# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 18:37:42 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: 5-azanyl-1-~{tert}-butyl-3-(3-methoxyphenyl)pyrazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(c1)c2nn(c(N)c2C(N)=O)C(C)(C)C
#
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
 M5W  M5W  5-azanyl-1-~{tert}-butyl-3-(3-methoxyphenyl)pyrazole-4-carboxamide  ligand  41  21  .  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_M5W
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
 M5W  C1   C  CH3   0  -0.436   5.4651   2.0735  -0.7329
 M5W  O2   O  O2    0  -0.474   4.0610   1.9383  -0.8171
 M5W  C3   C  CR6   0   0.401   3.4771   0.8965  -0.1926
 M5W  C4   C  CR16  0  -0.393   4.1663  -0.0698   0.5350
 M5W  C5   C  CR16  0  -0.232   3.4523  -1.1012   1.1369
 M5W  C6   C  CR16  0  -0.321   2.0772  -1.1880   1.0216
 M5W  C7   C  CR6   0   0.094   1.3842  -0.2210   0.2897
 M5W  C8   C  CR16  0  -0.395   2.0889   0.8155  -0.3084
 M5W  C9   C  CR5   0   0.307  -0.0811  -0.2492   0.1839
 M5W  N10  N  N     0  -0.309  -0.7539   0.8720   0.2702
 M5W  N11  N  NR5   0  -0.343  -2.0574   0.5496   0.1771
 M5W  C12  C  CR5   0   0.600  -2.2277  -0.7813   0.0262
 M5W  N13  N  NH2   0  -0.859  -3.4430  -1.3993  -0.0893
 M5W  C14  C  CR5   0  -0.383  -0.9548  -1.3533   0.0391
 M5W  C15  C  C     0   0.424  -0.6104  -2.7549  -0.2240
 M5W  N16  N  NH2   0  -0.820  -1.5000  -3.6679   0.2429
 M5W  O17  O  O     0  -0.473   0.3841  -3.0786  -0.8579
 M5W  C18  C  CT    0   0.041  -3.0804   1.6196   0.1966
 M5W  C19  C  CH3   0  -0.641  -3.7103   1.7449  -1.1928
 M5W  C20  C  CH3   0  -0.649  -4.1262   1.3204   1.2728
 M5W  C21  C  CH3   0  -0.643  -2.4080   2.9451   0.5467
 M5W  H1   H  HCH3  0   0.259   5.7246   2.9654  -1.2982
 M5W  H2   H  HCH3  0   0.228   5.8026   2.2004   0.2992
 M5W  H3   H  HCH3  0   0.227   5.9860   1.2174  -1.1695
 M5W  H4   H  HCR6  0   0.278   5.2414  -0.0368   0.6470
 M5W  H5   H  HCR6  0   0.258   3.9903  -1.8459   1.7092
 M5W  H6   H  HCR6  0   0.245   1.5451  -1.9879   1.5170
 M5W  H7   H  HCR6  0   0.254   1.5616   1.5708  -0.8781
 M5W  H8   H  HNH2  0   0.394  -3.3834  -2.3433  -0.4418
 M5W  H9   H  HNH2  0   0.397  -4.1665  -0.8874  -0.5673
 M5W  H10  H  HNH2  0   0.404  -2.0854  -3.4454   1.0320
 M5W  H11  H  HNH2  0   0.400  -1.2731  -4.6450   0.1387
 M5W  H12  H  HCH3  0   0.229  -4.2405   0.8482  -1.5145
 M5W  H13  H  HCH3  0   0.244  -4.4341   2.5598  -1.1985
 M5W  H14  H  HCH3  0   0.246  -2.9460   1.9638  -1.9391
 M5W  H15  H  HCH3  0   0.242  -3.6557   1.2548   2.2546
 M5W  H16  H  HCH3  0   0.241  -4.8517   2.1334   1.3025
 M5W  H17  H  HCH3  0   0.240  -4.6805   0.3994   1.1050
 M5W  H18  H  HCH3  0   0.242  -1.6621   3.2387  -0.1891
 M5W  H19  H  HCH3  0   0.237  -3.1773   3.7168   0.5752
 M5W  H20  H  HCH3  0   0.239  -1.9308   2.9108   1.5251

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
 M5W  N13  C12  single    1.368  0.020  1.368
 M5W  O17  C15  double    1.223  0.020  1.223
 M5W  C20  C18  single    1.530  0.020  1.530
 M5W  C12  C14  aromatic  1.396  0.020  1.396
 M5W  C12  N11  aromatic  1.350  0.020  1.350
 M5W  C19  C18  single    1.531  0.020  1.531
 M5W  C15  C14  single    1.467  0.020  1.467
 M5W  C15  N16  single    1.358  0.020  1.358
 M5W  C18  N11  single    1.480  0.020  1.480
 M5W  C18  C21  single    1.527  0.020  1.527
