# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 16:28:28 2020
#   Inital geometry file: a 69 line input string
#   Ligand name: 3-(1,3-benzodioxol-5-yl)-1-methyl-1H-pyrazol-5-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nc(cc1N)c2ccc3OCOc3c2
#
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
 833  833  3-(1,3-benzodioxol-5-yl)-1-methyl-1H-pyrazol-5-amine  ligand  27  16  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_833
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
 833  C1    C  CR16  0  -0.397   0.9194   0.7989  -0.0385
 833  C2    C  CR6   0   0.047   0.1186  -0.3592   0.0136
 833  C3    C  CR16  0  -0.352   0.7205  -1.6135   0.0409
 833  C4    C  CR16  0  -0.321   2.1104  -1.7734   0.0179
 833  C5    C  CR56  0   0.286   2.8661  -0.6299  -0.0323
 833  C6    C  CR56  0   0.330   2.2771   0.6255  -0.0605
 833  O7    O  O     0  -0.488   3.2469   1.5731  -0.0844
 833  C8    C  CH2   0   0.068   4.4729   0.8813  -0.2780
 833  O9    O  O     0  -0.486   4.2146  -0.4960  -0.0383
 833  C10   C  CR5   0   0.304  -1.3412  -0.2322   0.0390
 833  C11   C  CR15  0  -0.601  -2.3048  -1.2603   0.0961
 833  C12   C  CR5   0   0.570  -3.5163  -0.5962   0.0999
 833  N13   N  NR5   0  -0.304  -3.2342   0.7212   0.0555
 833  N14   N  N     0  -0.343  -1.9149   0.9572   0.0040
 833  N15   N  NH2   0  -0.864  -4.8078  -1.0566   0.2120
 833  C16   C  CH3   0  -0.537  -4.1853   1.8031   0.0255
 833  H1    H  HCR6  0   0.265   0.4753   1.7851  -0.0564
 833  H3    H  HCR6  0   0.250   0.1060  -2.5031   0.0794
 833  H4    H  HCR6  0   0.273   2.5601  -2.7567   0.0433
 833  H8    H  HCH2  0   0.233   4.8205   1.0201  -1.3075
 833  H8A   H  HCH2  0   0.246   5.2184   1.2452   0.4289
 833  H11   H  HCR5  0   0.260  -2.1604  -2.3277   0.1266
 833  HN15  H  HNH2  0   0.390  -4.8774  -2.0568   0.1048
 833  HN1A  H  HNH2  0   0.389  -5.4779  -0.6024  -0.3924
 833  H16   H  HCH3  0   0.256  -4.9318   1.6728   0.8078
 833  H16A  H  HCH3  0   0.272  -3.6532   2.7326   0.2019
 833  H16B  H  HCH3  0   0.254  -4.6921   1.8661  -0.9385

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
 833  C1   C2    aromatic  1.409  0.020  1.409
 833  C1   C6    aromatic  1.369  0.020  1.369
 833  C2   C3    aromatic  1.392  0.020  1.392
 833  C2   C10   single    1.466  0.020  1.466
 833  C3   C4    aromatic  1.399  0.020  1.399
 833  C4   C5    aromatic  1.372  0.020  1.372
 833  C5   C6    aromatic  1.387  0.020  1.387
 833  C5   O9    single    1.355  0.020  1.355
 833  C6   O7    single    1.356  0.020  1.356
 833  O7   C8    single    1.421  0.020  1.421
 833  C8   O9    single    1.422  0.020  1.422
 833  C10  C11   aromatic  1.410  0.020  1.410
 833  C10  N14   aromatic  1.321  0.020  1.321
 833  C11  C12   aromatic  1.382  0.020  1.382
 833  C12  N13   aromatic  1.348  0.020  1.348
 833  C12  N15   single    1.376  0.020  1.376
 833  N13  N14   aromatic  1.341  0.020  1.341
 833  N13  C16   single    1.441  0.020  1.441
 833  C1   H1    single    0.930  0.020  1.080
 833  C3   H3    single    0.930  0.020  1.080
 833  C4   H4    single    0.930  0.020  1.080
 833  C8   H8    single    0.970  0.020  1.090
 833  C8   H8A   single    0.970  0.020  1.090
 833  C11  H11   single    0.930  0.020  1.080
 833  N15  HN15  single    0.890  0.020  1.040
 833  N15  HN1A  single    0.890  0.020  1.040
 833  C16  H16   single    0.970  0.020  1.090
 833  C16  H16A  single    0.970  0.020  1.090
 833  C16  H16B  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
 833  H1    C1   C6    121.50  3.000
 833  H1    C1   C2    121.10  3.000
 833  C6    C1   C2    117.40  3.000
 833  C10   C2   C3    120.58  3.000
 833  C10   C2   C1    119.70  3.000
 833  C3    C2   C1    119.72  3.000
 833  H3    C3   C4    118.09  3.000
 833  H3    C3   C2    119.74  3.000
 833  C4    C3   C2    122.17  3.000
