data_CRV
# 
_chem_comp.id                                    CRV 
_chem_comp.name                                  N-[1-(AMINOMETHYL)CYCLOPROPYL]-3-(BENZYLSULFONYL)-N~2~-[(1S)-2,2,2-TRIFLUORO-1-(4-HYDROXYPHENYL)ETHYL]-L-ALANINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H26 F3 N3 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-02-08 
_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                        485.520 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CRV 
_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        2FRA 
_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 
CRV C1   C1   C 0 1 N N N 54.954 33.371 126.430 -0.742 1.525  -1.747 C1   CRV 1  
CRV C2   C2   C 0 1 N N S 56.233 34.201 126.053 -1.596 0.873  -0.657 C2   CRV 2  
CRV N3   N3   N 0 1 N N N 57.215 34.390 127.170 -0.719 0.277  0.360  N3   CRV 3  
CRV C4   C4   C 0 1 Y N N 56.995 33.616 124.885 -2.474 1.916  -0.015 C4   CRV 4  
CRV F5   F5   F 0 1 N N N 54.296 33.908 127.508 0.073  0.557  -2.342 F5   CRV 5  
CRV F6   F6   F 0 1 N N N 54.074 33.342 125.377 -1.577 2.092  -2.716 F6   CRV 6  
CRV F7   F7   F 0 1 N N N 55.240 32.053 126.737 0.057  2.522  -1.178 F7   CRV 7  
CRV C8   C8   C 0 1 N N R 57.079 35.567 128.086 -0.359 -1.062 -0.124 C8   CRV 8  
CRV C9   C9   C 0 1 N N N 57.551 36.748 127.399 -1.435 -2.043 0.265  C9   CRV 9  
CRV C10  C10  C 0 1 N N N 57.829 35.337 129.430 0.971  -1.489 0.500  C10  CRV 10 
CRV S11  S11  S 0 1 N N N 57.268 33.972 130.458 2.265  -0.309 0.031  S11  CRV 11 
CRV C12  C12  C 0 1 N N N 57.962 32.470 129.721 3.676  -1.058 0.891  C12  CRV 12 
CRV N13  N13  N 0 1 N N N 56.890 37.898 127.522 -1.318 -3.342 -0.075 N13  CRV 13 
CRV O14  O14  O 0 1 N N N 58.585 36.691 126.727 -2.406 -1.664 0.885  O14  CRV 14 
CRV C15  C15  C 0 1 N N N 57.250 39.154 126.944 -2.308 -4.314 0.394  C15  CRV 15 
CRV N17  N17  N 0 1 N N N 58.493 41.222 127.369 -3.662 -3.640 -1.532 N17  CRV 16 
CRV C18  C18  C 0 1 N N N 55.979 39.783 126.334 -1.830 -5.747 0.640  C18  CRV 17 
CRV C19  C19  C 0 1 N N N 56.934 39.373 125.437 -2.162 -4.837 1.825  C19  CRV 18 
CRV C20  C20  C 0 1 Y N N 56.861 34.204 123.573 -3.801 2.026  -0.390 C20  CRV 19 
CRV C21  C21  C 0 1 Y N N 57.570 33.676 122.449 -4.608 2.982  0.197  C21  CRV 20 
CRV C22  C22  C 0 1 Y N N 58.432 32.543 122.611 -4.086 3.831  1.162  C22  CRV 21 
CRV C23  C23  C 0 1 Y N N 58.584 31.940 123.901 -2.755 3.718  1.536  C23  CRV 22 
CRV C24  C24  C 0 1 Y N N 57.877 32.466 125.029 -1.954 2.757  0.951  C24  CRV 23 
CRV O25  O25  O 0 1 N N N 59.106 32.039 121.549 -4.878 4.771  1.741  O25  CRV 24 
CRV C26  C26  C 0 1 Y N N 57.453 31.207 130.314 4.911  -0.231 0.646  C26  CRV 25 
CRV C27  C27  C 0 1 Y N N 58.222 30.523 131.318 5.726  -0.510 -0.435 C27  CRV 26 
CRV C28  C28  C 0 1 Y N N 57.753 29.307 131.893 6.857  0.252  -0.663 C28  CRV 27 
CRV C29  C29  C 0 1 Y N N 56.500 28.754 131.473 7.178  1.287  0.196  C29  CRV 28 
CRV C30  C30  C 0 1 Y N N 55.718 29.415 130.479 6.366  1.562  1.280  C30  CRV 29 
CRV C31  C31  C 0 1 Y N N 56.191 30.638 129.898 5.233  0.803  1.505  C31  CRV 30 