 M5W  C14  C9   aromatic  1.415  0.020  1.415
 M5W  N11  N10  aromatic  1.346  0.020  1.346
 M5W  C9   N10  aromatic  1.310  0.020  1.310
 M5W  C9   C7   single    1.469  0.020  1.469
 M5W  C1   O2   single    1.413  0.020  1.413
 M5W  C8   C7   aromatic  1.389  0.020  1.389
 M5W  C8   C3   aromatic  1.395  0.020  1.395
 M5W  C7   C6   aromatic  1.397  0.020  1.397
 M5W  O2   C3   single    1.348  0.020  1.348
 M5W  C3   C4   aromatic  1.392  0.020  1.392
 M5W  C6   C5   aromatic  1.383  0.020  1.383
 M5W  C4   C5   aromatic  1.391  0.020  1.391
 M5W  C1   H1   single    0.970  0.020  1.090
 M5W  C1   H2   single    0.970  0.020  1.090
 M5W  C1   H3   single    0.970  0.020  1.090
 M5W  C4   H4   single    0.930  0.020  1.080
 M5W  C5   H5   single    0.930  0.020  1.080
 M5W  C6   H6   single    0.930  0.020  1.080
 M5W  C8   H7   single    0.930  0.020  1.080
 M5W  N13  H8   single    0.890  0.020  1.040
 M5W  N13  H9   single    0.890  0.020  1.040
 M5W  N16  H10  single    0.890  0.020  1.040
 M5W  N16  H11  single    0.890  0.020  1.040
 M5W  C19  H12  single    0.970  0.020  1.090
 M5W  C19  H13  single    0.970  0.020  1.090
 M5W  C19  H14  single    0.970  0.020  1.090
 M5W  C20  H15  single    0.970  0.020  1.090
 M5W  C20  H16  single    0.970  0.020  1.090
 M5W  C20  H17  single    0.970  0.020  1.090
 M5W  C21  H18  single    0.970  0.020  1.090
 M5W  C21  H19  single    0.970  0.020  1.090
 M5W  C21  H20  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
 M5W  H3   C1   H2   108.71  3.000
 M5W  H3   C1   H1   108.73  3.000
 M5W  H2   C1   H1   108.78  3.000
 M5W  H3   C1   O2   112.01  3.000
 M5W  H2   C1   O2   111.97  3.000
 M5W  H1   C1   O2   106.54  3.000
 M5W  C3   O2   C1   118.48  3.000
 M5W  C8   C3   C4   119.71  3.000
 M5W  C4   C3   O2   124.35  3.000
 M5W  C8   C3   O2   115.94  3.000
 M5W  H4   C4   C5   119.21  3.000
 M5W  H4   C4   C3   121.67  3.000
 M5W  C5   C4   C3   119.12  3.000
 M5W  H5   C5   C6   119.69  3.000
 M5W  H5   C5   C4   118.93  3.000
 M5W  C6   C5   C4   121.38  3.000
 M5W  H6   C6   C7   120.54  3.000
 M5W  H6   C6   C5   119.85  3.000
 M5W  C7   C6   C5   119.59  3.000
 M5W  C9   C7   C8   119.29  3.000
 M5W  C8   C7   C6   119.38  3.000
 M5W  C9   C7   C6   121.28  3.000
 M5W  H7   C8   C7   120.00  3.000
 M5W  H7   C8   C3   119.18  3.000
 M5W  C7   C8   C3   120.82  3.000
 M5W  C14  C9   N10  110.93  3.000
 M5W  N10  C9   C7   119.39  3.000
 M5W  C14  C9   C7   129.64  3.000
 M5W  N11  N10  C9   106.72  3.000
 M5W  C18  N11  C12  128.81  3.000
 M5W  C18  N11  N10  119.68  3.000
 M5W  C12  N11  N10  111.47  3.000
 M5W  C14  C12  N13  128.74  3.000
 M5W  C14  C12  N11  106.73  3.000
 M5W  N13  C12  N11  124.52  3.000
 M5W  H9   N13  H8   110.61  3.000
 M5W  H9   N13  C12  116.66  3.000
 M5W  H8   N13  C12  113.54  3.000
 M5W  C15  C14  C12  127.16  3.000
 M5W  C15  C14  C9   128.22  3.000
 M5W  C12  C14  C9   104.14  3.000
 M5W  O17  C15  N16  122.22  3.000
 M5W  N16  C15  C14  115.28  3.000
 M5W  O17  C15  C14  122.46  3.000
 M5W  H11  N16  H10  115.19  3.000
 M5W  H11  N16  C15  117.95  3.000
 M5W  H10  N16  C15  120.11  3.000
 M5W  C21  C18  C20  108.03  3.000
 M5W  C21  C18  C19  108.55  3.000
 M5W  C20  C18  C19  111.91  3.000
 M5W  C21  C18  N11  109.03  3.000
 M5W  C19  C18  N11  109.36  3.000
 M5W  C20  C18  N11  109.89  3.000
 M5W  H14  C19  H13  108.17  3.000
