data_L0I
# 
_chem_comp.id                                    L0I 
_chem_comp.name                                  4-[(2-{4-[(CYCLOPROPYLCARBAMOYL)AMINO]-1H-PYRAZOL-3-YL}-1H-BENZIMIDAZOL-6-YL)METHYL]MORPHOLIN-4-IUM 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H24 N7 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2008-10-17 
_chem_comp.pdbx_modified_date                    2009-01-23 
_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                        382.440 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     L0I 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2W1I 
_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 
L0I O1  O1  O 0 1 N N N 37.858 6.290  -2.779 -5.810 0.321  -0.503 O1  L0I 1  
L0I C2  C2  C 0 1 N N N 38.381 5.227  -3.020 -4.890 -0.426 -0.228 C2  L0I 2  
L0I N3  N3  N 0 1 N N N 37.816 4.104  -3.481 -5.118 -1.744 -0.065 N3  L0I 3  
L0I C4  C4  C 0 1 N N N 37.198 3.952  -4.768 -6.474 -2.277 -0.217 C4  L0I 4  
L0I C5  C5  C 0 1 N N N 38.142 3.343  -5.754 -6.614 -3.751 -0.603 C5  L0I 5  
L0I C6  C6  C 0 1 N N N 36.999 2.545  -5.239 -6.953 -3.297 0.818  C6  L0I 6  
L0I N7  N7  N 0 1 N N N 39.607 4.875  -2.672 -3.642 0.064  -0.094 N7  L0I 7  
L0I C8  C8  C 0 1 Y N N 40.680 5.581  -2.207 -3.403 1.438  -0.270 C8  L0I 8  
L0I C9  C9  C 0 1 Y N N 40.780 6.687  -1.425 -4.331 2.377  -0.576 C9  L0I 9  
L0I N10 N10 N 0 1 Y N N 42.088 6.898  -1.237 -3.698 3.577  -0.658 N10 L0I 10 
L0I N12 N12 N 0 1 Y N N 42.838 5.955  -1.854 -2.338 3.372  -0.395 N12 L0I 11 
L0I C13 C13 C 0 1 Y N N 41.964 5.137  -2.435 -2.153 2.088  -0.154 C13 L0I 12 
L0I C14 C14 C 0 1 Y N N 42.347 3.977  -3.198 -0.865 1.443  0.175  C14 L0I 13 
L0I N15 N15 N 0 1 Y N N 41.538 3.251  -3.972 -0.700 0.162  0.402  N15 L0I 14 
L0I C16 C16 C 0 1 Y N N 42.298 2.272  -4.486 0.604  -0.088 0.672  C16 L0I 15 
L0I C17 C17 C 0 1 Y N N 41.983 1.239  -5.359 1.315  -1.253 0.979  C17 L0I 16 
L0I C18 C18 C 0 1 Y N N 42.979 0.359  -5.732 2.671  -1.185 1.209  C18 L0I 17 
L0I C19 C19 C 0 1 Y N N 44.292 0.482  -5.272 3.338  0.029  1.139  C19 L0I 18 
L0I C20 C20 C 0 1 N N N 45.337 -0.537 -5.684 4.822  0.083  1.395  C20 L0I 19 
L0I N21 N21 N 1 1 N N N 46.432 -0.101 -6.617 5.544  -0.108 0.130  N21 L0I 20 
L0I C23 C23 C 0 1 N N N 47.317 0.970  -6.039 6.985  0.063  0.357  C23 L0I 21 
L0I C24 C24 C 0 1 N N N 48.503 1.310  -6.943 7.735  -0.136 -0.963 C24 L0I 22 
L0I O25 O25 O 0 1 N N N 49.230 0.157  -7.420 7.436  -1.434 -1.484 O25 L0I 23 
L0I C26 C26 C 0 1 N N N 48.341 -0.801 -8.025 6.040  -1.658 -1.700 C26 L0I 24 
L0I C27 C27 C 0 1 N N N 47.257 -1.274 -7.061 5.287  -1.462 -0.382 C27 L0I 25 
L0I C28 C28 C 0 1 Y N N 44.612 1.512  -4.395 2.652  1.188  0.838  C28 L0I 26 
L0I C29 C29 C 0 1 Y N N 43.605 2.394  -4.022 1.286  1.140  0.603  C29 L0I 27 
