# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 07:33:07 2020
#   Inital geometry file: a 154 line input string
#   Ligand name: 2-(butylamino)-4-[(trans-4-hydroxycyclohexyl)amino]-N-(4-sulfamoylbenzyl)pyrimidine-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCNc1ncc(C(=O)NCc2ccc(cc2)[S](N)(=O)=O)c(N[C@@H]3CC[C@@H](O)CC3)n1
#
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
 4MH  4MH  2-(butylamino)-4-[(trans-4-hydroxycyclohexyl)amino]-N-(4-sulfamoylbenzyl)pyrimidine-5-carboxamide  ligand  65  33  .  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_4MH
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
 4MH  C01   C  CH3   0  -0.660   5.3354   7.5032   0.2356
 4MH  C02   C  CH2   0  -0.423   4.1149   6.6300  -0.0198
 4MH  C03   C  CH2   0  -0.463   4.4396   5.1434   0.0349
 4MH  C04   C  CH2   0  -0.231   3.2162   4.2782  -0.2231
 4MH  N05   N  NH1   0  -0.654   3.5748   2.8782  -0.1703
 4MH  C06   C  CR6   0   0.604   2.7013   1.8650  -0.2316
 4MH  N07   N  N     0  -0.495   1.3971   2.1781  -0.2894
 4MH  C08   C  CR16  0  -0.033   0.5741   1.1456  -0.2886
 4MH  C09   C  CR6   0  -0.291   0.9605  -0.1842  -0.2512
 4MH  C10   C  C     0   0.576  -0.0070  -1.2921  -0.2138
 4MH  O11   O  O     0  -0.517   0.2920  -2.4400  -0.5476
 4MH  N12   N  NH1   0  -0.657  -1.2547  -0.9926   0.2095
 4MH  C13   C  CH2   0  -0.322  -2.2878  -1.9972   0.3323
 4MH  C14   C  CR6   0   0.088  -3.6528  -1.3723   0.2329
 4MH  C15   C  CR16  0  -0.271  -4.0161  -0.6549  -0.9034
 4MH  C16   C  CR16  0  -0.223  -5.2771  -0.0912  -1.0139
 4MH  C17   C  CR6   0  -0.219  -6.1783  -0.2506   0.0290
 4MH  C18   C  CR16  0  -0.195  -5.8363  -0.9567   1.1741
 4MH  C19   C  CR16  0  -0.297  -4.5728  -1.5154   1.2675
 4MH  S20   S  S     0   1.360  -7.7812   0.4934  -0.0607
 4MH  O21   O  OS    0  -0.667  -8.0613   1.1840   1.1901
 4MH  O22   O  OS    0  -0.652  -7.8563   1.2553  -1.2999
 4MH  N23   N  NC2   0  -0.886  -8.7528  -0.8408  -0.0664
 4MH  C24   C  CR6   0   0.566   2.3782  -0.3985  -0.2764
 4MH  N25   N  NH1   0  -0.683   2.9005  -1.6249  -0.3416
 4MH  C26   C  CH1   0  -0.051   4.3125  -1.9368  -0.2676
 4MH  C27   C  CH2   0  -0.458   4.6053  -3.1709  -1.1154
 4MH  C28   C  CH2   0  -0.464   6.0792  -3.5540  -1.0406
 4MH  C29   C  CH1   0   0.086   6.5140  -3.7854   0.3979
 4MH  O30   O  OH1   0  -0.679   7.8826  -4.1366   0.3905
 4MH  C31   C  CH2   0  -0.483   6.2384  -2.5442   1.2399
 4MH  C32   C  CH2   0  -0.441   4.7646  -2.1563   1.1768
 4MH  N33   N  N     0  -0.529   3.2130   0.6350  -0.2341
 4MH  H011  H  HCH3  0   0.229   5.0806   8.5626   0.1938
 4MH  H012  H  HCH3  0   0.218   5.7668   7.3046   1.2183
 4MH  H013  H  HCH3  0   0.218   6.1120   7.3197  -0.5088
 4MH  H021  H  HCH2  0   0.218   3.3371   6.8597   0.7144
 4MH  H022  H  HCH2  0   0.218   3.6926   6.8729  -0.9992
 4MH  H031  H  HCH2  0   0.225   5.2139   4.9137  -0.7048
 4MH  H032  H  HCH2  0   0.227   4.8572   4.8936   1.0152
 4MH  H041  H  HCH2  0   0.229   2.4496   4.4898   0.5256
 4MH  H042  H  HCH2  0   0.223   2.7833   4.5296  -1.1973
 4MH  H051  H  HNH1  0   0.392   4.5512   2.6316  -0.1961
