data_CAU
#

_chem_comp.id                                   CAU
_chem_comp.name                                 "(2S)-1-(9H-Carbazol-4-yloxy)-3-(isopropylamino)propan-2-ol"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H22 N2 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(S)-Carazolol"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2007-10-10
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       298.379
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    CAU
_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       2RH1
_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
CAU  O17   O17   O  0  1  N  N  N  -33.477  10.957  8.170   2.343  -0.977  -1.149  O17   CAU   1  
CAU  C16   C16   C  0  1  N  N  S  -32.267  10.230  8.041   2.417  -0.244   0.075  C16   CAU   2  
CAU  C18   C18   C  0  1  N  N  N  -32.478   8.951  7.225   3.808   0.379   0.213  C18   CAU   3  
CAU  N19   N19   N  0  1  N  N  N  -33.702   8.250  7.600   4.822  -0.683   0.216  N19   CAU   4  
CAU  C20   C20   C  0  1  N  N  N  -33.806   6.805  7.498   6.173  -0.121   0.348  C20   CAU   5  
CAU  C21   C21   C  0  1  N  N  N  -33.533   6.385  6.055   7.105  -1.169   0.959  C21   CAU   6  
CAU  C22   C22   C  0  1  N  N  N  -35.184   6.350  7.988   6.694   0.282  -1.033  C22   CAU   7  
CAU  C15   C15   C  0  1  N  N  N  -31.242  11.105  7.364   1.360   0.863   0.071  C15   CAU   8  
CAU  O14   O14   O  0  1  N  N  N  -30.049  10.367  7.182   0.057   0.277   0.060  O14   CAU   9  
CAU  C13   C13   C  0  1  Y  N  N  -28.931  10.857  6.581  -1.002   1.128   0.055  C13   CAU  10  
CAU  C12   C12   C  0  1  Y  N  N  -28.911  12.133  6.005  -0.794   2.496   0.062  C12   CAU  11  
CAU  C11   C11   C  0  1  Y  N  N  -27.768  12.628  5.393  -1.873   3.364   0.057  C11   CAU  12  
CAU  C10   C10   C  0  1  Y  N  N  -26.608  11.875  5.332  -3.164   2.880   0.047  C10   CAU  13  
CAU  C8    C8    C  0  1  Y  N  N  -26.565  10.625  5.875  -3.396   1.507   0.040  C8    CAU  14  
CAU  C9    C9    C  0  1  Y  N  N  -27.768  10.108  6.517  -2.306   0.626   0.038  C9    CAU  15  
CAU  N7    N7    N  0  1  Y  N  N  -25.593   9.657  5.974  -4.561   0.761   0.030  N7    CAU  16  
CAU  C3    C3    C  0  1  Y  N  N  -26.096   8.561  6.637  -4.264  -0.591   0.027  C3    CAU  17  
CAU  C4    C4    C  0  1  Y  N  N  -27.482   8.863  6.976  -2.868  -0.737   0.031  C4    CAU  18  
CAU  C2    C2    C  0  1  Y  N  N  -25.589   7.338  7.009  -5.068  -1.726   0.017  C2    CAU  19  
CAU  C1    C1    C  0  1  Y  N  N  -26.395   6.432  7.689  -4.492  -2.979   0.016  C1    CAU  20  
CAU  C6    C6    C  0  1  Y  N  N  -27.717   6.731  8.006  -3.113  -3.122   0.025  C6    CAU  21  
CAU  C5    C5    C  0  1  Y  N  N  -28.269   7.948  7.652  -2.300  -2.009   0.026  C5    CAU  22  
CAU  H17   H17   H  0  1  N  N  N  -33.653  11.120  9.089   2.495  -0.440  -1.939  H17   CAU  23  
CAU  H16   H16   H  0  1  N  N  N  -31.916   9.940  9.042   2.236  -0.917   0.913  H16   CAU  24  
CAU  H181  H181  H  0  0  N  N  N  -31.624   8.280  7.399   3.989   1.052  -0.625  H181  CAU  25  
CAU  H182  H182  H  0  0  N  N  N  -32.563   9.236  6.166   3.864   0.939   1.147  H182  CAU  26  
CAU  H191  H191  H  0  0  N  N  N  -33.852   8.465  8.565   4.638  -1.356   0.945  H191  CAU  27  
CAU  H20   H20   H  0  1  N  N  N  -33.056   6.317  8.138   6.140   0.757   0.994  H20   CAU  28  
CAU  H211  H211  H  0  0  N  N  N  -33.467   7.280  5.418   7.138  -2.047   0.312  H211  CAU  29  
CAU  H212  H212  H  0  0  N  N  N  -32.584   5.831  6.008   8.107  -0.752   1.056  H212  CAU  30  
CAU  H213  H213  H  0  0  N  N  N  -34.351   5.742  5.700   6.734  -1.456   1.942  H213  CAU  31  
CAU  H221  H221  H  0  0  N  N  N  -35.167   6.241  9.082   6.727  -0.595  -1.679  H221  CAU  32  
CAU  H222  H222  H  0  0  N  N  N  -35.939   7.099  7.706   6.030   1.029  -1.469  H222  CAU  33  
CAU  H223  H223  H  0  0  N  N  N  -35.436   5.383  7.527   7.696   0.699  -0.936  H223  CAU  34  
