# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 14:04:53 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: 4-hydroxy-N-methyl-2-phenylpyrrolo[1,2-a]pyrimidine-8-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC(=O)c1ccn2c(O)cc(nc12)c3ccccc3
#
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
 8ZJ  8ZJ  4-hydroxy-N-methyl-2-phenylpyrrolo[1,2-a]pyrimidine-8-carboxamide  ligand  33  20  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_8ZJ
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
 8ZJ  C10   C  CR16  0  -0.283  -2.4510   1.7290  -0.2202
 8ZJ  C13   C  CR5   0  -0.176   2.3226  -0.0439  -0.0187
 8ZJ  O01   O  OH1   0  -0.586   0.0110  -3.8689  -0.1008
 8ZJ  C02   C  CR6   0   0.669  -0.1468  -2.5611  -0.0736
 8ZJ  C03   C  CR16  0  -0.532  -1.3256  -1.8736  -0.0737
 8ZJ  C04   C  CR6   0   0.267  -1.2845  -0.4571  -0.0399
 8ZJ  C05   C  CR6   0   0.051  -2.5261   0.3461  -0.0303
 8ZJ  C06   C  CR16  0  -0.329  -3.7802  -0.2319   0.1706
 8ZJ  C07   C  CR16  0  -0.235  -4.9274   0.5484   0.1778
 8ZJ  C08   C  CR16  0  -0.260  -4.8415   1.9194  -0.0186
 8ZJ  C09   C  CR16  0  -0.238  -3.5971   2.5061  -0.2166
 8ZJ  N11   N  N     0  -0.454  -0.1548   0.2075  -0.0231
 8ZJ  C12   C  CR56  0   0.508   0.9940  -0.4671  -0.0325
 8ZJ  N15   N  NH1   0  -0.653   4.0859   1.5659   0.0790
 8ZJ  C16   C  CH3   0  -0.509   4.6523   2.8922   0.0931
 8ZJ  O17   O  O     0  -0.497   1.9684   2.2965  -0.0825
 8ZJ  C18   C  CR15  0  -0.409   3.1214  -1.2180  -0.0266
 8ZJ  C19   C  CR15  0  -0.035   2.3138  -2.3171  -0.0443
 8ZJ  N20   N  N     0  -0.567   1.0157  -1.8643  -0.0479
 8ZJ  H101  H  HCR6  0   0.264  -1.4838   2.1891  -0.3727
 8ZJ  H011  H  HOH1  0   0.505  -0.8431  -4.3213  -0.1098
 8ZJ  H031  H  HCR6  0   0.297  -2.2520  -2.4270  -0.1129
 8ZJ  H061  H  HCR6  0   0.255  -3.8818  -1.2961   0.3358
 8ZJ  H071  H  HCR6  0   0.262  -5.8897   0.0812   0.3406
 8ZJ  H081  H  HCR6  0   0.261  -5.7363   2.5281  -0.0169
 8ZJ  H091  H  HCR6  0   0.260  -3.5196   3.5748  -0.3683
 8ZJ  H151  H  HNH1  0   0.402   4.7159   0.7888   0.1679
 8ZJ  H163  H  HCH3  0   0.246   5.7332   2.8019   0.1544
 8ZJ  H161  H  HCH3  0   0.233   4.4076   3.4471  -0.8135
 8ZJ  H162  H  HCH3  0   0.232   4.3089   3.4747   0.9497
 8ZJ  H181  H  HCR5  0   0.262   4.1992  -1.2732  -0.0264
 8ZJ  H191  H  HCR5  0   0.298   2.5559  -3.3651  -0.0591
 8ZJ  C14   C  C     0   0.492   2.7564   1.3583  -0.0103

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
