# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 19:56:42 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: N,3-dimethyl-N-[(pyridin-3-yl)methyl]-1,2-oxazole-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(Cc1cccnc1)C(=O)c2onc(C)c2
#
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
 NRW  NRW  N,3-dimethyl-N-[(pyridin-3-yl)methyl]-1,2-oxazole-5-carboxamide  ligand  30  17  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NRW
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
 NRW  C01   C  CH3   0  -0.733   5.4019   1.1289  -0.6446
 NRW  C02   C  CR5   0   0.255   4.1295   0.4766  -0.2411
 NRW  C03   C  CR15  0  -0.460   2.9168   1.0982   0.1588
 NRW  C04   C  CR5   0   0.309   2.0921   0.0571   0.4058
 NRW  C05   C  C     0   0.526   0.7031   0.0578   0.9409
 NRW  N06   N  NT    0  -0.443  -0.1568  -0.8686   0.4871
 NRW  C07   C  CH3   0  -0.531   0.0505  -1.6935  -0.6911
 NRW  C08   C  CH2   0  -0.423  -1.4500  -1.0178   1.1412
 NRW  C09   C  CR6   0   0.036  -2.5695  -0.3666   0.3731
 NRW  C10   C  CR16  0  -0.191  -3.5247  -1.1184  -0.2974
 NRW  C11   C  CR16  0  -0.319  -4.5278  -0.4701  -1.0033
 NRW  C12   C  CR16  0  -0.070  -4.5375   0.9149  -1.0104
 NRW  N13   N  N     0  -0.401  -3.6347   1.6512  -0.3693
 NRW  C14   C  CR16  0  -0.088  -2.6815   1.0209   0.3018
 NRW  O15   O  O     0  -0.473   0.4265   0.9006   1.7826
 NRW  O16   O  O     0  -0.337   2.7405  -1.0907   0.1922
 NRW  N17   N  N     0  -0.164   4.0118  -0.8208  -0.2102
 NRW  H01   H  HCH3  0   0.263   5.7924   1.7392   0.1695
 NRW  H01A  H  HCH3  0   0.260   6.1530   0.3894  -0.9141
 NRW  H01B  H  HCH3  0   0.263   5.2401   1.7871  -1.4977
 NRW  H03   H  HCR5  0   0.289   2.7046   2.1506   0.2394
 NRW  H07   H  HCH3  0   0.257   0.3981  -2.6932  -0.4304
 NRW  H07A  H  HCH3  0   0.260  -0.8979  -1.7883  -1.2183
 NRW  H07B  H  HCH3  0   0.266   0.7492  -1.2375  -1.3862
 NRW  H08   H  HCH2  0   0.285  -1.6493  -2.0866   1.2432
 NRW  H08A  H  HCH2  0   0.288  -1.3858  -0.6084   2.1472
 NRW  H10   H  HCR6  0   0.275  -3.4880  -2.2012  -0.2663
 NRW  H11   H  HCR6  0   0.273  -5.2871  -1.0256  -1.5360
 NRW  H12   H  HCR6  0   0.266  -5.3069   1.4539  -1.5516
 NRW  H14   H  HCR6  0   0.262  -1.9625   1.6467   0.8201

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
 NRW  C01  C02   single    1.486  0.020  1.486
 NRW  C02  C03   aromatic  1.420  0.020  1.420
 NRW  C02  N17   aromatic  1.303  0.020  1.303
 NRW  C03  C04   aromatic  1.351  0.020  1.351
 NRW  C04  C05   single    1.488  0.020  1.488
 NRW  C04  O16   aromatic  1.335  0.020  1.335
 NRW  C05  N06   single    1.343  0.020  1.343
 NRW  C05  O15   double    1.223  0.020  1.223
