data_BIC
# 
_chem_comp.id                                    BIC 
_chem_comp.name                                  3-AMINO-3-BENZYL-9-CARBOXAMIDE[4.3.0]BICYCLO-1,6-DIAZANONAN-2-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H19 N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                         MOL 
_chem_comp.formula_weight                        273.330 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BIC 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1A5G 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
BIC C1   C1   C 0 1 N N S 17.937 -13.014 20.946 1.347  -0.310 -2.444 C1   BIC 1  
BIC C2   C2   C 0 1 N N N 19.134 -12.930 19.992 1.053  0.238  -3.859 C2   BIC 2  
BIC C3   C3   C 0 1 N N N 20.046 -14.141 20.341 -0.478 0.466  -3.830 C3   BIC 3  
BIC C4   C4   C 0 1 N N N 19.611 -16.200 21.799 -2.179 0.120  -2.224 C4   BIC 4  
BIC C5   C5   C 0 1 N N N 18.475 -17.005 22.491 -2.536 -0.499 -0.872 C5   BIC 5  
BIC C6   C6   C 0 1 N N S 17.508 -16.158 23.278 -1.500 -0.045 0.163  C6   BIC 6  
BIC C7   C7   C 0 1 N N N 17.345 -14.749 22.644 -0.125 -0.252 -0.423 C7   BIC 7  
BIC N1   N1   N 0 1 N N N 19.103 -15.116 20.913 -0.920 -0.415 -2.721 N1   BIC 8  
BIC N2   N2   N 0 1 N N N 18.177 -14.316 21.616 0.039  -0.318 -1.755 N2   BIC 9  
BIC O1   O1   O 0 1 N N N 16.383 -14.086 22.991 0.834  -0.359 0.310  O1   BIC 10 
BIC C8   C8   C 0 1 N N N 16.533 -12.894 20.382 2.315  0.593  -1.723 C8   BIC 11 
BIC O2   O2   O 0 1 N N N 16.015 -13.984 20.056 3.367  0.154  -1.324 O2   BIC 12 
BIC N3   N3   N 0 1 N N N 16.125 -16.739 23.251 -1.699 1.376  0.472  N3   BIC 13 
BIC C9   C9   C 0 1 N N N 17.760 -16.138 24.807 -1.648 -0.876 1.439  C9   BIC 14 
BIC C10  C10  C 0 1 Y N N 19.199 -15.764 25.178 -0.619 -0.436 2.447  C10  BIC 15 
BIC C11  C11  C 0 1 Y N N 20.205 -16.756 25.276 -0.917 0.571  3.345  C11  BIC 16 
BIC C12  C12  C 0 1 Y N N 21.534 -16.400 25.581 0.026  0.975  4.270  C12  BIC 17 
BIC C13  C13  C 0 1 Y N N 21.908 -15.091 25.840 1.269  0.371  4.298  C13  BIC 18 
BIC C14  C14  C 0 1 Y N N 20.911 -14.117 25.825 1.568  -0.636 3.401  C14  BIC 19 
BIC C15  C15  C 0 1 Y N N 19.594 -14.437 25.448 0.622  -1.043 2.478  C15  BIC 20 
BIC H1   H1   H 0 1 N N N 17.915 -12.113 21.602 1.749  -1.321 -2.506 H1   BIC 21 
BIC H21  1H2  H 0 1 N N N 18.843 -12.887 18.916 1.320  -0.495 -4.620 H21  BIC 22 
BIC H22  2H2  H 0 1 N N N 19.663 -11.949 20.027 1.580  1.177  -4.026 H22  BIC 23 
BIC H31  1H3  H 0 1 N N N 20.652 -14.526 19.488 -0.932 0.159  -4.772 H31  BIC 24 
BIC H32  2H3  H 0 1 N N N 20.914 -13.895 20.996 -0.709 1.508  -3.610 H32  BIC 25 
BIC H41  1H4  H 0 1 N N N 20.326 -15.795 22.552 -2.971 -0.100 -2.940 H41  BIC 26 
BIC H42  2H4  H 0 1 N N N 20.297 -16.879 21.241 -2.090 1.200  -2.110 H42  BIC 27 
BIC H51  1H5  H 0 1 N N N 17.929 -17.629 21.745 -2.521 -1.586 -0.953 H51  BIC 28 
BIC H52  2H5  H 0 1 N N N 18.902 -17.808 23.134 -3.528 -0.167 -0.567 H52  BIC 29 
BIC H8   H8   H 0 1 N N N 15.889 -12.015 20.209 2.068  1.632  -1.565 H8   BIC 30 
BIC HN31 1HN3 H 0 0 N N N 15.470 -16.165 23.783 -0.998 1.625  1.153  HN31 BIC 31 
BIC HN32 2HN3 H 0 0 N N N 16.119 -17.707 23.570 -1.480 1.889  -0.369 HN32 BIC 32 
BIC H91  1H9  H 0 1 N N N 17.031 -15.467 25.320 -2.647 -0.732 1.852  H91  BIC 33 
