data_ZAM
# 
_chem_comp.id                                    ZAM 
_chem_comp.name                                  3-[(ACETYL-METHYL-AMINO)-METHYL]-4-AMINO-N-METHYL-N-(1-METHYL-1H-INDOL-2-YLMETHYL)-BENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H26 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-06-18 
_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                        378.467 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ZAM 
_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        1LX6 
_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 
ZAM C13  C13  C 0 1 N N N -10.175 39.935 156.623 -0.065 -1.154 4.345  C13  ZAM 1  
ZAM C21  C21  C 0 1 N N N -10.344 38.708 158.772 2.042  0.065  4.286  C21  ZAM 2  
ZAM C27  C27  C 0 1 N N N -7.201  43.365 154.428 -0.846 1.542  0.225  C27  ZAM 3  
ZAM C30  C30  C 0 1 N N N -6.228  45.245 155.811 -0.923 2.390  -2.057 C30  ZAM 4  
ZAM C33  C33  C 0 1 N N N -5.558  44.978 153.485 -2.984 1.421  -0.938 C33  ZAM 5  
ZAM C01  C01  C 0 1 Y N N -10.561 42.455 156.942 -1.531 -1.987 2.484  C01  ZAM 6  
ZAM C02  C02  C 0 1 Y N N -9.770  41.394 156.395 -0.711 -0.984 2.994  C02  ZAM 7  
ZAM C03  C03  C 0 1 Y N N -8.644  41.711 155.586 -0.486 0.160  2.264  C03  ZAM 8  
ZAM C04  C04  C 0 1 Y N N -8.323  43.051 155.318 -1.085 0.316  1.011  C04  ZAM 9  
ZAM C05  C05  C 0 1 Y N N -9.105  44.081 155.851 -1.912 -0.690 0.503  C05  ZAM 10 
ZAM C06  C06  C 0 1 Y N N -10.206 43.799 156.651 -2.133 -1.832 1.238  C06  ZAM 11 
ZAM N10  N10  N 0 1 N N N -11.752 42.265 157.686 -1.756 -3.142 3.224  N10  ZAM 12 
ZAM N16  N16  N 0 1 N N N -9.549  39.244 157.763 0.745  0.026  4.650  N16  ZAM 13 
ZAM C17  C17  C 0 1 N N N -8.085  39.184 157.772 0.147  1.165  5.352  C17  ZAM 14 
ZAM O22  O22  O 0 1 N N N -11.576 38.619 158.665 2.537  -0.877 3.705  O22  ZAM 15 
ZAM C23  C23  C 0 1 N N N -9.668  38.234 160.039 2.877  1.280  4.600  C23  ZAM 16 
ZAM N28  N28  N 0 1 N N N -6.446  44.563 154.549 -1.564 1.777  -0.890 N28  ZAM 17 
ZAM O29  O29  O 0 1 N N N -7.006  42.529 153.552 -0.002 2.340  0.585  O29  ZAM 18 
ZAM C37  C37  C 0 1 Y N N -5.049  44.633 156.489 -0.358 1.311  -2.944 C37  ZAM 19 
ZAM C38  C38  C 0 1 Y N N -5.068  43.454 157.269 -1.000 0.752  -3.982 C38  ZAM 20 
ZAM C39  C39  C 0 1 Y N N -3.714  43.293 157.685 -0.094 -0.242 -4.561 C39  ZAM 21 
ZAM C40  C40  C 0 1 Y N N -2.937  44.333 157.148 1.078  -0.198 -3.785 C40  ZAM 22 
ZAM N41  N41  N 0 1 Y N N -3.768  45.160 156.384 0.887  0.760  -2.815 N41  ZAM 23 
ZAM C43  C43  C 0 1 N N N -3.364  46.357 155.631 1.870  1.132  -1.794 C43  ZAM 24 
ZAM C47  C47  C 0 1 Y N N -2.993  42.360 158.518 -0.185 -1.129 -5.635 C47  ZAM 25 
ZAM C48  C48  C 0 1 Y N N -1.618  42.515 158.755 0.866  -1.951 -5.927 C48  ZAM 26 