 833  H4    C4   C5    121.99  3.000
 833  H4    C4   C3    121.10  3.000
 833  C5    C4   C3    116.91  3.000
 833  O9    C5   C6    109.45  3.000
 833  O9    C5   C4    129.11  3.000
 833  C6    C5   C4    121.42  3.000
 833  O7    C6   C5    109.22  3.000
 833  O7    C6   C1    128.39  3.000
 833  C5    C6   C1    122.38  3.000
 833  C8    O7   C6    106.21  3.000
 833  H8A   C8   H8    110.50  3.000
 833  H8A   C8   O9    109.78  3.000
 833  H8    C8   O9    109.81  3.000
 833  H8A   C8   O7    109.83  3.000
 833  H8    C8   O7    109.88  3.000
 833  O9    C8   O7    106.98  3.000
 833  C8    O9   C5    106.10  3.000
 833  N14   C10  C11   111.15  3.000
 833  N14   C10  C2    120.68  3.000
 833  C11   C10  C2    128.18  3.000
 833  H11   C11  C12   126.41  3.000
 833  H11   C11  C10   129.18  3.000
 833  C12   C11  C10   104.41  3.000
 833  N15   C12  N13   121.75  3.000
 833  N15   C12  C11   131.50  3.000
 833  N13   C12  C11   106.63  3.000
 833  C16   N13  N14   121.09  3.000
 833  C16   N13  C12   126.61  3.000
 833  N14   N13  C12   112.28  3.000
 833  N13   N14  C10   105.53  3.000
 833  HN1A  N15  HN15  109.67  3.000
 833  HN1A  N15  C12   115.06  3.000
 833  HN15  N15  C12   112.83  3.000
 833  H16B  C16  H16A  108.78  3.000
 833  H16B  C16  H16   108.86  3.000
 833  H16A  C16  H16   108.77  3.000
 833  H16B  C16  N13   111.62  3.000
 833  H16A  C16  N13   108.42  3.000
 833  H16   C16  N13   110.34  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
 833  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 833  CONST_02  C11   C10  C2   C1   180.00   0.0  0
 833  CONST_03  N14   C10  C2   C1     0.00   0.0  0
 833  CONST_04  C4    C5   C6   C1     0.00   0.0  0
 833  CONST_05  C5    C6   C1   C2     0.00   0.0  0
 833  CONST_06  C5    C4   C3   C2     0.00   0.0  0
 833  CONST_07  C12   C11  C10  C2   180.00   0.0  0
 833  CONST_08  N13   N14  C10  C2   180.00   0.0  0
 833  CONST_09  C6    C1   C2   C3     0.00   0.0  0
 833  CONST_10  C11   C10  C2   C3     0.00   0.0  0
 833  CONST_11  N14   C10  C2   C3   180.00   0.0  0
 833  CONST_12  C6    C5   C4   C3     0.00   0.0  0
 833  CONST_13  C10   C2   C3   C4   180.00   0.0  0
 833  CONST_14  C10   C2   C1   C6   180.00   0.0  0
 833  CONST_15  N13   C12  C11  C10    0.00   0.0  0
 833  CONST_16  C12   N13  N14  C10    0.00   0.0  0
 833  CONST_17  N13   N14  C10  C11    0.00   0.0  0
 833  CONST_18  N14   N13  C12  C11    0.00   0.0  0
 833  CONST_19  N14   C10  C11  C12    0.00   0.0  0
 833  CONST_20  N15   C12  C11  C10  180.00   0.0  0
 833  CONST_21  C16   N13  N14  C10  180.00   0.0  0
 833  CONST_22  C16   N13  C12  C11  180.00   0.0  0
 833  CONST_23  N15   C12  N13  N14  180.00   0.0  0
 833  CONST_24  H3    C3   C2   C1   180.00   0.0  0
 833  CONST_25  H4    C4   C3   C2   180.00   0.0  0
 833  CONST_26  H11   C11  C10  C2     0.00   0.0  0
 833  CONST_27  H1    C1   C2   C3   180.00   0.0  0
 833  CONST_28  HN15  N15  C12  C11    0.00   0.0  0
 833  Var_01    O7    C8   O9   C5    13.91  30.0  1
 833  Var_02    O9    C8   O7   C6   -13.93  30.0  1
 833  Var_03    H16   C16  N13  C12   49.25  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
 833  plan-1  C2    0.020
 833  plan-1  C10   0.020
 833  plan-1  C11   0.020
 833  plan-1  C12   0.020
 833  plan-1  N13   0.020
 833  plan-1  N14   0.020
 833  plan-1  N15   0.020
 833  plan-1  C16   0.020
 833  plan-1  H11   0.020
 833  plan-2  C1    0.020
 833  plan-2  C2    0.020
 833  plan-2  C3    0.020
 833  plan-2  C4    0.020
 833  plan-2  C5    0.020
 833  plan-2  C6    0.020
 833  plan-2  O7    0.020
 833  plan-2  O9    0.020
 833  plan-2  C10   0.020
 833  plan-2  H1    0.020
 833  plan-2  H3    0.020
 833  plan-2  H4    0.020
 833  plan-3  C12   0.020
 833  plan-3  N15   0.020
 833  plan-3  HN15  0.020
 833  plan-3  HN1A  0.020

