CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185156_s0 (99816)

Formula C₂₅H₂₈O₁₁

MW 504.49

InChIKey JSFYFXORWHHVRW-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 67

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 11

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 1.54

logP 1.5489

PSA 153.37

MR 125.268

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -365.60681

PM7_Total_Energy_ev -6694.39526

PM7_Electronic_Energy_ev -61949.40172

PM7_Dipole_Debye 3.32123

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.145

PM7_LUMO_Energy_ev -1.238

PM7_COSMO_Area_square_ang 462.3

PM7_COSMO_Volue_cubic_ang 570.34

PM7_Electron_Affinity_ev 1.238

PM7_Ionization_Energy_ev 9.145

PM7_Energy_Gap_ev 7.907

PM7_Global_Hardness_ev 3.9535

PM7_Global_Softness_ev 0.25294043252813964

PM7_Chemical_Potential_ev -5.1915

PM7_Electronigativity_ev 5.1915

PM7_Back_Donation_Energy_ev -0.988375

PM7_Electrophilicity_ev 3.408583818135829

OPENEYE_Name (2~{E})-6-hydroxy-5-methyl-4-[(2~{S},3~{S},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2-[(3,4,5-trimethoxyphenyl)methylene]benzofuran-3-one

SMILES c1c(cc(c(c1OC)OC)OC)C=C2C(=O)c3c(cc(c(c3OC4C(C(C(C(O4)C)O)O)O)C)O)O2

Canonical_SMILES COc1cc(/C=C2/Oc3c(C2=O)c(O[C@@H]2O[C@H](C)[C@@H]([C@@H]([C@@H]2O)O)O)c(c(c3)O)C)cc(c1OC)OC

InChI 1/C25H28O11/c1-10-13(26)9-14-18(23(10)36-25-22(30)21(29)19(27)11(2)34-25)20(28)15(35-14)6-12-7-16(31-3)24(33-5)17(8-12)32-4/h6-9,11,19,21-22,25-27,29-30H,1-5H3

InChI_3D 1S/C25H28O11/c1-10-13(26)9-14-18(23(10)36-25-22(30)21(29)19(27)11(2)34-25)20(28)15(35-14)6-12-7-16(31-3)24(33-5)17(8-12)32-4/h6-9,11,19,21-22,25-27,29-30H,1-5H3/b15-6+/t11-,19+,21+,22+,25+/m1/s1

AuxInfo 1/0/N:21,22,23,24,25,15,1,2,3,6,19,5,10,7,14,8,9,4,17,13,16,18,11,12,20,29,31,26,30,32,34,35,36,28,27,33/E:(3,4)(7,8)(16,17)(31,32)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;;d3s4;s1;d2;s3d6;d4s6;d8s9;s4;s13;s5w14;;s16;s16;s17;s18;s6;s19;;;;d13;s7s14;s19s20;s10;s16;s17;s18;s11s20;s8s23;s9s24;s12s25;s1;s2;s3;s15;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s29;s30;s31;s32;/rC:5.7858,1.3656,0;4.2832,2.233,0;.868,1.5138,0;1.736,-.0012,0;4.7858,1.3684,0;;1.736,1.0058,0;6.2883,2.2361,0;4.7857,3.1035,0;0,1.0058,0;.868,-.4978,0;5.7908,3.1095,0;2.6938,-.3125,0;3.2858,.5023,0;4.2858,.5024,0;3.7152,-4.2343,0;3.0773,-5.0044,0;3.3727,-3.2948,0;2.0867,-4.8333,0;2.3822,-3.1236,0;-.8653,-.5013,0;.3656,-5.1498,0;8.5358,1.3636,0;4.7805,4.8356,0;7.2908,3.9756,0;3.0028,-1.2636,0;2.6938,1.3169,0;1.7342,-3.892,0;-.8675,1.5032,0;5.2286,-3.3556,0;4.5975,-5.8713,0;3.3703,-2.2948,0;.8671,-2.2478,0;8.0383,2.2311,0;4.2831,3.9681,0;6.2908,3.9756,0;6.0352,.9322,0;3.7832,2.2322,0;.868,2.0138,0;4.5358,.0694,0;4.0383,-4.6159,0;2.9083,-5.475,0;3.865,-3.2072,0;2.0894,-5.3332,0;2.5525,-2.6535,0;-.6147,-.9339,0;-1.298,-.7519,0;-1.1159,-.0686,0;.456,-5.6415,0;.2752,-4.658,0;-.1262,-5.2402,0;8.1021,1.1148,0;8.9695,1.6123,0;8.7846,.9299,0;5.2143,4.5869,0;4.3467,5.0843,0;5.0292,5.2693,0;7.2908,3.4756,0;7.2908,4.4756,0;7.7908,3.9757,0;-1.2998,1.252,0;5.6622,-3.6045,0;4.6001,-6.3713,0;2.9366,-2.0458,0;

Duplicates ChEBI185156_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185156_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185156_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185156_s0.sdf

