CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191518 (105308)

Formula C₂₂H₂₂O₁₀

MW 446.41

InChIKey POMKXWCJRHNLRP-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 10

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 0.04

logP -0.3367

PSA 162.98

MR 107.375

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -353.95226

PM7_Total_Energy_ev -5951.07091

PM7_Electronic_Energy_ev -51929.54003

PM7_Dipole_Debye 2.76027

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.38

PM7_LUMO_Energy_ev -1.56

PM7_COSMO_Area_square_ang 392.35

PM7_COSMO_Volue_cubic_ang 490.7

PM7_Electron_Affinity_ev 1.56

PM7_Ionization_Energy_ev 9.38

PM7_Energy_Gap_ev 7.82

PM7_Global_Hardness_ev 3.91

PM7_Global_Softness_ev 0.2557544757033248

PM7_Chemical_Potential_ev -5.47

PM7_Electronigativity_ev 5.47

PM7_Back_Donation_Energy_ev -0.9775

PM7_Electrophilicity_ev 3.8262020460358057

OPENEYE_Name 1-hydroxy-6-methoxy-3-methyl-8-[(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 c1c2c(c(cc1C)O)C(=O)c3c(cc(cc3OC4C(C(C(C(O4)CO)O)O)O)OC)C2=O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cc(OC)cc3c2C(=O)c2c(C3=O)cc(cc2O)C)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C22H22O10/c1-8-3-10-15(12(24)4-8)19(27)16-11(17(10)25)5-9(30-2)6-13(16)31-22-21(29)20(28)18(26)14(7-23)32-22/h3-6,14,18,20-24,26,28-29H,7H2,1-2H3

InChI_3D 1S/C22H22O10/c1-8-3-10-15(12(24)4-8)19(27)16-11(17(10)25)5-9(30-2)6-13(16)31-22-21(29)20(28)18(26)14(7-23)32-22/h3-6,14,18,20-24,26,28-29H,7H2,1-2H3/t14-,18-,20+,21-,22-/m1/s1

AuxInfo 1/0/N:20,21,1,3,2,4,22,9,10,5,6,11,12,18,7,8,13,16,14,15,17,19,30,26,23,28,24,27,29,32,31,25/rA:54cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s5;s6;s1d3;s2d4;s3d7;s4d8;s5s6;s7s8;;s15;s15;s16;s17;s9;;s18;d13;d14;s18s19;s11;s15;s16;s17;s22;s12s19;s10s21;s1;s2;s3;s4;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s26;s27;s28;s29;s30;/rC:3.5904,6.3782,0;4.1852,2.9558,0;1.951,6.9748,0;2.8421,1.8357,0;3.2383,5.4363,0;3.5373,3.7245,0;2.2477,5.2633,0;2.544,3.552,0;2.9419,7.1466,0;3.8353,2.0083,0;1.6088,6.0347,0;2.1987,2.6108,0;3.8854,4.6701,0;1.9042,4.3241,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;3.5404,8.791,0;5.4608,1.4101,0;-1.4725,3.1448,0;4.8702,4.8436,0;.9187,4.1542,0;0,2.0104,0;.6234,5.8642,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;4.4754,1.24,0;4.0831,6.4636,0;4.6777,3.0421,0;1.6302,7.3583,0;2.6693,1.3665,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;3.0706,8.962,0;4.0103,8.62,0;3.7114,9.2609,0;5.3758,1.9028,0;5.5459,.9174,0;5.9535,1.4952,0;-1.9417,2.9719,0;-1.0033,3.3177,0;.4509,5.3949,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates ChEBI191518;ChEBI191707_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191518.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191518.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191518.sdf

Formula	C₂₂H₂₂O₁₀
MW	446.41
InChIKey	POMKXWCJRHNLRP-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	10
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	0.04
logP	-0.3367
PSA	162.98
MR	107.375
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-353.95226
PM7_Total_Energy_ev	-5951.07091
PM7_Electronic_Energy_ev	-51929.54003
PM7_Dipole_Debye	2.76027
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.38
PM7_LUMO_Energy_ev	-1.56
PM7_COSMO_Area_square_ang	392.35
PM7_COSMO_Volue_cubic_ang	490.7
PM7_Electron_Affinity_ev	1.56
PM7_Ionization_Energy_ev	9.38
PM7_Energy_Gap_ev	7.82
PM7_Global_Hardness_ev	3.91
PM7_Global_Softness_ev	0.2557544757033248
PM7_Chemical_Potential_ev	-5.47
PM7_Electronigativity_ev	5.47
PM7_Back_Donation_Energy_ev	-0.9775
PM7_Electrophilicity_ev	3.8262020460358057
OPENEYE_Name	1-hydroxy-6-methoxy-3-methyl-8-[(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	c1c2c(c(cc1C)O)C(=O)c3c(cc(cc3OC4C(C(C(C(O4)CO)O)O)O)OC)C2=O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc(OC)cc3c2C(=O)c2c(C3=O)cc(cc2O)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C22H22O10/c1-8-3-10-15(12(24)4-8)19(27)16-11(17(10)25)5-9(30-2)6-13(16)31-22-21(29)20(28)18(26)14(7-23)32-22/h3-6,14,18,20-24,26,28-29H,7H2,1-2H3
InChI_3D	1S/C22H22O10/c1-8-3-10-15(12(24)4-8)19(27)16-11(17(10)25)5-9(30-2)6-13(16)31-22-21(29)20(28)18(26)14(7-23)32-22/h3-6,14,18,20-24,26,28-29H,7H2,1-2H3/t14-,18-,20+,21-,22-/m1/s1
AuxInfo	1/0/N:20,21,1,3,2,4,22,9,10,5,6,11,12,18,7,8,13,16,14,15,17,19,30,26,23,28,24,27,29,32,31,25/rA:54cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s5;s6;s1d3;s2d4;s3d7;s4d8;s5s6;s7s8;;s15;s15;s16;s17;s9;;s18;d13;d14;s18s19;s11;s15;s16;s17;s22;s12s19;s10s21;s1;s2;s3;s4;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s26;s27;s28;s29;s30;/rC:3.5904,6.3782,0;4.1852,2.9558,0;1.951,6.9748,0;2.8421,1.8357,0;3.2383,5.4363,0;3.5373,3.7245,0;2.2477,5.2633,0;2.544,3.552,0;2.9419,7.1466,0;3.8353,2.0083,0;1.6088,6.0347,0;2.1987,2.6108,0;3.8854,4.6701,0;1.9042,4.3241,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;3.5404,8.791,0;5.4608,1.4101,0;-1.4725,3.1448,0;4.8702,4.8436,0;.9187,4.1542,0;0,2.0104,0;.6234,5.8642,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;4.4754,1.24,0;4.0831,6.4636,0;4.6777,3.0421,0;1.6302,7.3583,0;2.6693,1.3665,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;3.0706,8.962,0;4.0103,8.62,0;3.7114,9.2609,0;5.3758,1.9028,0;5.5459,.9174,0;5.9535,1.4952,0;-1.9417,2.9719,0;-1.0033,3.3177,0;.4509,5.3949,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	ChEBI191518;ChEBI191707_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191518.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191518.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191518.sdf