CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5301 (2238)

Formula C₁₆H₂₂O₁₀

MW 374.34

InChIKey ZJDOESGVOWAULF-QWOVJGMINA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 10

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -3.82

logP -2.3175

PSA 166.14

MR 82.5718

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -391.98072

PM7_Total_Energy_ev -5214.46707

PM7_Electronic_Energy_ev -40616.67285

PM7_Dipole_Debye 3.92545

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.8

PM7_LUMO_Energy_ev -0.265

PM7_COSMO_Area_square_ang 348.78

PM7_COSMO_Volue_cubic_ang 412.64

PM7_Electron_Affinity_ev 0.265

PM7_Ionization_Energy_ev 9.8

PM7_Energy_Gap_ev 9.535

PM7_Global_Hardness_ev 4.7675

PM7_Global_Softness_ev 0.2097535395909806

PM7_Chemical_Potential_ev -5.0325

PM7_Electronigativity_ev 5.0325

PM7_Back_Donation_Energy_ev -1.191875

PM7_Electrophilicity_ev 2.6561149711588885

OPENEYE_Name (1~{S},4~{a}~{S},7~{a}~{S})-7-(hydroxymethyl)-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)CO

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

InChI 1/C16H22O10/c17-3-6-1-2-7-8(14(22)23)5-24-15(10(6)7)26-16-13(21)12(20)11(19)9(4-18)25-16/h1,5,7,9-13,15-21H,2-4H2,(H,22,23)/f/h22H

InChI_3D 1S/C16H22O10/c17-3-6-1-2-7-8(14(22)23)5-24-15(10(6)7)26-16-13(21)12(20)11(19)9(4-18)25-16/h1,5,7,9-13,15-21H,2-4H2,(H,22,23)/t7-,9-,10-,11-,12+,13-,15+,16+/m1/s1

AuxInfo 1/1/N:1,6,15,16,2,4,7,3,12,8,10,9,11,5,13,14,24,25,22,21,23,17,20,18,19,26/E:(22,23)/F:1,6,15,16,2,4,7,3,12,8,10,9,11,5,13,14,24,25,22,21,23,20,17,18,19,26/rA:48cCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s3;s1;s3s6;s4s7;;s9;s9;s10;s8;s11;s4;s12;d5;s2s13;s12s14;s5;s9;s10;s11;s15;s16;s13s14;s1;s2;s6;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s16;s16;s20;s21;s22;s23;s24;s25;/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;-1.7712,-5.111,0;-.9083,-5.6164,0;-1.7707,-4.111,0;-.0361,-5.1168,0;.868,-1.5037,0;-.8985,-3.6113,0;3.0028,-2.2695,0;1.6895,-4.8255,0;1.734,2.0079,0;0,-1.0058,0;-.0267,-4.1117,0;.002,2.0079,0;-3.4939,-4.803,0;-2.0403,-6.951,0;-2.3653,-2.4651,0;3.3117,-3.2205,0;2.6756,-4.6591,0;-.2561,-2.8449,0;3.7858,-.5036,0;-.4337,.2487,0;2.4905,.7678,0;3.1268,.561,0;1.3023,-.2487,0;1.7873,-1.5045,0;-1.9442,-5.5801,0;-.5886,-6.0009,0;-2.2632,-4.1971,0;.1324,-5.5875,0;1.1887,-1.8873,0;-1.2193,-3.2278,0;3.4783,-2.115,0;2.5272,-2.424,0;1.7727,-5.3185,0;1.6063,-4.3325,0;.002,2.5079,0;-3.8162,-5.1852,0;-1.8718,-7.4218,0;-2.8575,-2.3771,0;3.8008,-3.3245,0;2.9942,-5.0444,0;

Duplicates ChEBI5301

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5301.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5301.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5301.sdf

Formula	C₁₆H₂₂O₁₀
MW	374.34
InChIKey	ZJDOESGVOWAULF-QWOVJGMINA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	10
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-3.82
logP	-2.3175
PSA	166.14
MR	82.5718
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-391.98072
PM7_Total_Energy_ev	-5214.46707
PM7_Electronic_Energy_ev	-40616.67285
PM7_Dipole_Debye	3.92545
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.8
PM7_LUMO_Energy_ev	-0.265
PM7_COSMO_Area_square_ang	348.78
PM7_COSMO_Volue_cubic_ang	412.64
PM7_Electron_Affinity_ev	0.265
PM7_Ionization_Energy_ev	9.8
PM7_Energy_Gap_ev	9.535
PM7_Global_Hardness_ev	4.7675
PM7_Global_Softness_ev	0.2097535395909806
PM7_Chemical_Potential_ev	-5.0325
PM7_Electronigativity_ev	5.0325
PM7_Back_Donation_Energy_ev	-1.191875
PM7_Electrophilicity_ev	2.6561149711588885
OPENEYE_Name	(1~{S},4~{a}~{S},7~{a}~{S})-7-(hydroxymethyl)-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)CO
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2C(=CC3)CO)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H22O10/c17-3-6-1-2-7-8(14(22)23)5-24-15(10(6)7)26-16-13(21)12(20)11(19)9(4-18)25-16/h1,5,7,9-13,15-21H,2-4H2,(H,22,23)/f/h22H
InChI_3D	1S/C16H22O10/c17-3-6-1-2-7-8(14(22)23)5-24-15(10(6)7)26-16-13(21)12(20)11(19)9(4-18)25-16/h1,5,7,9-13,15-21H,2-4H2,(H,22,23)/t7-,9-,10-,11-,12+,13-,15+,16+/m1/s1
AuxInfo	1/1/N:1,6,15,16,2,4,7,3,12,8,10,9,11,5,13,14,24,25,22,21,23,17,20,18,19,26/E:(22,23)/F:1,6,15,16,2,4,7,3,12,8,10,9,11,5,13,14,24,25,22,21,23,20,17,18,19,26/rA:48cCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s3;s1;s3s6;s4s7;;s9;s9;s10;s8;s11;s4;s12;d5;s2s13;s12s14;s5;s9;s10;s11;s15;s16;s13s14;s1;s2;s6;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s16;s16;s20;s21;s22;s23;s24;s25;/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;-1.7712,-5.111,0;-.9083,-5.6164,0;-1.7707,-4.111,0;-.0361,-5.1168,0;.868,-1.5037,0;-.8985,-3.6113,0;3.0028,-2.2695,0;1.6895,-4.8255,0;1.734,2.0079,0;0,-1.0058,0;-.0267,-4.1117,0;.002,2.0079,0;-3.4939,-4.803,0;-2.0403,-6.951,0;-2.3653,-2.4651,0;3.3117,-3.2205,0;2.6756,-4.6591,0;-.2561,-2.8449,0;3.7858,-.5036,0;-.4337,.2487,0;2.4905,.7678,0;3.1268,.561,0;1.3023,-.2487,0;1.7873,-1.5045,0;-1.9442,-5.5801,0;-.5886,-6.0009,0;-2.2632,-4.1971,0;.1324,-5.5875,0;1.1887,-1.8873,0;-1.2193,-3.2278,0;3.4783,-2.115,0;2.5272,-2.424,0;1.7727,-5.3185,0;1.6063,-4.3325,0;.002,2.5079,0;-3.8162,-5.1852,0;-1.8718,-7.4218,0;-2.8575,-2.3771,0;3.8008,-3.3245,0;2.9942,-5.0444,0;
Duplicates	ChEBI5301
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5301.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5301.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5301.sdf