CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI695 (164)

Formula C₁₆H₂₂O₉

MW 358.34

InChIKey HOKQPTUPMSNUAF-PKSOQXRJNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 49

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 9

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -2.7

logP -1.2899

PSA 145.91

MR 81.41

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -357.18082

PM7_Total_Energy_ev -4919.47842

PM7_Electronic_Energy_ev -37867.83901

PM7_Dipole_Debye 3.08313

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.582

PM7_LUMO_Energy_ev -0.257

PM7_COSMO_Area_square_ang 341.78

PM7_COSMO_Volue_cubic_ang 402.08

PM7_Electron_Affinity_ev 0.257

PM7_Ionization_Energy_ev 9.582

PM7_Energy_Gap_ev 9.325

PM7_Global_Hardness_ev 4.6625

PM7_Global_Softness_ev 0.21447721179624665

PM7_Chemical_Potential_ev -4.9195

PM7_Electronigativity_ev 4.9195

PM7_Back_Donation_Energy_ev -1.165625

PM7_Electrophilicity_ev 2.5953330026809653

OPENEYE_Name (1~{S},4~{a}~{S},7~{a}~{S})-7-methyl-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,4~{a},5,7~{a}-tetrahydrocyclopenta[c]pyran-4-carboxylic acid

SMILES C1=C(C2C(C1)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)O)C

Canonical_SMILES OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2C(=CC3)C)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C16H22O9/c1-6-2-3-7-8(14(21)22)5-23-15(10(6)7)25-16-13(20)12(19)11(18)9(4-17)24-16/h2,5,7,9-13,15-20H,3-4H2,1H3,(H,21,22)/f/h21H

InChI_3D 1S/C16H22O9/c1-6-2-3-7-8(14(21)22)5-23-15(10(6)7)25-16-13(20)12(19)11(18)9(4-17)24-16/h2,5,7,9-13,15-20H,3-4H2,1H3,(H,21,22)/t7-,9-,10-,11-,12+,13-,15+,16+/m1/s1

AuxInfo 1/1/N:15,1,6,16,2,4,7,3,12,8,10,9,11,5,13,14,24,22,21,23,17,20,18,19,25/E:(21,22)/F:15,1,6,16,2,4,7,3,12,8,10,9,11,5,13,14,24,22,21,23,20,17,18,19,25/rA:47cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s3;s1;s3s6;s4s7;;s9;s9;s10;s8;s11;s4;s12;d5;s2s13;s12s14;s5;s9;s10;s11;s16;s13s14;s1;s2;s6;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s20;s21;s22;s23;s24;/rC:3.2858,-.5036,0;;.868,.5079,0;2.6938,-1.3184,0;.868,1.5079,0;2.6938,.311,0;1.736,0,0;1.736,-1.0071,0;-1.2894,-4.5362,0;-.4265,-5.0416,0;-1.2889,-3.5362,0;.4457,-4.542,0;.868,-1.5037,0;-.4167,-3.0365,0;3.0028,-2.2695,0;2.1713,-4.2507,0;1.734,2.0079,0;0,-1.0058,0;.455,-3.5369,0;.002,2.0079,0;-3.0121,-4.2282,0;-1.5585,-6.3762,0;-1.8835,-1.8903,0;3.1573,-4.0843,0;.2256,-2.2701,0;3.7858,-.5036,0;-.4337,.2487,0;2.4905,.7678,0;3.1268,.561,0;1.3023,-.2487,0;1.7873,-1.5045,0;-1.4625,-5.0053,0;-.1068,-5.4261,0;-1.7815,-3.6223,0;.6142,-5.0127,0;1.1887,-1.8873,0;-.7376,-2.653,0;3.4783,-2.115,0;2.5272,-2.424,0;3.1573,-2.745,0;2.2545,-4.7437,0;2.0881,-3.7577,0;.002,2.5079,0;-3.3344,-4.6104,0;-1.39,-6.847,0;-2.3757,-1.8023,0;3.4759,-4.4696,0;

Duplicates ChEBI695

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/ChEBI695.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/ChEBI695.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/ChEBI695.sdf

