  HCH2  0   0.249   4.4674   1.1972  -1.1889
 M1W  H6    H  HNH1  0   0.421   2.6680  -0.6695  -0.2925
 M1W  H15   H  HCR6  0   0.258  -2.7546   2.5612   0.1978
 M1W  H16   H  HCR6  0   0.259  -5.1496   3.0592   0.3453
 M1W  H17   H  HCR6  0   0.270  -6.8315   1.2387   0.2781
 M1W  H22   H  HNR5  0   0.415  -7.0143  -1.5379   0.0676
 M1W  H20   H  HCR5  0   0.252  -2.9732  -2.6347  -0.1973
 M1W  H21   H  HCR5  0   0.287  -5.5075  -3.5080  -0.1506

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
 M1W  C1   O2    single    1.405  0.020  1.405
 M1W  O2   C3    single    1.405  0.020  1.405
 M1W  C3   C4    single    1.516  0.020  1.516
 M1W  C4   C5    single    1.520  0.020  1.520
 M1W  C5   N6    single    1.451  0.020  1.451
 M1W  N6   C7    single    1.332  0.020  1.332
 M1W  C7   O8    double    1.216  0.020  1.216
 M1W  C7   C9    single    1.499  0.020  1.499
 M1W  C9   N10   aromatic  1.284  0.020  1.284
 M1W  C9   O13   aromatic  1.323  0.020  1.323
 M1W  N10  C11   aromatic  1.369  0.020  1.369
 M1W  C11  N12   aromatic  1.304  0.020  1.304
 M1W  C11  C14   single    1.456  0.020  1.456
 M1W  N12  O13   aromatic  1.364  0.020  1.364
 M1W  C14  C15   aromatic  1.388  0.020  1.388
 M1W  C14  C19   aromatic  1.409  0.020  1.409
 M1W  C15  C16   aromatic  1.399  0.020  1.399
 M1W  C16  C17   aromatic  1.382  0.020  1.382
 M1W  C17  C18   aromatic  1.391  0.020  1.391
 M1W  C18  C19   aromatic  1.416  0.020  1.416
 M1W  C18  N22   aromatic  1.363  0.020  1.363
 M1W  C19  C20   aromatic  1.427  0.020  1.427
 M1W  C20  C21   aromatic  1.368  0.020  1.368
 M1W  C21  N22   aromatic  1.360  0.020  1.360
 M1W  C1   H11C  single    0.970  0.020  1.090
 M1W  C1   H12C  single    0.970  0.020  1.090
 M1W  C1   H13C  single    0.970  0.020  1.090
 M1W  C3   H31C  single    0.970  0.020  1.090
 M1W  C3   H32C  single    0.970  0.020  1.090
 M1W  C4   H41C  single    0.970  0.020  1.090
 M1W  C4   H42C  single    0.970  0.020  1.090
 M1W  C5   H51C  single    0.970  0.020  1.090
 M1W  C5   H52C  single    0.970  0.020  1.090
 M1W  N6   H6    single    0.860  0.020  1.020
 M1W  C15  H15   single    0.930  0.020  1.080
 M1W  C16  H16   single    0.930  0.020  1.080
 M1W  C17  H17   single    0.930  0.020  1.080
 M1W  N22  H22   single    0.860  0.020  1.020
 M1W  C20  H20   single    0.930  0.020  1.080
 M1W  C21  H21   single    0.930  0.020  1.080

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
 M1W  H13C  C1   H12C  108.45  3.000
 M1W  H13C  C1   H11C  107.77  3.000
 M1W  H12C  C1   H11C  108.38  3.000
 M1W  H13C  C1   O2    112.01  3.000
 M1W  H12C  C1   O2    108.07  3.000
 M1W  H11C  C1   O2    112.05  3.000
 M1W  C3    O2   C1    112.52  3.000
 M1W  H32C  C3   H31C  106.68  3.000
 M1W  H32C  C3   C4    109.92  3.000
