# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 18:48:38 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: N-butyl-4,6-dimethyl-N-{[2'-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl}pyrimidin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCN(Cc1ccc(cc1)c2ccccc2c3n[nH]nn3)c4nc(C)cc(C)n4
#
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
 46A  46A  N-butyl-4,6-dimethyl-N-{[2'-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl}pyrimidin-2-amine  ligand  58  31  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_46A
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
 46A  N1    N  N     0  -0.501   3.2650   1.3480  -1.4878
 46A  C5    C  CH2   0  -0.409   1.6442  -0.8203  -1.0207
 46A  C6    C  CR6   0   0.127   0.2826  -0.4132  -0.5171
 46A  C7    C  CR16  0  -0.283  -0.0327   0.9289  -0.3145
 46A  C8    C  CR16  0  -0.283  -1.2856   1.2982   0.1460
 46A  C10   C  CR16  0  -0.277  -1.9445  -1.0025   0.2152
 46A  C13   C  CR16  0  -0.298  -3.6509   1.5299   2.0794
 46A  C15   C  CR16  0  -0.255  -6.0500   1.4332   2.0760
 46A  C17   C  CR6   0   0.051  -4.7870   0.3166   0.3454
 46A  C28   C  CR16  0  -0.444   5.2098   2.6068  -0.9909
 46A  C     C  CH2   0  -0.425   3.9850  -3.3630   1.9782
 46A  C2    C  CH2   0  -0.417   3.8380  -2.4582   0.7619
 46A  C3    C  CH2   0  -0.293   2.9250  -1.2679   1.0354
 46A  N     N  NT    0  -0.489   2.7155  -0.4293  -0.1284
 46A  C9    C  CR6   0   0.038  -2.2626   0.3383   0.4101
 46A  C11   C  CR16  0  -0.301  -0.6869  -1.3701  -0.2408
 46A  C12   C  CR6   0   0.105  -3.5869   0.7386   0.9331
 46A  C14   C  CR16  0  -0.238  -4.8663   1.8783   2.6476
 46A  C16   C  CR16  0  -0.265  -6.0059   0.6599   0.9276
 46A  C18   C  CR5   0   0.255  -4.8062  -0.4486  -0.9042
 46A  N19   N  N     0  -0.308  -4.1087  -0.1341  -2.0122
 46A  N20   N  N     0  -0.067  -4.4248  -1.0125  -2.9039
 46A  N21   N  NR15  0  -0.236  -5.2797  -1.8103  -2.3409
 46A  N22   N  N     0  -0.247  -5.5593  -1.5144  -1.1010
 46A  C23   C  CR6   0   0.298   4.0919   2.3440  -1.7729
 46A  C25   C  CR6   0   0.626   3.5526   0.5953  -0.4205
 46A  N2    N  N     0  -0.493   4.6005   0.7787   0.3907
 46A  C27   C  CR6   0   0.293   5.4199   1.7817   0.1074
 46A  C29   C  CH3   0  -0.722   6.5783   1.9919   1.0302
 46A  C30   C  CH3   0  -0.721   3.7640   3.1761  -2.9716
 46A  C31   C  CH3   0  -0.659   4.8801  -4.5660   1.7134
 46A  H5    H  HCH2  0   0.263   1.6735  -1.9063  -1.1473
 46A  H5A   H  HCH2  0   0.277   1.8266  -0.3842  -2.0009
 46A  H7    H  HCR6  0   0.253   0.7036   1.6944  -0.5292
 46A  H8    H  HCR6  0   0.252  -1.5144   2.3480   0.2840
 46A  H10   H  HCR6  0   0.251  -2.6731  -1.7725   0.4386
 46A  H13   H  HCR6  0   0.261  -2.7298   1.8528   2.5482
 46A  H15   H  HCR6  0   0.265  -7.0039   1.6929   2.5148
 46A  H28   H  HCR6  0   0.257   5.8853   3.4178  -1.2239
 46A  H     H  HCH2  0   0.215   4.3913  -2.7849   2.8135
 46A  HA    H  HCH2  0   0.215   2.9965  -3.7064   2.2982
 46A  H2    H  HCH2  0   0.222   4.8208  -2.0921   0.4512
