# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 22 16:48:10 2019
#
#   Inital geometry file: a 90 line input string
#   Ligand name: N~5~-(N-butylcarbamimidoyl)-L-ornithine
#   Quantum optimisation: True
#   Method: AM1
#   Random seed: 3628800
#   SMILES string: CCCCNC(=N)NCCC[C@H](N)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
BWV        BWV 'N~5~-(N-butylcarbamimidoyl)-L-ornithine' ligand 37 16 .
2019-03-22 2019-03-22
;
CIF prepared directly in eLBOW
;
#
data_comp_BWV
#
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
BWV         N      N   NH2    0  -0.326   -4.1974    1.9955    0.4537
BWV         CA     C   CH1    0  -0.131   -4.2376    0.6751   -0.1632
BWV         C      C   C      0   0.308   -5.5254   -0.1537    0.1661
BWV         O      O   O      0  -0.583   -6.4194    0.3957    0.8707
BWV         CB     C   CH2    0  -0.142   -3.0196   -0.1862    0.1724
BWV         CG     C   CH2    0  -0.162   -1.7405    0.3885   -0.3963
BWV         CD     C   CH2    0  -0.067   -0.5698   -0.5492   -0.0990
BWV         NE     N   NH1    0  -0.328    0.6918   -0.0664   -0.6247
BWV         CZ     C   C      0   0.159    1.8905   -0.6562   -0.0968
BWV         NH1    N   N      0  -0.360    1.9939   -1.8577    0.4177
BWV         NH2    N   NH1    0  -0.281    3.0578    0.1902   -0.1993
BWV         C01    C   CH2    0  -0.168    5.5075    0.5338   -0.1690
BWV         C02    C   CH2    0  -0.052    4.3403   -0.4214    0.0863
BWV         C03    C   CH2    0  -0.158    6.8131   -0.1392    0.1978
BWV         C04    C   CH3    0  -0.210    7.9889    0.7709   -0.0474
BWV         H1     H   HNH2   0   0.140   -5.1153    2.3976    0.3505
BWV         H2     H   HNH2   0   0.113   -4.0544    1.8793    1.4419
BWV         H4     H   HCH1   0   0.081   -4.2507    0.8457   -1.2796
BWV         H6     H   HCH2   0   0.067   -2.9232   -0.3004    1.2834
BWV         H7     H   HCH2   0   0.112   -3.2109   -1.2070   -0.2565
BWV         H8     H   HCH2   0   0.085   -1.8507    0.5245   -1.5037
BWV         H9     H   HCH2   0   0.083   -1.5459    1.3990    0.0492
BWV         H10    H   HCH2   0   0.065   -0.5195   -0.7091    1.0184
BWV         H11    H   HCH2   0   0.092   -0.7749   -1.5505   -0.5760
BWV         H12    H   HNH1   0   0.191    0.7178    0.9315   -0.6893
BWV         H13    H   H      0   0.152    1.1336   -2.3450    0.5413
BWV         H14    H   HNH1   0   0.176    3.0760    0.6847   -1.0715
BWV         H15    H   HCH2   0   0.073    5.5324    0.8366   -1.2487
BWV         H16    H   HCH2   0   0.090    5.3822    1.4683    0.4379
BWV         H17    H   HCH2   0   0.108    4.3407   -0.7205    1.1731
BWV         H18    H   HCH2   0   0.071    4.5092   -1.3591   -0.5201
BWV         H19    H   HCH2   0   0.083    6.7875   -0.4395    1.2788
BWV         H20    H   HCH2   0   0.080    6.9323   -1.0797   -0.4028
BWV         H21    H   HCH3   0   0.068    8.9410    0.2585    0.2320
BWV         H22    H   HCH3   0   0.070    8.0467    1.0595   -1.1248
BWV         H23    H   HCH3   0   0.072    7.8987    1.7039    0.5599
BWV         O1     O   OC    -1  -0.570   -5.6044   -1.3191   -0.3108
#
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
BWV   NH1     CZ    double        1.311 0.020     1.311
BWV   CZ      NH2   single        1.446 0.020     1.446
BWV   CZ      NE    single        1.436 0.020     1.436
BWV   NH2     C02   single        1.449 0.020     1.449
BWV   O       C     deloc         1.264 0.020     1.264
BWV   CD      NE    single        1.450 0.020     1.450
BWV   CD      CG    single        1.529 0.020     1.529
BWV   CB      CG    single        1.513 0.020     1.513
BWV   CB      CA    single        1.529 0.020     1.529
BWV   C01     C02   single        1.530 0.020     1.530
BWV   C01     C03   single        1.514 0.020     1.514
BWV   C       CA    single        1.566 0.020     1.566
BWV   CA      N     single        1.458 0.020     1.458
BWV   C04     C03   single        1.507 0.020     1.507
BWV   N       H1    single        0.890 0.020     1.040
BWV   N       H2    single        0.890 0.020     1.040
BWV   CA      H4    single        0.970 0.020     1.090
BWV   CB      H6    single        0.970 0.020     1.090
BWV   CB      H7    single        0.970 0.020     1.090
BWV   CG      H8    single        0.970 0.020     1.090
BWV   CG      H9    single        0.970 0.020     1.090
BWV   CD      H10   single        0.970 0.020     1.090
BWV   CD      H11   single        0.970 0.020     1.090
BWV   NE      H12   single        0.890 0.020     1.040
BWV   NH1     H13   single        0.890 0.020     1.040
BWV   NH2     H14   single        0.890 0.020     1.040
BWV   C01     H15   single        0.970 0.020     1.090
BWV   C01     H16   single        0.970 0.020     1.090
BWV   C02     H17   single        0.970 0.020     1.090
BWV   C02     H18   single        0.970 0.020     1.090
