data_HUX
# 
_chem_comp.id                                    HUX 
_chem_comp.name                                  3-CHLORO-9-ETHYL-6,7,8,9,10,11-HEXAHYDRO-7,11-METHANOCYCLOOCTA[B]QUINOLIN-12-AMINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H19 Cl N2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-08-09 
_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                        298.810 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HUX 
_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        1E66 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
HUX CL1  CL1  CL 0 0 N N N 7.560 70.996 69.959 -0.415 0.761  5.395  CL1  HUX 1  
HUX C1   C1   C  0 1 Y N N 6.378 70.635 68.845 -0.031 0.217  3.792  C1   HUX 2  
HUX N1   N1   N  0 1 Y N N 5.960 69.581 65.309 -1.524 0.048  0.500  N1   HUX 3  
HUX C3   C3   C  0 1 Y N N 5.569 69.950 66.666 -0.646 -0.077 1.497  C3   HUX 4  
HUX C4   C4   C  0 1 Y N N 4.975 69.198 64.470 -1.265 -0.356 -0.730 C4   HUX 5  
HUX N2   N2   N  0 1 N N N 1.886 69.430 66.469 2.139  -1.680 -0.354 N2   HUX 6  
HUX C14  C14  C  0 1 Y N N 3.228 69.512 66.146 0.915  -1.100 -0.061 C14  HUX 7  
HUX C2   C2   C  0 1 Y N N 6.670 70.277 67.434 -0.951 0.361  2.797  C2   HUX 8  
HUX C17  C17  C  0 1 Y N N 4.934 70.630 69.274 1.212  -0.360 3.543  C17  HUX 9  
HUX C15  C15  C  0 1 Y N N 4.248 69.912 67.043 0.618  -0.663 1.248  C15  HUX 10 
HUX C5   C5   C  0 1 N N N 5.519 68.784 62.997 -2.349 -0.160 -1.760 C5   HUX 11 
HUX C13  C13  C  0 1 Y N N 3.623 69.110 64.752 -0.050 -0.935 -1.050 C13  HUX 12 
HUX C6   C6   C  0 1 N N S 4.527 67.880 62.246 -1.768 -0.246 -3.171 C6   HUX 13 
HUX C7   C7   C  0 1 N N N 4.282 66.405 62.996 -0.872 0.927  -3.428 C7   HUX 14 
HUX C12  C12  C  0 1 N N N 3.171 68.555 62.217 -0.978 -1.555 -3.282 C12  HUX 15 
HUX C8   C8   C  0 1 N N N 3.305 66.089 63.849 0.421  0.876  -3.405 C8   HUX 16 
HUX C9   C9   C  0 1 N N N 2.303 67.180 64.150 1.200  -0.376 -3.126 C9   HUX 17 
HUX C18  C18  C  0 1 N N N 3.279 64.636 64.466 1.187  2.145  -3.679 C18  HUX 18 
HUX C11  C11  C  0 1 N N S 2.621 68.602 63.709 0.290  -1.404 -2.439 C11  HUX 19 
HUX C10  C10  C  0 1 N N N 4.394 63.619 64.131 1.434  2.886  -2.363 C10  HUX 20 
HUX C16  C16  C  0 1 Y N N 3.913 70.303 68.461 1.541  -0.797 2.295  C16  HUX 21 
HUX HN21 1HN2 H  0 0 N N N 1.151 69.141 65.822 2.804  -1.790 0.343  HN21 HUX 22 
HUX HN22 2HN2 H  0 0 N N N 1.614 70.341 66.838 2.332  -1.976 -1.258 HN22 HUX 23 
HUX HC2  HC2  H  0 1 N N N 7.671 70.254 66.971 -1.910 0.810  3.006  HC2  HUX 24 
HUX H17  H17  H  0 1 N N N 4.588 70.892 70.288 1.923  -0.463 4.349  H17  HUX 25 
HUX HC51 1HC5 H  0 0 N N N 5.779 69.685 62.394 -2.807 0.819  -1.619 HC51 HUX 26 
HUX HC52 2HC5 H  0 0 N N N 6.528 68.313 63.056 -3.109 -0.932 -1.636 HC52 HUX 27 
HUX HC6  HC6  H  0 1 N N N 4.964 67.712 61.234 -2.580 -0.249 -3.898 HC6  HUX 28 
HUX HC7  HC7  H  0 1 N N N 4.869 65.475 62.913 -1.336 1.877  -3.646 HC7  HUX 29 
HUX H121 1H12 H  0 0 N N N 3.197 69.559 61.733 -1.578 -2.382 -2.903 H121 HUX 30 
HUX H122 2H12 H  0 0 N N N 2.460 68.068 61.508 -0.711 -1.738 -4.323 H122 HUX 31 
HUX HC91 1HC9 H  0 0 N N N 1.311 66.885 63.734 1.580  -0.793 -4.058 HC91 HUX 32 
HUX HC92 2HC9 H  0 0 N N N 2.086 67.180 65.243 2.036  -0.136 -2.469 HC92 HUX 33 
HUX H181 1H18 H  0 0 N N N 3.213 64.729 65.575 0.611  2.780  -4.351 H181 HUX 34 