CRV O32  O32  O 0 1 N N N 55.689 33.882 130.415 2.482  -0.392 -1.371 O32  CRV 31 
CRV O33  O33  O 0 1 N N N 57.772 34.122 131.952 1.979  0.951  0.623  O33  CRV 32 
CRV C16  C16  C 0 1 N N N 57.933 40.170 127.799 -3.727 -4.126 -0.147 C16  CRV 33 
CRV H2   H2   H 0 1 N N N 55.806 35.180 125.789 -2.219 0.096  -1.100 H2   CRV 34 
CRV HN3  HN3  H 0 1 N N N 57.140 33.577 127.747 -1.283 0.145  1.187  HN3  CRV 35 
CRV H8   H8   H 0 1 N N N 56.020 35.704 128.349 -0.262 -1.042 -1.209 H8   CRV 36 
CRV H101 1H10 H 0 0 N N N 58.882 35.141 129.181 0.873  -1.510 1.585  H101 CRV 37 
CRV H102 2H10 H 0 0 N N N 57.641 36.243 130.025 1.238  -2.483 0.140  H102 CRV 38 
CRV H121 1H12 H 0 0 N N N 59.052 32.496 129.865 3.470  -1.095 1.961  H121 CRV 39 
CRV H122 2H12 H 0 0 N N N 57.662 32.468 128.663 3.835  -2.069 0.516  H122 CRV 40 
CRV HN13 HN13 H 0 0 N N N 56.057 37.880 128.075 -0.579 -3.632 -0.632 HN13 CRV 41 
CRV H171 1H17 H 0 0 N N N 58.641 41.856 128.128 -3.186 -4.351 -2.067 H171 CRV 42 
CRV H172 2H17 H 0 0 N N N 59.373 40.986 126.956 -4.611 -3.608 -1.873 H172 CRV 43 
CRV H181 1H18 H 0 0 N N N 55.571 40.793 126.488 -2.527 -6.555 0.416  H181 CRV 44 
CRV H182 2H18 H 0 0 N N N 54.903 39.584 126.444 -0.779 -5.966 0.452  H182 CRV 45 
CRV H191 1H19 H 0 0 N N N 56.854 38.629 124.630 -1.328 -4.457 2.416  H191 CRV 46 
CRV H192 2H19 H 0 0 N N N 57.464 39.858 124.604 -3.076 -5.046 2.380  H192 CRV 47 
CRV H20  H20  H 0 1 N N N 56.214 35.058 123.438 -4.206 1.365  -1.141 H20  CRV 48 
CRV H21  H21  H 0 1 N N N 57.456 34.132 121.477 -5.644 3.068  -0.097 H21  CRV 49 
CRV H23  H23  H 0 1 N N N 59.234 31.086 124.023 -2.347 4.377  2.288  H23  CRV 50 
CRV H24  H24  H 0 1 N N N 57.999 32.005 125.998 -0.917 2.668  1.242  H24  CRV 51 
CRV HO25 HO25 H 0 0 N N N 58.508 31.921 120.821 -5.278 4.360  2.519  HO25 CRV 52 
CRV H27  H27  H 0 1 N N N 59.166 30.936 131.640 5.475  -1.318 -1.106 H27  CRV 53 
CRV H28  H28  H 0 1 N N N 58.342 28.802 132.645 7.491  0.037  -1.510 H28  CRV 54 
CRV H29  H29  H 0 1 N N N 56.146 27.832 131.911 8.063  1.880  0.019  H29  CRV 55 
CRV H30  H30  H 0 1 N N N 54.773 28.996 130.165 6.617  2.371  1.951  H30  CRV 56 
CRV H31  H31  H 0 1 N N N 55.600 31.137 129.144 4.598  1.019  2.352  H31  CRV 57 
CRV H161 1H16 H 0 0 N N N 57.149 40.532 128.480 -4.257 -3.399 0.468  H161 CRV 58 
CRV H162 2H16 H 0 0 N N N 58.804 39.597 128.149 -4.255 -5.079 -0.121 H162 CRV 59 
# 
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 
CRV C1  C2   SING N N 1  
CRV C1  F5   SING N N 2  
CRV C1  F6   SING N N 3  
CRV C1  F7   SING N N 4  
CRV C2  N3   SING N N 5  
CRV C2  C4   SING N N 6  
CRV C2  H2   SING N N 7  
CRV N3  C8   SING N N 8  
CRV N3  HN3  SING N N 9  
CRV C4  C20  DOUB Y N 10 
CRV C4  C24  SING Y N 11 
CRV C8  C9   SING N N 12 
CRV C8  C10  SING N N 13 
CRV C8  H8   SING N N 14 
CRV C9  N13  SING N N 15 
CRV C9  O14  DOUB N N 16 
CRV C10 S11  SING N N 17 
CRV C10 H101 SING N N 18 
CRV C10 H102 SING N N 19 
CRV S11 C12  SING N N 20 
CRV S11 O32  DOUB N N 21 
CRV S11 O33  DOUB N N 22 
CRV C12 C26  SING N N 23 
CRV C12 H121 SING N N 24 
