CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI28268 (8119)

Formula C₂₃H₂₄O₁₂

MW 492.44

InChIKey LQYQYAJWKXDTHR-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 62

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -0.32

logP -0.6225

PSA 192.44

MR 115.89

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -428.03281

PM7_Total_Energy_ev -6690.99657

PM7_Electronic_Energy_ev -58547.70357

PM7_Dipole_Debye 5.26952

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.333

PM7_LUMO_Energy_ev -1.95

PM7_COSMO_Area_square_ang 441.29

PM7_COSMO_Volue_cubic_ang 531.57

PM7_Electron_Affinity_ev 1.95

PM7_Ionization_Energy_ev 9.333

PM7_Energy_Gap_ev 7.383

PM7_Global_Hardness_ev 3.6915

PM7_Global_Softness_ev 0.27089259108763375

PM7_Chemical_Potential_ev -5.6415

PM7_Electronigativity_ev 5.6415

PM7_Back_Donation_Energy_ev -0.922875

PM7_Electrophilicity_ev 4.310784538805364

OPENEYE_Name 1,7-dihydroxy-2,8-dimethoxy-6-methyl-3-[(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(c(c1C)O)OC)C(=O)c3c(cc(c(c3O)OC)OC4C(C(C(C(O4)CO)O)O)O)C2=O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cc3C(=O)c4cc(C)c(c(c4C(=O)c3c(c2OC)O)OC)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C23H24O12/c1-7-4-8-13(22(33-3)14(7)25)17(28)12-9(15(8)26)5-10(21(32-2)18(12)29)34-23-20(31)19(30)16(27)11(6-24)35-23/h4-5,11,16,19-20,23-25,27,29-31H,6H2,1-3H3

InChI_3D 1S/C23H24O12/c1-7-4-8-13(22(33-3)14(7)25)17(28)12-9(15(8)26)5-10(21(32-2)18(12)29)34-23-20(31)19(30)16(27)11(6-24)35-23/h4-5,11,16,19-20,23-25,27,29-31H,6H2,1-3H3/t11-,16-,19+,20-,23-/m1/s1

AuxInfo 1/0/N:20,22,21,1,2,23,7,3,4,8,18,6,5,11,13,16,14,9,15,17,12,10,19,32,28,24,30,25,27,29,31,35,34,33,26/rA:59cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s3;s4;s1;s2;d6;d5;d7s10;d8s9;s3s4;s5s6;;s15;s15;s16;s17;s7;;;s18;d13;d14;s18s19;s9;s11;s15;s16;s17;s23;s8s19;s10s21;s12s22;s1;s2;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s27;s28;s29;s30;s31;s32;/rC:5.9576,5.9056,0;3.2874,3.6829,0;5.609,4.9666,0;4.2752,3.8544,0;6.2541,4.1952,0;4.9211,3.0805,0;6.943,6.0793,0;2.9378,2.7381,0;4.5794,2.1351,0;7.2459,4.3612,0;7.5871,5.307,0;3.5838,1.9642,0;4.6239,4.7946,0;5.9141,3.2518,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;7.2864,7.0184,0;8.8717,3.764,0;3.8785,.2574,0;-1.4725,3.1448,0;3.9841,5.5631,0;6.5567,2.4856,0;0,2.0104,0;5.2212,1.3682,0;8.5719,5.4806,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.2077,-.4429,0;-1.8182,4.0831,0;1.2132,2.441,0;7.8864,3.5932,0;3.2385,1.0258,0;5.6375,6.2897,0;2.9675,4.0672,0;-.321,-.3833,0;-1.36,.5838,0;1.36,.5838,0;-1.3597,1.4149,0;1.3597,1.4149,0;6.8169,7.1902,0;7.756,6.8467,0;7.4582,7.488,0;8.7864,4.2566,0;8.9571,3.2713,0;9.3644,3.8494,0;4.2627,.5775,0;3.4943,-.0626,0;4.1985,-.1267,0;-1.9417,2.9719,0;-1.0033,3.3177,0;5.7137,1.4545,0;8.743,5.9505,0;.9521,-1.8113,0;-1.9551,-1.2359,0;1.6999,-.5306,0;-2.311,4.168,0;

Duplicates ChEBI28268

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028250-0000028499/ChEBI28268.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028250-0000028499/ChEBI28268.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028250-0000028499/ChEBI28268.sdf

