data_1SN # _chem_comp.id 1SN _chem_comp.name "(3S,4R,5R)-4-(acetylamino)-3-{4-[(1R)-1-hydroxypropyl]-1H-1,2,3-triazol-1-yl}-5-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H30 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-21 _chem_comp.pdbx_modified_date 2013-10-25 _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 394.465 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1SN _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 4KS4 _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 1SN CAB CAB C 0 1 N N N 210.170 71.605 -123.781 5.074 0.488 2.283 CAB 1SN 1 1SN CAL CAL C 0 1 N N N 209.889 70.233 -123.168 5.317 -0.741 1.404 CAL 1SN 2 1SN CAX CAX C 0 1 N N N 208.616 69.658 -123.785 4.416 -0.672 0.170 CAX 1SN 3 1SN CAM CAM C 0 1 N N N 207.695 69.110 -122.693 4.747 -1.834 -0.769 CAM 1SN 4 1SN CAC CAC C 0 1 N N N 207.723 67.573 -122.763 3.952 -1.683 -2.067 CAC 1SN 5 1SN OAR OAR O 0 1 N N N 208.027 70.670 -124.615 3.048 -0.760 0.573 OAR 1SN 6 1SN CAZ CAZ C 0 1 N N R 206.610 70.631 -124.673 2.160 0.047 -0.203 CAZ 1SN 7 1SN CBA CBA C 0 1 N N R 206.160 72.070 -124.923 0.734 -0.509 -0.099 CBA 1SN 8 1SN NAQ NAQ N 0 1 N N N 206.665 72.893 -123.820 0.736 -1.935 -0.433 NAQ 1SN 9 1SN CAS CAS C 0 1 N N N 207.253 74.076 -124.019 -0.032 -2.792 0.268 CAS 1SN 10 1SN CAD CAD C 0 1 N N N 207.724 74.780 -122.746 -0.031 -4.260 -0.076 CAD 1SN 11 1SN OAE OAE O 0 1 N N N 207.419 74.593 -125.124 -0.726 -2.383 1.174 OAE 1SN 12 1SN CAN CAN C 0 1 N N N 206.207 69.762 -125.853 2.168 1.480 0.332 CAN 1SN 13 1SN CAU CAU C 0 1 N N N 204.710 69.902 -126.120 1.061 2.273 -0.299 CAU 1SN 14 1SN CAT CAT C 0 1 N N N 203.881 68.703 -126.559 1.125 3.739 -0.216 CAT 1SN 15 1SN OAG OAG O 0 1 N N N 202.995 68.894 -127.426 0.245 4.415 -0.713 OAG 1SN 16 1SN OAF OAF O 0 1 N N N 204.130 67.612 -126.006 2.160 4.334 0.410 OAF 1SN 17 1SN CAI CAI C 0 1 N N N 204.064 71.110 -125.907 0.034 1.732 -0.919 CAI 1SN 18 1SN CAY CAY C 0 1 N N S 204.643 72.187 -124.990 -0.156 0.249 -1.085 CAY 1SN 19 1SN NBB NBB N 0 1 Y N N 204.284 73.485 -125.564 -1.558 -0.093 -0.832 NBB 1SN 20 1SN CAJ CAJ C 0 1 Y N N 204.238 74.605 -124.871 -2.367 0.502 0.075 CAJ 1SN 21 1SN NAP NAP N 0 1 Y N N 203.992 73.658 -126.751 -2.232 -1.007 -1.437 NAP 1SN 22 1SN NAO NAO N 0 1 Y N N 203.734 74.847 -126.952 -3.433 -1.050 -0.977 NAO 1SN 23 1SN CAV CAV C 0 1 Y N N 203.876 75.481 -125.790 -3.565 -0.120 -0.025 CAV 1SN 24 1SN CAW CAW C 0 1 N N R 203.663 76.978 -125.534 -4.805 0.176 0.780 CAW 1SN 25 1SN CAK CAK C 0 1 N N N 202.184 77.246 -125.251 -5.970 0.467 -0.168 CAK 1SN 26 1SN CAA CAA C 0 1 N N N 201.333 76.808 -126.437 -7.196 