 M1W  H31C  C3   C4    109.99  3.000
 M1W  H32C  C3   O2    110.68  3.000
 M1W  H31C  C3   O2    110.65  3.000
 M1W  C4    C3   O2    108.90  3.000
 M1W  H42C  C4   H41C  107.62  3.000
 M1W  H42C  C4   C5    109.42  3.000
 M1W  H41C  C4   C5    109.73  3.000
 M1W  H42C  C4   C3    109.71  3.000
 M1W  H41C  C4   C3    109.37  3.000
 M1W  C5    C4   C3    110.92  3.000
 M1W  H52C  C5   H51C  107.27  3.000
 M1W  H52C  C5   N6    109.92  3.000
 M1W  H51C  C5   N6    108.97  3.000
 M1W  H52C  C5   C4    110.33  3.000
 M1W  H51C  C5   C4    110.24  3.000
 M1W  N6    C5   C4    110.06  3.000
 M1W  H6    N6   C7    120.14  3.000
 M1W  H6    N6   C5    117.49  3.000
 M1W  C7    N6   C5    122.25  3.000
 M1W  C9    C7   O8    118.87  3.000
 M1W  C9    C7   N6    115.45  3.000
 M1W  O8    C7   N6    125.68  3.000
 M1W  O13   C9   N10   113.08  3.000
 M1W  O13   C9   C7    120.93  3.000
 M1W  N10   C9   C7    126.00  3.000
 M1W  C11   N10  C9    102.68  3.000
 M1W  C14   C11  N12   123.92  3.000
 M1W  C14   C11  N10   123.10  3.000
 M1W  N12   C11  N10   112.98  3.000
 M1W  O13   N12  C11   104.20  3.000
 M1W  N12   O13  C9    107.06  3.000
 M1W  C19   C14  C15   118.75  3.000
 M1W  C19   C14  C11   122.04  3.000
 M1W  C15   C14  C11   119.21  3.000
 M1W  H15   C15  C16   119.02  3.000
 M1W  H15   C15  C14   119.45  3.000
 M1W  C16   C15  C14   121.53  3.000
 M1W  H16   C16  C17   119.71  3.000
 M1W  H16   C16  C15   119.19  3.000
 M1W  C17   C16  C15   121.10  3.000
 M1W  H17   C17  C18   121.21  3.000
 M1W  H17   C17  C16   121.26  3.000
 M1W  C18   C17  C16   117.54  3.000
 M1W  N22   C18  C19   107.47  3.000
 M1W  N22   C18  C17   129.70  3.000
 M1W  C19   C18  C17   122.83  3.000
 M1W  C20   C19  C18   106.60  3.000
 M1W  C20   C19  C14   135.14  3.000
 M1W  C18   C19  C14   118.26  3.000
 M1W  H20   C20  C21   125.69  3.000
 M1W  H20   C20  C19   127.70  3.000
 M1W  C21   C20  C19   106.61  3.000
 M1W  H21   C21  N22   120.61  3.000
 M1W  H21   C21  C20   129.46  3.000
 M1W  N22   C21  C20   109.92  3.000
 M1W  H22   N22  C21   125.08  3.000
 M1W  H22   N22  C18   125.52  3.000
 M1W  C21   N22  C18   109.39  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
 M1W  CONST_01  N12   C11  N10  C9     0.00   0.0  0
 M1W  CONST_02  C14   C11  N10  C9   180.00   0.0  0
 M1W  CONST_03  C11   N12  O13  C9     0.00   0.0  0
 M1W  CONST_04  N12   O13  C9   N10    0.00   0.0  0
 M1W  CONST_05  O13   N12  C11  N10    0.00   0.0  0
 M1W  CONST_06  C15   C14  C11  N10    0.00   0.0  0
 M1W  CONST_07  C19   C14  C11  N10  180.00   0.0  0
 M1W  CONST_08  O13   C9   N10  C11    0.00   0.0  0
 M1W  CONST_09  C16   C15  C14  C11  180.00   0.0  0
 M1W  CONST_10  C18   C19  C14  C11  180.00   0.0  0
