CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5358 (2266)

Formula C₂₀H₂₄O₁₀

MW 424.4

InChIKey LMEHVEUFNRJAAV-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 30

Number_Rings 6

Number_Bonds 59

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 11

ONatoms 10

HB_Donor 3

HB_Acceptor 6

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -0.69

logP -1.3695

PSA 148.82

MR 93.2914

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -395.5144

PM7_Total_Energy_ev -5733.44134

PM7_Electronic_Energy_ev -53690.98571

PM7_Dipole_Debye 5.09068

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.788

PM7_LUMO_Energy_ev -0.331

PM7_COSMO_Area_square_ang 337.48

PM7_COSMO_Volue_cubic_ang 452.19

PM7_Electron_Affinity_ev 0.331

PM7_Ionization_Energy_ev 10.788

PM7_Energy_Gap_ev 10.457

PM7_Global_Hardness_ev 5.2285

PM7_Global_Softness_ev 0.1912594434350196

PM7_Chemical_Potential_ev -5.5595

PM7_Electronigativity_ev 5.5595

PM7_Back_Donation_Energy_ev -1.307125

PM7_Electrophilicity_ev 2.9557272879410923

OPENEYE_Name (1~{R},3~{R},6~{R},7~{S},8~{S},9~{R},10~{S},11~{S},13~{S},16~{S},17~{R})-8-~{tert}-butyl-6,9,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0^{1,11}.0^{3,7}.0^{7,11}.0^{13,17}]nonadecane-5,15,18-trione

SMILES C1(=O)C(C2(C(O1)CC34C25C(=O)OC3C(C(C46C(C(=O)OC6O5)O)C(C)(C)C)O)O)C

Canonical_SMILES O=C1O[C@@H]2[C@@]([C@@H]1C)(O)[C@@]13[C@]4(C2)[C@H](OC3=O)[C@@H]([C@H]([C@@]24[C@H](O1)OC(=O)[C@@H]2O)C(C)(C)C)O

InChI 1/C20H24O10/c1-6-12(23)27-7-5-17-11-8(21)9(16(2,3)4)18(17)10(22)13(24)29-15(18)30-20(17,14(25)28-11)19(6,7)26/h6-11,15,21-22,26H,5H2,1-4H3

InChI_3D 1S/C20H24O10/c1-6-12(23)27-7-5-17-11-8(21)9(16(2,3)4)18(17)10(22)13(24)29-15(18)30-20(17,14(25)28-11)19(6,7)26/h6-11,15,21-22,26H,5H2,1-4H3/t6-,7+,8-,9+,10+,11-,15+,17-,18+,19-,20-/m1/s1

AuxInfo 1/0/N:16,17,18,19,4,5,8,10,7,6,9,1,2,3,11,20,13,14,15,12,29,28,21,22,23,30,24,25,26,27/E:(2,3,4)/rA:54cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;s1;s2;;s4;;s7s9;;s3;s4s9s12;s6s7s11s13;s5s8s12;s5;;;;s7s17s18s19;d1;d2;d3;s1s8;s3s9;s2s11;s11s12;s6;s10;s15;s4;s4;s5;s6;s7;s8;s9;s10;s11;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s28;s29;s30;/rC:;3.9271,.9511,0;.191,2.4899,0;2.118,1.5388,0;-.309,.9511,0;3.618,1.9021,0;3.4271,2.4899,0;1.309,.9511,0;2.118,3.441,0;3.118,3.441,0;2.309,.9511,0;1,1.9021,0;1.809,2.4899,0;2.618,1.9021,0;.5,1.5388,0;-1.9077,.2393,0;4.619,4.1152,0;5.9393,3.6084,0;5.4325,2.2881,0;5.0258,3.2017,0;-.5878,-.809,0;4.8781,.642,0;-.7601,2.1809,0;1,0,0;.5,3.441,0;3.118,.3633,0;1.309,.9511,0;3.5135,2.8966,0;3.0135,4.4355,0;1.4511,1.8479,0;2.5748,1.7422,0;2.368,1.1058,0;-.559,1.3841,0;4.1071,2.0061,0;3.6771,2.0569,0;.8335,.7965,0;1.6425,3.2864,0;3.6071,3.5449,0;2.1545,.4755,0;-2.1111,.696,0;-2.3645,.0359,0;-1.7044,-.2175,0;4.1622,3.9119,0;5.0758,4.3186,0;4.4157,4.572,0;5.7359,4.0652,0;6.1427,3.1517,0;6.3961,3.8118,0;5.8893,2.4915,0;4.9757,2.0848,0;5.6359,1.8314,0;3.0567,3.1,0;2.5567,4.6388,0;1.555,2.3369,0;

Duplicates ChEBI5358;ChEBI182397_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5358.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5358.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5358.sdf

