CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI24293 (7452)

Formula C₂₀H₁₈O₈

MW 386.36

InChIKey KIAQLDGFGYNFJU-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 49

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 8

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.43

logP -0.3593

PSA 133.52

MR 93.8942

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -253.7686

PM7_Total_Energy_ev -5060.47247

PM7_Electronic_Energy_ev -40993.36281

PM7_Dipole_Debye 3.49339

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.861

PM7_LUMO_Energy_ev -1.584

PM7_COSMO_Area_square_ang 343.98

PM7_COSMO_Volue_cubic_ang 423.32

PM7_Electron_Affinity_ev 1.584

PM7_Ionization_Energy_ev 9.861

PM7_Energy_Gap_ev 8.277

PM7_Global_Hardness_ev 4.1385

PM7_Global_Softness_ev 0.24163344206838228

PM7_Chemical_Potential_ev -5.7225

PM7_Electronigativity_ev 5.7225

PM7_Back_Donation_Energy_ev -1.034625

PM7_Electrophilicity_ev 3.9563859188111636

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

SMILES c1ccc2c(c1)C(=O)c3cccc(c3C2=O)OC4C(C(C(C(O4)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cccc3c2C(=O)c2ccccc2C3=O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C20H18O8/c21-8-13-17(24)18(25)19(26)20(28-13)27-12-7-3-6-11-14(12)16(23)10-5-2-1-4-9(10)15(11)22/h1-7,13,17-21,24-26H,8H2

InChI_3D 1S/C20H18O8/c21-8-13-17(24)18(25)19(26)20(28-13)27-12-7-3-6-11-14(12)16(23)10-5-2-1-4-9(10)15(11)22/h1-7,13,17-21,24-26H,8H2/t13-,17-,18+,19-,20-/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,6,7,20,8,9,10,12,18,11,13,14,16,15,17,19,27,21,22,25,24,26,28,23/rA:46cCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;d3;s3;d4;d5s8;s6;d10;d7s11;s8s10;s9s11;;s15;s15;s16;s17;s18;d13;d14;s18s19;s15;s16;s17;s20;s12s19;s1;s2;s3;s4;s5;s6;s7;s15;s16;s17;s18;s19;s20;s20;s24;s25;s26;s27;/rC:2.9467,7.1478,0;1.956,6.9753,0;3.8408,2.0092,0;3.5859,6.3781,0;1.6045,6.0332,0;4.1852,2.9559,0;2.8475,1.8367,0;3.2446,5.4364,0;2.2536,5.2653,0;3.5427,3.7255,0;2.5494,3.5529,0;2.1987,2.6108,0;3.8847,4.6681,0;1.9028,4.3258,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.4725,3.1448,0;4.8697,4.8405,0;.9172,4.1569,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;3.1194,7.617,0;1.6365,7.36,0;4.1617,1.6258,0;4.0785,6.464,0;1.1119,5.9475,0;4.6777,3.0421,0;2.6758,1.3671,0;-.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;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates ChEBI24293

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000024250-0000024499/ChEBI24293.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000024250-0000024499/ChEBI24293.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000024250-0000024499/ChEBI24293.sdf

Formula	C₂₀H₁₈O₈
MW	386.36
InChIKey	KIAQLDGFGYNFJU-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	49
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	8
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.43
logP	-0.3593
PSA	133.52
MR	93.8942
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-253.7686
PM7_Total_Energy_ev	-5060.47247
PM7_Electronic_Energy_ev	-40993.36281
PM7_Dipole_Debye	3.49339
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.861
PM7_LUMO_Energy_ev	-1.584
PM7_COSMO_Area_square_ang	343.98
PM7_COSMO_Volue_cubic_ang	423.32
PM7_Electron_Affinity_ev	1.584
PM7_Ionization_Energy_ev	9.861
PM7_Energy_Gap_ev	8.277
PM7_Global_Hardness_ev	4.1385
PM7_Global_Softness_ev	0.24163344206838228
PM7_Chemical_Potential_ev	-5.7225
PM7_Electronigativity_ev	5.7225
PM7_Back_Donation_Energy_ev	-1.034625
PM7_Electrophilicity_ev	3.9563859188111636
OPENEYE_Name	1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyanthracene-9,10-dione
SMILES	c1ccc2c(c1)C(=O)c3cccc(c3C2=O)OC4C(C(C(C(O4)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cccc3c2C(=O)c2ccccc2C3=O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C20H18O8/c21-8-13-17(24)18(25)19(26)20(28-13)27-12-7-3-6-11-14(12)16(23)10-5-2-1-4-9(10)15(11)22/h1-7,13,17-21,24-26H,8H2
InChI_3D	1S/C20H18O8/c21-8-13-17(24)18(25)19(26)20(28-13)27-12-7-3-6-11-14(12)16(23)10-5-2-1-4-9(10)15(11)22/h1-7,13,17-21,24-26H,8H2/t13-,17-,18+,19-,20-/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,6,7,20,8,9,10,12,18,11,13,14,16,15,17,19,27,21,22,25,24,26,28,23/rA:46cCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;d3;s3;d4;d5s8;s6;d10;d7s11;s8s10;s9s11;;s15;s15;s16;s17;s18;d13;d14;s18s19;s15;s16;s17;s20;s12s19;s1;s2;s3;s4;s5;s6;s7;s15;s16;s17;s18;s19;s20;s20;s24;s25;s26;s27;/rC:2.9467,7.1478,0;1.956,6.9753,0;3.8408,2.0092,0;3.5859,6.3781,0;1.6045,6.0332,0;4.1852,2.9559,0;2.8475,1.8367,0;3.2446,5.4364,0;2.2536,5.2653,0;3.5427,3.7255,0;2.5494,3.5529,0;2.1987,2.6108,0;3.8847,4.6681,0;1.9028,4.3258,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.4725,3.1448,0;4.8697,4.8405,0;.9172,4.1569,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;3.1194,7.617,0;1.6365,7.36,0;4.1617,1.6258,0;4.0785,6.464,0;1.1119,5.9475,0;4.6777,3.0421,0;2.6758,1.3671,0;-.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;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	ChEBI24293
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000024250-0000024499/ChEBI24293.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000024250-0000024499/ChEBI24293.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000024250-0000024499/ChEBI24293.sdf