0.889 0.646 CAA 1SN 27 1SN OAH OAH O 0 1 N N N 204.447 77.388 -124.401 -5.124 -0.953 1.596 OAH 1SN 28 1SN H1 H1 H 0 1 N N N 211.086 72.024 -123.340 5.302 1.391 1.716 H1 1SN 29 1SN H2 H2 H 0 1 N N N 210.301 71.501 -124.868 4.030 0.510 2.596 H2 1SN 30 1SN H3 H3 H 0 1 N N N 209.324 72.278 -123.577 5.715 0.439 3.162 H3 1SN 31 1SN H4 H4 H 0 1 N N N 209.757 70.336 -122.081 6.361 -0.763 1.092 H4 1SN 32 1SN H5 H5 H 0 1 N N N 210.734 69.559 -123.372 5.089 -1.643 1.971 H5 1SN 33 1SN H6 H6 H 0 1 N N N 208.912 68.811 -124.421 4.582 0.273 -0.349 H6 1SN 34 1SN H7 H7 H 0 1 N N N 208.049 69.444 -121.706 5.814 -1.827 -0.993 H7 1SN 35 1SN H8 H8 H 0 1 N N N 206.669 69.471 -122.856 4.484 -2.776 -0.288 H8 1SN 36 1SN H9 H9 H 0 1 N N N 207.066 67.158 -121.985 4.279 -0.785 -2.592 H9 1SN 37 1SN H10 H10 H 0 1 N N N 207.372 67.245 -123.752 4.121 -2.555 -2.700 H10 1SN 38 1SN H11 H11 H 0 1 N N N 208.751 67.217 -122.602 2.890 -1.602 -1.836 H11 1SN 39 1SN H12 H12 H 0 1 N N N 206.168 70.247 -123.742 2.479 0.044 -1.246 H12 1SN 40 1SN H13 H13 H 0 1 N N N 206.589 72.418 -125.874 0.361 -0.371 0.916 H13 1SN 41 1SN H14 H14 H 0 1 N N N 206.566 72.556 -122.884 1.291 -2.263 -1.158 H14 1SN 42 1SN H15 H15 H 0 1 N N N 208.190 75.741 -123.009 0.743 -4.767 0.501 H15 1SN 43 1SN H16 H16 H 0 1 N N N 206.862 74.959 -122.086 -1.003 -4.690 0.162 H16 1SN 44 1SN H17 H17 H 0 1 N N N 208.458 74.146 -122.227 0.171 -4.383 -1.140 H17 1SN 45 1SN H18 H18 H 0 1 N N N 206.440 68.711 -125.627 2.029 1.463 1.413 H18 1SN 46 1SN H19 H19 H 0 1 N N N 206.767 70.078 -126.746 3.124 1.948 0.098 H19 1SN 47 1SN H21 H21 H 0 1 N N N 203.544 66.945 -126.343 2.159 5.301 0.438 H21 1SN 48 1SN H22 H22 H 0 1 N N N 203.123 71.296 -126.404 -0.715 2.390 -1.334 H22 1SN 49 1SN H24 H24 H 0 1 N N N 204.218 72.081 -123.981 0.105 -0.036 -2.105 H24 1SN 50 1SN H25 H25 H 0 1 N N N 204.443 74.765 -123.823 -2.109 1.309 0.743 H25 1SN 51 1SN H26 H26 H 0 1 N N N 203.964 77.540 -126.430 -4.627 1.044 1.414 H26 1SN 52 1SN H27 H27 H 0 1 N N N 202.037 78.322 -125.076 -5.693 1.270 -0.850 H27 1SN 53 1SN H28 H28 H 0 1 N N N 201.878 76.684 -124.357 -6.206 -0.431 -0.740 H28 1SN 54 1SN H29 H29 H 0 1 N N N 200.273 77.006 -126.221 -7.473 0.085 1.328 H29 1SN 55 1SN H30 H30 H 0 1 N N N 201.636 77.370 -127.333 -6.960 1.786 1.218 H30 1SN 56 1SN H31 H31 H 0 1 N N N 201.476 75.732 -126.614 -8.026 1.096 -0.029 H31 1SN 57 1SN H32 H32 H 0 1 N N N 204.315 78.315 -124.243 -5.295 -1.763 1.097 H32 1SN 58 # 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 1SN OAG CAT DOUB N N 1 1SN NAO NAP DOUB Y N 2 1SN NAO CAV SING Y N 3 1SN NAP NBB SING Y N 4 1SN CAT CAU SING N N 5 1SN CAT OAF