CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI4783 (1953)

Formula C₂₁H₂₀O₁₀

MW 432.38

InChIKey HSWIRQIYASIOBE-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 10

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -0.7

logP -0.6397

PSA 173.98

MR 102.906

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -358.83496

PM7_Total_Energy_ev -5801.55897

PM7_Electronic_Energy_ev -49288.73627

PM7_Dipole_Debye 3.34084

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.494

PM7_LUMO_Energy_ev -1.698

PM7_COSMO_Area_square_ang 373.24

PM7_COSMO_Volue_cubic_ang 468.49

PM7_Electron_Affinity_ev 1.698

PM7_Ionization_Energy_ev 9.494

PM7_Energy_Gap_ev 7.796

PM7_Global_Hardness_ev 3.898

PM7_Global_Softness_ev 0.2565418163160595

PM7_Chemical_Potential_ev -5.596

PM7_Electronigativity_ev 5.596

PM7_Back_Donation_Energy_ev -0.9745

PM7_Electrophilicity_ev 4.016831195484864

OPENEYE_Name 1,6-dihydroxy-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)O)C2=O

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

InChI 1/C21H20O10/c1-7-2-9-14(11(24)3-7)18(27)15-10(16(9)25)4-8(23)5-12(15)30-21-20(29)19(28)17(26)13(6-22)31-21/h2-5,13,17,19-24,26,28-29H,6H2,1H3

InChI_3D 1S/C21H20O10/c1-7-2-9-14(11(24)3-7)18(27)15-10(16(9)25)4-8(23)5-12(15)30-21-20(29)19(28)17(26)13(6-22)31-21/h2-5,13,17,19-24,26,28-29H,6H2,1H3/t13-,17-,19+,20-,21-/m1/s1

AuxInfo 1/0/N:20,1,3,2,4,21,9,10,5,6,11,12,18,7,8,13,16,14,15,17,19,30,25,26,22,28,23,27,29,31,24/rA:51cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s5;s6;s1d3;s2d4;s3d7;s4d8;s5s6;s7s8;;s15;s15;s16;s17;s9;s18;d13;d14;s18s19;s10;s11;s15;s16;s17;s21;s12s19;s1;s2;s3;s4;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s25;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;-1.4725,3.1448,0;4.8702,4.8436,0;.9187,4.1542,0;0,2.0104,0;4.4754,1.24,0;.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;4.0831,6.4636,0;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;-1.9417,2.9719,0;-1.0033,3.3177,0;4.9681,1.325,0;.4509,5.3949,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates ChEBI4783;ChEBI182887_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4783.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4783.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4783.sdf

Formula	C₂₁H₂₀O₁₀
MW	432.38
InChIKey	HSWIRQIYASIOBE-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	10
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-0.7
logP	-0.6397
PSA	173.98
MR	102.906
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-358.83496
PM7_Total_Energy_ev	-5801.55897
PM7_Electronic_Energy_ev	-49288.73627
PM7_Dipole_Debye	3.34084
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.494
PM7_LUMO_Energy_ev	-1.698
PM7_COSMO_Area_square_ang	373.24
PM7_COSMO_Volue_cubic_ang	468.49
PM7_Electron_Affinity_ev	1.698
PM7_Ionization_Energy_ev	9.494
PM7_Energy_Gap_ev	7.796
PM7_Global_Hardness_ev	3.898
PM7_Global_Softness_ev	0.2565418163160595
PM7_Chemical_Potential_ev	-5.596
PM7_Electronigativity_ev	5.596
PM7_Back_Donation_Energy_ev	-0.9745
PM7_Electrophilicity_ev	4.016831195484864
OPENEYE_Name	1,6-dihydroxy-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)O)C2=O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc(O)cc3c2C(=O)c2c(C3=O)cc(cc2O)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H20O10/c1-7-2-9-14(11(24)3-7)18(27)15-10(16(9)25)4-8(23)5-12(15)30-21-20(29)19(28)17(26)13(6-22)31-21/h2-5,13,17,19-24,26,28-29H,6H2,1H3
InChI_3D	1S/C21H20O10/c1-7-2-9-14(11(24)3-7)18(27)15-10(16(9)25)4-8(23)5-12(15)30-21-20(29)19(28)17(26)13(6-22)31-21/h2-5,13,17,19-24,26,28-29H,6H2,1H3/t13-,17-,19+,20-,21-/m1/s1
AuxInfo	1/0/N:20,1,3,2,4,21,9,10,5,6,11,12,18,7,8,13,16,14,15,17,19,30,25,26,22,28,23,27,29,31,24/rA:51cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s5;s6;s1d3;s2d4;s3d7;s4d8;s5s6;s7s8;;s15;s15;s16;s17;s9;s18;d13;d14;s18s19;s10;s11;s15;s16;s17;s21;s12s19;s1;s2;s3;s4;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s25;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;-1.4725,3.1448,0;4.8702,4.8436,0;.9187,4.1542,0;0,2.0104,0;4.4754,1.24,0;.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;4.0831,6.4636,0;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;-1.9417,2.9719,0;-1.0033,3.3177,0;4.9681,1.325,0;.4509,5.3949,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	ChEBI4783;ChEBI182887_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4783.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4783.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/ChEBI4783.sdf