data_A1IVL
# 
_chem_comp.id                                    A1IVL 
_chem_comp.name                                  Tegaserod 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H23 N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "1-[(~{E})-(5-methoxy-1~{H}-indol-3-yl)methylideneamino]-3-pentyl-guanidine" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-12-02 
_chem_comp.pdbx_modified_date                    2025-11-27 
_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                        301.387 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IVL 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        9HJW 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              ? 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1IVL C01 C1  C 0 1 N N N N N N 1.830  -34.429 10.904 -9.158  1.245  -0.002 C01 A1IVL 1  
A1IVL C02 C2  C 0 1 N N N N N N 2.158  -35.855 10.404 -8.124  0.117  -0.001 C02 A1IVL 2  
A1IVL C03 C3  C 0 1 N N N N N N 3.582  -36.020 9.784  -6.716  0.716  -0.001 C03 A1IVL 3  
A1IVL C04 C4  C 0 1 N N N N N N 3.669  -35.876 8.235  -5.682  -0.411 0.000  C04 A1IVL 4  
A1IVL C05 C5  C 0 1 N N N N N N 5.085  -35.444 7.727  -4.274  0.188  -0.000 C05 A1IVL 5  
A1IVL C07 C6  C 0 1 N N N N N N 7.220  -34.872 8.777  -1.941  -0.593 0.001  C07 A1IVL 6  
A1IVL C11 C7  C 0 1 N N N N N N 10.132 -34.005 6.674  1.234   -2.260 0.002  C11 A1IVL 7  
A1IVL C12 C8  C 0 1 Y N N N N N 11.563 -33.741 6.886  2.672   -1.940 0.002  C12 A1IVL 8  
A1IVL C13 C9  C 0 1 Y N N N N N 12.513 -33.434 5.916  3.701   -2.828 -0.003 C13 A1IVL 9  
A1IVL C15 C10 C 0 1 Y N N N N N 13.678 -33.522 7.888  4.665   -0.794 0.001  C15 A1IVL 10 
A1IVL C16 C11 C 0 1 Y N N N N N 12.298 -33.815 8.156  3.275   -0.596 0.002  C16 A1IVL 11 
A1IVL C17 C12 C 0 1 Y N N N N N 11.988 -34.083 9.495  2.753   0.697  0.001  C17 A1IVL 12 
A1IVL C18 C13 C 0 1 Y N N N N N 12.959 -34.062 10.496 3.611   1.780  -0.000 C18 A1IVL 13 
A1IVL C19 C14 C 0 1 Y N N N N N 14.314 -33.769 10.208 4.989   1.581  -0.001 C19 A1IVL 14 
A1IVL C20 C15 C 0 1 Y N N N N N 14.675 -33.503 8.899  5.514   0.308  -0.000 C20 A1IVL 15 
A1IVL C22 C16 C 0 1 N N N N N N 11.233 -34.554 12.048 4.051   4.117  -0.002 C22 A1IVL 16 
A1IVL N06 N1  N 0 1 N N N N N N 5.957  -35.207 8.873  -3.284  -0.891 0.001  N06 A1IVL 17 
A1IVL N08 N2  N 0 1 N N N N N N 7.882  -34.695 9.982  -1.549  0.651  0.000  N08 A1IVL 18 
A1IVL N09 N3  N 0 1 N N N N N N 8.025  -34.648 7.554  -1.011  -1.606 0.002  N09 A1IVL 19 
A1IVL N10 N4  N 0 1 N N N N N N 9.367  -34.330 7.699  0.356   -1.303 0.002  N10 A1IVL 20 
A1IVL N14 N5  N 0 1 Y N N N N N 13.795 -33.289 6.492  4.888   -2.157 -0.002 N14 A1IVL 21 
A1IVL O21 O1  O 0 1 N N N N N N 12.609 -34.325 11.789 3.108   3.043  -0.001 O21 A1IVL 22 
A1IVL H1  H1  H 0 1 N N N N N N 0.812  -34.411 11.321 -10.161 0.818  -0.001 H1  A1IVL 23 
A1IVL H2  H2  H 0 1 N N N N N N 2.551  -34.139 11.683 -9.025  1.860  0.888  H2  A1IVL 24 
A1IVL H3  H3  H 0 1 N N N N N N 1.894  -33.722 10.064 -9.025  1.859  -0.892 H3  A1IVL 25 
A1IVL H4  H4  H 0 1 N N N N N N 1.417  -36.128 9.638  -8.257  -0.497 0.890  H4  A1IVL 26 
A1IVL H5  H5  H 0 1 N N N N N N 2.074  -36.544 11.257 -8.257  -0.498 -0.890 H5  A1IVL 27 
A1IVL H6  H6  H 0 1 N N N N N N 3.952  -37.021 10.051 -6.583  1.331  -0.891 H6  A1IVL 28 
A1IVL H7  H7  H 0 1 N N N N N N 4.235  -35.256 10.231 -6.583  1.332  0.889  H7  A1IVL 29 
A1IVL H8  H8  H 0 1 N N N N N N 2.938  -35.119 7.914  -5.815  -1.026 0.890  H8  A1IVL 30 
A1IVL H9  H9  H 0 1 N N N N N N 3.417  -36.845 7.780  -5.815  -1.027 -0.890 H9  A1IVL 31 
A1IVL H10 H10 H 0 1 N N N N N N 5.510  -36.242 7.101  -4.141  0.803  -0.890 H10 A1IVL 32 
A1IVL H11 H11 H 0 1 N N N N N N 4.997  -34.521 7.135  -4.141  0.804  0.890  H11 A1IVL 33 
A1IVL H12 H12 H 0 1 N N N N N N 9.709  -33.933 5.683  0.910   -3.290 0.003  H12 A1IVL 34 
A1IVL H13 H13 H 0 1 N N N N N N 12.299 -33.322 4.863  3.595   -3.903 -0.007 H13 A1IVL 35 
