data_FA4
# 
_chem_comp.id                                    FA4 
_chem_comp.name                                  SM-25453 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H42 N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(2-(9-((R)-1-(HYDROXYCARBAMOYL)-5-AMINOPENTYLCARBAMOYL)NONYL)BENZYL)GUANIDINE, GUANIDINOMETHYLBENZIL D-LYSINE HYDROXAMATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-09-28 
_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                        462.629 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FA4 
_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        2D1N 
_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 
FA4 C1   C1   C 0 1 Y N N -40.671 20.393 -12.038 -9.444  2.794  -0.102 C1   FA4 1  
FA4 C2   C2   C 0 1 Y N N -40.688 21.761 -12.415 -8.314  2.387  0.582  C2   FA4 2  
FA4 C3   C3   C 0 1 Y N N -41.809 22.327 -13.102 -7.751  1.153  0.315  C3   FA4 3  
FA4 C4   C4   C 0 1 Y N N -42.947 21.466 -13.407 -8.316  0.328  -0.640 C4   FA4 4  
FA4 C5   C5   C 0 1 Y N N -42.899 20.079 -13.013 -9.449  0.733  -1.321 C5   FA4 5  
FA4 C6   C6   C 0 1 Y N N -41.775 19.556 -12.339 -10.012 1.967  -1.053 C6   FA4 6  
FA4 C7   C7   C 0 1 N N N -41.710 23.813 -13.465 -6.519  0.709  1.060  C7   FA4 7  
FA4 C8   C8   C 0 1 N N N -41.078 23.997 -14.863 -5.275  1.047  0.236  C8   FA4 8  
FA4 C9   C9   C 0 1 N N N -41.135 25.432 -15.413 -4.024  0.596  0.993  C9   FA4 9  
FA4 C10  C10  C 0 1 N N N -42.533 26.004 -15.620 -2.780  0.934  0.168  C10  FA4 10 
FA4 C11  C11  C 0 1 N N N -42.629 27.187 -16.585 -1.529  0.484  0.925  C11  FA4 11 
FA4 C12  C12  C 0 1 N N N -43.875 27.996 -16.229 -0.285  0.821  0.101  C12  FA4 12 
FA4 C13  C13  C 0 1 N N N -44.110 29.202 -17.133 0.966   0.371  0.857  C13  FA4 13 
FA4 C14  C14  C 0 1 N N N -43.631 30.506 -16.479 2.210   0.708  0.033  C14  FA4 14 
FA4 C15  C15  C 0 1 N N N -43.852 31.742 -17.352 3.461   0.258  0.790  C15  FA4 15 
FA4 C16  C16  C 0 1 N N N -43.184 31.665 -18.711 4.686   0.590  -0.022 C16  FA4 16 
FA4 N17  N17  N 0 1 N N N -44.065 31.362 -19.741 5.911   0.284  0.449  N17  FA4 17 
FA4 C18  C18  C 0 1 N N R -43.692 31.226 -21.170 7.102   0.607  -0.340 C18  FA4 18 
FA4 O19  O19  O 0 1 N N N -41.984 31.847 -18.890 4.570   1.134  -1.100 O19  FA4 19 
FA4 C20  C20  C 0 1 N N N -44.913 31.693 -21.997 8.243   -0.336 0.049  C20  FA4 20 
FA4 C21  C21  C 0 1 N N N -43.374 29.739 -21.449 7.513   2.031  -0.069 C21  FA4 21 
FA4 N22  N22  N 0 1 N N N -42.289 29.250 -20.820 8.590   2.551  -0.689 N22  FA4 22 
