CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5304 (2239)

Formula C₂₁H₂₀O₁₀

MW 432.38

InChIKey HIWJJOYYZFELEZ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 10

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -1.62

logP 0.0917

PSA 181.05

MR 106.608

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -362.18795

PM7_Total_Energy_ev -5801.79174

PM7_Electronic_Energy_ev -46984.81529

PM7_Dipole_Debye 3.97836

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.186

PM7_LUMO_Energy_ev -0.972

PM7_COSMO_Area_square_ang 395.67

PM7_COSMO_Volue_cubic_ang 462.61

PM7_Electron_Affinity_ev 0.972

PM7_Ionization_Energy_ev 9.186

PM7_Energy_Gap_ev 8.214

PM7_Global_Hardness_ev 4.107

PM7_Global_Softness_ev 0.24348672997321646

PM7_Chemical_Potential_ev -5.079

PM7_Electronigativity_ev 5.079

PM7_Back_Donation_Energy_ev -1.02675

PM7_Electrophilicity_ev 3.140521183345508

OPENEYE_Name 5,7-dihydroxy-3-(4-hydroxyphenyl)-8-[(2~{S},3~{R},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-4-one

SMILES c1cc(ccc1c2coc3c(c2=O)c(cc(c3C4C(C(C(C(O4)CO)O)O)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)cc(c2c1occ(c2=O)c1ccc(cc1)O)O

InChI 1/C21H20O10/c22-6-13-17(27)18(28)19(29)21(31-13)15-12(25)5-11(24)14-16(26)10(7-30-20(14)15)8-1-3-9(23)4-2-8/h1-5,7,13,17-19,21-25,27-29H,6H2

InChI_3D 1S/C21H20O10/c22-6-13-17(27)18(28)19(29)21(31-13)15-12(25)5-11(24)14-16(26)10(7-30-20(14)15)8-1-3-9(23)4-2-8/h1-5,7,13,17-19,21-25,27-29H,6H2/t13-,17-,18+,19-,21+/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,21,13,6,10,14,11,12,20,7,8,15,19,18,17,9,16,31,25,26,27,22,30,29,28,23,24/E:(1,2)(3,4)/rA:51cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;s6d13;s7s14;s8;s16;s17;s18;s19;s20;d15;s9s13;s16s20;s10;s11;s12;s17;s18;s19;s21;s1;s2;s3;s4;s5;s13;s16;s17;s18;s19;s20;s21;s21;s25;s26;s27;s28;s29;s30;s31;/rC:5.2067,-.0057,0;4.3352,-1.5059,0;6.0759,-.5106,0;5.2044,-2.0109,0;;4.3408,-.5059,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.0791,-1.5158,0;.868,-.4978,0;0,1.0057,0;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;.8674,3.2638,0;1.857,3.0876,0;2.4989,3.8545,0;2.1611,4.7958,0;1.1714,4.972,0;-.3392,5.8554,0;2.5998,-1.5032,0;2.6052,1.5109,0;.5196,4.2068,0;6.9438,-2.0181,0;.8675,-1.4978,0;-.8675,1.5031,0;3.3729,2.2131,0;4.0167,4.7256,0;2.1656,6.5458,0;-1.2025,6.3601,0;5.2073,.4943,0;3.9012,-1.7541,0;6.5088,-.2605,0;5.2016,-2.5108,0;-.4327,-.2506,0;3.911,1.2524,0;.3752,3.1758,0;1.6857,2.6179,0;2.82,3.4713,0;2.6538,4.8809,0;1.3441,5.4412,0;-.5916,5.4237,0;-.0868,6.287,0;7.3775,-1.7692,0;1.3004,-1.748,0;-1.2998,1.2518,0;3.8058,2.4633,0;4.449,4.4745,0;2.5992,6.7947,0;-1.6369,6.1126,0;

Duplicates ChEBI5304

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5304.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5304.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5304.sdf