Formula	C₁₆H₂₂O₉
MW	358.34
InChIKey	HOKQPTUPMSNUAF-PKSOQXRJNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	49
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	9
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-2.7
logP	-1.2899
PSA	145.91
MR	81.41
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-357.18082
PM7_Total_Energy_ev	-4919.47842
PM7_Electronic_Energy_ev	-37867.83901
PM7_Dipole_Debye	3.08313
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.582
PM7_LUMO_Energy_ev	-0.257
PM7_COSMO_Area_square_ang	341.78
PM7_COSMO_Volue_cubic_ang	402.08
PM7_Electron_Affinity_ev	0.257
PM7_Ionization_Energy_ev	9.582
PM7_Energy_Gap_ev	9.325
PM7_Global_Hardness_ev	4.6625
PM7_Global_Softness_ev	0.21447721179624665
PM7_Chemical_Potential_ev	-4.9195
PM7_Electronigativity_ev	4.9195
PM7_Back_Donation_Energy_ev	-1.165625
PM7_Electrophilicity_ev	2.5953330026809653
OPENEYE_Name	(1~{S},4~{a}~{S},7~{a}~{S})-7-methyl-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,4~{a},5,7~{a}-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
SMILES	C1=C(C2C(C1)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)O)C
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2C(=CC3)C)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H22O9/c1-6-2-3-7-8(14(21)22)5-23-15(10(6)7)25-16-13(20)12(19)11(18)9(4-17)24-16/h2,5,7,9-13,15-20H,3-4H2,1H3,(H,21,22)/f/h21H
InChI_3D	1S/C16H22O9/c1-6-2-3-7-8(14(21)22)5-23-15(10(6)7)25-16-13(20)12(19)11(18)9(4-17)24-16/h2,5,7,9-13,15-20H,3-4H2,1H3,(H,21,22)/t7-,9-,10-,11-,12+,13-,15+,16+/m1/s1
AuxInfo	1/1/N:15,1,6,16,2,4,7,3,12,8,10,9,11,5,13,14,24,22,21,23,17,20,18,19,25/E:(21,22)/F:15,1,6,16,2,4,7,3,12,8,10,9,11,5,13,14,24,22,21,23,20,17,18,19,25/rA:47cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s3;s1;s3s6;s4s7;;s9;s9;s10;s8;s11;s4;s12;d5;s2s13;s12s14;s5;s9;s10;s11;s16;s13s14;s1;s2;s6;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s20;s21;s22;s23;s24;/rC:3.2858,-.5036,0;;.868,.5079,0;2.6938,-1.3184,0;.868,1.5079,0;2.6938,.311,0;1.736,0,0;1.736,-1.0071,0;-1.2894,-4.5362,0;-.4265,-5.0416,0;-1.2889,-3.5362,0;.4457,-4.542,0;.868,-1.5037,0;-.4167,-3.0365,0;3.0028,-2.2695,0;2.1713,-4.2507,0;1.734,2.0079,0;0,-1.0058,0;.455,-3.5369,0;.002,2.0079,0;-3.0121,-4.2282,0;-1.5585,-6.3762,0;-1.8835,-1.8903,0;3.1573,-4.0843,0;.2256,-2.2701,0;3.7858,-.5036,0;-.4337,.2487,0;2.4905,.7678,0;3.1268,.561,0;1.3023,-.2487,0;1.7873,-1.5045,0;-1.4625,-5.0053,0;-.1068,-5.4261,0;-1.7815,-3.6223,0;.6142,-5.0127,0;1.1887,-1.8873,0;-.7376,-2.653,0;3.4783,-2.115,0;2.5272,-2.424,0;3.1573,-2.745,0;2.2545,-4.7437,0;2.0881,-3.7577,0;.002,2.5079,0;-3.3344,-4.6104,0;-1.39,-6.847,0;-2.3757,-1.8023,0;3.4759,-4.4696,0;
Duplicates	ChEBI695
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/ChEBI695.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/ChEBI695.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/ChEBI695.sdf