# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 21:25:58 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: 5-(2-aminopyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1H-pyrrole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(Cl)cc1c2[nH]c(cc2C(N)=O)c3ccnc(N)n3
#
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
 VVQ  VVQ  5-(2-aminopyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1H-pyrrole-3-carboxamide  ligand  37  23  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_VVQ
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
 VVQ  C16   C   CR16  0  -0.391  -3.0499  -1.8642   0.6031
 VVQ  C17   C   CR16  0  -0.021  -4.3232  -2.3995   0.6824
 VVQ  N18   N   N     0  -0.459  -5.4173  -1.7400   0.3425
 VVQ  C19   C   CR6   0   0.541  -5.2301  -0.4876  -0.0970
 VVQ  N21   N   NH2   0  -0.825  -6.3240   0.1957  -0.4850
 VVQ  N20   N   N     0  -0.493  -4.0544   0.1299  -0.2080
 VVQ  C15   C   CR6   0   0.251  -2.9667  -0.5518   0.1372
 VVQ  C11   C   CR5   0   0.322  -1.7062   0.1531  -0.0109
 VVQ  N7    N   NR15  0  -0.686  -0.4911  -0.3795   0.3267
 VVQ  C10   C   CR15  0  -0.375  -1.4716   1.4177  -0.4958
 VVQ  C9    C   CR5   0  -0.148  -0.0769   1.6462  -0.4419
 VVQ  C12   C   C     0   0.439   0.6734   2.8329  -0.8850
 VVQ  O13   O   O     0  -0.483   1.8656   2.9737  -0.6387
 VVQ  N14   N   NH2   0  -0.821  -0.0347   3.7523  -1.5669
 VVQ  C8    C   CR5   0   0.320   0.5025   0.4996   0.0856
 VVQ  C1    C   CR6   0   0.015   1.9039   0.1261   0.3453
 VVQ  C6    C   CR16  0  -0.235   2.5182  -0.7614  -0.5318
 VVQ  C5    C   CR6   0  -0.048   3.8247  -1.1603  -0.3034
 VVQ  CL    CL  CL    0  -0.134   4.5834  -2.2606  -1.4084
 VVQ  C4    C   CR16  0  -0.200   4.5261  -0.6934   0.7934
 VVQ  C3    C   CR16  0  -0.313   3.8965   0.1816   1.6674
 VVQ  C2    C   CR6   0   0.110   2.5867   0.6057   1.4690
 VVQ  C22   C   CH3   0  -0.749   1.9348   1.5447   2.4375
 VVQ  H16   H   HCR6  0   0.260  -2.1899  -2.4513   0.8890
 VVQ  H17   H   HCR6  0   0.272  -4.4636  -3.4145   1.0387
 VVQ  H211  H   HNH2  0   0.395  -7.2313  -0.1707  -0.2558
 VVQ  H212  H   HNH2  0   0.395  -6.2522   1.1865  -0.6367
 VVQ  H7    H   HNR5  0   0.422  -0.3378  -1.2931   0.7252
 VVQ  H10   H   HCR5  0   0.258  -2.2401   2.0915  -0.8409
 VVQ  H141  H   HNH2  0   0.408  -0.9722   3.5848  -1.8868
 VVQ  H142  H   HNH2  0   0.402   0.4334   4.5619  -1.9393
 VVQ  H6    H   HCR6  0   0.278   1.9788  -1.1283  -1.3953
 VVQ  H4    H   HCR6  0   0.280   5.5455  -1.0064   0.9735
 VVQ  H3    H   HCR6  0   0.262   4.4445   0.5406   2.5297
 VVQ  H221  H   HCH3  0   0.246   0.9647   1.1728   2.7692
 VVQ  H222  H   HCH3  0   0.251   2.5563   1.6922   3.3193
 VVQ  H223  H   HCH3  0   0.257   1.7669   2.5181   1.9770