 NRW  N06  C07   single    1.453  0.020  1.453
 NRW  N06  C08   single    1.457  0.020  1.457
 NRW  C08  C09   single    1.506  0.020  1.506
 NRW  C09  C10   aromatic  1.388  0.020  1.388
 NRW  C09  C14   aromatic  1.394  0.020  1.394
 NRW  C10  C11   aromatic  1.387  0.020  1.387
 NRW  C11  C12   aromatic  1.385  0.020  1.385
 NRW  C12  N13   aromatic  1.330  0.020  1.330
 NRW  N13  C14   aromatic  1.325  0.020  1.325
 NRW  O16  N17   aromatic  1.360  0.020  1.360
 NRW  C01  H01   single    0.970  0.020  1.090
 NRW  C01  H01A  single    0.970  0.020  1.090
 NRW  C01  H01B  single    0.970  0.020  1.090
 NRW  C03  H03   single    0.930  0.020  1.080
 NRW  C07  H07   single    0.970  0.020  1.090
 NRW  C07  H07A  single    0.970  0.020  1.090
 NRW  C07  H07B  single    0.970  0.020  1.090
 NRW  C08  H08   single    0.970  0.020  1.090
 NRW  C08  H08A  single    0.970  0.020  1.090
 NRW  C10  H10   single    0.930  0.020  1.080
 NRW  C11  H11   single    0.930  0.020  1.080
 NRW  C12  H12   single    0.930  0.020  1.080
 NRW  C14  H14   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
 NRW  H01B  C01  H01A  108.61  3.000
 NRW  H01B  C01  H01   107.45  3.000
 NRW  H01A  C01  H01   108.56  3.000
 NRW  H01B  C01  C02   110.52  3.000
 NRW  H01A  C01  C02   111.11  3.000
 NRW  H01   C01  C02   110.48  3.000
 NRW  N17   C02  C03   110.61  3.000
 NRW  N17   C02  C01   121.40  3.000
 NRW  C03   C02  C01   127.99  3.000
 NRW  H03   C03  C04   128.27  3.000
 NRW  H03   C03  C02   128.12  3.000
 NRW  C04   C03  C02   103.62  3.000
 NRW  O16   C04  C05   120.73  3.000
 NRW  O16   C04  C03   109.68  3.000
 NRW  C05   C04  C03   129.42  3.000
 NRW  O15   C05  N06   124.27  3.000
 NRW  O15   C05  C04   117.32  3.000
 NRW  N06   C05  C04   118.40  3.000
 NRW  C08   N06  C07   115.63  3.000
 NRW  C08   N06  C05   119.16  3.000
 NRW  C07   N06  C05   125.04  3.000
 NRW  H07B  C07  H07A  106.68  3.000
 NRW  H07B  C07  H07   109.45  3.000
 NRW  H07A  C07  H07   108.28  3.000
 NRW  H07B  C07  N06   111.87  3.000
 NRW  H07A  C07  N06   108.52  3.000
 NRW  H07   C07  N06   111.85  3.000
 NRW  H08A  C08  H08   107.02  3.000
 NRW  H08A  C08  C09   110.66  3.000
 NRW  H08   C08  C09   109.59  3.000
 NRW  H08A  C08  N06   108.92  3.000
 NRW  H08   C08  N06   107.70  3.000
 NRW  C09   C08  N06   112.74  3.000
 NRW  C14   C09  C10   117.33  3.000
 NRW  C14   C09  C08   121.09  3.000
 NRW  C10   C09  C08   121.58  3.000
 NRW  H10   C10  C11   120.39  3.000
 NRW  H10   C10  C09   120.26  3.000
 NRW  C11   C10  C09   119.35  3.000
 NRW  H11   C11  C12   120.42  3.000
 NRW  H11   C11  C10   121.22  3.000
 NRW  C12   C11  C10   118.36  3.000