BIC H92  2H9  H 0 1 N N N 17.471 -17.110 25.269 -1.500 -1.930 1.205  H92  BIC 34 
BIC H11  H11  H 0 1 N N N 19.950 -17.816 25.113 -1.888 1.043  3.323  H11  BIC 35 
BIC H12  H12  H 0 1 N N N 22.314 -17.178 25.618 -0.206 1.763  4.971  H12  BIC 36 
BIC H13  H13  H 0 1 N N N 22.959 -14.834 26.050 2.007  0.687  5.020  H13  BIC 37 
BIC H14  H14  H 0 1 N N N 21.166 -13.083 26.114 2.539  -1.108 3.422  H14  BIC 38 
BIC H15  H15  H 0 1 N N N 18.851 -13.626 25.361 0.855  -1.831 1.778  H15  BIC 39 
# 
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 
BIC C1  C2   SING N N 1  
BIC C1  N2   SING N N 2  
BIC C1  C8   SING N N 3  
BIC C1  H1   SING N N 4  
BIC C2  C3   SING N N 5  
BIC C2  H21  SING N N 6  
BIC C2  H22  SING N N 7  
BIC C3  N1   SING N N 8  
BIC C3  H31  SING N N 9  
BIC C3  H32  SING N N 10 
BIC C4  C5   SING N N 11 
BIC C4  N1   SING N N 12 
BIC C4  H41  SING N N 13 
BIC C4  H42  SING N N 14 
BIC C5  C6   SING N N 15 
BIC C5  H51  SING N N 16 
BIC C5  H52  SING N N 17 
BIC C6  C7   SING N N 18 
BIC C6  N3   SING N N 19 
BIC C6  C9   SING N N 20 
BIC C7  N2   SING N N 21 
BIC C7  O1   DOUB N N 22 
BIC N1  N2   SING N N 23 
BIC C8  O2   DOUB N N 24 
BIC C8  H8   SING N N 25 
BIC N3  HN31 SING N N 26 
BIC N3  HN32 SING N N 27 
BIC C9  C10  SING N N 28 
BIC C9  H91  SING N N 29 
BIC C9  H92  SING N N 30 
BIC C10 C11  DOUB Y N 31 
BIC C10 C15  SING Y N 32 
BIC C11 C12  SING Y N 33 
BIC C11 H11  SING N N 34 
BIC C12 C13  DOUB Y N 35 
BIC C12 H12  SING N N 36 
BIC C13 C14  SING Y N 37 
BIC C13 H13  SING N N 38 
BIC C14 C15  DOUB Y N 39 
BIC C14 H14  SING N N 40 
BIC C15 H15  SING N N 41 
# 
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 
BIC SMILES           ACDLabs              10.04 O=CC2N1C(=O)C(N)(CCN1CC2)Cc3ccccc3                                                                                   
BIC InChI            InChI                1.02b InChI=1/C15H19N3O2/c16-15(10-12-4-2-1-3-5-12)7-9-17-8-6-13(11-19)18(17)14(15)20/h1-5,11,13H,6-10,16H2/t13-,15+/m0/s1 
BIC InChIKey         InChI                1.02b JVDDTUQPPBUQDD-DZGCQCFKBL                                                                                            
BIC SMILES_CANONICAL CACTVS               3.341 N[C@]1(CCN2CC[C@@H](C=O)N2C1=O)Cc3ccccc3                                                                             
BIC SMILES           CACTVS               3.341 N[C]1(CCN2CC[CH](C=O)N2C1=O)Cc3ccccc3                                                                                
BIC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C[C@@]2(CC[N@@]3CC[C@H](N3C2=O)C=O)N                                                                       
BIC SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC2(CCN3CCC(N3C2=O)C=O)N                                                                                   
# 
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 
BIC "SYSTEMATIC NAME" ACDLabs              10.04 (1S,7S)-7-amino-7-benzyl-8-oxohexahydro-1H-pyrazolo[1,2-a]pyridazine-1-carbaldehyde                      
BIC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3S,6S,9S)-6-amino-5-oxo-6-(phenylmethyl)-2,3,7,8-tetrahydro-1H-pyrazolo[1,2-a]pyridazine-3-carbaldehyde 
# 