 M1W  CONST_11  C20   C19  C14  C11    0.00   0.0  0
 M1W  CONST_12  C15   C14  C11  N12  180.00   0.0  0
 M1W  CONST_13  C19   C14  C11  N12    0.00   0.0  0
 M1W  CONST_14  C14   C11  N12  O13  180.00   0.0  0
 M1W  CONST_15  C17   C16  C15  C14    0.00   0.0  0
 M1W  CONST_16  C17   C18  C19  C14    0.00   0.0  0
 M1W  CONST_17  N22   C18  C19  C14  180.00   0.0  0
 M1W  CONST_18  C21   C20  C19  C14  180.00   0.0  0
 M1W  CONST_19  C18   C19  C14  C15    0.00   0.0  0
 M1W  CONST_20  C20   C19  C14  C15  180.00   0.0  0
 M1W  CONST_21  C18   C17  C16  C15    0.00   0.0  0
 M1W  CONST_22  C19   C14  C15  C16    0.00   0.0  0
 M1W  CONST_23  C19   C18  C17  C16    0.00   0.0  0
 M1W  CONST_24  N22   C18  C17  C16  180.00   0.0  0
 M1W  CONST_25  C20   C19  C18  C17  180.00   0.0  0
 M1W  CONST_26  C21   N22  C18  C17  180.00   0.0  0
 M1W  CONST_27  C21   C20  C19  C18    0.00   0.0  0
 M1W  CONST_28  C20   C21  N22  C18    0.00   0.0  0
 M1W  CONST_29  C21   N22  C18  C19    0.00   0.0  0
 M1W  CONST_30  N22   C21  C20  C19    0.00   0.0  0
 M1W  CONST_31  N22   C18  C19  C20    0.00   0.0  0
 M1W  CONST_32  C11   N10  C9   C7   180.00   0.0  0
 M1W  CONST_33  N12   O13  C9   C7   180.00   0.0  0
 M1W  CONST_34  H15   C15  C14  C11    0.00   0.0  0
 M1W  CONST_35  H16   C16  C15  C14  180.00   0.0  0
 M1W  CONST_36  H20   C20  C19  C14    0.00   0.0  0
 M1W  CONST_37  H17   C17  C16  C15  180.00   0.0  0
 M1W  CONST_38  H22   N22  C18  C17    0.00   0.0  0
 M1W  CONST_39  H21   C21  N22  C18  180.00   0.0  0
 M1W  CONST_40  C9    C7   N6   C5   180.00   0.0  0
 M1W  CONST_41  H6    N6   C7   C9     0.00   0.0  0
 M1W  CONST_42  O8    C7   N6   C5     0.00   0.0  0
 M1W  Var_01    N10   C9   C7   N6   178.81  30.0  2
 M1W  Var_02    C4    C3   O2   C1   179.40  30.0  3
 M1W  Var_03    C5    C4   C3   O2   179.22  30.0  3
 M1W  Var_04    N6    C5   C4   C3   179.10  30.0  3
 M1W  Var_05    C7    N6   C5   C4   165.67  30.0  3
 M1W  Var_06    H11C  C1   O2   C3    59.82  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
 M1W  plan-1  C7   0.020
 M1W  plan-1  C9   0.020
 M1W  plan-1  N10  0.020
 M1W  plan-1  C11  0.020
 M1W  plan-1  N12  0.020
 M1W  plan-1  O13  0.020
 M1W  plan-1  C14  0.020
 M1W  plan-2  C11  0.020
 M1W  plan-2  C14  0.020
 M1W  plan-2  C15  0.020
 M1W  plan-2  C16  0.020
 M1W  plan-2  C17  0.020
 M1W  plan-2  C18  0.020
 M1W  plan-2  C19  0.020
 M1W  plan-2  C20  0.020
 M1W  plan-2  C21  0.020
 M1W  plan-2  N22  0.020
 M1W  plan-2  H15  0.020
 M1W  plan-2  H16  0.020
 M1W  plan-2  H17  0.020
 M1W  plan-2  H22  0.020
 M1W  plan-2  H20  0.020
 M1W  plan-2  H21  0.020
 M1W  plan-3  C5   0.020
 M1W  plan-3  N6   0.020
 M1W  plan-3  C7   0.020
 M1W  plan-3  O8   0.020
 M1W  plan-3  C9   0.020
 M1W  plan-3  H6   0.020

