CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189742 (103887)

Formula C₁₄H₁₈O₉

MW 330.29

InChIKey JMDNSUMWVYKARS-UYBDAZJANA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 41

Number_Heavy_Atoms 23

Number_Rings 2

Number_Bonds 42

Rotat_Bonds 11

Unbranched_Chain 3

Chiral_Centers 5

ONatoms 9

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP -1.56

logP -1.802

PSA 156.91

MR 74.155

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -349.50289

PM7_Total_Energy_ev -4619.72494

PM7_Electronic_Energy_ev -32482.26426

PM7_Dipole_Debye 2.44823

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.822

PM7_LUMO_Energy_ev -0.027

PM7_COSMO_Area_square_ang 322.82

PM7_COSMO_Volue_cubic_ang 360.68

PM7_Electron_Affinity_ev 0.027

PM7_Ionization_Energy_ev 8.822

PM7_Energy_Gap_ev 8.795

PM7_Global_Hardness_ev 4.3975

PM7_Global_Softness_ev 0.2274019329164298

PM7_Chemical_Potential_ev -4.4245

PM7_Electronigativity_ev 4.4245

PM7_Back_Donation_Energy_ev -1.099375

PM7_Electrophilicity_ev 2.225832888004548

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[2-hydroxy-4-(2-hydroxyethyl)phenoxy]tetrahydropyran-2-carboxylic acid

SMILES c1cc(c(cc1CCO)O)OC2C(C(C(C(O2)C(=O)O)O)O)O

Canonical_SMILES OCCc1ccc(c(c1)O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C14H18O9/c15-4-3-6-1-2-8(7(16)5-6)22-14-11(19)9(17)10(18)12(23-14)13(20)21/h1-2,5,9-12,14-19H,3-4H2,(H,20,21)/f/h20H

InChI_3D 1S/C14H18O9/c15-4-3-6-1-2-8(7(16)5-6)22-14-11(19)9(17)10(18)12(23-14)13(20)21/h1-2,5,9-12,14-19H,3-4H2,(H,20,21)/t9-,10-,11+,12-,14+/m0/s1

AuxInfo 1/1/N:1,2,13,14,3,4,6,5,10,9,11,8,7,12,22,17,20,19,21,15,18,23,16/E:(20,21)/F:1,2,13,14,3,4,6,5,10,9,11,8,7,12,22,17,20,19,21,18,15,23,16/rA:41cCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;s7;s8;s9;s10;s11;s4;s13;d7;s8s12;s6;s7;s9;s10;s11;s14;s5s12;s1;s2;s3;s8;s9;s10;s11;s12;s13;s13;s14;s14;s17;s18;s19;s20;s21;s22;/rC:3.825,2.0061,0;2.8395,1.8364,0;3.5354,3.7169,0;4.1762,2.9424,0;2.1987,2.6108,0;2.5434,3.555,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;5.1625,3.1078,0;6.1487,3.2733,0;-.5734,3.2096,0;0,2.0104,0;1.9059,4.3255,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;7.1349,3.4387,0;1.2132,2.441,0;4.1438,1.6209,0;2.666,1.3674,0;3.7111,4.185,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;5.0797,3.601,0;5.2452,2.6147,0;6.066,3.7664,0;6.2314,2.7802,0;1.4129,4.242,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;7.3098,3.9071,0;

Duplicates ChEBI189742

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189742.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189742.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189742.sdf

Formula	C₁₄H₁₈O₉
MW	330.29
InChIKey	JMDNSUMWVYKARS-UYBDAZJANA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	41
Number_Heavy_Atoms	23
Number_Rings	2
Number_Bonds	42
Rotat_Bonds	11
Unbranched_Chain	3
Chiral_Centers	5
ONatoms	9
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	-1.56
logP	-1.802
PSA	156.91
MR	74.155
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-349.50289
PM7_Total_Energy_ev	-4619.72494
PM7_Electronic_Energy_ev	-32482.26426
PM7_Dipole_Debye	2.44823
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.822
PM7_LUMO_Energy_ev	-0.027
PM7_COSMO_Area_square_ang	322.82
PM7_COSMO_Volue_cubic_ang	360.68
PM7_Electron_Affinity_ev	0.027
PM7_Ionization_Energy_ev	8.822
PM7_Energy_Gap_ev	8.795
PM7_Global_Hardness_ev	4.3975
PM7_Global_Softness_ev	0.2274019329164298
PM7_Chemical_Potential_ev	-4.4245
PM7_Electronigativity_ev	4.4245
PM7_Back_Donation_Energy_ev	-1.099375
PM7_Electrophilicity_ev	2.225832888004548
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[2-hydroxy-4-(2-hydroxyethyl)phenoxy]tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1CCO)O)OC2C(C(C(C(O2)C(=O)O)O)O)O
Canonical_SMILES	OCCc1ccc(c(c1)O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C14H18O9/c15-4-3-6-1-2-8(7(16)5-6)22-14-11(19)9(17)10(18)12(23-14)13(20)21/h1-2,5,9-12,14-19H,3-4H2,(H,20,21)/f/h20H
InChI_3D	1S/C14H18O9/c15-4-3-6-1-2-8(7(16)5-6)22-14-11(19)9(17)10(18)12(23-14)13(20)21/h1-2,5,9-12,14-19H,3-4H2,(H,20,21)/t9-,10-,11+,12-,14+/m0/s1
AuxInfo	1/1/N:1,2,13,14,3,4,6,5,10,9,11,8,7,12,22,17,20,19,21,15,18,23,16/E:(20,21)/F:1,2,13,14,3,4,6,5,10,9,11,8,7,12,22,17,20,19,21,18,15,23,16/rA:41cCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;s7;s8;s9;s10;s11;s4;s13;d7;s8s12;s6;s7;s9;s10;s11;s14;s5s12;s1;s2;s3;s8;s9;s10;s11;s12;s13;s13;s14;s14;s17;s18;s19;s20;s21;s22;/rC:3.825,2.0061,0;2.8395,1.8364,0;3.5354,3.7169,0;4.1762,2.9424,0;2.1987,2.6108,0;2.5434,3.555,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;5.1625,3.1078,0;6.1487,3.2733,0;-.5734,3.2096,0;0,2.0104,0;1.9059,4.3255,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;7.1349,3.4387,0;1.2132,2.441,0;4.1438,1.6209,0;2.666,1.3674,0;3.7111,4.185,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;5.0797,3.601,0;5.2452,2.6147,0;6.066,3.7664,0;6.2314,2.7802,0;1.4129,4.242,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;7.3098,3.9071,0;
Duplicates	ChEBI189742
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189742.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189742.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189742.sdf