CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI187279 (101714)

Formula C₂₂H₂₈O₁₁

MW 468.46

InChIKey XIUVHOSBSDYXRG-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 64

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 11

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -1.26

logP -0.8075

PSA 168.28

MR 112.452

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -411.34827

PM7_Total_Energy_ev -6327.28771

PM7_Electronic_Energy_ev -53231.82676

PM7_Dipole_Debye 4.95262

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.253

PM7_LUMO_Energy_ev -0.668

PM7_COSMO_Area_square_ang 455.62

PM7_COSMO_Volue_cubic_ang 523.67

PM7_Electron_Affinity_ev 0.668

PM7_Ionization_Energy_ev 9.253

PM7_Energy_Gap_ev 8.585

PM7_Global_Hardness_ev 4.2925

PM7_Global_Softness_ev 0.23296447291788003

PM7_Chemical_Potential_ev -4.9605

PM7_Electronigativity_ev 4.9605

PM7_Back_Donation_Energy_ev -1.073125

PM7_Electrophilicity_ev 2.866227169481654

OPENEYE_Name (2~{S})-2-(1-hydroxy-1-methyl-ethyl)-4-methoxy-7-[[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]-2,3-dihydrofuro[3,2-g]chromen-5-one

SMILES c1c2c(c(c3c1OC(C3)C(C)(C)O)OC)c(=O)cc(o2)COC4C(C(C(C(O4)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](OCc2cc(=O)c3c(o2)cc2c(c3OC)C[C@H](O2)C(O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C22H28O11/c1-22(2,28)15-5-10-12(32-15)6-13-16(20(10)29-3)11(24)4-9(31-13)8-30-21-19(27)18(26)17(25)14(7-23)33-21/h4,6,14-15,17-19,21,23,25-28H,5,7-8H2,1-3H3

InChI_3D 1S/C22H28O11/c1-22(2,28)15-5-10-12(32-15)6-13-16(20(10)29-3)11(24)4-9(31-13)8-30-21-19(27)18(26)17(25)14(7-23)33-21/h4,6,14-15,17-19,21,23,25-28H,5,7-8H2,1-3H3/t14-,15+,17-,18+,19-,21-/m1/s1

AuxInfo 1/0/N:17,18,19,7,10,1,21,20,9,3,8,5,4,15,14,2,12,11,13,6,16,22,30,23,28,27,29,31,32,33,24,25,26/E:(1,2)/rA:61cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1s2;s1d3;d2s3;;s2s7;d7;s3;;s11;s11;s10;s12;s13;;;;s9;s15;s14s17s18;d8;s4s9;s5s14;s15s16;s11;s12;s13;s21;s22;s6s19;s16s20;s1;s7;s10;s10;s11;s12;s13;s14;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s27;s28;s29;s30;s31;/rC:2.6103,1.5028,0;1.7424,-.0104,0;3.4778,-.0124,0;1.7427,.9968,0;3.483,.9962,0;2.6096,-.5114,0;;.8635,-.5044,0;.005,1.0056,0;4.4354,-.3289,0;-3.9198,3.626,0;-3.2802,4.3947,0;-3.5793,2.6857,0;5.0324,.4839,0;-2.2901,4.2215,0;-2.5891,2.5124,0;5.6735,2.3948,0;7.0042,.9017,0;3.4731,-2.7624,0;-.8597,1.5079,0;-.5683,4.5344,0;6.3389,1.6482,0;.8552,-1.5044,0;.8737,1.5068,0;4.4438,1.3027,0;-1.9395,3.2794,0;-5.435,2.7505,0;-4.7986,5.2648,0;-3.5787,.9357,0;.4156,4.7132,0;7.0854,2.3136,0;2.6076,-2.2614,0;-1.7244,2.0102,0;2.6098,2.0028,0;-.4343,-.2478,0;4.8671,-.5811,0;4.2297,-.7846,0;-4.2421,4.0083,0;-3.1103,4.865,0;-4.0717,2.5992,0;5.4022,.1474,0;-2.2917,4.7215,0;-2.7604,2.0427,0;5.3002,2.0621,0;6.0468,2.7274,0;5.3408,2.7681,0;7.3775,1.2344,0;6.6309,.569,0;7.3369,.5284,0;3.7236,-2.3296,0;3.2226,-3.1951,0;3.9059,-3.0128,0;-1.1108,1.0755,0;-.6086,1.9402,0;-.6577,5.0263,0;-.4789,4.0424,0;-5.8681,3.0003,0;-4.8002,5.7648,0;-4.0116,.6856,0;.5842,5.1839,0;6.9839,2.8032,0;

Duplicates ChEBI187279

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187279.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187279.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187279.sdf

