CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI8281 (3711)

Formula C₂₂H₂₀O₈

MW 412.4

InChIKey ISCQYPPCSYRZOT-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 30

Number_Rings 5

Number_Bonds 54

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 8

HB_Donor 0

HB_Acceptor 2

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.07

logP 2.5585

PSA 89.52

MR 103.107

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -222.16121

PM7_Total_Energy_ev -5331.90416

PM7_Electronic_Energy_ev -44792.01068

PM7_Dipole_Debye 3.55945

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.01

PM7_LUMO_Energy_ev -1.122

PM7_COSMO_Area_square_ang 376.12

PM7_COSMO_Volue_cubic_ang 452.02

PM7_Electron_Affinity_ev 1.122

PM7_Ionization_Energy_ev 9.01

PM7_Energy_Gap_ev 7.888

PM7_Global_Hardness_ev 3.944

PM7_Global_Softness_ev 0.2535496957403651

PM7_Chemical_Potential_ev -5.066

PM7_Electronigativity_ev 5.066

PM7_Back_Donation_Energy_ev -0.986

PM7_Electrophilicity_ev 3.2535948275862068

OPENEYE_Name (5~{a}~{R},8~{a}~{R},9~{R})-9-(3,4,5-trimethoxyphenyl)-5~{a},6,8~{a},9-tetrahydroisobenzofuro[6,5-f][1,3]benzodioxole-5,8-dione

SMILES c1c2c(cc3c1OCO3)C(C4C(=O)OCC4C2=O)c5cc(c(c(c5)OC)OC)OC

Canonical_SMILES COc1cc(cc(c1OC)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2C(=O)c2c1cc1OCOc1c2

InChI 1/C22H20O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-19H,8-9H2,1-3H3

InChI_3D 1S/C22H20O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-19H,8-9H2,1-3H3/t13-,18+,19-/m0/s1

AuxInfo 1/0/N:20,21,22,3,4,2,1,15,16,7,6,5,18,9,8,10,11,17,19,13,12,14,23,24,28,29,30,27,26,25/E:(1,2)(4,5)(16,17)(25,26)/rA:50cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2s5;d3s4;s1;s2d8;s3;d4;d10s11;s5;;;;s6s7;s13s15;s14s17s18;;;;d13;d14;s8s16;s9s16;s14s15;s10s20;s11s21;s12s22;s1;s2;s3;s4;s15;s15;s16;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;/rC:-2.4289,-.9912,0;-2.4204,1.0264,0;-4.9393,3.3127,0;-6.2698,2.1991,0;-3.2957,-.4858,0;-3.2914,.523,0;-5.2852,2.3744,0;-1.5555,-.4928,0;-1.5481,.5155,0;-5.5845,4.0835,0;-6.9149,2.9699,0;-6.5755,3.916,0;-4.162,-.9852,0;-5.9974,.8422,0;-5.9975,-.7992,0;;-4.162,1.0324,0;-5.0327,-.4858,0;-5.0327,.5285,0;-4.253,5.1913,0;-8.5435,3.5595,0;-6.8742,5.6222,0;-4.1609,-1.9852,0;-6.3063,1.7933,0;-.5987,-.8115,0;-.5868,.82,0;-6.5938,.0214,0;-5.2385,5.0218,0;-7.8994,2.7946,0;-7.2174,4.6829,0;-2.4312,-1.4912,0;-2.419,1.5264,0;-4.4466,3.3982,0;-6.4407,1.7292,0;-5.7941,-1.256,0;-6.4305,-1.0492,0;.374,.3319,0;.3691,-.3373,0;-3.8393,1.4143,0;-4.6,-.2352,0;-5.0852,1.0257,0;-4.1682,4.6985,0;-4.3377,5.684,0;-3.7602,5.276,0;-8.1611,3.8816,0;-8.926,3.2375,0;-8.8656,3.942,0;-6.4046,5.4506,0;-7.3438,5.7937,0;-6.7026,6.0918,0;

Duplicates ChEBI8281

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8281.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8281.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8281.sdf