Formula	C₂₅H₂₈O₁₁
MW	504.49
InChIKey	JSFYFXORWHHVRW-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	67
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	11
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	1.54
logP	1.5489
PSA	153.37
MR	125.268
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-365.60681
PM7_Total_Energy_ev	-6694.39526
PM7_Electronic_Energy_ev	-61949.40172
PM7_Dipole_Debye	3.32123
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.145
PM7_LUMO_Energy_ev	-1.238
PM7_COSMO_Area_square_ang	462.3
PM7_COSMO_Volue_cubic_ang	570.34
PM7_Electron_Affinity_ev	1.238
PM7_Ionization_Energy_ev	9.145
PM7_Energy_Gap_ev	7.907
PM7_Global_Hardness_ev	3.9535
PM7_Global_Softness_ev	0.25294043252813964
PM7_Chemical_Potential_ev	-5.1915
PM7_Electronigativity_ev	5.1915
PM7_Back_Donation_Energy_ev	-0.988375
PM7_Electrophilicity_ev	3.408583818135829
OPENEYE_Name	(2~{E})-6-hydroxy-5-methyl-4-[(2~{S},3~{S},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2-[(3,4,5-trimethoxyphenyl)methylene]benzofuran-3-one
SMILES	c1c(cc(c(c1OC)OC)OC)C=C2C(=O)c3c(cc(c(c3OC4C(C(C(C(O4)C)O)O)O)C)O)O2
Canonical_SMILES	COc1cc(/C=C2/Oc3c(C2=O)c(O[C@@H]2O[C@H](C)[C@@H]([C@@H]([C@@H]2O)O)O)c(c(c3)O)C)cc(c1OC)OC
InChI	1/C25H28O11/c1-10-13(26)9-14-18(23(10)36-25-22(30)21(29)19(27)11(2)34-25)20(28)15(35-14)6-12-7-16(31-3)24(33-5)17(8-12)32-4/h6-9,11,19,21-22,25-27,29-30H,1-5H3
InChI_3D	1S/C25H28O11/c1-10-13(26)9-14-18(23(10)36-25-22(30)21(29)19(27)11(2)34-25)20(28)15(35-14)6-12-7-16(31-3)24(33-5)17(8-12)32-4/h6-9,11,19,21-22,25-27,29-30H,1-5H3/b15-6+/t11-,19+,21+,22+,25+/m1/s1
AuxInfo	1/0/N:21,22,23,24,25,15,1,2,3,6,19,5,10,7,14,8,9,4,17,13,16,18,11,12,20,29,31,26,30,32,34,35,36,28,27,33/E:(3,4)(7,8)(16,17)(31,32)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;;d3s4;s1;d2;s3d6;d4s6;d8s9;s4;s13;s5w14;;s16;s16;s17;s18;s6;s19;;;;d13;s7s14;s19s20;s10;s16;s17;s18;s11s20;s8s23;s9s24;s12s25;s1;s2;s3;s15;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s29;s30;s31;s32;/rC:5.7858,1.3656,0;4.2832,2.233,0;.868,1.5138,0;1.736,-.0012,0;4.7858,1.3684,0;;1.736,1.0058,0;6.2883,2.2361,0;4.7857,3.1035,0;0,1.0058,0;.868,-.4978,0;5.7908,3.1095,0;2.6938,-.3125,0;3.2858,.5023,0;4.2858,.5024,0;3.7152,-4.2343,0;3.0773,-5.0044,0;3.3727,-3.2948,0;2.0867,-4.8333,0;2.3822,-3.1236,0;-.8653,-.5013,0;.3656,-5.1498,0;8.5358,1.3636,0;4.7805,4.8356,0;7.2908,3.9756,0;3.0028,-1.2636,0;2.6938,1.3169,0;1.7342,-3.892,0;-.8675,1.5032,0;5.2286,-3.3556,0;4.5975,-5.8713,0;3.3703,-2.2948,0;.8671,-2.2478,0;8.0383,2.2311,0;4.2831,3.9681,0;6.2908,3.9756,0;6.0352,.9322,0;3.7832,2.2322,0;.868,2.0138,0;4.5358,.0694,0;4.0383,-4.6159,0;2.9083,-5.475,0;3.865,-3.2072,0;2.0894,-5.3332,0;2.5525,-2.6535,0;-.6147,-.9339,0;-1.298,-.7519,0;-1.1159,-.0686,0;.456,-5.6415,0;.2752,-4.658,0;-.1262,-5.2402,0;8.1021,1.1148,0;8.9695,1.6123,0;8.7846,.9299,0;5.2143,4.5869,0;4.3467,5.0843,0;5.0292,5.2693,0;7.2908,3.4756,0;7.2908,4.4756,0;7.7908,3.9757,0;-1.2998,1.252,0;5.6622,-3.6045,0;4.6001,-6.3713,0;2.9366,-2.0458,0;
Duplicates	ChEBI185156_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185156_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185156_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185156_s0.sdf