HUX H182 2H18 H  0 0 N N N 2.296 64.170 64.219 2.143  1.899  -4.141 H182 HUX 35 
HUX H11  H11  H  0 1 N N N 1.750 69.298 63.673 0.805  -2.363 -2.383 H11  HUX 36 
HUX H101 1H10 H  0 0 N N N 4.375 62.592 64.566 1.988  3.803  -2.561 H101 HUX 37 
HUX H102 2H10 H  0 0 N N N 4.459 63.525 63.021 0.478  3.132  -1.900 H102 HUX 38 
HUX H103 3H10 H  0 0 N N N 5.376 64.085 64.377 2.011  2.251  -1.691 H103 HUX 39 
HUX H16  H16  H  0 1 N N N 2.906 70.350 68.910 2.507  -1.243 2.113  H16  HUX 40 
# 
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 
HUX CL1 C1   SING N N 1  
HUX C1  C2   DOUB Y N 2  
HUX C1  C17  SING Y N 3  
HUX N1  C3   DOUB Y N 4  
HUX N1  C4   SING Y N 5  
HUX C3  C2   SING Y N 6  
HUX C3  C15  SING Y N 7  
HUX C4  C5   SING N N 8  
HUX C4  C13  DOUB Y N 9  
HUX N2  C14  SING N N 10 
HUX N2  HN21 SING N N 11 
HUX N2  HN22 SING N N 12 
HUX C14 C15  DOUB Y N 13 
HUX C14 C13  SING Y N 14 
HUX C2  HC2  SING N N 15 
HUX C17 C16  DOUB Y N 16 
HUX C17 H17  SING N N 17 
HUX C15 C16  SING Y N 18 
HUX C5  C6   SING N N 19 
HUX C5  HC51 SING N N 20 
HUX C5  HC52 SING N N 21 
HUX C13 C11  SING N N 22 
HUX C6  C7   SING N N 23 
HUX C6  C12  SING N N 24 
HUX C6  HC6  SING N N 25 
HUX C7  C8   DOUB N N 26 
HUX C7  HC7  SING N N 27 
HUX C12 C11  SING N N 28 
HUX C12 H121 SING N N 29 
HUX C12 H122 SING N N 30 
HUX C8  C9   SING N N 31 
HUX C8  C18  SING N N 32 
HUX C9  C11  SING N N 33 
HUX C9  HC91 SING N N 34 
HUX C9  HC92 SING N N 35 
HUX C18 C10  SING N N 36 
HUX C18 H181 SING N N 37 
HUX C18 H182 SING N N 38 
HUX C11 H11  SING N N 39 
HUX C10 H101 SING N N 40 
HUX C10 H102 SING N N 41 
HUX C10 H103 SING N N 42 
HUX C16 H16  SING N N 43 
# 
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 
HUX SMILES           ACDLabs              10.04 Clc2ccc1c(N)c3c(nc1c2)CC4C=C(CC3C4)CC                                                                                                             
HUX InChI            InChI                1.02b InChI=1/C18H19ClN2/c1-2-10-5-11-7-12(6-10)17-16(8-11)21-15-9-13(19)3-4-14(15)18(17)20/h3-5,9,11-12H,2,6-8H2,1H3,(H2,20,21)/t11-,12+/m0/s1/f/h20H2 
HUX InChIKey         InChI                1.02b QTPHSDHUHXUYFE-FLHGJMLZDQ                                                                                                                         
HUX SMILES_CANONICAL CACTVS               3.341 CCC1=C[C@H]2C[C@@H](C1)c3c(N)c4ccc(Cl)cc4nc3C2                                                                                                    
HUX SMILES           CACTVS               3.341 CCC1=C[CH]2C[CH](C1)c3c(N)c4ccc(Cl)cc4nc3C2                                                                                                       
HUX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCC1=C[C@@H]2Cc3c(c(c4ccc(cc4n3)Cl)N)[C@@H](C2)C1                                                                                                 
HUX SMILES           "OpenEye OEToolkits" 1.5.0 CCC1=CC2Cc3c(c(c4ccc(cc4n3)Cl)N)C(C2)C1                                                                                                           
# 
_pdbx_chem_comp_identifier.comp_id           HUX 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           ACDLabs 
_pdbx_chem_comp_identifier.program_version   10.04 
_pdbx_chem_comp_identifier.identifier        (7S,11S)-3-chloro-9-ethyl-6,7,10,11-tetrahydro-7,11-methanocycloocta[b]quinolin-12-amine 
# 
