data_CY9
# 
_chem_comp.id                                    CY9 
_chem_comp.name                                  "(3S,3aR,4S,6S,6aR,7E,10S,12R,13E,15R,15aR)-3-benzyl-6,12-dihydroxy-4,10,12-trimethyl-5-methylidene-1,11-dioxo-2,3,3a,4,5,6,6a,9,10,11,12,15-dodecahydro-1H-cycloundeca[d]isoindol-15-yl acetate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H37 N O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "Cytochalasin D" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-09-25 
_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                        507.618 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CY9 
_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        3EKS 
_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 
CY9 C1   C1   C 0 1 N N N 159.753 -16.491 31.326 159.753 -16.491 31.326 C1   CY9 1  
CY9 C5   C5   C 0 1 N N S 157.034 -14.931 29.815 157.034 -14.931 29.815 C5   CY9 2  
CY9 C4   C4   C 0 1 N N R 157.572 -16.273 30.319 157.572 -16.273 30.319 C4   CY9 3  
CY9 C3   C3   C 0 1 N N S 158.616 -16.842 29.353 158.616 -16.842 29.353 C3   CY9 4  
CY9 O1   O1   O 0 1 N N N 160.691 -16.375 32.115 160.691 -16.375 32.115 O1   CY9 5  
CY9 C6   C6   C 0 1 N N N 158.175 -13.918 29.891 158.175 -13.918 29.891 C6   CY9 6  
CY9 C25  C25  C 0 1 Y N N 157.191 -18.037 26.650 157.191 -18.037 26.650 C25  CY9 7  
CY9 C26  C26  C 0 1 Y N N 156.120 -18.190 25.778 156.120 -18.190 25.778 C26  CY9 8  
CY9 C27  C27  C 0 1 Y N N 154.914 -18.700 26.246 154.914 -18.700 26.246 C27  CY9 9  
CY9 C28  C28  C 0 1 Y N N 154.778 -19.055 27.583 154.778 -19.055 27.583 C28  CY9 10 
CY9 C29  C29  C 0 1 Y N N 155.849 -18.902 28.456 155.849 -18.902 28.456 C29  CY9 11 
CY9 C24  C24  C 0 1 Y N N 157.057 -18.395 27.988 157.057 -18.395 27.988 C24  CY9 12 
CY9 C10  C10  C 0 1 N N N 158.255 -18.267 28.929 158.255 -18.267 28.929 C10  CY9 13 
CY9 N2   N2   N 0 1 N N N 159.906 -16.864 30.059 159.906 -16.864 30.059 N2   CY9 14 
CY9 C9   C9   C 0 1 N N R 158.300 -16.149 31.663 158.300 -16.149 31.663 C9   CY9 15 
CY9 C11  C11  C 0 1 N N N 156.508 -15.041 28.382 156.508 -15.041 28.382 C11  CY9 16 
CY9 C12  C12  C 0 1 N N N 158.653 -13.253 28.768 158.653 -13.253 28.768 C12  CY9 17 
CY9 C7   C7   C 0 1 N N S 158.818 -13.703 31.260 158.818 -13.703 31.260 C7   CY9 18 
CY9 O7   O7   O 0 1 N N N 158.505 -12.381 31.706 158.505 -12.381 31.706 O7   CY9 19 
CY9 C8   C8   C 0 1 N N R 158.228 -14.727 32.233 158.228 -14.727 32.233 C8   CY9 20 
CY9 C13  C13  C 0 1 N N N 158.994 -14.587 33.552 158.994 -14.587 33.552 C13  CY9 21 
CY9 C14  C14  C 0 1 N N N 158.396 -13.960 34.639 158.396 -13.960 34.639 C14  CY9 22 
