CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI8272 (3705)

Formula C₂₀H₂₂O₁₀

MW 422.39

InChIKey PGFBYAIGHPJFFJ-LNNLXFCONA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 10

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -0.87

logP 0.0477

PSA 177.14

MR 102.361

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -367.53112

PM7_Total_Energy_ev -5705.61468

PM7_Electronic_Energy_ev -48120.90073

PM7_Dipole_Debye 3.37999

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.782

PM7_LUMO_Energy_ev -0.26

PM7_COSMO_Area_square_ang 383.81

PM7_COSMO_Volue_cubic_ang 460.75

PM7_Electron_Affinity_ev 0.26

PM7_Ionization_Energy_ev 8.782

PM7_Energy_Gap_ev 8.522

PM7_Global_Hardness_ev 4.261

PM7_Global_Softness_ev 0.2346866932644919

PM7_Chemical_Potential_ev -4.521

PM7_Electronigativity_ev 4.521

PM7_Back_Donation_Energy_ev -1.06525

PM7_Electrophilicity_ev 2.3984324102323398

OPENEYE_Name (1~{S},2~{S},3~{R})-1-(3,4-dihydroxy-5-methoxy-phenyl)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-tetralin-2-carboxylic acid

SMILES c1c(cc(c(c1O)O)OC)C2c3cc(c(cc3CC(C2(C(=O)O)O)(CO)O)OC)O

Canonical_SMILES COc1cc2C[C@@](O)(CO)[C@]([C@H](c2cc1O)c1cc(O)c(c(c1)OC)O)(O)C(=O)O

InChI 1/C20H22O10/c1-29-14-5-10-7-19(27,8-21)20(28,18(25)26)16(11(10)6-12(14)22)9-3-13(23)17(24)15(4-9)30-2/h3-6,16,21-24,27-28H,7-8H2,1-2H3,(H,25,26)/f/h25H

InChI_3D 1S/C20H22O10/c1-29-14-5-10-7-19(27,8-21)20(28,18(25)26)16(11(10)6-12(14)22)9-3-13(23)17(24)15(4-9)30-2/h3-6,16,21-24,27-28H,7-8H2,1-2H3,(H,25,26)/t16-,19+,20+/m0/s1

AuxInfo 1/1/N:19,18,1,2,3,4,14,20,5,6,7,9,8,11,10,15,12,13,17,16,28,23,22,24,21,25,27,26,30,29/E:(25,26)/F:19,18,1,2,3,4,14,20,5,6,7,9,8,11,10,15,12,13,17,16,28,23,22,24,25,21,27,26,30,29/rA:52cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;d3;d4s6;s1;s4;d2;s3d9;d8s10;;s6;s5s7;s13s15;s14s16;;;s17;d13;s8;s9;s12;s13;s16;s17;s20;s10s18;s11s19;s1;s2;s3;s4;s14;s14;s15;s18;s18;s18;s19;s19;s19;s20;s20;s22;s23;s24;s25;s26;s27;s28;/rC:1.8245,-2.7785,0;.495,-1.6637,0;.8679,1.5135,0;.8679,-.4978,0;1.4794,-1.8399,0;1.7358,1.0057,0;1.7371,0,0;1.1786,-3.5487,0;;-.1509,-2.434,0;0,1.0057,0;.1877,-3.3804,0;4.0724,-1.6426,0;2.6012,1.5124,0;2.6038,-.4989,0;3.4748,.0022,0;3.4735,1.0079,0;-1.78,-3.0221,0;-1.732,1.0007,0;4.0722,2.6523,0;3.4291,-2.4083,0;1.5237,-4.4873,0;-.8653,-.5012,0;-.4548,-4.1467,0;5.0571,-1.8168,0;5.1981,.3067,0;4.4584,.8349,0;4.4142,3.592,0;-1.1352,-2.2578,0;-.8675,1.5032,0;2.317,-2.8644,0;.3245,-1.1937,0;.8679,2.0135,0;.8677,-.9978,0;2.2783,1.8942,0;2.922,1.8959,0;2.925,-.8821,0;-1.3978,-3.3445,0;-2.1024,-3.4043,0;-2.1622,-2.6997,0;-1.4808,.5684,0;-1.9833,1.433,0;-2.1643,.7494,0;3.6023,2.8234,0;4.542,2.4813,0;2.0164,-4.5725,0;-.8646,-1.0012,0;-.2837,-4.6164,0;5.2278,-2.2868,0;5.5196,-.0762,0;4.7796,1.2181,0;4.0929,3.975,0;

Duplicates ChEBI8272

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8272.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8272.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8272.sdf