L0I N30 N30 N 0 1 Y N N 43.601 3.481  -3.194 0.336  2.091  0.282  N30 L0I 28 
L0I H11 H11 H 0 1 N N N 42.465 7.658  -0.707 -4.116 4.428  -0.863 H11 L0I 29 
L0I H22 H22 H 0 1 N N N 45.974 0.301  -7.410 5.226  0.572  -0.545 H22 L0I 30 
L0I H31 H31 H 0 1 N N N 44.381 3.841  -2.682 0.491  3.040  0.157  H31 L0I 31 
L0I H32 H32 H 0 1 N N N 37.825 3.305  -2.879 -4.385 -2.339 0.154  H32 L0I 32 
L0I H33 H33 H 0 1 N N N 36.540 4.832  -4.713 -7.211 -1.581 -0.616 H33 L0I 33 
L0I H34 H34 H 0 1 N N N 38.402 3.645  -6.779 -7.444 -4.024 -1.256 H34 L0I 34 
L0I H35 H35 H 0 1 N N N 39.231 3.207  -5.823 -5.698 -4.324 -0.743 H35 L0I 35 
L0I H36 H36 H 0 1 N N N 36.173 1.970  -5.683 -6.259 -3.571 1.613  H36 L0I 36 
L0I H37 H37 H 0 1 N N N 36.977 1.597  -4.682 -8.005 -3.271 1.101  H37 L0I 37 
L0I H38 H38 H 0 1 N N N 39.784 3.896  -2.769 -2.908 -0.531 0.125  H38 L0I 38 
L0I H39 H39 H 0 1 N N N 39.966 7.278  -1.033 -5.386 2.203  -0.728 H39 L0I 39 
L0I H40 H40 H 0 1 N N N 40.978 1.126  -5.739 0.803  -2.201 1.035  H40 L0I 40 
L0I H41 H41 H 0 1 N N N 42.735 -0.452 -6.402 3.219  -2.085 1.446  H41 L0I 41 
L0I H42 H42 H 0 1 N N N 44.776 -1.294 -6.252 5.083  1.053  1.819  H42 L0I 42 
L0I H43 H43 H 0 1 N N N 45.828 -0.875 -4.759 5.099  -0.706 2.094  H43 L0I 43 
L0I H44 H44 H 0 1 N N N 46.715 1.880  -5.900 7.177  1.067  0.736  H44 L0I 44 
L0I H45 H45 H 0 1 N N N 47.721 0.592  -5.088 7.328  -0.672 1.085  H45 L0I 45 
L0I H46 H46 H 0 1 N N N 48.118 1.854  -7.818 7.422  0.625  -1.678 H46 L0I 46 
L0I H47 H47 H 0 1 N N N 49.205 1.904  -6.340 8.808  -0.052 -0.788 H47 L0I 47 
L0I H48 H48 H 0 1 N N N 47.856 -0.329 -8.892 5.668  -0.950 -2.440 H48 L0I 48 
L0I H49 H49 H 0 1 N N N 48.938 -1.677 -8.319 5.886  -2.676 -2.059 H49 L0I 49 
L0I H50 H50 H 0 1 N N N 46.610 -2.005 -7.568 5.631  -2.196 0.347  H50 L0I 50 
L0I H51 H51 H 0 1 N N N 47.727 -1.744 -6.184 4.218  -1.590 -0.551 H51 L0I 51 
L0I H52 H52 H 0 1 N N N 45.616 1.624  -4.014 3.178  2.129  0.785  H52 L0I 52 
# 
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 
L0I C2  O1  DOUB N N 1  
L0I N3  C2  SING N N 2  
L0I C2  N7  SING N N 3  
L0I C4  N3  SING N N 4  
L0I N3  H32 SING N N 5  
L0I C5  C4  SING N N 6  
L0I C6  C4  SING N N 7  
L0I H33 C4  SING N N 8  
L0I H34 C5  SING N N 9  
L0I C5  H35 SING N N 10 
L0I C5  C6  SING N N 11 
L0I H37 C6  SING Y N 12 
L0I C6  H36 SING Y N 13 
L0I H38 N7  SING N N 14 
L0I N7  C8  SING N N 15 
L0I C13 C8  SING Y N 16 
L0I C8  C9  DOUB Y N 17 
L0I C9  N10 SING Y N 18 
L0I C9  H39 SING N N 19 
L0I N12 N10 SING Y N 20 
L0I N10 H11 SING Y N 21 
L0I C13 N12 DOUB Y N 22 
L0I C14 C13 SING Y N 23 
L0I N15 C14 DOUB Y N 24 
L0I C14 N30 SING Y N 25 
L0I C16 N15 SING Y N 26 
L0I C17 C16 DOUB Y N 27 
L0I C16 C29 SING N N 28 
L0I H40 C17 SING N N 29 
L0I C18 C17 SING N N 30 
L0I H41 C18 SING N N 31 
L0I C18 C19 DOUB N N 32 
L0I C20 C19 SING N N 33 
