data_367
# 
_chem_comp.id                                    367 
_chem_comp.name                                  "3-HYDROXYPROPYL 3-[({7-[AMINO(IMINO)METHYL]-1-NAPHTHYL}AMINO)CARBONYL]BENZENESULFONATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H21 N3 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-06-21 
_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                        427.474 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     367 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
367 C01  C01  C 0 1 Y N N 51.248 108.262 20.506 1.045  -1.254 0.940  C01  367 1  
367 C02  C02  C 0 1 Y N N 52.524 107.736 20.163 1.698  -1.343 -0.300 C02  367 2  
367 C03  C03  C 0 1 Y N N 53.488 107.478 21.205 1.613  -2.506 -1.067 C03  367 3  
367 C04  C04  C 0 1 Y N N 53.198 107.745 22.564 0.875  -3.592 -0.606 C04  367 4  
367 C05  C05  C 0 1 Y N N 51.929 108.275 22.902 0.219  -3.520 0.623  C05  367 5  
367 C06  C06  C 0 1 Y N N 50.954 108.531 21.894 0.295  -2.358 1.409  C06  367 6  
367 C10  C10  C 0 1 Y N N 50.245 108.539 19.524 1.121  -0.092 1.726  C10  367 7  
367 C11  C11  C 0 1 Y N N 48.976 109.065 19.896 0.465  -0.020 2.955  C11  367 8  
367 C13  C13  C 0 1 Y N N 49.691 109.054 22.252 -0.359 -2.269 2.649  C13  367 9  
367 C14  C14  C 0 1 Y N N 48.710 109.319 21.273 -0.273 -1.107 3.416  C14  367 10 
367 C17  C17  C 0 1 N N N 47.960 109.351 18.865 0.551  1.190  3.757  C17  367 11 
367 N18  N18  N 0 1 N N N 46.701 109.339 19.061 1.260  2.194  3.284  N18  367 12 
367 N19  N19  N 0 1 N N N 48.244 109.665 17.606 -0.064 1.362  4.992  N19  367 13 
367 N20  N20  N 0 1 N N N 52.869 107.483 18.851 2.455  -0.283 -0.814 N20  367 14 
367 C21  C21  C 0 1 N N N 53.907 108.060 18.039 3.578  -0.343 -1.659 C21  367 15 
367 O22  O22  O 0 1 N N N 54.089 107.662 16.914 4.068  -1.388 -2.079 O22  367 16 
367 C27  C27  C 0 1 Y N N 54.777 109.133 18.604 4.176  0.962  -1.989 C27  367 17 
367 C28  C28  C 0 1 Y N N 54.269 110.453 18.829 4.870  1.109  -3.180 C28  367 18 
367 C29  C29  C 0 1 Y N N 55.119 111.431 19.402 5.437  2.344  -3.493 C29  367 19 
367 C30  C30  C 0 1 Y N N 56.460 111.082 19.753 5.304  3.416  -2.610 C30  367 20 
367 C31  C31  C 0 1 Y N N 56.985 109.778 19.534 4.603  3.253  -1.415 C31  367 21 
367 C32  C32  C 0 1 Y N N 56.113 108.811 18.951 4.035  2.018  -1.103 C32  367 22 
367 S36  S36  S 0 1 N N N 58.640 109.299 19.954 4.439  4.594  -0.310 S36  367 23 
367 O38  O38  O 0 1 N N N 58.435 108.257 21.079 3.059  5.351  -0.772 O38  367 24 
367 O42  O42  O 0 1 N N N 59.166 108.666 18.712 4.232  4.023  1.012  O42  367 25 
367 O43  O43  O 0 1 N N N 59.235 110.455 20.537 5.542  5.512  -0.560 O43  367 26 
367 C44  C44  C 0 1 N N N ?      ?       ?      2.626  6.505  -0.068 C44  367 27 
367 C45  C45  C 0 1 N N N ?      ?       ?      1.333  7.025  -0.676 C45  367 28 
367 C46  C46  C 0 1 N N N ?      ?       ?      0.812  8.252  0.055  C46  367 29 
367 O47  O47  O 0 1 N N N ?      ?       ?      -0.400 8.671  -0.557 O47  367 30 
367 H03  H03  H 0 1 N N N 54.453 107.072 20.942 2.118  -2.576 -2.027 H03  367 31 
367 H04  H04  H 0 1 N N N 53.932 107.548 23.331 0.808  -4.496 -1.204 H04  367 32 
367 H05  H05  H 0 1 N N N 51.697 108.488 23.935 -0.352 -4.381 0.963  H05  367 33 
367 H10  H10  H 0 1 N N N 50.455 108.346 18.482 1.690  0.773  1.391  H10  367 34 
367 H13  H13  H 0 1 N N N 49.473 109.254 23.291 -0.941 -3.105 3.029  H13  367 35 
367 H14  H14  H 0 1 N N N 47.751 109.717 21.569 -0.788 -1.061 4.372  H14  367 36 
367 H18  H18  H 0 1 N N N 46.213 109.563 18.217 1.234  2.976  3.946  H18  367 37 
367 H191 1H19 H 0 0 N N N 49.234 109.674 17.462 0.029  2.226  5.515  H191 367 38 
367 H192 2H19 H 0 0 N N N 47.563 109.864 16.901 -0.637 0.641  5.414  H192 367 39 
367 H20  H20  H 0 1 N N N 52.311 106.791 18.394 2.151  0.656  -0.540 H20  367 40 
367 H28  H28  H 0 1 N N N 53.251 110.700 18.565 4.980  0.280  -3.875 H28  367 41 
367 H29  H29  H 0 1 N N N 54.756 112.434 19.573 5.984  2.471  -4.422 H29  367 42 