 8ZJ  C16  N15   single    1.442  0.020  1.442
 8ZJ  O17  C14   double    1.227  0.020  1.227
 8ZJ  N15  C14   single    1.349  0.020  1.349
 8ZJ  C14  C13   single    1.468  0.020  1.468
 8ZJ  C13  C18   aromatic  1.420  0.020  1.420
 8ZJ  C13  C12   aromatic  1.394  0.020  1.394
 8ZJ  C18  C19   aromatic  1.364  0.020  1.364
 8ZJ  C09  C10   aromatic  1.385  0.020  1.385
 8ZJ  C09  C08   aromatic  1.390  0.020  1.390
 8ZJ  C10  C05   aromatic  1.398  0.020  1.398
 8ZJ  C12  N11   aromatic  1.332  0.020  1.332
 8ZJ  C12  N20   aromatic  1.397  0.020  1.397
 8ZJ  N11  C04   aromatic  1.311  0.020  1.311
 8ZJ  C19  N20   aromatic  1.375  0.020  1.375
 8ZJ  C08  C07   aromatic  1.388  0.020  1.388
 8ZJ  C05  C04   single    1.479  0.020  1.479
 8ZJ  C05  C06   aromatic  1.395  0.020  1.395
 8ZJ  N20  C02   aromatic  1.356  0.020  1.356
 8ZJ  C04  C03   aromatic  1.417  0.020  1.417
 8ZJ  C07  C06   aromatic  1.387  0.020  1.387
 8ZJ  C02  C03   aromatic  1.365  0.020  1.365
 8ZJ  C02  O01   single    1.318  0.020  1.318
 8ZJ  C10  H101  single    0.930  0.020  1.080
 8ZJ  O01  H011  single    0.850  0.020  0.980
 8ZJ  C03  H031  single    0.930  0.020  1.080
 8ZJ  C06  H061  single    0.930  0.020  1.080
 8ZJ  C07  H071  single    0.930  0.020  1.080
 8ZJ  C08  H081  single    0.930  0.020  1.080
 8ZJ  C09  H091  single    0.930  0.020  1.080
 8ZJ  N15  H151  single    0.860  0.020  1.020
 8ZJ  C16  H163  single    0.970  0.020  1.090
 8ZJ  C16  H161  single    0.970  0.020  1.090
 8ZJ  C16  H162  single    0.970  0.020  1.090
 8ZJ  C18  H181  single    0.930  0.020  1.080
 8ZJ  C19  H191  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
 8ZJ  H101  C10  C09   120.11  3.000
 8ZJ  H101  C10  C05   119.20  3.000
 8ZJ  C09   C10  C05   120.69  3.000
 8ZJ  C18   C13  C14   128.59  3.000
 8ZJ  C18   C13  C12   106.56  3.000
 8ZJ  C14   C13  C12   124.86  3.000
 8ZJ  H011  O01  C02   111.04  3.000
 8ZJ  N20   C02  C03   118.81  3.000
 8ZJ  C03   C02  O01   127.12  3.000
 8ZJ  N20   C02  O01   114.07  3.000
 8ZJ  H031  C03  C04   122.54  3.000
 8ZJ  H031  C03  C02   118.87  3.000
 8ZJ  C04   C03  C02   118.58  3.000
 8ZJ  N11   C04  C05   116.63  3.000
 8ZJ  C05   C04  C03   121.24  3.000
 8ZJ  N11   C04  C03   122.14  3.000
 8ZJ  C06   C05  C04   122.04  3.000
 8ZJ  C06   C05  C10   118.52  3.000
 8ZJ  C04   C05  C10   119.43  3.000
 8ZJ  H061  C06  C07   118.35  3.000
 8ZJ  H061  C06  C05   120.92  3.000
