data_C1D
# 
_chem_comp.id                                    C1D 
_chem_comp.name                                  1-(2-{[(6-AMINO-2-METHYLPYRIDIN-3-YL)METHYL]AMINO}ETHYL)-6-CHLORO-3-[(2,2-DIFLUORO-2-PYRIDIN-2-YLETHYL)AMINO]-1,4-DIHYDROPYRAZIN-2-OL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H30 Cl F2 N7 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-07-27 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        457.948 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     C1D 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2BXU 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
C1D C1   C1   C  0 1 Y N N 6.478  -15.324 10.854 7.813   -5.916 -4.455 C1   C1D 1  
C1D N2   N2   N  0 1 Y N N 7.668  -16.043 10.597 6.650   -5.227 -4.424 N2   C1D 2  
C1D C3   C3   C  0 1 Y N N 8.703  -15.506 9.800  5.572   -5.922 -4.022 C3   C1D 3  
C1D C4   C4   C  0 1 Y N N 8.533  -14.216 9.249  5.572   -7.248 -3.651 C4   C1D 4  
C1D C5   C5   C  0 1 Y N N 7.344  -13.499 9.506  6.787   -7.923 -3.696 C5   C1D 5  
C1D C6   C6   C  0 1 Y N N 6.316  -14.043 10.305 7.934   -7.251 -4.104 C6   C1D 6  
C1D C11  C11  C  0 1 N N N 9.986  -16.303 9.544  4.270   -5.158 -3.986 C11  C1D 7  
C1D C12  C12  C  0 1 N N N 10.669 -16.746 10.849 4.060   -4.504 -2.621 C12  C1D 8  
C1D F13  F13  F  0 1 N N N 9.692  -17.409 8.824  4.224   -4.183 -4.941 F13  C1D 9  
C1D F14  F14  F  0 1 N N N 10.878 -15.566 8.843  3.198   -5.963 -4.245 F14  C1D 10 
C1D N15  N15  N  0 1 N N N 11.196 -15.577 11.604 2.822   -3.786 -2.605 N15  C1D 11 
C1D C18  C18  C  0 1 N N N 10.596 -14.914 12.674 2.412   -3.137 -1.463 C18  C1D 12 
C1D C19  C19  C  0 1 N N S 11.216 -13.676 13.256 1.069   -2.406 -1.576 C19  C1D 13 
C1D N20  N20  N  0 1 N N N 10.582 -13.014 14.354 0.559   -1.938 -0.277 N20  C1D 14 
C1D C21  C21  C  0 1 N N N 9.354  -13.553 14.869 1.446   -1.949 0.800  C21  C1D 15 
C1D C22  C22  C  0 1 N N N 8.808  -14.671 14.330 2.661   -2.505 0.728  C22  C1D 16 
C1D N23  N23  N  0 1 N N N 9.472  -15.366 13.185 3.144   -3.147 -0.380 N23  C1D 17 
C1D C24  C24  C  0 1 N N N 11.206 -11.775 14.937 -0.777  -1.407 -0.258 C24  C1D 18 
C1D C25  C25  C  0 1 N N N 12.477 -12.028 15.801 -1.675  -2.148 0.719  C25  C1D 19 
C1D N28  N28  N  0 1 N N N 13.589 -12.719 15.093 -3.044  -1.616 0.721  N28  C1D 20 
C1D C29  C29  C  0 1 N N N 14.769 -11.843 15.222 -3.883  -2.291 1.650  C29  C1D 21 
C1D C30  C30  C  0 1 N N S 15.693 -11.691 14.001 -5.295  -1.701 1.593  C30  C1D 22 
C1D C33  C33  C  0 1 N N N 15.826 -10.384 13.500 -5.858  -1.862 0.172  C33  C1D 23 
C1D C34  C34  C  0 1 N N N 16.633 -10.088 12.389 -7.292  -1.348 0.093  C34  C1D 24 
C1D C2   C2   C  0 1 N N N 16.349 -14.187 13.794 -5.790  -2.113 4.068  C2   C1D 25 
C1D C35  C35  C  0 1 N N R 17.330 -11.122 11.754 -8.166  -2.006 1.163  C35  C1D 26 
C1D C37  C37  C  0 1 N N R 16.406 -12.742 13.354 -6.251  -2.344 2.627  C37  C1D 27 
C1D O42  O42  O  0 1 N N N 12.255 -13.253 12.787 0.160   -3.321 -2.176 O42  C1D 28 