 4MH  H081  H  HCR6  0   0.257  -0.4801   1.4002  -0.3474
 4MH  H121  H  HNH1  0   0.406  -1.4070  -0.1303   0.7070
 4MH  H131  H  HCH2  0   0.273  -2.1610  -2.7255  -0.4691
 4MH  H132  H  HCH2  0   0.260  -2.1974  -2.5439   1.2755
 4MH  H151  H  HCR6  0   0.269  -3.3091  -0.5353  -1.7146
 4MH  H161  H  HCR6  0   0.283  -5.5468   0.4599  -1.9041
 4MH  H181  H  HCR6  0   0.287  -6.5414  -1.0779   1.9856
 4MH  H191  H  HCR6  0   0.271  -4.3003  -2.0672   2.1584
 4MH  H231  H  HNC2  0   0.420  -9.6999  -0.6142   0.2217
 4MH  H232  H  HNC2  0   0.416  -8.7593  -1.3207  -0.9606
 4MH  H251  H  HNH1  0   0.405   2.2389  -2.3877  -0.3890
 4MH  H261  H  HCH1  0   0.240   4.8679  -1.0916  -0.6804
 4MH  H271  H  HCH2  0   0.223   3.9907  -4.0082  -0.7636
 4MH  H272  H  HCH2  0   0.248   4.3202  -2.9845  -2.1529
 4MH  H281  H  HCH2  0   0.241   6.2587  -4.4508  -1.6382
 4MH  H282  H  HCH2  0   0.221   6.6885  -2.7530  -1.4739
 4MH  H291  H  HCH1  0   0.186   5.9094  -4.6115   0.8059
 4MH  H301  H  HOH1  0   0.446   8.1606  -4.2797   1.3005
 4MH  H311  H  HCH2  0   0.237   6.5289  -2.7225   2.2798
 4MH  H312  H  HCH2  0   0.220   6.8577  -1.7177   0.8732
 4MH  H321  H  HCH2  0   0.241   4.5868  -1.2523   1.7627
 4MH  H322  H  HCH2  0   0.218   4.1522  -2.9482   1.6219

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
 4MH  C01  C02   single    1.522  0.020  1.522
 4MH  C02  C03   single    1.523  0.020  1.523
 4MH  C03  C04   single    1.520  0.020  1.520
 4MH  C04  N05   single    1.446  0.020  1.446
 4MH  N05  C06   single    1.339  0.020  1.339
 4MH  C06  N07   aromatic  1.342  0.020  1.342
 4MH  C06  N33   aromatic  1.332  0.020  1.332
 4MH  N07  C08   aromatic  1.320  0.020  1.320
 4MH  C08  C09   aromatic  1.385  0.020  1.385
 4MH  C09  C10   single    1.471  0.020  1.471
 4MH  C09  C24   aromatic  1.434  0.020  1.434
 4MH  C10  O11   double    1.232  0.020  1.232
 4MH  C10  N12   single    1.351  0.020  1.351
 4MH  N12  C13   single    1.446  0.020  1.446
 4MH  C13  C14   single    1.505  0.020  1.505
 4MH  C14  C15   aromatic  1.392  0.020  1.392
 4MH  C14  C19   aromatic  1.392  0.020  1.392
 4MH  C15  C16   aromatic  1.386  0.020  1.386
 4MH  C16  C17   aromatic  1.387  0.020  1.387
 4MH  C17  C18   aromatic  1.388  0.020  1.388
 4MH  C17  S20   single    1.769  0.020  1.769
 4MH  C18  C19   aromatic  1.385  0.020  1.385
 4MH  S20  O21   double    1.456  0.020  1.456
 4MH  S20  O22   double    1.457  0.020  1.457
 4MH  S20  N23   single    1.650  0.020  1.650
 4MH  C24  N25   single    1.335  0.020  1.335
 4MH  C24  N33   aromatic  1.329  0.020  1.329
 4MH  N25  C26   single    1.448  0.020  1.448
 4MH  C26  C27   single    1.526  0.020  1.526
 4MH  C26  C32   single    1.529  0.020  1.529
 4MH  C27  C28   single    1.525  0.020  1.525
 4MH  C28  C29   single    1.520  0.020  1.520
 4MH  C29  O30   single    1.413  0.020  1.413
 4MH  C29  C31   single    1.525  0.020  1.525
 4MH  C31  C32   single    1.525  0.020  1.525
 4MH  C01  H011  single    0.970  0.020  1.090
 4MH  C01  H012  single    0.970  0.020  1.090
 4MH  C01  H013  single    0.970  0.020  1.090
 4MH  C02  H021  single    0.970  0.020  1.090
