CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI8333 (3725)

Formula C₂₀H₂₂O₈

MW 390.39

InChIKey HHSKNLJWHGXWPK-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 8

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.77

logP 0.2223

PSA 125.68

MR 96.3537

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -279.31892

PM7_Total_Energy_ev -5114.9234

PM7_Electronic_Energy_ev -41498.00431

PM7_Dipole_Debye 1.17132

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.508

PM7_LUMO_Energy_ev -0.63

PM7_COSMO_Area_square_ang 371.97

PM7_COSMO_Volue_cubic_ang 453.08

PM7_Electron_Affinity_ev 0.63

PM7_Ionization_Energy_ev 9.508

PM7_Energy_Gap_ev 8.878

PM7_Global_Hardness_ev 4.439

PM7_Global_Softness_ev 0.22527596305474207

PM7_Chemical_Potential_ev -5.069

PM7_Electronigativity_ev 5.069

PM7_Back_Donation_Energy_ev -1.10975

PM7_Electrophilicity_ev 2.8942060148682134

OPENEYE_Name [(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[2-(hydroxymethyl)phenoxy]tetrahydropyran-2-yl]methyl benzoate

SMILES c1ccc(cc1)C(=O)OCC2C(C(C(C(O2)Oc3ccccc3CO)O)O)O

Canonical_SMILES OCc1ccccc1O[C@@H]1O[C@H](COC(=O)c2ccccc2)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C20H22O8/c21-10-13-8-4-5-9-14(13)27-20-18(24)17(23)16(22)15(28-20)11-26-19(25)12-6-2-1-3-7-12/h1-9,15-18,20-24H,10-11H2

InChI_3D 1S/C20H22O8/c21-10-13-8-4-5-9-14(13)27-20-18(24)17(23)16(22)15(28-20)11-26-19(25)12-6-2-1-3-7-12/h1-9,15-18,20-24H,10-11H2/t15-,16-,17+,18-,20-/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,6,7,8,9,19,20,10,11,12,17,15,14,16,13,18,26,24,23,25,21,28,27,22/E:(2,3)(6,7)/rA:50cCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;s5;d6s7;d8;d9s11;s10;;s14;s14;s15;s16;s11;s17;d13;s17s18;s14;s15;s16;s19;s12s18;s13s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s14;s15;s16;s17;s18;s19;s19;s20;s20;s23;s24;s25;s26;/rC:-3.8444,7.0777,0;-2.8584,6.9108,0;-4.4865,6.311,0;4.1799,2.9521,0;3.8369,2.0128,0;-2.5109,5.9675,0;-4.1389,5.3677,0;3.5424,3.7226,0;2.8463,1.8421,0;-3.1494,5.1912,0;2.5517,3.5519,0;2.1987,2.6108,0;-2.8037,4.2529,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;1.9143,4.3224,0;-1.4725,3.1448,0;-3.4435,3.4843,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;1.2768,5.0928,0;1.2132,2.441,0;-1.8182,4.0831,0;-4.0173,7.5469,0;-2.5391,7.2955,0;-4.9791,6.3966,0;4.6727,3.037,0;4.1574,1.6289,0;-2.0179,5.8841,0;-4.46,4.9844,0;3.7159,4.1915,0;2.6748,1.3724,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;1.529,4.0036,0;2.2995,4.6411,0;-1.9417,2.9719,0;-1.0033,3.3177,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;.7838,5.0094,0;

Duplicates ChEBI8333

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8333.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8333.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8333.sdf

Formula	C₂₀H₂₂O₈
MW	390.39
InChIKey	HHSKNLJWHGXWPK-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	8
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.77
logP	0.2223
PSA	125.68
MR	96.3537
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-279.31892
PM7_Total_Energy_ev	-5114.9234
PM7_Electronic_Energy_ev	-41498.00431
PM7_Dipole_Debye	1.17132
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.508
PM7_LUMO_Energy_ev	-0.63
PM7_COSMO_Area_square_ang	371.97
PM7_COSMO_Volue_cubic_ang	453.08
PM7_Electron_Affinity_ev	0.63
PM7_Ionization_Energy_ev	9.508
PM7_Energy_Gap_ev	8.878
PM7_Global_Hardness_ev	4.439
PM7_Global_Softness_ev	0.22527596305474207
PM7_Chemical_Potential_ev	-5.069
PM7_Electronigativity_ev	5.069
PM7_Back_Donation_Energy_ev	-1.10975
PM7_Electrophilicity_ev	2.8942060148682134
OPENEYE_Name	[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[2-(hydroxymethyl)phenoxy]tetrahydropyran-2-yl]methyl benzoate
SMILES	c1ccc(cc1)C(=O)OCC2C(C(C(C(O2)Oc3ccccc3CO)O)O)O
Canonical_SMILES	OCc1ccccc1O[C@@H]1O[C@H](COC(=O)c2ccccc2)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C20H22O8/c21-10-13-8-4-5-9-14(13)27-20-18(24)17(23)16(22)15(28-20)11-26-19(25)12-6-2-1-3-7-12/h1-9,15-18,20-24H,10-11H2
InChI_3D	1S/C20H22O8/c21-10-13-8-4-5-9-14(13)27-20-18(24)17(23)16(22)15(28-20)11-26-19(25)12-6-2-1-3-7-12/h1-9,15-18,20-24H,10-11H2/t15-,16-,17+,18-,20-/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,6,7,8,9,19,20,10,11,12,17,15,14,16,13,18,26,24,23,25,21,28,27,22/E:(2,3)(6,7)/rA:50cCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;s5;d6s7;d8;d9s11;s10;;s14;s14;s15;s16;s11;s17;d13;s17s18;s14;s15;s16;s19;s12s18;s13s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s14;s15;s16;s17;s18;s19;s19;s20;s20;s23;s24;s25;s26;/rC:-3.8444,7.0777,0;-2.8584,6.9108,0;-4.4865,6.311,0;4.1799,2.9521,0;3.8369,2.0128,0;-2.5109,5.9675,0;-4.1389,5.3677,0;3.5424,3.7226,0;2.8463,1.8421,0;-3.1494,5.1912,0;2.5517,3.5519,0;2.1987,2.6108,0;-2.8037,4.2529,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;1.9143,4.3224,0;-1.4725,3.1448,0;-3.4435,3.4843,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;1.2768,5.0928,0;1.2132,2.441,0;-1.8182,4.0831,0;-4.0173,7.5469,0;-2.5391,7.2955,0;-4.9791,6.3966,0;4.6727,3.037,0;4.1574,1.6289,0;-2.0179,5.8841,0;-4.46,4.9844,0;3.7159,4.1915,0;2.6748,1.3724,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;1.529,4.0036,0;2.2995,4.6411,0;-1.9417,2.9719,0;-1.0033,3.3177,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;.7838,5.0094,0;
Duplicates	ChEBI8333
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8333.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8333.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8333.sdf