CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189738 (103884)

Formula C₂₂H₂₀O₁₀

MW 444.39

InChIKey KDULJPKZESDTFK-LELJVTLKNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 10

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 0.89

logP 0.7396

PSA 155.89

MR 109.167

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -329.24726

PM7_Total_Energy_ev -5923.68825

PM7_Electronic_Energy_ev -46130.58952

PM7_Dipole_Debye 6.0535

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.273

PM7_LUMO_Energy_ev -0.799

PM7_COSMO_Area_square_ang 426.89

PM7_COSMO_Volue_cubic_ang 481.96

PM7_Electron_Affinity_ev 0.799

PM7_Ionization_Energy_ev 9.273

PM7_Energy_Gap_ev 8.474

PM7_Global_Hardness_ev 4.237

PM7_Global_Softness_ev 0.23601604909133822

PM7_Chemical_Potential_ev -5.036

PM7_Electronigativity_ev 5.036

PM7_Back_Donation_Energy_ev -1.05925

PM7_Electrophilicity_ev 2.9928364408779795

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[2-(4-methoxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(ccc1c2cc(=O)c3ccc(cc3o2)OC4C(C(C(C(O4)C(=O)O)O)O)O)OC

Canonical_SMILES COc1ccc(cc1)c1cc(=O)c2c(o1)cc(cc2)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C22H20O10/c1-29-11-4-2-10(3-5-11)15-9-14(23)13-7-6-12(8-16(13)31-15)30-22-19(26)17(24)18(25)20(32-22)21(27)28/h2-9,17-20,22,24-26H,1H3,(H,27,28)/f/h27H

InChI_3D 1S/C22H20O10/c1-29-11-4-2-10(3-5-11)15-9-14(23)13-7-6-12(8-16(13)31-15)30-22-19(26)17(24)18(25)20(32-22)21(27)28/h2-9,17-20,22,24-26H,1H3,(H,27,28)/t17-,18-,19+,20-,22+/m0/s1

AuxInfo 1/1/N:22,1,2,4,5,6,3,7,13,8,11,12,9,15,14,10,19,18,20,17,16,21,23,29,28,30,24,27,32,31,25,26/E:(2,3)(4,5)(27,28)/F:22,1,2,4,5,6,3,7,13,8,11,12,9,15,14,10,19,18,20,17,16,21,23,29,28,30,27,24,32,31,25,26/E:(2,3)(4,5)/rA:52cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;s1d2;s3;s7d9;s4d5;s6d7;;s8d13;s9s13;;s16;s17;s18;s19;s20;;d15;d16;s10s14;s17s21;s16;s18;s19;s20;s12s21;s11s22;s1;s2;s3;s4;s5;s6;s7;s13;s17;s18;s19;s20;s21;s22;s22;s22;s27;s28;s29;s30;/rC:5.208,.9968,0;4.344,2.5014,0;.868,-.4978,0;6.0797,1.4974,0;5.2157,3.002,0;;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.088,2.5025,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-2.737,3.0499,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;7.82,2.4985,0;2.5999,-1.5032,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;-.8675,1.5031,0;6.9552,3.0005,0;5.2061,.4968,0;3.9112,2.7518,0;.8677,-.9978,0;6.5114,1.2451,0;5.2154,3.502,0;-.4327,-.2506,0;.8678,2.0138,0;3.9084,-.2548,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;7.569,2.066,0;8.071,2.9309,0;8.2525,2.2475,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;

Duplicates ChEBI189738

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189738.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189738.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189738.sdf

Formula	C₂₂H₂₀O₁₀
MW	444.39
InChIKey	KDULJPKZESDTFK-LELJVTLKNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	10
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	0.89
logP	0.7396
PSA	155.89
MR	109.167
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-329.24726
PM7_Total_Energy_ev	-5923.68825
PM7_Electronic_Energy_ev	-46130.58952
PM7_Dipole_Debye	6.0535
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.273
PM7_LUMO_Energy_ev	-0.799
PM7_COSMO_Area_square_ang	426.89
PM7_COSMO_Volue_cubic_ang	481.96
PM7_Electron_Affinity_ev	0.799
PM7_Ionization_Energy_ev	9.273
PM7_Energy_Gap_ev	8.474
PM7_Global_Hardness_ev	4.237
PM7_Global_Softness_ev	0.23601604909133822
PM7_Chemical_Potential_ev	-5.036
PM7_Electronigativity_ev	5.036
PM7_Back_Donation_Energy_ev	-1.05925
PM7_Electrophilicity_ev	2.9928364408779795
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[2-(4-methoxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(ccc1c2cc(=O)c3ccc(cc3o2)OC4C(C(C(C(O4)C(=O)O)O)O)O)OC
Canonical_SMILES	COc1ccc(cc1)c1cc(=O)c2c(o1)cc(cc2)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C22H20O10/c1-29-11-4-2-10(3-5-11)15-9-14(23)13-7-6-12(8-16(13)31-15)30-22-19(26)17(24)18(25)20(32-22)21(27)28/h2-9,17-20,22,24-26H,1H3,(H,27,28)/f/h27H
InChI_3D	1S/C22H20O10/c1-29-11-4-2-10(3-5-11)15-9-14(23)13-7-6-12(8-16(13)31-15)30-22-19(26)17(24)18(25)20(32-22)21(27)28/h2-9,17-20,22,24-26H,1H3,(H,27,28)/t17-,18-,19+,20-,22+/m0/s1
AuxInfo	1/1/N:22,1,2,4,5,6,3,7,13,8,11,12,9,15,14,10,19,18,20,17,16,21,23,29,28,30,24,27,32,31,25,26/E:(2,3)(4,5)(27,28)/F:22,1,2,4,5,6,3,7,13,8,11,12,9,15,14,10,19,18,20,17,16,21,23,29,28,30,27,24,32,31,25,26/E:(2,3)(4,5)/rA:52cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;s1d2;s3;s7d9;s4d5;s6d7;;s8d13;s9s13;;s16;s17;s18;s19;s20;;d15;d16;s10s14;s17s21;s16;s18;s19;s20;s12s21;s11s22;s1;s2;s3;s4;s5;s6;s7;s13;s17;s18;s19;s20;s21;s22;s22;s22;s27;s28;s29;s30;/rC:5.208,.9968,0;4.344,2.5014,0;.868,-.4978,0;6.0797,1.4974,0;5.2157,3.002,0;;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.088,2.5025,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-2.737,3.0499,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;7.82,2.4985,0;2.5999,-1.5032,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;-.8675,1.5031,0;6.9552,3.0005,0;5.2061,.4968,0;3.9112,2.7518,0;.8677,-.9978,0;6.5114,1.2451,0;5.2154,3.502,0;-.4327,-.2506,0;.8678,2.0138,0;3.9084,-.2548,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;7.569,2.066,0;8.071,2.9309,0;8.2525,2.2475,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;
Duplicates	ChEBI189738
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189738.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189738.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189738.sdf