| ChEBI177596 (93858) |
| Formula | C20H18O11 |
| MW | 434.36 |
| InChIKey | ACYXDIZTQDLTCB-SKKVRFOWNA-N |
| Entry_Date | 2023-11-01 |
| Net_Charge | 0 |
| Number_Atoms | 49 |
| Number_Heavy_Atoms | 31 |
| Number_Rings | 2 |
| Number_Bonds | 50 |
| Rotat_Bonds | 16 |
| Unbranched_Chain | 2 |
| Chiral_Centers | 2 |
| ONatoms | 11 |
| HB_Donor | 7 |
| HB_Acceptor | 10 |
| OpenEye_HB_Donors | 7 |
| OpenEye_HB_Acceptors | 4 |
| Lipinski_HB_Donors | 7 |
| Lipinski_HB_Acceptors | 11 |
| Lipinski_Violations | 2 |
| XLogP3 | 0 |
| XLogP | -0.59 |
| logP | 0.577 |
| PSA | 202.05 |
| MR | 103.982 |
| ABS | 0.17 |
| Solubility | soluble |
| Aggregator | Pass |
| PM7_Heat_of_Formation_kcal_per_mol | -397.34306 |
| PM7_Total_Energy_ev | -5947.29044 |
| PM7_Electronic_Energy_ev | -45326.5987 |
| PM7_Dipole_Debye | 2.00624 |
| PM7_Point_Group | C1 |
| PM7_HOMO_Energy_ev | -9.034 |
| PM7_LUMO_Energy_ev | -1.149 |
| PM7_COSMO_Area_square_ang | 413.13 |
| PM7_COSMO_Volue_cubic_ang | 474.21 |
| PM7_Electron_Affinity_ev | 1.149 |
| PM7_Ionization_Energy_ev | 9.034 |
| PM7_Energy_Gap_ev | 7.885 |
| PM7_Global_Hardness_ev | 3.9425 |
| PM7_Global_Softness_ev | 0.2536461636017755 |
| PM7_Chemical_Potential_ev | -5.0915 |
| PM7_Electronigativity_ev | 5.0915 |
| PM7_Back_Donation_Energy_ev | -0.985625 |
| PM7_Electrophilicity_ev | 3.287681959416614 |
| OPENEYE_Name | (2~{R},3~{S})-2-[(3,4-dihydroxyphenyl)methyl]-3-[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2-hydroxy-butanedioic acid |
| SMILES | c1cc(c(cc1C=CC(=O)OC(C(=O)O)C(C(=O)O)(Cc2ccc(c(c2)O)O)O)O)O |
| Canonical_SMILES | O=C(O[C@@H]([C@@](C(=O)O)(Cc1ccc(c(c1)O)O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O |
| InChI | 1/C20H18O11/c21-12-4-1-10(7-14(12)23)3-6-16(25)31-17(18(26)27)20(30,19(28)29)9-11-2-5-13(22)15(24)8-11/h1-8,17,21-24,30H,9H2,(H,26,27)(H,28,29)/f/h26,28H |
| InChI_3D | 1S/C20H18O11/c21-12-4-1-10(7-14(12)23)3-6-16(25)31-17(18(26)27)20(30,19(28)29)9-11-2-5-13(22)15(24)8-11/h1-8,17,21-24,30H,9H2,(H,26,27)(H,28,29)/b6-3+/t17-,20-/m1/s1 |
| AuxInfo | 1/1/N:1,2,13,3,4,14,5,6,18,7,8,9,10,11,12,15,19,16,17,20,24,25,26,27,21,22,28,23,29,30,31/E:(26,27)(28,29)/F:1,2,13,3,4,14,5,6,18,7,8,9,10,11,12,15,19,16,17,20,24,25,26,27,21,28,22,29,23,30,31/rA:49cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;s7;w13;s14;;;s8;s16;s17s18s19;d15;d16;d17;s9;s10;s11;s12;s16;s17;s20;s15s19;s1;s2;s3;s4;s5;s6;s13;s14;s18;s18;s19;s24;s25;s26;s27;s28;s29;s30;/rC:;7.7007,2.5871,0;-.8675,.4975,0;8.2057,3.4503,0;.8675,1.5027,0;6.2006,3.4591,0;.8675,.4975,0;6.7007,2.5871,0;-.8675,1.5027,0;7.7057,4.3222,0;0,2.0104,0;6.7006,4.3311,0;1.7328,-.0038,0;2.5995,.495,0;3.4648,-.0063,0;4.6956,-.8741,0;6.5635,.3553,0;6.1994,1.7218,0;5.1969,-.0088,0;5.6982,.8565,0;3.4634,-1.0063,0;3.6956,-.8726,0;6.562,-.6447,0;-1.735,2.0001,0;8.2107,5.1853,0;0,3.0104,0;6.2031,5.1986,0;5.1944,-1.7408,0;7.4302,.854,0;4.8329,1.3578,0;4.3316,.4925,0;0,-.5,0;7.9494,2.1534,0;-1.3001,.2469,0;8.7057,3.4481,0;1.3012,1.7514,0;5.7006,3.4591,0;1.7321,-.5038,0;2.6003,.995,0;5.7668,1.9724,0;6.6321,1.4712,0;5.6295,-.2594,0;-2.1673,1.7489,0;8.7107,5.1824,0;-.433,3.2604,0;6.4543,5.6308,0;4.9438,-2.1735,0;7.8629,.6034,0;4.8336,1.8578,0; |
| Duplicates | ChEBI177596 |
| mol2_Path | /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177500-0000177749/ChEBI177596.mol2 |
| pdbqt_Path | /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177500-0000177749/ChEBI177596.pdbqt |
| sdf_Path | /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000177500-0000177749/ChEBI177596.sdf |