 M5W  H14  C19  H12  107.69  3.000
 M5W  H13  C19  H12  106.89  3.000
 M5W  H14  C19  C18  110.45  3.000
 M5W  H13  C19  C18  109.84  3.000
 M5W  H12  C19  C18  113.61  3.000
 M5W  H17  C20  H16  107.25  3.000
 M5W  H17  C20  H15  107.93  3.000
 M5W  H16  C20  H15  107.91  3.000
 M5W  H17  C20  C18  113.91  3.000
 M5W  H16  C20  C18  109.16  3.000
 M5W  H15  C20  C18  110.49  3.000
 M5W  H20  C21  H19  107.94  3.000
 M5W  H20  C21  H18  108.40  3.000
 M5W  H19  C21  H18  108.09  3.000
 M5W  H20  C21  C18  111.81  3.000
 M5W  H19  C21  C18  108.04  3.000
 M5W  H18  C21  C18  112.40  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
 M5W  CONST_01  C9   C7   C8   C3    180.00   0.0  0
 M5W  CONST_02  C6   C7   C8   C3      0.00   0.0  0
 M5W  CONST_03  C6   C5   C4   C3      0.00   0.0  0
 M5W  CONST_04  C7   C8   C3   C4      0.00   0.0  0
 M5W  CONST_05  C7   C6   C5   C4      0.00   0.0  0
 M5W  CONST_06  C9   C7   C6   C5    180.00   0.0  0
 M5W  CONST_07  C8   C7   C6   C5      0.00   0.0  0
 M5W  CONST_08  C8   C3   C4   C5      0.00   0.0  0
 M5W  CONST_11  C12  C14  C9   C7    180.00   0.0  0
 M5W  CONST_12  N11  N10  C9   C7    180.00   0.0  0
 M5W  CONST_15  N11  C12  C14  C9      0.00   0.0  0
 M5W  CONST_16  C12  N11  N10  C9      0.00   0.0  0
 M5W  CONST_17  C14  C12  N11  N10     0.00   0.0  0
 M5W  CONST_18  C12  C14  C9   N10     0.00   0.0  0
 M5W  CONST_19  C14  C9   N10  N11     0.00   0.0  0
 M5W  CONST_20  C7   C8   C3   O2    180.00   0.0  0
 M5W  CONST_21  C5   C4   C3   O2    180.00   0.0  0
 M5W  CONST_22  C15  C14  C9   C7      0.00   0.0  0
 M5W  CONST_23  N13  C12  C14  C9    180.00   0.0  0
 M5W  CONST_24  C18  N11  N10  C9    180.00   0.0  0
 M5W  CONST_25  N13  C12  N11  N10   180.00   0.0  0
 M5W  CONST_26  C15  C14  C9   N10   180.00   0.0  0
 M5W  CONST_27  C15  C14  C12  N11   180.00   0.0  0
 M5W  CONST_28  C18  N11  C12  C14   180.00   0.0  0
 M5W  CONST_29  H5   C5   C4   C3    180.00   0.0  0
 M5W  CONST_30  H7   C8   C3   C4    180.00   0.0  0
 M5W  CONST_31  H6   C6   C5   C4    180.00   0.0  0
 M5W  CONST_32  H4   C4   C5   C6    180.00   0.0  0
 M5W  CONST_36  H11  N16  C15  C14   180.00   0.0  0
 M5W  Var_01    C8   C3   O2   C1    179.90  30.0  2
 M5W  Var_02    O17  C15  C14  C9    -29.92  30.0  2
 M5W  Var_03    C20  C18  N11  N10  -126.99  30.0  3
 M5W  Var_04    H1   C1   O2   C3    179.97  30.0  3
 M5W  Var_05    H15  C20  C18  N11    59.37  30.0  3
 M5W  Var_06    H12  C19  C18  N11    62.80  30.0  3
 M5W  Var_07    H18  C21  C18  N11    61.89  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
 M5W  plan-1  C7   0.020
 M5W  plan-1  C9   0.020
 M5W  plan-1  N10  0.020
 M5W  plan-1  N11  0.020
 M5W  plan-1  C12  0.020
 M5W  plan-1  N13  0.020
 M5W  plan-1  C14  0.020
 M5W  plan-1  C15  0.020
 M5W  plan-1  C18  0.020
 M5W  plan-2  O2   0.020
 M5W  plan-2  C3   0.020
 M5W  plan-2  C4   0.020
 M5W  plan-2  C5   0.020
 M5W  plan-2  C6   0.020
 M5W  plan-2  C7   0.020
 M5W  plan-2  C8   0.020
 M5W  plan-2  C9   0.020
 M5W  plan-2  H4   0.020
 M5W  plan-2  H5   0.020
 M5W  plan-2  H6   0.020
 M5W  plan-2  H7   0.020
 M5W  plan-3  C14  0.020
 M5W  plan-3  C15  0.020
 M5W  plan-3  N16  0.020
 M5W  plan-3  O17  0.020
 M5W  plan-3  H10  0.020
 M5W  plan-3  H11  0.020
 M5W  plan-4  C12  0.020
 M5W  plan-4  N13  0.020
 M5W  plan-4  H8   0.020
 M5W  plan-4  H9   0.020