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
 VVQ  C16  C17   aromatic  1.383  0.020  1.383
 VVQ  C16  C15   aromatic  1.395  0.020  1.395
 VVQ  C17  N18   aromatic  1.322  0.020  1.322
 VVQ  N18  C19   aromatic  1.340  0.020  1.340
 VVQ  C19  N21   single    1.347  0.020  1.347
 VVQ  C19  N20   aromatic  1.333  0.020  1.333
 VVQ  N20  C15   aromatic  1.329  0.020  1.329
 VVQ  C15  C11   single    1.452  0.020  1.452
 VVQ  C11  N7    aromatic  1.369  0.020  1.369
 VVQ  C11  C10   aromatic  1.375  0.020  1.375
 VVQ  N7   C8    aromatic  1.348  0.020  1.348
 VVQ  C10  C9    aromatic  1.414  0.020  1.414
 VVQ  C9   C12   single    1.472  0.020  1.472
 VVQ  C9   C8    aromatic  1.389  0.020  1.389
 VVQ  C12  O13   double    1.225  0.020  1.225
 VVQ  C12  N14   single    1.346  0.020  1.346
 VVQ  C8   C1    single    1.473  0.020  1.473
 VVQ  C1   C6    aromatic  1.391  0.020  1.391
 VVQ  C1   C2    aromatic  1.400  0.020  1.400
 VVQ  C6   C5    aromatic  1.385  0.020  1.385
 VVQ  C5   CL    single    1.734  0.020  1.734
 VVQ  C5   C4    aromatic  1.383  0.020  1.383
 VVQ  C4   C3    aromatic  1.388  0.020  1.388
 VVQ  C3   C2    aromatic  1.391  0.020  1.391
 VVQ  C2   C22   single    1.498  0.020  1.498
 VVQ  C16  H16   single    0.930  0.020  1.080
 VVQ  C17  H17   single    0.930  0.020  1.080
 VVQ  N21  H211  single    0.890  0.020  1.040
 VVQ  N21  H212  single    0.890  0.020  1.040
 VVQ  N7   H7    single    0.860  0.020  1.020
 VVQ  C10  H10   single    0.930  0.020  1.080
 VVQ  N14  H141  single    0.860  0.020  1.020
 VVQ  N14  H142  single    0.860  0.020  1.020
 VVQ  C6   H6    single    0.930  0.020  1.080
 VVQ  C4   H4    single    0.930  0.020  1.080
 VVQ  C3   H3    single    0.930  0.020  1.080
 VVQ  C22  H221  single    0.970  0.020  1.090
 VVQ  C22  H222  single    0.970  0.020  1.090
 VVQ  C22  H223  single    0.970  0.020  1.090

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
 VVQ  H16   C16  C15   123.53  3.000
 VVQ  H16   C16  C17   120.49  3.000
 VVQ  C15   C16  C17   115.98  3.000
 VVQ  H17   C17  N18   116.36  3.000
 VVQ  H17   C17  C16   120.00  3.000
 VVQ  N18   C17  C16   123.64  3.000
 VVQ  C19   N18  C17   115.78  3.000
 VVQ  N20   C19  N21   117.23  3.000
 VVQ  N20   C19  N18   125.69  3.000
 VVQ  N21   C19  N18   117.07  3.000
 VVQ  H212  N21  H211  117.28  3.000
 VVQ  H212  N21  C19   119.05  3.000
 VVQ  H211  N21  C19   118.86  3.000
 VVQ  C15   N20  C19   117.56  3.000
 VVQ  C11   C15  N20   115.78  3.000
 VVQ  C11   C15  C16   122.86  3.000
 VVQ  N20   C15  C16   121.35  3.000
 VVQ  C10   C11  N7    107.06  3.000
 VVQ  C10   C11  C15   129.12  3.000
 VVQ  N7    C11  C15   123.82  3.000
 VVQ  H7    N7   C8    123.31  3.000