 46A  H2A   H  HCH2  0   0.215   3.4371  -3.0364  -0.0771
 46A  H3    H  HCH2  0   0.239   1.9438  -1.6225   1.3637
 46A  H3A   H  HCH2  0   0.246   3.3283  -0.6665   1.8488
 46A  H11   H  HCR6  0   0.252  -0.4567  -2.4203  -0.3779
 46A  H14   H  HCR6  0   0.264  -4.8874   2.4875   3.5415
 46A  H16   H  HCR6  0   0.264  -6.9283   0.3379   0.4616
 46A  H29   H  HCH3  0   0.258   6.2330   2.4054   1.9797
 46A  H29A  H  HCH3  0   0.252   7.0715   1.0453   1.2500
 46A  H29B  H  HCH3  0   0.245   7.3085   2.6802   0.6090
 46A  H30   H  HCH3  0   0.255   2.7743   3.6222  -2.8663
 46A  H30A  H  HCH3  0   0.245   4.4896   3.9738  -3.1166
 46A  H30B  H  HCH3  0   0.256   3.7442   2.5588  -3.8706
 46A  H31   H  HCH3  0   0.217   4.4808  -5.1867   0.9093
 46A  H31A  H  HCH3  0   0.217   5.8843  -4.2535   1.4212
 46A  H31B  H  HCH3  0   0.227   4.9743  -5.1941   2.5999
 46A  H27   H  HNR5  0   0.457  -5.6898  -2.5967  -2.8277

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
 46A  N1   C25   aromatic  1.337  0.020  1.337
 46A  C5   N     single    1.448  0.020  1.448
 46A  C5   H5    single    0.970  0.020  1.090
 46A  C5   H5A   single    0.970  0.020  1.090
 46A  C6   C5    single    1.508  0.020  1.508
 46A  C7   C6    aromatic  1.393  0.020  1.393
 46A  C7   H7    single    0.930  0.020  1.080
 46A  C8   C7    aromatic  1.385  0.020  1.385
 46A  C8   H8    single    0.930  0.020  1.080
 46A  C10  C11   aromatic  1.387  0.020  1.387
 46A  C10  H10   single    0.930  0.020  1.080
 46A  C13  H13   single    0.930  0.020  1.080
 46A  C15  C14   aromatic  1.388  0.020  1.388
 46A  C15  H15   single    0.930  0.020  1.080
 46A  C17  C12   aromatic  1.401  0.020  1.401
 46A  C28  C27   aromatic  1.390  0.020  1.390
 46A  C28  H28   single    0.930  0.020  1.080
 46A  C    C31   single    1.523  0.020  1.523
 46A  C    H     single    0.970  0.020  1.090
 46A  C    HA    single    0.970  0.020  1.090
 46A  C2   C     single    1.523  0.020  1.523
 46A  C2   H2    single    0.970  0.020  1.090
 46A  C2   H2A   single    0.970  0.020  1.090
 46A  C3   C2    single    1.525  0.020  1.525
 46A  C3   H3    single    0.970  0.020  1.090
 46A  C3   H3A   single    0.970  0.020  1.090
 46A  N    C3    single    1.450  0.020  1.450
 46A  C9   C8    aromatic  1.395  0.020  1.395
 46A  C9   C10   aromatic  1.392  0.020  1.392
 46A  C11  C6    aromatic  1.390  0.020  1.390
 46A  C11  H11   single    0.930  0.020  1.080
 46A  C12  C13   aromatic  1.394  0.020  1.394
 46A  C12  C9    single    1.479  0.020  1.479
 46A  C14  C13   aromatic  1.386  0.020  1.386
 46A  C14  H14   single    0.930  0.020  1.080
 46A  C16  C15   aromatic  1.385  0.020  1.385
 46A  C16  C17   aromatic  1.394  0.020  1.394
 46A  C16  H16   single    0.930  0.020  1.080
 46A  C18  C17   single    1.465  0.020  1.465
 46A  N19  C18   aromatic  1.346  0.020  1.346
 46A  N20  N19   aromatic  1.291  0.020  1.291
 46A  N20  N21   aromatic  1.298  0.020  1.298
 46A  N21  N22   aromatic  1.305  0.020  1.305
 46A  N22  C18   aromatic  1.320  0.020  1.320
