CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186321 (100863)

Formula C₂₂H₁₆O₁₀

MW 440.36

InChIKey FDVGUFRMRNGBAK-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 32

Number_Rings 5

Number_Bonds 52

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 10

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -0.72

logP 2.4304

PSA 177.14

MR 108.087

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -325.33995

PM7_Total_Energy_ev -5870.03263

PM7_Electronic_Energy_ev -48358.82667

PM7_Dipole_Debye 0.83015

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.229

PM7_LUMO_Energy_ev -1.072

PM7_COSMO_Area_square_ang 386.14

PM7_COSMO_Volue_cubic_ang 453.5

PM7_Electron_Affinity_ev 1.072

PM7_Ionization_Energy_ev 9.229

PM7_Energy_Gap_ev 8.157

PM7_Global_Hardness_ev 4.0785

PM7_Global_Softness_ev 0.245188181929631

PM7_Chemical_Potential_ev -5.1505

PM7_Electronigativity_ev 5.1505

PM7_Back_Donation_Energy_ev -1.019625

PM7_Electrophilicity_ev 3.2521331678313103

OPENEYE_Name (6~{R},6~{a}~{S},12~{b}~{R})-3,10,11,12-tetrahydroxy-6-(3,4,5-trihydroxyphenyl)-6~{a},12~{b}-dihydro-6~{H}-isochromeno[3,4-c]chromen-8-one

SMILES c1cc(cc2c1C3c4c(cc(c(c4O)O)O)C(=O)OC3C(O2)c5cc(c(c(c5)O)O)O)O

Canonical_SMILES Oc1ccc2c(c1)O[C@@H]([C@@H]1[C@H]2c2c(C(=O)O1)cc(c(c2O)O)O)c1cc(O)c(c(c1)O)O

InChI 1/C22H16O10/c23-8-1-2-9-14(5-8)31-20(7-3-11(24)17(27)12(25)4-7)21-16(9)15-10(22(30)32-21)6-13(26)18(28)19(15)29/h1-6,16,20-21,23-29H

InChI_3D 1S/C22H16O10/c23-8-1-2-9-14(5-8)31-20(7-3-11(24)17(27)12(25)4-7)21-16(9)15-10(22(30)32-21)6-13(26)18(28)19(15)29/h1-6,16,20-21,23-29H/t16-,20-,21+/m1/s1

AuxInfo 1/0/N:2,1,4,5,6,3,9,12,8,7,14,15,13,11,10,20,18,17,16,21,22,19,26,28,29,27,32,31,30,23,24,25/E:(3,4)(11,12)(24,25)/rA:48cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHH/rB:d1;;;;;d3;s1;d4s5;s7;s6d8;s2d6;s3;s4;d5;d10;d13s16;d14s15;s7;s8s10;s9;s20s21;d19;s11s21;s19s22;s12;s13;s14;s15;s16;s17;s18;s1;s2;s3;s4;s5;s6;s20;s21;s22;s26;s27;s28;s29;s30;s31;s32;/rC:-1.754,.019,0;-.883,-.4984,0;-5.226,1.0508,0;-.0997,3.6329,0;-1.4224,4.7557,0;.0119,1.016,0;-4.3575,1.5464,0;-1.7444,1.0273,0;-1.083,3.815,0;-3.4892,1.0393,0;-.8613,1.5258,0;;-5.2339,.0461,0;.5508,4.3993,0;-.772,5.522,0;-3.4895,.0365,0;-4.3656,-.4612,0;.2179,5.3477,0;-4.3523,2.5575,0;-2.6112,1.536,0;-1.7301,3.0526,0;-2.6052,2.5487,0;-5.217,3.0598,0;-.8555,2.5384,0;-3.479,3.0614,0;.8606,-.5093,0;-6.1032,-.4483,0;1.5341,4.2172,0;-1.1115,6.4626,0;-1.9771,-.844,0;-4.3717,-1.4612,0;.865,6.1101,0;-2.1897,-.2262,0;-.8885,-.9984,0;-5.6574,1.3036,0;.068,3.1619,0;-1.9145,4.8446,0;.447,1.2624,0;-2.6152,1.036,0;-2.0502,3.4367,0;-3.0398,2.3015,0;1.2963,-.2639,0;-6.1064,-.9482,0;1.701,3.7459,0;-.789,6.8448,0;-1.979,-1.344,0;-3.9402,-1.7138,0;1.3569,6.0205,0;

Duplicates ChEBI186321

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186321.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186321.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186321.sdf