Formula	C₂₃H₂₄O₁₂
MW	492.44
InChIKey	LQYQYAJWKXDTHR-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	62
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-0.32
logP	-0.6225
PSA	192.44
MR	115.89
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-428.03281
PM7_Total_Energy_ev	-6690.99657
PM7_Electronic_Energy_ev	-58547.70357
PM7_Dipole_Debye	5.26952
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.333
PM7_LUMO_Energy_ev	-1.95
PM7_COSMO_Area_square_ang	441.29
PM7_COSMO_Volue_cubic_ang	531.57
PM7_Electron_Affinity_ev	1.95
PM7_Ionization_Energy_ev	9.333
PM7_Energy_Gap_ev	7.383
PM7_Global_Hardness_ev	3.6915
PM7_Global_Softness_ev	0.27089259108763375
PM7_Chemical_Potential_ev	-5.6415
PM7_Electronigativity_ev	5.6415
PM7_Back_Donation_Energy_ev	-0.922875
PM7_Electrophilicity_ev	4.310784538805364
OPENEYE_Name	1,7-dihydroxy-2,8-dimethoxy-6-methyl-3-[(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(c(c1C)O)OC)C(=O)c3c(cc(c(c3O)OC)OC4C(C(C(C(O4)CO)O)O)O)C2=O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc3C(=O)c4cc(C)c(c(c4C(=O)c3c(c2OC)O)OC)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C23H24O12/c1-7-4-8-13(22(33-3)14(7)25)17(28)12-9(15(8)26)5-10(21(32-2)18(12)29)34-23-20(31)19(30)16(27)11(6-24)35-23/h4-5,11,16,19-20,23-25,27,29-31H,6H2,1-3H3
InChI_3D	1S/C23H24O12/c1-7-4-8-13(22(33-3)14(7)25)17(28)12-9(15(8)26)5-10(21(32-2)18(12)29)34-23-20(31)19(30)16(27)11(6-24)35-23/h4-5,11,16,19-20,23-25,27,29-31H,6H2,1-3H3/t11-,16-,19+,20-,23-/m1/s1
AuxInfo	1/0/N:20,22,21,1,2,23,7,3,4,8,18,6,5,11,13,16,14,9,15,17,12,10,19,32,28,24,30,25,27,29,31,35,34,33,26/rA:59cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s3;s4;s1;s2;d6;d5;d7s10;d8s9;s3s4;s5s6;;s15;s15;s16;s17;s7;;;s18;d13;d14;s18s19;s9;s11;s15;s16;s17;s23;s8s19;s10s21;s12s22;s1;s2;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s27;s28;s29;s30;s31;s32;/rC:5.9576,5.9056,0;3.2874,3.6829,0;5.609,4.9666,0;4.2752,3.8544,0;6.2541,4.1952,0;4.9211,3.0805,0;6.943,6.0793,0;2.9378,2.7381,0;4.5794,2.1351,0;7.2459,4.3612,0;7.5871,5.307,0;3.5838,1.9642,0;4.6239,4.7946,0;5.9141,3.2518,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;7.2864,7.0184,0;8.8717,3.764,0;3.8785,.2574,0;-1.4725,3.1448,0;3.9841,5.5631,0;6.5567,2.4856,0;0,2.0104,0;5.2212,1.3682,0;8.5719,5.4806,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.2077,-.4429,0;-1.8182,4.0831,0;1.2132,2.441,0;7.8864,3.5932,0;3.2385,1.0258,0;5.6375,6.2897,0;2.9675,4.0672,0;-.321,-.3833,0;-1.36,.5838,0;1.36,.5838,0;-1.3597,1.4149,0;1.3597,1.4149,0;6.8169,7.1902,0;7.756,6.8467,0;7.4582,7.488,0;8.7864,4.2566,0;8.9571,3.2713,0;9.3644,3.8494,0;4.2627,.5775,0;3.4943,-.0626,0;4.1985,-.1267,0;-1.9417,2.9719,0;-1.0033,3.3177,0;5.7137,1.4545,0;8.743,5.9505,0;.9521,-1.8113,0;-1.9551,-1.2359,0;1.6999,-.5306,0;-2.311,4.168,0;
Duplicates	ChEBI28268
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028250-0000028499/ChEBI28268.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028250-0000028499/ChEBI28268.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028250-0000028499/ChEBI28268.sdf