CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI179156 (95201)

Formula C₂₂H₁₆O₉

MW 424.36

InChIKey WEZKOSOKVUPYJW-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 31

Number_Rings 5

Number_Bonds 51

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 9

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP -0.06

logP 2.7248

PSA 156.91

MR 106.063

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -284.13896

PM7_Total_Energy_ev -5574.76792

PM7_Electronic_Energy_ev -45617.495

PM7_Dipole_Debye 1.93445

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.241

PM7_LUMO_Energy_ev -1.023

PM7_COSMO_Area_square_ang 377.44

PM7_COSMO_Volue_cubic_ang 444.05

PM7_Electron_Affinity_ev 1.023

PM7_Ionization_Energy_ev 9.241

PM7_Energy_Gap_ev 8.218

PM7_Global_Hardness_ev 4.109

PM7_Global_Softness_ev 0.2433682161109759

PM7_Chemical_Potential_ev -5.132

PM7_Electronigativity_ev 5.132

PM7_Back_Donation_Energy_ev -1.02725

PM7_Electrophilicity_ev 3.204845947919202

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

SMILES c1cc(c(cc1C2C3C(c4ccc(cc4O2)O)c5c(cc(c(c5O)O)O)C(=O)O3)O)O

Canonical_SMILES Oc1ccc2c(c1)O[C@@H]([C@@H]1[C@H]2c2c(C(=O)O1)cc(c(c2O)O)O)c1ccc(c(c1)O)O

InChI 1/C22H16O9/c23-9-2-3-10-15(6-9)30-20(8-1-4-12(24)13(25)5-8)21-17(10)16-11(22(29)31-21)7-14(26)18(27)19(16)28/h1-7,17,20-21,23-28H

InChI_3D 1S/C22H16O9/c23-9-2-3-10-15(6-9)30-20(8-1-4-12(24)13(25)5-8)21-17(10)16-11(22(29)31-21)7-14(26)18(27)19(16)28/h1-7,17,20-21,23-28H/t17-,20-,21+/m1/s1

AuxInfo 1/0/N:1,4,2,3,6,7,5,9,13,10,8,14,16,15,12,11,20,18,17,21,22,19,26,27,29,28,31,30,23,24,25/rA:47cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;d5;s1d6;s2;s8;s7d10;s4d7;s3;s5;s6d14;d11;d15s17;s8;s10s11;s9;s20s21;d19;s12s21;s19s22;s13;s14;s15;s16;s17;s18;s1;s2;s3;s4;s5;s6;s7;s20;s21;s22;s26;s27;s28;s29;s30;s31;/rC:-1.4183,4.7571,0;-1.754,.019,0;-.7746,5.5224,0;-.883,-.4984,0;-5.226,1.0508,0;-.0938,3.6363,0;.0119,1.016,0;-4.3575,1.5464,0;-1.083,3.815,0;-1.7444,1.0273,0;-3.4892,1.0393,0;-.8613,1.5258,0;;.2146,5.3437,0;-5.2339,.0461,0;.56,4.3997,0;-3.4895,.0365,0;-4.3656,-.4612,0;-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;.8584,6.1089,0;-6.1032,-.4483,0;1.5441,4.2219,0;-1.9771,-.844,0;-4.3717,-1.4612,0;-1.9104,4.846,0;-2.1897,-.2262,0;-.9443,5.9927,0;-.8885,-.9984,0;-5.6574,1.3036,0;.0738,3.1652,0;.447,1.2624,0;-2.6152,1.036,0;-2.0502,3.4367,0;-3.0398,2.3015,0;1.2963,-.2639,0;.688,6.579,0;-6.1064,-.9482,0;1.8671,4.6036,0;-1.979,-1.344,0;-3.9402,-1.7138,0;

Duplicates ChEBI179156

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179000-0000179249/ChEBI179156.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179000-0000179249/ChEBI179156.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179000-0000179249/ChEBI179156.sdf

