CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI27598 (7712)

Formula C₂₈H₃₂O₁₅

MW 608.55

InChIKey YMXXCMGLMRYEQD-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 75

Number_Heavy_Atoms 43

Number_Rings 5

Number_Bonds 79

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 15

HB_Donor 8

HB_Acceptor 10

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 12

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 15

Lipinski_Violations 3

XLogP3 0

XLogP -1.7

logP -2.5125

PSA 242.13

MR 139.759

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -572.10309

PM7_Total_Energy_ev -8299.20785

PM7_Electronic_Energy_ev -89739.69793

PM7_Dipole_Debye 4.98294

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.368

PM7_LUMO_Energy_ev -1.695

PM7_COSMO_Area_square_ang 462.86

PM7_COSMO_Volue_cubic_ang 663.51

PM7_Electron_Affinity_ev 1.695

PM7_Ionization_Energy_ev 9.368

PM7_Energy_Gap_ev 7.673

PM7_Global_Hardness_ev 3.8365

PM7_Global_Softness_ev 0.260654242147791

PM7_Chemical_Potential_ev -5.5315

PM7_Electronigativity_ev 5.5315

PM7_Back_Donation_Energy_ev -0.959125

PM7_Electrophilicity_ev 3.9876830770233287

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

SMILES c1c2c(c(cc1C)O)C(=O)c3c(cc(cc3OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)OC)C2=O

Canonical_SMILES OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc(OC)cc4c3C(=O)c3c(C4=O)cc(cc3O)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C28H32O15/c1-9-3-11-17(13(30)4-9)22(34)18-12(19(11)31)5-10(39-2)6-14(18)41-28-26(38)24(36)21(33)16(43-28)8-40-27-25(37)23(35)20(32)15(7-29)42-27/h3-6,15-16,20-21,23-30,32-33,35-38H,7-8H2,1-2H3

InChI_3D 1S/C28H32O15/c1-9-3-11-17(13(30)4-9)22(34)18-12(19(11)31)5-10(39-2)6-14(18)41-28-26(38)24(36)21(33)16(43-28)8-40-27-25(37)23(35)20(32)15(7-29)42-27/h3-6,15-16,20-21,23-30,32-33,35-38H,7-8H2,1-2H3/t15-,16-,20-,21-,23+,24+,25-,26-,27-,28-/m1/s1

AuxInfo 1/0/N:25,26,1,3,2,4,27,28,9,10,5,6,11,12,21,22,7,8,13,18,17,14,16,15,20,19,24,23,40,33,29,37,36,30,35,34,39,38,42,43,41,32,31/rA:75cCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s5;s6;s1d3;s2d4;s3d7;s4d8;s5s6;s7s8;;;s15;s16;s15;s16;s18;s17;s19;s20;s9;;s21;s22;d13;d14;s22s23;s21s24;s11;s15;s16;s17;s18;s19;s20;s27;s12s23;s10s26;s24s28;s1;s2;s3;s4;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s25;s25;s26;s26;s26;s27;s27;s28;s28;s33;s34;s35;s36;s37;s38;s39;s40;/rC:3.5904,6.3782,0;4.1852,2.9558,0;1.951,6.9748,0;2.8421,1.8357,0;3.2383,5.4363,0;3.5373,3.7245,0;2.2477,5.2633,0;2.544,3.552,0;2.9419,7.1466,0;3.8353,2.0083,0;1.6088,6.0347,0;2.1987,2.6108,0;3.8854,4.6701,0;1.9042,4.3241,0;;-6.2943,.8339,0;-.8675,.4975,0;-6.3031,1.8339,0;.8675,.4975,0;-5.4268,.3365,0;-5.4356,2.3417,0;-.8675,1.5027,0;.8675,1.5027,0;-4.5592,.8443,0;3.5404,8.791,0;5.4608,1.4101,0;-4.324,3.6932,0;-2.5903,1.1954,0;4.8702,4.8436,0;.9187,4.1542,0;0,2.0104,0;-4.5592,1.8494,0;.6234,5.8642,0;1.1236,-1.3417,0;-6.8848,-.8135,0;-1.4629,-1.1481,0;-8.0241,1.5166,0;1.8525,.6702,0;-4.2953,-.9985,0;-3.6887,4.4656,0;1.2132,2.441,0;4.4754,1.24,0;-3.5748,1.0198,0;4.0831,6.4636,0;4.6777,3.0421,0;1.6302,7.3583,0;2.6693,1.3665,0;-.321,-.3833,0;-6.7873,.9174,0;-1.36,.5838,0;-6.4774,2.3026,0;1.0376,.0273,0;-5.7467,-.0478,0;-5.76,2.7221,0;-1.0404,1.9719,0;1.3597,1.4149,0;-4.3864,.3751,0;3.0706,8.962,0;4.0103,8.62,0;3.7114,9.2609,0;5.3758,1.9028,0;5.5459,.9174,0;5.9535,1.4952,0;-4.7101,4.0109,0;-3.9378,3.3756,0;-2.5025,.7032,0;-2.6781,1.6877,0;.4509,5.3949,0;.9521,-1.8113,0;-7.3767,-.9027,0;-1.9551,-1.2359,0;-8.3485,1.897,0;2.1735,.2869,0;-4.464,-1.4692,0;-3.8644,4.9337,0;

Duplicates ChEBI27598

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27598.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27598.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27598.sdf

