CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182208 (97425)

Formula C₂₀H₂₂O₁₁

MW 438.39

InChIKey MFOVLHFTNQGRLH-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 11

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -1.1

logP -0.6609

PSA 186.37

MR 102.423

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -404.31755

PM7_Total_Energy_ev -6000.61997

PM7_Electronic_Energy_ev -49820.78516

PM7_Dipole_Debye 4.31974

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.955

PM7_LUMO_Energy_ev -0.565

PM7_COSMO_Area_square_ang 393.17

PM7_COSMO_Volue_cubic_ang 489.58

PM7_Electron_Affinity_ev 0.565

PM7_Ionization_Energy_ev 8.955

PM7_Energy_Gap_ev 8.39

PM7_Global_Hardness_ev 4.195

PM7_Global_Softness_ev 0.23837902264600716

PM7_Chemical_Potential_ev -4.76

PM7_Electronigativity_ev 4.76

PM7_Back_Donation_Energy_ev -1.04875

PM7_Electrophilicity_ev 2.7005482717520857

OPENEYE_Name [3-hydroxy-4-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]methyl 3,4-dihydroxybenzoate

SMILES c1cc(c(cc1C(=O)OCc2ccc(c(c2)O)OC3C(C(C(C(O3)CO)O)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2ccc(cc2O)COC(=O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C20H22O11/c21-7-15-16(25)17(26)18(27)20(31-15)30-14-4-1-9(5-13(14)24)8-29-19(28)10-2-3-11(22)12(23)6-10/h1-6,15-18,20-27H,7-8H2

InChI_3D 1S/C20H22O11/c21-7-15-16(25)17(26)18(27)20(31-15)30-14-4-1-9(5-13(14)24)8-29-19(28)10-2-3-11(22)12(23)6-10/h1-6,15-18,20-27H,7-8H2/t15-,16-,17+,18-,20-/m1/s1

AuxInfo 1/0/N:2,1,3,4,6,5,20,19,8,7,9,11,12,10,17,15,14,16,13,18,29,23,24,25,27,26,28,21,31,30,22/rA:53cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;s7;;s14;s14;s15;s16;s8;s17;d13;s17s18;s9;s11;s12;s14;s15;s16;s20;s10s18;s13s19;s1;s2;s3;s4;s5;s6;s14;s15;s16;s17;s18;s19;s19;s20;s20;s23;s24;s25;s26;s27;s28;s29;/rC:7.836,5.3119,0;3.825,2.0061,0;8.8215,5.4816,0;2.8395,1.8364,0;8.1256,3.6011,0;3.5354,3.7169,0;7.4847,4.3755,0;4.1762,2.9424,0;9.4623,4.7071,0;2.1987,2.6108,0;9.1176,3.7629,0;2.5434,3.555,0;6.4985,4.2101,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;5.1625,3.1078,0;-1.4725,3.1448,0;5.8621,4.9815,0;0,2.0104,0;10.4478,4.8769,0;9.7551,2.9925,0;1.9059,4.3255,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;6.1487,3.2733,0;7.5172,5.6971,0;4.1438,1.6209,0;8.995,5.9505,0;2.666,1.3674,0;7.9499,3.1329,0;3.7111,4.185,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;5.0797,3.601,0;5.2452,2.6147,0;-1.9417,2.9719,0;-1.0033,3.3177,0;10.6206,5.3461,0;10.2481,3.0759,0;1.4129,4.242,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates ChEBI182208

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182208.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182208.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182208.sdf

Formula	C₂₀H₂₂O₁₁
MW	438.39
InChIKey	MFOVLHFTNQGRLH-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	11
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-1.1
logP	-0.6609
PSA	186.37
MR	102.423
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-404.31755
PM7_Total_Energy_ev	-6000.61997
PM7_Electronic_Energy_ev	-49820.78516
PM7_Dipole_Debye	4.31974
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.955
PM7_LUMO_Energy_ev	-0.565
PM7_COSMO_Area_square_ang	393.17
PM7_COSMO_Volue_cubic_ang	489.58
PM7_Electron_Affinity_ev	0.565
PM7_Ionization_Energy_ev	8.955
PM7_Energy_Gap_ev	8.39
PM7_Global_Hardness_ev	4.195
PM7_Global_Softness_ev	0.23837902264600716
PM7_Chemical_Potential_ev	-4.76
PM7_Electronigativity_ev	4.76
PM7_Back_Donation_Energy_ev	-1.04875
PM7_Electrophilicity_ev	2.7005482717520857
OPENEYE_Name	[3-hydroxy-4-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]methyl 3,4-dihydroxybenzoate
SMILES	c1cc(c(cc1C(=O)OCc2ccc(c(c2)O)OC3C(C(C(C(O3)CO)O)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2ccc(cc2O)COC(=O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C20H22O11/c21-7-15-16(25)17(26)18(27)20(31-15)30-14-4-1-9(5-13(14)24)8-29-19(28)10-2-3-11(22)12(23)6-10/h1-6,15-18,20-27H,7-8H2
InChI_3D	1S/C20H22O11/c21-7-15-16(25)17(26)18(27)20(31-15)30-14-4-1-9(5-13(14)24)8-29-19(28)10-2-3-11(22)12(23)6-10/h1-6,15-18,20-27H,7-8H2/t15-,16-,17+,18-,20-/m1/s1
AuxInfo	1/0/N:2,1,3,4,6,5,20,19,8,7,9,11,12,10,17,15,14,16,13,18,29,23,24,25,27,26,28,21,31,30,22/rA:53cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;s7;;s14;s14;s15;s16;s8;s17;d13;s17s18;s9;s11;s12;s14;s15;s16;s20;s10s18;s13s19;s1;s2;s3;s4;s5;s6;s14;s15;s16;s17;s18;s19;s19;s20;s20;s23;s24;s25;s26;s27;s28;s29;/rC:7.836,5.3119,0;3.825,2.0061,0;8.8215,5.4816,0;2.8395,1.8364,0;8.1256,3.6011,0;3.5354,3.7169,0;7.4847,4.3755,0;4.1762,2.9424,0;9.4623,4.7071,0;2.1987,2.6108,0;9.1176,3.7629,0;2.5434,3.555,0;6.4985,4.2101,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;5.1625,3.1078,0;-1.4725,3.1448,0;5.8621,4.9815,0;0,2.0104,0;10.4478,4.8769,0;9.7551,2.9925,0;1.9059,4.3255,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;6.1487,3.2733,0;7.5172,5.6971,0;4.1438,1.6209,0;8.995,5.9505,0;2.666,1.3674,0;7.9499,3.1329,0;3.7111,4.185,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;5.0797,3.601,0;5.2452,2.6147,0;-1.9417,2.9719,0;-1.0033,3.3177,0;10.6206,5.3461,0;10.2481,3.0759,0;1.4129,4.242,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	ChEBI182208
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182208.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182208.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182208.sdf