Formula	C₂₂H₁₆O₉
MW	424.36
InChIKey	WEZKOSOKVUPYJW-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	31
Number_Rings	5
Number_Bonds	51
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	9
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	-0.06
logP	2.7248
PSA	156.91
MR	106.063
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-284.13896
PM7_Total_Energy_ev	-5574.76792
PM7_Electronic_Energy_ev	-45617.495
PM7_Dipole_Debye	1.93445
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.241
PM7_LUMO_Energy_ev	-1.023
PM7_COSMO_Area_square_ang	377.44
PM7_COSMO_Volue_cubic_ang	444.05
PM7_Electron_Affinity_ev	1.023
PM7_Ionization_Energy_ev	9.241
PM7_Energy_Gap_ev	8.218
PM7_Global_Hardness_ev	4.109
PM7_Global_Softness_ev	0.2433682161109759
PM7_Chemical_Potential_ev	-5.132
PM7_Electronigativity_ev	5.132
PM7_Back_Donation_Energy_ev	-1.02725
PM7_Electrophilicity_ev	3.204845947919202
OPENEYE_Name	(6~{R},6~{a}~{S},12~{b}~{R})-6-(3,4-dihydroxyphenyl)-3,10,11,12-tetrahydroxy-6~{a},12~{b}-dihydro-6~{H}-isochromeno[3,4-c]chromen-8-one
SMILES	c1cc(c(cc1C2C3C(c4ccc(cc4O2)O)c5c(cc(c(c5O)O)O)C(=O)O3)O)O
Canonical_SMILES	Oc1ccc2c(c1)O[C@@H]([C@@H]1[C@H]2c2c(C(=O)O1)cc(c(c2O)O)O)c1ccc(c(c1)O)O
InChI	1/C22H16O9/c23-9-2-3-10-15(6-9)30-20(8-1-4-12(24)13(25)5-8)21-17(10)16-11(22(29)31-21)7-14(26)18(27)19(16)28/h1-7,17,20-21,23-28H
InChI_3D	1S/C22H16O9/c23-9-2-3-10-15(6-9)30-20(8-1-4-12(24)13(25)5-8)21-17(10)16-11(22(29)31-21)7-14(26)18(27)19(16)28/h1-7,17,20-21,23-28H/t17-,20-,21+/m1/s1
AuxInfo	1/0/N:1,4,2,3,6,7,5,9,13,10,8,14,16,15,12,11,20,18,17,21,22,19,26,27,29,28,31,30,23,24,25/rA:47cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;d5;s1d6;s2;s8;s7d10;s4d7;s3;s5;s6d14;d11;d15s17;s8;s10s11;s9;s20s21;d19;s12s21;s19s22;s13;s14;s15;s16;s17;s18;s1;s2;s3;s4;s5;s6;s7;s20;s21;s22;s26;s27;s28;s29;s30;s31;/rC:-1.4183,4.7571,0;-1.754,.019,0;-.7746,5.5224,0;-.883,-.4984,0;-5.226,1.0508,0;-.0938,3.6363,0;.0119,1.016,0;-4.3575,1.5464,0;-1.083,3.815,0;-1.7444,1.0273,0;-3.4892,1.0393,0;-.8613,1.5258,0;;.2146,5.3437,0;-5.2339,.0461,0;.56,4.3997,0;-3.4895,.0365,0;-4.3656,-.4612,0;-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;.8584,6.1089,0;-6.1032,-.4483,0;1.5441,4.2219,0;-1.9771,-.844,0;-4.3717,-1.4612,0;-1.9104,4.846,0;-2.1897,-.2262,0;-.9443,5.9927,0;-.8885,-.9984,0;-5.6574,1.3036,0;.0738,3.1652,0;.447,1.2624,0;-2.6152,1.036,0;-2.0502,3.4367,0;-3.0398,2.3015,0;1.2963,-.2639,0;.688,6.579,0;-6.1064,-.9482,0;1.8671,4.6036,0;-1.979,-1.344,0;-3.9402,-1.7138,0;
Duplicates	ChEBI179156
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179000-0000179249/ChEBI179156.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179000-0000179249/ChEBI179156.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179000-0000179249/ChEBI179156.sdf