Formula	C₂₈H₃₂O₁₅
MW	608.55
InChIKey	YMXXCMGLMRYEQD-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	75
Number_Heavy_Atoms	43
Number_Rings	5
Number_Bonds	79
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	15
HB_Donor	8
HB_Acceptor	10
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	12
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	15
Lipinski_Violations	3
XLogP3	0
XLogP	-1.7
logP	-2.5125
PSA	242.13
MR	139.759
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-572.10309
PM7_Total_Energy_ev	-8299.20785
PM7_Electronic_Energy_ev	-89739.69793
PM7_Dipole_Debye	4.98294
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.368
PM7_LUMO_Energy_ev	-1.695
PM7_COSMO_Area_square_ang	462.86
PM7_COSMO_Volue_cubic_ang	663.51
PM7_Electron_Affinity_ev	1.695
PM7_Ionization_Energy_ev	9.368
PM7_Energy_Gap_ev	7.673
PM7_Global_Hardness_ev	3.8365
PM7_Global_Softness_ev	0.260654242147791
PM7_Chemical_Potential_ev	-5.5315
PM7_Electronigativity_ev	5.5315
PM7_Back_Donation_Energy_ev	-0.959125
PM7_Electrophilicity_ev	3.9876830770233287
OPENEYE_Name	1-hydroxy-6-methoxy-3-methyl-8-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-anthracene-9,10-dione
SMILES	c1c2c(c(cc1C)O)C(=O)c3c(cc(cc3OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)OC)C2=O
Canonical_SMILES	OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc(OC)cc4c3C(=O)c3c(C4=O)cc(cc3O)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C28H32O15/c1-9-3-11-17(13(30)4-9)22(34)18-12(19(11)31)5-10(39-2)6-14(18)41-28-26(38)24(36)21(33)16(43-28)8-40-27-25(37)23(35)20(32)15(7-29)42-27/h3-6,15-16,20-21,23-30,32-33,35-38H,7-8H2,1-2H3
InChI_3D	1S/C28H32O15/c1-9-3-11-17(13(30)4-9)22(34)18-12(19(11)31)5-10(39-2)6-14(18)41-28-26(38)24(36)21(33)16(43-28)8-40-27-25(37)23(35)20(32)15(7-29)42-27/h3-6,15-16,20-21,23-30,32-33,35-38H,7-8H2,1-2H3/t15-,16-,20-,21-,23+,24+,25-,26-,27-,28-/m1/s1
AuxInfo	1/0/N:25,26,1,3,2,4,27,28,9,10,5,6,11,12,21,22,7,8,13,18,17,14,16,15,20,19,24,23,40,33,29,37,36,30,35,34,39,38,42,43,41,32,31/rA:75cCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s5;s6;s1d3;s2d4;s3d7;s4d8;s5s6;s7s8;;;s15;s16;s15;s16;s18;s17;s19;s20;s9;;s21;s22;d13;d14;s22s23;s21s24;s11;s15;s16;s17;s18;s19;s20;s27;s12s23;s10s26;s24s28;s1;s2;s3;s4;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s25;s25;s26;s26;s26;s27;s27;s28;s28;s33;s34;s35;s36;s37;s38;s39;s40;/rC:3.5904,6.3782,0;4.1852,2.9558,0;1.951,6.9748,0;2.8421,1.8357,0;3.2383,5.4363,0;3.5373,3.7245,0;2.2477,5.2633,0;2.544,3.552,0;2.9419,7.1466,0;3.8353,2.0083,0;1.6088,6.0347,0;2.1987,2.6108,0;3.8854,4.6701,0;1.9042,4.3241,0;;-6.2943,.8339,0;-.8675,.4975,0;-6.3031,1.8339,0;.8675,.4975,0;-5.4268,.3365,0;-5.4356,2.3417,0;-.8675,1.5027,0;.8675,1.5027,0;-4.5592,.8443,0;3.5404,8.791,0;5.4608,1.4101,0;-4.324,3.6932,0;-2.5903,1.1954,0;4.8702,4.8436,0;.9187,4.1542,0;0,2.0104,0;-4.5592,1.8494,0;.6234,5.8642,0;1.1236,-1.3417,0;-6.8848,-.8135,0;-1.4629,-1.1481,0;-8.0241,1.5166,0;1.8525,.6702,0;-4.2953,-.9985,0;-3.6887,4.4656,0;1.2132,2.441,0;4.4754,1.24,0;-3.5748,1.0198,0;4.0831,6.4636,0;4.6777,3.0421,0;1.6302,7.3583,0;2.6693,1.3665,0;-.321,-.3833,0;-6.7873,.9174,0;-1.36,.5838,0;-6.4774,2.3026,0;1.0376,.0273,0;-5.7467,-.0478,0;-5.76,2.7221,0;-1.0404,1.9719,0;1.3597,1.4149,0;-4.3864,.3751,0;3.0706,8.962,0;4.0103,8.62,0;3.7114,9.2609,0;5.3758,1.9028,0;5.5459,.9174,0;5.9535,1.4952,0;-4.7101,4.0109,0;-3.9378,3.3756,0;-2.5025,.7032,0;-2.6781,1.6877,0;.4509,5.3949,0;.9521,-1.8113,0;-7.3767,-.9027,0;-1.9551,-1.2359,0;-8.3485,1.897,0;2.1735,.2869,0;-4.464,-1.4692,0;-3.8644,4.9337,0;
Duplicates	ChEBI27598
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27598.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27598.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27598.sdf