data_UN5
# 
_chem_comp.id                                    UN5 
_chem_comp.name                                  "{3(S)-METHYLCARBAMOYL-2-[3-(3-SULFOAMINO-PHENYL)-PROPIONYL]-1,2,3,4-TETRAHYDRO-ISOQUINOLIN-7-YL}-SULFAMIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H24 N4 O8 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-12-01 
_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                        512.557 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UN5 
_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        2F6Z 
_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 
UN5 O8   O8   O 0 1 N N N 42.134 12.707 19.360 1.441  4.524  -1.566 O8   UN5 1  
UN5 C9   C9   C 0 1 N N N 41.685 11.847 18.607 1.608  4.324  -0.382 C9   UN5 2  
UN5 N4   N4   N 0 1 N N N 40.363 11.733 18.527 1.227  5.252  0.519  N4   UN5 3  
UN5 C20  C20  C 0 1 N N N 39.574 12.539 19.444 0.610  6.501  0.067  C20  UN5 4  
UN5 C8   C8   C 0 1 N N S 42.575 10.999 17.734 2.242  3.038  0.083  C8   UN5 5  
UN5 N2   N2   N 0 1 N N N 41.781 10.420 16.645 1.195  2.052  0.397  N2   UN5 6  
UN5 C11  C11  C 0 1 N N N 41.422 11.184 15.446 1.628  0.764  0.949  C11  UN5 7  
UN5 C6   C6   C 0 1 Y N N 42.122 12.533 15.373 2.819  0.253  0.176  C6   UN5 8  
UN5 C2   C2   C 0 1 Y N N 41.598 13.488 14.497 3.224  -1.054 0.404  C2   UN5 9  
UN5 C5   C5   C 0 1 Y N N 42.178 14.762 14.390 4.325  -1.573 -0.258 C5   UN5 10 
UN5 N1   N1   N 0 1 N N N 41.645 15.693 13.553 4.730  -2.890 -0.024 N1   UN5 11 
UN5 S1   S1   S 0 1 N N N 42.250 15.945 12.067 6.333  -3.235 0.207  S1   UN5 12 
UN5 O3   O3   O 0 1 N N N 41.327 16.903 11.445 6.764  -2.551 1.496  O3   UN5 13 
UN5 O2   O2   O 0 1 N N N 43.624 16.393 12.218 6.393  -4.630 0.471  O2   UN5 14 
UN5 O1   O1   O 0 1 N N N 42.253 14.610 11.422 7.026  -2.565 -0.836 O1   UN5 15 
UN5 C4   C4   C 0 1 Y N N 43.260 15.046 15.220 5.025  -0.776 -1.155 C4   UN5 16 
UN5 C3   C3   C 0 1 Y N N 43.207 12.843 16.172 3.508  1.040  -0.720 C3   UN5 17 
UN5 C7   C7   C 0 1 N N N 43.735 11.788 17.121 3.115  2.461  -1.029 C7   UN5 18 
UN5 C1   C1   C 0 1 Y N N 43.794 14.104 16.096 4.615  0.520  -1.382 C1   UN5 19 
UN5 C10  C10  C 0 1 N N N 41.378 9.158  16.788 -0.108 2.321  0.185  C10  UN5 20 
UN5 O4   O4   O 0 1 N N N 41.676 8.494  17.775 -0.432 3.350  -0.369 O4   UN5 21 
UN5 C12  C12  C 0 1 N N N 40.531 8.582  15.679 -1.163 1.344  0.636  C12  UN5 22 
UN5 C13  C13  C 0 1 N N N 40.097 7.142  15.950 -2.548 1.886  0.277  C13  UN5 23 
UN5 C14  C14  C 0 1 Y N N 39.086 6.749  14.892 -3.602 0.908  0.729  C14  UN5 24 
UN5 C16  C16  C 0 1 Y N N 39.510 6.078  13.746 -4.144 1.013  1.997  C16  UN5 25 
UN5 C19  C19  C 0 1 Y N N 38.588 5.711  12.761 -5.111 0.118  2.415  C19  UN5 26 
UN5 C15  C15  C 0 1 Y N N 37.241 6.033  12.918 -5.540 -0.884 1.567  C15  UN5 27 