Formula	C₂₂H₁₆O₁₀
MW	440.36
InChIKey	FDVGUFRMRNGBAK-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	32
Number_Rings	5
Number_Bonds	52
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	10
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-0.72
logP	2.4304
PSA	177.14
MR	108.087
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-325.33995
PM7_Total_Energy_ev	-5870.03263
PM7_Electronic_Energy_ev	-48358.82667
PM7_Dipole_Debye	0.83015
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.229
PM7_LUMO_Energy_ev	-1.072
PM7_COSMO_Area_square_ang	386.14
PM7_COSMO_Volue_cubic_ang	453.5
PM7_Electron_Affinity_ev	1.072
PM7_Ionization_Energy_ev	9.229
PM7_Energy_Gap_ev	8.157
PM7_Global_Hardness_ev	4.0785
PM7_Global_Softness_ev	0.245188181929631
PM7_Chemical_Potential_ev	-5.1505
PM7_Electronigativity_ev	5.1505
PM7_Back_Donation_Energy_ev	-1.019625
PM7_Electrophilicity_ev	3.2521331678313103
OPENEYE_Name	(6~{R},6~{a}~{S},12~{b}~{R})-3,10,11,12-tetrahydroxy-6-(3,4,5-trihydroxyphenyl)-6~{a},12~{b}-dihydro-6~{H}-isochromeno[3,4-c]chromen-8-one
SMILES	c1cc(cc2c1C3c4c(cc(c(c4O)O)O)C(=O)OC3C(O2)c5cc(c(c(c5)O)O)O)O
Canonical_SMILES	Oc1ccc2c(c1)O[C@@H]([C@@H]1[C@H]2c2c(C(=O)O1)cc(c(c2O)O)O)c1cc(O)c(c(c1)O)O
InChI	1/C22H16O10/c23-8-1-2-9-14(5-8)31-20(7-3-11(24)17(27)12(25)4-7)21-16(9)15-10(22(30)32-21)6-13(26)18(28)19(15)29/h1-6,16,20-21,23-29H
InChI_3D	1S/C22H16O10/c23-8-1-2-9-14(5-8)31-20(7-3-11(24)17(27)12(25)4-7)21-16(9)15-10(22(30)32-21)6-13(26)18(28)19(15)29/h1-6,16,20-21,23-29H/t16-,20-,21+/m1/s1
AuxInfo	1/0/N:2,1,4,5,6,3,9,12,8,7,14,15,13,11,10,20,18,17,16,21,22,19,26,28,29,27,32,31,30,23,24,25/E:(3,4)(11,12)(24,25)/rA:48cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHH/rB:d1;;;;;d3;s1;d4s5;s7;s6d8;s2d6;s3;s4;d5;d10;d13s16;d14s15;s7;s8s10;s9;s20s21;d19;s11s21;s19s22;s12;s13;s14;s15;s16;s17;s18;s1;s2;s3;s4;s5;s6;s20;s21;s22;s26;s27;s28;s29;s30;s31;s32;/rC:-1.754,.019,0;-.883,-.4984,0;-5.226,1.0508,0;-.0997,3.6329,0;-1.4224,4.7557,0;.0119,1.016,0;-4.3575,1.5464,0;-1.7444,1.0273,0;-1.083,3.815,0;-3.4892,1.0393,0;-.8613,1.5258,0;;-5.2339,.0461,0;.5508,4.3993,0;-.772,5.522,0;-3.4895,.0365,0;-4.3656,-.4612,0;.2179,5.3477,0;-4.3523,2.5575,0;-2.6112,1.536,0;-1.7301,3.0526,0;-2.6052,2.5487,0;-5.217,3.0598,0;-.8555,2.5384,0;-3.479,3.0614,0;.8606,-.5093,0;-6.1032,-.4483,0;1.5341,4.2172,0;-1.1115,6.4626,0;-1.9771,-.844,0;-4.3717,-1.4612,0;.865,6.1101,0;-2.1897,-.2262,0;-.8885,-.9984,0;-5.6574,1.3036,0;.068,3.1619,0;-1.9145,4.8446,0;.447,1.2624,0;-2.6152,1.036,0;-2.0502,3.4367,0;-3.0398,2.3015,0;1.2963,-.2639,0;-6.1064,-.9482,0;1.701,3.7459,0;-.789,6.8448,0;-1.979,-1.344,0;-3.9402,-1.7138,0;1.3569,6.0205,0;
Duplicates	ChEBI186321
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186321.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186321.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186321.sdf