data_NN3
# 
_chem_comp.id                                    NN3 
_chem_comp.name                                  "3-{ISOPROPYL[(TRANS-4-METHYLCYCLOHEXYL)CARBONYL]AMINO}-5-PHENYLTHIOPHENE-2-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H27 N O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-04-10 
_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                        385.520 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NN3 
_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        ? 
_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 
NN3 C4   C4   C 0 1 N N N -33.781 -14.658 33.005 4.091  1.332  -1.771 C4   NN3 1  
NN3 C5   C5   C 0 1 N N N -35.122 -15.257 32.619 3.780  2.321  -0.645 C5   NN3 2  
NN3 C6   C6   C 0 1 N N N -35.701 -16.114 33.749 2.301  2.709  -0.702 C6   NN3 3  
NN3 C11  C11  C 0 1 Y N N -34.812 -19.982 33.851 -0.243 -0.481 0.599  C11  NN3 4  
NN3 C7   C7   C 0 1 N N N -33.232 -13.741 31.919 5.570  0.944  -1.714 C7   NN3 5  
NN3 C8   C8   C 0 1 N N N -35.173 -18.075 35.200 1.739  0.815  0.797  C8   NN3 6  
NN3 C10  C10  C 0 1 Y N N -35.705 -20.315 32.833 -0.180 -1.604 -0.226 C10  NN3 7  
NN3 C12  C12  C 0 1 Y N N -33.484 -20.306 33.601 -1.427 0.211  0.668  C12  NN3 8  
NN3 C13  C13  C 0 1 Y N N -33.379 -20.916 32.354 -2.504 -0.236 -0.075 C13  NN3 9  
NN3 C3   C3   C 0 1 N N N -32.791 -15.768 33.333 3.228  0.079  -1.602 C3   NN3 10 
NN3 O27  O27  O 0 1 N N N -35.503 -17.553 36.264 2.761  1.093  1.387  O27  NN3 11 
NN3 C1   C1   C 0 1 N N N -34.728 -17.229 34.038 1.438  1.457  -0.533 C1   NN3 12 
NN3 C2   C2   C 0 1 N N N -33.363 -16.658 34.427 1.749  0.468  -1.658 C2   NN3 13 
NN3 N14  N14  N 0 1 N N N -35.189 -19.384 35.034 0.871  -0.067 1.331  N14  NN3 14 
NN3 C22  C22  C 0 1 N N N -35.606 -20.190 36.200 1.097  -0.592 2.680  C22  NN3 15 
NN3 C24  C24  C 0 1 N N N -34.335 -20.658 36.896 2.473  -1.258 2.744  C24  NN3 16 
NN3 C23  C23  C 0 1 N N N -36.507 -21.382 35.878 1.039  0.555  3.690  C23  NN3 17 
NN3 C15  C15  C 0 1 N N N -37.171 -20.150 32.719 0.912  -2.471 -0.465 C15  NN3 18 
NN3 O26  O26  O 0 1 N N N -37.753 -20.567 31.697 2.005  -2.217 0.005  O26  NN3 19 
NN3 O25  O25  O 0 1 N N N -37.784 -19.577 33.625 0.741  -3.581 -1.214 O25  NN3 20 
NN3 S9   S9   S 0 1 Y N N -34.904 -21.051 31.513 -1.833 -1.671 -0.897 S9   NN3 21 
NN3 C16  C16  C 0 1 Y N N -32.208 -21.427 31.592 -3.866 0.331  -0.167 C16  NN3 22 
NN3 C21  C21  C 0 1 Y N N -32.348 -22.347 30.548 -4.527 0.372  -1.395 C21  NN3 23 
NN3 C20  C20  C 0 1 Y N N -31.223 -22.783 29.855 -5.798 0.902  -1.474 C20  NN3 24 
NN3 C19  C19  C 0 1 Y N N -29.966 -22.293 30.200 -6.417 1.393  -0.338 C19  NN3 25 
NN3 C18  C18  C 0 1 Y N N -29.825 -21.384 31.236 -5.767 1.357  0.883  C18  NN3 26 
NN3 C17  C17  C 0 1 Y N N -30.946 -20.939 31.922 -4.498 0.824  0.976  C17  NN3 27 