BWV   C03     H19   single        0.970 0.020     1.090
BWV   C03     H20   single        0.970 0.020     1.090
BWV   C04     H21   single        0.970 0.020     1.090
BWV   C04     H22   single        0.970 0.020     1.090
BWV   C04     H23   single        0.970 0.020     1.090
BWV   C       O1    deloc         1.262 0.020     1.262
#
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
BWV   H2      N       H1          106.05 3.000
BWV   H2      N       CA          108.38 3.000
BWV   H1      N       CA          107.04 3.000
BWV   H4      CA      CB          108.13 3.000
BWV   H4      CA      C           106.16 3.000
BWV   CB      CA      C           108.10 3.000
BWV   H4      CA      N           106.36 3.000
BWV   C       CA      N           114.39 3.000
BWV   CB      CA      N           113.28 3.000
BWV   O1      C       O           124.60 3.000
BWV   O1      C       CA          117.44 3.000
BWV   O       C       CA          117.95 3.000
BWV   H7      CB      H6          107.48 3.000
BWV   H7      CB      CG          110.21 3.000
BWV   H6      CB      CG          109.78 3.000
BWV   H7      CB      CA          107.00 3.000
BWV   H6      CB      CA          110.08 3.000
BWV   CG      CB      CA          112.14 3.000
BWV   H9      CG      H8          107.47 3.000
BWV   H9      CG      CD          110.03 3.000
BWV   H8      CG      CD          109.98 3.000
BWV   H9      CG      CB          109.85 3.000
BWV   H8      CG      CB          109.52 3.000
BWV   CD      CG      CB          109.95 3.000
BWV   H11     CD      H10         107.49 3.000
BWV   H11     CD      NE          107.49 3.000
BWV   H10     CD      NE          111.54 3.000
BWV   H11     CD      CG          108.85 3.000
BWV   H10     CD      CG          108.25 3.000
BWV   NE      CD      CG          113.05 3.000
BWV   H12     NE      CZ          114.30 3.000
BWV   H12     NE      CD          112.23 3.000
BWV   CZ      NE      CD          117.15 3.000
BWV   NH2     CZ      NH1         120.04 3.000
BWV   NH2     CZ      NE          114.05 3.000
BWV   NH1     CZ      NE          125.90 3.000
BWV   H13     NH1     CZ          115.38 3.000
BWV   H14     NH2     C02         111.31 3.000
BWV   H14     NH2     CZ          111.41 3.000
BWV   C02     NH2     CZ          116.97 3.000
BWV   H16     C01     H15         107.37 3.000
BWV   H16     C01     C03         109.62 3.000
BWV   H15     C01     C03         109.52 3.000
BWV   H16     C01     C02         110.17 3.000
BWV   H15     C01     C02         110.25 3.000
BWV   C03     C01     C02         109.88 3.000
BWV   H18     C02     H17         107.30 3.000
BWV   H18     C02     C01         108.34 3.000
BWV   H17     C02     C01         109.04 3.000
BWV   H18     C02     NH2         112.14 3.000
BWV   H17     C02     NH2         107.60 3.000
BWV   C01     C02     NH2         112.26 3.000
BWV   H20     C03     H19         107.07 3.000
BWV   H20     C03     C04         109.64 3.000
BWV   H19     C03     C04         109.64 3.000
BWV   H20     C03     C01         109.55 3.000
BWV   H19     C03     C01         109.43 3.000
BWV   C04     C03     C01         111.41 3.000
BWV   H23     C04     H22         108.23 3.000
BWV   H23     C04     H21         108.42 3.000
BWV   H22     C04     H21         108.41 3.000
BWV   H23     C04     C03         110.67 3.000
BWV   H22     C04     C03         110.70 3.000
BWV   H21     C04     C03         110.33 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
BWV CONST_01       NH1     CZ      NE      CD           26.28   0.0 0
BWV CONST_02       NH2     CZ      NE      CD         -155.20   0.0 0
BWV CONST_03       C02     NH2     CZ      NE         -169.14   0.0 0
BWV CONST_04       C02     NH2     CZ      NH1           9.47   0.0 0
BWV CONST_05       H13     NH1     CZ      NE           -7.59   0.0 0
BWV CONST_06       H14     NH2     CZ      NE          -39.53   0.0 0
BWV CONST_07       H12     NE      CZ      NH1         160.55   0.0 0
BWV Var_01         CD      CG      CB      CA         -176.86  30.0 3
BWV Var_02         NE      CD      CG      CB          179.56  30.0 1
BWV Var_03         CZ      NE      CD      CG          163.10  30.0 3
BWV Var_04         C01     C02     NH2     CZ          175.13  30.0 3
BWV Var_05         C03     C01     C02     NH2         177.76  30.0 1
BWV Var_06         C04     C03     C01     C02         179.71  30.0 3
BWV Var_07         H21     C04     C03     C01         179.80  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
BWV chir_01   CA      CB      C       N     negativ
#
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
BWV plan-1     CD 0.020
BWV plan-1     NE 0.020
BWV plan-1     CZ 0.020
BWV plan-1    NH1 0.020
BWV plan-1    NH2 0.020
BWV plan-1    C02 0.020
BWV plan-1    H12 0.020
BWV plan-1    H13 0.020
BWV plan-1    H14 0.020
BWV plan-2     CA 0.020
BWV plan-2      C 0.020
BWV plan-2      O 0.020
BWV plan-2     O1 0.020