 VVQ  H7    N7   C11   125.79  3.000
 VVQ  C8    N7   C11   110.88  3.000
 VVQ  H10   C10  C9    127.87  3.000
 VVQ  H10   C10  C11   124.46  3.000
 VVQ  C9    C10  C11   107.67  3.000
 VVQ  C8    C9   C12   124.55  3.000
 VVQ  C8    C9   C10   107.01  3.000
 VVQ  C12   C9   C10   128.41  3.000
 VVQ  N14   C12  O13   122.36  3.000
 VVQ  N14   C12  C9    115.78  3.000
 VVQ  O13   C12  C9    121.86  3.000
 VVQ  H142  N14  H141  116.76  3.000
 VVQ  H142  N14  C12   119.48  3.000
 VVQ  H141  N14  C12   122.58  3.000
 VVQ  C1    C8   C9    132.31  3.000
 VVQ  C1    C8   N7    120.28  3.000
 VVQ  C9    C8   N7    107.38  3.000
 VVQ  C2    C1   C6    120.63  3.000
 VVQ  C2    C1   C8    121.24  3.000
 VVQ  C6    C1   C8    118.08  3.000
 VVQ  H6    C6   C5    120.28  3.000
 VVQ  H6    C6   C1    119.96  3.000
 VVQ  C5    C6   C1    119.76  3.000
 VVQ  C4    C5   CL    119.85  3.000
 VVQ  C4    C5   C6    120.80  3.000
 VVQ  CL    C5   C6    119.36  3.000
 VVQ  H4    C4   C3    120.35  3.000
 VVQ  H4    C4   C5    120.82  3.000
 VVQ  C3    C4   C5    118.83  3.000
 VVQ  H3    C3   C2    119.27  3.000
 VVQ  H3    C3   C4    118.74  3.000
 VVQ  C2    C3   C4    121.98  3.000
 VVQ  C22   C2   C3    120.58  3.000
 VVQ  C22   C2   C1    121.43  3.000
 VVQ  C3    C2   C1    118.00  3.000
 VVQ  H223  C22  H222  108.01  3.000
 VVQ  H223  C22  H221  107.22  3.000
 VVQ  H222  C22  H221  107.91  3.000
 VVQ  H223  C22  C2    110.72  3.000
 VVQ  H222  C22  C2    111.10  3.000
 VVQ  H221  C22  C2    111.71  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
 VVQ  CONST_01  C19   N18  C17  C16    0.00   0.0  0
 VVQ  CONST_02  C19   N20  C15  C16    0.00   0.0  0
 VVQ  CONST_03  N7    C11  C15  C16    0.00   0.0  0
 VVQ  CONST_04  C10   C11  C15  C16  180.00   0.0  0
 VVQ  CONST_05  N20   C15  C16  C17    0.00   0.0  0
 VVQ  CONST_06  C11   C15  C16  C17  180.00   0.0  0
 VVQ  CONST_07  N20   C19  N18  C17    0.00   0.0  0
 VVQ  CONST_08  C15   C16  C17  N18    0.00   0.0  0
 VVQ  CONST_09  C15   N20  C19  N18    0.00   0.0  0
 VVQ  CONST_10  C11   C15  N20  C19  180.00   0.0  0
 VVQ  CONST_11  N7    C11  C15  N20  180.00   0.0  0
 VVQ  CONST_12  C10   C11  C15  N20    0.00   0.0  0
 VVQ  CONST_13  C8    N7   C11  C15  180.00   0.0  0
 VVQ  CONST_14  C9    C10  C11  C15  180.00   0.0  0
 VVQ  CONST_15  C9    C8   N7   C11    0.00   0.0  0
 VVQ  CONST_16  C1    C8   N7   C11  180.00   0.0  0
 VVQ  CONST_17  C8    C9   C10  C11    0.00   0.0  0
 VVQ  CONST_18  C9    C10  C11  N7     0.00   0.0  0
 VVQ  CONST_19  C10   C9   C8   N7     0.00   0.0  0
 VVQ  CONST_22  C8    N7   C11  C10    0.00   0.0  0
 VVQ  CONST_23  C1    C8   C9   C10  180.00   0.0  0
 VVQ  CONST_26  C5    C6   C1   C8   180.00   0.0  0