NN3 H4   H4   H 0 1 N N N -33.933 -14.037 33.900 3.873  1.796  -2.733 H4   NN3 28 
NN3 H51  1H5  H 0 1 N N N -34.973 -15.900 31.739 4.394  3.213  -0.766 H51  NN3 29 
NN3 H52  2H5  H 0 1 N N N -35.825 -14.440 32.398 3.997  1.857  0.317  H52  NN3 30 
NN3 H61  1H6  H 0 1 N N N -36.676 -16.528 33.451 2.083  3.173  -1.664 H61  NN3 31 
NN3 H62  2H6  H 0 1 N N N -35.845 -15.499 34.650 2.079  3.413  0.100  H62  NN3 32 
NN3 H71  1H7  H 0 1 N N N -33.938 -13.708 31.076 5.787  0.480  -0.752 H71  NN3 33 
NN3 H72  2H7  H 0 1 N N N -32.262 -14.125 31.570 5.791  0.239  -2.516 H72  NN3 34 
NN3 H73  3H7  H 0 1 N N N -33.100 -12.728 32.326 6.184  1.836  -1.834 H73  NN3 35 
NN3 H12  H12  H 0 1 N N N -32.659 -20.114 34.272 -1.516 1.088  1.292  H12  NN3 36 
NN3 H31  1H3  H 0 1 N N N -31.847 -15.323 33.681 3.450  -0.625 -2.403 H31  NN3 37 
NN3 H32  2H3  H 0 1 N N N -32.606 -16.370 32.432 3.445  -0.385 -0.640 H32  NN3 38 
NN3 H1   H1   H 0 1 N N N -34.674 -17.834 33.121 0.385  1.733  -0.573 H1   NN3 39 
NN3 H21A 1H2  H 0 0 N N N -33.491 -16.048 35.334 1.135  -0.425 -1.538 H21A NN3 40 
NN3 H22A 2H2  H 0 0 N N N -32.668 -17.493 34.602 1.532  0.932  -2.620 H22A NN3 41 
NN3 H22  H22  H 0 1 N N N -36.229 -19.550 36.842 0.327  -1.326 2.918  H22  NN3 42 
NN3 H241 1H24 H 0 0 N N N -34.520 -21.625 37.386 2.687  -1.552 3.771  H241 NN3 43 
NN3 H242 2H24 H 0 0 N N N -34.036 -19.916 37.651 2.480  -2.141 2.104  H242 NN3 44 
NN3 H243 3H24 H 0 0 N N N -33.530 -20.771 36.154 3.233  -0.556 2.400  H243 NN3 45 
NN3 H231 1H23 H 0 0 N N N -37.449 -21.292 36.439 1.762  1.321  3.412  H231 NN3 46 
NN3 H232 2H23 H 0 0 N N N -35.997 -22.314 36.163 0.037  0.985  3.694  H232 NN3 47 
NN3 H233 3H23 H 0 0 N N N -36.723 -21.398 34.800 1.275  0.176  4.684  H233 NN3 48 
NN3 HO25 HO25 H 0 0 N N N -38.706 -19.525 33.401 1.598  -4.027 -1.253 HO25 NN3 49 
NN3 H21  H21  H 0 1 N N N -33.326 -22.718 30.281 -4.045 -0.011 -2.283 H21  NN3 50 
NN3 H20  H20  H 0 1 N N N -31.324 -23.499 29.053 -6.311 0.934  -2.424 H20  NN3 51 
NN3 H19  H19  H 0 1 N N N -29.094 -22.624 29.656 -7.412 1.808  -0.405 H19  NN3 52 
NN3 H18  H18  H 0 1 N N N -28.845 -21.023 31.509 -6.256 1.742  1.765  H18  NN3 53 
NN3 H17  H17  H 0 1 N N N -30.840 -20.212 32.714 -3.992 0.796  1.929  H17  NN3 54 
# 
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 
NN3 C4  C5   SING N N 1  
NN3 C4  C7   SING N N 2  
NN3 C4  C3   SING N N 3  
NN3 C4  H4   SING N N 4  
NN3 C5  C6   SING N N 5  
NN3 C5  H51  SING N N 6  
NN3 C5  H52  SING N N 7  
NN3 C6  C1   SING N N 8  
NN3 C6  H61  SING N N 9  
NN3 C6  H62  SING N N 10 
NN3 C11 C10  DOUB Y N 11 
NN3 C11 C12  SING Y N 12 
NN3 C11 N14  SING N N 13 
NN3 C7  H71  SING N N 14 
NN3 C7  H72  SING N N 15 
NN3 C7  H73  SING N N 16 
NN3 C8  O27  DOUB N N 17 
NN3 C8  C1   SING N N 18 
NN3 C8  N14  SING N N 19 
