CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI190769_s0 (104664)

Formula C₁₆H₂₀O₉

MW 356.33

InChIKey FFBSIEIZLWJCOS-PKSOQXRJNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 25

Number_Rings 2

Number_Bonds 46

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -0.23

logP -0.9368

PSA 142.75

MR 81.8692

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -357.49479

PM7_Total_Energy_ev -4892.67783

PM7_Electronic_Energy_ev -38593.1068

PM7_Dipole_Debye 2.64706

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.991

PM7_LUMO_Energy_ev 0.095

PM7_COSMO_Area_square_ang 318.08

PM7_COSMO_Volue_cubic_ang 407.69

PM7_Electron_Affinity_ev -0.095

PM7_Ionization_Energy_ev 8.991

PM7_Energy_Gap_ev 9.086

PM7_Global_Hardness_ev 4.543

PM7_Global_Softness_ev 0.2201188641866608

PM7_Chemical_Potential_ev -4.448

PM7_Electronigativity_ev 4.448

PM7_Back_Donation_Energy_ev -1.13575

PM7_Electrophilicity_ev 2.1774932863746423

OPENEYE_Name (2~{S},3~{S},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-[3-(3-methoxyphenyl)propanoyloxy]tetrahydropyran-2-carboxylic acid

SMILES c1cc(cc(c1)OC)CCC(=O)OC2C(C(C(C(O2)C(=O)O)O)O)O

Canonical_SMILES COc1cccc(c1)CCC(=O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O

InChI 1/C16H20O9/c1-23-9-4-2-3-8(7-9)5-6-10(17)24-16-13(20)11(18)12(19)14(25-16)15(21)22/h2-4,7,11-14,16,18-20H,5-6H2,1H3,(H,21,22)/f/h21H

InChI_3D 1S/C16H20O9/c1-23-9-4-2-3-8(7-9)5-6-10(17)24-16-13(20)11(18)12(19)14(25-16)15(21)22/h2-4,7,11-14,16,18-20H,5-6H2,1H3,(H,21,22)/t11-,12-,13-,14-,16+/m0/s1

AuxInfo 1/1/N:14,1,2,3,15,16,4,5,6,8,11,10,12,9,7,13,18,22,21,23,17,20,24,25,19/E:(21,22)/F:14,1,2,3,15,16,4,5,6,8,11,10,12,9,7,13,18,22,21,23,20,17,24,25,19/rA:45cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;;s7;s9;s10;s11;s12;;s5;s8s15;d7;d8;s9s13;s7;s10;s11;s12;s6s14;s8s13;s1;s2;s3;s4;s9;s10;s11;s12;s13;s14;s14;s14;s15;s15;s16;s16;s20;s21;s22;s23;/rC:4.6164,4.7783,0;3.6765,5.12,0;4.7884,3.788,0;3.0791,3.4909,0;2.907,4.4813,0;4.0207,3.1392,0;-2.5903,1.1954,0;.5734,3.2096,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;5.1307,1.8097,0;1.2649,5.0863,0;.9192,4.1479,0;-3.2346,1.9602,0;-.412,3.0398,0;0,2.0104,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;4.1919,2.154,0;1.2132,2.441,0;4.9997,5.0993,0;3.5909,5.6126,0;5.2584,3.6172,0;2.6943,3.1716,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;5.3029,2.2791,0;4.9585,1.3402,0;5.6001,1.6375,0;1.4377,5.5555,0;.7957,5.2591,0;.45,4.3208,0;1.3883,3.9751,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;

Duplicates ChEBI190769_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190769_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190769_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190769_s0.sdf

Formula	C₁₆H₂₀O₉
MW	356.33
InChIKey	FFBSIEIZLWJCOS-PKSOQXRJNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	25
Number_Rings	2
Number_Bonds	46
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-0.23
logP	-0.9368
PSA	142.75
MR	81.8692
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-357.49479
PM7_Total_Energy_ev	-4892.67783
PM7_Electronic_Energy_ev	-38593.1068
PM7_Dipole_Debye	2.64706
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.991
PM7_LUMO_Energy_ev	0.095
PM7_COSMO_Area_square_ang	318.08
PM7_COSMO_Volue_cubic_ang	407.69
PM7_Electron_Affinity_ev	-0.095
PM7_Ionization_Energy_ev	8.991
PM7_Energy_Gap_ev	9.086
PM7_Global_Hardness_ev	4.543
PM7_Global_Softness_ev	0.2201188641866608
PM7_Chemical_Potential_ev	-4.448
PM7_Electronigativity_ev	4.448
PM7_Back_Donation_Energy_ev	-1.13575
PM7_Electrophilicity_ev	2.1774932863746423
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-[3-(3-methoxyphenyl)propanoyloxy]tetrahydropyran-2-carboxylic acid
SMILES	c1cc(cc(c1)OC)CCC(=O)OC2C(C(C(C(O2)C(=O)O)O)O)O
Canonical_SMILES	COc1cccc(c1)CCC(=O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
InChI	1/C16H20O9/c1-23-9-4-2-3-8(7-9)5-6-10(17)24-16-13(20)11(18)12(19)14(25-16)15(21)22/h2-4,7,11-14,16,18-20H,5-6H2,1H3,(H,21,22)/f/h21H
InChI_3D	1S/C16H20O9/c1-23-9-4-2-3-8(7-9)5-6-10(17)24-16-13(20)11(18)12(19)14(25-16)15(21)22/h2-4,7,11-14,16,18-20H,5-6H2,1H3,(H,21,22)/t11-,12-,13-,14-,16+/m0/s1
AuxInfo	1/1/N:14,1,2,3,15,16,4,5,6,8,11,10,12,9,7,13,18,22,21,23,17,20,24,25,19/E:(21,22)/F:14,1,2,3,15,16,4,5,6,8,11,10,12,9,7,13,18,22,21,23,20,17,24,25,19/rA:45cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;;s7;s9;s10;s11;s12;;s5;s8s15;d7;d8;s9s13;s7;s10;s11;s12;s6s14;s8s13;s1;s2;s3;s4;s9;s10;s11;s12;s13;s14;s14;s14;s15;s15;s16;s16;s20;s21;s22;s23;/rC:4.6164,4.7783,0;3.6765,5.12,0;4.7884,3.788,0;3.0791,3.4909,0;2.907,4.4813,0;4.0207,3.1392,0;-2.5903,1.1954,0;.5734,3.2096,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;5.1307,1.8097,0;1.2649,5.0863,0;.9192,4.1479,0;-3.2346,1.9602,0;-.412,3.0398,0;0,2.0104,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;4.1919,2.154,0;1.2132,2.441,0;4.9997,5.0993,0;3.5909,5.6126,0;5.2584,3.6172,0;2.6943,3.1716,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;5.3029,2.2791,0;4.9585,1.3402,0;5.6001,1.6375,0;1.4377,5.5555,0;.7957,5.2591,0;.45,4.3208,0;1.3883,3.9751,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;
Duplicates	ChEBI190769_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190769_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190769_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190769_s0.sdf