CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191616 (105395)

Formula C₂₂H₂₄O₁₃

MW 496.42

InChIKey DIBOSYWBDWWWDM-SREBMQDQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 62

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 13

HB_Donor 8

HB_Acceptor 9

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -1.78

logP -0.8799

PSA 215.83

MR 113.558

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -479.08548

PM7_Total_Energy_ev -6863.92558

PM7_Electronic_Energy_ev -58096.97516

PM7_Dipole_Debye 4.85936

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.186

PM7_LUMO_Energy_ev -0.256

PM7_COSMO_Area_square_ang 458

PM7_COSMO_Volue_cubic_ang 526.89

PM7_Electron_Affinity_ev 0.256

PM7_Ionization_Energy_ev 9.186

PM7_Energy_Gap_ev 8.93

PM7_Global_Hardness_ev 4.465

PM7_Global_Softness_ev 0.22396416573348266

PM7_Chemical_Potential_ev -4.721

PM7_Electronigativity_ev 4.721

PM7_Back_Donation_Energy_ev -1.11625

PM7_Electrophilicity_ev 2.4958388577827546

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-6-[(2~{R},3~{R})-2-(3,5-dihydroxy-4-methoxy-phenyl)-3,5-dihydroxy-chroman-7-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1c(cc(c(c1O)OC)O)C2C(Cc3c(cc(cc3O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O2)O

Canonical_SMILES COc1c(O)cc(cc1O)[C@H]1Oc2cc(O[C@@H]3O[C@H](C(=O)O)[C@H]([C@@H]([C@H]3O)O)O)cc(c2C[C@H]1O)O

InChI 1/C22H24O13/c1-32-19-11(24)2-7(3-12(19)25)18-13(26)6-9-10(23)4-8(5-14(9)34-18)33-22-17(29)15(27)16(28)20(35-22)21(30)31/h2-5,13,15-18,20,22-29H,6H2,1H3,(H,30,31)/f/h30H

InChI_3D 1S/C22H24O13/c1-32-19-11(24)2-7(3-12(19)25)18-13(26)6-9-10(23)4-8(5-14(9)34-18)33-22-17(29)15(27)16(28)20(35-22)21(30)31/h2-5,13,15-18,20,22-29H,6H2,1H3,(H,30,31)/t13-,15+,16+,17-,18-,20+,22-/m1/s1

AuxInfo 1/1/N:22,1,2,4,3,14,5,10,6,11,8,9,17,7,19,18,20,15,12,16,13,21,28,26,27,30,32,31,33,23,29,35,34,24,25/E:(2,3)(11,12)(24,25)(30,31)/F:22,1,2,4,3,14,5,10,6,11,8,9,17,7,19,18,20,15,12,16,13,21,28,26,27,30,32,31,33,29,23,35,34,24,25/E:(2,3)(11,12)(24,25)/rA:59cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;;d3s6;s1;d2;s3d4;s4d6;d8s9;;s6;s5;s13;s14s15;s16;s18;s19;s20;;d13;s7s15;s16s21;s8;s9;s11;s13;s17;s18;s19;s20;s10s21;s12s22;s1;s2;s3;s4;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s26;s27;s28;s29;s30;s31;s32;s33;/rC:3.179,2.7081,0;4.8077,2.1103,0;.868,1.5138,0;;3.8219,1.9422,0;1.736,-.0012,0;1.7374,1.0057,0;3.5253,3.6518,0;5.1541,3.054,0;0,1.0057,0;.868,-.4978,0;4.5146,3.8295,0;-2.737,3.0499,0;2.6026,-.5032,0;3.4774,1.0034,0;-3.0688,2.1065,0;3.4761,-.0036,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;4.2184,5.536,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;2.8823,4.4176,0;6.1398,3.2221,0;.8675,-1.4978,0;-3.3881,3.8089,0;5.2002,.2965,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;-.8675,1.5031,0;4.8591,4.7683,0;2.6865,2.6219,0;5.1275,1.726,0;.8678,2.0138,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;-3.504,2.3526,0;3.6456,-.474,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;3.8345,5.2157,0;4.6023,5.8564,0;3.898,5.9199,0;2.3899,4.3307,0;6.3135,3.691,0;1.3004,-1.748,0;-3.2222,4.2806,0;5.5207,-.0873,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;

Duplicates ChEBI191616

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191616.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191616.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191616.sdf