 VVQ  CONST_27  C3    C2   C1   C8   180.00   0.0  0
 VVQ  CONST_28  C4    C5   C6   C1     0.00   0.0  0
 VVQ  CONST_29  C4    C3   C2   C1     0.00   0.0  0
 VVQ  CONST_30  C3    C2   C1   C6     0.00   0.0  0
 VVQ  CONST_31  C3    C4   C5   C6     0.00   0.0  0
 VVQ  CONST_32  C2    C1   C6   C5     0.00   0.0  0
 VVQ  CONST_33  C2    C3   C4   C5     0.00   0.0  0
 VVQ  CONST_34  N21   C19  N18  C17  180.00   0.0  0
 VVQ  CONST_35  C15   N20  C19  N21  180.00   0.0  0
 VVQ  CONST_36  C12   C9   C10  C11  180.00   0.0  0
 VVQ  CONST_37  C12   C9   C8   N7   180.00   0.0  0
 VVQ  CONST_38  C1    C8   C9   C12    0.00   0.0  0
 VVQ  CONST_39  C22   C2   C1   C8     0.00   0.0  0
 VVQ  CONST_40  CL    C5   C6   C1   180.00   0.0  0
 VVQ  CONST_41  C22   C2   C1   C6   180.00   0.0  0
 VVQ  CONST_42  C3    C4   C5   CL   180.00   0.0  0
 VVQ  CONST_43  C22   C2   C3   C4   180.00   0.0  0
 VVQ  CONST_44  H16   C16  C17  N18  180.00   0.0  0
 VVQ  CONST_45  H17   C17  N18  C19  180.00   0.0  0
 VVQ  CONST_46  H7    N7   C11  C15    0.00   0.0  0
 VVQ  CONST_47  H10   C10  C11  C15    0.00   0.0  0
 VVQ  CONST_48  H6    C6   C1   C8     0.00   0.0  0
 VVQ  CONST_49  H3    C3   C2   C1   180.00   0.0  0
 VVQ  CONST_50  H4    C4   C5   C6   180.00   0.0  0
 VVQ  CONST_51  H211  N21  C19  N18    0.00   0.0  0
 VVQ  CONST_52  H212  N21  C19  N18  180.00   0.0  0
 VVQ  CONST_53  H141  N14  C12  C9     0.00   0.0  0
 VVQ  CONST_54  H142  N14  C12  C9   180.00   0.0  0
 VVQ  Var_01    O13   C12  C9   C10  171.15  30.0  2
 VVQ  Var_02    H221  C22  C2   C1    50.95  30.0  2

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
 VVQ  plan-1  C15   0.020
 VVQ  plan-1  C11   0.020
 VVQ  plan-1  N7    0.020
 VVQ  plan-1  C10   0.020
 VVQ  plan-1  C9    0.020
 VVQ  plan-1  C12   0.020
 VVQ  plan-1  C8    0.020
 VVQ  plan-1  C1    0.020
 VVQ  plan-1  H7    0.020
 VVQ  plan-1  H10   0.020
 VVQ  plan-2  C16   0.020
 VVQ  plan-2  C17   0.020
 VVQ  plan-2  N18   0.020
 VVQ  plan-2  C19   0.020
 VVQ  plan-2  N21   0.020
 VVQ  plan-2  N20   0.020
 VVQ  plan-2  C15   0.020
 VVQ  plan-2  C11   0.020
 VVQ  plan-2  H16   0.020
 VVQ  plan-2  H17   0.020
 VVQ  plan-3  C8    0.020
 VVQ  plan-3  C1    0.020
 VVQ  plan-3  C6    0.020
 VVQ  plan-3  C5    0.020
 VVQ  plan-3  CL    0.020
 VVQ  plan-3  C4    0.020
 VVQ  plan-3  C3    0.020
 VVQ  plan-3  C2    0.020
 VVQ  plan-3  C22   0.020
 VVQ  plan-3  H6    0.020
 VVQ  plan-3  H4    0.020
 VVQ  plan-3  H3    0.020
 VVQ  plan-4  C9    0.020
 VVQ  plan-4  C12   0.020
 VVQ  plan-4  O13   0.020
 VVQ  plan-4  N14   0.020
 VVQ  plan-4  H141  0.020
 VVQ  plan-4  H142  0.020
 VVQ  plan-5  C19   0.020
 VVQ  plan-5  N21   0.020
 VVQ  plan-5  H211  0.020
 VVQ  plan-5  H212  0.020