FA4 C23  C23  C 0 1 N N N -44.555 32.136 -23.442 7.875   -1.769 -0.341 C23  FA4 23 
FA4 C24  C24  C 0 1 N N N -44.943 31.208 -24.619 9.016   -2.711 0.047  C24  FA4 24 
FA4 C25  C25  C 0 1 N N N -45.331 31.971 -25.904 8.649   -4.145 -0.343 C25  FA4 25 
FA4 N26  N26  N 0 1 N N N -44.319 31.762 -26.969 9.744   -5.050 0.031  N26  FA4 26 
FA4 C27  C27  C 0 1 N N N -44.196 21.961 -14.124 -7.702  -1.017 -0.932 C27  FA4 27 
FA4 N28  N28  N 0 1 N N N -45.469 21.337 -13.511 -8.112  -1.975 0.098  N28  FA4 28 
FA4 C29  C29  C 0 1 N N N -46.235 22.109 -12.579 -7.673  -3.276 0.041  C29  FA4 29 
FA4 N30  N30  N 0 1 N N N -45.687 23.275 -12.001 -6.848  -3.679 -0.983 N30  FA4 30 
FA4 N31  N31  N 0 1 N N N -47.424 21.748 -12.251 -8.037  -4.128 0.958  N31  FA4 31 
FA4 O32  O32  O 0 1 N N N -41.945 27.913 -21.066 8.977   3.890  -0.435 O32  FA4 32 
FA4 O33  O33  O 0 1 N N N -44.036 29.028 -22.205 6.874   2.710  0.707  O33  FA4 33 
FA4 H1   H1   H 0 1 N N N -39.814 19.988 -11.520 -9.884  3.758  0.107  H1   FA4 34 
FA4 H2   H2   H 0 1 N N N -39.840 22.386 -12.179 -7.870  3.033  1.325  H2   FA4 35 
FA4 H5   H5   H 0 1 N N N -43.735 19.432 -13.237 -9.893  0.087  -2.063 H5   FA4 36 
FA4 H6   H6   H 0 1 N N N -41.756 18.515 -12.052 -10.896 2.284  -1.587 H6   FA4 37 
FA4 H71  1H7  H 0 1 N N N -41.074 24.316 -12.722 -6.563  -0.367 1.227  H71  FA4 38 
FA4 H72  2H7  H 0 1 N N N -42.720 24.249 -13.468 -6.470  1.224  2.020  H72  FA4 39 
FA4 H81  1H8  H 0 1 N N N -41.663 23.374 -15.555 -5.231  2.123  0.069  H81  FA4 40 
FA4 H82  2H8  H 0 1 N N N -40.019 23.707 -14.793 -5.325  0.532  -0.724 H82  FA4 41 
FA4 H91  1H9  H 0 1 N N N -40.671 25.394 -16.410 -4.068  -0.480 1.160  H91  FA4 42 
FA4 H92  2H9  H 0 1 N N N -40.615 26.082 -14.694 -3.975  1.111  1.952  H92  FA4 43 
FA4 H101 1H10 H 0 0 N N N -42.853 26.385 -14.639 -2.736  2.010  0.001  H101 FA4 44 
FA4 H102 2H10 H 0 0 N N N -43.163 25.197 -16.023 -2.830  0.419  -0.791 H102 FA4 45 
FA4 H111 1H11 H 0 0 N N N -42.696 26.825 -17.622 -1.573  -0.593 1.092  H111 FA4 46 
FA4 H112 2H11 H 0 0 N N N -41.734 27.819 -16.492 -1.480  0.998  1.884  H112 FA4 47 
FA4 H121 1H12 H 0 0 N N N -43.727 28.383 -15.210 -0.241  1.897  -0.066 H121 FA4 48 
FA4 H122 2H12 H 0 0 N N N -44.748 27.332 -16.315 -0.334  0.306  -0.859 H122 FA4 49 
FA4 H131 1H13 H 0 0 N N N -45.191 29.287 -17.318 0.922   -0.706 1.024  H131 FA4 50 
FA4 H132 2H13 H 0 0 N N N -43.555 29.053 -18.071 1.015   0.886  1.817  H132 FA4 51 
FA4 H141 1H14 H 0 0 N N N -42.547 30.411 -16.317 2.254   1.785  -0.134 H141 FA4 52 
FA4 H142 2H14 H 0 0 N N N -44.189 30.644 -15.541 2.161   0.194  -0.927 H142 FA4 53 