 8ZJ  C07   C06  C05   120.73  3.000
 8ZJ  H071  C07  C08   120.20  3.000
 8ZJ  H071  C07  C06   119.56  3.000
 8ZJ  C08   C07  C06   120.25  3.000
 8ZJ  H081  C08  C09   120.20  3.000
 8ZJ  H081  C08  C07   120.29  3.000
 8ZJ  C09   C08  C07   119.51  3.000
 8ZJ  H091  C09  C08   120.06  3.000
 8ZJ  H091  C09  C10   119.64  3.000
 8ZJ  C08   C09  C10   120.30  3.000
 8ZJ  C12   N11  C04   119.10  3.000
 8ZJ  N20   C12  N11   121.31  3.000
 8ZJ  N20   C12  C13   106.79  3.000
 8ZJ  N11   C12  C13   131.90  3.000
 8ZJ  H151  N15  C16   117.67  3.000
 8ZJ  H151  N15  C14   120.34  3.000
 8ZJ  C16   N15  C14   121.96  3.000
 8ZJ  H162  C16  H161  108.08  3.000
 8ZJ  H162  C16  H163  108.25  3.000
 8ZJ  H161  C16  H163  108.20  3.000
 8ZJ  H162  C16  N15   112.02  3.000
 8ZJ  H161  C16  N15   111.81  3.000
 8ZJ  H163  C16  N15   108.35  3.000
 8ZJ  H181  C18  C19   123.37  3.000
 8ZJ  H181  C18  C13   127.16  3.000
 8ZJ  C19   C18  C13   109.47  3.000
 8ZJ  H191  C19  N20   122.24  3.000
 8ZJ  H191  C19  C18   130.69  3.000
 8ZJ  N20   C19  C18   107.08  3.000
 8ZJ  C19   N20  C12   110.12  3.000
 8ZJ  C19   N20  C02   129.83  3.000
 8ZJ  C12   N20  C02   120.06  3.000
 8ZJ  O17   C14  N15   121.28  3.000
 8ZJ  N15   C14  C13   116.02  3.000
 8ZJ  O17   C14  C13   122.70  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
 8ZJ  CONST_01  C07   C08  C09  C10     0.00   0.0  0
 8ZJ  CONST_02  N11   C04  C05  C10     0.00   0.0  0
 8ZJ  CONST_03  C03   C04  C05  C10   180.00   0.0  0
 8ZJ  CONST_04  C07   C06  C05  C10     0.00   0.0  0
 8ZJ  CONST_05  N20   C19  C18  C13     0.00   0.0  0
 8ZJ  CONST_06  C04   N11  C12  C13   180.00   0.0  0
 8ZJ  CONST_07  C19   N20  C12  C13     0.00   0.0  0
 8ZJ  CONST_08  C02   N20  C12  C13   180.00   0.0  0
 8ZJ  CONST_09  N11   C12  N20  C02     0.00   0.0  0
 8ZJ  CONST_10  C18   C19  N20  C02   180.00   0.0  0
 8ZJ  CONST_11  N11   C04  C03  C02     0.00   0.0  0
 8ZJ  CONST_12  C05   C04  C03  C02   180.00   0.0  0
 8ZJ  CONST_13  C12   N11  C04  C03     0.00   0.0  0
 8ZJ  CONST_14  C06   C05  C04  C03     0.00   0.0  0
 8ZJ  CONST_15  C12   N20  C02  C03     0.00   0.0  0
 8ZJ  CONST_16  C19   N20  C02  C03   180.00   0.0  0
 8ZJ  CONST_17  N20   C12  N11  C04     0.00   0.0  0
 8ZJ  CONST_18  C09   C10  C05  C04   180.00   0.0  0
 8ZJ  CONST_19  C07   C06  C05  C04   180.00   0.0  0
 8ZJ  CONST_20  N20   C02  C03  C04     0.00   0.0  0
 8ZJ  CONST_21  C08   C09  C10  C05     0.00   0.0  0