A1IVL H14 H14 H 0 1 N N N N N N 10.967 -34.313 9.760  1.684   0.851  0.001  H14 A1IVL 36 
A1IVL H15 H15 H 0 1 N N N N N N 15.053 -33.753 10.996 5.653   2.434  -0.003 H15 A1IVL 37 
A1IVL H16 H16 H 0 1 N N N N N N 15.703 -33.284 8.649  6.584   0.165  -0.001 H16 A1IVL 38 
A1IVL H17 H17 H 0 1 N N N N N N 11.089 -34.752 13.120 4.677   4.050  -0.892 H17 A1IVL 39 
A1IVL H18 H18 H 0 1 N N N N N N 10.653 -33.665 11.759 3.519   5.068  -0.002 H18 A1IVL 40 
A1IVL H19 H19 H 0 1 N N N N N N 10.890 -35.422 11.466 4.678   4.051  0.888  H19 A1IVL 41 
A1IVL H20 H20 H 0 1 N N N N N N 5.566  -35.306 9.788  -3.575  -1.817 0.001  H20 A1IVL 42 
A1IVL H21 H21 H 0 1 N N N N N N 7.282  -34.853 10.766 -2.205  1.366  -0.000 H21 A1IVL 43 
A1IVL H22 H22 H 0 1 N N N N N N 7.611  -34.724 6.647  -1.303  -2.532 0.002  H22 A1IVL 44 
A1IVL H23 H23 H 0 1 N N N N N N 14.637 -33.062 6.003  5.763   -2.576 -0.004 H23 A1IVL 45 
# 
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 
A1IVL C13 N14 SING Y N 1  
A1IVL C13 C12 DOUB Y N 2  
A1IVL N14 C15 SING Y N 3  
A1IVL C11 C12 SING N N 4  
A1IVL C11 N10 DOUB N E 5  
A1IVL C12 C16 SING Y N 6  
A1IVL N09 N10 SING N N 7  
A1IVL N09 C07 SING N N 8  
A1IVL C05 C04 SING N N 9  
A1IVL C05 N06 SING N N 10 
A1IVL C15 C16 DOUB Y N 11 
A1IVL C15 C20 SING Y N 12 
A1IVL C16 C17 SING Y N 13 
A1IVL C04 C03 SING N N 14 
A1IVL C07 N06 SING N N 15 
A1IVL C07 N08 DOUB N N 16 
A1IVL C20 C19 DOUB Y N 17 
A1IVL C17 C18 DOUB Y N 18 
A1IVL C03 C02 SING N N 19 
A1IVL C19 C18 SING Y N 20 
A1IVL C02 C01 SING N N 21 
A1IVL C18 O21 SING N N 22 
A1IVL O21 C22 SING N N 23 
A1IVL C01 H1  SING N N 24 
A1IVL C01 H2  SING N N 25 
A1IVL C01 H3  SING N N 26 
A1IVL C02 H4  SING N N 27 
A1IVL C02 H5  SING N N 28 
A1IVL C03 H6  SING N N 29 
A1IVL C03 H7  SING N N 30 
A1IVL C04 H8  SING N N 31 
A1IVL C04 H9  SING N N 32 
A1IVL C05 H10 SING N N 33 
A1IVL C05 H11 SING N N 34 
A1IVL C11 H12 SING N N 35 
A1IVL C13 H13 SING N N 36 
A1IVL C17 H14 SING N N 37 
A1IVL C19 H15 SING N N 38 
A1IVL C20 H16 SING N N 39 
A1IVL C22 H17 SING N N 40 
A1IVL C22 H18 SING N N 41 
A1IVL C22 H19 SING N N 42 
A1IVL N06 H20 SING N N 43 
A1IVL N08 H21 SING N N 44 
A1IVL N09 H22 SING N N 45 
A1IVL N14 H23 SING N N 46 
# 
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 
A1IVL InChI            InChI                1.06  "InChI=1S/C16H23N5O/c1-3-4-5-8-18-16(17)21-20-11-12-10-19-15-7-6-13(22-2)9-14(12)15/h6-7,9-11,19H,3-5,8H2,1-2H3,(H3,17,18,21)/b20-11+" 
A1IVL InChIKey         InChI                1.06  IKBKZGMPCYNSLU-RGVLZGJSSA-N                                                                                                            
A1IVL SMILES_CANONICAL CACTVS               3.385 "CCCCCNC(=N)N/N=C/c1c[nH]c2ccc(OC)cc12"                                                                                                
A1IVL SMILES           CACTVS               3.385 "CCCCCNC(=N)NN=Cc1c[nH]c2ccc(OC)cc12"                                                                                                  
A1IVL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "[H]/N=C(/NCCCCC)\N/N=C/c1c[nH]c2c1cc(cc2)OC"                                                                                          
A1IVL SMILES           "OpenEye OEToolkits" 2.0.7 "CCCCCNC(=N)NN=Cc1c[nH]c2c1cc(cc2)OC"                                                                                                  
# 
_pdbx_chem_comp_identifier.comp_id           A1IVL 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "1-[(~{E})-(5-methoxy-1~{H}-indol-3-yl)methylideneamino]-3-pentyl-guanidine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IVL "Create component" 2024-12-02 PDBE 
A1IVL "Initial release"  2025-05-21 RCSB 
A1IVL "Modify name"      2025-11-27 PDBE 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1IVL 
_pdbx_chem_comp_synonyms.name         "1-[(~{E})-(5-methoxy-1~{H}-indol-3-yl)methylideneamino]-3-pentyl-guanidine" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         IUPAC 
# 
