# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 24 10:37:05 2022
#   Inital geometry file: a 81 line input string
#   Ligand name: 3-[(1-methyl-1H-pyrazole-3-carbonyl)amino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1ccc(n1)C(=O)Nc2cccc(c2)C(O)=O
#
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
 W1M  W1M  '3-[(1-methyl-1H-pyrazole-3-carbonyl)amino]benzoic acid'  ligand  28  18  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_W1M
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
 W1M  N1   N  N      0  -0.279   3.5666   9.0042  -13.1065
 W1M  C4   C  C      0   0.500   2.0055   9.2291  -11.2793
 W1M  C5   C  CR6    0   0.406   0.7882   9.8607   -9.2040
 W1M  C6   C  CR16   0  -0.325   0.0187   8.7110   -9.0237
 W1M  C7   C  CR16   0  -0.233  -0.7541   8.5895   -7.8760
 W1M  C8   C  CR16   0  -0.310  -0.7776   9.5833   -6.9114
 W1M  C10  C  CR16   0  -0.412   0.7513  10.8631   -8.2331
 W1M  O2   O  O      0  -0.585   0.6431  12.8686   -6.3033
 W1M  O1   O  OC    -1  -0.586  -0.7041  11.6409   -5.0163
 W1M  C9   C  CR6    0  -0.084  -0.0207  10.7394   -7.0872
 W1M  N2   N  NH1    0  -0.764   1.6042  10.0978  -10.3179
 W1M  O    O  O      0  -0.460   1.6683   8.0599  -11.3358
 W1M  C3   C  CR5    0   0.171   2.9201   9.8198  -12.2849
 W1M  C2   C  CR15   0  -0.539   3.2497  11.1630  -12.5505
 W1M  C1   C  CR15   0   0.060   4.1423  11.0906  -13.5899
 W1M  N    N  NR5    0  -0.251   4.2959   9.7834  -13.8789
 W1M  C    C  CH3    0  -0.517   5.1555   9.2192  -14.8970
 W1M  H1   H  HCR6   0   0.273   0.0128   7.9196   -9.7545
 W1M  H2   H  HCR6   0   0.247  -1.3481   7.6939   -7.7420
 W1M  H3   H  HCR6   0   0.239  -1.3833   9.4669   -6.0231
 W1M  H4   H  HCR6   0   0.253   1.3421  11.7620   -8.3693
 W1M  H6   H  HNH1   0   0.423   2.0183  11.0172  -10.3365
 W1M  H7   H  HCR5   0   0.276   2.8868  12.0618  -12.0789
 W1M  H8   H  HCR5   0   0.298   4.6641  11.8601  -14.1356
 W1M  H9   H  HCH3   0   0.271   5.0262   8.1419  -14.8955
 W1M  H10  H  HCH3   0   0.264   4.8890   9.6107  -15.8764
 W1M  H11  H  HCH3   0   0.264   6.1970   9.4554  -14.6889
 W1M  C11  C  C      0   0.400  -0.0279  11.8527   -6.0401

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
 W1M  C    N    single    1.447  0.020  1.447
 W1M  C1   N    aromatic  1.348  0.020  1.348
 W1M  C1   C2   aromatic  1.372  0.020  1.372
 W1M  N    N1   aromatic  1.317  0.020  1.317
 W1M  C2   C3   aromatic  1.408  0.020  1.408
 W1M  N1   C3   aromatic  1.326  0.020  1.326
 W1M  C3   C4   single    1.482  0.020  1.482
 W1M  C4   O    double    1.218  0.020  1.218
 W1M  C4   N2   single    1.356  0.020  1.356
 W1M  N2   C5   single    1.401  0.020  1.401
 W1M  C6   C5   aromatic  1.395  0.020  1.395
 W1M  C6   C7   aromatic  1.389  0.020  1.389
 W1M  C5   C10  aromatic  1.396  0.020  1.396
 W1M  C7   C8   aromatic  1.385  0.020  1.385
 W1M  C10  C9   aromatic  1.387  0.020  1.387
 W1M  C8   C9   aromatic  1.393  0.020  1.393
 W1M  C9   C11  single    1.528  0.020  1.528
 W1M  C11  O2   deloc     1.246  0.020  1.246
 W1M  C11  O1   deloc     1.245  0.020  1.245
 W1M  C6   H1   single    0.930  0.020  1.080
 W1M  C7   H2   single    0.930  0.020  1.080
 W1M  C8   H3   single    0.930  0.020  1.080
 W1M  C10  H4   single    0.930  0.020  1.080
 W1M  N2   H6   single    0.860  0.020  1.020
 W1M  C2   H7   single    0.930  0.020  1.080
 W1M  C1   H8   single    0.930  0.020  1.080
 W1M  C    H9   single    0.970  0.020  1.090
 W1M  C    H10  single    0.970  0.020  1.090
 W1M  C    H11  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
 W1M  N    N1   C3   105.63  3.000
 W1M  C3   C4   O    121.46  3.000
 W1M  O    C4   N2   124.44  3.000
 W1M  C3   C4   N2   114.09  3.000
 W1M  N2   C5   C10  116.54  3.000
 W1M  C10  C5   C6   119.16  3.000
 W1M  N2   C5   C6   124.30  3.000
 W1M  H1   C6   C7   119.56  3.000
 W1M  H1   C6   C5   121.38  3.000