ZAM C51  C51  C 0 1 Y N N -1.568  44.516 157.347 2.136  -1.043 -4.100 C51  ZAM 27 
ZAM C52  C52  C 0 1 Y N N -0.905  43.589 158.166 2.024  -1.911 -5.165 C52  ZAM 28 
ZAM H131 1H13 H 0 0 N N N -11.284 39.864 156.706 0.570  -2.039 4.335  H131 ZAM 29 
ZAM H132 2H13 H 0 0 N N N -10.002 39.349 155.690 -0.838 -1.270 5.105  H132 ZAM 30 
ZAM H301 1H30 H 0 0 N N N -6.123  46.348 155.686 -1.660 2.969  -2.614 H301 ZAM 31 
ZAM H302 2H30 H 0 0 N N N -7.137  45.247 156.456 -0.119 3.047  -1.727 H302 ZAM 32 
ZAM H331 1H33 H 0 0 N N N -4.965  45.917 153.579 -3.277 0.972  0.010  H331 ZAM 33 
ZAM H332 2H33 H 0 0 N N N -4.854  44.140 153.269 -3.578 2.317  -1.115 H332 ZAM 34 
ZAM H333 3H33 H 0 0 N N N -6.144  45.027 152.538 -3.153 0.708  -1.745 H333 ZAM 35 
ZAM H03  H03  H 0 1 N N N -8.014  40.910 155.162 0.152  0.936  2.658  H03  ZAM 36 
ZAM H05  H05  H 0 1 N N N -8.849  45.132 155.637 -2.377 -0.571 -0.463 H05  ZAM 37 
ZAM H06  H06  H 0 1 N N N -10.796 44.639 157.053 -2.772 -2.610 0.847  H06  ZAM 38 
ZAM H101 1H10 H 0 0 N N N -12.315 43.020 158.075 -2.332 -3.839 2.873  H101 ZAM 39 
ZAM H102 2H10 H 0 0 N N N -11.523 41.637 158.456 -1.337 -3.252 4.092  H102 ZAM 40 
ZAM H171 1H17 H 0 0 N N N -7.611  38.660 158.635 0.898  1.942  5.489  H171 ZAM 41 
ZAM H172 2H17 H 0 0 N N N -7.723  38.734 156.817 -0.680 1.559  4.764  H172 ZAM 42 
ZAM H173 3H17 H 0 0 N N N -7.667  40.214 157.684 -0.220 0.839  6.325  H173 ZAM 43 
ZAM H231 1H23 H 0 0 N N N -10.304 37.804 160.847 3.891  1.129  4.231  H231 ZAM 44 
ZAM H232 2H23 H 0 0 N N N -8.871  37.499 159.774 2.441  2.155  4.117  H232 ZAM 45 
ZAM H233 3H23 H 0 0 N N N -9.058  39.067 160.459 2.902  1.434  5.678  H233 ZAM 46 
ZAM H38  H38  H 0 1 N N N -5.934  42.811 157.498 -1.996 0.990  -4.325 H38  ZAM 47 
ZAM H431 1H43 H 0 0 N N N -2.335  46.780 155.546 2.433  2.002  -2.132 H431 ZAM 48 
ZAM H432 2H43 H 0 0 N N N -3.719  46.199 154.586 1.355  1.372  -0.864 H432 ZAM 49 
ZAM H433 3H43 H 0 0 N N N -4.010  47.187 156.000 2.553  0.299  -1.627 H433 ZAM 50 
ZAM H47  H47  H 0 1 N N N -3.507  41.504 158.986 -1.084 -1.165 -6.233 H47  ZAM 51 
ZAM H48  H48  H 0 1 N N N -1.097  41.791 159.404 0.794  -2.637 -6.758 H48  ZAM 52 
ZAM H51  H51  H 0 1 N N N -1.032  45.357 156.876 3.042  -1.020 -3.513 H51  ZAM 53 
ZAM H52  H52  H 0 1 N N N 0.176   43.704 158.346 2.847  -2.568 -5.408 H52  ZAM 54 
# 
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 
ZAM C13 C02  SING N N 1  
ZAM C13 N16  SING N N 2  
ZAM C13 H131 SING N N 3  
ZAM C13 H132 SING N N 4  
ZAM C21 N16  SING N N 5  
ZAM C21 O22  DOUB N N 6  
ZAM C21 C23  SING N N 7  
ZAM C27 C04  SING N N 8  
ZAM C27 N28  SING N N 9  
ZAM C27 O29  DOUB N N 10 
ZAM C30 N28  SING N N 11 
ZAM C30 C37  SING N N 12 
ZAM C30 H301 SING N N 13 
ZAM C30 H302 SING N N 14 