 4MH  C02  H022  single    0.970  0.020  1.090
 4MH  C03  H031  single    0.970  0.020  1.090
 4MH  C03  H032  single    0.970  0.020  1.090
 4MH  C04  H041  single    0.970  0.020  1.090
 4MH  C04  H042  single    0.970  0.020  1.090
 4MH  N05  H051  single    0.860  0.020  1.020
 4MH  C08  H081  single    0.930  0.020  1.080
 4MH  N12  H121  single    0.860  0.020  1.020
 4MH  C13  H131  single    0.970  0.020  1.090
 4MH  C13  H132  single    0.970  0.020  1.090
 4MH  C15  H151  single    0.930  0.020  1.080
 4MH  C16  H161  single    0.930  0.020  1.080
 4MH  C18  H181  single    0.930  0.020  1.080
 4MH  C19  H191  single    0.930  0.020  1.080
 4MH  N23  H231  single    0.890  0.020  1.040
 4MH  N23  H232  single    0.890  0.020  1.040
 4MH  N25  H251  single    0.860  0.020  1.020
 4MH  C26  H261  single    0.970  0.020  1.090
 4MH  C27  H271  single    0.970  0.020  1.090
 4MH  C27  H272  single    0.970  0.020  1.090
 4MH  C28  H281  single    0.970  0.020  1.090
 4MH  C28  H282  single    0.970  0.020  1.090
 4MH  C29  H291  single    0.970  0.020  1.090
 4MH  O30  H301  single    0.850  0.020  0.980
 4MH  C31  H311  single    0.970  0.020  1.090
 4MH  C31  H312  single    0.970  0.020  1.090
 4MH  C32  H321  single    0.970  0.020  1.090
 4MH  C32  H322  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
 4MH  H013  C01  H012  107.60  3.000
 4MH  H013  C01  H011  107.67  3.000
 4MH  H012  C01  H011  107.68  3.000
 4MH  H013  C01  C02   111.07  3.000
 4MH  H012  C01  C02   111.32  3.000
 4MH  H011  C01  C02   111.31  3.000
 4MH  H022  C02  H021  106.25  3.000
 4MH  H022  C02  C03   109.35  3.000
 4MH  H021  C02  C03   109.42  3.000
 4MH  H022  C02  C01   109.42  3.000
 4MH  H021  C02  C01   109.69  3.000
 4MH  C03   C02  C01   112.52  3.000
 4MH  H032  C03  H031  106.70  3.000
 4MH  H032  C03  C04   109.22  3.000
 4MH  H031  C03  C04   109.56  3.000
 4MH  H032  C03  C02   109.66  3.000
 4MH  H031  C03  C02   109.34  3.000
 4MH  C04   C03  C02   112.20  3.000
 4MH  H042  C04  H041  106.72  3.000
 4MH  H042  C04  N05   110.65  3.000
 4MH  H041  C04  N05   109.66  3.000
 4MH  H042  C04  C03   109.78  3.000
 4MH  H041  C04  C03   109.77  3.000
 4MH  N05   C04  C03   110.19  3.000
 4MH  H051  N05  C06   116.48  3.000
 4MH  H051  N05  C04   118.45  3.000
 4MH  C06   N05  C04   124.68  3.000
 4MH  N33   C06  N07   126.04  3.000
 4MH  N33   C06  N05   116.62  3.000
 4MH  N07   C06  N05   117.34  3.000
 4MH  C08   N07  C06   115.03  3.000
 4MH  H081  C08  C09   119.82  3.000
 4MH  H081  C08  N07   114.94  3.000
 4MH  C09   C08  N07   125.23  3.000
 4MH  C24   C09  C10   122.54  3.000
 4MH  C24   C09  C08   114.76  3.000
 4MH  C10   C09  C08   122.69  3.000
 4MH  N12   C10  O11   121.02  3.000
 4MH  N12   C10  C09   116.64  3.000
 4MH  O11   C10  C09   122.34  3.000
 4MH  H121  N12  C13   116.41  3.000
 4MH  H121  N12  C10   118.96  3.000
 4MH  C13   N12  C10   122.16  3.000
 4MH  H132  C13  H131  106.88  3.000
 4MH  H132  C13  C14   109.85  3.000
 4MH  H131  C13  C14   109.53  3.000
 4MH  H132  C13  N12   111.18  3.000
 4MH  H131  C13  N12   108.57  3.000
 4MH  C14   C13  N12   110.73  3.000