Formula	C₂₀H₂₂O₁₀
MW	422.39
InChIKey	PGFBYAIGHPJFFJ-LNNLXFCONA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	10
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-0.87
logP	0.0477
PSA	177.14
MR	102.361
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-367.53112
PM7_Total_Energy_ev	-5705.61468
PM7_Electronic_Energy_ev	-48120.90073
PM7_Dipole_Debye	3.37999
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.782
PM7_LUMO_Energy_ev	-0.26
PM7_COSMO_Area_square_ang	383.81
PM7_COSMO_Volue_cubic_ang	460.75
PM7_Electron_Affinity_ev	0.26
PM7_Ionization_Energy_ev	8.782
PM7_Energy_Gap_ev	8.522
PM7_Global_Hardness_ev	4.261
PM7_Global_Softness_ev	0.2346866932644919
PM7_Chemical_Potential_ev	-4.521
PM7_Electronigativity_ev	4.521
PM7_Back_Donation_Energy_ev	-1.06525
PM7_Electrophilicity_ev	2.3984324102323398
OPENEYE_Name	(1~{S},2~{S},3~{R})-1-(3,4-dihydroxy-5-methoxy-phenyl)-2,3,7-trihydroxy-3-(hydroxymethyl)-6-methoxy-tetralin-2-carboxylic acid
SMILES	c1c(cc(c(c1O)O)OC)C2c3cc(c(cc3CC(C2(C(=O)O)O)(CO)O)OC)O
Canonical_SMILES	COc1cc2C[C@@](O)(CO)[C@]([C@H](c2cc1O)c1cc(O)c(c(c1)OC)O)(O)C(=O)O
InChI	1/C20H22O10/c1-29-14-5-10-7-19(27,8-21)20(28,18(25)26)16(11(10)6-12(14)22)9-3-13(23)17(24)15(4-9)30-2/h3-6,16,21-24,27-28H,7-8H2,1-2H3,(H,25,26)/f/h25H
InChI_3D	1S/C20H22O10/c1-29-14-5-10-7-19(27,8-21)20(28,18(25)26)16(11(10)6-12(14)22)9-3-13(23)17(24)15(4-9)30-2/h3-6,16,21-24,27-28H,7-8H2,1-2H3,(H,25,26)/t16-,19+,20+/m0/s1
AuxInfo	1/1/N:19,18,1,2,3,4,14,20,5,6,7,9,8,11,10,15,12,13,17,16,28,23,22,24,21,25,27,26,30,29/E:(25,26)/F:19,18,1,2,3,4,14,20,5,6,7,9,8,11,10,15,12,13,17,16,28,23,22,24,25,21,27,26,30,29/rA:52cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;d3;d4s6;s1;s4;d2;s3d9;d8s10;;s6;s5s7;s13s15;s14s16;;;s17;d13;s8;s9;s12;s13;s16;s17;s20;s10s18;s11s19;s1;s2;s3;s4;s14;s14;s15;s18;s18;s18;s19;s19;s19;s20;s20;s22;s23;s24;s25;s26;s27;s28;/rC:1.8245,-2.7785,0;.495,-1.6637,0;.8679,1.5135,0;.8679,-.4978,0;1.4794,-1.8399,0;1.7358,1.0057,0;1.7371,0,0;1.1786,-3.5487,0;;-.1509,-2.434,0;0,1.0057,0;.1877,-3.3804,0;4.0724,-1.6426,0;2.6012,1.5124,0;2.6038,-.4989,0;3.4748,.0022,0;3.4735,1.0079,0;-1.78,-3.0221,0;-1.732,1.0007,0;4.0722,2.6523,0;3.4291,-2.4083,0;1.5237,-4.4873,0;-.8653,-.5012,0;-.4548,-4.1467,0;5.0571,-1.8168,0;5.1981,.3067,0;4.4584,.8349,0;4.4142,3.592,0;-1.1352,-2.2578,0;-.8675,1.5032,0;2.317,-2.8644,0;.3245,-1.1937,0;.8679,2.0135,0;.8677,-.9978,0;2.2783,1.8942,0;2.922,1.8959,0;2.925,-.8821,0;-1.3978,-3.3445,0;-2.1024,-3.4043,0;-2.1622,-2.6997,0;-1.4808,.5684,0;-1.9833,1.433,0;-2.1643,.7494,0;3.6023,2.8234,0;4.542,2.4813,0;2.0164,-4.5725,0;-.8646,-1.0012,0;-.2837,-4.6164,0;5.2278,-2.2868,0;5.5196,-.0762,0;4.7796,1.2181,0;4.0929,3.975,0;
Duplicates	ChEBI8272
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8272.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8272.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8272.sdf