CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI7716 (3442)

Formula C₂₂H₂₂O₁₀

MW 446.41

InChIKey JMDQOFZFOJHOMU-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 0.26

logP -0.3367

PSA 162.98

MR 107.375

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -351.36183

PM7_Total_Energy_ev -5950.91836

PM7_Electronic_Energy_ev -50689.46279

PM7_Dipole_Debye 2.45924

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.627

PM7_LUMO_Energy_ev -1.928

PM7_COSMO_Area_square_ang 398.61

PM7_COSMO_Volue_cubic_ang 480.23

PM7_Electron_Affinity_ev 1.928

PM7_Ionization_Energy_ev 9.627

PM7_Energy_Gap_ev 7.699

PM7_Global_Hardness_ev 3.8495

PM7_Global_Softness_ev 0.25977399662293804

PM7_Chemical_Potential_ev -5.7775

PM7_Electronigativity_ev 5.7775

PM7_Back_Donation_Energy_ev -0.962375

PM7_Electrophilicity_ev 4.33556387193142

OPENEYE_Name 8-hydroxy-1-methoxy-3-methyl-2-[(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(c(c3OC)OC4C(C(C(C(O4)CO)O)O)O)C)C2=O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2c(C)cc3c(c2OC)C(=O)c2c(C3=O)cccc2O)[C@@H]([C@H]([C@@H]1O)O)O

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

InChI_3D 1S/C22H22O10/c1-8-6-10-14(17(27)13-9(15(10)25)4-3-5-11(13)24)21(30-2)20(8)32-22-19(29)18(28)16(26)12(7-23)31-22/h3-6,12,16,18-19,22-24,26,28-29H,7H2,1-2H3/t12-,16-,18+,19-,22+/m1/s1

AuxInfo 1/0/N:20,21,1,2,3,4,22,9,5,6,10,18,7,8,13,16,14,15,17,12,11,19,30,26,23,28,24,27,29,32,25,31/rA:54cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d4;d5;s6;s4;d3s7;d8;d9s11;s5s6;s7s8;;s15;s15;s16;s17;s9;;s18;d13;d14;s18s19;s10;s15;s16;s17;s22;s12s19;s11s21;s1;s2;s3;s4;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s26;s27;s28;s29;s30;/rC:8.1808,1.8847,0;7.538,2.6514,0;7.8337,.9409,0;4.2784,3.8537,0;6.5504,2.4842,0;4.9205,3.0838,0;6.2046,1.5399,0;4.5729,2.1376,0;3.2853,3.6844,0;6.8439,.7638,0;3.5832,1.9612,0;2.9378,2.7381,0;5.9091,3.2515,0;5.2175,1.363,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.6458,4.4532,0;3.6237,-.4494,0;-1.4725,3.1448,0;6.2552,4.1898,0;4.8749,.4235,0;0,2.0104,0;6.4988,-.1748,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.2077,-.4429,0;-1.8182,4.0831,0;1.2132,2.441,0;2.9821,.3176,0;8.6734,1.9706,0;7.7107,3.1206,0;8.155,.5577,0;4.4514,4.3228,0;-.321,-.3833,0;-1.36,.5838,0;1.36,.5838,0;-1.3597,1.4149,0;1.3597,1.4149,0;2.2614,4.1335,0;3.0302,4.773,0;2.3261,4.8376,0;4.0072,-.1286,0;3.2402,-.7702,0;3.9445,-.8329,0;-1.9417,2.9719,0;-1.0033,3.3177,0;6.8189,-.5589,0;.9521,-1.8113,0;-1.9551,-1.2359,0;1.6999,-.5306,0;-2.311,4.168,0;

Duplicates ChEBI7716;ChEBI177934_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/ChEBI7716.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/ChEBI7716.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/ChEBI7716.sdf