UN5 C18  C18  C 0 1 Y N N 36.821 6.718  14.061 -4.998 -0.992 0.293  C18  UN5 28 
UN5 C17  C17  C 0 1 Y N N 37.744 7.084  15.036 -4.030 -0.088 -0.126 C17  UN5 29 
UN5 N3   N3   N 0 1 N N N 35.535 7.073  14.277 -5.430 -2.004 -0.568 N3   UN5 30 
UN5 S2   S2   S 0 1 N N N 34.496 7.623  13.184 -7.047 -2.325 -0.724 S2   UN5 31 
UN5 O5   O5   O 0 1 N N N 33.952 6.472  12.425 -7.696 -1.098 -1.348 O5   UN5 32 
UN5 O6   O6   O 0 1 N N N 35.143 8.567  12.235 -7.144 -3.353 -1.700 O6   UN5 33 
UN5 O7   O7   O 0 1 N N N 33.456 8.392  13.915 -7.555 -2.399 0.601  O7   UN5 34 
UN5 HN4  HN4  H 0 1 N N N 39.990 11.089 17.829 1.360  5.092  1.466  HN4  UN5 35 
UN5 H201 1H20 H 0 0 N N N 39.862 13.611 19.339 0.371  7.122  0.930  H201 UN5 36 
UN5 H202 2H20 H 0 0 N N N 38.465 12.443 19.377 1.305  7.035  -0.583 H202 UN5 37 
UN5 H203 3H20 H 0 0 N N N 39.902 12.339 20.491 -0.303 6.278  -0.484 H203 UN5 38 
UN5 H8   H8   H 0 1 N N N 43.009 10.207 18.388 2.850  3.226  0.969  H8   UN5 39 
UN5 H111 1H11 H 0 0 N N N 40.316 11.303 15.365 0.812  0.045  0.875  H111 UN5 40 
UN5 H112 2H11 H 0 0 N N N 41.608 10.588 14.522 1.904  0.893  1.996  H112 UN5 41 
UN5 H2   H2   H 0 1 N N N 40.717 13.234 13.884 2.677  -1.671 1.102  H2   UN5 42 
UN5 HN1  HN1  H 0 1 N N N 41.636 16.587 14.044 4.072  -3.602 0.003  HN1  UN5 43 
UN5 HO3  HO3  H 0 1 N N N 41.681 17.050 10.576 7.700  -2.758 1.623  HO3  UN5 44 
UN5 H4   H4   H 0 1 N N N 43.710 16.052 15.182 5.886  -1.170 -1.674 H4   UN5 45 
UN5 H71  1H7  H 0 1 N N N 44.479 11.119 16.628 2.561  2.484  -1.968 H71  UN5 46 
UN5 H72  2H7  H 0 1 N N N 44.400 12.226 17.902 4.015  3.067  -1.130 H72  UN5 47 
UN5 H1   H1   H 0 1 N N N 44.669 14.353 16.720 5.159  1.138  -2.080 H1   UN5 48 
UN5 H121 1H12 H 0 0 N N N 41.051 8.664  14.696 -1.007 0.386  0.139  H121 UN5 49 
UN5 H122 2H12 H 0 0 N N N 39.649 9.232  15.472 -1.094 1.208  1.716  H122 UN5 50 
UN5 H131 1H13 H 0 0 N N N 39.715 6.995  16.987 -2.703 2.843  0.775  H131 UN5 51 
UN5 H132 2H13 H 0 0 N N N 40.958 6.436  16.007 -2.616 2.022  -0.802 H132 UN5 52 
UN5 H16  H16  H 0 1 N N N 40.579 5.837  13.618 -3.810 1.796  2.662  H16  UN5 53 
UN5 H19  H19  H 0 1 N N N 38.923 5.168  11.861 -5.532 0.203  3.406  H19  UN5 54 
UN5 H15  H15  H 0 1 N N N 36.511 5.747  12.142 -6.295 -1.583 1.894  H15  UN5 55 
UN5 H17  H17  H 0 1 N N N 37.410 7.642  15.927 -3.607 -0.169 -1.117 H17  UN5 56 
UN5 HN3  HN3  H 0 1 N N N 35.553 7.766  15.025 -4.782 -2.519 -1.074 HN3  UN5 57 
UN5 HO5  HO5  H 0 1 N N N 33.337 6.798  11.778 -8.639 -1.295 -1.435 HO5  UN5 58 
# 
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 
UN5 O8  C9   DOUB N N 1  
UN5 C9  N4   SING N N 2  
UN5 C9  C8   SING N N 3  
UN5 N4  C20  SING N N 4  
UN5 N4  HN4  SING N N 5  
UN5 C20 H201 SING N N 6  
UN5 C20 H202 SING N N 7  