CY9 C15  C15  C 0 1 N N N 159.079 -13.806 35.842 159.079 -13.806 35.842 C15  CY9 23 
CY9 C16  C16  C 0 1 N N S 158.853 -14.953 36.828 158.853 -14.953 36.828 C16  CY9 24 
CY9 C22  C22  C 0 1 N N N 159.298 -14.554 38.237 159.298 -14.554 38.237 C22  CY9 25 
CY9 C17  C17  C 0 1 N N N 159.625 -16.201 36.392 159.625 -16.201 36.392 C17  CY9 26 
CY9 O17  O17  O 0 1 N N N 160.852 -16.180 36.305 160.852 -16.180 36.305 O17  CY9 27 
CY9 C18  C18  C 0 1 N N R 158.854 -17.485 36.085 158.854 -17.485 36.085 C18  CY9 28 
CY9 O18  O18  O 0 1 N N N 159.787 -18.520 35.761 159.787 -18.520 35.761 O18  CY9 29 
CY9 C23  C23  C 0 1 N N N 158.024 -17.874 37.310 158.024 -17.874 37.310 C23  CY9 30 
CY9 C19  C19  C 0 1 N N N 158.021 -17.236 35.000 158.021 -17.236 35.000 C19  CY9 31 
CY9 C20  C20  C 0 1 N N N 158.493 -17.435 33.708 158.493 -17.435 33.708 C20  CY9 32 
CY9 C21  C21  C 0 1 N N R 157.679 -17.182 32.609 157.679 -17.182 32.609 C21  CY9 33 
CY9 O21  O21  O 0 1 N N N 156.395 -16.712 33.043 156.395 -16.712 33.043 O21  CY9 34 
CY9 C30  C30  C 0 1 N N N 155.426 -17.638 32.813 155.426 -17.638 32.813 C30  CY9 35 
CY9 C31  C31  C 0 1 N N N 154.103 -17.338 33.118 154.103 -17.338 33.118 C31  CY9 36 
CY9 O30  O30  O 0 1 N N N 155.708 -18.726 32.313 155.708 -18.726 32.313 O30  CY9 37 
CY9 H5   H5   H 0 1 N N N 156.188 -14.611 30.440 156.188 -14.611 30.440 H5   CY9 38 
CY9 H4   H4   H 0 1 N N N 156.686 -16.918 30.411 156.686 -16.918 30.411 H4   CY9 39 
CY9 H3   H3   H 0 1 N N N 158.660 -16.218 28.448 158.660 -16.218 28.448 H3   CY9 40 
CY9 H25  H25  H 0 1 N N N 158.128 -17.640 26.289 158.128 -17.640 26.289 H25  CY9 41 
CY9 H26  H26  H 0 1 N N N 156.224 -17.913 24.739 156.224 -17.913 24.739 H26  CY9 42 
CY9 H27  H27  H 0 1 N N N 154.081 -18.821 25.569 154.081 -18.821 25.569 H27  CY9 43 
CY9 H28  H28  H 0 1 N N N 153.840 -19.450 27.944 153.840 -19.450 27.944 H28  CY9 44 
CY9 H29  H29  H 0 1 N N N 155.743 -19.176 29.495 155.743 -19.176 29.495 H29  CY9 45 
CY9 H10  H10  H 0 1 N N N 159.129 -18.688 28.410 159.129 -18.688 28.410 H10  CY9 46 
CY9 H10A H10A H 0 0 N N N 157.974 -18.796 29.852 157.974 -18.796 29.851 H10A CY9 47 
CY9 HN2  HN2  H 0 1 N N N 160.778 -17.124 29.644 160.778 -17.124 29.643 HN2  CY9 48 
CY9 H11  H11  H 0 1 N N N 155.408 -15.067 28.395 155.408 -15.067 28.396 H11  CY9 49 
CY9 H11A H11A H 0 0 N N N 156.847 -14.171 27.800 156.847 -14.172 27.799 H11A CY9 50 
CY9 H11B H11B H 0 0 N N N 156.891 -15.963 27.921 156.891 -15.963 27.921 H11B CY9 51 
CY9 H12  H12  H 0 1 N N N 159.452 -12.599 29.086 159.452 -12.599 29.086 H12  CY9 52 
CY9 H12A H12A H 0 0 N N N 158.290 -13.369 27.757 158.290 -13.369 27.757 H12A CY9 53 