 NRW  H12   C12  N13   116.56  3.000
 NRW  H12   C12  C11   120.31  3.000
 NRW  N13   C12  C11   123.13  3.000
 NRW  C14   N13  C12   117.97  3.000
 NRW  H14   C14  N13   116.37  3.000
 NRW  H14   C14  C09   119.76  3.000
 NRW  N13   C14  C09   123.86  3.000
 NRW  N17   O16  C04   109.30  3.000
 NRW  O16   N17  C02   106.79  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
 NRW  CONST_01  O16  C04  C03  C02    0.00   0.0  0
 NRW  CONST_02  C04  O16  N17  C02    0.00   0.0  0
 NRW  CONST_03  O16  N17  C02  C03    0.00   0.0  0
 NRW  CONST_04  N17  O16  C04  C03    0.00   0.0  0
 NRW  CONST_05  N17  C02  C03  C04    0.00   0.0  0
 NRW  CONST_06  C12  C11  C10  C09    0.00   0.0  0
 NRW  CONST_07  C12  N13  C14  C09    0.00   0.0  0
 NRW  CONST_08  N13  C14  C09  C10    0.00   0.0  0
 NRW  CONST_09  N13  C12  C11  C10    0.00   0.0  0
 NRW  CONST_10  C14  C09  C10  C11    0.00   0.0  0
 NRW  CONST_11  C14  N13  C12  C11    0.00   0.0  0
 NRW  CONST_12  C04  C03  C02  C01  180.00   0.0  0
 NRW  CONST_13  O16  N17  C02  C01  180.00   0.0  0
 NRW  CONST_14  C05  C04  C03  C02  180.00   0.0  0
 NRW  CONST_15  N17  O16  C04  C05  180.00   0.0  0
 NRW  CONST_16  C11  C10  C09  C08  180.00   0.0  0
 NRW  CONST_17  N13  C14  C09  C08  180.00   0.0  0
 NRW  CONST_18  H11  C11  C10  C09  180.00   0.0  0
 NRW  CONST_19  H14  C14  C09  C10  180.00   0.0  0
 NRW  CONST_20  H12  C12  C11  C10  180.00   0.0  0
 NRW  CONST_21  H10  C10  C11  C12  180.00   0.0  0
 NRW  CONST_22  H03  C03  C04  O16  180.00   0.0  0
 NRW  CONST_23  C07  N06  C05  C04    0.00   0.0  0
 NRW  CONST_24  C08  N06  C05  C04  180.00   0.0  0
 NRW  CONST_25  O15  C05  N06  C07  180.00   0.0  0
 NRW  CONST_26  O15  C05  N06  C08    0.00   0.0  0
 NRW  Var_01    N06  C05  C04  C03  145.30  30.0  2
 NRW  Var_02    C10  C09  C08  N06  108.32  30.0  2
 NRW  Var_03    H01  C01  C02  C03   60.38  30.0  2
 NRW  Var_04    C09  C08  N06  C05  101.58  30.0  3
 NRW  Var_05    H07  C07  N06  C05  100.16  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
 NRW  plan-1  C01  0.020
 NRW  plan-1  C02  0.020
 NRW  plan-1  C03  0.020
 NRW  plan-1  C04  0.020
 NRW  plan-1  C05  0.020
 NRW  plan-1  O16  0.020
 NRW  plan-1  N17  0.020
 NRW  plan-1  H03  0.020
 NRW  plan-2  C08  0.020
 NRW  plan-2  C09  0.020
 NRW  plan-2  C10  0.020
 NRW  plan-2  C11  0.020
 NRW  plan-2  C12  0.020
 NRW  plan-2  N13  0.020
 NRW  plan-2  C14  0.020
 NRW  plan-2  H10  0.020
 NRW  plan-2  H11  0.020
 NRW  plan-2  H12  0.020
 NRW  plan-2  H14  0.020
 NRW  plan-3  C04  0.020
 NRW  plan-3  C05  0.020
 NRW  plan-3  N06  0.020
 NRW  plan-3  C07  0.020
 NRW  plan-3  C08  0.020
 NRW  plan-3  O15  0.020