Formula	C₂₂H₂₀O₈
MW	412.4
InChIKey	ISCQYPPCSYRZOT-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	30
Number_Rings	5
Number_Bonds	54
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	8
HB_Donor	0
HB_Acceptor	2
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.07
logP	2.5585
PSA	89.52
MR	103.107
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-222.16121
PM7_Total_Energy_ev	-5331.90416
PM7_Electronic_Energy_ev	-44792.01068
PM7_Dipole_Debye	3.55945
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.01
PM7_LUMO_Energy_ev	-1.122
PM7_COSMO_Area_square_ang	376.12
PM7_COSMO_Volue_cubic_ang	452.02
PM7_Electron_Affinity_ev	1.122
PM7_Ionization_Energy_ev	9.01
PM7_Energy_Gap_ev	7.888
PM7_Global_Hardness_ev	3.944
PM7_Global_Softness_ev	0.2535496957403651
PM7_Chemical_Potential_ev	-5.066
PM7_Electronigativity_ev	5.066
PM7_Back_Donation_Energy_ev	-0.986
PM7_Electrophilicity_ev	3.2535948275862068
OPENEYE_Name	(5~{a}~{R},8~{a}~{R},9~{R})-9-(3,4,5-trimethoxyphenyl)-5~{a},6,8~{a},9-tetrahydroisobenzofuro[6,5-f][1,3]benzodioxole-5,8-dione
SMILES	c1c2c(cc3c1OCO3)C(C4C(=O)OCC4C2=O)c5cc(c(c(c5)OC)OC)OC
Canonical_SMILES	COc1cc(cc(c1OC)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2C(=O)c2c1cc1OCOc1c2
InChI	1/C22H20O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-19H,8-9H2,1-3H3
InChI_3D	1S/C22H20O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-19H,8-9H2,1-3H3/t13-,18+,19-/m0/s1
AuxInfo	1/0/N:20,21,22,3,4,2,1,15,16,7,6,5,18,9,8,10,11,17,19,13,12,14,23,24,28,29,30,27,26,25/E:(1,2)(4,5)(16,17)(25,26)/rA:50cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2s5;d3s4;s1;s2d8;s3;d4;d10s11;s5;;;;s6s7;s13s15;s14s17s18;;;;d13;d14;s8s16;s9s16;s14s15;s10s20;s11s21;s12s22;s1;s2;s3;s4;s15;s15;s16;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;/rC:-2.4289,-.9912,0;-2.4204,1.0264,0;-4.9393,3.3127,0;-6.2698,2.1991,0;-3.2957,-.4858,0;-3.2914,.523,0;-5.2852,2.3744,0;-1.5555,-.4928,0;-1.5481,.5155,0;-5.5845,4.0835,0;-6.9149,2.9699,0;-6.5755,3.916,0;-4.162,-.9852,0;-5.9974,.8422,0;-5.9975,-.7992,0;;-4.162,1.0324,0;-5.0327,-.4858,0;-5.0327,.5285,0;-4.253,5.1913,0;-8.5435,3.5595,0;-6.8742,5.6222,0;-4.1609,-1.9852,0;-6.3063,1.7933,0;-.5987,-.8115,0;-.5868,.82,0;-6.5938,.0214,0;-5.2385,5.0218,0;-7.8994,2.7946,0;-7.2174,4.6829,0;-2.4312,-1.4912,0;-2.419,1.5264,0;-4.4466,3.3982,0;-6.4407,1.7292,0;-5.7941,-1.256,0;-6.4305,-1.0492,0;.374,.3319,0;.3691,-.3373,0;-3.8393,1.4143,0;-4.6,-.2352,0;-5.0852,1.0257,0;-4.1682,4.6985,0;-4.3377,5.684,0;-3.7602,5.276,0;-8.1611,3.8816,0;-8.926,3.2375,0;-8.8656,3.942,0;-6.4046,5.4506,0;-7.3438,5.7937,0;-6.7026,6.0918,0;
Duplicates	ChEBI8281
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8281.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8281.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8281.sdf