CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9369_s0_t0 (4253)

Formula C₂₂H₂₄O₁₁

MW 464.42

InChIKey UMWNGGYPGAHOPP-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 60

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 7

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 -1.97

logP -0.7788

PSA 186.37

MR 110.261

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -385.78733

PM7_Total_Energy_ev -6272.71612

PM7_Electronic_Energy_ev -53622.95608

PM7_Dipole_Debye 7.21236

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.326

PM7_LUMO_Energy_ev -1.188

PM7_COSMO_Area_square_ang 418.14

PM7_COSMO_Volue_cubic_ang 506.99

PM7_Electron_Affinity_ev 1.188

PM7_Ionization_Energy_ev 9.326

PM7_Energy_Gap_ev 8.138

PM7_Global_Hardness_ev 4.069

PM7_Global_Softness_ev 0.2457606291472106

PM7_Chemical_Potential_ev -5.257

PM7_Electronigativity_ev 5.257

PM7_Back_Donation_Energy_ev -1.01725

PM7_Electrophilicity_ev 3.3959263946915703

OPENEYE_Name (4~{a}~{R},8~{a}~{R})-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-6-[(2~{S},3~{R},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-4~{a},8~{a}-dihydrochromen-4-one

SMILES c1cc(c(cc1C2=CC(=O)C3C(=C(C(=CC3O2)OC)C4C(C(C(C(O4)CO)O)O)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)C1=C(O)[C@H]2[C@@H](C=C1OC)OC(=CC2=O)c1ccc(c(c1)O)O

InChI 1/C22H24O11/c1-31-13-6-14-16(11(26)5-12(32-14)8-2-3-9(24)10(25)4-8)19(28)17(13)22-21(30)20(29)18(27)15(7-23)33-22/h2-6,14-16,18,20-25,27-30H,7H2,1H3

InChI_3D 1S/C22H24O11/c1-31-13-6-14-16(11(26)5-12(32-14)8-2-3-9(24)10(25)4-8)19(28)17(13)22-21(30)20(29)18(27)15(7-23)33-22/h2-6,14-16,18,20-25,27-30H,7H2,1H3/t14-,15-,16-,18-,20+,21-,22+/m1/s1

AuxInfo 1/0/N:21,1,2,3,7,8,22,4,5,6,13,9,11,14,20,16,10,19,12,18,17,15,32,26,27,23,31,28,30,29,33,24,25/rA:57cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;;s4d7;;d8s10;d10;s7;s8;s10;s12s13s14;s15;s17;s18;s19;;s20;d13;s9s14;s15s20;s5;s6;s12;s17;s18;s19;s22;s11s21;s1;s2;s3;s7;s8;s14;s15;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s26;s27;s28;s29;s30;s31;s32;/rC:4.3484,2.5014,0;5.2134,3.0032,0;5.2147,.998,0;4.3446,1.5014,0;6.0835,2.4998,0;6.0885,1.4947,0;3.4761,-.0036,0;.868,1.5138,0;3.4774,1.0034,0;;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;1.7374,1.0057,0;-1.5143,-.8772,0;1.736,-.0012,0;-1.8576,.0676,0;-2.8428,.2389,0;-3.4883,-.525,0;-3.145,-1.4697,0;-.8705,2.5031,0;-3.1528,-3.2197,0;2.5998,-1.5032,0;2.6052,1.5109,0;-2.1562,-1.6506,0;6.9485,3.0016,0;6.9541,.9939,0;.8675,-1.4978,0;-1.8601,1.8176,0;-4.3571,1.1161,0;-5.0051,-1.3977,0;-3.1572,-4.2197,0;-.8675,1.5031,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;3.9084,-.2548,0;.8678,2.0138,0;1.7378,1.5057,0;-1.1916,-1.2591,0;1.7347,-.5012,0;-1.3652,.1546,0;-2.672,.7088,0;-3.8087,-.1412,0;-3.6376,-1.5553,0;-.3705,2.5046,0;-1.3705,2.5016,0;-.872,3.0031,0;-2.6528,-3.222,0;-3.6527,-3.2175,0;6.9475,3.5016,0;7.3874,1.2435,0;1.3004,-1.748,0;-2.2934,2.067,0;-4.3563,1.6161,0;-5.4377,-1.1471,0;-2.7253,-4.4716,0;

Duplicates ChEBI9369_s0_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9369_s0_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9369_s0_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9369_s0_t0.sdf