C1D N6   N6   N  0 1 N N N 18.142 -10.836 10.633 -9.513  -1.445 1.100  N6   C1D 29 
C1D CL43 CL43 CL 0 0 N N N 8.521  -12.813 16.189 0.913   -1.202 2.258  CL43 C1D 30 
C1D N29  N29  N  0 1 N N N 17.210 -12.433 12.241 -7.607  -1.786 2.496  N29  C1D 31 
C1D H1   H1   H  0 1 N N N 5.701  -15.757 11.467 8.678   -5.347 -4.781 H1   C1D 32 
C1D H4   H4   H  0 1 N N N 9.308  -13.781 8.635  4.669   -7.760 -3.334 H4   C1D 33 
C1D H5   H5   H  0 1 N N N 7.219  -12.514 9.082  6.840   -8.969 -3.412 H5   C1D 34 
C1D H6   H6   H  0 1 N N N 5.414  -13.479 10.492 8.892   -7.756 -4.147 H6   C1D 35 
C1D H121 1H12 H  0 0 N N N 11.511 -17.407 10.596 4.873   -3.804 -2.399 H121 C1D 36 
C1D H122 2H12 H  0 0 N N N 9.934  -17.272 11.475 4.035   -5.259 -1.828 H122 C1D 37 
C1D H15  H15  H  0 1 N N N 12.061 -15.907 11.982 2.220   -3.723 -3.384 H15  C1D 38 
C1D H119 19H1 H  0 0 N N N 11.333 -12.650 13.677 1.198   -1.556 -2.256 H119 C1D 39 
C1D H22  H22  H  0 1 N N N 7.885  -15.063 14.731 3.331   -2.497 1.581  H22  C1D 40 
C1D H241 1H24 H  0 0 N N N 10.455 -11.333 15.608 -0.703  -0.344 -0.005 H241 C1D 41 
C1D H242 2H24 H  0 0 N N N 11.494 -11.120 14.101 -1.173  -1.496 -1.274 H242 C1D 42 
C1D H251 1H25 H  0 0 N N N 12.169 -12.693 16.621 -1.741  -3.205 0.445  H251 C1D 43 
C1D H252 2H25 H  0 0 N N N 12.852 -11.050 16.139 -1.293  -2.078 1.743  H252 C1D 44 
C1D H28  H28  H  0 1 N N N 13.768 -13.612 15.507 -2.989  -0.609 0.937  H28  C1D 45 
C1D H291 1H29 H  0 0 N N N 15.394 -12.326 15.987 -3.938  -3.339 1.392  H291 C1D 46 
C1D H292 2H29 H  0 0 N N N 14.392 -10.838 15.461 -3.493  -2.163 2.649  H292 C1D 47 
C1D H330 30H3 H  0 0 N N N 15.759 -12.787 14.197 -5.209  -0.628 1.811  H330 C1D 48 
C1D H33  H33  H  0 1 N N N 16.155 -9.730  14.341 -5.834  -2.920 -0.121 H33  C1D 49 
C1D H331 1H33 H  0 0 N N N 14.802 -9.996  13.288 -5.232  -1.318 -0.546 H331 C1D 50 
C1D H34  H34  H  0 1 N N N 16.014 -9.556  11.630 -7.290  -0.256 0.217  H34  C1D 51 
C1D H341 1H34 H  0 0 N N N 17.359 -9.292  12.677 -7.695  -1.553 -0.907 H341 C1D 52 
C1D H2C1 1H2C H  0 0 N N N 15.437 -14.354 14.387 -6.562  -1.589 4.639  H2C1 C1D 53 
C1D H2C2 2H2C H  0 0 N N N 17.233 -14.419 14.407 -5.583  -3.067 4.563  H2C2 C1D 54 
C1D H2C3 3H2C H  0 0 N N N 16.335 -14.840 12.909 -4.878  -1.509 4.088  H2C3 C1D 55 
C1D H335 35H3 H  0 0 N N N 18.058 -11.705 11.143 -8.243  -3.083 0.968  H335 C1D 56 
C1D H337 37H3 H  0 0 N N N 15.750 -12.761 14.256 -6.291  -3.429 2.464  H337 C1D 57 
C1D H42  H42  H  0 1 N N N 12.158 -13.143 11.848 -0.257  -3.815 -1.453 H42  C1D 58 
C1D H6N1 1H6N H  0 0 N N N 18.618 -9.969  10.779 -10.114 -1.577 1.884  H6N1 C1D 59 
C1D H6N2 2H6N H  0 0 N N N 17.570 -10.768 9.815  -9.850  -1.134 0.214  H6N2 C1D 60 
C1D HN1  HN1  H  0 1 N N N 16.835 -12.967 11.483 -8.219  -2.215 3.189  HN1  C1D 61 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
C1D C1  N2   SING Y N 1  
C1D C1  C6   DOUB Y N 2  
C1D C1  H1   SING N N 3  
C1D N2  C3   DOUB Y N 4  
