CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5321 (2247)

Formula C₁₆H₂₀O₉

MW 356.33

InChIKey DUAGQYUORDTXOR-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 47

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 9

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -1.56

logP -1.6715

PSA 134.91

MR 80.4492

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -320.10264

PM7_Total_Energy_ev -4891.22953

PM7_Electronic_Energy_ev -36875.16115

PM7_Dipole_Debye 5.71455

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.403

PM7_LUMO_Energy_ev -0.634

PM7_COSMO_Area_square_ang 342.58

PM7_COSMO_Volue_cubic_ang 394.35

PM7_Electron_Affinity_ev 0.634

PM7_Ionization_Energy_ev 9.403

PM7_Energy_Gap_ev 8.769

PM7_Global_Hardness_ev 4.3845

PM7_Global_Softness_ev 0.22807617744326605

PM7_Chemical_Potential_ev -5.0185

PM7_Electronigativity_ev 5.0185

PM7_Back_Donation_Energy_ev -1.096125

PM7_Electrophilicity_ev 2.872088293990193

OPENEYE_Name (3~{S},4~{R})-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4-vinyl-4,6-dihydro-3~{H}-pyrano[3,4-c]pyran-8-one

SMILES C1=C2C(=COC(C2C=C)OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC1

Canonical_SMILES C=C[C@H]1[C@@H](OC=C2C1=CCOC2=O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O

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

InChI_3D 1S/C16H20O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2-3,6-7,10-13,15-20H,1,4-5H2/t7-,10-,11-,12+,13-,15+,16+/m1/s1

AuxInfo 1/0/N:6,7,1,8,16,2,9,4,3,13,11,10,12,5,14,15,24,22,21,23,17,19,18,20,25/rA:45cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1s3;s3;;d6;s1;s4s7;;s10;s10;s11;s9;s12;s13;d5;s2s14;s5s8;s13s15;s10;s11;s12;s16;s14s15;s1;s2;s6;s6;s7;s8;s8;s9;s10;s11;s12;s13;s14;s15;s16;s16;s21;s22;s23;s24;/rC:-2.6056,.5056,0;-.8697,-1.5068,0;-1.7364,-1.0079,0;-1.7377,-.0022,0;-2.6056,-1.5057,0;-.0929,2.786,0;.2505,1.8468,0;-3.4735,-.0022,0;-.8723,.5045,0;3.603,-.9321,0;3.268,-1.8743,0;2.959,-.167,0;2.2789,-2.0533,0;;1.9698,-.3461,0;.7708,-2.9412,0;-2.6059,-2.5057,0;.0013,-1.0057,0;-3.4735,-1.0079,0;1.6248,-1.2902,0;4.7231,.4125,0;4.9933,-2.167,0;2.3545,1.4753,0;-.091,-3.4485,0;.9849,-.173,0;-2.6056,1.0056,0;-.8698,-2.0068,0;-.5855,2.872,0;.2279,3.1695,0;.7431,1.7607,0;-3.9657,-.09,0;-3.6463,.467,0;-1.1952,.8863,0;4.0374,-1.1797,0;3.2708,-2.3743,0;3.3913,.0841,0;2.4529,-2.5221,0;.171,.4698,0;1.9685,.1539,0;1.0245,-3.372,0;.5171,-2.5103,0;5.2158,.3275,0;5.1674,-2.6357,0;2.6746,1.8594,0;-.0867,-3.9485,0;

Duplicates ChEBI5321

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5321.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5321.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5321.sdf

Formula	C₁₆H₂₀O₉
MW	356.33
InChIKey	DUAGQYUORDTXOR-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	47
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	9
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-1.56
logP	-1.6715
PSA	134.91
MR	80.4492
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-320.10264
PM7_Total_Energy_ev	-4891.22953
PM7_Electronic_Energy_ev	-36875.16115
PM7_Dipole_Debye	5.71455
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.403
PM7_LUMO_Energy_ev	-0.634
PM7_COSMO_Area_square_ang	342.58
PM7_COSMO_Volue_cubic_ang	394.35
PM7_Electron_Affinity_ev	0.634
PM7_Ionization_Energy_ev	9.403
PM7_Energy_Gap_ev	8.769
PM7_Global_Hardness_ev	4.3845
PM7_Global_Softness_ev	0.22807617744326605
PM7_Chemical_Potential_ev	-5.0185
PM7_Electronigativity_ev	5.0185
PM7_Back_Donation_Energy_ev	-1.096125
PM7_Electrophilicity_ev	2.872088293990193
OPENEYE_Name	(3~{S},4~{R})-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4-vinyl-4,6-dihydro-3~{H}-pyrano[3,4-c]pyran-8-one
SMILES	C1=C2C(=COC(C2C=C)OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC1
Canonical_SMILES	C=C[C@H]1[C@@H](OC=C2C1=CCOC2=O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C16H20O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2-3,6-7,10-13,15-20H,1,4-5H2
InChI_3D	1S/C16H20O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2-3,6-7,10-13,15-20H,1,4-5H2/t7-,10-,11-,12+,13-,15+,16+/m1/s1
AuxInfo	1/0/N:6,7,1,8,16,2,9,4,3,13,11,10,12,5,14,15,24,22,21,23,17,19,18,20,25/rA:45cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1s3;s3;;d6;s1;s4s7;;s10;s10;s11;s9;s12;s13;d5;s2s14;s5s8;s13s15;s10;s11;s12;s16;s14s15;s1;s2;s6;s6;s7;s8;s8;s9;s10;s11;s12;s13;s14;s15;s16;s16;s21;s22;s23;s24;/rC:-2.6056,.5056,0;-.8697,-1.5068,0;-1.7364,-1.0079,0;-1.7377,-.0022,0;-2.6056,-1.5057,0;-.0929,2.786,0;.2505,1.8468,0;-3.4735,-.0022,0;-.8723,.5045,0;3.603,-.9321,0;3.268,-1.8743,0;2.959,-.167,0;2.2789,-2.0533,0;;1.9698,-.3461,0;.7708,-2.9412,0;-2.6059,-2.5057,0;.0013,-1.0057,0;-3.4735,-1.0079,0;1.6248,-1.2902,0;4.7231,.4125,0;4.9933,-2.167,0;2.3545,1.4753,0;-.091,-3.4485,0;.9849,-.173,0;-2.6056,1.0056,0;-.8698,-2.0068,0;-.5855,2.872,0;.2279,3.1695,0;.7431,1.7607,0;-3.9657,-.09,0;-3.6463,.467,0;-1.1952,.8863,0;4.0374,-1.1797,0;3.2708,-2.3743,0;3.3913,.0841,0;2.4529,-2.5221,0;.171,.4698,0;1.9685,.1539,0;1.0245,-3.372,0;.5171,-2.5103,0;5.2158,.3275,0;5.1674,-2.6357,0;2.6746,1.8594,0;-.0867,-3.9485,0;
Duplicates	ChEBI5321
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5321.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5321.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5321.sdf