FA4 H151 1H15 H 0 0 N N N -43.402 32.594 -16.821 3.417   -0.818 0.957  H151 FA4 54 
FA4 H152 2H15 H 0 0 N N N -44.934 31.856 -17.512 3.510   0.773  1.749  H152 FA4 55 
FA4 H17  H17  H 0 1 N N N -45.026 31.225 -19.500 6.004   -0.151 1.311  H17  FA4 56 
FA4 H18  H18  H 0 1 N N N -42.809 31.827 -21.433 6.878   0.489  -1.400 H18  FA4 57 
FA4 H201 1H20 H 0 0 N N N -45.335 32.570 -21.484 8.407   -0.283 1.125  H201 FA4 58 
FA4 H202 2H20 H 0 0 N N N -45.622 30.855 -22.063 9.153   -0.039 -0.473 H202 FA4 59 
FA4 H22  H22  H 0 1 N N N -41.748 29.819 -20.200 9.102   2.009  -1.310 H22  FA4 60 
FA4 H231 1H23 H 0 0 N N N -43.455 32.154 -23.458 7.711   -1.822 -1.418 H231 FA4 61 
FA4 H232 2H23 H 0 0 N N N -45.072 33.092 -23.613 6.965   -2.065 0.180  H232 FA4 62 
FA4 H241 1H24 H 0 0 N N N -45.826 30.633 -24.303 9.180   -2.658 1.124  H241 FA4 63 
FA4 H242 2H24 H 0 0 N N N -44.079 30.567 -24.849 9.926   -2.415 -0.474 H242 FA4 64 
FA4 H251 1H25 H 0 0 N N N -45.384 33.045 -25.674 8.484   -4.197 -1.419 H251 FA4 65 
FA4 H252 2H25 H 0 0 N N N -46.305 31.603 -26.259 7.739   -4.441 0.179  H252 FA4 66 
FA4 H261 1H26 H 0 0 N N N -43.671 32.523 -26.967 9.792   -5.047 1.038  H261 FA4 67 
FA4 H262 2H26 H 0 0 N N N -44.775 31.715 -27.858 9.459   -5.978 -0.244 H262 FA4 68 
FA4 H271 1H27 H 0 0 N N N -44.134 21.666 -15.182 -8.040  -1.366 -1.907 H271 FA4 69 
FA4 H272 2H27 H 0 0 N N N -44.253 23.055 -14.029 -6.616  -0.928 -0.933 H272 FA4 70 
FA4 H28  H28  H 0 1 N N N -45.753 20.411 -13.760 -8.694  -1.691 0.821  H28  FA4 71 
FA4 H301 1H30 H 0 0 N N N -44.774 23.643 -12.178 -6.538  -4.597 -1.023 H301 FA4 72 
FA4 H302 2H30 H 0 0 N N N -46.368 23.669 -11.384 -6.577  -3.045 -1.665 H302 FA4 73 
FA4 H31  H31  H 0 1 N N N -47.646 20.909 -12.748 -7.727  -5.046 0.917  H31  FA4 74 
FA4 H32  H32  H 0 1 N N N -41.867 27.773 -22.002 9.762   4.061  -0.972 H32  FA4 75 
# 
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 
FA4 C1  C2   DOUB Y N 1  
FA4 C1  C6   SING Y N 2  
FA4 C1  H1   SING N N 3  
FA4 C2  C3   SING Y N 4  
FA4 C2  H2   SING N N 5  
FA4 C3  C4   DOUB Y N 6  
FA4 C3  C7   SING N N 7  
FA4 C4  C5   SING Y N 8  
FA4 C4  C27  SING N N 9  
FA4 C5  C6   DOUB Y N 10 
FA4 C5  H5   SING N N 11 
FA4 C6  H6   SING N N 12 
FA4 C7  C8   SING N N 13 
FA4 C7  H71  SING N N 14 
FA4 C7  H72  SING N N 15 
FA4 C8  C9   SING N N 16 
FA4 C8  H81  SING N N 17 
FA4 C8  H82  SING N N 18 
FA4 C9  C10  SING N N 19 
FA4 C9  H91  SING N N 20 
FA4 C9  H92  SING N N 21 
FA4 C10 C11  SING N N 22 
FA4 C10 H101 SING N N 23 
FA4 C10 H102 SING N N 24 
FA4 C11 C12  SING N N 25 
