CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5167 (2191)

Formula C₂₁H₂₀O₉

MW 416.38

InChIKey DTTVUKLWJFJOHO-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 7

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 9

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.13

logP 0.3879

PSA 153.75

MR 101.744

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -342.28999

PM7_Total_Energy_ev -5507.33168

PM7_Electronic_Energy_ev -44157.56718

PM7_Dipole_Debye 3.84704

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.723

PM7_LUMO_Energy_ev -2.046

PM7_COSMO_Area_square_ang 386.06

PM7_COSMO_Volue_cubic_ang 442.54

PM7_Electron_Affinity_ev 2.046

PM7_Ionization_Energy_ev 9.723

PM7_Energy_Gap_ev 7.677

PM7_Global_Hardness_ev 3.8385

PM7_Global_Softness_ev 0.2605184316790413

PM7_Chemical_Potential_ev -5.8845

PM7_Electronigativity_ev 5.8845

PM7_Back_Donation_Energy_ev -0.959625

PM7_Electrophilicity_ev 4.510530187573271

OPENEYE_Name 1,8-dihydroxy-3-methyl-6-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-anthracene-9,10-dione

SMILES c1c2c(c(cc1C)O)C(=O)c3c(cc(cc3O)OC4C(C(C(C(O4)C)O)O)O)C2=O

Canonical_SMILES O[C@H]1[C@@H](O[C@H]([C@@H]([C@H]1O)O)C)Oc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)C

InChI 1/C21H20O9/c1-7-3-10-14(12(22)4-7)18(26)15-11(17(10)25)5-9(6-13(15)23)30-21-20(28)19(27)16(24)8(2)29-21/h3-6,8,16,19-24,27-28H,1-2H3

InChI_3D 1S/C21H20O9/c1-7-3-10-14(12(22)4-7)18(26)15-11(17(10)25)5-9(6-13(15)23)30-21-20(28)19(27)16(24)8(2)29-21/h3-6,8,16,19-24,27-28H,1-2H3/t8-,16-,19+,20+,21-/m0/s1

AuxInfo 1/0/N:20,21,1,3,2,4,9,18,10,5,6,11,12,7,8,16,13,14,15,17,19,25,26,28,22,23,27,29,24,30/rA:50cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s5;s6;s1d3;s2d4;s3d7;s4d8;s5s6;s7s8;;s15;s15;s16;s17;s9;s18;d13;d14;s18s19;s11;s12;s15;s16;s17;s10s19;s1;s2;s3;s4;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s25;s26;s27;s28;s29;/rC:6.1048,.6365,0;2.8441,1.8338,0;7.4417,1.7573,0;2.5462,3.5571,0;5.4655,1.4126,0;3.8338,2.0102,0;5.8113,2.3568,0;4.1814,2.9565,0;7.0946,.8135,0;2.1987,2.6108,0;6.7989,2.5241,0;3.5393,3.7264,0;4.4784,1.2357,0;5.17,3.1242,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;7.7371,.0472,0;-1.4725,3.1448,0;4.1358,.2962,0;5.516,4.0624,0;0,2.0104,0;7.1443,3.4625,0;3.8853,4.6646,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;1.2132,2.441,0;5.9322,.1672,0;2.6724,1.3643,0;7.9342,1.8432,0;2.2265,3.9415,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;8.1203,.3685,0;7.354,-.274,0;8.0584,-.3359,0;-1.9417,2.9719,0;-1.0033,3.3177,0;-1.6454,3.614,0;6.8243,3.8467,0;3.5656,5.049,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;

Duplicates ChEBI5167

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5167.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5167.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5167.sdf

Formula	C₂₁H₂₀O₉
MW	416.38
InChIKey	DTTVUKLWJFJOHO-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	7
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	9
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.13
logP	0.3879
PSA	153.75
MR	101.744
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-342.28999
PM7_Total_Energy_ev	-5507.33168
PM7_Electronic_Energy_ev	-44157.56718
PM7_Dipole_Debye	3.84704
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.723
PM7_LUMO_Energy_ev	-2.046
PM7_COSMO_Area_square_ang	386.06
PM7_COSMO_Volue_cubic_ang	442.54
PM7_Electron_Affinity_ev	2.046
PM7_Ionization_Energy_ev	9.723
PM7_Energy_Gap_ev	7.677
PM7_Global_Hardness_ev	3.8385
PM7_Global_Softness_ev	0.2605184316790413
PM7_Chemical_Potential_ev	-5.8845
PM7_Electronigativity_ev	5.8845
PM7_Back_Donation_Energy_ev	-0.959625
PM7_Electrophilicity_ev	4.510530187573271
OPENEYE_Name	1,8-dihydroxy-3-methyl-6-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-anthracene-9,10-dione
SMILES	c1c2c(c(cc1C)O)C(=O)c3c(cc(cc3O)OC4C(C(C(C(O4)C)O)O)O)C2=O
Canonical_SMILES	O[C@H]1[C@@H](O[C@H]([C@@H]([C@H]1O)O)C)Oc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)C
InChI	1/C21H20O9/c1-7-3-10-14(12(22)4-7)18(26)15-11(17(10)25)5-9(6-13(15)23)30-21-20(28)19(27)16(24)8(2)29-21/h3-6,8,16,19-24,27-28H,1-2H3
InChI_3D	1S/C21H20O9/c1-7-3-10-14(12(22)4-7)18(26)15-11(17(10)25)5-9(6-13(15)23)30-21-20(28)19(27)16(24)8(2)29-21/h3-6,8,16,19-24,27-28H,1-2H3/t8-,16-,19+,20+,21-/m0/s1
AuxInfo	1/0/N:20,21,1,3,2,4,9,18,10,5,6,11,12,7,8,16,13,14,15,17,19,25,26,28,22,23,27,29,24,30/rA:50cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s5;s6;s1d3;s2d4;s3d7;s4d8;s5s6;s7s8;;s15;s15;s16;s17;s9;s18;d13;d14;s18s19;s11;s12;s15;s16;s17;s10s19;s1;s2;s3;s4;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s25;s26;s27;s28;s29;/rC:6.1048,.6365,0;2.8441,1.8338,0;7.4417,1.7573,0;2.5462,3.5571,0;5.4655,1.4126,0;3.8338,2.0102,0;5.8113,2.3568,0;4.1814,2.9565,0;7.0946,.8135,0;2.1987,2.6108,0;6.7989,2.5241,0;3.5393,3.7264,0;4.4784,1.2357,0;5.17,3.1242,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;7.7371,.0472,0;-1.4725,3.1448,0;4.1358,.2962,0;5.516,4.0624,0;0,2.0104,0;7.1443,3.4625,0;3.8853,4.6646,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;1.2132,2.441,0;5.9322,.1672,0;2.6724,1.3643,0;7.9342,1.8432,0;2.2265,3.9415,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;8.1203,.3685,0;7.354,-.274,0;8.0584,-.3359,0;-1.9417,2.9719,0;-1.0033,3.3177,0;-1.6454,3.614,0;6.8243,3.8467,0;3.5656,5.049,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;
Duplicates	ChEBI5167
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5167.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5167.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5167.sdf