CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI3685 (1437)

Formula C₂₅H₂₈O₁₂

MW 520.49

InChIKey QBFJCZWBSLFTEE-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 68

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP 0.82

logP -0.0165

PSA 170.44

MR 124.828

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -406.56553

PM7_Total_Energy_ev -6989.59777

PM7_Electronic_Energy_ev -64450.77748

PM7_Dipole_Debye 2.18592

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.595

PM7_LUMO_Energy_ev -1.627

PM7_COSMO_Area_square_ang 468.22

PM7_COSMO_Volue_cubic_ang 571.48

PM7_Electron_Affinity_ev 1.627

PM7_Ionization_Energy_ev 9.595

PM7_Energy_Gap_ev 7.968

PM7_Global_Hardness_ev 3.984

PM7_Global_Softness_ev 0.25100401606425704

PM7_Chemical_Potential_ev -5.611

PM7_Electronigativity_ev 5.611

PM7_Back_Donation_Energy_ev -0.996

PM7_Electrophilicity_ev 3.9512200050200805

OPENEYE_Name 1,2,3,8-tetramethoxy-6-methyl-7-[(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)OC3C(C(C(C(O3)CO)O)O)O)OC)C(=O)c4c(cc(c(c4OC)OC)OC)C2=O

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

InChI 1/C25H28O12/c1-9-6-10-14(18(29)15-11(16(10)27)7-12(32-2)22(33-3)24(15)35-5)23(34-4)21(9)37-25-20(31)19(30)17(28)13(8-26)36-25/h6-7,13,17,19-20,25-26,28,30-31H,8H2,1-5H3

InChI_3D 1S/C25H28O12/c1-9-6-10-14(18(29)15-11(16(10)27)7-12(32-2)22(33-3)24(15)35-5)23(34-4)21(9)37-25-20(31)19(30)17(28)13(8-26)36-25/h6-7,13,17,19-20,25-26,28,30-31H,8H2,1-5H3/t13-,17-,19+,20-,25+/m1/s1

AuxInfo 1/0/N:20,21,24,22,23,1,2,25,7,3,4,8,18,5,6,13,16,14,15,17,11,12,9,10,19,32,26,30,27,29,31,34,37,35,36,28,33/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s3;s4;s1;s2;d5;d6;d7s9;d8s10;s3s4;s5s6;;s15;s15;s16;s17;s7;;;;;s18;d13;d14;s18s19;s15;s16;s17;s25;s11s19;s8s21;s9s22;s10s23;s12s24;s1;s2;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s29;s30;s31;s32;/rC:4.0851,2.7097,0;6.764,4.922,0;4.4374,3.6473,0;5.7756,4.7543,0;3.7953,4.4212,0;5.1326,5.5308,0;3.0991,2.5398,0;7.1172,5.8654,0;2.8029,4.2591,0;5.478,6.4748,0;2.458,3.3146,0;6.4742,6.6418,0;5.4232,3.8155,0;4.1389,5.3633,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.752,1.602,0;8.4527,6.9683,0;1.1794,4.8626,0;3.3743,7.6525,0;6.1862,8.3497,0;-1.4725,3.1448,0;6.06,3.0445,0;3.4993,6.132,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.2077,-.4429,0;-1.8182,4.0831,0;1.4725,3.1448,0;8.1034,6.0313,0;2.1653,5.0295,0;4.36,7.8211,0;6.8232,7.5789,0;4.4038,2.3243,0;7.0824,4.5364,0;-.321,-.3833,0;-1.36,.5838,0;1.36,.5838,0;-1.3597,1.4149,0;1.3597,1.4149,0;3.2209,1.4285,0;2.2831,1.7756,0;2.5785,1.1331,0;7.9842,7.143,0;8.9212,6.7936,0;8.6274,7.4368,0;1.2628,4.3696,0;1.0959,5.3556,0;.6864,4.7791,0;3.4586,7.1597,0;3.29,8.1453,0;2.8815,7.5682,0;5.8008,8.0312,0;6.5716,8.6682,0;5.8677,8.7351,0;-1.9417,2.9719,0;-1.0033,3.3177,0;.9521,-1.8113,0;-1.9551,-1.2359,0;1.6999,-.5306,0;-2.311,4.168,0;

Duplicates ChEBI3685

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3685.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3685.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3685.sdf

