CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9687 (4452)

Formula C₂₀H₂₂O₉

MW 406.39

InChIKey QJWRHLSORLOREK-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.23

logP -0.0721

PSA 145.91

MR 98.3767

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -328.01244

PM7_Total_Energy_ev -5410.32478

PM7_Electronic_Energy_ev -46169.17263

PM7_Dipole_Debye 3.49048

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.312

PM7_LUMO_Energy_ev -0.811

PM7_COSMO_Area_square_ang 356.13

PM7_COSMO_Volue_cubic_ang 462.24

PM7_Electron_Affinity_ev 0.811

PM7_Ionization_Energy_ev 9.312

PM7_Energy_Gap_ev 8.501

PM7_Global_Hardness_ev 4.2505

PM7_Global_Softness_ev 0.23526643924244206

PM7_Chemical_Potential_ev -5.0615

PM7_Electronigativity_ev 5.0615

PM7_Back_Donation_Energy_ev -1.062625

PM7_Electrophilicity_ev 3.013619838842489

OPENEYE_Name benzyl 5-hydroxy-2-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-benzoate

SMILES c1ccc(cc1)COC(=O)c2cc(ccc2OC3C(C(C(C(O3)CO)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2ccc(cc2C(=O)OCc2ccccc2)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C20H22O9/c21-9-15-16(23)17(24)18(25)20(29-15)28-14-7-6-12(22)8-13(14)19(26)27-10-11-4-2-1-3-5-11/h1-8,15-18,20-25H,9-10H2

InChI_3D 1S/C20H22O9/c21-9-15-16(23)17(24)18(25)20(29-15)28-14-7-6-12(22)8-13(14)19(26)27-10-11-4-2-1-3-5-11/h1-8,15-18,20-25H,9-10H2/t15-,16-,17+,18-,20-/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,6,7,8,20,19,10,11,9,12,17,15,14,16,13,18,27,23,25,24,26,21,29,28,22/E:(2,3)(4,5)/rA:51cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;s8;d4s5;s6d8;s7d9;s9;;s14;s14;s15;s16;s10;s17;d13;s17s18;s11;s14;s15;s16;s20;s12s18;s13s19;s1;s2;s3;s4;s5;s6;s7;s8;s14;s15;s16;s17;s18;s19;s19;s20;s20;s23;s24;s25;s26;s27;/rC:-1.6284,7.2453,0;-.6428,7.4151,0;-1.9796,6.309,0;-.002,6.6406,0;-1.3388,5.5345,0;3.8369,2.0128,0;2.8463,1.8421,0;3.5424,3.7226,0;2.5517,3.5519,0;-.3467,5.6964,0;4.1799,2.9521,0;2.1987,2.6108,0;1.9143,4.3224,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;.2908,4.926,0;-1.4725,3.1448,0;2.2627,5.2597,0;0,2.0104,0;5.1654,3.1219,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;.9283,4.1555,0;-1.9471,7.6305,0;-.4693,7.884,0;-2.4727,6.2263,0;.4907,6.7255,0;-1.5144,5.0664,0;4.1574,1.6289,0;2.6748,1.3724,0;3.7159,4.1915,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;.676,5.2447,0;-.0945,4.6072,0;-1.9417,2.9719,0;-1.0033,3.3177,0;5.3383,3.5911,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates ChEBI9687

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9687.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9687.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9687.sdf

Formula	C₂₀H₂₂O₉
MW	406.39
InChIKey	QJWRHLSORLOREK-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.23
logP	-0.0721
PSA	145.91
MR	98.3767
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-328.01244
PM7_Total_Energy_ev	-5410.32478
PM7_Electronic_Energy_ev	-46169.17263
PM7_Dipole_Debye	3.49048
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.312
PM7_LUMO_Energy_ev	-0.811
PM7_COSMO_Area_square_ang	356.13
PM7_COSMO_Volue_cubic_ang	462.24
PM7_Electron_Affinity_ev	0.811
PM7_Ionization_Energy_ev	9.312
PM7_Energy_Gap_ev	8.501
PM7_Global_Hardness_ev	4.2505
PM7_Global_Softness_ev	0.23526643924244206
PM7_Chemical_Potential_ev	-5.0615
PM7_Electronigativity_ev	5.0615
PM7_Back_Donation_Energy_ev	-1.062625
PM7_Electrophilicity_ev	3.013619838842489
OPENEYE_Name	benzyl 5-hydroxy-2-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-benzoate
SMILES	c1ccc(cc1)COC(=O)c2cc(ccc2OC3C(C(C(C(O3)CO)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2ccc(cc2C(=O)OCc2ccccc2)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C20H22O9/c21-9-15-16(23)17(24)18(25)20(29-15)28-14-7-6-12(22)8-13(14)19(26)27-10-11-4-2-1-3-5-11/h1-8,15-18,20-25H,9-10H2
InChI_3D	1S/C20H22O9/c21-9-15-16(23)17(24)18(25)20(29-15)28-14-7-6-12(22)8-13(14)19(26)27-10-11-4-2-1-3-5-11/h1-8,15-18,20-25H,9-10H2/t15-,16-,17+,18-,20-/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,6,7,8,20,19,10,11,9,12,17,15,14,16,13,18,27,23,25,24,26,21,29,28,22/E:(2,3)(4,5)/rA:51cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;s8;d4s5;s6d8;s7d9;s9;;s14;s14;s15;s16;s10;s17;d13;s17s18;s11;s14;s15;s16;s20;s12s18;s13s19;s1;s2;s3;s4;s5;s6;s7;s8;s14;s15;s16;s17;s18;s19;s19;s20;s20;s23;s24;s25;s26;s27;/rC:-1.6284,7.2453,0;-.6428,7.4151,0;-1.9796,6.309,0;-.002,6.6406,0;-1.3388,5.5345,0;3.8369,2.0128,0;2.8463,1.8421,0;3.5424,3.7226,0;2.5517,3.5519,0;-.3467,5.6964,0;4.1799,2.9521,0;2.1987,2.6108,0;1.9143,4.3224,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;.2908,4.926,0;-1.4725,3.1448,0;2.2627,5.2597,0;0,2.0104,0;5.1654,3.1219,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;.9283,4.1555,0;-1.9471,7.6305,0;-.4693,7.884,0;-2.4727,6.2263,0;.4907,6.7255,0;-1.5144,5.0664,0;4.1574,1.6289,0;2.6748,1.3724,0;3.7159,4.1915,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;.676,5.2447,0;-.0945,4.6072,0;-1.9417,2.9719,0;-1.0033,3.3177,0;5.3383,3.5911,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	ChEBI9687
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9687.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9687.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009500-0000009749/ChEBI9687.sdf