NN3 C10 C15  SING N N 20 
NN3 C10 S9   SING Y N 21 
NN3 C12 C13  DOUB Y N 22 
NN3 C12 H12  SING N N 23 
NN3 C13 S9   SING Y N 24 
NN3 C13 C16  SING N N 25 
NN3 C3  C2   SING N N 26 
NN3 C3  H31  SING N N 27 
NN3 C3  H32  SING N N 28 
NN3 C1  C2   SING N N 29 
NN3 C1  H1   SING N N 30 
NN3 C2  H21A SING N N 31 
NN3 C2  H22A SING N N 32 
NN3 N14 C22  SING N N 33 
NN3 C22 C24  SING N N 34 
NN3 C22 C23  SING N N 35 
NN3 C22 H22  SING N N 36 
NN3 C24 H241 SING N N 37 
NN3 C24 H242 SING N N 38 
NN3 C24 H243 SING N N 39 
NN3 C23 H231 SING N N 40 
NN3 C23 H232 SING N N 41 
NN3 C23 H233 SING N N 42 
NN3 C15 O26  DOUB N N 43 
NN3 C15 O25  SING N N 44 
NN3 O25 HO25 SING N N 45 
NN3 C16 C21  DOUB Y N 46 
NN3 C16 C17  SING Y N 47 
NN3 C21 C20  SING Y N 48 
NN3 C21 H21  SING N N 49 
NN3 C20 C19  DOUB Y N 50 
NN3 C20 H20  SING N N 51 
NN3 C19 C18  SING Y N 52 
NN3 C19 H19  SING N N 53 
NN3 C18 C17  DOUB Y N 54 
NN3 C18 H18  SING N N 55 
NN3 C17 H17  SING N N 56 
# 
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 
NN3 SMILES           ACDLabs              10.04 O=C(O)c2sc(cc2N(C(=O)C1CCC(C)CC1)C(C)C)c3ccccc3                                                                                                            
NN3 InChI            InChI                1.02b InChI=1/C22H27NO3S/c1-14(2)23(21(24)17-11-9-15(3)10-12-17)18-13-19(27-20(18)22(25)26)16-7-5-4-6-8-16/h4-8,13-15,17H,9-12H2,1-3H3,(H,25,26)/t15-,17-/f/h25H 
NN3 InChIKey         InChI                1.02b RZXQBIKGWSLVEK-MCPJQSMMDA                                                                                                                                  
NN3 SMILES_CANONICAL CACTVS               3.341 CC(C)N(C(=O)[C@H]1CC[C@H](C)CC1)c2cc(sc2C(O)=O)c3ccccc3                                                                                                    
NN3 SMILES           CACTVS               3.341 CC(C)N(C(=O)[CH]1CC[CH](C)CC1)c2cc(sc2C(O)=O)c3ccccc3                                                                                                      
NN3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1CCC(CC1)C(=O)N(c2cc(sc2C(=O)O)c3ccccc3)C(C)C                                                                                                            
NN3 SMILES           "OpenEye OEToolkits" 1.5.0 CC1CCC(CC1)C(=O)N(c2cc(sc2C(=O)O)c3ccccc3)C(C)C                                                                                                            
# 
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 
NN3 "SYSTEMATIC NAME" ACDLabs              10.04 "3-{[(trans-4-methylcyclohexyl)carbonyl](1-methylethyl)amino}-5-phenylthiophene-2-carboxylic acid" 
NN3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[(4-methylcyclohexyl)carbonyl-propan-2-yl-amino]-5-phenyl-thiophene-2-carboxylic acid"          
# 