 46A  C23  N1    aromatic  1.326  0.020  1.326
 46A  C23  C28   aromatic  1.389  0.020  1.389
 46A  C25  N     single    1.355  0.020  1.355
 46A  C25  N2    aromatic  1.338  0.020  1.338
 46A  C27  N2    aromatic  1.326  0.020  1.326
 46A  C27  C29   single    1.496  0.020  1.496
 46A  C29  H29   single    0.970  0.020  1.090
 46A  C29  H29A  single    0.970  0.020  1.090
 46A  C29  H29B  single    0.970  0.020  1.090
 46A  C30  C23   single    1.496  0.020  1.496
 46A  C30  H30   single    0.970  0.020  1.090
 46A  C30  H30A  single    0.970  0.020  1.090
 46A  C30  H30B  single    0.970  0.020  1.090
 46A  C31  H31   single    0.970  0.020  1.090
 46A  C31  H31A  single    0.970  0.020  1.090
 46A  C31  H31B  single    0.970  0.020  1.090
 46A  N21  H27   single    0.860  0.020  1.020

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
 46A  C25   N1   C23   117.42  3.000
 46A  H5A   C5   H5    106.81  3.000
 46A  H5A   C5   N     108.83  3.000
 46A  H5    C5   N     108.64  3.000
 46A  H5A   C5   C6    110.12  3.000
 46A  H5    C5   C6    109.33  3.000
 46A  N     C5   C6    112.92  3.000
 46A  C11   C6   C7    118.45  3.000
 46A  C11   C6   C5    120.69  3.000
 46A  C7    C6   C5    120.86  3.000
 46A  H7    C7   C8    119.49  3.000
 46A  C8    C7   C6    120.65  3.000
 46A  H7    C7   C6    119.86  3.000
 46A  H8    C8   C9    119.66  3.000
 46A  C9    C8   C7    120.87  3.000
 46A  H8    C8   C7    119.46  3.000
 46A  H10   C10  C11   119.28  3.000
 46A  H10   C10  C9    120.14  3.000
 46A  C11   C10  C9    120.56  3.000
 46A  H13   C13  C14   119.57  3.000
 46A  C14   C13  C12   121.32  3.000
 46A  H13   C13  C12   119.09  3.000
 46A  H15   C15  C16   119.90  3.000
 46A  C16   C15  C14   119.56  3.000
 46A  H15   C15  C14   120.54  3.000
 46A  C18   C17  C16   118.25  3.000
 46A  C18   C17  C12   121.74  3.000
 46A  C16   C17  C12   119.97  3.000
 46A  H28   C28  C27   121.42  3.000
 46A  H28   C28  C23   121.56  3.000
 46A  C27   C28  C23   117.02  3.000
 46A  HA    C    H     106.14  3.000
 46A  HA    C    C31   109.51  3.000
 46A  H     C    C31   109.38  3.000
 46A  HA    C    C2    109.44  3.000
 46A  H     C    C2    109.37  3.000
 46A  C31   C    C2    112.78  3.000
 46A  H2A   C2   H2    106.74  3.000
 46A  H2A   C2   C3    109.29  3.000
 46A  H2    C2   C3    109.13  3.000
 46A  C3    C2   C     112.23  3.000
 46A  H2A   C2   C     109.48  3.000
 46A  H2    C2   C     109.82  3.000
 46A  H3A   C3   H3    106.68  3.000
 46A  H3A   C3   N     109.50  3.000
 46A  H3    C3   N     107.39  3.000
 46A  N     C3   C2    113.21  3.000
 46A  H3A   C3   C2    110.08  3.000
 46A  H3    C3   C2    109.75  3.000
 46A  C25   N    C3    121.41  3.000
 46A  C25   N    C5    121.90  3.000
 46A  C3    N    C5    116.45  3.000
 46A  C12   C9   C10   121.00  3.000
 46A  C12   C9   C8    120.52  3.000
 46A  C10   C9   C8    118.45  3.000
 46A  H11   C11  C10   119.39  3.000
 46A  H11   C11  C6    119.59  3.000
 46A  C10   C11  C6    121.01  3.000
 46A  C9    C12  C17   122.48  3.000