C1D C3  C4   SING Y N 5  
C1D C3  C11  SING N N 6  
C1D C4  C5   DOUB Y N 7  
C1D C4  H4   SING N N 8  
C1D C5  C6   SING Y N 9  
C1D C5  H5   SING N N 10 
C1D C6  H6   SING N N 11 
C1D C11 C12  SING N N 12 
C1D C11 F13  SING N N 13 
C1D C11 F14  SING N N 14 
C1D C12 N15  SING N N 15 
C1D C12 H121 SING N N 16 
C1D C12 H122 SING N N 17 
C1D N15 C18  SING N N 18 
C1D N15 H15  SING N N 19 
C1D C18 C19  SING N N 20 
C1D C18 N23  DOUB N N 21 
C1D C19 N20  SING N N 22 
C1D C19 O42  SING N N 23 
C1D C19 H119 SING N N 24 
C1D N20 C21  SING N N 25 
C1D N20 C24  SING N N 26 
C1D C21 C22  DOUB N N 27 
C1D C21 CL43 SING N N 28 
C1D C22 N23  SING N N 29 
C1D C22 H22  SING N N 30 
C1D C24 C25  SING N N 31 
C1D C24 H241 SING N N 32 
C1D C24 H242 SING N N 33 
C1D C25 N28  SING N N 34 
C1D C25 H251 SING N N 35 
C1D C25 H252 SING N N 36 
C1D N28 C29  SING N N 37 
C1D N28 H28  SING N N 38 
C1D C29 C30  SING N N 39 
C1D C29 H291 SING N N 40 
C1D C29 H292 SING N N 41 
C1D C30 C33  SING N N 42 
C1D C30 C37  SING N N 43 
C1D C30 H330 SING N N 44 
C1D C33 C34  SING N N 45 
C1D C33 H33  SING N N 46 
C1D C33 H331 SING N N 47 
C1D C34 C35  SING N N 48 
C1D C34 H34  SING N N 49 
C1D C34 H341 SING N N 50 
C1D C2  C37  SING N N 51 
C1D C2  H2C1 SING N N 52 
C1D C2  H2C2 SING N N 53 
C1D C2  H2C3 SING N N 54 
C1D C35 N6   SING N N 55 
C1D C35 N29  SING N N 56 
C1D C35 H335 SING N N 57 
C1D C37 N29  SING N N 58 
C1D C37 H337 SING N N 59 
C1D O42 H42  SING N N 60 
C1D N6  H6N1 SING N N 61 
C1D N6  H6N2 SING N N 62 
C1D HN1 N29  SING N N 63 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
C1D SMILES           ACDLabs              10.04 FC(F)(c1ncccc1)CNC2=NC=C(Cl)N(C2O)CCNCC3C(NC(N)CC3)C 
C1D InChI            InChI                1.02b 
InChI=1/C20H30ClF2N7O/c1-13-14(5-6-17(24)29-13)10-25-8-9-30-16(21)11-27-18(19(30)31)28-12-20(22,23)15-4-2-3-7-26-15/h2-4,7,11,13-14,17,19,25,29,31H,5-6,8-10,12,24H2,1H3,(H,27,28)/t13?,14?,17-,19?/m1/s1/f/h28H 
C1D InChIKey         InChI                1.02b MQHPMJMCBRFLML-AURXRGBQDQ 
C1D SMILES_CANONICAL CACTVS               3.341 C[C@H]1N[C@@H](N)CC[C@H]1CNCCN2[C@@H](O)C(=NC=C2Cl)NCC(F)(F)c3ccccn3 
C1D SMILES           CACTVS               3.341 C[CH]1N[CH](N)CC[CH]1CNCCN2[CH](O)C(=NC=C2Cl)NCC(F)(F)c3ccccn3 
C1D SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1C(CCC(N1)N)CNCCN2C(C(=NC=C2Cl)NCC(c3ccccn3)(F)F)O 
C1D SMILES           "OpenEye OEToolkits" 1.5.0 CC1C(CCC(N1)N)CNCCN2C(C(=NC=C2Cl)NCC(c3ccccn3)(F)F)O 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
C1D "SYSTEMATIC NAME" ACDLabs              10.04 (2S)-1-[2-({[(2R,3S,6R)-6-amino-2-methylpiperidin-3-yl]methyl}amino)ethyl]-6-chloro-3-[(2,2-difluoro-2-pyridin-2-ylethyl)amino]-1,2-dihydropyrazin-2-ol 
C1D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[2-[(6-amino-2-methyl-piperidin-3-yl)methylamino]ethyl]-6-chloro-3-[(2,2-difluoro-2-pyridin-2-yl-ethyl)amino]-2H-pyrazin-2-ol                         
# 