Formula	C₂₅H₂₈O₁₂
MW	520.49
InChIKey	QBFJCZWBSLFTEE-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	68
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	0.82
logP	-0.0165
PSA	170.44
MR	124.828
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-406.56553
PM7_Total_Energy_ev	-6989.59777
PM7_Electronic_Energy_ev	-64450.77748
PM7_Dipole_Debye	2.18592
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.595
PM7_LUMO_Energy_ev	-1.627
PM7_COSMO_Area_square_ang	468.22
PM7_COSMO_Volue_cubic_ang	571.48
PM7_Electron_Affinity_ev	1.627
PM7_Ionization_Energy_ev	9.595
PM7_Energy_Gap_ev	7.968
PM7_Global_Hardness_ev	3.984
PM7_Global_Softness_ev	0.25100401606425704
PM7_Chemical_Potential_ev	-5.611
PM7_Electronigativity_ev	5.611
PM7_Back_Donation_Energy_ev	-0.996
PM7_Electrophilicity_ev	3.9512200050200805
OPENEYE_Name	1,2,3,8-tetramethoxy-6-methyl-7-[(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)OC3C(C(C(C(O3)CO)O)O)O)OC)C(=O)c4c(cc(c(c4OC)OC)OC)C2=O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2c(C)cc3c(c2OC)C(=O)c2c(C3=O)cc(c(c2OC)OC)OC)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C25H28O12/c1-9-6-10-14(18(29)15-11(16(10)27)7-12(32-2)22(33-3)24(15)35-5)23(34-4)21(9)37-25-20(31)19(30)17(28)13(8-26)36-25/h6-7,13,17,19-20,25-26,28,30-31H,8H2,1-5H3
InChI_3D	1S/C25H28O12/c1-9-6-10-14(18(29)15-11(16(10)27)7-12(32-2)22(33-3)24(15)35-5)23(34-4)21(9)37-25-20(31)19(30)17(28)13(8-26)36-25/h6-7,13,17,19-20,25-26,28,30-31H,8H2,1-5H3/t13-,17-,19+,20-,25+/m1/s1
AuxInfo	1/0/N:20,21,24,22,23,1,2,25,7,3,4,8,18,5,6,13,16,14,15,17,11,12,9,10,19,32,26,30,27,29,31,34,37,35,36,28,33/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s3;s4;s1;s2;d5;d6;d7s9;d8s10;s3s4;s5s6;;s15;s15;s16;s17;s7;;;;;s18;d13;d14;s18s19;s15;s16;s17;s25;s11s19;s8s21;s9s22;s10s23;s12s24;s1;s2;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s29;s30;s31;s32;/rC:4.0851,2.7097,0;6.764,4.922,0;4.4374,3.6473,0;5.7756,4.7543,0;3.7953,4.4212,0;5.1326,5.5308,0;3.0991,2.5398,0;7.1172,5.8654,0;2.8029,4.2591,0;5.478,6.4748,0;2.458,3.3146,0;6.4742,6.6418,0;5.4232,3.8155,0;4.1389,5.3633,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.752,1.602,0;8.4527,6.9683,0;1.1794,4.8626,0;3.3743,7.6525,0;6.1862,8.3497,0;-1.4725,3.1448,0;6.06,3.0445,0;3.4993,6.132,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.2077,-.4429,0;-1.8182,4.0831,0;1.4725,3.1448,0;8.1034,6.0313,0;2.1653,5.0295,0;4.36,7.8211,0;6.8232,7.5789,0;4.4038,2.3243,0;7.0824,4.5364,0;-.321,-.3833,0;-1.36,.5838,0;1.36,.5838,0;-1.3597,1.4149,0;1.3597,1.4149,0;3.2209,1.4285,0;2.2831,1.7756,0;2.5785,1.1331,0;7.9842,7.143,0;8.9212,6.7936,0;8.6274,7.4368,0;1.2628,4.3696,0;1.0959,5.3556,0;.6864,4.7791,0;3.4586,7.1597,0;3.29,8.1453,0;2.8815,7.5682,0;5.8008,8.0312,0;6.5716,8.6682,0;5.8677,8.7351,0;-1.9417,2.9719,0;-1.0033,3.3177,0;.9521,-1.8113,0;-1.9551,-1.2359,0;1.6999,-.5306,0;-2.311,4.168,0;
Duplicates	ChEBI3685
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3685.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3685.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3685.sdf