CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185866 (100450)

Formula C₂₅H₂₈O₁₄

MW 552.49

InChIKey KDXQJCRCDRBRFU-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 39

Number_Rings 5

Number_Bonds 71

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 14

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -1.79

logP -1.6976

PSA 217.97

MR 129.065

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -517.27572

PM7_Total_Energy_ev -7581.36549

PM7_Electronic_Energy_ev -71725.85514

PM7_Dipole_Debye 4.82382

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.888

PM7_LUMO_Energy_ev -0.785

PM7_COSMO_Area_square_ang 479.83

PM7_COSMO_Volue_cubic_ang 604.58

PM7_Electron_Affinity_ev 0.785

PM7_Ionization_Energy_ev 8.888

PM7_Energy_Gap_ev 8.103

PM7_Global_Hardness_ev 4.0515

PM7_Global_Softness_ev 0.2468221646303838

PM7_Chemical_Potential_ev -4.8365

PM7_Electronigativity_ev 4.8365

PM7_Back_Donation_Energy_ev -1.012875

PM7_Electrophilicity_ev 2.8867989941996792

OPENEYE_Name 1-hydroxy-3-methoxy-7-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[[(2~{S},3~{R},4~{S},5~{R})-3,4,5-trihydroxytetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-xanthen-9-one

SMILES c1cc(cc2c1oc3cc(cc(c3c2=O)O)OC)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O

Canonical_SMILES COc1cc(O)c2c(c1)oc1c(c2=O)cc(cc1)O[C@@H]1O[C@H](CO[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C25H28O14/c1-34-10-5-12(26)17-15(6-10)38-14-3-2-9(4-11(14)18(17)28)37-25-23(33)21(31)20(30)16(39-25)8-36-24-22(32)19(29)13(27)7-35-24/h2-6,13,16,19-27,29-33H,7-8H2,1H3

InChI_3D 1S/C25H28O14/c1-34-10-5-12(26)17-15(6-10)38-14-3-2-9(4-11(14)18(17)28)37-25-23(33)21(31)20(30)16(39-25)8-36-24-22(32)19(29)13(27)7-35-24/h2-6,13,16,19-27,29-33H,7-8H2,1H3/t13-,16-,19+,20-,21+,22-,23-,24+,25-/m1/s1

AuxInfo 1/0/N:24,2,1,3,5,4,14,25,10,11,6,12,15,8,9,21,7,13,16,18,17,19,20,22,23,30,31,26,32,34,33,35,36,38,28,39,37,27,29/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s3;;s1d6;d4s7;s2d3;s4d5;s5d7;s6s7;;s14;s15;;s17;s16;s17;s18;s19;s20;;s21;d13;s8s9;s14s22;s21s23;s12;s15;s16;s17;s18;s19;s20;s10s23;s11s24;s22s25;s1;s2;s3;s4;s5;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s24;s24;s25;s25;s30;s31;s32;s33;s34;s35;s36;/rC:4.3422,-1.5068,0;5.2158,-1.0053,0;4.3415,.5094,0;.8679,-1.5033,0;;3.4735,.0022,0;1.7358,0,0;3.4738,-1.0059,0;1.7371,-1.0057,0;5.2154,.0028,0;0,-1.0057,0;.8679,.5079,0;2.6012,.5067,0;9.2912,-2.2665,0;10.1672,-2.7594,0;11.0262,-2.2472,0;6.3781,3.212,0;7.364,3.0444,0;11.018,-1.2472,0;5.7356,2.4457,0;7.7109,2.1009,0;10.1419,-.7544,0;6.0824,1.5022,0;-.8638,-2.507,0;8.8454,.7685,0;2.5985,1.5067,0;2.6038,-1.5046,0;9.2741,-1.2615,0;7.0719,1.325,0;.8679,1.5079,0;11.3095,-4.0851,0;12.7464,-1.9259,0;4.8606,4.0835,0;7.3549,4.7943,0;11.5998,.4032,0;4.8707,1.9437,0;6.0818,.5022,0;-.8653,-1.507,0;9.4936,.007,0;4.3417,-2.0068,0;5.6486,-1.2557,0;4.3406,1.0094,0;.8677,-2.0033,0;-.4337,.2487,0;9.1263,-2.7385,0;8.7975,-2.1871,0;9.8505,-3.1462,0;11.2029,-2.715,0;6.5471,3.6825,0;7.856,3.1333,0;11.5112,-1.3295,0;5.4137,2.8283,0;8.1426,2.3532,0;10.4598,-.3684,0;5.5902,1.4148,0;-.3638,-2.5062,0;-1.3638,-2.5078,0;-.863,-3.007,0;9.2261,1.0926,0;8.4647,.4443,0;.4349,1.7579,0;11.1447,-4.5572,0;13.0717,-2.3056,0;4.8594,4.5835,0;7.7866,5.0466,0;12.0913,.495,0;4.4371,2.1927,0;

Duplicates ChEBI185866

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185866.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185866.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185866.sdf