Formula	C₂₂H₂₄O₁₃
MW	496.42
InChIKey	DIBOSYWBDWWWDM-SREBMQDQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	62
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	13
HB_Donor	8
HB_Acceptor	9
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-1.78
logP	-0.8799
PSA	215.83
MR	113.558
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-479.08548
PM7_Total_Energy_ev	-6863.92558
PM7_Electronic_Energy_ev	-58096.97516
PM7_Dipole_Debye	4.85936
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.186
PM7_LUMO_Energy_ev	-0.256
PM7_COSMO_Area_square_ang	458
PM7_COSMO_Volue_cubic_ang	526.89
PM7_Electron_Affinity_ev	0.256
PM7_Ionization_Energy_ev	9.186
PM7_Energy_Gap_ev	8.93
PM7_Global_Hardness_ev	4.465
PM7_Global_Softness_ev	0.22396416573348266
PM7_Chemical_Potential_ev	-4.721
PM7_Electronigativity_ev	4.721
PM7_Back_Donation_Energy_ev	-1.11625
PM7_Electrophilicity_ev	2.4958388577827546
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[(2~{R},3~{R})-2-(3,5-dihydroxy-4-methoxy-phenyl)-3,5-dihydroxy-chroman-7-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1c(cc(c(c1O)OC)O)C2C(Cc3c(cc(cc3O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O2)O
Canonical_SMILES	COc1c(O)cc(cc1O)[C@H]1Oc2cc(O[C@@H]3O[C@H](C(=O)O)[C@H]([C@@H]([C@H]3O)O)O)cc(c2C[C@H]1O)O
InChI	1/C22H24O13/c1-32-19-11(24)2-7(3-12(19)25)18-13(26)6-9-10(23)4-8(5-14(9)34-18)33-22-17(29)15(27)16(28)20(35-22)21(30)31/h2-5,13,15-18,20,22-29H,6H2,1H3,(H,30,31)/f/h30H
InChI_3D	1S/C22H24O13/c1-32-19-11(24)2-7(3-12(19)25)18-13(26)6-9-10(23)4-8(5-14(9)34-18)33-22-17(29)15(27)16(28)20(35-22)21(30)31/h2-5,13,15-18,20,22-29H,6H2,1H3,(H,30,31)/t13-,15+,16+,17-,18-,20+,22-/m1/s1
AuxInfo	1/1/N:22,1,2,4,3,14,5,10,6,11,8,9,17,7,19,18,20,15,12,16,13,21,28,26,27,30,32,31,33,23,29,35,34,24,25/E:(2,3)(11,12)(24,25)(30,31)/F:22,1,2,4,3,14,5,10,6,11,8,9,17,7,19,18,20,15,12,16,13,21,28,26,27,30,32,31,33,29,23,35,34,24,25/E:(2,3)(11,12)(24,25)/rA:59cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;;d3s6;s1;d2;s3d4;s4d6;d8s9;;s6;s5;s13;s14s15;s16;s18;s19;s20;;d13;s7s15;s16s21;s8;s9;s11;s13;s17;s18;s19;s20;s10s21;s12s22;s1;s2;s3;s4;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s26;s27;s28;s29;s30;s31;s32;s33;/rC:3.179,2.7081,0;4.8077,2.1103,0;.868,1.5138,0;;3.8219,1.9422,0;1.736,-.0012,0;1.7374,1.0057,0;3.5253,3.6518,0;5.1541,3.054,0;0,1.0057,0;.868,-.4978,0;4.5146,3.8295,0;-2.737,3.0499,0;2.6026,-.5032,0;3.4774,1.0034,0;-3.0688,2.1065,0;3.4761,-.0036,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;4.2184,5.536,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;2.8823,4.4176,0;6.1398,3.2221,0;.8675,-1.4978,0;-3.3881,3.8089,0;5.2002,.2965,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;-.8675,1.5031,0;4.8591,4.7683,0;2.6865,2.6219,0;5.1275,1.726,0;.8678,2.0138,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;-3.504,2.3526,0;3.6456,-.474,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;3.8345,5.2157,0;4.6023,5.8564,0;3.898,5.9199,0;2.3899,4.3307,0;6.3135,3.691,0;1.3004,-1.748,0;-3.2222,4.2806,0;5.5207,-.0873,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;
Duplicates	ChEBI191616
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191616.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191616.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191616.sdf