Formula	C₂₂H₂₂O₁₀
MW	446.41
InChIKey	JMDQOFZFOJHOMU-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	0.26
logP	-0.3367
PSA	162.98
MR	107.375
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-351.36183
PM7_Total_Energy_ev	-5950.91836
PM7_Electronic_Energy_ev	-50689.46279
PM7_Dipole_Debye	2.45924
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.627
PM7_LUMO_Energy_ev	-1.928
PM7_COSMO_Area_square_ang	398.61
PM7_COSMO_Volue_cubic_ang	480.23
PM7_Electron_Affinity_ev	1.928
PM7_Ionization_Energy_ev	9.627
PM7_Energy_Gap_ev	7.699
PM7_Global_Hardness_ev	3.8495
PM7_Global_Softness_ev	0.25977399662293804
PM7_Chemical_Potential_ev	-5.7775
PM7_Electronigativity_ev	5.7775
PM7_Back_Donation_Energy_ev	-0.962375
PM7_Electrophilicity_ev	4.33556387193142
OPENEYE_Name	8-hydroxy-1-methoxy-3-methyl-2-[(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(c(c3OC)OC4C(C(C(C(O4)CO)O)O)O)C)C2=O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2c(C)cc3c(c2OC)C(=O)c2c(C3=O)cccc2O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C22H22O10/c1-8-6-10-14(17(27)13-9(15(10)25)4-3-5-11(13)24)21(30-2)20(8)32-22-19(29)18(28)16(26)12(7-23)31-22/h3-6,12,16,18-19,22-24,26,28-29H,7H2,1-2H3
InChI_3D	1S/C22H22O10/c1-8-6-10-14(17(27)13-9(15(10)25)4-3-5-11(13)24)21(30-2)20(8)32-22-19(29)18(28)16(26)12(7-23)31-22/h3-6,12,16,18-19,22-24,26,28-29H,7H2,1-2H3/t12-,16-,18+,19-,22+/m1/s1
AuxInfo	1/0/N:20,21,1,2,3,4,22,9,5,6,10,18,7,8,13,16,14,15,17,12,11,19,30,26,23,28,24,27,29,32,25,31/rA:54cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d4;d5;s6;s4;d3s7;d8;d9s11;s5s6;s7s8;;s15;s15;s16;s17;s9;;s18;d13;d14;s18s19;s10;s15;s16;s17;s22;s12s19;s11s21;s1;s2;s3;s4;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s26;s27;s28;s29;s30;/rC:8.1808,1.8847,0;7.538,2.6514,0;7.8337,.9409,0;4.2784,3.8537,0;6.5504,2.4842,0;4.9205,3.0838,0;6.2046,1.5399,0;4.5729,2.1376,0;3.2853,3.6844,0;6.8439,.7638,0;3.5832,1.9612,0;2.9378,2.7381,0;5.9091,3.2515,0;5.2175,1.363,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.6458,4.4532,0;3.6237,-.4494,0;-1.4725,3.1448,0;6.2552,4.1898,0;4.8749,.4235,0;0,2.0104,0;6.4988,-.1748,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.2077,-.4429,0;-1.8182,4.0831,0;1.2132,2.441,0;2.9821,.3176,0;8.6734,1.9706,0;7.7107,3.1206,0;8.155,.5577,0;4.4514,4.3228,0;-.321,-.3833,0;-1.36,.5838,0;1.36,.5838,0;-1.3597,1.4149,0;1.3597,1.4149,0;2.2614,4.1335,0;3.0302,4.773,0;2.3261,4.8376,0;4.0072,-.1286,0;3.2402,-.7702,0;3.9445,-.8329,0;-1.9417,2.9719,0;-1.0033,3.3177,0;6.8189,-.5589,0;.9521,-1.8113,0;-1.9551,-1.2359,0;1.6999,-.5306,0;-2.311,4.168,0;
Duplicates	ChEBI7716;ChEBI177934_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/ChEBI7716.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/ChEBI7716.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/ChEBI7716.sdf