CRV C12 H122 SING N N 25 
CRV N13 C15  SING N N 26 
CRV N13 HN13 SING N N 27 
CRV C15 C18  SING N N 28 
CRV C15 C19  SING N N 29 
CRV C15 C16  SING N N 30 
CRV N17 C16  SING N N 31 
CRV N17 H171 SING N N 32 
CRV N17 H172 SING N N 33 
CRV C18 C19  SING N N 34 
CRV C18 H181 SING N N 35 
CRV C18 H182 SING N N 36 
CRV C19 H191 SING N N 37 
CRV C19 H192 SING N N 38 
CRV C20 C21  SING Y N 39 
CRV C20 H20  SING N N 40 
CRV C21 C22  DOUB Y N 41 
CRV C21 H21  SING N N 42 
CRV C22 C23  SING Y N 43 
CRV C22 O25  SING N N 44 
CRV C23 C24  DOUB Y N 45 
CRV C23 H23  SING N N 46 
CRV C24 H24  SING N N 47 
CRV O25 HO25 SING N N 48 
CRV C26 C27  SING Y N 49 
CRV C26 C31  DOUB Y N 50 
CRV C27 C28  DOUB Y N 51 
CRV C27 H27  SING N N 52 
CRV C28 C29  SING Y N 53 
CRV C28 H28  SING N N 54 
CRV C29 C30  DOUB Y N 55 
CRV C29 H29  SING N N 56 
CRV C30 C31  SING Y N 57 
CRV C30 H30  SING N N 58 
CRV C31 H31  SING N N 59 
CRV C16 H161 SING N N 60 
CRV C16 H162 SING N N 61 
# 
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 
CRV SMILES           ACDLabs              10.04 O=C(NC1(CN)CC1)C(NC(c2ccc(O)cc2)C(F)(F)F)CS(=O)(=O)Cc3ccccc3                                                                                                                           
CRV InChI            InChI                1.02b InChI=1/C22H26F3N3O4S/c23-22(24,25)19(16-6-8-17(29)9-7-16)27-18(20(30)28-21(14-26)10-11-21)13-33(31,32)12-15-4-2-1-3-5-15/h1-9,18-19,27,29H,10-14,26H2,(H,28,30)/t18-,19-/m0/s1/f/h28H 
CRV InChIKey         InChI                1.02b DWWVPKCSDHDILN-ZGDQSUQEDU                                                                                                                                                              
CRV SMILES_CANONICAL CACTVS               3.341 NCC1(CC1)NC(=O)[C@H](C[S](=O)(=O)Cc2ccccc2)N[C@@H](c3ccc(O)cc3)C(F)(F)F                                                                                                                
CRV SMILES           CACTVS               3.341 NCC1(CC1)NC(=O)[CH](C[S](=O)(=O)Cc2ccccc2)N[CH](c3ccc(O)cc3)C(F)(F)F                                                                                                                   
CRV SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CS(=O)(=O)C[C@@H](C(=O)NC2(CC2)CN)N[C@@H](c3ccc(cc3)O)C(F)(F)F                                                                                                               
CRV SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CS(=O)(=O)CC(C(=O)NC2(CC2)CN)NC(c3ccc(cc3)O)C(F)(F)F                                                                                                                         
# 
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 
CRV "SYSTEMATIC NAME" ACDLabs              10.04 N-[1-(aminomethyl)cyclopropyl]-3-(benzylsulfonyl)-N~2~-[(1S)-2,2,2-trifluoro-1-(4-hydroxyphenyl)ethyl]-L-alaninamide             
CRV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R)-N-[1-(aminomethyl)cyclopropyl]-3-(phenylmethylsulfonyl)-2-[[(1S)-2,2,2-trifluoro-1-(4-hydroxyphenyl)ethyl]amino]propanamide 
# 
