CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI8185 (3652)

Formula C₂₂H₂₂O₁₀

MW 446.41

InChIKey WLXGUTUUWXVZNM-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 -354.52791

PM7_Total_Energy_ev -5951.10384

PM7_Electronic_Energy_ev -51684.72844

PM7_Dipole_Debye 3.04056

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.353

PM7_LUMO_Energy_ev -1.563

PM7_COSMO_Area_square_ang 393.2

PM7_COSMO_Volue_cubic_ang 491.21

PM7_Electron_Affinity_ev 1.563

PM7_Ionization_Energy_ev 9.353

PM7_Energy_Gap_ev 7.79

PM7_Global_Hardness_ev 3.895

PM7_Global_Softness_ev 0.25673940949935814

PM7_Chemical_Potential_ev -5.458

PM7_Electronigativity_ev 5.458

PM7_Back_Donation_Energy_ev -0.97375

PM7_Electrophilicity_ev 3.824103209242619

OPENEYE_Name 1-hydroxy-3-methoxy-6-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)OC3C(C(C(C(O3)CO)O)O)O)C(=O)c4c(cc(cc4O)OC)C2=O

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

InChI 1/C22H22O10/c1-8-3-10-16(19(27)15-11(17(10)25)5-9(30-2)6-12(15)24)13(4-8)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/c1-8-3-10-16(19(27)15-11(17(10)25)5-9(30-2)6-12(15)24)13(4-8)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:20,21,1,3,2,4,22,9,10,5,6,12,11,18,8,7,13,16,14,15,17,19,30,26,23,28,24,27,29,32,31,25/rA:54cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s5;s6;s1d3;s2d4;s3d7;s4d8;s5s6;s7s8;;s15;s15;s16;s17;s9;;s18;d13;d14;s18s19;s12;s15;s16;s17;s22;s11s19;s10s21;s1;s2;s3;s4;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s26;s27;s28;s29;s30;/rC:4.1808,2.9516,0;3.5937,6.3752,0;2.8364,1.8398,0;1.9528,6.9802,0;3.5333,3.7209,0;3.241,5.4339,0;2.542,3.5518,0;2.2474,5.2633,0;3.8274,2.0102,0;2.9464,7.1507,0;2.1987,2.6108,0;1.6065,6.0343,0;3.886,4.6597,0;1.9035,4.3214,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;4.4647,1.2396,0;4.2773,8.2592,0;-1.4725,3.1448,0;4.872,4.8265,0;.9181,4.151,0;0,2.0104,0;.6211,5.8638,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;3.2918,8.0891,0;4.6736,3.0363,0;4.0866,6.4591,0;2.6627,1.371,0;1.6327,7.3643,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;4.0794,.921,0;4.7834,.8543,0;4.85,1.5582,0;4.3623,7.7665,0;4.1922,8.7519,0;4.77,8.3442,0;-1.9417,2.9719,0;-1.0033,3.3177,0;.301,6.2479,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates ChEBI8185

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/ChEBI8185.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/ChEBI8185.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/ChEBI8185.sdf

Formula	C₂₂H₂₂O₁₀
MW	446.41
InChIKey	WLXGUTUUWXVZNM-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	-354.52791
PM7_Total_Energy_ev	-5951.10384
PM7_Electronic_Energy_ev	-51684.72844
PM7_Dipole_Debye	3.04056
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.353
PM7_LUMO_Energy_ev	-1.563
PM7_COSMO_Area_square_ang	393.2
PM7_COSMO_Volue_cubic_ang	491.21
PM7_Electron_Affinity_ev	1.563
PM7_Ionization_Energy_ev	9.353
PM7_Energy_Gap_ev	7.79
PM7_Global_Hardness_ev	3.895
PM7_Global_Softness_ev	0.25673940949935814
PM7_Chemical_Potential_ev	-5.458
PM7_Electronigativity_ev	5.458
PM7_Back_Donation_Energy_ev	-0.97375
PM7_Electrophilicity_ev	3.824103209242619
OPENEYE_Name	1-hydroxy-3-methoxy-6-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)OC3C(C(C(C(O3)CO)O)O)O)C(=O)c4c(cc(cc4O)OC)C2=O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc(C)cc3c2C(=O)c2c(C3=O)cc(cc2O)OC)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C22H22O10/c1-8-3-10-16(19(27)15-11(17(10)25)5-9(30-2)6-12(15)24)13(4-8)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/c1-8-3-10-16(19(27)15-11(17(10)25)5-9(30-2)6-12(15)24)13(4-8)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:20,21,1,3,2,4,22,9,10,5,6,12,11,18,8,7,13,16,14,15,17,19,30,26,23,28,24,27,29,32,31,25/rA:54cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s5;s6;s1d3;s2d4;s3d7;s4d8;s5s6;s7s8;;s15;s15;s16;s17;s9;;s18;d13;d14;s18s19;s12;s15;s16;s17;s22;s11s19;s10s21;s1;s2;s3;s4;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s26;s27;s28;s29;s30;/rC:4.1808,2.9516,0;3.5937,6.3752,0;2.8364,1.8398,0;1.9528,6.9802,0;3.5333,3.7209,0;3.241,5.4339,0;2.542,3.5518,0;2.2474,5.2633,0;3.8274,2.0102,0;2.9464,7.1507,0;2.1987,2.6108,0;1.6065,6.0343,0;3.886,4.6597,0;1.9035,4.3214,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;4.4647,1.2396,0;4.2773,8.2592,0;-1.4725,3.1448,0;4.872,4.8265,0;.9181,4.151,0;0,2.0104,0;.6211,5.8638,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;3.2918,8.0891,0;4.6736,3.0363,0;4.0866,6.4591,0;2.6627,1.371,0;1.6327,7.3643,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;4.0794,.921,0;4.7834,.8543,0;4.85,1.5582,0;4.3623,7.7665,0;4.1922,8.7519,0;4.77,8.3442,0;-1.9417,2.9719,0;-1.0033,3.3177,0;.301,6.2479,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	ChEBI8185
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/ChEBI8185.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/ChEBI8185.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/ChEBI8185.sdf