CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191585 (105370)

Formula C₂₁H₂₀O₉

MW 416.38

InChIKey QKPDYSSHOSPOKH-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 53

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 0.18

logP -0.3453

PSA 153.75

MR 100.883

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -314.05971

PM7_Total_Energy_ev -5506.12301

PM7_Electronic_Energy_ev -46643.32642

PM7_Dipole_Debye 2.21012

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.494

PM7_LUMO_Energy_ev -1.664

PM7_COSMO_Area_square_ang 366.75

PM7_COSMO_Volue_cubic_ang 456.77

PM7_Electron_Affinity_ev 1.664

PM7_Ionization_Energy_ev 9.494

PM7_Energy_Gap_ev 7.83

PM7_Global_Hardness_ev 3.915

PM7_Global_Softness_ev 0.2554278416347382

PM7_Chemical_Potential_ev -5.579

PM7_Electronigativity_ev 5.579

PM7_Back_Donation_Energy_ev -0.97875

PM7_Electrophilicity_ev 3.97512656449553

OPENEYE_Name 8-hydroxy-3-methyl-1-[(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 c1cc2c(c(c1)O)C(=O)c3c(cc(cc3OC4C(C(C(C(O4)CO)O)O)O)C)C2=O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cc(C)cc3c2C(=O)c2c(C3=O)cccc2O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H20O9/c1-8-5-10-15(18(26)14-9(16(10)24)3-2-4-11(14)23)12(6-8)29-21-20(28)19(27)17(25)13(7-22)30-21/h2-6,13,17,19-23,25,27-28H,7H2,1H3

InChI_3D 1S/C21H20O9/c1-8-5-10-15(18(26)14-9(16(10)24)3-2-4-11(14)23)12(6-8)29-21-20(28)19(27)17(25)13(7-22)30-21/h2-6,13,17,19-23,25,27-28H,7H2,1H3/t13-,17-,19+,20-,21-/m1/s1

AuxInfo 1/0/N:20,1,2,3,4,5,21,10,6,7,11,12,18,8,9,13,16,14,15,17,19,29,25,22,27,23,26,28,30,24/rA:50cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;d6;s7;s4d5;d3s8;s5d9;s6s7;s8s9;;s15;s15;s16;s17;s10;s18;d13;d14;s18s19;s11;s15;s16;s17;s21;s12s19;s1;s2;s3;s4;s5;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s25;s26;s27;s28;s29;/rC:2.9419,7.1466,0;3.5904,6.3782,0;1.951,6.9748,0;4.1852,2.9558,0;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;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;4.4754,1.24,0;-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;3.1129,7.6164,0;4.0831,6.4636,0;1.6302,7.3583,0;4.6777,3.0421,0;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;4.0913,.9199,0;4.7955,.8558,0;4.8596,1.56,0;-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 ChEBI191585

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191585.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191585.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191585.sdf

Formula	C₂₁H₂₀O₉
MW	416.38
InChIKey	QKPDYSSHOSPOKH-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	53
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	0.18
logP	-0.3453
PSA	153.75
MR	100.883
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-314.05971
PM7_Total_Energy_ev	-5506.12301
PM7_Electronic_Energy_ev	-46643.32642
PM7_Dipole_Debye	2.21012
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.494
PM7_LUMO_Energy_ev	-1.664
PM7_COSMO_Area_square_ang	366.75
PM7_COSMO_Volue_cubic_ang	456.77
PM7_Electron_Affinity_ev	1.664
PM7_Ionization_Energy_ev	9.494
PM7_Energy_Gap_ev	7.83
PM7_Global_Hardness_ev	3.915
PM7_Global_Softness_ev	0.2554278416347382
PM7_Chemical_Potential_ev	-5.579
PM7_Electronigativity_ev	5.579
PM7_Back_Donation_Energy_ev	-0.97875
PM7_Electrophilicity_ev	3.97512656449553
OPENEYE_Name	8-hydroxy-3-methyl-1-[(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	c1cc2c(c(c1)O)C(=O)c3c(cc(cc3OC4C(C(C(C(O4)CO)O)O)O)C)C2=O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc(C)cc3c2C(=O)c2c(C3=O)cccc2O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H20O9/c1-8-5-10-15(18(26)14-9(16(10)24)3-2-4-11(14)23)12(6-8)29-21-20(28)19(27)17(25)13(7-22)30-21/h2-6,13,17,19-23,25,27-28H,7H2,1H3
InChI_3D	1S/C21H20O9/c1-8-5-10-15(18(26)14-9(16(10)24)3-2-4-11(14)23)12(6-8)29-21-20(28)19(27)17(25)13(7-22)30-21/h2-6,13,17,19-23,25,27-28H,7H2,1H3/t13-,17-,19+,20-,21-/m1/s1
AuxInfo	1/0/N:20,1,2,3,4,5,21,10,6,7,11,12,18,8,9,13,16,14,15,17,19,29,25,22,27,23,26,28,30,24/rA:50cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;d6;s7;s4d5;d3s8;s5d9;s6s7;s8s9;;s15;s15;s16;s17;s10;s18;d13;d14;s18s19;s11;s15;s16;s17;s21;s12s19;s1;s2;s3;s4;s5;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s25;s26;s27;s28;s29;/rC:2.9419,7.1466,0;3.5904,6.3782,0;1.951,6.9748,0;4.1852,2.9558,0;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;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;4.4754,1.24,0;-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;3.1129,7.6164,0;4.0831,6.4636,0;1.6302,7.3583,0;4.6777,3.0421,0;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;4.0913,.9199,0;4.7955,.8558,0;4.8596,1.56,0;-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	ChEBI191585
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191585.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191585.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191585.sdf