CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI17770 (6618)

Formula C₂₀H₁₈O₉

MW 402.36

InChIKey LPUCQUKLBVSNAF-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 50

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.11

logP -0.6537

PSA 153.75

MR 95.9172

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -306.6943

PM7_Total_Energy_ev -5356.14446

PM7_Electronic_Energy_ev -42379.73902

PM7_Dipole_Debye 1.11217

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.293

PM7_LUMO_Energy_ev -1.892

PM7_COSMO_Area_square_ang 366.35

PM7_COSMO_Volue_cubic_ang 431.55

PM7_Electron_Affinity_ev 1.892

PM7_Ionization_Energy_ev 9.293

PM7_Energy_Gap_ev 7.401

PM7_Global_Hardness_ev 3.7005

PM7_Global_Softness_ev 0.2702337521956492

PM7_Chemical_Potential_ev -5.5925

PM7_Electronigativity_ev 5.5925

PM7_Back_Donation_Energy_ev -0.925125

PM7_Electrophilicity_ev 4.225923017159843

OPENEYE_Name 1-hydroxy-2-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-anthracene-9,10-dione

SMILES c1ccc2c(c1)C(=O)c3ccc(c(c3C2=O)O)OC4C(C(C(C(O4)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2ccc3c(c2O)C(=O)c2c(C3=O)cccc2)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C20H18O9/c21-7-12-17(25)18(26)19(27)20(29-12)28-11-6-5-10-13(16(11)24)15(23)9-4-2-1-3-8(9)14(10)22/h1-6,12,17-21,24-27H,7H2

InChI_3D 1S/C20H18O9/c21-7-12-17(25)18(26)19(27)20(29-12)28-11-6-5-10-13(16(11)24)15(23)9-4-2-1-3-8(9)14(10)22/h1-6,12,17-21,24-27H,7H2/t12-,17-,18+,19-,20-/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,6,20,7,8,9,11,18,10,13,14,12,16,15,17,19,28,21,22,24,26,25,27,29,23/rA:47cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;d3;d4s7;s5;d9;s6;s10d11;s7s9;s8s10;;s15;s15;s16;s17;s18;d13;d14;s18s19;s12;s15;s16;s17;s20;s11s19;s1;s2;s3;s4;s5;s6;s15;s16;s17;s18;s19;s20;s20;s24;s25;s26;s27;s28;/rC:6.8539,5.1695,0;6.211,5.9428,0;6.5047,4.2318,0;5.219,5.7784,0;3.8353,2.0081,0;2.8428,1.8354,0;5.5181,4.059,0;4.8762,4.8331,0;4.1828,2.9485,0;3.5386,3.7239,0;2.1987,2.6108,0;2.5469,3.559,0;5.1705,3.1213,0;3.8868,4.6695,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.4725,3.1448,0;5.8105,2.3529,0;3.2496,5.4402,0;0,2.0104,0;1.909,4.329,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;7.3468,5.2533,0;6.3855,6.4113,0;6.8245,3.8475,0;4.8993,6.1629,0;4.1553,1.624,0;2.6702,1.3661,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;-1.9417,2.9719,0;-1.0033,3.3177,0;2.0829,4.7978,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates ChEBI17770

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017750-0000017999/ChEBI17770.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017750-0000017999/ChEBI17770.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017750-0000017999/ChEBI17770.sdf

Formula	C₂₀H₁₈O₉
MW	402.36
InChIKey	LPUCQUKLBVSNAF-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	50
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.11
logP	-0.6537
PSA	153.75
MR	95.9172
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-306.6943
PM7_Total_Energy_ev	-5356.14446
PM7_Electronic_Energy_ev	-42379.73902
PM7_Dipole_Debye	1.11217
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.293
PM7_LUMO_Energy_ev	-1.892
PM7_COSMO_Area_square_ang	366.35
PM7_COSMO_Volue_cubic_ang	431.55
PM7_Electron_Affinity_ev	1.892
PM7_Ionization_Energy_ev	9.293
PM7_Energy_Gap_ev	7.401
PM7_Global_Hardness_ev	3.7005
PM7_Global_Softness_ev	0.2702337521956492
PM7_Chemical_Potential_ev	-5.5925
PM7_Electronigativity_ev	5.5925
PM7_Back_Donation_Energy_ev	-0.925125
PM7_Electrophilicity_ev	4.225923017159843
OPENEYE_Name	1-hydroxy-2-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-anthracene-9,10-dione
SMILES	c1ccc2c(c1)C(=O)c3ccc(c(c3C2=O)O)OC4C(C(C(C(O4)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2ccc3c(c2O)C(=O)c2c(C3=O)cccc2)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C20H18O9/c21-7-12-17(25)18(26)19(27)20(29-12)28-11-6-5-10-13(16(11)24)15(23)9-4-2-1-3-8(9)14(10)22/h1-6,12,17-21,24-27H,7H2
InChI_3D	1S/C20H18O9/c21-7-12-17(25)18(26)19(27)20(29-12)28-11-6-5-10-13(16(11)24)15(23)9-4-2-1-3-8(9)14(10)22/h1-6,12,17-21,24-27H,7H2/t12-,17-,18+,19-,20-/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,6,20,7,8,9,11,18,10,13,14,12,16,15,17,19,28,21,22,24,26,25,27,29,23/rA:47cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;d3;d4s7;s5;d9;s6;s10d11;s7s9;s8s10;;s15;s15;s16;s17;s18;d13;d14;s18s19;s12;s15;s16;s17;s20;s11s19;s1;s2;s3;s4;s5;s6;s15;s16;s17;s18;s19;s20;s20;s24;s25;s26;s27;s28;/rC:6.8539,5.1695,0;6.211,5.9428,0;6.5047,4.2318,0;5.219,5.7784,0;3.8353,2.0081,0;2.8428,1.8354,0;5.5181,4.059,0;4.8762,4.8331,0;4.1828,2.9485,0;3.5386,3.7239,0;2.1987,2.6108,0;2.5469,3.559,0;5.1705,3.1213,0;3.8868,4.6695,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.4725,3.1448,0;5.8105,2.3529,0;3.2496,5.4402,0;0,2.0104,0;1.909,4.329,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;7.3468,5.2533,0;6.3855,6.4113,0;6.8245,3.8475,0;4.8993,6.1629,0;4.1553,1.624,0;2.6702,1.3661,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;-1.9417,2.9719,0;-1.0033,3.3177,0;2.0829,4.7978,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	ChEBI17770
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017750-0000017999/ChEBI17770.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017750-0000017999/ChEBI17770.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017750-0000017999/ChEBI17770.sdf