L0I C19 C28 SING N N 34 
L0I N21 C20 SING N N 35 
L0I H43 C20 SING N N 36 
L0I C20 H42 SING N N 37 
L0I H22 N21 SING N N 38 
L0I C27 N21 SING N N 39 
L0I N21 C23 SING N N 40 
L0I C24 C23 SING Y N 41 
L0I C23 H44 SING N N 42 
L0I C23 H45 SING Y N 43 
L0I H46 C24 SING N N 44 
L0I O25 C24 SING N N 45 
L0I C24 H47 SING N N 46 
L0I C26 O25 SING N N 47 
L0I H48 C26 SING N N 48 
L0I H49 C26 SING N N 49 
L0I C26 C27 SING N N 50 
L0I H51 C27 SING N N 51 
L0I C27 H50 SING N N 52 
L0I C28 C29 DOUB N N 53 
L0I C28 H52 SING N N 54 
L0I C29 N30 SING N N 55 
L0I N30 H31 SING N N 56 
# 
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 
L0I SMILES           ACDLabs              10.04 O=C(NC1CC1)Nc2cnnc2c4nc3ccc(cc3n4)C[NH+]5CCOCC5                                                                                                                                                               
L0I InChI            InChI                1.02b InChI=1/C19H23N7O2/c27-19(21-13-2-3-13)24-16-10-20-25-17(16)18-22-14-4-1-12(9-15(14)23-18)11-26-5-7-28-8-6-26/h1,4,9-10,13H,2-3,5-8,11H2,(H,20,25)(H,22,23)(H2,21,24,27)/p+1/fC19H24N7O2/h20-21,23-24,26H/q+1 
L0I InChIKey         InChI                1.02b LOLPPWBBNUVNQZ-YPLLGHRICM                                                                                                                                                                                     
L0I SMILES_CANONICAL CACTVS               3.341 O=C(NC1CC1)Nc2c[nH]nc2c3[nH]c4cc(C[NH+]5CCOCC5)ccc4n3                                                                                                                                                         
L0I SMILES           CACTVS               3.341 O=C(NC1CC1)Nc2c[nH]nc2c3[nH]c4cc(C[NH+]5CCOCC5)ccc4n3                                                                                                                                                         
L0I SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1C[NH+]3CCOCC3)[nH]c(n2)c4c(c[nH]n4)NC(=O)NC5CC5                                                                                                                                                     
L0I SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2c(cc1C[NH+]3CCOCC3)[nH]c(n2)c4c(c[nH]n4)NC(=O)NC5CC5                                                                                                                                                     
# 
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 
L0I "SYSTEMATIC NAME" ACDLabs              10.04 4-[(2-{4-[(cyclopropylcarbamoyl)amino]-1H-pyrazol-3-yl}-1H-benzimidazol-6-yl)methyl]morpholin-4-ium 
L0I "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-cyclopropyl-3-[3-[6-(morpholin-4-ium-4-ylmethyl)-1H-benzimidazol-2-yl]-1H-pyrazol-4-yl]urea       
# 