SING N N 6 1SN CAA CAK SING N N 7 1SN CAU CAI DOUB N N 8 1SN CAU CAN SING N N 9 1SN CAI CAY SING N N 10 1SN CAN CAZ SING N N 11 1SN CAV CAW SING N N 12 1SN CAV CAJ DOUB Y N 13 1SN NBB CAY SING N N 14 1SN NBB CAJ SING Y N 15 1SN CAW CAK SING N N 16 1SN CAW OAH SING N N 17 1SN OAE CAS DOUB N N 18 1SN CAY CBA SING N N 19 1SN CBA CAZ SING N N 20 1SN CBA NAQ SING N N 21 1SN CAZ OAR SING N N 22 1SN OAR CAX SING N N 23 1SN CAS NAQ SING N N 24 1SN CAS CAD SING N N 25 1SN CAX CAL SING N N 26 1SN CAX CAM SING N N 27 1SN CAB CAL SING N N 28 1SN CAC CAM SING N N 29 1SN CAB H1 SING N N 30 1SN CAB H2 SING N N 31 1SN CAB H3 SING N N 32 1SN CAL H4 SING N N 33 1SN CAL H5 SING N N 34 1SN CAX H6 SING N N 35 1SN CAM H7 SING N N 36 1SN CAM H8 SING N N 37 1SN CAC H9 SING N N 38 1SN CAC H10 SING N N 39 1SN CAC H11 SING N N 40 1SN CAZ H12 SING N N 41 1SN CBA H13 SING N N 42 1SN NAQ H14 SING N N 43 1SN CAD H15 SING N N 44 1SN CAD H16 SING N N 45 1SN CAD H17 SING N N 46 1SN CAN H18 SING N N 47 1SN CAN H19 SING N N 48 1SN OAF H21 SING N N 49 1SN CAI H22 SING N N 50 1SN CAY H24 SING N N 51 1SN CAJ H25 SING N N 52 1SN CAW H26 SING N N 53 1SN CAK H27 SING N N 54 1SN CAK H28 SING N N 55 1SN CAA H29 SING N N 56 1SN CAA H30 SING N N 57 1SN CAA H31 SING N N 58 1SN OAH H32 SING N N 59 # 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 1SN SMILES ACDLabs 12.01 "O=C(O)C2=CC(n1nnc(c1)C(O)CC)C(NC(=O)C)C(OC(CC)CC)C2" 1SN InChI InChI 1.03 "InChI=1S/C19H30N4O5/c1-5-13(6-2)28-17-9-12(19(26)27)8-15(18(17)20-11(4)24)23-10-14(21-22-23)16(25)7-3/h8,10,13,15-18,25H,5-7,9H2,1-4H3,(H,20,24)(H,26,27)/t15-,16+,17+,18+/m0/s1" 1SN InChIKey InChI 1.03 GDVDNLLDXBKKJO-BSDSXHPESA-N 1SN SMILES_CANONICAL CACTVS 3.370 "CCC(CC)O[C@@H]1CC(=C[C@@H]([C@H]1NC(C)=O)n2cc(nn2)[C@H](O)CC)C(O)=O" 1SN SMILES CACTVS 3.370 "CCC(CC)O[CH]1CC(=C[CH]([CH]1NC(C)=O)n2cc(nn2)[CH](O)CC)C(O)=O" 1SN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC[C@H](c1cn(nn1)[C@H]2C=C(C[C@H]([C@@H]2NC(=O)C)OC(CC)CC)C(=O)O)O" 1SN SMILES "OpenEye OEToolkits" 1.7.6 "CCC(CC)OC1CC(=CC(C1NC(=O)C)n2cc(nn2)C(CC)O)C(=O)O" # 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 1SN "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,4R,5R)-4-(acetylamino)-3-{4-[(1R)-1-hydroxypropyl]-1H-1,2,3-triazol-1-yl}-5-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylic acid" 1SN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(3S,4R,5R)-4-acetamido-3-[4-[(1R)-1-oxidanylpropyl]-1,2,3-triazol-1-yl]-5-pentan-3-yloxy-cyclohexene-1-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1SN "Create component" 2013-05-21 RCSB 1SN "Initial release" 2013-10-30 RCSB #