Formula	C₂₂H₂₄O₁₁
MW	464.42
InChIKey	UMWNGGYPGAHOPP-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	60
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	7
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	-1.97
logP	-0.7788
PSA	186.37
MR	110.261
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-385.78733
PM7_Total_Energy_ev	-6272.71612
PM7_Electronic_Energy_ev	-53622.95608
PM7_Dipole_Debye	7.21236
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.326
PM7_LUMO_Energy_ev	-1.188
PM7_COSMO_Area_square_ang	418.14
PM7_COSMO_Volue_cubic_ang	506.99
PM7_Electron_Affinity_ev	1.188
PM7_Ionization_Energy_ev	9.326
PM7_Energy_Gap_ev	8.138
PM7_Global_Hardness_ev	4.069
PM7_Global_Softness_ev	0.2457606291472106
PM7_Chemical_Potential_ev	-5.257
PM7_Electronigativity_ev	5.257
PM7_Back_Donation_Energy_ev	-1.01725
PM7_Electrophilicity_ev	3.3959263946915703
OPENEYE_Name	(4~{a}~{R},8~{a}~{R})-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-6-[(2~{S},3~{R},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-4~{a},8~{a}-dihydrochromen-4-one
SMILES	c1cc(c(cc1C2=CC(=O)C3C(=C(C(=CC3O2)OC)C4C(C(C(C(O4)CO)O)O)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)C1=C(O)[C@H]2[C@@H](C=C1OC)OC(=CC2=O)c1ccc(c(c1)O)O
InChI	1/C22H24O11/c1-31-13-6-14-16(11(26)5-12(32-14)8-2-3-9(24)10(25)4-8)19(28)17(13)22-21(30)20(29)18(27)15(7-23)33-22/h2-6,14-16,18,20-25,27-30H,7H2,1H3
InChI_3D	1S/C22H24O11/c1-31-13-6-14-16(11(26)5-12(32-14)8-2-3-9(24)10(25)4-8)19(28)17(13)22-21(30)20(29)18(27)15(7-23)33-22/h2-6,14-16,18,20-25,27-30H,7H2,1H3/t14-,15-,16-,18-,20+,21-,22+/m1/s1
AuxInfo	1/0/N:21,1,2,3,7,8,22,4,5,6,13,9,11,14,20,16,10,19,12,18,17,15,32,26,27,23,31,28,30,29,33,24,25/rA:57cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;;s4d7;;d8s10;d10;s7;s8;s10;s12s13s14;s15;s17;s18;s19;;s20;d13;s9s14;s15s20;s5;s6;s12;s17;s18;s19;s22;s11s21;s1;s2;s3;s7;s8;s14;s15;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s26;s27;s28;s29;s30;s31;s32;/rC:4.3484,2.5014,0;5.2134,3.0032,0;5.2147,.998,0;4.3446,1.5014,0;6.0835,2.4998,0;6.0885,1.4947,0;3.4761,-.0036,0;.868,1.5138,0;3.4774,1.0034,0;;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;1.7374,1.0057,0;-1.5143,-.8772,0;1.736,-.0012,0;-1.8576,.0676,0;-2.8428,.2389,0;-3.4883,-.525,0;-3.145,-1.4697,0;-.8705,2.5031,0;-3.1528,-3.2197,0;2.5998,-1.5032,0;2.6052,1.5109,0;-2.1562,-1.6506,0;6.9485,3.0016,0;6.9541,.9939,0;.8675,-1.4978,0;-1.8601,1.8176,0;-4.3571,1.1161,0;-5.0051,-1.3977,0;-3.1572,-4.2197,0;-.8675,1.5031,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;3.9084,-.2548,0;.8678,2.0138,0;1.7378,1.5057,0;-1.1916,-1.2591,0;1.7347,-.5012,0;-1.3652,.1546,0;-2.672,.7088,0;-3.8087,-.1412,0;-3.6376,-1.5553,0;-.3705,2.5046,0;-1.3705,2.5016,0;-.872,3.0031,0;-2.6528,-3.222,0;-3.6527,-3.2175,0;6.9475,3.5016,0;7.3874,1.2435,0;1.3004,-1.748,0;-2.2934,2.067,0;-4.3563,1.6161,0;-5.4377,-1.1471,0;-2.7253,-4.4716,0;
Duplicates	ChEBI9369_s0_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9369_s0_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9369_s0_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9369_s0_t0.sdf