CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI181633 (97108)

Formula C₁₆H₂₀O₉

MW 356.33

InChIKey FQWZGEBZILOCET-GPQMBLKYNA-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 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 -0.72

logP -1.0283

PSA 145.91

MR 83.749

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -339.64784

PM7_Total_Energy_ev -4891.92229

PM7_Electronic_Energy_ev -37274.79621

PM7_Dipole_Debye 1.48571

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.018

PM7_LUMO_Energy_ev -0.46

PM7_COSMO_Area_square_ang 335.98

PM7_COSMO_Volue_cubic_ang 402.61

PM7_Electron_Affinity_ev 0.46

PM7_Ionization_Energy_ev 9.018

PM7_Energy_Gap_ev 8.558

PM7_Global_Hardness_ev 4.279

PM7_Global_Softness_ev 0.23369946249123627

PM7_Chemical_Potential_ev -4.739

PM7_Electronigativity_ev 4.739

PM7_Back_Donation_Energy_ev -1.06975

PM7_Electrophilicity_ev 2.6242254031315726

OPENEYE_Name (~{Z})-3-[4-methoxy-2-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]prop-2-enoic acid

SMILES c1cc(cc(c1C=CC(=O)O)OC2C(C(C(C(O2)CO)O)O)O)OC

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cc(OC)ccc2/C=CC(=O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C16H20O9/c1-23-9-4-2-8(3-5-12(18)19)10(6-9)24-16-15(22)14(21)13(20)11(7-17)25-16/h2-6,11,13-17,20-22H,7H2,1H3,(H,18,19)/f/h18H

InChI_3D 1S/C16H20O9/c1-23-9-4-2-8(3-5-12(18)19)10(6-9)24-16-15(22)14(21)13(20)11(7-17)25-16/h2-6,11,13-17,20-22H,7H2,1H3,(H,18,19)/b5-3-/t11-,13-,14+,15-,16-/m1/s1

AuxInfo 1/1/N:15,1,7,2,8,3,16,4,5,6,13,9,11,10,12,14,23,17,19,21,20,22,25,24,18/E:(18,19)/F:15,1,7,2,8,3,16,4,5,6,13,9,11,10,12,14,23,19,17,21,20,22,25,24,18/rA:45cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2d3;s3d4;s4;w7;s8;;s10;s10;s11;s12;;s13;d9;s13s14;s9;s10;s11;s12;s16;s6s14;s5s15;s1;s2;s3;s7;s8;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s19;s20;s21;s22;s23;/rC:3.5424,3.7226,0;4.1799,2.9521,0;2.8463,1.8421,0;2.5517,3.5519,0;3.8369,2.0128,0;2.1987,2.6108,0;1.9143,4.3224,0;2.2627,5.2597,0;1.6252,6.0301,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;4.1334,.3063,0;-1.4725,3.1448,0;.6393,5.8633,0;0,2.0104,0;1.9737,6.9674,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;4.4778,1.2451,0;3.7159,4.1915,0;4.6727,3.037,0;2.6748,1.3724,0;1.4213,4.2389,0;2.7557,5.3431,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;3.664,.4785,0;4.6029,.1341,0;3.9613,-.1631,0;-1.9417,2.9719,0;-1.0033,3.3177,0;1.655,7.3527,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates ChEBI181633

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181500-0000181749/ChEBI181633.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181500-0000181749/ChEBI181633.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181500-0000181749/ChEBI181633.sdf

Formula	C₁₆H₂₀O₉
MW	356.33
InChIKey	FQWZGEBZILOCET-GPQMBLKYNA-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	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	-0.72
logP	-1.0283
PSA	145.91
MR	83.749
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-339.64784
PM7_Total_Energy_ev	-4891.92229
PM7_Electronic_Energy_ev	-37274.79621
PM7_Dipole_Debye	1.48571
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.018
PM7_LUMO_Energy_ev	-0.46
PM7_COSMO_Area_square_ang	335.98
PM7_COSMO_Volue_cubic_ang	402.61
PM7_Electron_Affinity_ev	0.46
PM7_Ionization_Energy_ev	9.018
PM7_Energy_Gap_ev	8.558
PM7_Global_Hardness_ev	4.279
PM7_Global_Softness_ev	0.23369946249123627
PM7_Chemical_Potential_ev	-4.739
PM7_Electronigativity_ev	4.739
PM7_Back_Donation_Energy_ev	-1.06975
PM7_Electrophilicity_ev	2.6242254031315726
OPENEYE_Name	(~{Z})-3-[4-methoxy-2-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]prop-2-enoic acid
SMILES	c1cc(cc(c1C=CC(=O)O)OC2C(C(C(C(O2)CO)O)O)O)OC
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc(OC)ccc2/C=CC(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H20O9/c1-23-9-4-2-8(3-5-12(18)19)10(6-9)24-16-15(22)14(21)13(20)11(7-17)25-16/h2-6,11,13-17,20-22H,7H2,1H3,(H,18,19)/f/h18H
InChI_3D	1S/C16H20O9/c1-23-9-4-2-8(3-5-12(18)19)10(6-9)24-16-15(22)14(21)13(20)11(7-17)25-16/h2-6,11,13-17,20-22H,7H2,1H3,(H,18,19)/b5-3-/t11-,13-,14+,15-,16-/m1/s1
AuxInfo	1/1/N:15,1,7,2,8,3,16,4,5,6,13,9,11,10,12,14,23,17,19,21,20,22,25,24,18/E:(18,19)/F:15,1,7,2,8,3,16,4,5,6,13,9,11,10,12,14,23,19,17,21,20,22,25,24,18/rA:45cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2d3;s3d4;s4;w7;s8;;s10;s10;s11;s12;;s13;d9;s13s14;s9;s10;s11;s12;s16;s6s14;s5s15;s1;s2;s3;s7;s8;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s19;s20;s21;s22;s23;/rC:3.5424,3.7226,0;4.1799,2.9521,0;2.8463,1.8421,0;2.5517,3.5519,0;3.8369,2.0128,0;2.1987,2.6108,0;1.9143,4.3224,0;2.2627,5.2597,0;1.6252,6.0301,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;4.1334,.3063,0;-1.4725,3.1448,0;.6393,5.8633,0;0,2.0104,0;1.9737,6.9674,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;4.4778,1.2451,0;3.7159,4.1915,0;4.6727,3.037,0;2.6748,1.3724,0;1.4213,4.2389,0;2.7557,5.3431,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;3.664,.4785,0;4.6029,.1341,0;3.9613,-.1631,0;-1.9417,2.9719,0;-1.0033,3.3177,0;1.655,7.3527,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	ChEBI181633
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181500-0000181749/ChEBI181633.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181500-0000181749/ChEBI181633.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181500-0000181749/ChEBI181633.sdf