ZAM C33 N28  SING N N 15 
ZAM C33 H331 SING N N 16 
ZAM C33 H332 SING N N 17 
ZAM C33 H333 SING N N 18 
ZAM C01 C02  DOUB Y N 19 
ZAM C01 C06  SING Y N 20 
ZAM C01 N10  SING N N 21 
ZAM C02 C03  SING Y N 22 
ZAM C03 C04  DOUB Y N 23 
ZAM C03 H03  SING N N 24 
ZAM C04 C05  SING Y N 25 
ZAM C05 C06  DOUB Y N 26 
ZAM C05 H05  SING N N 27 
ZAM C06 H06  SING N N 28 
ZAM N10 H101 SING N N 29 
ZAM N10 H102 SING N N 30 
ZAM N16 C17  SING N N 31 
ZAM C17 H171 SING N N 32 
ZAM C17 H172 SING N N 33 
ZAM C17 H173 SING N N 34 
ZAM C23 H231 SING N N 35 
ZAM C23 H232 SING N N 36 
ZAM C23 H233 SING N N 37 
ZAM C37 C38  DOUB Y N 38 
ZAM C37 N41  SING Y N 39 
ZAM C38 C39  SING Y N 40 
ZAM C38 H38  SING N N 41 
ZAM C39 C40  DOUB Y N 42 
ZAM C39 C47  SING Y N 43 
ZAM C40 N41  SING Y N 44 
ZAM C40 C51  SING Y N 45 
ZAM N41 C43  SING N N 46 
ZAM C43 H431 SING N N 47 
ZAM C43 H432 SING N N 48 
ZAM C43 H433 SING N N 49 
ZAM C47 C48  DOUB Y N 50 
ZAM C47 H47  SING N N 51 
ZAM C48 C52  SING Y N 52 
ZAM C48 H48  SING N N 53 
ZAM C51 C52  DOUB Y N 54 
ZAM C51 H51  SING N N 55 
ZAM C52 H52  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 
ZAM SMILES           ACDLabs              10.04 O=C(N(C)Cc1c(N)ccc(c1)C(=O)N(C)Cc3cc2ccccc2n3C)C                                                                                
ZAM InChI            InChI                1.02b InChI=1/C22H26N4O2/c1-15(27)24(2)13-18-11-17(9-10-20(18)23)22(28)25(3)14-19-12-16-7-5-6-8-21(16)26(19)4/h5-12H,13-14,23H2,1-4H3 
ZAM InChIKey         InChI                1.02b AWTBJNJPBKTHEV-UHFFFAOYAP                                                                                                       
ZAM SMILES_CANONICAL CACTVS               3.341 CN(Cc1cc(ccc1N)C(=O)N(C)Cc2cc3ccccc3n2C)C(C)=O                                                                                  
ZAM SMILES           CACTVS               3.341 CN(Cc1cc(ccc1N)C(=O)N(C)Cc2cc3ccccc3n2C)C(C)=O                                                                                  
ZAM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N(C)Cc1cc(ccc1N)C(=O)N(C)Cc2cc3ccccc3n2C                                                                                  
ZAM SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)N(C)Cc1cc(ccc1N)C(=O)N(C)Cc2cc3ccccc3n2C                                                                                  
# 
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 
ZAM "SYSTEMATIC NAME" ACDLabs              10.04 3-{[acetyl(methyl)amino]methyl}-4-amino-N-methyl-N-[(1-methyl-1H-indol-2-yl)methyl]benzamide 
ZAM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-amino-3-[(ethanoyl-methyl-amino)methyl]-N-methyl-N-[(1-methylindol-2-yl)methyl]benzamide   
# 