Formula	C₂₀H₂₄O₁₀
MW	424.4
InChIKey	LMEHVEUFNRJAAV-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	30
Number_Rings	6
Number_Bonds	59
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	11
ONatoms	10
HB_Donor	3
HB_Acceptor	6
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-0.69
logP	-1.3695
PSA	148.82
MR	93.2914
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-395.5144
PM7_Total_Energy_ev	-5733.44134
PM7_Electronic_Energy_ev	-53690.98571
PM7_Dipole_Debye	5.09068
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.788
PM7_LUMO_Energy_ev	-0.331
PM7_COSMO_Area_square_ang	337.48
PM7_COSMO_Volue_cubic_ang	452.19
PM7_Electron_Affinity_ev	0.331
PM7_Ionization_Energy_ev	10.788
PM7_Energy_Gap_ev	10.457
PM7_Global_Hardness_ev	5.2285
PM7_Global_Softness_ev	0.1912594434350196
PM7_Chemical_Potential_ev	-5.5595
PM7_Electronigativity_ev	5.5595
PM7_Back_Donation_Energy_ev	-1.307125
PM7_Electrophilicity_ev	2.9557272879410923
OPENEYE_Name	(1~{R},3~{R},6~{R},7~{S},8~{S},9~{R},10~{S},11~{S},13~{S},16~{S},17~{R})-8-~{tert}-butyl-6,9,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0^{1,11}.0^{3,7}.0^{7,11}.0^{13,17}]nonadecane-5,15,18-trione
SMILES	C1(=O)C(C2(C(O1)CC34C25C(=O)OC3C(C(C46C(C(=O)OC6O5)O)C(C)(C)C)O)O)C
Canonical_SMILES	O=C1O[C@@H]2[C@@]([C@@H]1C)(O)[C@@]13[C@]4(C2)[C@H](OC3=O)[C@@H]([C@H]([C@@]24[C@H](O1)OC(=O)[C@@H]2O)C(C)(C)C)O
InChI	1/C20H24O10/c1-6-12(23)27-7-5-17-11-8(21)9(16(2,3)4)18(17)10(22)13(24)29-15(18)30-20(17,14(25)28-11)19(6,7)26/h6-11,15,21-22,26H,5H2,1-4H3
InChI_3D	1S/C20H24O10/c1-6-12(23)27-7-5-17-11-8(21)9(16(2,3)4)18(17)10(22)13(24)29-15(18)30-20(17,14(25)28-11)19(6,7)26/h6-11,15,21-22,26H,5H2,1-4H3/t6-,7+,8-,9+,10+,11-,15+,17-,18+,19-,20-/m1/s1
AuxInfo	1/0/N:16,17,18,19,4,5,8,10,7,6,9,1,2,3,11,20,13,14,15,12,29,28,21,22,23,30,24,25,26,27/E:(2,3,4)/rA:54cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;s1;s2;;s4;;s7s9;;s3;s4s9s12;s6s7s11s13;s5s8s12;s5;;;;s7s17s18s19;d1;d2;d3;s1s8;s3s9;s2s11;s11s12;s6;s10;s15;s4;s4;s5;s6;s7;s8;s9;s10;s11;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s28;s29;s30;/rC:;3.9271,.9511,0;.191,2.4899,0;2.118,1.5388,0;-.309,.9511,0;3.618,1.9021,0;3.4271,2.4899,0;1.309,.9511,0;2.118,3.441,0;3.118,3.441,0;2.309,.9511,0;1,1.9021,0;1.809,2.4899,0;2.618,1.9021,0;.5,1.5388,0;-1.9077,.2393,0;4.619,4.1152,0;5.9393,3.6084,0;5.4325,2.2881,0;5.0258,3.2017,0;-.5878,-.809,0;4.8781,.642,0;-.7601,2.1809,0;1,0,0;.5,3.441,0;3.118,.3633,0;1.309,.9511,0;3.5135,2.8966,0;3.0135,4.4355,0;1.4511,1.8479,0;2.5748,1.7422,0;2.368,1.1058,0;-.559,1.3841,0;4.1071,2.0061,0;3.6771,2.0569,0;.8335,.7965,0;1.6425,3.2864,0;3.6071,3.5449,0;2.1545,.4755,0;-2.1111,.696,0;-2.3645,.0359,0;-1.7044,-.2175,0;4.1622,3.9119,0;5.0758,4.3186,0;4.4157,4.572,0;5.7359,4.0652,0;6.1427,3.1517,0;6.3961,3.8118,0;5.8893,2.4915,0;4.9757,2.0848,0;5.6359,1.8314,0;3.0567,3.1,0;2.5567,4.6388,0;1.555,2.3369,0;
Duplicates	ChEBI5358;ChEBI182397_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5358.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5358.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5358.sdf