367 H30  H30  H 0 1 N N N 57.095 111.833 20.199 5.751  4.373  -2.863 H30  367 43 
367 H32  H32  H 0 1 N N N 56.479 107.811 18.770 3.488  1.890  -0.171 H32  367 44 
367 H441 1H44 H 0 0 N N N ?      ?       ?      2.478  6.225  0.980  H441 367 45 
367 H442 2H44 H 0 0 N N N ?      ?       ?      3.419  7.258  -0.113 H442 367 46 
367 H451 1H45 H 0 0 N N N ?      ?       ?      0.572  6.234  -0.672 H451 367 47 
367 H452 2H45 H 0 0 N N N ?      ?       ?      1.483  7.258  -1.738 H452 367 48 
367 H461 1H46 H 0 0 N N N ?      ?       ?      0.611  8.024  1.106  H461 367 49 
367 H462 2H46 H 0 0 N N N ?      ?       ?      1.533  9.074  -0.000 H462 367 50 
367 H47  H47  H 0 1 N N N ?      ?       ?      -0.214 9.517  -0.995 H47  367 51 
# 
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 
367 C01 C02  DOUB Y N 1  
367 C01 C06  SING Y N 2  
367 C01 C10  SING Y N 3  
367 C02 C03  SING Y N 4  
367 C02 N20  SING N N 5  
367 C03 C04  DOUB Y N 6  
367 C03 H03  SING N N 7  
367 C04 C05  SING Y N 8  
367 C04 H04  SING N N 9  
367 C05 C06  DOUB Y N 10 
367 C05 H05  SING N N 11 
367 C06 C13  SING Y N 12 
367 C10 C11  DOUB Y N 13 
367 C10 H10  SING N N 14 
367 C11 C14  SING Y N 15 
367 C11 C17  SING N N 16 
367 C13 C14  DOUB Y N 17 
367 C13 H13  SING N N 18 
367 C14 H14  SING N N 19 
367 C17 N18  DOUB N Z 20 
367 C17 N19  SING N N 21 
367 N18 H18  SING N N 22 
367 N19 H191 SING N N 23 
367 N19 H192 SING N N 24 
367 N20 C21  SING N N 25 
367 N20 H20  SING N N 26 
367 C21 O22  DOUB N N 27 
367 C21 C27  SING N N 28 
367 C27 C28  DOUB Y N 29 
367 C27 C32  SING Y N 30 
367 C28 C29  SING Y N 31 
367 C28 H28  SING N N 32 
367 C29 C30  DOUB Y N 33 
367 C29 H29  SING N N 34 
367 C30 C31  SING Y N 35 
367 C30 H30  SING N N 36 
367 C31 C32  DOUB Y N 37 
367 C31 S36  SING N N 38 
367 C32 H32  SING N N 39 
367 S36 O38  SING N N 40 
367 S36 O42  DOUB N N 41 
367 S36 O43  DOUB N N 42 
367 O38 C44  SING N N 43 
367 C44 C45  SING N N 44 
367 C44 H441 SING N N 45 
367 C44 H442 SING N N 46 
367 C45 C46  SING N N 47 
367 C45 H451 SING N N 48 
367 C45 H452 SING N N 49 
367 C46 O47  SING N N 50 
367 C46 H461 SING N N 51 
367 C46 H462 SING N N 52 
367 O47 H47  SING N N 53 
# 
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 
367 SMILES           ACDLabs              10.04 O=S(=O)(OCCCO)c1cc(ccc1)C(=O)Nc3c2cc(C(=[N@H])N)ccc2ccc3                                                                                                                               
367 InChI            InChI                1.02b InChI=1/C21H21N3O5S/c22-20(23)15-9-8-14-4-2-7-19(18(14)13-15)24-21(26)16-5-1-6-17(12-16)30(27,28)29-11-3-10-25/h1-2,4-9,12-13,25H,3,10-11H2,(H3,22,23)(H,24,26)/f/h22,24H,23H2/b22-20- 
367 InChIKey         InChI                1.02b PXERBGNIBOFZOW-OAYIBPEGDM                                                                                                                                                              
367 SMILES_CANONICAL CACTVS               3.341 NC(=N)c1ccc2cccc(NC(=O)c3cccc(c3)[S](=O)(=O)OCCCO)c2c1                                                                                                                                 
367 SMILES           CACTVS               3.341 NC(=N)c1ccc2cccc(NC(=O)c3cccc(c3)[S](=O)(=O)OCCCO)c2c1                                                                                                                                 
367 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/c1ccc2cccc(c2c1)NC(=O)c3cccc(c3)S(=O)(=O)OCCCO)\N                                                                                                                             
367 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc2cccc(c2c1)NC(=O)c3cccc(c3)S(=O)(=O)OCCCO)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 
367 "SYSTEMATIC NAME" ACDLabs              10.04 "3-hydroxypropyl 3-[(7-carbamimidoylnaphthalen-1-yl)carbamoyl]benzenesulfonate" 
367 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-hydroxypropyl 3-[(7-carbamimidoylnaphthalen-1-yl)carbamoyl]benzenesulfonate" 
# 