Formula	C₂₅H₂₈O₁₄
MW	552.49
InChIKey	KDXQJCRCDRBRFU-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	39
Number_Rings	5
Number_Bonds	71
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	14
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-1.79
logP	-1.6976
PSA	217.97
MR	129.065
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-517.27572
PM7_Total_Energy_ev	-7581.36549
PM7_Electronic_Energy_ev	-71725.85514
PM7_Dipole_Debye	4.82382
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.888
PM7_LUMO_Energy_ev	-0.785
PM7_COSMO_Area_square_ang	479.83
PM7_COSMO_Volue_cubic_ang	604.58
PM7_Electron_Affinity_ev	0.785
PM7_Ionization_Energy_ev	8.888
PM7_Energy_Gap_ev	8.103
PM7_Global_Hardness_ev	4.0515
PM7_Global_Softness_ev	0.2468221646303838
PM7_Chemical_Potential_ev	-4.8365
PM7_Electronigativity_ev	4.8365
PM7_Back_Donation_Energy_ev	-1.012875
PM7_Electrophilicity_ev	2.8867989941996792
OPENEYE_Name	1-hydroxy-3-methoxy-7-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[[(2~{S},3~{R},4~{S},5~{R})-3,4,5-trihydroxytetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-xanthen-9-one
SMILES	c1cc(cc2c1oc3cc(cc(c3c2=O)O)OC)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O
Canonical_SMILES	COc1cc(O)c2c(c1)oc1c(c2=O)cc(cc1)O[C@@H]1O[C@H](CO[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C25H28O14/c1-34-10-5-12(26)17-15(6-10)38-14-3-2-9(4-11(14)18(17)28)37-25-23(33)21(31)20(30)16(39-25)8-36-24-22(32)19(29)13(27)7-35-24/h2-6,13,16,19-27,29-33H,7-8H2,1H3
InChI_3D	1S/C25H28O14/c1-34-10-5-12(26)17-15(6-10)38-14-3-2-9(4-11(14)18(17)28)37-25-23(33)21(31)20(30)16(39-25)8-36-24-22(32)19(29)13(27)7-35-24/h2-6,13,16,19-27,29-33H,7-8H2,1H3/t13-,16-,19+,20-,21+,22-,23-,24+,25-/m1/s1
AuxInfo	1/0/N:24,2,1,3,5,4,14,25,10,11,6,12,15,8,9,21,7,13,16,18,17,19,20,22,23,30,31,26,32,34,33,35,36,38,28,39,37,27,29/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s3;;s1d6;d4s7;s2d3;s4d5;s5d7;s6s7;;s14;s15;;s17;s16;s17;s18;s19;s20;;s21;d13;s8s9;s14s22;s21s23;s12;s15;s16;s17;s18;s19;s20;s10s23;s11s24;s22s25;s1;s2;s3;s4;s5;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s24;s24;s25;s25;s30;s31;s32;s33;s34;s35;s36;/rC:4.3422,-1.5068,0;5.2158,-1.0053,0;4.3415,.5094,0;.8679,-1.5033,0;;3.4735,.0022,0;1.7358,0,0;3.4738,-1.0059,0;1.7371,-1.0057,0;5.2154,.0028,0;0,-1.0057,0;.8679,.5079,0;2.6012,.5067,0;9.2912,-2.2665,0;10.1672,-2.7594,0;11.0262,-2.2472,0;6.3781,3.212,0;7.364,3.0444,0;11.018,-1.2472,0;5.7356,2.4457,0;7.7109,2.1009,0;10.1419,-.7544,0;6.0824,1.5022,0;-.8638,-2.507,0;8.8454,.7685,0;2.5985,1.5067,0;2.6038,-1.5046,0;9.2741,-1.2615,0;7.0719,1.325,0;.8679,1.5079,0;11.3095,-4.0851,0;12.7464,-1.9259,0;4.8606,4.0835,0;7.3549,4.7943,0;11.5998,.4032,0;4.8707,1.9437,0;6.0818,.5022,0;-.8653,-1.507,0;9.4936,.007,0;4.3417,-2.0068,0;5.6486,-1.2557,0;4.3406,1.0094,0;.8677,-2.0033,0;-.4337,.2487,0;9.1263,-2.7385,0;8.7975,-2.1871,0;9.8505,-3.1462,0;11.2029,-2.715,0;6.5471,3.6825,0;7.856,3.1333,0;11.5112,-1.3295,0;5.4137,2.8283,0;8.1426,2.3532,0;10.4598,-.3684,0;5.5902,1.4148,0;-.3638,-2.5062,0;-1.3638,-2.5078,0;-.863,-3.007,0;9.2261,1.0926,0;8.4647,.4443,0;.4349,1.7579,0;11.1447,-4.5572,0;13.0717,-2.3056,0;4.8594,4.5835,0;7.7866,5.0466,0;12.0913,.495,0;4.4371,2.1927,0;
Duplicates	ChEBI185866
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185866.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185866.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185866.sdf