 8ZJ  CONST_22  C12   N11  C04  C05   180.00   0.0  0
 8ZJ  CONST_23  C08   C07  C06  C05     0.00   0.0  0
 8ZJ  CONST_24  C09   C10  C05  C06     0.00   0.0  0
 8ZJ  CONST_25  N11   C04  C05  C06   180.00   0.0  0
 8ZJ  CONST_26  C09   C08  C07  C06     0.00   0.0  0
 8ZJ  CONST_27  C18   C13  C12  N11   180.00   0.0  0
 8ZJ  CONST_28  C19   N20  C12  N11   180.00   0.0  0
 8ZJ  CONST_29  C19   C18  C13  C12     0.00   0.0  0
 8ZJ  CONST_30  C18   C19  N20  C12     0.00   0.0  0
 8ZJ  CONST_31  N20   C12  C13  C18     0.00   0.0  0
 8ZJ  CONST_32  C12   N20  C02  O01   180.00   0.0  0
 8ZJ  CONST_33  C19   N20  C02  O01     0.00   0.0  0
 8ZJ  CONST_34  C04   C03  C02  O01   180.00   0.0  0
 8ZJ  CONST_35  C14   C13  C12  N11     0.00   0.0  0
 8ZJ  CONST_36  C19   C18  C13  C14   180.00   0.0  0
 8ZJ  CONST_37  N20   C12  C13  C14   180.00   0.0  0
 8ZJ  CONST_38  H081  C08  C09  C10   180.00   0.0  0
 8ZJ  CONST_39  H061  C06  C05  C10   180.00   0.0  0
 8ZJ  CONST_40  H191  C19  C18  C13   180.00   0.0  0
 8ZJ  CONST_41  H101  C10  C05  C04     0.00   0.0  0
 8ZJ  CONST_42  H091  C09  C10  C05   180.00   0.0  0
 8ZJ  CONST_43  H031  C03  C04  C05     0.00   0.0  0
 8ZJ  CONST_44  H071  C07  C06  C05   180.00   0.0  0
 8ZJ  CONST_45  H181  C18  C13  C12   180.00   0.0  0
 8ZJ  CONST_46  C16   N15  C14  C13   180.00   0.0  0
 8ZJ  CONST_47  H151  N15  C14  C13     0.00   0.0  0
 8ZJ  CONST_48  O17   C14  N15  C16     0.00   0.0  0
 8ZJ  Var_01    O17   C14  C13  C12    -3.76  30.0  3
 8ZJ  Var_02    H163  C16  N15  C14  -179.09  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
 8ZJ  plan-1  C10   0.020
 8ZJ  plan-1  C04   0.020
 8ZJ  plan-1  C05   0.020
 8ZJ  plan-1  C06   0.020
 8ZJ  plan-1  C07   0.020
 8ZJ  plan-1  C08   0.020
 8ZJ  plan-1  C09   0.020
 8ZJ  plan-1  H101  0.020
 8ZJ  plan-1  H061  0.020
 8ZJ  plan-1  H071  0.020
 8ZJ  plan-1  H081  0.020
 8ZJ  plan-1  H091  0.020
 8ZJ  plan-2  C13   0.020
 8ZJ  plan-2  O01   0.020
 8ZJ  plan-2  C02   0.020
 8ZJ  plan-2  C03   0.020
 8ZJ  plan-2  C04   0.020
 8ZJ  plan-2  C05   0.020
 8ZJ  plan-2  N11   0.020
 8ZJ  plan-2  C12   0.020
 8ZJ  plan-2  C18   0.020
 8ZJ  plan-2  C19   0.020
 8ZJ  plan-2  N20   0.020
 8ZJ  plan-2  H031  0.020
 8ZJ  plan-2  H181  0.020
 8ZJ  plan-2  H191  0.020
 8ZJ  plan-2  C14   0.020
 8ZJ  plan-3  C13   0.020
 8ZJ  plan-3  N15   0.020
 8ZJ  plan-3  C16   0.020
 8ZJ  plan-3  O17   0.020
 8ZJ  plan-3  H151  0.020
 8ZJ  plan-3  C14   0.020