 4MH  C19   C14  C15   119.16  3.000
 4MH  C19   C14  C13   120.52  3.000
 4MH  C15   C14  C13   120.32  3.000
 4MH  H151  C15  C16   119.31  3.000
 4MH  H151  C15  C14   119.87  3.000
 4MH  C16   C15  C14   120.82  3.000
 4MH  H161  C16  C17   121.02  3.000
 4MH  H161  C16  C15   120.00  3.000
 4MH  C17   C16  C15   118.97  3.000
 4MH  S20   C17  C18   118.61  3.000
 4MH  S20   C17  C16   120.13  3.000
 4MH  C18   C17  C16   121.23  3.000
 4MH  H181  C18  C19   119.92  3.000
 4MH  H181  C18  C17   121.02  3.000
 4MH  C19   C18  C17   119.06  3.000
 4MH  H191  C19  C18   119.39  3.000
 4MH  H191  C19  C14   119.84  3.000
 4MH  C18   C19  C14   120.76  3.000
 4MH  N23   S20  O22   112.93  3.000
 4MH  N23   S20  O21   105.85  3.000
 4MH  O22   S20  O21   118.22  3.000
 4MH  N23   S20  C17   101.16  3.000
 4MH  O22   S20  C17   108.04  3.000
 4MH  O21   S20  C17   109.28  3.000
 4MH  H232  N23  H231  110.46  3.000
 4MH  H232  N23  S20   112.90  3.000
 4MH  H231  N23  S20   111.57  3.000
 4MH  N33   C24  N25   118.05  3.000
 4MH  N33   C24  C09   120.27  3.000
 4MH  N25   C24  C09   121.68  3.000
 4MH  H251  N25  C26   118.56  3.000
 4MH  H251  N25  C24   116.07  3.000
 4MH  C26   N25  C24   125.25  3.000
 4MH  H261  C26  C32   108.52  3.000
 4MH  H261  C26  C27   108.57  3.000
 4MH  C32   C26  C27   110.60  3.000
 4MH  H261  C26  N25   108.05  3.000
 4MH  C32   C26  N25   111.56  3.000
 4MH  C27   C26  N25   109.45  3.000
 4MH  H272  C27  H271  106.79  3.000
 4MH  H272  C27  C28   109.99  3.000
 4MH  H271  C27  C28   109.53  3.000
 4MH  H272  C27  C26   109.86  3.000
 4MH  H271  C27  C26   109.38  3.000
 4MH  C28   C27  C26   111.19  3.000
 4MH  H282  C28  H281  107.00  3.000
 4MH  H282  C28  C29   109.05  3.000
 4MH  H281  C28  C29   110.22  3.000
 4MH  H282  C28  C27   109.54  3.000
 4MH  H281  C28  C27   109.77  3.000
 4MH  C29   C28  C27   111.17  3.000
 4MH  H291  C29  C31   107.85  3.000
 4MH  H291  C29  O30   110.31  3.000
 4MH  C31   C29  O30   112.35  3.000
 4MH  H291  C29  C28   107.91  3.000
 4MH  C31   C29  C28   110.29  3.000
 4MH  O30   C29  C28   108.05  3.000
 4MH  H301  O30  C29   108.17  3.000
 4MH  H312  C31  H311  106.90  3.000
 4MH  H312  C31  C32   109.90  3.000
 4MH  H311  C31  C32   109.71  3.000
 4MH  H312  C31  C29   109.09  3.000
 4MH  H311  C31  C29   110.13  3.000
 4MH  C32   C31  C29   111.03  3.000
 4MH  H322  C32  H321  106.83  3.000
 4MH  H322  C32  C31   109.85  3.000
 4MH  H321  C32  C31   110.23  3.000
 4MH  H322  C32  C26   108.80  3.000
 4MH  H321  C32  C26   109.86  3.000
 4MH  C31   C32  C26   111.17  3.000
 4MH  C24   N33  C06   118.47  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
 4MH  CONST_01  C09   C08  N07  C06     0.00   0.0  0
 4MH  CONST_02  C09   C24  N33  C06     0.00   0.0  0
 4MH  CONST_03  C24   N33  C06  N07     0.00   0.0  0
 4MH  CONST_04  C24   C09  C08  N07     0.00   0.0  0
 4MH  CONST_05  N33   C06  N07  C08     0.00   0.0  0
 4MH  CONST_06  N33   C24  C09  C08     0.00   0.0  0
 4MH  CONST_07  C17   C16  C15  C14     0.00   0.0  0
 4MH  CONST_08  C17   C18  C19  C14     0.00   0.0  0
 4MH  CONST_09  C18   C19  C14  C15     0.00   0.0  0