UN5 C20 H203 SING N N 8  
UN5 C8  N2   SING N N 9  
UN5 C8  C7   SING N N 10 
UN5 C8  H8   SING N N 11 
UN5 N2  C11  SING N N 12 
UN5 N2  C10  SING N N 13 
UN5 C11 C6   SING N N 14 
UN5 C11 H111 SING N N 15 
UN5 C11 H112 SING N N 16 
UN5 C6  C2   SING Y N 17 
UN5 C6  C3   DOUB Y N 18 
UN5 C2  C5   DOUB Y N 19 
UN5 C2  H2   SING N N 20 
UN5 C5  N1   SING N N 21 
UN5 C5  C4   SING Y N 22 
UN5 N1  S1   SING N N 23 
UN5 N1  HN1  SING N N 24 
UN5 S1  O3   SING N N 25 
UN5 S1  O2   DOUB N N 26 
UN5 S1  O1   DOUB N N 27 
UN5 O3  HO3  SING N N 28 
UN5 C4  C1   DOUB Y N 29 
UN5 C4  H4   SING N N 30 
UN5 C3  C7   SING N N 31 
UN5 C3  C1   SING Y N 32 
UN5 C7  H71  SING N N 33 
UN5 C7  H72  SING N N 34 
UN5 C1  H1   SING N N 35 
UN5 C10 O4   DOUB N N 36 
UN5 C10 C12  SING N N 37 
UN5 C12 C13  SING N N 38 
UN5 C12 H121 SING N N 39 
UN5 C12 H122 SING N N 40 
UN5 C13 C14  SING N N 41 
UN5 C13 H131 SING N N 42 
UN5 C13 H132 SING N N 43 
UN5 C14 C16  DOUB Y N 44 
UN5 C14 C17  SING Y N 45 
UN5 C16 C19  SING Y N 46 
UN5 C16 H16  SING N N 47 
UN5 C19 C15  DOUB Y N 48 
UN5 C19 H19  SING N N 49 
UN5 C15 C18  SING Y N 50 
UN5 C15 H15  SING N N 51 
UN5 C18 C17  DOUB Y N 52 
UN5 C18 N3   SING N N 53 
UN5 C17 H17  SING N N 54 
UN5 N3  S2   SING N N 55 
UN5 N3  HN3  SING N N 56 
UN5 S2  O5   SING N N 57 
UN5 S2  O6   DOUB N N 58 
UN5 S2  O7   DOUB N N 59 
UN5 O5  HO5  SING N N 60 
# 
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 
UN5 SMILES           ACDLabs              10.04 O=S(=O)(O)Nc1cccc(c1)CCC(=O)N3C(C(=O)NC)Cc2c(cc(cc2)NS(=O)(=O)O)C3 
UN5 InChI            InChI                1.02b 
InChI=1/C20H24N4O8S2/c1-21-20(26)18-11-14-6-7-17(23-34(30,31)32)10-15(14)12-24(18)19(25)8-5-13-3-2-4-16(9-13)22-33(27,28)29/h2-4,6-7,9-10,18,22-23H,5,8,11-12H2,1H3,(H,21,26)(H,27,28,29)(H,30,31,32)/t18-/m0/s1/f/h21,27,30H 
UN5 InChIKey         InChI                1.02b VXWOHWHCMDFHJS-LEIZWXRDDP 
UN5 SMILES_CANONICAL CACTVS               3.341 CNC(=O)[C@@H]1Cc2ccc(N[S](O)(=O)=O)cc2CN1C(=O)CCc3cccc(N[S](O)(=O)=O)c3 
UN5 SMILES           CACTVS               3.341 CNC(=O)[CH]1Cc2ccc(N[S](O)(=O)=O)cc2CN1C(=O)CCc3cccc(N[S](O)(=O)=O)c3 
UN5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CNC(=O)[C@@H]1Cc2ccc(cc2CN1C(=O)CCc3cccc(c3)NS(=O)(=O)O)NS(=O)(=O)O 
UN5 SMILES           "OpenEye OEToolkits" 1.5.0 CNC(=O)C1Cc2ccc(cc2CN1C(=O)CCc3cccc(c3)NS(=O)(=O)O)NS(=O)(=O)O 
# 
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 
UN5 "SYSTEMATIC NAME" ACDLabs              10.04 "(3-{3-[(3S)-3-(methylcarbamoyl)-7-(sulfoamino)-3,4-dihydroisoquinolin-2(1H)-yl]-3-oxopropyl}phenyl)sulfamic acid" 
UN5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3S)-3-(methylcarbamoyl)-2-[3-[3-(sulfoamino)phenyl]propanoyl]-3,4-dihydro-1H-isoquinolin-7-yl]sulfamic acid"    
# 