 W1M  C7   C6   C5   119.06  3.000
 W1M  H2   C7   C8   119.86  3.000
 W1M  H2   C7   C6   118.67  3.000
 W1M  C8   C7   C6   121.48  3.000
 W1M  H3   C8   C9   119.83  3.000
 W1M  H3   C8   C7   120.28  3.000
 W1M  C9   C8   C7   119.89  3.000
 W1M  H4   C10  C9   118.75  3.000
 W1M  H4   C10  C5   119.58  3.000
 W1M  C9   C10  C5   121.68  3.000
 W1M  C11  C9   C10  120.24  3.000
 W1M  C11  C9   C8   121.03  3.000
 W1M  C10  C9   C8   118.73  3.000
 W1M  H6   N2   C5   114.08  3.000
 W1M  H6   N2   C4   116.70  3.000
 W1M  C5   N2   C4   128.86  3.000
 W1M  C2   C3   C4   130.73  3.000
 W1M  C4   C3   N1   118.43  3.000
 W1M  C2   C3   N1   110.84  3.000
 W1M  H7   C2   C1   126.48  3.000
 W1M  H7   C2   C3   129.34  3.000
 W1M  C1   C2   C3   104.17  3.000
 W1M  H8   C1   N    121.91  3.000
 W1M  H8   C1   C2   131.35  3.000
 W1M  N    C1   C2   106.73  3.000
 W1M  C    N    C1   126.65  3.000
 W1M  C1   N    N1   112.63  3.000
 W1M  C    N    N1   120.71  3.000
 W1M  H11  C    H10  109.18  3.000
 W1M  H11  C    H9   109.23  3.000
 W1M  H10  C    H9   109.23  3.000
 W1M  H11  C    N    110.45  3.000
 W1M  H10  C    N    110.34  3.000
 W1M  H9   C    N    108.39  3.000
 W1M  C9   C11  O1   116.23  3.000
 W1M  O1   C11  O2   127.23  3.000
 W1M  C9   C11  O2   116.54  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
 W1M  CONST_01  C2   C1   N    N1     0.00   0.0  0
 W1M  CONST_02  C1   C2   C3   N1     0.00   0.0  0
 W1M  CONST_03  C8   C7   C6   C5     0.00   0.0  0
 W1M  CONST_04  C8   C9   C10  C5     0.00   0.0  0
 W1M  CONST_05  C9   C10  C5   C6     0.00   0.0  0
 W1M  CONST_06  C9   C8   C7   C6     0.00   0.0  0
 W1M  CONST_07  C10  C5   C6   C7     0.00   0.0  0
 W1M  CONST_08  C10  C9   C8   C7     0.00   0.0  0
 W1M  CONST_09  N    C1   C2   C3     0.00   0.0  0
 W1M  CONST_10  C1   N    N1   C3     0.00   0.0  0
 W1M  CONST_11  N    N1   C3   C2     0.00   0.0  0
 W1M  CONST_12  C1   C2   C3   C4   180.00   0.0  0
 W1M  CONST_13  N    N1   C3   C4   180.00   0.0  0
 W1M  CONST_14  C11  C9   C10  C5   180.00   0.0  0
 W1M  CONST_15  N2   C5   C6   C7   180.00   0.0  0
 W1M  CONST_16  C11  C9   C8   C7   180.00   0.0  0
 W1M  CONST_17  N2   C5   C10  C9   180.00   0.0  0
 W1M  CONST_18  C    N    N1   C3   180.00   0.0  0
 W1M  CONST_19  C    N    C1   C2   180.00   0.0  0
 W1M  CONST_20  H8   C1   N    N1   180.00   0.0  0
 W1M  CONST_21  H7   C2   C3   N1   180.00   0.0  0
 W1M  CONST_22  H2   C7   C6   C5   180.00   0.0  0
 W1M  CONST_23  H4   C10  C5   C6   180.00   0.0  0
 W1M  CONST_24  H3   C8   C7   C6   180.00   0.0  0
 W1M  CONST_25  H1   C6   C7   C8   180.00   0.0  0
 W1M  CONST_26  C3   C4   N2   C5   180.00   0.0  0
 W1M  CONST_27  C6   C5   N2   C4     0.00   0.0  0
 W1M  CONST_28  C10  C5   N2   C4   180.00   0.0  0
 W1M  CONST_29  H6   N2   C5   C6   180.00   0.0  0
 W1M  CONST_30  O    C4   N2   C5     0.00   0.0  0
 W1M  Var_01    O    C4   C3   N1   -12.40  30.0  2
 W1M  Var_02    O2   C11  C9   C8  -177.63  30.0  2
 W1M  Var_03    H9   C    N    N1     2.47  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
 W1M  plan-1  N1   0.020
 W1M  plan-1  C4   0.020
 W1M  plan-1  C3   0.020
 W1M  plan-1  C2   0.020
 W1M  plan-1  C1   0.020
 W1M  plan-1  N    0.020
 W1M  plan-1  C    0.020
 W1M  plan-1  H7   0.020
 W1M  plan-1  H8   0.020
 W1M  plan-2  C5   0.020
 W1M  plan-2  C6   0.020
 W1M  plan-2  C7   0.020
 W1M  plan-2  C8   0.020
 W1M  plan-2  C10  0.020
 W1M  plan-2  C9   0.020
 W1M  plan-2  N2   0.020
 W1M  plan-2  H1   0.020
 W1M  plan-2  H2   0.020
 W1M  plan-2  H3   0.020
 W1M  plan-2  H4   0.020
 W1M  plan-2  C11  0.020
 W1M  plan-3  C4   0.020
 W1M  plan-3  C5   0.020
 W1M  plan-3  N2   0.020
 W1M  plan-3  O    0.020
 W1M  plan-3  C3   0.020
 W1M  plan-3  H6   0.020
 W1M  plan-4  O2   0.020
 W1M  plan-4  O1   0.020
 W1M  plan-4  C9   0.020
 W1M  plan-4  C11  0.020