 4MH  CONST_10  C18   C17  C16  C15     0.00   0.0  0
 4MH  CONST_11  C19   C14  C15  C16     0.00   0.0  0
 4MH  CONST_12  C19   C18  C17  C16     0.00   0.0  0
 4MH  CONST_13  C08   N07  C06  N05   180.00   0.0  0
 4MH  CONST_14  C24   N33  C06  N05   180.00   0.0  0
 4MH  CONST_15  N25   C24  N33  C06   180.00   0.0  0
 4MH  CONST_16  C10   C09  C08  N07   180.00   0.0  0
 4MH  CONST_17  N25   C24  C09  C08   180.00   0.0  0
 4MH  CONST_18  N33   C24  C09  C10   180.00   0.0  0
 4MH  CONST_19  C16   C15  C14  C13   180.00   0.0  0
 4MH  CONST_20  C18   C19  C14  C13   180.00   0.0  0
 4MH  CONST_21  S20   C17  C16  C15   180.00   0.0  0
 4MH  CONST_22  S20   C17  C18  C19   180.00   0.0  0
 4MH  CONST_23  C26   N25  C24  C09   180.00   0.0  0
 4MH  CONST_24  N33   C24  N25  C26     0.00   0.0  0
 4MH  CONST_25  H081  C08  N07  C06   180.00   0.0  0
 4MH  CONST_26  H161  C16  C15  C14   180.00   0.0  0
 4MH  CONST_27  H181  C18  C19  C14   180.00   0.0  0
 4MH  CONST_28  H191  C19  C14  C15   180.00   0.0  0
 4MH  CONST_29  H151  C15  C16  C17   180.00   0.0  0
 4MH  CONST_30  N07   C06  N05  C04     0.00   0.0  0
 4MH  CONST_31  N33   C06  N05  C04   180.00   0.0  0
 4MH  CONST_32  H051  N05  C06  N07   180.00   0.0  0
 4MH  CONST_33  H251  N25  C24  C09     0.00   0.0  0
 4MH  CONST_34  C13   N12  C10  C09   180.00   0.0  0
 4MH  CONST_36  C13   N12  C10  O11     0.00   0.0  0
 4MH  Var_01    C29   C28  C27  C26    56.64  30.0  1
 4MH  Var_02    C29   C31  C32  C26   -56.47  30.0  1
 4MH  Var_03    O11   C10  C09  C08   159.41  30.0  2
 4MH  Var_04    C15   C14  C13  N12    58.69  30.0  2
 4MH  Var_05    O21   S20  C17  C16  -132.40  30.0  2
 4MH  Var_06    C06   N05  C04  C03   173.44  30.0  3
 4MH  Var_07    C14   C13  N12  C10  -155.54  30.0  3
 4MH  Var_08    H231  N23  S20  C17   159.23  30.0  3
 4MH  Var_09    C04   C03  C02  C01  -179.92  30.0  3
 4MH  Var_10    N05   C04  C03  C02   179.60  30.0  3
 4MH  Var_11    H011  C01  C02  C03  -179.89  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 4MH  chir_01  C26  N25  C27  C32  positiv
 4MH  chir_02  C29  O30  C28  C31  positiv

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
 4MH  plan-1  N05   0.020
 4MH  plan-1  C06   0.020
 4MH  plan-1  N07   0.020
 4MH  plan-1  C08   0.020
 4MH  plan-1  C09   0.020
 4MH  plan-1  C10   0.020
 4MH  plan-1  C24   0.020
 4MH  plan-1  N25   0.020
 4MH  plan-1  N33   0.020
 4MH  plan-1  H081  0.020
 4MH  plan-2  C13   0.020
 4MH  plan-2  C14   0.020
 4MH  plan-2  C15   0.020
 4MH  plan-2  C16   0.020
 4MH  plan-2  C17   0.020
 4MH  plan-2  C18   0.020
 4MH  plan-2  C19   0.020
 4MH  plan-2  S20   0.020
 4MH  plan-2  H151  0.020
 4MH  plan-2  H161  0.020
 4MH  plan-2  H181  0.020
 4MH  plan-2  H191  0.020
 4MH  plan-3  C09   0.020
 4MH  plan-3  C10   0.020
 4MH  plan-3  O11   0.020
 4MH  plan-3  N12   0.020
 4MH  plan-3  C13   0.020
 4MH  plan-3  H121  0.020
 4MH  plan-4  C04   0.020
 4MH  plan-4  N05   0.020
 4MH  plan-4  C06   0.020
 4MH  plan-4  H051  0.020
 4MH  plan-5  C24   0.020
 4MH  plan-5  N25   0.020
 4MH  plan-5  C26   0.020
 4MH  plan-5  H251  0.020