CY9 H7   H7   H 0 1 N N N 159.910 -13.825 31.205 159.910 -13.825 31.205 H7   CY9 54 
CY9 HO7  HO7  H 0 1 N N N 158.436 -12.374 32.653 158.436 -12.374 32.653 HO7  CY9 55 
CY9 H8   H8   H 0 1 N N N 157.158 -14.536 32.401 157.158 -14.535 32.401 H8   CY9 56 
CY9 H13  H13  H 0 1 N N N 159.998 -14.975 33.637 159.998 -14.975 33.637 H13  CY9 57 
CY9 H14  H14  H 0 1 N N N 157.387 -13.587 34.549 157.387 -13.587 34.549 H14  CY9 58 
CY9 H15  H15  H 0 1 N N N 160.155 -13.754 35.620 160.155 -13.754 35.620 H15  CY9 59 
CY9 H15A H15A H 0 0 N N N 158.696 -12.890 36.317 158.697 -12.891 36.317 H15A CY9 60 
CY9 H16  H16  H 0 1 N N N 157.776 -15.176 36.838 157.776 -15.176 36.838 H16  CY9 61 
CY9 H22  H22  H 0 1 N N N 160.394 -14.458 38.263 160.393 -14.458 38.263 H22  CY9 62 
CY9 H22A H22A H 0 0 N N N 158.840 -13.591 38.507 158.839 -13.591 38.507 H22A CY9 63 
CY9 H22B H22B H 0 0 N N N 158.981 -15.326 38.954 158.981 -15.326 38.954 H22B CY9 64 
CY9 HO18 HO18 H 0 0 N N N 159.994 -18.482 34.835 159.994 -18.482 34.835 HO18 CY9 65 
CY9 H23  H23  H 0 1 N N N 158.683 -17.967 38.186 158.683 -17.967 38.186 H23  CY9 66 
CY9 H23A H23A H 0 0 N N N 157.268 -17.098 37.502 157.268 -17.098 37.502 H23A CY9 67 
CY9 H23B H23B H 0 0 N N N 157.524 -18.836 37.123 157.524 -18.836 37.124 H23B CY9 68 
CY9 H19  H19  H 0 1 N N N 157.011 -16.889 35.161 157.011 -16.889 35.161 H19  CY9 69 
CY9 H20  H20  H 0 1 N N N 159.502 -17.790 33.556 159.502 -17.790 33.556 H20  CY9 70 
CY9 H21  H21  H 0 1 N N N 157.569 -18.129 32.060 157.569 -18.129 32.060 H21  CY9 71 
CY9 H31  H31  H 0 1 N N N 153.987 -17.259 34.209 153.987 -17.259 34.209 H31  CY9 72 
CY9 H31A H31A H 0 0 N N N 153.827 -16.382 32.650 153.827 -16.382 32.650 H31A CY9 73 
CY9 H31B H31B H 0 0 N N N 153.449 -18.136 32.737 153.449 -18.136 32.737 H31B CY9 74 
# 
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 
CY9 C1  O1   DOUB N N 1  
CY9 C1  N2   SING N N 2  
CY9 C1  C9   SING N N 3  
CY9 C5  C4   SING N N 4  
CY9 C5  C6   SING N N 5  
CY9 C5  C11  SING N N 6  
CY9 C4  C3   SING N N 7  
CY9 C4  C9   SING N N 8  
CY9 C3  C10  SING N N 9  
CY9 C3  N2   SING N N 10 
CY9 C6  C12  DOUB N N 11 
CY9 C6  C7   SING N N 12 
CY9 C25 C26  DOUB N N 13 
CY9 C25 C24  SING N N 14 
CY9 C26 C27  SING N N 15 
CY9 C27 C28  DOUB Y N 16 
CY9 C28 C29  SING Y N 17 
CY9 C29 C24  DOUB N N 18 
CY9 C24 C10  SING Y N 19 
CY9 C9  C8   SING N N 20 
CY9 C9  C21  SING Y N 21 
CY9 C7  O7   SING N N 22 
CY9 C7  C8   SING Y N 23 
CY9 C8  C13  SING N N 24 
CY9 C13 C14  DOUB Y N 25 
CY9 C14 C15  SING N N 26 
CY9 C15 C16  SING N N 27 
CY9 C16 C22  SING N N 28 
CY9 C16 C17  SING N N 29 
CY9 C17 O17  DOUB N N 30 
CY9 C17 C18  SING N N 31 
CY9 C18 O18  SING N N 32 