Formula	C₂₂H₂₈O₁₁
MW	468.46
InChIKey	XIUVHOSBSDYXRG-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	64
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	11
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-1.26
logP	-0.8075
PSA	168.28
MR	112.452
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-411.34827
PM7_Total_Energy_ev	-6327.28771
PM7_Electronic_Energy_ev	-53231.82676
PM7_Dipole_Debye	4.95262
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.253
PM7_LUMO_Energy_ev	-0.668
PM7_COSMO_Area_square_ang	455.62
PM7_COSMO_Volue_cubic_ang	523.67
PM7_Electron_Affinity_ev	0.668
PM7_Ionization_Energy_ev	9.253
PM7_Energy_Gap_ev	8.585
PM7_Global_Hardness_ev	4.2925
PM7_Global_Softness_ev	0.23296447291788003
PM7_Chemical_Potential_ev	-4.9605
PM7_Electronigativity_ev	4.9605
PM7_Back_Donation_Energy_ev	-1.073125
PM7_Electrophilicity_ev	2.866227169481654
OPENEYE_Name	(2~{S})-2-(1-hydroxy-1-methyl-ethyl)-4-methoxy-7-[[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]-2,3-dihydrofuro[3,2-g]chromen-5-one
SMILES	c1c2c(c(c3c1OC(C3)C(C)(C)O)OC)c(=O)cc(o2)COC4C(C(C(C(O4)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](OCc2cc(=O)c3c(o2)cc2c(c3OC)C[C@H](O2)C(O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C22H28O11/c1-22(2,28)15-5-10-12(32-15)6-13-16(20(10)29-3)11(24)4-9(31-13)8-30-21-19(27)18(26)17(25)14(7-23)33-21/h4,6,14-15,17-19,21,23,25-28H,5,7-8H2,1-3H3
InChI_3D	1S/C22H28O11/c1-22(2,28)15-5-10-12(32-15)6-13-16(20(10)29-3)11(24)4-9(31-13)8-30-21-19(27)18(26)17(25)14(7-23)33-21/h4,6,14-15,17-19,21,23,25-28H,5,7-8H2,1-3H3/t14-,15+,17-,18+,19-,21-/m1/s1
AuxInfo	1/0/N:17,18,19,7,10,1,21,20,9,3,8,5,4,15,14,2,12,11,13,6,16,22,30,23,28,27,29,31,32,33,24,25,26/E:(1,2)/rA:61cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1s2;s1d3;d2s3;;s2s7;d7;s3;;s11;s11;s10;s12;s13;;;;s9;s15;s14s17s18;d8;s4s9;s5s14;s15s16;s11;s12;s13;s21;s22;s6s19;s16s20;s1;s7;s10;s10;s11;s12;s13;s14;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s27;s28;s29;s30;s31;/rC:2.6103,1.5028,0;1.7424,-.0104,0;3.4778,-.0124,0;1.7427,.9968,0;3.483,.9962,0;2.6096,-.5114,0;;.8635,-.5044,0;.005,1.0056,0;4.4354,-.3289,0;-3.9198,3.626,0;-3.2802,4.3947,0;-3.5793,2.6857,0;5.0324,.4839,0;-2.2901,4.2215,0;-2.5891,2.5124,0;5.6735,2.3948,0;7.0042,.9017,0;3.4731,-2.7624,0;-.8597,1.5079,0;-.5683,4.5344,0;6.3389,1.6482,0;.8552,-1.5044,0;.8737,1.5068,0;4.4438,1.3027,0;-1.9395,3.2794,0;-5.435,2.7505,0;-4.7986,5.2648,0;-3.5787,.9357,0;.4156,4.7132,0;7.0854,2.3136,0;2.6076,-2.2614,0;-1.7244,2.0102,0;2.6098,2.0028,0;-.4343,-.2478,0;4.8671,-.5811,0;4.2297,-.7846,0;-4.2421,4.0083,0;-3.1103,4.865,0;-4.0717,2.5992,0;5.4022,.1474,0;-2.2917,4.7215,0;-2.7604,2.0427,0;5.3002,2.0621,0;6.0468,2.7274,0;5.3408,2.7681,0;7.3775,1.2344,0;6.6309,.569,0;7.3369,.5284,0;3.7236,-2.3296,0;3.2226,-3.1951,0;3.9059,-3.0128,0;-1.1108,1.0755,0;-.6086,1.9402,0;-.6577,5.0263,0;-.4789,4.0424,0;-5.8681,3.0003,0;-4.8002,5.7648,0;-4.0116,.6856,0;.5842,5.1839,0;6.9839,2.8032,0;
Duplicates	ChEBI187279
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187279.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187279.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187279.sdf