FA4 C11 H111 SING N N 26 
FA4 C11 H112 SING N N 27 
FA4 C12 C13  SING N N 28 
FA4 C12 H121 SING N N 29 
FA4 C12 H122 SING N N 30 
FA4 C13 C14  SING N N 31 
FA4 C13 H131 SING N N 32 
FA4 C13 H132 SING N N 33 
FA4 C14 C15  SING N N 34 
FA4 C14 H141 SING N N 35 
FA4 C14 H142 SING N N 36 
FA4 C15 C16  SING N N 37 
FA4 C15 H151 SING N N 38 
FA4 C15 H152 SING N N 39 
FA4 C16 N17  SING N N 40 
FA4 C16 O19  DOUB N N 41 
FA4 N17 C18  SING N N 42 
FA4 N17 H17  SING N N 43 
FA4 C18 C20  SING N N 44 
FA4 C18 C21  SING N N 45 
FA4 C18 H18  SING N N 46 
FA4 C20 C23  SING N N 47 
FA4 C20 H201 SING N N 48 
FA4 C20 H202 SING N N 49 
FA4 C21 N22  SING N N 50 
FA4 C21 O33  DOUB N N 51 
FA4 N22 O32  SING N N 52 
FA4 N22 H22  SING N N 53 
FA4 C23 C24  SING N N 54 
FA4 C23 H231 SING N N 55 
FA4 C23 H232 SING N N 56 
FA4 C24 C25  SING N N 57 
FA4 C24 H241 SING N N 58 
FA4 C24 H242 SING N N 59 
FA4 C25 N26  SING N N 60 
FA4 C25 H251 SING N N 61 
FA4 C25 H252 SING N N 62 
FA4 N26 H261 SING N N 63 
FA4 N26 H262 SING N N 64 
FA4 C27 N28  SING N N 65 
FA4 C27 H271 SING N N 66 
FA4 C27 H272 SING N N 67 
FA4 N28 C29  SING N N 68 
FA4 N28 H28  SING N N 69 
FA4 C29 N30  SING N N 70 
FA4 C29 N31  DOUB N Z 71 
FA4 N30 H301 SING N N 72 
FA4 N30 H302 SING N N 73 
FA4 N31 H31  SING N N 74 
FA4 O32 H32  SING N N 75 
# 
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 
FA4 SMILES           ACDLabs              10.04 O=C(NO)C(NC(=O)CCCCCCCCCc1ccccc1CNC(=[N@H])N)CCCCN 
FA4 InChI            InChI                1.02b 
InChI=1/C24H42N6O3/c25-17-11-10-15-21(23(32)30-33)29-22(31)16-7-5-3-1-2-4-6-12-19-13-8-9-14-20(19)18-28-24(26)27/h8-9,13-14,21,33H,1-7,10-12,15-18,25H2,(H,29,31)(H,30,32)(H4,26,27,28)/t21-/m1/s1/f/h26,28-30H,27H2/b26-24- 
FA4 InChIKey         InChI                1.02b DPKFTMHWVJEOMW-SXPWMKIADL 
FA4 SMILES_CANONICAL CACTVS               3.341 NCCCC[C@@H](NC(=O)CCCCCCCCCc1ccccc1CNC(N)=N)C(=O)NO 
FA4 SMILES           CACTVS               3.341 NCCCC[CH](NC(=O)CCCCCCCCCc1ccccc1CNC(N)=N)C(=O)NO 
FA4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/N)\NCc1ccccc1CCCCCCCCCC(=O)N[C@H](CCCCN)C(=O)NO 
FA4 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(N)NCc1ccccc1CCCCCCCCCC(=O)NC(CCCCN)C(=O)NO 
# 
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 
FA4 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1R)-5-amino-1-(hydroxycarbamoyl)pentyl]-10-[2-(carbamimidamidomethyl)phenyl]decanamide        
FA4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2R)-6-amino-1-(hydroxyamino)-1-oxo-hexan-2-yl]-10-[2-(carbamimidamidomethyl)phenyl]decanamide 
# 