CY9 C18 C23  SING N N 33 
CY9 C18 C19  SING N N 34 
CY9 C19 C20  DOUB N N 35 
CY9 C20 C21  SING N N 36 
CY9 C21 O21  SING N N 37 
CY9 O21 C30  SING N N 38 
CY9 C30 C31  SING N N 39 
CY9 C30 O30  DOUB N N 40 
CY9 C5  H5   SING N N 41 
CY9 C4  H4   SING N N 42 
CY9 C3  H3   SING N N 43 
CY9 C25 H25  SING N E 44 
CY9 C26 H26  SING N N 45 
CY9 C27 H27  SING N N 46 
CY9 C28 H28  SING N N 47 
CY9 C29 H29  SING N N 48 
CY9 C10 H10  SING N N 49 
CY9 C10 H10A SING N N 50 
CY9 N2  HN2  SING N N 51 
CY9 C11 H11  SING N N 52 
CY9 C11 H11A SING N N 53 
CY9 C11 H11B SING N N 54 
CY9 C12 H12  SING N N 55 
CY9 C12 H12A SING N N 56 
CY9 C7  H7   SING N N 57 
CY9 O7  HO7  SING N N 58 
CY9 C8  H8   SING N N 59 
CY9 C13 H13  SING N N 60 
CY9 C14 H14  SING N N 61 
CY9 C15 H15  SING N N 62 
CY9 C15 H15A SING N N 63 
CY9 C16 H16  SING N N 64 
CY9 C22 H22  SING N N 65 
CY9 C22 H22A SING N E 66 
CY9 C22 H22B SING N N 67 
CY9 O18 HO18 SING N N 68 
CY9 C23 H23  SING N N 69 
CY9 C23 H23A SING N N 70 
CY9 C23 H23B SING N N 71 
CY9 C19 H19  SING N N 72 
CY9 C20 H20  SING N N 73 
CY9 C21 H21  SING N N 74 
CY9 C31 H31  SING N N 75 
CY9 C31 H31A SING N N 76 
CY9 C31 H31B SING N N 77 
# 
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 
CY9 SMILES           ACDLabs              10.04 O=C1NC(C3C12C(C=CCC(C(=O)C(O)(C=CC2OC(=O)C)C)C)C(O)/C(=C)C3C)Cc4ccccc4 
CY9 InChI            InChI                1.02b 
;InChI=1/C30H37NO6/c1-17-10-9-13-22-26(33)19(3)18(2)25-23(16-21-11-7-6-8-12-21)31-28(35)30(22,25)24(37-20(4)32)14-15-29(5,36)27(17)34/h6-9,11-15,17-18,22-26,33,36H,3,10,16H2,1-2,4-5H3,(H,31,35)/b13-9+,15-14+/t17-,18+,22-,23-,24+,25-,26+,29+,30+/m0/s1/f/h31H
;
CY9 InChIKey         InChI                1.02b SDZRWUKZFQQKKV-WIQBZANXDU 
CY9 SMILES_CANONICAL CACTVS               3.341 C[C@H]1C/C=C/[C@H]2[C@H](O)C(=C)[C@@H](C)[C@H]3[C@H](Cc4ccccc4)NC(=O)[C@@]23[C@H](OC(C)=O)/C=C/[C@@](C)(O)C1=O 
CY9 SMILES           CACTVS               3.341 C[CH]1CC=C[CH]2[CH](O)C(=C)[CH](C)[CH]3[CH](Cc4ccccc4)NC(=O)[C]23[CH](OC(C)=O)C=C[C](C)(O)C1=O 
CY9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]1C\C=C\[C@H]2[C@@H](C(=C)[C@H]([C@@H]3[C@@]2([C@@H](\C=C\[C@@](C1=O)(C)O)OC(=O)C)C(=O)N[C@H]3Cc4ccccc4)C)O 
CY9 SMILES           "OpenEye OEToolkits" 1.5.0 CC1CC=CC2C(C(=C)C(C3C2(C(C=CC(C1=O)(C)O)OC(=O)C)C(=O)NC3Cc4ccccc4)C)O 
# 
_pdbx_chem_comp_identifier.comp_id           CY9 
_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        "(3S,3aR,4S,6S,6aR,7E,10S,12R,13E,15R,15aR)-3-benzyl-6,12-dihydroxy-4,10,12-trimethyl-5-methylidene-1,11-dioxo-2,3,3a,4,5,6,6a,9,10,11,12,15-dodecahydro-1H-cycloundeca[d]isoindol-15-yl acetate" 
# 