 46A  C9    C12  C13   119.04  3.000
 46A  C17   C12  C13   118.45  3.000
 46A  H14   C14  C15   120.28  3.000
 46A  H14   C14  C13   119.82  3.000
 46A  C15   C14  C13   119.90  3.000
 46A  H16   C16  C17   119.48  3.000
 46A  H16   C16  C15   119.73  3.000
 46A  C17   C16  C15   120.77  3.000
 46A  N22   C18  N19   111.19  3.000
 46A  N22   C18  C17   123.80  3.000
 46A  N19   C18  C17   124.96  3.000
 46A  N20   N19  C18   106.42  3.000
 46A  N21   N20  N19   106.25  3.000
 46A  H27   N21  N22   123.13  3.000
 46A  H27   N21  N20   122.42  3.000
 46A  N22   N21  N20   114.45  3.000
 46A  N21   N22  C18   101.68  3.000
 46A  C30   C23  C28   121.49  3.000
 46A  C30   C23  N1    116.98  3.000
 46A  C28   C23  N1    121.53  3.000
 46A  N2    C25  N     117.19  3.000
 46A  N2    C25  N1    125.11  3.000
 46A  N     C25  N1    117.70  3.000
 46A  C27   N2   C25   117.28  3.000
 46A  C29   C27  N2    116.94  3.000
 46A  C29   C27  C28   121.42  3.000
 46A  N2    C27  C28   121.64  3.000
 46A  H29B  C29  H29A  108.89  3.000
 46A  H29B  C29  H29   108.01  3.000
 46A  H29A  C29  H29   107.27  3.000
 46A  H29B  C29  C27   111.70  3.000
 46A  H29A  C29  C27   110.66  3.000
 46A  H29   C29  C27   110.17  3.000
 46A  H30B  C30  H30A  108.49  3.000
 46A  H30B  C30  H30   107.13  3.000
 46A  H30A  C30  H30   108.55  3.000
 46A  H30B  C30  C23   110.47  3.000
 46A  H30A  C30  C23   111.62  3.000
 46A  H30   C30  C23   110.44  3.000
 46A  H31B  C31  H31A  107.64  3.000
 46A  H31B  C31  H31   107.63  3.000
 46A  H31A  C31  H31   107.59  3.000
 46A  H31B  C31  C     111.38  3.000
 46A  H31A  C31  C     111.18  3.000
 46A  H31   C31  C     111.24  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
 46A  CONST_01  C27  N2   C25  N1      0.00   0.0  0
 46A  CONST_02  C27  C28  C23  N1      0.00   0.0  0
 46A  CONST_03  C9   C8   C7   C6      0.00   0.0  0
 46A  CONST_04  C9   C10  C11  C6      0.00   0.0  0
 46A  CONST_05  C10  C11  C6   C7      0.00   0.0  0
 46A  CONST_06  C10  C9   C8   C7      0.00   0.0  0
 46A  CONST_07  C12  C9   C8   C7    180.00   0.0  0
 46A  CONST_08  C11  C6   C7   C8      0.00   0.0  0
 46A  CONST_09  C11  C10  C9   C8      0.00   0.0  0
 46A  CONST_14  C16  C17  C12  C13     0.00   0.0  0
 46A  CONST_15  C18  C17  C12  C13   180.00   0.0  0
 46A  CONST_16  C16  C15  C14  C13     0.00   0.0  0
 46A  CONST_17  C12  C13  C14  C15     0.00   0.0  0
 46A  CONST_18  C12  C17  C16  C15     0.00   0.0  0
 46A  CONST_19  C18  C17  C16  C15   180.00   0.0  0
 46A  CONST_20  C14  C13  C12  C17     0.00   0.0  0
 46A  CONST_21  C14  C15  C16  C17     0.00   0.0  0
 46A  CONST_22  N20  N19  C18  C17   180.00   0.0  0
 46A  CONST_23  N21  N22  C18  C17   180.00   0.0  0
 46A  CONST_24  C25  N2   C27  C28     0.00   0.0  0
 46A  CONST_25  C25  N1   C23  C28     0.00   0.0  0
 46A  CONST_26  C16  C17  C12  C9    180.00   0.0  0
 46A  CONST_27  C18  C17  C12  C9      0.00   0.0  0
 46A  CONST_28  C14  C13  C12  C9    180.00   0.0  0
 46A  CONST_29  C12  C9   C10  C11   180.00   0.0  0
 46A  CONST_34  N21  N20  N19  C18     0.00   0.0  0