CAU  H151  H151  H  0  0  N  N  N  -31.038  11.986  7.990   1.475   1.477   0.964  H151  CAU  35  
CAU  H152  H152  H  0  0  N  N  N  -31.625  11.435  6.387   1.488   1.484  -0.816  H152  CAU  36  
CAU  H12   H12   H  0  1  N  N  N  -29.801  12.743  6.038   0.212   2.888   0.071  H12   CAU  37  
CAU  H11   H11   H  0  1  N  N  N  -27.784  13.616  4.957  -1.702   4.431   0.062  H11   CAU  38  
CAU  H10   H10   H  0  1  N  N  N  -25.730  12.281  4.851  -3.997   3.567   0.043  H10   CAU  39  
CAU  H7    H7    H  0  1  N  N  N  -24.662   9.737  5.618  -5.457   1.132   0.025  H7    CAU  40  
CAU  H2    H2    H  0  1  N  N  N  -24.567   7.082  6.773  -6.143  -1.626   0.010  H2    CAU  41  
CAU  H1    H1    H  0  1  N  N  N  -25.986   5.475  7.978  -5.122  -3.857   0.010  H1    CAU  42  
CAU  H6    H6    H  0  1  N  N  N  -28.318   6.005  8.534  -2.675  -4.108   0.025  H6    CAU  43  
CAU  H5    H5    H  0  1  N  N  N  -29.295   8.180  7.898  -1.226  -2.122   0.027  H5    CAU  44  
#   #
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
CAU  C10  C11   DOUB  Y  N   1  
CAU  C10  C8    SING  Y  N   2  
CAU  C11  C12   SING  Y  N   3  
CAU  C8   N7    SING  Y  N   4  
CAU  C8   C9    DOUB  Y  N   5  
CAU  N7   C3    SING  Y  N   6  
CAU  C12  C13   DOUB  Y  N   7  
CAU  C21  C20   SING  N  N   8  
CAU  C9   C13   SING  Y  N   9  
CAU  C9   C4    SING  Y  N  10  
CAU  C13  O14   SING  N  N  11  
CAU  C3   C4    DOUB  Y  N  12  
CAU  C3   C2    SING  Y  N  13  
CAU  C4   C5    SING  Y  N  14  
CAU  C2   C1    DOUB  Y  N  15  
CAU  O14  C15   SING  N  N  16  
CAU  C18  N19   SING  N  N  17  
CAU  C18  C16   SING  N  N  18  
CAU  C15  C16   SING  N  N  19  
CAU  C20  N19   SING  N  N  20  
CAU  C20  C22   SING  N  N  21  
CAU  C5   C6    DOUB  Y  N  22  
CAU  C1   C6    SING  Y  N  23  
CAU  C16  O17   SING  N  N  24  
CAU  O17  H17   SING  N  N  25  
CAU  C16  H16   SING  N  N  26  
CAU  C18  H181  SING  N  N  27  
CAU  C18  H182  SING  N  N  28  
CAU  N19  H191  SING  N  N  29  
CAU  C20  H20   SING  N  N  30  
CAU  C21  H211  SING  N  N  31  
CAU  C21  H212  SING  N  N  32  
CAU  C21  H213  SING  N  N  33  
CAU  C22  H221  SING  N  N  34  
CAU  C22  H222  SING  N  N  35  
CAU  C22  H223  SING  N  N  36  
CAU  C15  H151  SING  N  N  37  
CAU  C15  H152  SING  N  N  38  
CAU  C12  H12   SING  N  N  39  
CAU  C11  H11   SING  N  N  40  
CAU  C10  H10   SING  N  N  41  
CAU  N7   H7    SING  N  N  42  
CAU  C2   H2    SING  N  N  43  
CAU  C1   H1    SING  N  N  44  
CAU  C6   H6    SING  N  N  45  
CAU  C5   H5    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
CAU  SMILES            ACDLabs               10.04  "OC(CNC(C)C)COc3cccc2c3c1c(cccc1)n2"  
CAU  SMILES_CANONICAL  CACTVS                3.341  "CC(C)NC[C@H](O)COc1cccc2[nH]c3ccccc3c12"  
CAU  SMILES            CACTVS                3.341  "CC(C)NC[CH](O)COc1cccc2[nH]c3ccccc3c12"  
CAU  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "CC(C)NC[C@@H](COc1cccc2c1c3ccccc3[nH]2)O"  
CAU  SMILES            "OpenEye OEToolkits"  1.5.0  "CC(C)NCC(COc1cccc2c1c3ccccc3[nH]2)O"  
CAU  InChI             InChI                 1.03   "InChI=1S/C18H22N2O2/c1-12(2)19-10-13(21)11-22-17-9-5-8-16-18(17)14-6-3-4-7-15(14)20-16/h3-9,12-13,19-21H,10-11H2,1-2H3/t13-/m0/s1"  
CAU  InChIKey          InChI                 1.03   BQXQGZPYHWWCEB-ZDUSSCGKSA-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
CAU  "SYSTEMATIC NAME"  ACDLabs               10.04  "(2S)-1-(9H-carbazol-4-yloxy)-3-[(1-methylethyl)amino]propan-2-ol"  
CAU  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "(2S)-1-(9H-carbazol-4-yloxy)-3-(propan-2-ylamino)propan-2-ol"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
CAU  "Create component"      2007-10-10  RCSB  
CAU  "Modify aromatic_flag"  2011-06-04  RCSB  
CAU  "Modify descriptor"     2011-06-04  RCSB  
CAU  "Modify synonyms"       2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     CAU
_pdbx_chem_comp_synonyms.name        "(S)-Carazolol"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
