CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI16099 (5394)

Formula C₁₅H₁₈O₈

MW 326.3

InChIKey LJFYQZQUAULRDF-HCKMINDGNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 41

Number_Heavy_Atoms 23

Number_Rings 2

Number_Bonds 42

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 8

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -0.58

logP -1.0369

PSA 136.68

MR 77.257

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -292.78251

PM7_Total_Energy_ev -4446.86642

PM7_Electronic_Energy_ev -30796.99833

PM7_Dipole_Debye 3.67692

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.065

PM7_LUMO_Energy_ev -0.482

PM7_COSMO_Area_square_ang 330.16

PM7_COSMO_Volue_cubic_ang 370.21

PM7_Electron_Affinity_ev 0.482

PM7_Ionization_Energy_ev 9.065

PM7_Energy_Gap_ev 8.583

PM7_Global_Hardness_ev 4.2915

PM7_Global_Softness_ev 0.2330187580100198

PM7_Chemical_Potential_ev -4.7735

PM7_Electronigativity_ev 4.7735

PM7_Back_Donation_Energy_ev -1.072875

PM7_Electrophilicity_ev 2.65481792496796

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

SMILES c1cc(ccc1C=CC(=O)O)OC2C(C(C(C(O2)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2ccc(cc2)/C=CC(=O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C15H18O8/c16-7-10-12(19)13(20)14(21)15(23-10)22-9-4-1-8(2-5-9)3-6-11(17)18/h1-6,10,12-16,19-21H,7H2,(H,17,18)/f/h17H

InChI_3D 1S/C15H18O8/c16-7-10-12(19)13(20)14(21)15(23-10)22-9-4-1-8(2-5-9)3-6-11(17)18/h1-6,10,12-16,19-21H,7H2,(H,17,18)/b6-3-/t10-,12-,13+,14-,15-/m1/s1

AuxInfo 1/1/N:1,2,7,3,4,8,15,5,6,13,9,11,10,12,14,22,16,18,20,19,21,23,17/E:(1,2)(4,5)(17,18)/F:1,2,7,3,4,8,15,5,6,13,9,11,10,12,14,22,18,16,20,19,21,23,17/E:(1,2)(4,5)/rA:41cCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;s5;w7;s8;;s10;s10;s11;s12;s13;d9;s13s14;s9;s10;s11;s12;s15;s6s14;s1;s2;s3;s4;s7;s8;s10;s11;s12;s13;s14;s15;s15;s18;s19;s20;s21;s22;/rC:3.8369,2.0128,0;3.5424,3.7226,0;2.8463,1.8421,0;2.5517,3.5519,0;4.1799,2.9521,0;2.1987,2.6108,0;5.1654,3.1219,0;5.5111,4.0602,0;6.4966,4.23,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.4725,3.1448,0;7.1364,3.4614,0;0,2.0104,0;6.8423,5.1684,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;4.1574,1.6289,0;3.7159,4.1915,0;2.6748,1.3724,0;2.233,3.9371,0;5.4853,2.7376,0;5.1912,4.4445,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;-1.9417,2.9719,0;-1.0033,3.3177,0;7.335,5.2532,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates ChEBI16099;ChEBI17335;ChEBI83032

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16099.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16099.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16099.sdf

Formula	C₁₅H₁₈O₈
MW	326.3
InChIKey	LJFYQZQUAULRDF-HCKMINDGNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	41
Number_Heavy_Atoms	23
Number_Rings	2
Number_Bonds	42
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	8
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-0.58
logP	-1.0369
PSA	136.68
MR	77.257
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-292.78251
PM7_Total_Energy_ev	-4446.86642
PM7_Electronic_Energy_ev	-30796.99833
PM7_Dipole_Debye	3.67692
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.065
PM7_LUMO_Energy_ev	-0.482
PM7_COSMO_Area_square_ang	330.16
PM7_COSMO_Volue_cubic_ang	370.21
PM7_Electron_Affinity_ev	0.482
PM7_Ionization_Energy_ev	9.065
PM7_Energy_Gap_ev	8.583
PM7_Global_Hardness_ev	4.2915
PM7_Global_Softness_ev	0.2330187580100198
PM7_Chemical_Potential_ev	-4.7735
PM7_Electronigativity_ev	4.7735
PM7_Back_Donation_Energy_ev	-1.072875
PM7_Electrophilicity_ev	2.65481792496796
OPENEYE_Name	(~{Z})-3-[4-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyphenyl]prop-2-enoic acid
SMILES	c1cc(ccc1C=CC(=O)O)OC2C(C(C(C(O2)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2ccc(cc2)/C=CC(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C15H18O8/c16-7-10-12(19)13(20)14(21)15(23-10)22-9-4-1-8(2-5-9)3-6-11(17)18/h1-6,10,12-16,19-21H,7H2,(H,17,18)/f/h17H
InChI_3D	1S/C15H18O8/c16-7-10-12(19)13(20)14(21)15(23-10)22-9-4-1-8(2-5-9)3-6-11(17)18/h1-6,10,12-16,19-21H,7H2,(H,17,18)/b6-3-/t10-,12-,13+,14-,15-/m1/s1
AuxInfo	1/1/N:1,2,7,3,4,8,15,5,6,13,9,11,10,12,14,22,16,18,20,19,21,23,17/E:(1,2)(4,5)(17,18)/F:1,2,7,3,4,8,15,5,6,13,9,11,10,12,14,22,18,16,20,19,21,23,17/E:(1,2)(4,5)/rA:41cCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;s5;w7;s8;;s10;s10;s11;s12;s13;d9;s13s14;s9;s10;s11;s12;s15;s6s14;s1;s2;s3;s4;s7;s8;s10;s11;s12;s13;s14;s15;s15;s18;s19;s20;s21;s22;/rC:3.8369,2.0128,0;3.5424,3.7226,0;2.8463,1.8421,0;2.5517,3.5519,0;4.1799,2.9521,0;2.1987,2.6108,0;5.1654,3.1219,0;5.5111,4.0602,0;6.4966,4.23,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.4725,3.1448,0;7.1364,3.4614,0;0,2.0104,0;6.8423,5.1684,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;4.1574,1.6289,0;3.7159,4.1915,0;2.6748,1.3724,0;2.233,3.9371,0;5.4853,2.7376,0;5.1912,4.4445,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;-1.9417,2.9719,0;-1.0033,3.3177,0;7.335,5.2532,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	ChEBI16099;ChEBI17335;ChEBI83032
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16099.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16099.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16099.sdf