Formula	C₂₁H₂₀O₁₀
MW	432.38
InChIKey	HIWJJOYYZFELEZ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	10
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-1.62
logP	0.0917
PSA	181.05
MR	106.608
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-362.18795
PM7_Total_Energy_ev	-5801.79174
PM7_Electronic_Energy_ev	-46984.81529
PM7_Dipole_Debye	3.97836
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.186
PM7_LUMO_Energy_ev	-0.972
PM7_COSMO_Area_square_ang	395.67
PM7_COSMO_Volue_cubic_ang	462.61
PM7_Electron_Affinity_ev	0.972
PM7_Ionization_Energy_ev	9.186
PM7_Energy_Gap_ev	8.214
PM7_Global_Hardness_ev	4.107
PM7_Global_Softness_ev	0.24348672997321646
PM7_Chemical_Potential_ev	-5.079
PM7_Electronigativity_ev	5.079
PM7_Back_Donation_Energy_ev	-1.02675
PM7_Electrophilicity_ev	3.140521183345508
OPENEYE_Name	5,7-dihydroxy-3-(4-hydroxyphenyl)-8-[(2~{S},3~{R},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-4-one
SMILES	c1cc(ccc1c2coc3c(c2=O)c(cc(c3C4C(C(C(C(O4)CO)O)O)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)cc(c2c1occ(c2=O)c1ccc(cc1)O)O
InChI	1/C21H20O10/c22-6-13-17(27)18(28)19(29)21(31-13)15-12(25)5-11(24)14-16(26)10(7-30-20(14)15)8-1-3-9(23)4-2-8/h1-5,7,13,17-19,21-25,27-29H,6H2
InChI_3D	1S/C21H20O10/c22-6-13-17(27)18(28)19(29)21(31-13)15-12(25)5-11(24)14-16(26)10(7-30-20(14)15)8-1-3-9(23)4-2-8/h1-5,7,13,17-19,21-25,27-29H,6H2/t13-,17-,18+,19-,21+/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,21,13,6,10,14,11,12,20,7,8,15,19,18,17,9,16,31,25,26,27,22,30,29,28,23,24/E:(1,2)(3,4)/rA:51cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;s6d13;s7s14;s8;s16;s17;s18;s19;s20;d15;s9s13;s16s20;s10;s11;s12;s17;s18;s19;s21;s1;s2;s3;s4;s5;s13;s16;s17;s18;s19;s20;s21;s21;s25;s26;s27;s28;s29;s30;s31;/rC:5.2067,-.0057,0;4.3352,-1.5059,0;6.0759,-.5106,0;5.2044,-2.0109,0;;4.3408,-.5059,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.0791,-1.5158,0;.868,-.4978,0;0,1.0057,0;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;.8674,3.2638,0;1.857,3.0876,0;2.4989,3.8545,0;2.1611,4.7958,0;1.1714,4.972,0;-.3392,5.8554,0;2.5998,-1.5032,0;2.6052,1.5109,0;.5196,4.2068,0;6.9438,-2.0181,0;.8675,-1.4978,0;-.8675,1.5031,0;3.3729,2.2131,0;4.0167,4.7256,0;2.1656,6.5458,0;-1.2025,6.3601,0;5.2073,.4943,0;3.9012,-1.7541,0;6.5088,-.2605,0;5.2016,-2.5108,0;-.4327,-.2506,0;3.911,1.2524,0;.3752,3.1758,0;1.6857,2.6179,0;2.82,3.4713,0;2.6538,4.8809,0;1.3441,5.4412,0;-.5916,5.4237,0;-.0868,6.287,0;7.3775,-1.7692,0;1.3004,-1.748,0;-1.2998,1.2518,0;3.8058,2.4633,0;4.449,4.4745,0;2.5992,6.7947,0;-1.6369,6.1126,0;
Duplicates	ChEBI5304
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5304.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5304.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/ChEBI5304.sdf