| ChEBI192792 (106327) |
| Formula | C22H20O11 |
| MW | 460.39 |
| InChIKey | BTQPTWPZTSYUPW-MGRXXKPBNA-L |
| Entry_Date | 2023-11-01 |
| Net_Charge | -2 |
| Number_Atoms | 55 |
| Number_Heavy_Atoms | 33 |
| Number_Rings | 2 |
| Number_Bonds | 56 |
| Rotat_Bonds | 16 |
| Unbranched_Chain | 2 |
| Chiral_Centers | 2 |
| ONatoms | 11 |
| HB_Donor | 5 |
| HB_Acceptor | 8 |
| OpenEye_HB_Donors | 3 |
| OpenEye_HB_Acceptors | 6 |
| Lipinski_HB_Donors | 3 |
| Lipinski_HB_Acceptors | 11 |
| Lipinski_Violations | 1 |
| XLogP3 | 0 |
| XLogP | 1.53 |
| logP | 1.183 |
| PSA | 180.05 |
| MR | 112.92 |
| ABS | 0.11 |
| Solubility | very |
| Aggregator | Pass |
| PM7_Heat_of_Formation_kcal_per_mol | -405.38971 |
| PM7_Total_Energy_ev | -6220.31416 |
| PM7_Electronic_Energy_ev | -49863.05249 |
| PM7_Dipole_Debye | 37.5135 |
| PM7_Point_Group | C1 |
| PM7_HOMO_Energy_ev | -1.871 |
| PM7_LUMO_Energy_ev | 3.118 |
| PM7_COSMO_Area_square_ang | 438.73 |
| PM7_COSMO_Volue_cubic_ang | 510.21 |
| PM7_Electron_Affinity_ev | -3.118 |
| PM7_Ionization_Energy_ev | 1.871 |
| PM7_Energy_Gap_ev | 4.989 |
| PM7_Global_Hardness_ev | 2.4945 |
| PM7_Global_Softness_ev | 0.4008819402685909 |
| PM7_Chemical_Potential_ev | 0.6235 |
| PM7_Electronigativity_ev | -0.6235 |
| PM7_Back_Donation_Energy_ev | -0.623625 |
| PM7_Electrophilicity_ev | 0.07792187813189015 |
| OPENEYE_Name | (2~{R},3~{S})-2-hydroxy-3-[(~{E})-3-(4-hydroxy-3,5-dimethoxy-phenyl)prop-2-enoyl]oxy-2-[(4-hydroxyphenyl)methyl]butanedioate |
| SMILES | c1cc(ccc1CC(C(=O)[O-])(C(C(=O)[O-])OC(=O)C=Cc2cc(c(c(c2)OC)O)OC)O)O |
| Canonical_SMILES | COc1cc(/C=C/C(=O)O[C@@H]([C@@](C(=O)O)(Cc2ccc(cc2)O)O)C(=O)O)cc(c1O)OC |
| InChI | 1/C22H22O11/c1-31-15-9-13(10-16(32-2)18(15)25)5-8-17(24)33-19(20(26)27)22(30,21(28)29)11-12-3-6-14(23)7-4-12/h3-10,19,23,25,30H,11H2,1-2H3,(H,26,27)(H,28,29)/p-2/fC22H20O11/q-2 |
| InChI_3D | 1S/C22H22O11/c1-31-15-9-13(10-16(32-2)18(15)25)5-8-17(24)33-19(20(26)27)22(30,21(28)29)11-12-3-6-14(23)7-4-12/h3-10,19,23,25,30H,11H2,1-2H3,(H,26,27)(H,28,29)/b8-5+/t19-,22-/m1/s1 |
| AuxInfo | 1/1/N:18,19,1,2,13,3,4,14,5,6,20,8,7,9,10,11,15,12,21,16,17,22,28,25,29,23,26,24,27,30,31,32,33/E:(1,2)(3,4)(6,7)(9,10)(15,16)(26,27)(28,29)(31,32)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCO-O-OOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5s6;s1d2;s3d4;s5;d6;d10s11;s7;w13;s14;;;;;s8;s16;s17s20s21;s16;s17;d15;d16;d17;s9;s12;s22;s10s18;s11s19;s15s21;s1;s2;s3;s4;s5;s6;s13;s14;s18;s18;s18;s19;s19;s19;s20;s20;s21;s28;s29;s30;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;4.4975,-2.1325,0;4.4975,-3.8675,0;4,-3,0;;0,2.0104,0;5.5027,-2.1325,0;5.5027,-3.8675,0;6.0104,-3,0;3,-3,0;2.5,-3.866,0;1.5,-3.866,0;0,-4,0;-1,-2,0;5.4976,-.4005,0;5.4976,-5.5995,0;0,-1,0;0,-3,0;0,-2,0;-.866,-4.5,0;-1.5,-2.866,0;1,-4.7321,0;.866,-4.5,0;-1.5,-1.134,0;0,3.0104,0;7.0104,-3,0;1,-2,0;6.0001,-1.265,0;6.0001,-4.735,0;1,-3,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;4.2469,-1.6999,0;4.2469,-4.3001,0;2.75,-2.567,0;2.75,-4.299,0;5.0653,-.6517,0;5.9299,-.1492,0;5.2463,.0318,0;5.0653,-5.3483,0;5.9299,-5.8508,0;5.2463,-6.0318,0;.5,-1,0;-.5,-1,0;-.5,-3,0;-.433,3.2604,0;7.2604,-2.567,0;1.25,-1.567,0; |
| Duplicates | ChEBI192792 |
| mol2_Path | /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192792.mol2 |
| pdbqt_Path | /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192792.pdbqt |
| sdf_Path | /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192792.sdf |