 46A  CONST_35  N20  N21  N22  C18     0.00   0.0  0
 46A  CONST_36  N21  N22  C18  N19     0.00   0.0  0
 46A  CONST_37  N22  N21  N20  N19     0.00   0.0  0
 46A  CONST_38  N22  C18  N19  N20     0.00   0.0  0
 46A  CONST_39  N2   C25  N1   C23     0.00   0.0  0
 46A  CONST_40  N2   C27  C28  C23     0.00   0.0  0
 46A  CONST_41  C8   C7   C6   C5    180.00   0.0  0
 46A  CONST_42  C10  C11  C6   C5    180.00   0.0  0
 46A  CONST_43  C23  N1   C25  N     180.00   0.0  0
 46A  CONST_44  C27  N2   C25  N     180.00   0.0  0
 46A  CONST_45  C29  C27  C28  C23   180.00   0.0  0
 46A  CONST_46  C30  C23  N1   C25   180.00   0.0  0
 46A  CONST_47  C29  C27  N2   C25   180.00   0.0  0
 46A  CONST_48  C30  C23  C28  C27   180.00   0.0  0
 46A  CONST_49  H28  C28  C23  N1    180.00   0.0  0
 46A  CONST_50  H8   C8   C7   C6    180.00   0.0  0
 46A  CONST_51  H10  C10  C11  C6    180.00   0.0  0
 46A  CONST_52  H11  C11  C6   C7    180.00   0.0  0
 46A  CONST_53  H15  C15  C14  C13   180.00   0.0  0
 46A  CONST_54  H13  C13  C14  C15   180.00   0.0  0
 46A  CONST_55  H7   C7   C8   C9    180.00   0.0  0
 46A  CONST_56  H16  C16  C17  C12   180.00   0.0  0
 46A  CONST_57  H14  C14  C13  C12   180.00   0.0  0
 46A  CONST_58  H27  N21  N22  C18   180.00   0.0  0
 46A  CONST_59  C5   N    C25  N1      0.00   0.0  0
 46A  CONST_60  C3   N    C25  N1    180.00   0.0  0
 46A  CONST_61  N2   C25  N    C5    180.00   0.0  0
 46A  CONST_62  N2   C25  N    C3      0.00   0.0  0
 46A  Var_01    C25  N    C5   C6   -106.34  30.0  3
 46A  Var_02    N    C5   C6   C7     61.11  30.0  2
 46A  Var_03    H30  C30  C23  N1     58.37  30.0  2
 46A  Var_04    H29  C29  C27  C28   107.05  30.0  2
 46A  Var_05    N    C3   C2   C    -177.03  30.0  1
 46A  Var_06    C31  C    C2   C3    179.26  30.0  3
 46A  Var_07    H31  C31  C    C2    -60.28  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
 46A  plan-1  C17  0.020
 46A  plan-1  C18  0.020
 46A  plan-1  N19  0.020
 46A  plan-1  N20  0.020
 46A  plan-1  N21  0.020
 46A  plan-1  N22  0.020
 46A  plan-1  H27  0.020
 46A  plan-2  N1   0.020
 46A  plan-2  C28  0.020
 46A  plan-2  N    0.020
 46A  plan-2  C23  0.020
 46A  plan-2  C25  0.020
 46A  plan-2  N2   0.020
 46A  plan-2  C27  0.020
 46A  plan-2  C29  0.020
 46A  plan-2  C30  0.020
 46A  plan-2  H28  0.020
 46A  plan-3  C5   0.020
 46A  plan-3  C6   0.020
 46A  plan-3  C7   0.020
 46A  plan-3  C8   0.020
 46A  plan-3  C10  0.020
 46A  plan-3  C9   0.020
 46A  plan-3  C11  0.020
 46A  plan-3  C12  0.020
 46A  plan-3  H7   0.020
 46A  plan-3  H8   0.020
 46A  plan-3  H10  0.020
 46A  plan-3  H11  0.020
 46A  plan-4  C13  0.020
 46A  plan-4  C15  0.020
 46A  plan-4  C17  0.020
 46A  plan-4  C9   0.020
 46A  plan-4  C12  0.020
 46A  plan-4  C14  0.020
 46A  plan-4  C16  0.020
 46A  plan-4  C18  0.020
 46A  plan-4  H13  0.020
 46A  plan-4  H15  0.020
 46A  plan-4  H14  0.020
 46A  plan-4  H16  0.020
 46A  plan-5  C5   0.020
 46A  plan-5  C3   0.020
 46A  plan-5  N    0.020
 46A  plan-5  C25  0.020

