CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI193501_s0 (106832)

Formula C₁₇H₂₀O₁₀

MW 384.34

InChIKey HXSYGAKMOZDSKG-MPIMZMORNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 48

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 10

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -0.36

logP -0.726

PSA 162.98

MR 89.6172

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -367.38822

PM7_Total_Energy_ev -5309.84699

PM7_Electronic_Energy_ev -40156.24385

PM7_Dipole_Debye 4.11016

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.176

PM7_LUMO_Energy_ev -0.882

PM7_COSMO_Area_square_ang 373.09

PM7_COSMO_Volue_cubic_ang 429.18

PM7_Electron_Affinity_ev 0.882

PM7_Ionization_Energy_ev 9.176

PM7_Energy_Gap_ev 8.294

PM7_Global_Hardness_ev 4.147

PM7_Global_Softness_ev 0.24113817217265493

PM7_Chemical_Potential_ev -5.029

PM7_Electronigativity_ev 5.029

PM7_Back_Donation_Energy_ev -1.03675

PM7_Electrophilicity_ev 3.0492935857246204

OPENEYE_Name (2~{S},3~{R},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[5-hydroxy-2-methoxy-4-[(~{E})-3-oxobut-1-enyl]phenoxy]tetrahydropyran-2-carboxylic acid

SMILES c1c(c(cc(c1OC)OC2C(C(C(C(O2)C(=O)O)O)O)O)O)C=CC(=O)C

Canonical_SMILES COc1cc(/C=C/C(=O)C)c(cc1O[C@@H]1O[C@H](C(=O)O)[C@@H]([C@@H]([C@H]1O)O)O)O

InChI 1/C17H20O10/c1-7(18)3-4-8-5-10(25-2)11(6-9(8)19)26-17-14(22)12(20)13(21)15(27-17)16(23)24/h3-6,12-15,17,19-22H,1-2H3,(H,23,24)/f/h23H

InChI_3D 1S/C17H20O10/c1-7(18)3-4-8-5-10(25-2)11(6-9(8)19)26-17-14(22)12(20)13(21)15(27-17)16(23)24/h3-6,12-15,17,19-22H,1-2H3,(H,23,24)/b4-3+/t12-,13+,14+,15-,17+/m0/s1

AuxInfo 1/1/N:16,17,8,7,1,2,9,3,5,4,6,13,12,14,11,10,15,18,21,24,23,25,19,22,27,26,20/E:(23,24)/F:16,17,8,7,1,2,9,3,5,4,6,13,12,14,11,10,15,18,21,24,23,25,22,19,27,26,20/rA:47cCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2s3;s2d4;s3;w7;s8;;s10;s11;s12;s13;s14;s9;;d9;d10;s11s15;s5;s10;s12;s13;s14;s6s15;s4s17;s1;s2;s7;s8;s11;s12;s13;s14;s15;s16;s16;s16;s17;s17;s17;s21;s22;s23;s24;s25;/rC:3.5424,3.7226,0;2.8463,1.8421,0;4.1799,2.9521,0;2.5517,3.5519,0;3.8369,2.0128,0;2.1987,2.6108,0;5.1654,3.1219,0;5.8052,2.3533,0;6.7906,2.5231,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;7.4304,1.7545,0;2.2627,5.2597,0;7.1364,3.4614,0;-.5734,3.2096,0;0,2.0104,0;4.4778,1.2451,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;1.9143,4.3224,0;3.7159,4.1915,0;2.6748,1.3724,0;5.3383,3.5911,0;5.6323,1.8842,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;7.0461,1.4346,0;7.8147,2.0744,0;7.7503,1.3702,0;2.7314,5.0854,0;2.437,5.7283,0;1.7941,5.4339,0;4.3056,.7757,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI193501_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193501_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193501_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193501_s0.sdf

Formula	C₁₇H₂₀O₁₀
MW	384.34
InChIKey	HXSYGAKMOZDSKG-MPIMZMORNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	48
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	10
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-0.36
logP	-0.726
PSA	162.98
MR	89.6172
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-367.38822
PM7_Total_Energy_ev	-5309.84699
PM7_Electronic_Energy_ev	-40156.24385
PM7_Dipole_Debye	4.11016
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.176
PM7_LUMO_Energy_ev	-0.882
PM7_COSMO_Area_square_ang	373.09
PM7_COSMO_Volue_cubic_ang	429.18
PM7_Electron_Affinity_ev	0.882
PM7_Ionization_Energy_ev	9.176
PM7_Energy_Gap_ev	8.294
PM7_Global_Hardness_ev	4.147
PM7_Global_Softness_ev	0.24113817217265493
PM7_Chemical_Potential_ev	-5.029
PM7_Electronigativity_ev	5.029
PM7_Back_Donation_Energy_ev	-1.03675
PM7_Electrophilicity_ev	3.0492935857246204
OPENEYE_Name	(2~{S},3~{R},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[5-hydroxy-2-methoxy-4-[(~{E})-3-oxobut-1-enyl]phenoxy]tetrahydropyran-2-carboxylic acid
SMILES	c1c(c(cc(c1OC)OC2C(C(C(C(O2)C(=O)O)O)O)O)O)C=CC(=O)C
Canonical_SMILES	COc1cc(/C=C/C(=O)C)c(cc1O[C@@H]1O[C@H](C(=O)O)[C@@H]([C@@H]([C@H]1O)O)O)O
InChI	1/C17H20O10/c1-7(18)3-4-8-5-10(25-2)11(6-9(8)19)26-17-14(22)12(20)13(21)15(27-17)16(23)24/h3-6,12-15,17,19-22H,1-2H3,(H,23,24)/f/h23H
InChI_3D	1S/C17H20O10/c1-7(18)3-4-8-5-10(25-2)11(6-9(8)19)26-17-14(22)12(20)13(21)15(27-17)16(23)24/h3-6,12-15,17,19-22H,1-2H3,(H,23,24)/b4-3+/t12-,13+,14+,15-,17+/m0/s1
AuxInfo	1/1/N:16,17,8,7,1,2,9,3,5,4,6,13,12,14,11,10,15,18,21,24,23,25,19,22,27,26,20/E:(23,24)/F:16,17,8,7,1,2,9,3,5,4,6,13,12,14,11,10,15,18,21,24,23,25,22,19,27,26,20/rA:47cCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2s3;s2d4;s3;w7;s8;;s10;s11;s12;s13;s14;s9;;d9;d10;s11s15;s5;s10;s12;s13;s14;s6s15;s4s17;s1;s2;s7;s8;s11;s12;s13;s14;s15;s16;s16;s16;s17;s17;s17;s21;s22;s23;s24;s25;/rC:3.5424,3.7226,0;2.8463,1.8421,0;4.1799,2.9521,0;2.5517,3.5519,0;3.8369,2.0128,0;2.1987,2.6108,0;5.1654,3.1219,0;5.8052,2.3533,0;6.7906,2.5231,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;7.4304,1.7545,0;2.2627,5.2597,0;7.1364,3.4614,0;-.5734,3.2096,0;0,2.0104,0;4.4778,1.2451,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;1.9143,4.3224,0;3.7159,4.1915,0;2.6748,1.3724,0;5.3383,3.5911,0;5.6323,1.8842,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;7.0461,1.4346,0;7.8147,2.0744,0;7.7503,1.3702,0;2.7314,5.0854,0;2.437,5.7283,0;1.7941,5.4339,0;4.3056,.7757,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI193501_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193501_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193501_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193501_s0.sdf