data_HFI
# 
_chem_comp.id                                    HFI 
_chem_comp.name                                  "1-methyl-9~{H}-pyrido[3,4-b]indol-7-ol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H10 N2 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         harmol 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-05-25 
_chem_comp.pdbx_modified_date                    2023-03-31 
_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                        198.221 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HFI 
_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        7XVJ 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
HFI C10 C1  C 0 1 Y N N -19.084 -1.789 -64.858 -0.628 0.666  0.004  C10 HFI 1  
HFI C13 C2  C 0 1 Y N N -18.479 0.010  -62.843 -3.262 -0.198 0.014  C13 HFI 2  
HFI C15 C3  C 0 1 Y N N -18.370 0.413  -64.156 -2.240 -1.130 0.023  C15 HFI 3  
HFI C01 C4  C 0 1 N N N -18.853 -0.856 -69.500 3.302  -2.093 -0.003 C01 HFI 4  
HFI C02 C5  C 0 1 Y N N -19.176 -1.895 -68.444 2.726  -0.700 -0.004 C02 HFI 5  
HFI C04 C6  C 0 1 Y N N -19.848 -4.007 -67.851 3.086  1.584  -0.007 C04 HFI 6  
HFI C05 C7  C 0 1 Y N N -19.738 -3.751 -66.494 1.734  1.854  -0.004 C05 HFI 7  
HFI C06 C8  C 0 1 Y N N -19.321 -2.466 -66.107 0.838  0.785  -0.000 C06 HFI 8  
HFI C07 C9  C 0 1 Y N N -19.041 -1.542 -67.090 1.347  -0.525 0.000  C07 HFI 9  
HFI C09 C10 C 0 1 Y N N -18.681 -0.511 -65.174 -0.914 -0.709 0.013  C09 HFI 10 
HFI C11 C11 C 0 1 Y N N -19.196 -2.201 -63.519 -1.667 1.595  0.006  C11 HFI 11 
HFI C12 C12 C 0 1 Y N N -18.888 -1.287 -62.515 -2.974 1.164  0.011  C12 HFI 12 
HFI N03 N1  N 0 1 Y N N -19.567 -3.101 -68.782 3.533  0.341  -0.008 N03 HFI 13 
HFI N08 N2  N 0 1 Y N N -18.659 -0.378 -66.518 0.281  -1.405 0.004  N08 HFI 14 
HFI O14 O1  O 0 1 N N N -18.170 0.933  -61.858 -4.555 -0.615 0.018  O14 HFI 15 
HFI H1  H1  H 0 1 N N N -18.053 1.416  -64.400 -2.471 -2.185 0.025  H1  HFI 16 
HFI H2  H2  H 0 1 N N N -19.003 -1.290 -70.500 3.438  -2.431 -1.031 H2  HFI 17 
HFI H3  H3  H 0 1 N N N -19.516 0.013  -69.374 4.265  -2.087 0.508  H3  HFI 18 
HFI H4  H4  H 0 1 N N N -17.806 -0.537 -69.392 2.620  -2.768 0.514  H4  HFI 19 
HFI H5  H5  H 0 1 N N N -20.177 -4.986 -68.166 3.792  2.402  -0.010 H5  HFI 20 
HFI H6  H6  H 0 1 N N N -19.964 -4.511 -65.761 1.376  2.872  -0.003 H6  HFI 21 
HFI H7  H7  H 0 1 N N N -19.514 -3.204 -63.274 -1.447 2.653  0.004  H7  HFI 22 
HFI H8  H8  H 0 1 N N N -18.965 -1.581 -61.479 -3.779 1.884  0.003  H8  HFI 23 
HFI H9  H9  H 0 1 N N N -18.401 0.452  -67.013 0.360  -2.372 0.005  H9  HFI 24 
HFI H10 H10 H 0 1 N N N -18.284 0.535  -61.003 -4.932 -0.737 -0.864 H10 HFI 25 
# 
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 
HFI C01 C02 SING N N 1  
HFI N03 C02 DOUB Y N 2  
HFI N03 C04 SING Y N 3  
HFI C02 C07 SING Y N 4  
HFI C04 C05 DOUB Y N 5  
HFI C07 N08 SING Y N 6  
HFI C07 C06 DOUB Y N 7  
HFI N08 C09 SING Y N 8  
HFI C05 C06 SING Y N 9  
HFI C06 C10 SING Y N 10 
HFI C09 C10 DOUB Y N 11 
HFI C09 C15 SING Y N 12 
HFI C10 C11 SING Y N 13 
HFI C15 C13 DOUB Y N 14 
HFI C11 C12 DOUB Y N 15 
HFI C13 C12 SING Y N 16 
HFI C13 O14 SING N N 17 
HFI C15 H1  SING N N 18 
HFI C01 H2  SING N N 19 
HFI C01 H3  SING N N 20 
HFI C01 H4  SING N N 21 
HFI C04 H5  SING N N 22 
HFI C05 H6  SING N N 23 
HFI C11 H7  SING N N 24 
HFI C12 H8  SING N N 25 
HFI N08 H9  SING N N 26 
HFI O14 H10 SING N N 27 
# 
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 
HFI InChI            InChI                1.03  "InChI=1S/C12H10N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-6,14-15H,1H3" 
HFI InChIKey         InChI                1.03  SATMZMMKDDTOSQ-UHFFFAOYSA-N                                                      
HFI SMILES_CANONICAL CACTVS               3.385 "Cc1nccc2c1[nH]c3cc(O)ccc23"                                                     
HFI SMILES           CACTVS               3.385 "Cc1nccc2c1[nH]c3cc(O)ccc23"                                                     
HFI SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c2c(ccn1)c3ccc(cc3[nH]2)O"                                                   
HFI SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1c2c(ccn1)c3ccc(cc3[nH]2)O"                                                   
# 
_pdbx_chem_comp_identifier.comp_id           HFI 
_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-methyl-9~{H}-pyrido[3,4-b]indol-7-ol" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      HFI 
_pdbx_chem_comp_synonyms.name         harmol 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
HFI "Create component" 2022-05-25 PDBJ 
HFI "Initial release"  2023-04-05 RCSB 
# 
